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$800,000
2 Beds ⋅ 3 Baths ⋅ Q SubDv. ⋅ 34236 Zip Code
Downtown townhouse with 2 car garage .. 2 bedroom, 2.5 baths

221 Cosmopolitan Court, Sarasota
$2,299,000
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
$1,499,000
2 Beds ⋅ 3 Baths ⋅ Bayso Condo SubDv. ⋅ 34236 Zip Code
Experience luxury downtown Sarasota living in this impeccably upgraded 15th-floor residence at Bayso. Perfectly positioned with coveted southern exposure, this 1,578-square-foot home offers panoramic views of Sarasota Bay, the Gulf, the marina, and the city skyline from its expansive 20 x 10 private terrace. This cosmopolitan two-bedroom, two-and-a-half-bath residence features a versatile den with a private door, easily serving as a third guest room, home office, or media room. Designer finishes include 10-foot ceilings, Italian cabinetry, quartz countertops, premium stainless steel appliances, GROHE fixtures, electric remote blinds, and upgraded designer lighting throughout. Ownership includes two dedicated parking spaces and access to Bayso's exceptional amenities, including a resort-style pool and spa, outdoor kitchen, fitness and flex spaces, dog park, private offices, 24-hour front desk attendants, controlled access, and on-site management. Located in the heart of downtown Sarasota, you're just steps from world-class dining, shopping, entertainment, the waterfront, and The Bay Park. Combining spectacular views, luxury finishes, and an unbeatable location, this residence offers the very best of Sarasota's modern coastal lifestyle.

301 Quay Unit 1507, Sarasota
$315,000
3 Beds ⋅ 1 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code
Under contract-accepting backup offers. Super cute and completely turn-key! This beautifully updated block home perfectly blends style with incredible structural peace of mind. This property features impact-rated windows throughout for ultimate storm protection and energy efficiency. Step inside to a bright, inviting interior boasting fresh paint inside and out. The stunning kitchen is equipped with sleek black stainless steel appliances and premium high-end quartz countertops. The bathroom has been beautifully remodeled with a contemporary design. Beyond the cosmetic updates, the home features massive mechanical upgrades, including new PVC water lines ,new exterior drains running all the way to the main and a new electric panel with a service change. Newer AC! Complete with a 1-car garage, this immaculate, low-maintenance home offers the perfect worry-free lifestyle close to the heart of the city.. Schedule your showing today! If purchasers opt for the seller's recommended lender, they will be eligible for a 1% lender credit that can be used toward closing costs or to buy the rate down. This offer is only valid when utilizing the preferred lender for preapproval. May not be combined with any down payment assistance programs. Professional photos coming soon.

1350 15th Street, Sarasota
$379,000
Sevilla SubDv. ⋅ 34236 Zip Code
Large rare lot in close proximity to the downtown area. It can be utilized as a single family or multi family residence. Nice corner lot in newly developing area. Many potential uses possible with this property.

1406 15th Street, Sarasota
$425,000
1 Beds ⋅ 1 Baths ⋅ Lido Royale SubDv. ⋅ 34236 Zip Code
Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This first-floor unit features a spacious, open-concept layout with tile flooring throughout. The kitchen and bathroom have been thoughtfully updated, offering modern amenities and stylish finishes. Step outside onto your private coved balcony, where you can enjoy breathtaking views of the beach and the serene surroundings. Whether you're enjoying a morning coffee or evening sunset, this peaceful retreat is the perfect place to unwind. Ideally located, this condo is close to the famous St. Armands Circle, where you'll find a variety of high-end shops, dining, and entertainment options. Downtown Sarasota is just a short drive away, offering even more attractions and cultural experiences.

129 Tyler Drive Unit 101, Sarasota
$1,300,000
Hudson Bayou SubDv. ⋅ 34236 Zip Code
Outstanding opportunity to build your dream home in an ideal location. Situated on an 80’ x 110’ corner lot in one of the most desirable areas of Hudson Bayou, this property has been cleared, graded, and is ready to build. Centrally located between the downtown bayfront and Southside Village, it is also just steps from Pomelo Park and within the highly sought-after Southside Elementary School District. Additionally, the adjacent property at 1717 Alta Vista is also for sale, offering the rare opportunity to purchase both properties and create an estate-sized homesite.

1703 Alta Vista Street, Sarasota
$950,000
Fruitville Professional Villas SubDv. ⋅ 34236 Zip Code
This 2,542 SF double unit offers a well-positioned second-floor office opportunity on Fruitville Road in downtown Sarasota, available for sale at $950,000. The asset can support a strong investment or owner-user scenario at an attractive price per square foot, with existing income potential at a lease rate of $25/SF NNN. The property benefits from sufficient on-site parking, including two reserved spaces, and a highly visible location in the heart of Sarasota’s downtown corridor, providing excellent access to the city’s core business, dining, and residential demand. Quarterly Condo Fees for the combination of both units is $4,604 which is included in the NNN cost.  Located in downtown Sarasota’s vibrant Fruitville corridor, this property benefits from exceptional accessibility, strong visibility, and close proximity to the city’s core business, dining, and residential areas. The surrounding area continues to see meaningful reinvestment and new development, making Fruitville Road one of Sarasota’s most active and desirable commercial corridors. Its central location provides convenient access to downtown, nearby neighborhood amenities, and major regional thoroughfares, making it a great office location for your business.

1348 Fruitville Road Unit 203 & 204, Sarasota
$1,512,000
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
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
$3,095,000
5 Beds ⋅ 5 Baths ⋅ Prime Sub SubDv. ⋅ 34236 Zip Code
Prime Location in the Hudson Bayou neighborhood. Built in 2023 this home offers 5 Bedrooms, 4.5 bathrooms and designer finishes. The interior features an open floor plan with wide plank wood flooring throughout and impact-rated windows and doors. The great room is anchored by a tray ceiling, custom built-ins, and a marble fireplace feature wall. The kitchen is designed for both everyday living and entertaining, offering Viking appliances, a dual fuel range, built-in refrigerator, custom cabinetry, quartz countertops, and a walk-in pantry. A dedicated wine room is located just off the kitchen. The primary suite is positioned on the first floor with direct access to the lanai, two custom walk-in closets, and a well-appointed bathroom with dual vanities, soaking tub, and frameless glass shower. The main level also includes a flexible office or guest suite with a full bath, along with a spacious laundry room. Outdoor living is fully integrated with a covered lanai featuring a complete outdoor kitchen with gas grill, vent hood, sink, and refrigerator, along with electric screens. The heated saltwater pool and spa are finished in PebbleTec and complemented by a gas fire feature, updated landscaping for privacy, and an outdoor shower. Upstairs includes three additional bedrooms, all with walk-in closets, two full bathrooms, and a loft space. Additional features include Sonos audio on the main level and natural gas generator. Located within the Southside Elementary school district, with a neighborhood park nearby. Downtown Sarasota, the Bayfront, Marie Selby Botanical Gardens, and Southside Village are all just minutes away, with convenient access to the Lido Key and Siesta beaches.

1717 Alta Vista Street, Sarasota
$1,525,000
4 Beds ⋅ 3 Baths ⋅ Owen Burns Sub SubDv. ⋅ 34236 Zip Code
Located in the dynamic Rosemary District, 420 Kumquat Court presents a compelling opportunity for investors and developers seeking position and flexibility in a downtown growth corridor. The property includes an existing triplex generating more than $5,000 per month in potential rental income, offering immediate cash flow while future development plans are evaluated. Zoned Downtown Edge (DTE), the site allows for residential, commercial or mixed-use development. The property is adjacent to Villa Ballada, a newly constructed five-story mixed use condominium featuring 24 residences, reinforcing the area’s continued investment and redevelopment momentum. An additional opportunity exists with the neighboring parcel to the south currently available. With a combined acquisition cost of $3,220,000, this option presents the potential for increased density, with the possibility to develop up to 24 residential units, subject to municipal approvals. The seller can also transfer plans for a seven-unit condominium project designed by award-winning Halflants + Pichette, providing a ready framework for development. Positioned within approximately six blocks of more than 60 restaurants, Sarasota Farmers Market, Sarasota Bayfront, Whole Foods Market and Sarasota’s arts and theater district, the location supports strong walkability and long-term demand. The Bay Park, a 53-acre waterfront park, is approximately four blocks away, with additional access to Payne Park and Legacy Trail. Connectivity is enhanced by the Bay Runner Trolley, offering service from downtown to St. Armands Circle and Lido Beach. This offering combines current income with future development potential in one of Sarasota’s most active urban districts.

420 Kumquat Court, Sarasota
$1,695,000
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
$1,105,000
3 Beds ⋅ 4 Baths ⋅ Q SubDv. ⋅ 34236 Zip Code
Still Playing It Safe With Your Address? Downtown Sarasota invites a vibrant lifestyle. In the heart of Sarasota’s coveted 34236, this modern townhome delivers elevated design, premium finishes, and instant access to the energy that defines the city. Soaring volume ceilings and 8 foot solid core doors set the tone the moment you walk in. The Lube Italian kitchen with Bosch appliances, natural gas cooktop, Caesarstone quartz countertops, and Hansgrohe fixtures blends sleek style with real performance. Three spacious bedrooms, three full baths, one half bath, and two flexible spaces give you room for a true office, media lounge, fitness studio, or creative space. Miami Dade impact rated windows and doors add confidence. A private elevator and two car garage with WiFi controlled LiftMaster doors make everyday living seamless. Fresh Benjamin Moore paint, custom blinds, new carpet, a tankless water heater, and a water treatment system mean it is completely move in ready. Step outside to vibrant culinary hotspots, live music venues, bayfront parks, independent retail, art galleries, and the Legacy Trail. Low HOA dues and a lock and leave lifestyle give you freedom without sacrificing sophistication. If you are ready for a home that matches your pace and your lifestyle, schedule your private showing today.

211 Cosmopolitan Court Unit 211, Sarasota
$799,000
Sarasota Exhibit SubDv. ⋅ 34236 Zip Code
Under contract-accepting backup offers. Exceptional development opportunity in Sarasota's highly sought-after Rosemary District! Rare vacant parcel in the heart of downtown Sarasota with tremendous upside potential. Zoned DTE (Downtown Edge), this versatile 0.13-acre site is positioned for a variety of uses - including boutique retail, office, multi-family residential, mixed-use, or single-family development. Located within walking distance to fine dining, cafes, shopping, cultural attractions, and entertainment, this lot offers maximum visibility and convenience in one of Sarasota's most dynamic neighborhoods. One of the few remaining vacant downtown parcels, this site presents an ideal opportunity for investors, developers, or an end user seeking downtown access and long-term value. Don't miss your chance to build in a prime location with strong growth and walkability.

1420 5th Street, Sarasota
$535,000
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
$965,000
Inwood Park First Add SubDv. ⋅ 34236 Zip Code
The Velocity Project presents an exceptional opportunity to acquire a shovel-ready luxury condominium development in Sarasota’s rapidly growing Gillespie Park neighborhood. This offering is structured as a true turnkey investment, with the sale including complete architectural drawings, technical reports, cost analyses, and all supporting materials needed for a smooth development process. With Development Review Committee approvals already secured and permits projected within approximately six weeks, the project is positioned for an expedited construction start. The approved design, created by the acclaimed Solstice Architecture Firm, reflects an aesthetic influenced by the coastal architecture of Spain and Portugal. The development plans call for six generously sized residences designed with high-end finishes, modern layouts, and upscale amenities that appeal to today’s luxury buyers. Situated on a quarter-acre site with Downtown Edge (DTE) zoning, the property benefits from a location within one of Sarasota’s most dynamic and evolving districts. Gillespie Park continues to attract strong buyer interest and investment, supported by a lively environment of local shops, dining destinations, and a diverse mix of architectural character. This is a rare chance to move forward with a fully entitled project while avoiding the lengthy planning stages. Reach out today to obtain detailed project information, financial data, construction estimates, approved plans, and to arrange a site visit.

1923 5th Street, Sarasota
$765,000
2 Beds ⋅ 2 Baths ⋅ Orange Club Condos SubDv. ⋅ 34236 Zip Code
**NEW PRICE**Welcome to Unit #301 at Orange Club — a stunning corner residence that perfectly captures the cosmopolitan sophistication and relaxed coastal lifestyle of downtown Sarasota. Ideally positioned in the highly sought-after Burns Square District, this is refined urban living at its best. Featuring the Harbor floorplan with over 1,100 square feet, this beautifully designed two-bedroom, two-bath residence offers both style and functionality. The chef-inspired kitchen is a true showpiece, appointed with premium Jenn-Air appliances, natural gas cooking, imported Cucine Ricci Italian cabinetry, sleek quartz countertops, and an oversized island ideal for entertaining. The open-concept living space flows seamlessly to a large private balcony through dramatic sliders. Complete with frameless glass railings, a smart-control ceiling fan, and natural gas hookup for grilling, this outdoor retreat is perfect for dining al fresco or enjoying Sarasota’s year-round sunshine and western views. Inside, every detail reflects curated luxury — Oversized tile flooring, custom automated Hunter Douglas shades, high-end plumbing fixtures, smart-control fans, and a spacious laundry room with custom pantry cabinetry. The primary suite offers a serene escape with a spa-inspired bathroom featuring dual vanities, a rain shower, and a walk-in customed designed closet system. This residence includes assigned covered parking, multiple guest spaces, and climate-controlled ground-level storage for added convenience. Residents of Orange Club enjoy exclusive access to a heated pool and elegant pool deck — a peaceful retreat just steps from the vibrant energy of downtown. Located moments from Sarasota Bay, fine dining, boutiques, galleries, and cultural venues, this is a rare opportunity to own in one of Sarasota’s most charming and walkable neighborhoods. Modern design. Prime location. Exceptional value.

635 S Orange Avenue Unit 301, Sarasota
$830,000
2 Beds ⋅ 3 Baths ⋅ Q SubDv. ⋅ 34236 Zip Code
Amazing property and location! This Townhome is located between Osprey and Orange Avenues off of Ringling Blvd. in downtown Sarasota with 2 spacious bedrooms and 2.5 Baths. The Q is a unique enclave of 40 individually owned townhomes (not a condo). The moment you enter the front door, you will be mesmerized by the 13-foot-tall ceilings, the 8'-foot-tall solid wood Italian doors and a serene view through the foyer out the back door to historic Laurel Park. The downstairs area (11' x 10') is a great office space with large windows that could also work as a den. The second bedroom is conveniently located on the first floor and boasts both a walk-in closet and a double closet. This spacious second bedroom has an ensuite bathroom with a Lube single sink cabinet with quartz countertops and an oversized walk-in shower. Landry room is also, conveniently located on level one. On level 2, At the top of the stairs you are greeted by an amazing kitchen with Modern cabinets, quartz countertops and stainless-steel appliances. The glass tile backsplash and knee wall facing the living room are stylist and accessible, shimmering with light from the over-sized windows. The view from the upstairs living room and dining room is a scenic view of the treetops of historic Laurel Park. Step out onto the serene, private balcony where you feel like you're in the treetops. All windows are impact glass. The attached 2-car garage has spacious storage. The location is ideal. You are two blocks from the Saturday farmer's market and one block from amazing restaurants. If that's not enough, stroll to the theater, opera, or the marina. The Q is a very short ride or walk to the Legacy Trail connecting you from downtown to Venice. The free Breeze trolley runs every 30 minutes to takes you to St. Armand's Circle or out to Lido Beach. Buyers and/or Buyers Agent to verify all pertinent information, including room sizes, as they may be approximate. All Association information should be verified with Property Management Company or Association. Information deemed reliable but not guaranteed.

209 Cosmopolitan Court, Sarasota
$749,000
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
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
$1,290,000
2 Beds ⋅ 2 Baths ⋅ Plaza At Five Points Residences SubDv. ⋅ 34236 Zip Code
New Price- for this PRISTINE residence on Central Ave, a rare opportunity to live at the HEART of downtown Sarasota while enjoying the calm, privacy, and personal service of a boutique luxury building, only 49 units. A quality of life can be found at the residence 15A Plaza Five Points. Plan to visit; this residence is located in the city’s historic "Five Points"—long recognized as the cultural and social crossroads of downtown—this address is adjacent to the park, the bayfront, library, theaters, nearby galleries, restaurants, breakfast stops, the farmers markets, Whole Foods, and signature Sarasota events at the Opra House all just steps from your door. See our photos. This 15th-floor residence provides city views and is a healthy 1,595 square feet. This offering includes two bedrooms, two bathrooms, and a well-appointed kitchen with European-style wood cabinetry that delivers a clean, warm, modern look, paired with consistent, full-height cabinet runs that signal storage, symmetry, and design discipline. An efficient open layout and higher elevated city views from the corner lanai. The floor plan balances interior openness with privacy; see the 3D plan in the photo display. This offering is ideal for full-time living or a refined lock-and-leave retreat. Secure parking and dedicated storage enhance day-to-day convenience. Plaza Five Points is intentionally uniquely different. AGAIN, only 49 residences, the building offers a quiet, uncrowded atmosphere rarely found in downtown high-rises. Residents frequently note the sense of calm, privacy, and personal service while still enjoying an active, welcoming community. An added benefit is that the building is self-managed, with long-tenured on-site leadership and staff who know the property well, so you can expect consistent care, cleanliness, and service. Amenities are designed for real living: a heated pool with full-sun exposure, a spa, a beautifully updated clubroom overlooking the pool, a full guest suite is available for your visitors with step-out access to the pool area, concierge services, secure package handling, and a well-equipped fitness center. Optional social engagement includes organized gatherings and group outings, while still preserving a respectful, low-key environment. Built in 2005 to modern hurricane standards, Plaza Five Points has long been admired for its construction quality, intimate scale, and enduring appeal. Market appeal reinforces the long-term value of residences at this address—particularly when offered in alignment with market expectations. A rare downtown Sarasota offering where location, culture, privacy, and warmth come together—Residence 15A delivers not just a home, but a lifestyle rooted in connection, walkability, and quiet sophistication. Schedule a private showing today.

50 Central Avenue Unit 15A, Sarasota
$1,775,000
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
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
$430,000
3 Beds ⋅ 2 Baths ⋅ Embassy Villas SubDv. ⋅ 34236 Zip Code
Welcome to Paradise at Embassy Villas, the unique townhouse community on beautiful Lido Key! Walk 2 blocks to watch the sunset over the gulf on famous Lido Beach & enjoy the Lido Beach Pavilion with heated public pool, bathrooms with showers, shaded gazebo, picnic benches, & food & drink concessions! Consisting of only 20 townhouses, enjoy Embassy Villas as a cozy, full-time residence, seasonal retreat for snowbirds, or a flexible investment property, as 2-week minimum rentals up to 26 times a year are allowed with zero years of prior ownership required & 2 pets of up to 20 lbs each are allowed, so your fuzzy friends can enjoy paradise with you! Only 8 of the townhouses have balconies, which overlook the tranquil, relaxing courtyard fountains, & this unit features 1 of the only 2 private, freestanding, unpaired balconies! This townhouse has been completely remodeled with NEW A/C, water heater, stainless appliances, quartz countertops, cabinets, vanities, & fixtures in the kitchen and both bathrooms, luxury vinyl flooring, & paint! The vaulted ceilings provide a spacious, airy atmosphere of light, bringing the outside in. The primary downstairs bedroom features a private en suite bathroom with a tub with a shower & upstairs are two guest bedrooms that share a bathroom that also has a tub with a shower. This townhouse is on the east side of the community, so the living room windows face the Blvd of the Presidents, with sunrise views over the waterfront mansions across the street, as opposed to the view of the parking lot from the townhouses on the west side. Walk 2 blocks to Ted Sperling Nature Park, at the south end of Lido Key to swim, hike, fish, bird watch, picnic, play on the playground, kayak the mangrove tunnels, & wash the sand off your feet at the Sarasota School of Architecture style public restrooms. Bustling St. Armand's Circle is only about 10 blocks north featuring casual, beachy, yet upscale shops & restaurants & is great for a people-watching stroll while enjoying a refreshing ice cream cone. Just a short drive, bike ride, or walk across the John Ringling bridge is downtown Sarasota featuring Selby Gardens, Selby Library, Bayfront Park & Marina, an Art House movie theater & a mainstream movie theater, & charming Main St, lined with boutique shops & restaurants. This townhouse is essentially a blank palate, ideal for letting your personal sense of style decorate & appoint it. Live the coastal lifestyle that you have always imagined!

800 S Blvd Of The Presidents Unit 9, Sarasota
$2,200,000
3 Beds ⋅ 3 Baths ⋅ Plat Of Sarasota SubDv. ⋅ 34236 Zip Code
Live ahead of the curve. Canvas RADD is a modern condominium collection rooted in design, culture, and forward momentum, set inside Sarasota’s Rosemary Arts and Design District. This is where studios replace strip malls, mornings start at Project Coffee, afternoons reset at Shack Yoga, and the city feels alive again. Walkable, urban, and unapologetically modern, Canvas RADD sits at the edge of Downtown Sarasota, exactly where growth and creativity intersect. The Sky Loft plan is 2,353 square feet, unfolding across three levels accesible by private elevator and a showpiece staircase. Offering 3 bedrooms and 3 baths designed around light, volume, and movement. High ceilings and expansive windows pull the outside in. Balconies layer in air and rhythm. Above it all, a private rooftop terrace and fourth-floor entertaining space becomes your vantage point, built for gatherings, sunsets, late nights, and watching the neighborhood evolve in real time. The architecture is sharp and intentional. Clean lines. Modern materials. Spaces that feel collected, not conventional. Every home includes an oversized private garage, balancing urban energy with day-to-day ease, whether this is your year-round address, a strategic investment, or a quick creative escape. Canvas RADD extends beyond private living. Residents have access to shared spaces designed for how you actually live now, including a fitness studio for daily resets and a conference room for focused work, creative sessions, or off-site energy without ever leaving the block. From here, Sarasota opens up fast. Walk to the Sarasota Farmers Market on weekends. Explore dining and shopping throughout the Rosemary District. Catch a performance at Van Wezel Performing Arts Hall, experience concerts with the Sarasota Orchestra, enjoy evenings out at St. Armands Circle, and spend beach days just minutes away at Lido Beach.

1343 4th Street Unit 202, Sarasota
$1,350,000
3 Beds ⋅ 2 Baths ⋅ Vista Urbana SubDv. ⋅ 34236 Zip Code
Live grounded. Create freely. Canvas RADD introduces a single-level, 3-bedroom, 3-bath live/work residence set at street level in Sarasota’s Rosemary Arts and Design District, designed for flexibility, presence, and creative flow in one of the city’s most dynamic neighborhoods. The layout unfolds across one generous level with high ceilings and expansive windows that bring in natural light and neighborhood energy, supporting a live/work configuration ideal for studios, offices, client-facing spaces, or simply room to spread out. A private landscaped yard and courtyard extend the home outdoors, offering a rare urban luxury for morning routines, informal meetings, pets, and evenings under the lights while remaining connected to the city. The architecture is sharp and purposeful, defined by clean lines, modern materials, and interiors that feel collected rather than conventional, complemented by the convenience of a private garage and effortless ground-floor access. Residents also enjoy access to curated shared amenities including a fitness studio for daily resets and a conference room for focused work, collaboration, or creative sessions without leaving the block. From the front door, Sarasota opens up quickly with walkable access to neighborhood favorites like Project Coffee, Shack Yoga, the Sarasota Farmers Market, and local dining and shopping throughout the Rosemary District, along with seamless access to the arts and culture of Downtown Sarasota including live performances, concerts, galleries, and theaters, plus easy drives to St. Armands Circle and nearby Gulf beaches.

1343 4th Street Unit 102, Sarasota
$950,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Town Of SubDv. ⋅ 34236 Zip Code
Priced BELOW $1M for a BRAND NEW LUXURY BUILDING on Palm Avenue in the heart of DOWNTOWN SARASOTA! Recently completed, this residence offers the rare opportunity to enjoy the ease and appeal of new construction. Thoughtful upgrades include hardwood flooring, remote-controlled window treatments throughout, and designer lighting fixtures. The open floor plan is both spacious and welcoming, filled with natural light from floor-to-ceiling windows that frame charming city views. The kitchen is beautifully appointed with paneled appliances, a natural gas cooktop, and a pantry, making it as functional as it is stylish. The primary suite features a generous walk-in closet and a beautifully appointed ensuite bath. A versatile second bedroom may also serve as a den or home office, with a guest bath conveniently located just across the hall. The DeMarcay is a boutique building offering impressive amenities and attentive services. Residents enjoy a rooftop lounge with pool and entertaining areas, complete with gas grills—ideal for hosting friends and family. Valet parking and concierge trash pick-up add to the effortless, lock-and-leave lifestyle. This is Sarasota living at its finest.

33 S Palm Avenue Unit 904, Sarasota
$599,000
2 Beds ⋅ 2 Baths ⋅ Embassy Villas SubDv. ⋅ 34236 Zip Code
Experience the perfect blend of modern design and an unbeatable location in this meticulously renovated 2-bedroom, 2-bathroom, 2-story townhome at Embassy Villas on Lido Key. Just two blocks from the pristine sands of Lido Beach and a short stroll to the shops and dining options of St. Armands Circle, this home offers both convenience and style. Spanning over 1,090 sq. ft., this residence feels exceptionally spacious thanks to its soaring ceilings, large windows, and sleek contemporary exterior. Natural light pours in from every direction, highlighting the airy, open layout and creating a bright, welcoming atmosphere throughout. Inside, the living space is designed for both beauty and functionality. The stylish galley kitchen features all-white cabinetry, engineered stone countertops, a modern tile backsplash, stainless steel appliances, dual sinks, and under-cabinet lighting, all accented by a breakfast bar that opens to the main living area. The first-floor primary suite offers a serene retreat, surrounded by windows for an abundance of natural light, and includes a chic en suite bath with dual vanities and contemporary finishes. Upstairs, the loft-style second bedroom provides a private getaway with striking angles, abundant light, and its own well-appointed en suite bath. Embassy Villas is a boutique community offering relaxed living in one of the Suncoast’s most desirable, walkable areas. Residents enjoy easy access to the public heated pool at Lido Beach, and the home’s generous rental policy allows for two-week minimum stays up to 26 times per year. Pets are welcome, with a limit of two (up to 20 lbs. each). This townhome is an ideal seasonal retreat, full-time residence, or investment property.

800 S Blvd Of The Presidents Unit 19, Sarasota
$1,600,000
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