Swfloridafinehomes.com Search Results

$2,299,000

Historic Gillespie Park Home | Luxury Downtown Sarasota Living on Three Lots! Discover a rare opportunity to own a beautifully restored historic home in Gillespie Park, one of Downtown Sarasota's most desirable historic neighborhoods. Originally built during Florida's celebrated Land Boom of the 1920s, this exceptional residence has been thoughtfully expanded and extensively renovated, preserving its timeless architectural character while seamlessly incorporating the modern amenities today's luxury buyers expect. Occupying 3 lots, this remarkable property offers an extraordinary combination of privacy, mature landscaping, and expansive outdoor living spaces just moments from Downtown Sarasota, The Bay Park, the Rosemary District, Sarasota Bay, Marina Jack, boutique shopping, acclaimed restaurants, theaters, galleries, and the city's vibrant cultural scene. Whether you're searching for a luxury primary residence or a distinctive historic Sarasota home, this property delivers an unmatched downtown lifestyle. A substantial two-story addition completed in 2019 expanded the home by approximately 800 square feet, creating a floor plan designed for modern living while remaining true to the home's original architecture. The addition enlarged the chef's kitchen and added a full bathroom, pantry, utility room, and reading room on the main level. Upstairs, the primary suite was transformed into a luxurious retreat with a spa-inspired bathroom and dual walk-in closets. At the heart of the home is a beautifully renovated chef's kitchen featuring premium Thermador appliances, including three ovens, a six-burner gas cooktop, custom cabinetry, granite countertops, and a charming bay window overlooking the professionally landscaped gardens. Rich hardwood flooring, renovated bathrooms, fresh interior paint, generous bedrooms, and preserved architectural details create the perfect balance between historic elegance and contemporary comfort. Extensively updated for comfort, efficiency, and peace of mind, the residence features custom hurricane-impact windows installed in 2024 and designed to replicate the home's original windows while providing modern storm protection, energy efficiency, and enhanced sound insulation. Additional improvements include a new roof (2022), an expansive screened lanai completed in 2022 and enhanced with an upgraded drainage system in 2025, a new driveway, gutters, underground drainage, professionally installed irrigation, and two air-conditioning systems. Professionally designed Florida-native landscaping, winding brick pathways, tranquil gardens, and a newly established butterfly garden create a peaceful retreat rarely found this close to the heart of Sarasota. Offering the rare combination of a fully renovated historic Sarasota home, three separately platted lots, luxury finishes, modern infrastructure, and an exceptional Downtown Sarasota location, this one-of-a-kind residence is ideally positioned near The Bay Park, Sarasota Bay, the Rosemary District, Marina Jack, the Sarasota Farmers Market, Selby Botanical Gardens, the Sarasota Opera House, boutique shopping, award-winning dining, and the area's world-renowned Gulf beaches. Rich in history yet thoughtfully designed for today's lifestyle, this extraordinary home presents a rare opportunity to experience the very best of Downtown Sarasota luxury living.

4 Beds ⋅ 4 Baths ⋅ Inwood Park SubDv. ⋅ 34236 Zip Code

Historic Gillespie Park Home | Luxury Downtown Sarasota Living on Three Lots! Discover a rare opportunity to own a beautifully restored historic home in Gillespie Park, one of Downtown Sarasota's most desirable historic neighborhoods. Originally built during Florida's celebrated Land Boom of the 1920s, this exceptional residence has been thoughtfully expanded and extensively renovated, preserving its timeless architectural character while seamlessly incorporating the modern amenities today's luxury buyers expect. Occupying 3 lots, this remarkable property offers an extraordinary combination of privacy, mature landscaping, and expansive outdoor living spaces just moments from Downtown Sarasota, The Bay Park, the Rosemary District, Sarasota Bay, Marina Jack, boutique shopping, acclaimed restaurants, theaters, galleries, and the city's vibrant cultural scene. Whether you're searching for a luxury primary residence or a distinctive historic Sarasota home, this property delivers an unmatched downtown lifestyle. A substantial two-story addition completed in 2019 expanded the home by approximately 800 square feet, creating a floor plan designed for modern living while remaining true to the home's original architecture. The addition enlarged the chef's kitchen and added a full bathroom, pantry, utility room, and reading room on the main level. Upstairs, the primary suite was transformed into a luxurious retreat with a spa-inspired bathroom and dual walk-in closets. At the heart of the home is a beautifully renovated chef's kitchen featuring premium Thermador appliances, including three ovens, a six-burner gas cooktop, custom cabinetry, granite countertops, and a charming bay window overlooking the professionally landscaped gardens. Rich hardwood flooring, renovated bathrooms, fresh interior paint, generous bedrooms, and preserved architectural details create the perfect balance between historic elegance and contemporary comfort. Extensively updated for comfort, efficiency, and peace of mind, the residence features custom hurricane-impact windows installed in 2024 and designed to replicate the home's original windows while providing modern storm protection, energy efficiency, and enhanced sound insulation. Additional improvements include a new roof (2022), an expansive screened lanai completed in 2022 and enhanced with an upgraded drainage system in 2025, a new driveway, gutters, underground drainage, professionally installed irrigation, and two air-conditioning systems. Professionally designed Florida-native landscaping, winding brick pathways, tranquil gardens, and a newly established butterfly garden create a peaceful retreat rarely found this close to the heart of Sarasota. Offering the rare combination of a fully renovated historic Sarasota home, three separately platted lots, luxury finishes, modern infrastructure, and an exceptional Downtown Sarasota location, this one-of-a-kind residence is ideally positioned near The Bay Park, Sarasota Bay, the Rosemary District, Marina Jack, the Sarasota Farmers Market, Selby Botanical Gardens, the Sarasota Opera House, boutique shopping, award-winning dining, and the area's world-renowned Gulf beaches. Rich in history yet thoughtfully designed for today's lifestyle, this extraordinary home presents a rare opportunity to experience the very best of Downtown Sarasota luxury living.

1874 6th Street, Sarasota

$1,512,000

Priced to sell! This one-of-a-kind 1936 residence seamlessly blends historic charm, generous living space, and an unbeatable downtown location. Relocated to its prime corner lot in the 1980s to preserve its character, the home offers exceptional access—just one block to the world-famous Selby Gardens and a short walk or bike ride to the Bayfront and downtown Sarasota. Inside, rich hardwood floors and multiple skylights fill the home with natural light, creating a warm and inviting atmosphere. The expansive layout is thoughtfully designed to balance comfort, privacy, and functionality. The main level features an oversized living room that opens to a covered patio, a formal dining room, and a distinctive eat-in kitchen. The ground-floor primary suite serves as a private retreat, complete with a walk-in closet and a jacuzzi tub. A fully self-contained guest wing—featuring its own bedroom, full bath, and flexible living space—provides an ideal setup for multi-generational living or extended stays. Upstairs, you’ll find 4 additional bedrooms, including two ensuite suites, along with a serving area and a sitting room that opens onto a spacious outdoor deck. A thoughtfully designed 2003 addition offers a bright craft or yoga studio with vaulted ceilings and skylights. The home also offers exceptional versatility, with three separate flex spaces perfect for a home office, den, or lounge. Recent updates provide peace of mind, including a new roof, fully modernized plumbing , and three zoned A/C units for efficient climate control. Most windows have been upgraded to double-pane thermal glass, while select originals have been preserved to maintain the home’s historic appeal. Enjoy lower insurance costs in this non-mandatory flood zone (X500). The home is ideally situated on a high lot, 6' above street level.

4 Beds ⋅ 5 Baths ⋅ Strongs Point SubDv. ⋅ 34236 Zip Code

Priced to sell! This one-of-a-kind 1936 residence seamlessly blends historic charm, generous living space, and an unbeatable downtown location. Relocated to its prime corner lot in the 1980s to preserve its character, the home offers exceptional access—just one block to the world-famous Selby Gardens and a short walk or bike ride to the Bayfront and downtown Sarasota. Inside, rich hardwood floors and multiple skylights fill the home with natural light, creating a warm and inviting atmosphere. The expansive layout is thoughtfully designed to balance comfort, privacy, and functionality. The main level features an oversized living room that opens to a covered patio, a formal dining room, and a distinctive eat-in kitchen. The ground-floor primary suite serves as a private retreat, complete with a walk-in closet and a jacuzzi tub. A fully self-contained guest wing—featuring its own bedroom, full bath, and flexible living space—provides an ideal setup for multi-generational living or extended stays. Upstairs, you’ll find 4 additional bedrooms, including two ensuite suites, along with a serving area and a sitting room that opens onto a spacious outdoor deck. A thoughtfully designed 2003 addition offers a bright craft or yoga studio with vaulted ceilings and skylights. The home also offers exceptional versatility, with three separate flex spaces perfect for a home office, den, or lounge. Recent updates provide peace of mind, including a new roof, fully modernized plumbing , and three zoned A/C units for efficient climate control. Most windows have been upgraded to double-pane thermal glass, while select originals have been preserved to maintain the home’s historic appeal. Enjoy lower insurance costs in this non-mandatory flood zone (X500). The home is ideally situated on a high lot, 6' above street level.

813 Hudson Avenue, Sarasota

$1,450,000

FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history (over $83,000 in the first year) along with $27,000+ in future bookings, please inquire for more details

3 Beds ⋅ 2 Baths ⋅ Hudson Bayou SubDv. ⋅ 34236 Zip Code

FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history (over $83,000 in the first year) along with $27,000+ in future bookings, please inquire for more details

1931 High Point Circle, Sarasota

$1,695,000

A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.

3 Beds ⋅ 2 Baths ⋅ Owen Burns Sub SubDv. ⋅ 34236 Zip Code

A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.

1563 4th Street, Sarasota

$535,000

Unique opportunity. Current owner has run his electrical business here for over 20 years. This charming 1930’s bungalow served as his office. It has a small Kitchen, bathroom and several meeting spaces. An oversized garage was built in 2014. This served as storage for his equipment. It’s over 700 sf and is even insulated. The zoning allows for almost all businesses. It’s ICD … intensive commercial district. It’s located just off of 10th Way with easy access to N Orange Avenue,10th Street and 301. The possibilities are endless don’t miss this opportunity.

Skinner & Waltons Amd SubDv. ⋅ 34236 Zip Code

Unique opportunity. Current owner has run his electrical business here for over 20 years. This charming 1930’s bungalow served as his office. It has a small Kitchen, bathroom and several meeting spaces. An oversized garage was built in 2014. This served as storage for his equipment. It’s over 700 sf and is even insulated. The zoning allows for almost all businesses. It’s ICD … intensive commercial district. It’s located just off of 10th Way with easy access to N Orange Avenue,10th Street and 301. The possibilities are endless don’t miss this opportunity.

1716 10th Way, Sarasota

$749,000

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.

3 Beds ⋅ 3 Baths ⋅ Inwood Park SubDv. ⋅ 34236 Zip Code

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.

1862 6th Street, Sarasota

$749,000

One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.

3 Beds ⋅ 3 Baths ⋅ Inwood Park SubDv. ⋅ 34236 Zip Code

One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.

1862 6th Street, Sarasota

$1,775,000

In the heart of desirable Burns Court in Sarasota, stands a captivating European-inspired Florida home. This DUPLEX offers a two bedroom, two bath residence downstairs and a three bedroom, three bath upstairs. 1516 Oak Street offers the unique advantage of downtown walkability coupled with the privacy of a fully fenced, meticulously landscaped yard adorned with native plants. This residence provides an ideal alternative to condominium living, granting residents exclusive private outdoor space for themselves and their pets without the financial burden of monthly condominium fees. Indulge in the sun on the expansive upstairs balcony or unwind on the shaded patio. Prepare delectable charcuterie boards in the well-appointed kitchen, perfect for hosting happy hour gatherings, dinner parties, garden parties, or brunches. Each restful bedroom is equipped with an ensuite bathroom, ensuring privacy and convenience. Situated conveniently near the Saturday Farmers Market, a variety of local restaurants, and the Sarasota Bayfront, this exceptional property offers unparalleled potential. Currently arranged as a fully furnished duplex, it also presents remarkable versatility as a family compound, an income-generating investment, or a potential conversion into a spacious single-family home. The owner has invested significantly in high-quality upgrades to ensure the home’s move-in readiness, including: - A new metal roof installed in 2022 - A replaced sewer line and relined pipes in 2023 - New windows, updated electrical systems, and a new air conditioning unit completed in 2025 - A well for irrigation to maintain the lush landscaping - Natural gas connection - Off street parking for 4 cars and a storage shed - Completely fenced yard and landscape lighting. Furthermore, due to the property’s DTE zoning, there is potential to add another structure on the site, expanding the possibilities for future development. Selling turnkey furnished and ready to rent if desired. Experience a remarkable lifestyle in Burns Court. Schedule a private tour today.

5 Beds ⋅ 5 Baths ⋅ Sarasota Town Of SubDv. ⋅ 34236 Zip Code

In the heart of desirable Burns Court in Sarasota, stands a captivating European-inspired Florida home. This DUPLEX offers a two bedroom, two bath residence downstairs and a three bedroom, three bath upstairs. 1516 Oak Street offers the unique advantage of downtown walkability coupled with the privacy of a fully fenced, meticulously landscaped yard adorned with native plants. This residence provides an ideal alternative to condominium living, granting residents exclusive private outdoor space for themselves and their pets without the financial burden of monthly condominium fees. Indulge in the sun on the expansive upstairs balcony or unwind on the shaded patio. Prepare delectable charcuterie boards in the well-appointed kitchen, perfect for hosting happy hour gatherings, dinner parties, garden parties, or brunches. Each restful bedroom is equipped with an ensuite bathroom, ensuring privacy and convenience. Situated conveniently near the Saturday Farmers Market, a variety of local restaurants, and the Sarasota Bayfront, this exceptional property offers unparalleled potential. Currently arranged as a fully furnished duplex, it also presents remarkable versatility as a family compound, an income-generating investment, or a potential conversion into a spacious single-family home. The owner has invested significantly in high-quality upgrades to ensure the home’s move-in readiness, including: - A new metal roof installed in 2022 - A replaced sewer line and relined pipes in 2023 - New windows, updated electrical systems, and a new air conditioning unit completed in 2025 - A well for irrigation to maintain the lush landscaping - Natural gas connection - Off street parking for 4 cars and a storage shed - Completely fenced yard and landscape lighting. Furthermore, due to the property’s DTE zoning, there is potential to add another structure on the site, expanding the possibilities for future development. Selling turnkey furnished and ready to rent if desired. Experience a remarkable lifestyle in Burns Court. Schedule a private tour today.

1516 Oak Street, Sarasota

$599,000

Investor opportunity! Cottage on Lido just steps from the beach and a short bike ride to St. Armands. This two-bedroom, two-bath property requires renovation and offers strong value-add potential in one of Sarasota’s most desirable locations. Prime location, high demand area, and excellent upside for those looking to customize and maximize returns.

2 Beds ⋅ 2 Baths ⋅ White Sands Of Lido SubDv. ⋅ 34236 Zip Code

Investor opportunity! Cottage on Lido just steps from the beach and a short bike ride to St. Armands. This two-bedroom, two-bath property requires renovation and offers strong value-add potential in one of Sarasota’s most desirable locations. Prime location, high demand area, and excellent upside for those looking to customize and maximize returns.

900 S Blvd Of The Presidents Unit 4, Sarasota

$1,600,000

Zoned for Short-Term Rental. This property is located in the high-demand Downtown Sarasota Perimeter, offering the perfect balance of urban energy and residential peace. This five-unit multi-family building is a rare find, featuring four efficient one-bedroom units and a premier two-bedroom unit with a versatile den. Plenty of room to add amenities and/or an elevator. Close to Downtown, restaurants, performing arts, Bayside Park, the Marina at Bayfront Park, The Bay County Park and our beautiful Sarasota and Manatee County beaches.

Valencia Terrace Rev SubDv. ⋅ 34236 Zip Code

Zoned for Short-Term Rental. This property is located in the high-demand Downtown Sarasota Perimeter, offering the perfect balance of urban energy and residential peace. This five-unit multi-family building is a rare find, featuring four efficient one-bedroom units and a premier two-bedroom unit with a versatile den. Plenty of room to add amenities and/or an elevator. Close to Downtown, restaurants, performing arts, Bayside Park, the Marina at Bayfront Park, The Bay County Park and our beautiful Sarasota and Manatee County beaches.

1236 13th Street, Sarasota

$1,100,000

Live on the beach! Direct and unobstructed views of the beautiful Lido Beach. This small and intimate building lives like have a single family home on the beach. One of only 14 units that rarely become available. Ideally located between the Ritz Carlton Beach Residences and Club and the new Ocean Properties Resort/Opal Collection to be built. This second-floor condominium received no storm damage. Two spacious bedrooms, an open kitchen, and separate laundry room. Nicely updated and ready for your enjoyment. This location on Lido is superb and convenient to restaurants on Lido and St. Armands and shopping on St. Armands. The trolley stops at your door for easy access to all of the community amenities and downtown Sarasota dining, shopping, and farmer's market. You must see this view and location, there's nothing better!

2 Beds ⋅ 2 Baths ⋅ Mark Twain SubDv. ⋅ 34236 Zip Code

Live on the beach! Direct and unobstructed views of the beautiful Lido Beach. This small and intimate building lives like have a single family home on the beach. One of only 14 units that rarely become available. Ideally located between the Ritz Carlton Beach Residences and Club and the new Ocean Properties Resort/Opal Collection to be built. This second-floor condominium received no storm damage. Two spacious bedrooms, an open kitchen, and separate laundry room. Nicely updated and ready for your enjoyment. This location on Lido is superb and convenient to restaurants on Lido and St. Armands and shopping on St. Armands. The trolley stops at your door for easy access to all of the community amenities and downtown Sarasota dining, shopping, and farmer's market. You must see this view and location, there's nothing better!

1336 Benjamin Franklin Drive Unit 2A, Sarasota

$200,000

Good opportunity on a great corner lot. This charming 2-bedroom, 1-bath home offers 908 sq ft of living space under 200K. The property features an attached 1 car carport and there is no HOA. Some updates were made but they were not permitted so it will be up to the buyer to assume that responsibility. That said, there is a lot of value in this floorplan for the right buyer. This home is located in a convenient area, with easy access to US 41, 301, Downtown Sarasota, area beaches and all area amenities. Easy to show! Multiple offers received, Highest and Best due by 5pm on Friday 10-31-25

2 Beds ⋅ 1 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code

Good opportunity on a great corner lot. This charming 2-bedroom, 1-bath home offers 908 sq ft of living space under 200K. The property features an attached 1 car carport and there is no HOA. Some updates were made but they were not permitted so it will be up to the buyer to assume that responsibility. That said, there is a lot of value in this floorplan for the right buyer. This home is located in a convenient area, with easy access to US 41, 301, Downtown Sarasota, area beaches and all area amenities. Easy to show! Multiple offers received, Highest and Best due by 5pm on Friday 10-31-25

1404 Cocoanut Avenue, Sarasota

$749,990

Picture-Perfect Laurel Park Opportunity! Located in one of Sarasota’s most beloved historic neighborhoods, THIS RARE OFFERING OFFERS NOT ONE - BUT TWO CHARMING HISTORIC COTTAGES set on lush, tree-shaded grounds. Just steps to everything downtown Sarasota and the bayfront - this is Laurel Park living at its best. Step inside the Gold Cottage, where classic bungalow charm meets an open, inviting design. With 2 bedrooms and 1 bath, this light-filled retreat flows seamlessly to a spacious tropical courtyard—a truly special gathering space for morning coffee or evenings under the stars. The Turquoise Cottage welcomes you through its screened front porch, perfect for a good book or card games with friends. Inside, you’ll find 3 bedrooms and 2.5 baths - plus a flexible floor plan with private upstairs access—ideal for guests or rental income opportunities. Together, the two cottages offer a total of 5 bedrooms and 3.5 baths and are offered turnkey furnished, ready to enjoy with family, friends, or tenants. This property offers a unique mix of old and new - with updated baths, appliances and AC's - in a setting that has a vintage charm of yesteryear and tree-lined streets with a true neighborhood vibe. Enjoy the convenience of natural gas, wood floors, open kitchens and separate laundry. A peaceful and tropical lot in this historic neighborhood is a rare find. No HOA, not in a flood zone, no storm damage plus the city rental rules support flexibility - making this property ideal as an investment, full-time home, or seasonal retreat. Live in one cottage and rent the other—or create a multi-generational sanctuary just steps from everything Sarasota has to offer. Walk to shopping, dining, weekly farmers market and cultural events. A great Florida lifestyle!

5 Beds ⋅ 4 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code

Picture-Perfect Laurel Park Opportunity! Located in one of Sarasota’s most beloved historic neighborhoods, THIS RARE OFFERING OFFERS NOT ONE - BUT TWO CHARMING HISTORIC COTTAGES set on lush, tree-shaded grounds. Just steps to everything downtown Sarasota and the bayfront - this is Laurel Park living at its best. Step inside the Gold Cottage, where classic bungalow charm meets an open, inviting design. With 2 bedrooms and 1 bath, this light-filled retreat flows seamlessly to a spacious tropical courtyard—a truly special gathering space for morning coffee or evenings under the stars. The Turquoise Cottage welcomes you through its screened front porch, perfect for a good book or card games with friends. Inside, you’ll find 3 bedrooms and 2.5 baths - plus a flexible floor plan with private upstairs access—ideal for guests or rental income opportunities. Together, the two cottages offer a total of 5 bedrooms and 3.5 baths and are offered turnkey furnished, ready to enjoy with family, friends, or tenants. This property offers a unique mix of old and new - with updated baths, appliances and AC's - in a setting that has a vintage charm of yesteryear and tree-lined streets with a true neighborhood vibe. Enjoy the convenience of natural gas, wood floors, open kitchens and separate laundry. A peaceful and tropical lot in this historic neighborhood is a rare find. No HOA, not in a flood zone, no storm damage plus the city rental rules support flexibility - making this property ideal as an investment, full-time home, or seasonal retreat. Live in one cottage and rent the other—or create a multi-generational sanctuary just steps from everything Sarasota has to offer. Walk to shopping, dining, weekly farmers market and cultural events. A great Florida lifestyle!

521 & 523 Ohio Place, Sarasota

$555,000

Beautiful Double Lot Near Downtown Sarasota and The Bay. Prime opportunity for future land development north of downtown Sarasota and The Bay. The value lies in the spacious double lot, nestled in a highly desirable residential neighborhood close to the international airport, Bayfront, and vibrant downtown Sarasota, close to top-rated restaurants, bars, and boutique shops. Enjoy easy access to the public boat ramp on 10th Street, offering a direct route to the Gulf of Mexico for boating and water recreation. Schematic plans and renderings for two homes, each 2500sqft illustrating what can potentially be built on 1504 Cocoanut Ave. should the buyer choose to subdivide the lot. Just a few blocks away, the renowned Ringling College of Art and Design adds to the neighborhood’s prestige. This property is ideal for a two-family home site, a strong investment opportunity in one of Sarasota’s most sought-after areas. The existing home currently generates rental income with a tenant in place. Survey available upon request.

3 Beds ⋅ 1 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code

Beautiful Double Lot Near Downtown Sarasota and The Bay. Prime opportunity for future land development north of downtown Sarasota and The Bay. The value lies in the spacious double lot, nestled in a highly desirable residential neighborhood close to the international airport, Bayfront, and vibrant downtown Sarasota, close to top-rated restaurants, bars, and boutique shops. Enjoy easy access to the public boat ramp on 10th Street, offering a direct route to the Gulf of Mexico for boating and water recreation. Schematic plans and renderings for two homes, each 2500sqft illustrating what can potentially be built on 1504 Cocoanut Ave. should the buyer choose to subdivide the lot. Just a few blocks away, the renowned Ringling College of Art and Design adds to the neighborhood’s prestige. This property is ideal for a two-family home site, a strong investment opportunity in one of Sarasota’s most sought-after areas. The existing home currently generates rental income with a tenant in place. Survey available upon request.

1504 Cocoanut Avenue, Sarasota

$1,900,000

Present Offers!! This 0.66-acre corner parcel is positioned at the highly visible, signalized intersection of US 301 (Washington Boulevard) and 10th Street, offering unmatched access, visibility, and versatility for forward-thinking developers. The property package includes a strategically located office building with a spacious driveway and dual ingress/egress onto both Washington Boulevard and 10th Street, as well as an income-producing residential unit that provides immediate cash flow while future development plans take shape. With its DTE zoning, the site is primed for modern mixed-use development, encouraging residential, office, retail, or live/work concepts. A recent site plan proposed for the property envisioned a four-story mixed-use building featuring 36 residential units and approximately 7,700 square feet of office space, showcasing the strong development potential within this zoning framework. The location provides exceptional traffic exposure and connectivity, situated directly on US 301 with quick access to Fruitville Road (SR 780), Downtown Sarasota, and Interstate 75. Just minutes from the city’s cultural venues, waterfront, and thriving restaurant scene, the property also benefits from strong walkability and bikeability, appealing to residents and professionals seeking an urban lifestyle.

Smiths E A Resub SubDv. ⋅ 34236 Zip Code

Present Offers!! This 0.66-acre corner parcel is positioned at the highly visible, signalized intersection of US 301 (Washington Boulevard) and 10th Street, offering unmatched access, visibility, and versatility for forward-thinking developers. The property package includes a strategically located office building with a spacious driveway and dual ingress/egress onto both Washington Boulevard and 10th Street, as well as an income-producing residential unit that provides immediate cash flow while future development plans take shape. With its DTE zoning, the site is primed for modern mixed-use development, encouraging residential, office, retail, or live/work concepts. A recent site plan proposed for the property envisioned a four-story mixed-use building featuring 36 residential units and approximately 7,700 square feet of office space, showcasing the strong development potential within this zoning framework. The location provides exceptional traffic exposure and connectivity, situated directly on US 301 with quick access to Fruitville Road (SR 780), Downtown Sarasota, and Interstate 75. Just minutes from the city’s cultural venues, waterfront, and thriving restaurant scene, the property also benefits from strong walkability and bikeability, appealing to residents and professionals seeking an urban lifestyle.

1000 N Washington Boulevard, Sarasota

$2,100,000

Welcome to the heart of Sarasota's historic district, Towles of Laurel Park, where this exceptional compound awaits. Comprising three distinct residences, this property offers a world of possibilities. Completely renovated inside and out, this unique gem is move-in ready! Set on an expansive corner lot spanning over a quarter-acre, this multi-faceted property presents an array of options. The main residence is a two-story haven featuring four bedrooms and 3.5 bathrooms. It's a blend of classic charm and modern convenience, thoughtfully updated to meet the demands of contemporary living. Recent exterior updates include a new metal roof (2022) and HardiPlank siding. Inside, you'll find a plethora of improvements. Oversized impact windows and sliders fill the space with natural light, highlighting the luxury vinyl plank flooring, crown molding, and a smartly redesigned layout that seamlessly connects each room. The galley kitchen, adorned with Quartz countertops and stainless-steel appliances, is perfectly equipped. The Quartz bathrooms are beautifully renovated, and each residence boasts a laundry facility for added convenience. A separate duplex adds even more versatility to this property. With two kitchens, two living areas, two bedrooms, and two bathrooms, it can serve as a multifamily home or be used to generate rental income. It has its own private entrance, allowing for independent living. Completing the compound is a charming one-bedroom, one-bathroom guest cottage. It comes with a separate entrance, spacious living area, and an eat-in kitchen. This cozy space is perfect for guests or can be utilized as an additional rental property. Outside, this compound shines with meticulously manicured grounds, providing a lush and inviting environment. The brick-pavered driveways offer ample parking, and natural wood canopies gracefully shade the breezeways that connect each building. With these exterior updates, you can enjoy the Florida outdoors in style and comfort. Beyond the property's stunning interior and exterior renovations, its location adds to its appeal. Situated in the vibrant heart of downtown Sarasota, you're just a stone's throw away from the city's cultural and entertainment hub. The bayfront and pristine Gulf beaches are also nearby, catering to those who relish arts, entertainment, and an active lifestyle. Neighboring recreational amenities like golf, tennis, pickleball and fitness centers are perfect for staying active and enjoying the beautiful Florida weather. This meticulously updated and versatile compound promises a rare and remarkable downtown lifestyle.

7 Beds ⋅ 7 Baths ⋅ Towles Sub SubDv. ⋅ 34236 Zip Code

Welcome to the heart of Sarasota's historic district, Towles of Laurel Park, where this exceptional compound awaits. Comprising three distinct residences, this property offers a world of possibilities. Completely renovated inside and out, this unique gem is move-in ready! Set on an expansive corner lot spanning over a quarter-acre, this multi-faceted property presents an array of options. The main residence is a two-story haven featuring four bedrooms and 3.5 bathrooms. It's a blend of classic charm and modern convenience, thoughtfully updated to meet the demands of contemporary living. Recent exterior updates include a new metal roof (2022) and HardiPlank siding. Inside, you'll find a plethora of improvements. Oversized impact windows and sliders fill the space with natural light, highlighting the luxury vinyl plank flooring, crown molding, and a smartly redesigned layout that seamlessly connects each room. The galley kitchen, adorned with Quartz countertops and stainless-steel appliances, is perfectly equipped. The Quartz bathrooms are beautifully renovated, and each residence boasts a laundry facility for added convenience. A separate duplex adds even more versatility to this property. With two kitchens, two living areas, two bedrooms, and two bathrooms, it can serve as a multifamily home or be used to generate rental income. It has its own private entrance, allowing for independent living. Completing the compound is a charming one-bedroom, one-bathroom guest cottage. It comes with a separate entrance, spacious living area, and an eat-in kitchen. This cozy space is perfect for guests or can be utilized as an additional rental property. Outside, this compound shines with meticulously manicured grounds, providing a lush and inviting environment. The brick-pavered driveways offer ample parking, and natural wood canopies gracefully shade the breezeways that connect each building. With these exterior updates, you can enjoy the Florida outdoors in style and comfort. Beyond the property's stunning interior and exterior renovations, its location adds to its appeal. Situated in the vibrant heart of downtown Sarasota, you're just a stone's throw away from the city's cultural and entertainment hub. The bayfront and pristine Gulf beaches are also nearby, catering to those who relish arts, entertainment, and an active lifestyle. Neighboring recreational amenities like golf, tennis, pickleball and fitness centers are perfect for staying active and enjoying the beautiful Florida weather. This meticulously updated and versatile compound promises a rare and remarkable downtown lifestyle.

1901 Morrill Street, Sarasota

$980,000

3 UNITS in Laurel Park! This income-producing opportunity is in the coveted Downtown Historic District of Laurel Park, Sarasota. This beautifully renovated and meticulously maintained triplex blends timeless character with proven financial performance, offering the perfect combination of lifestyle and investment potential. Currently operating as an established Airbnb with Superhost status and professional management in place, this property provides steady, verifiable income with strong year-over-year performance and the flexibility to continue as a high-yield short-term rental or transition to long-term tenants for predictable cash flow. The triplex features three charming, fully furnished units—two front units with two bedrooms and one bathroom each, and a one-bedroom, one-bathroom rear unit. Each includes private driveways, off-street parking, patios, and either in-unit or shared laundry. Situated on an exceptional flag lot with dual frontage on both Laurel Street and Ohio Place, this property offers rare privacy, accessibility, and redevelopment potential. The lot’s size and configuration make it ideal for a future custom residence, offering one of the most desirable build opportunities within Sarasota’s downtown core. Financially, the property has a consistent and transparent performance record, generating $111,599 in 2023, $106,893 in 2024, and a projected $103,000 in 2025. Importantly, these figures already reflect reduced occupancy, as the owners reserve the property multiple times per year for family use. Without that usage, the income potential is expected to reach or exceed $120,000 annually, offering clear upside for an investor focused on maximizing returns. With stronger marketing, repeat-guest programs, and continuous availability, this property’s income could grow substantially while remaining a largely hands-off investment. This triplex stands out not only for its returns but also for its flexibility. Investors can enjoy immediate passive income with management and future bookings already in place, or occupy one unit and rent the others to offset ownership costs. The property’s prime location within the National Historic District of Laurel Park enhances its long-term value, offering walkable access to Sarasota’s Bayfront, Selby Gardens, Main Street dining, shopping, and the city’s renowned arts and theater venues. Laurel Park’s historic charm, walkability, and strong rental demand make it one of Sarasota’s most stable and appreciating neighborhoods for both investors and homeowners alike. With its combination of proven rental history, turnkey condition, desirable lot, and premier downtown location, this property represents a rare opportunity to own an asset that delivers reliable income today and exceptional upside tomorrow. Whether held as a passive income generator, a personal retreat with investment benefits, or the site of a future luxury home, this triplex embodies the best of Sarasota’s lifestyle, history, and growth potential. Don’t miss your chance to own this exceptional property in one of Sarasota’s most sought-after neighborhoods—where historic character meets lasting investment value.

5 Beds ⋅ 3 Baths ⋅ Rhodes & Hale Sub SubDv. ⋅ 34236 Zip Code

3 UNITS in Laurel Park! This income-producing opportunity is in the coveted Downtown Historic District of Laurel Park, Sarasota. This beautifully renovated and meticulously maintained triplex blends timeless character with proven financial performance, offering the perfect combination of lifestyle and investment potential. Currently operating as an established Airbnb with Superhost status and professional management in place, this property provides steady, verifiable income with strong year-over-year performance and the flexibility to continue as a high-yield short-term rental or transition to long-term tenants for predictable cash flow. The triplex features three charming, fully furnished units—two front units with two bedrooms and one bathroom each, and a one-bedroom, one-bathroom rear unit. Each includes private driveways, off-street parking, patios, and either in-unit or shared laundry. Situated on an exceptional flag lot with dual frontage on both Laurel Street and Ohio Place, this property offers rare privacy, accessibility, and redevelopment potential. The lot’s size and configuration make it ideal for a future custom residence, offering one of the most desirable build opportunities within Sarasota’s downtown core. Financially, the property has a consistent and transparent performance record, generating $111,599 in 2023, $106,893 in 2024, and a projected $103,000 in 2025. Importantly, these figures already reflect reduced occupancy, as the owners reserve the property multiple times per year for family use. Without that usage, the income potential is expected to reach or exceed $120,000 annually, offering clear upside for an investor focused on maximizing returns. With stronger marketing, repeat-guest programs, and continuous availability, this property’s income could grow substantially while remaining a largely hands-off investment. This triplex stands out not only for its returns but also for its flexibility. Investors can enjoy immediate passive income with management and future bookings already in place, or occupy one unit and rent the others to offset ownership costs. The property’s prime location within the National Historic District of Laurel Park enhances its long-term value, offering walkable access to Sarasota’s Bayfront, Selby Gardens, Main Street dining, shopping, and the city’s renowned arts and theater venues. Laurel Park’s historic charm, walkability, and strong rental demand make it one of Sarasota’s most stable and appreciating neighborhoods for both investors and homeowners alike. With its combination of proven rental history, turnkey condition, desirable lot, and premier downtown location, this property represents a rare opportunity to own an asset that delivers reliable income today and exceptional upside tomorrow. Whether held as a passive income generator, a personal retreat with investment benefits, or the site of a future luxury home, this triplex embodies the best of Sarasota’s lifestyle, history, and growth potential. Don’t miss your chance to own this exceptional property in one of Sarasota’s most sought-after neighborhoods—where historic character meets lasting investment value.

407 Ohio Place, Sarasota

$795,000

Prime investment and redevelopment opportunity in Sarasota’s sought-after Towles Court Arts District! This mixed-use property offers approx. 750 sq. ft. of commercial/gallery or studio space plus 363 sq. ft. of residential use, making it ideal for live/work tenants, creative professionals, or small businesses. Historic details and metal roof—blend with flexible layouts to attract both renters and end users. With zero side setbacks and DTE (Downtown Edge) zoning, the property offers significant redevelopment upside. Surrounded by other commercial and residential parcels, 1950 Adams Lane also presents excellent assemblage potential for investors or developers looking to create a larger mixed-use or residential project. Located just steps from downtown Sarasota’s restaurants, shops, galleries, and cultural amenities, this property combines immediate income potential with long-term growth. A rare chance to secure a prime footprint in one of Sarasota’s most dynamic districts!

1 Beds ⋅ 1 Baths ⋅ Towles Sub SubDv. ⋅ 34236 Zip Code

Prime investment and redevelopment opportunity in Sarasota’s sought-after Towles Court Arts District! This mixed-use property offers approx. 750 sq. ft. of commercial/gallery or studio space plus 363 sq. ft. of residential use, making it ideal for live/work tenants, creative professionals, or small businesses. Historic details and metal roof—blend with flexible layouts to attract both renters and end users. With zero side setbacks and DTE (Downtown Edge) zoning, the property offers significant redevelopment upside. Surrounded by other commercial and residential parcels, 1950 Adams Lane also presents excellent assemblage potential for investors or developers looking to create a larger mixed-use or residential project. Located just steps from downtown Sarasota’s restaurants, shops, galleries, and cultural amenities, this property combines immediate income potential with long-term growth. A rare chance to secure a prime footprint in one of Sarasota’s most dynamic districts!

1950 Adams Lane, Sarasota

$1,040,000

The Ringling House – Historic Charm Meets Modern Comfort Nestled West of the Trail at the end of a quiet cul-de-sac, this 1923 Mediterranean Revival 4BR/3BA estate blends timeless elegance with updated living. Set on a gated, nearly double lot with lush tropical landscaping, heated pool, spa, and views of Hudson Bayou, this home offers privacy and serenity just steps from downtown Sarasota, Selby Gardens, and Southside Village. Original details like Saltillo tile, wood floors, high beamed ceilings, built-ins, and a classic fireplace showcase the home’s character. The updated kitchen features granite counters, stainless appliances, and a charming garden-view window. With two spacious primary suites—one upstairs, one down—plus two guest bedrooms and three modern baths, there’s room for everyone. French doors open to private patios, a courtyard pool area, and an extended outdoor entertaining space. A detached cabana/garage has been converted into a flexible recreation or guest space. New tile roof, hurricane windows, shutters, and refinished floors add peace of mind. Enjoy walkability to Sarasota’s best dining, arts, and bayfront attractions, and just a short drive to Siesta and Lido beaches. Ideal for full-time living, seasonal use, or income potential, The Ringling House is a rare opportunity to own a beautifully preserved piece of Sarasota history. Sold Turnkey!

4 Beds ⋅ 3 Baths ⋅ Hudson Bayou SubDv. ⋅ 34236 Zip Code

The Ringling House – Historic Charm Meets Modern Comfort Nestled West of the Trail at the end of a quiet cul-de-sac, this 1923 Mediterranean Revival 4BR/3BA estate blends timeless elegance with updated living. Set on a gated, nearly double lot with lush tropical landscaping, heated pool, spa, and views of Hudson Bayou, this home offers privacy and serenity just steps from downtown Sarasota, Selby Gardens, and Southside Village. Original details like Saltillo tile, wood floors, high beamed ceilings, built-ins, and a classic fireplace showcase the home’s character. The updated kitchen features granite counters, stainless appliances, and a charming garden-view window. With two spacious primary suites—one upstairs, one down—plus two guest bedrooms and three modern baths, there’s room for everyone. French doors open to private patios, a courtyard pool area, and an extended outdoor entertaining space. A detached cabana/garage has been converted into a flexible recreation or guest space. New tile roof, hurricane windows, shutters, and refinished floors add peace of mind. Enjoy walkability to Sarasota’s best dining, arts, and bayfront attractions, and just a short drive to Siesta and Lido beaches. Ideal for full-time living, seasonal use, or income potential, The Ringling House is a rare opportunity to own a beautifully preserved piece of Sarasota history. Sold Turnkey!

1723 Bay Street, Sarasota

$2,850,000

148 Polk represents extreme value. Note the two recent sold properties on South Polk, 259 S Polk and 117 S Polk. The on grade homes sold for $3,700,000 and 3,000,000 respectively. 148 Polk is 4,051 gross square foot with 4 bedrooms and 3 full baths and a 2 car garage. The house is the lowest priced, highest quality home site on the local Sarasota islands. The lot is a Rare DOUBLE lot (16,000 sq ft) that checks "ALL THE BOXES". It's one of the very few properties that offers: a location only steps to the sands of Lido Beach, steps to the shops and restaurants of St Armand's Circle, is waterfront with a big bayou view and is a double lot. The lot also comes with a new seawall, concrete cap and dock. From this one-of-a-kind lot, you can design a home with a large rooftop terrace, and you will enjoy views of the Gulf of Mexico adding tremendous value to the home. HOUSE WAS FLOODED IN OCTOBER 2024. Sold AS IS only.

3 Beds ⋅ 3 Baths ⋅ Lido Beach House SubDv. ⋅ 34236 Zip Code

148 Polk represents extreme value. Note the two recent sold properties on South Polk, 259 S Polk and 117 S Polk. The on grade homes sold for $3,700,000 and 3,000,000 respectively. 148 Polk is 4,051 gross square foot with 4 bedrooms and 3 full baths and a 2 car garage. The house is the lowest priced, highest quality home site on the local Sarasota islands. The lot is a Rare DOUBLE lot (16,000 sq ft) that checks "ALL THE BOXES". It's one of the very few properties that offers: a location only steps to the sands of Lido Beach, steps to the shops and restaurants of St Armand's Circle, is waterfront with a big bayou view and is a double lot. The lot also comes with a new seawall, concrete cap and dock. From this one-of-a-kind lot, you can design a home with a large rooftop terrace, and you will enjoy views of the Gulf of Mexico adding tremendous value to the home. HOUSE WAS FLOODED IN OCTOBER 2024. Sold AS IS only.

148 N Polk, Sarasota

$385,000

Adorable and spacious 'Streamline 1946 Modern' Hause with wooden floorboards and Mexican tiles, gives a unique touch and personality! Concrete driveway for one car. Super location with a short walk to the supermarket and the Bayfront of Sarasota. The living room features a fireplace with stonework, three full bedrooms and an enclosed office accommodates several family members. An attached mother-in-law suite with separate entrance for privacy.

3 Beds ⋅ 2 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code

Adorable and spacious 'Streamline 1946 Modern' Hause with wooden floorboards and Mexican tiles, gives a unique touch and personality! Concrete driveway for one car. Super location with a short walk to the supermarket and the Bayfront of Sarasota. The living room features a fireplace with stonework, three full bedrooms and an enclosed office accommodates several family members. An attached mother-in-law suite with separate entrance for privacy.

1320 Cocoanut Avenue, Sarasota

$335,000

1924 charming cottage on a corner lot. The two bedrooms have original wooden floors with a bathroom and Walkin' shower. There is an Mother-in-law suite, separate from the main house with Mexican Tile flooring. The property has a concrete driveway with space for three cars. Separate laundry room next to the snug kitchen makes this place cozy and unique. From the Livingroom, French doors open out to an enclosed sunroom and into the front garden. The location is unbeatable with amenities and entertainment like restaurants, The Bay front, Theater, the Opera House, gift shopping and supermarkets, all in walking distance.

2 Beds ⋅ 1 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code

1924 charming cottage on a corner lot. The two bedrooms have original wooden floors with a bathroom and Walkin' shower. There is an Mother-in-law suite, separate from the main house with Mexican Tile flooring. The property has a concrete driveway with space for three cars. Separate laundry room next to the snug kitchen makes this place cozy and unique. From the Livingroom, French doors open out to an enclosed sunroom and into the front garden. The location is unbeatable with amenities and entertainment like restaurants, The Bay front, Theater, the Opera House, gift shopping and supermarkets, all in walking distance.

1330 Cocoanut Avenue, Sarasota

$1,590,000

Located just minutes from downtown Sarasota, this charming home offers a spacious, open layout perfect for both relaxation and entertaining. The kitchen serves as the heart of the home, flowing seamlessly into the living areas and overlooking a private backyard with a pool, cozy fireplace, and multiple lounging areas.

3 Beds ⋅ 2 Baths ⋅ Prime Sub SubDv. ⋅ 34236 Zip Code

Located just minutes from downtown Sarasota, this charming home offers a spacious, open layout perfect for both relaxation and entertaining. The kitchen serves as the heart of the home, flowing seamlessly into the living areas and overlooking a private backyard with a pool, cozy fireplace, and multiple lounging areas.

953 Pomelo Place, Sarasota

$678,030

IF YOU LONG TO BE IN DOWNTOWN SARASOTA BUT CONDO LIVING IS NOT YOUR THING, YOU MUST LOOK AT THIS OPPORTUNITY AVAILABLE TURNKEY FURNISHED IMMEDIATELY. This 3-bed-2-bath home is in Tahiti Park, one mile north of downtown Sarasota and adjacent to Centennial Park and The Bay Conservancy, Sarasota’s developing 53-acre bayfront park. You will feel like you’re walking into a new home with most of the work completed in 2022 and 2023. This includes a NEW ROOF, IMPACT RESISTANT WINDOWS, reinforced stucco siding, flooring throughout, kitchen, baths and more! The screened front porch looks over the spacious, serene front yard shaded by ancient oaks. Inside, the open plan is light and bright with high ceilings, transom windows and ultra smooth walls (no texture!). The kitchen and dining area are anchored by a large island big enough for a party of 6. Engineered hardwood flooring and recycled glass counters unite this space in complete harmony. The owner’s suite has 4 closets (!) and a luxuriously updated bath with dual vanities and a walk-in shower. The two additional bedrooms share a bath with a zero-threshold shower. The 3rd bedroom has a private entrance and access to the laundry room allowing guests and visitors to come and go privately or a perfect spot for a home office. The front porch and patio will be where to watch the sunset, but you’ll also find two back yard, paver patios providing additional areas to enjoy the mature landscaping and the privacy of a completely fenced yard. A rear load garage is accessed by Lowe Lane, a private road used only by 5 homeowners.

3 Beds ⋅ 2 Baths ⋅ Tahiti Park SubDv. ⋅ 34236 Zip Code

IF YOU LONG TO BE IN DOWNTOWN SARASOTA BUT CONDO LIVING IS NOT YOUR THING, YOU MUST LOOK AT THIS OPPORTUNITY AVAILABLE TURNKEY FURNISHED IMMEDIATELY. This 3-bed-2-bath home is in Tahiti Park, one mile north of downtown Sarasota and adjacent to Centennial Park and The Bay Conservancy, Sarasota’s developing 53-acre bayfront park. You will feel like you’re walking into a new home with most of the work completed in 2022 and 2023. This includes a NEW ROOF, IMPACT RESISTANT WINDOWS, reinforced stucco siding, flooring throughout, kitchen, baths and more! The screened front porch looks over the spacious, serene front yard shaded by ancient oaks. Inside, the open plan is light and bright with high ceilings, transom windows and ultra smooth walls (no texture!). The kitchen and dining area are anchored by a large island big enough for a party of 6. Engineered hardwood flooring and recycled glass counters unite this space in complete harmony. The owner’s suite has 4 closets (!) and a luxuriously updated bath with dual vanities and a walk-in shower. The two additional bedrooms share a bath with a zero-threshold shower. The 3rd bedroom has a private entrance and access to the laundry room allowing guests and visitors to come and go privately or a perfect spot for a home office. The front porch and patio will be where to watch the sunset, but you’ll also find two back yard, paver patios providing additional areas to enjoy the mature landscaping and the privacy of a completely fenced yard. A rear load garage is accessed by Lowe Lane, a private road used only by 5 homeowners.

1155 Tahiti Parkway, Sarasota

$2,527,000

Welcome to this stunning 3 bedroom/Den with 4 En-suite Bathrooms contemporary home, including a Mother-in-Law Suite, ideally situated on Hudson Bayou. Easy walking distance of a half mile to the vibrant heart of Sarasota and Sarasota Bay—perfect for boating and nature enthusiasts! Nestled in a peaceful cul-de-sac, this beautifully remodeled residence was thoughtfully updated in 2015, with a lovely saltwater pool added in 2016, along with a new seawall, landscaping, covered lanai, deck, and a refreshed dock. NO WATER ENCROACHMENT. With 100 feet of waterfront and protected dockage for up to four boats, you’ll enjoy serene views of the water, captivating sunrises, and breathtaking sunsets. As you approach the home, you'll be greeted by lush landscaping leading into a spacious courtyard, ideal for entertaining. Sliding impact glass doors and windows seamlessly connect this inviting outdoor space to the open floor plan inside. This home is designed for both relaxation and entertainment, featuring elegant finishes and ample space that opens to the deck, pool, and scenic views of Hudson Bayou. The modern gourmet kitchen, complete with an island and 5-burner gas stove. Whole house water filtration system. Significant cabinet and storage, ample counter space, and stainless appliances are perfect for the discerning cook. It flows into a screened lanai, perfect for enjoying the water views and ample aquatic wildlife. Watch the manatees and dolphins swim by you as the birds sing their own songs. The spacious master suite has access to the deck and large windows that frame the tranquil waterfront. Additionally, the 528-square-foot Mother-in-Law Suite above the two-car garage which includes a full bath and plumbing for a kitchenette, offering flexibility for visitors or an in-home office or studio apartment. This exceptional home is truly a gem in one of Sarasota’s most desirable locations, combining contemporary elegance with easy access to the city and a relaxed waterfront lifestyle.

3 Beds ⋅ 4 Baths ⋅ Strongs Point SubDv. ⋅ 34236 Zip Code

Welcome to this stunning 3 bedroom/Den with 4 En-suite Bathrooms contemporary home, including a Mother-in-Law Suite, ideally situated on Hudson Bayou. Easy walking distance of a half mile to the vibrant heart of Sarasota and Sarasota Bay—perfect for boating and nature enthusiasts! Nestled in a peaceful cul-de-sac, this beautifully remodeled residence was thoughtfully updated in 2015, with a lovely saltwater pool added in 2016, along with a new seawall, landscaping, covered lanai, deck, and a refreshed dock. NO WATER ENCROACHMENT. With 100 feet of waterfront and protected dockage for up to four boats, you’ll enjoy serene views of the water, captivating sunrises, and breathtaking sunsets. As you approach the home, you'll be greeted by lush landscaping leading into a spacious courtyard, ideal for entertaining. Sliding impact glass doors and windows seamlessly connect this inviting outdoor space to the open floor plan inside. This home is designed for both relaxation and entertainment, featuring elegant finishes and ample space that opens to the deck, pool, and scenic views of Hudson Bayou. The modern gourmet kitchen, complete with an island and 5-burner gas stove. Whole house water filtration system. Significant cabinet and storage, ample counter space, and stainless appliances are perfect for the discerning cook. It flows into a screened lanai, perfect for enjoying the water views and ample aquatic wildlife. Watch the manatees and dolphins swim by you as the birds sing their own songs. The spacious master suite has access to the deck and large windows that frame the tranquil waterfront. Additionally, the 528-square-foot Mother-in-Law Suite above the two-car garage which includes a full bath and plumbing for a kitchenette, offering flexibility for visitors or an in-home office or studio apartment. This exceptional home is truly a gem in one of Sarasota’s most desirable locations, combining contemporary elegance with easy access to the city and a relaxed waterfront lifestyle.

1610 Hudson Pointe Drive, Sarasota

$1,500,000

Discover a unique opportunity with this 2,211 SF freestanding building, boasting timeless character from its 1925 construction. Zoned DTB and strategically positioned in the sought-after Downtown area, this property presents a prime opportunity for office, retail, or residential users and investors. The historic charm of the building offers a distinctive appeal, while its prime location provides convenience and visibility. With its versatile layout and historic appeal, this property is primed for a wide range of uses, making it an ideal choice for anyone seeking a property with character and potential in the heart of Downtown Sarasota.

34236 Zip Code

Discover a unique opportunity with this 2,211 SF freestanding building, boasting timeless character from its 1925 construction. Zoned DTB and strategically positioned in the sought-after Downtown area, this property presents a prime opportunity for office, retail, or residential users and investors. The historic charm of the building offers a distinctive appeal, while its prime location provides convenience and visibility. With its versatile layout and historic appeal, this property is primed for a wide range of uses, making it an ideal choice for anyone seeking a property with character and potential in the heart of Downtown Sarasota.

1215 N Palm Avenue, Sarasota

$775,000

Discover the charm and character of this exquisitely maintained 1925 home in the heart of the Central Cocoanut Historic District. Ideally just steps from Whitaker Gateway Park and the long-awaited and celebrated 53-acre park along Sarasota Bay simply known as The Bay. Investors will love the opportunity to generate income while families will appreciate the multigenerational living options. The property is comprised of a main house and a detached building with two individual and rentable apartments that can also be used as an in-law suite and guest house. The main home boasts four bedrooms, 2½ baths and features a grand rocking chair front porch. Additional features include abundant light through numerous windows, high ceilings, original crown molding and trim details, original hardwood flooring upstairs and an original wood staircase with hand railing. The main floor includes a bright living room, formal dining room, kitchen with a picture window and granite countertops, a powder room, a laundry room and a fourth bedroom or office. The two carriage house apartments are at the rear of the property and each of the three units included in this property can be rented individually. The first apartment includes one bedroom, a living room, dining room, kitchen and full bath, while the second apartment is a studio with a kitchen and full bath. Both apartments share a private paver patio area with a privacy fence separating them from the main house. The property is ideal for entertaining with abundant off-street parking, a new 6-foot vinyl louver-style privacy fence enclosing a huge patio and a new wood deck off the back of the house. Modern updates include newer HVAC systems and a roof replaced in 2014. This property offers a desired and convenient location, minutes from downtown Sarasota, 10 minutes from Lido Beach and St. Armands Circle, 2½ miles from Sarasota Bradenton International Airport and 3 miles from Sarasota Memorial Hospital. Don’t miss this unique opportunity to own a piece of history with modern comforts and income-generating potential.

6 Beds ⋅ 5 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code

Discover the charm and character of this exquisitely maintained 1925 home in the heart of the Central Cocoanut Historic District. Ideally just steps from Whitaker Gateway Park and the long-awaited and celebrated 53-acre park along Sarasota Bay simply known as The Bay. Investors will love the opportunity to generate income while families will appreciate the multigenerational living options. The property is comprised of a main house and a detached building with two individual and rentable apartments that can also be used as an in-law suite and guest house. The main home boasts four bedrooms, 2½ baths and features a grand rocking chair front porch. Additional features include abundant light through numerous windows, high ceilings, original crown molding and trim details, original hardwood flooring upstairs and an original wood staircase with hand railing. The main floor includes a bright living room, formal dining room, kitchen with a picture window and granite countertops, a powder room, a laundry room and a fourth bedroom or office. The two carriage house apartments are at the rear of the property and each of the three units included in this property can be rented individually. The first apartment includes one bedroom, a living room, dining room, kitchen and full bath, while the second apartment is a studio with a kitchen and full bath. Both apartments share a private paver patio area with a privacy fence separating them from the main house. The property is ideal for entertaining with abundant off-street parking, a new 6-foot vinyl louver-style privacy fence enclosing a huge patio and a new wood deck off the back of the house. Modern updates include newer HVAC systems and a roof replaced in 2014. This property offers a desired and convenient location, minutes from downtown Sarasota, 10 minutes from Lido Beach and St. Armands Circle, 2½ miles from Sarasota Bradenton International Airport and 3 miles from Sarasota Memorial Hospital. Don’t miss this unique opportunity to own a piece of history with modern comforts and income-generating potential.

1254 15th Street, Sarasota

$379,500

Welcome to the hidden gem in the heart of Sarasota’s Central Cocoanut Historic District, where you can live, build, or develop in downtown Sarasota! Located across from the Bayfront and just blocks from the heart of downtown, this prime property is part of the North Trail zoning district with optional North Trail overlay. This commercial zone is in a fast-growing urban neighborhood and allows for a wide range of mixed uses. The property currently features a 2-bedroom 1-bath with 1011-square-foot main residence. The main home offers original wood flooring, a wood-burning fireplace, and so much potential. The separate ADU building with 1-bedroom and 1-bath with 480 square feet featuring an updated kitchen and flooring and could be used as an art studio, office, or income property. The washer and dryer are located separately for common use. Both buildings have their own meters. This very special property is also just across the street from scenic Whitaker Park, with its walking trails alongside the picture-perfect Sarasota Bay, public boat launch, picnic pavilions, playground, and a fishing pier.

2 Beds ⋅ 1 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code

Welcome to the hidden gem in the heart of Sarasota’s Central Cocoanut Historic District, where you can live, build, or develop in downtown Sarasota! Located across from the Bayfront and just blocks from the heart of downtown, this prime property is part of the North Trail zoning district with optional North Trail overlay. This commercial zone is in a fast-growing urban neighborhood and allows for a wide range of mixed uses. The property currently features a 2-bedroom 1-bath with 1011-square-foot main residence. The main home offers original wood flooring, a wood-burning fireplace, and so much potential. The separate ADU building with 1-bedroom and 1-bath with 480 square feet featuring an updated kitchen and flooring and could be used as an art studio, office, or income property. The washer and dryer are located separately for common use. Both buildings have their own meters. This very special property is also just across the street from scenic Whitaker Park, with its walking trails alongside the picture-perfect Sarasota Bay, public boat launch, picnic pavilions, playground, and a fishing pier.

1236 14th Street, Sarasota

$900,000

Celebrate gracious Sarasota living in the sought-after Hudson Bayou area, situated West of the Trail and just moments from Southside Village, Selby Gardens, downtown Sarasota and the pristine Siesta Key beaches. This delightful bungalow, between fruit trees and blooming jasmine at the quiet corner of Pomelo and Alta Vista, is near a newly established dog-friendly neighborhood park. Further along Pomelo Avenue, you'll find access to Hudson Bayou, ideal for kayaking or fishing. The residence boasts original wooden floors, bright and spacious rooms, a covered carport for one car, and a large, fenced backyard with ample shade. Adjacent to the large kitchen with island, the dining room has sliders out to a wooden deck, an ideal setting for savoring morning coffee amid the local wildlife. Enjoy the privilege of harvesting your mangos! The front living room, featuring a picture window, offers a view of the neighborhood's daily life. This property presents limitless possibilities for expansion, allowing you to craft your dream home or maintain it as a seasonal retreat. Investors will value the chance to possess an affordable home within a neighborhood of multi-million-dollar homes. If full-time residency isn't your plan yet, the property is suited for weekly, seasonal, vacation or yearly rentals. Proximity to unlimited shopping and dining as well as Sarasota Memorial Hospital and in the Southside Elementary School District, adds to the convenience. The substantial utility room, complete with laundry facilities and located under roof next to the carport, holds potential for transformation into extra living space, an office or an art studio.

2 Beds ⋅ 1 Baths ⋅ Prime Sub SubDv. ⋅ 34236 Zip Code

Celebrate gracious Sarasota living in the sought-after Hudson Bayou area, situated West of the Trail and just moments from Southside Village, Selby Gardens, downtown Sarasota and the pristine Siesta Key beaches. This delightful bungalow, between fruit trees and blooming jasmine at the quiet corner of Pomelo and Alta Vista, is near a newly established dog-friendly neighborhood park. Further along Pomelo Avenue, you'll find access to Hudson Bayou, ideal for kayaking or fishing. The residence boasts original wooden floors, bright and spacious rooms, a covered carport for one car, and a large, fenced backyard with ample shade. Adjacent to the large kitchen with island, the dining room has sliders out to a wooden deck, an ideal setting for savoring morning coffee amid the local wildlife. Enjoy the privilege of harvesting your mangos! The front living room, featuring a picture window, offers a view of the neighborhood's daily life. This property presents limitless possibilities for expansion, allowing you to craft your dream home or maintain it as a seasonal retreat. Investors will value the chance to possess an affordable home within a neighborhood of multi-million-dollar homes. If full-time residency isn't your plan yet, the property is suited for weekly, seasonal, vacation or yearly rentals. Proximity to unlimited shopping and dining as well as Sarasota Memorial Hospital and in the Southside Elementary School District, adds to the convenience. The substantial utility room, complete with laundry facilities and located under roof next to the carport, holds potential for transformation into extra living space, an office or an art studio.

1703 Alta Vista Street, Sarasota

$612,000

Rare opportunity to own a Double Corner Lot 2/1 garage home, endless possibilities. This charming 1950's bungalow has an open living space, refinished hardwood floors, breezeway to garage, kitchen with granite counters, dining area, living room & reading room. 2021 Upgrades are kitchen cabinets, tile, granite, appliances, washer & dryer, new bath tile, vanity, and fixtures, new outlets and switches, repainted in & out, attic insulation, garage door opener, rear patio door & hardware, backyard pavers, gated fence, gutters, HVAC 2010, Roof 2021, Hot Water Heater 2021. Conveniently located highly desirable Gillespie Park neighborhood, a unique, front-porch community graced with both historic homes and new construction. Just steps away you will find the walkable Rosemary District, a hip neighborhood with artisan cafes and modern bistros. It is the only downtown neighborhood with a tree-lined ten-acre park that includes a tennis & pickle ball court, a scenic pond, a dog park. The neighborhood zoning, DTN Live/Work, was put in place in 2006 and allows for a three-story home and a 600sqft. accessory dwelling unit/detached garage. Living in this easily allows for enjoyable walks to downtown Sarasota - whether you're strolling to the Farmers Market, enjoying an evening at a world-class restaurant, or admiring the sunset sky over the Bayfront, the best of this city is right at your doorstep.

2 Beds ⋅ 1 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code

Rare opportunity to own a Double Corner Lot 2/1 garage home, endless possibilities. This charming 1950's bungalow has an open living space, refinished hardwood floors, breezeway to garage, kitchen with granite counters, dining area, living room & reading room. 2021 Upgrades are kitchen cabinets, tile, granite, appliances, washer & dryer, new bath tile, vanity, and fixtures, new outlets and switches, repainted in & out, attic insulation, garage door opener, rear patio door & hardware, backyard pavers, gated fence, gutters, HVAC 2010, Roof 2021, Hot Water Heater 2021. Conveniently located highly desirable Gillespie Park neighborhood, a unique, front-porch community graced with both historic homes and new construction. Just steps away you will find the walkable Rosemary District, a hip neighborhood with artisan cafes and modern bistros. It is the only downtown neighborhood with a tree-lined ten-acre park that includes a tennis & pickle ball court, a scenic pond, a dog park. The neighborhood zoning, DTN Live/Work, was put in place in 2006 and allows for a three-story home and a 600sqft. accessory dwelling unit/detached garage. Living in this easily allows for enjoyable walks to downtown Sarasota - whether you're strolling to the Farmers Market, enjoying an evening at a world-class restaurant, or admiring the sunset sky over the Bayfront, the best of this city is right at your doorstep.

516 N Osprey Avenue, Sarasota