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$3,990,000
12 Beds 8 Baths Englewood Shores SubDv. 34223 Zip Code
Established 7-Unit Short-Term Vacation Rental Property on Manasota Key! Rare opportunity to purchase an established licensed short-term vacation rental property currently accommodating nightly, weekly, monthly, and seasonal rentals on the desirable southern end of Manasota Key. Offered as a package, the property consists of two adjacent buildings with a total of seven rental units. The Main House is a two-story building featuring five remodeled rental suites, including three 1-bedroom, 1-bathroom suites, one 2-bedroom, 1-bathroom suite on the lower level, and a spacious 3-bedroom, 2-bathroom suite occupying the entire upper level. The lower-level suites feature open floor plans, updated kitchens with granite countertops and stainless-steel appliances, updated bathrooms with tiled walk-in showers, and private outdoor patios. The upper-level 3-bedroom, 2-bathroom suite provides flexibility for owner occupancy or additional rental income and features a full kitchen, living area, ensuite primary bedroom, private balconies, and partial Gulf views. The Pool House is a renovated single-story duplex featuring two side-by-side 2-bedroom, 1-bathroom suites connected by a shared screened front porch and offering access to a private heated swimming pool and tiki bar area. Designed to create a memorable guest experience, the property features lush tropical landscaping, evening landscape lighting, private patios and outdoor seating areas for each suite, outdoor dining spaces, Weber grilling stations, outdoor showers, shell and shark tooth cleaning stations, on-site laundry facilities, and Wi-Fi. A two-car gathering garage provides additional guest space with lawn games, a full-size refrigerator with a freezer, a large-screen TV, and seating for 32. The Pool House offers even more amenities with a private heated swimming pool, tiki bar gathering area, and outdoor entertainment space. This setup allows for a multitude of rental options for large groups, families, or the single couple looking for a peaceful vacation spot. Located on the southern end of Manasota Key, the property is within walking distance of nearby beach access and just moments from Stump Pass Beach State Park. Guests enjoy convenient access to Gulf beaches, boating, fishing, shelling, wildlife viewing, waterfront dining, tiki bars and nightly entertainment, marinas, shopping, golf courses, and numerous local attractions. Few properties offer the combination of scale, flexibility, guest amenities, and island charm found in this unique Manasota Key investment offering, creating an exceptional opportunity in today's vacation rental market.

1120 Gulf Boulevard, Englewood

$3,990,000
Englewood Shores SubDv. 34223 Zip Code
Established 7-Unit Short-Term Vacation Rental Property on Manasota Key! Rare opportunity to purchase an established licensed short-term vacation rental property currently accommodating nightly, weekly, monthly, and seasonal rentals on the desirable southern end of Manasota Key. Offered as a package, the property consists of two adjacent buildings with a total of seven rental units. The Main House is a two-story building featuring five remodeled rental suites, including three 1-bedroom, 1-bathroom suites, one 2-bedroom, 1-bathroom suite on the lower level, and a spacious 3-bedroom, 2-bathroom suite occupying the entire upper level. The lower-level suites feature open floor plans, updated kitchens with granite countertops and stainless-steel appliances, updated bathrooms with tiled walk-in showers, and private outdoor patios. The upper-level 3-bedroom, 2-bathroom suite provides flexibility for owner occupancy or additional rental income and features a full kitchen, living area, ensuite primary bedroom, private balconies, and partial Gulf views. The Pool House is a renovated single-story duplex featuring two side-by-side 2-bedroom, 1-bathroom suites connected by a shared screened front porch and offering access to a private heated swimming pool and tiki bar area. Designed to create a memorable guest experience, the property features lush tropical landscaping, evening landscape lighting, private patios and outdoor seating areas for each suite, outdoor dining spaces, Weber grilling stations, outdoor showers, shell and shark tooth cleaning stations, on-site laundry facilities, and Wi-Fi. A two-car gathering garage provides additional guest space with lawn games, a full-size refrigerator with a freezer, a large-screen TV, and seating for 32. The Pool House offers even more amenities with a private heated swimming pool, tiki bar gathering area, and outdoor entertainment space. This setup allows for a multitude of rental options for large groups, families, or the single couple looking for a peaceful vacation spot. Located on the southern end of Manasota Key, the property is within walking distance of nearby beach access and just moments from Stump Pass Beach State Park. Guests enjoy convenient access to Gulf beaches, boating, fishing, shelling, wildlife viewing, waterfront dining, tiki bars and nightly entertainment, marinas, shopping, golf courses, and numerous local attractions. Few properties offer the combination of scale, flexibility, guest amenities, and island charm found in this unique Manasota Key investment offering, creating an exceptional opportunity in today's vacation rental market.

1120 Gulf Boulevard, Englewood

$359,000
4 Beds 4 Baths Deer Creek SubDv. 34223 Zip Code
Tucked away on a quiet, highly desirable cul-de-sac just minutes from the sparkling Gulf beaches, 633 & 635 Harvey Street offers a rare and lucrative real estate opportunity. Whether you are looking to live in one side while the other pays your mortgage, or seeking a cash-flowing addition to your investment portfolio, this property is perfectly positioned to deliver. Both thoughtfully designed units feature the highly sought-after Florida split-bedroom floor plan, offering maximum privacy with 2 bedrooms and 2 full bathrooms each side and each has a one car garage. The primary suites boast spacious walk-in closets, while the living spaces are built for relaxing. Beyond the main living areas, each unit expands into its own sunlit Florida room and a large screened-in lanai—perfect for enjoying year-round coastal breezes. Immediate potential awaits! One unit is completely vacant and move-in ready. It has been freshly painted and carpets cleaned—ideal for an owner-occupant or for placing a new tenant at current market rent. The second unit provides instant income from day one, featuring a reliable, month-to-month tenant who would love to stay. Both units have clear hurricane shutters. Roof replaced 2024. Location is everything, and this duplex checks every box. You will be just a short drive from pristine local beaches, the vibrant historic downtown Englewood area, and conveniently close to everyday shopping, dining, and top-tier medical facilities. Don’t miss your chance to own a piece of paradise with built-in income. Schedule your private showing today!

633 Harvey Street, Englewood

$849,900
4 Beds 4 Baths Scotts Junglewood Beach SubDv. 34223 Zip Code
Rare opportunity to acquire a four-unit income-producing vacation rental property on Manasota Key, one of Florida's premier Gulf Coast barrier islands. This established short-term rental investment includes deeded Gulf beach access, allowing guests to enjoy beaches, spectacular sunsets, shelling, swimming, and the relaxed coastal lifestyle that continues to attract visitors year-round. Ideally located on the desirable north end of Manasota Key, the property offers convenient access to boating, world-class fishing, marinas, waterfront restaurants, boutique shopping, nature preserves, golf, and local entertainment. Guests also enjoy the complimentary island shuttle providing easy transportation throughout Manasota Key and nearby beach destinations. The property consists of four income-producing vacation rental units with strong appeal to seasonal visitors, beach vacationers, snowbirds, fishing enthusiasts, and extended-stay travelers seeking an authentic Florida Gulf Coast experience. Opportunities to acquire multifamily vacation rental properties with deeded beach access on Manasota Key are limited, making this an attractive option for investors seeking immediate income, portfolio diversification, and long-term appreciation potential. Potential uses include a vacation rental investment, boutique hospitality property, seasonal income property, or a combination of owner occupancy with rental income, subject to applicable regulations. Financial information is available upon execution of a Non-Disclosure Agreement. Showings are by appointment only. Please do not disturb guests.

5043 N Beach Road, Englewood

$865,000
6 Beds 4 Baths Grove City SubDv. 34224 Zip Code
Completely Renovated Modern-Rustic Triplex Across from Stump Pass Marina Discover the perfect blend of modern comfort and rustic charm in this fully renovated 2025 triplex, ideally located just steps from the intercoastal and Stump Pass Marina & Restaurant. Every inch of this property has been thoughtfully upgraded — including new plumbing, windows, roof, HVAC, appliances, and finishes — making it truly turn-key furnished and ready for its next owner. This income-producing gem features two (2) beautifully updated 2-bedroom, 1-bathroom units and one (1) spacious 2-bedroom, 2-bathroom main unit with its own laundry room—offering excellent income potential and a possible multi-generational living arrangement within one versatile triplex. A separate laundry building for the two front units, complete with a half bath and outdoor shower — perfect for guests returning from the beach or a day on the water. Inside, you’ll find modern finishes with rustic accents, highlighted by a stunning full-wall wood-burning fireplace and indoor grill, creating a warm and inviting atmosphere. Enjoy ample outdoor space for entertaining or unwinding while taking in the sunset views. With live entertainment, boat docking, and storage right across the street, this location offers the ultimate coastal lifestyle. Whether you’re looking for a profitable investment property, a vacation retreat, or a hybrid opportunity that pays for itself, this triplex checks every box. Turn the key and start living your dream coastal life today!

3155 Waterside Drive, Englewood

$469,000
4 Beds 3 Baths Tyler & Darlings SubDv. 34223 Zip Code
Under contract-accepting backup offers. Two Homes in Old Englewood: A Florida Paradise Awaits! Discover classic Florida charm at its finest with this well-loved property, ideally located just minutes from the vibrant Dearborn Street and beautiful Manasota Key! Pride of ownership shines through in the main house, which features 2 bedrooms and 2 baths, fully updated with tile flooring throughout. The spacious kitchen and abundant closet space make this home truly inviting. A versatile flex room adds more functionality, perfect as an office or guest room. Step outside to enjoy the beautiful garden, where blooming plumeria fill the air with their delightful fragrance—an enchanting reminder of the paradise you call home! Nestled at the back of the property is a charming cottage with 2 bedrooms and 1 bath. As you enter, you'll be captivated by the stunning pine ceilings that evoke a cozy beach vibe that carries through the cottage! The kitchen is open concept with tasteful solid wood cabinetry, tiled counters and newer appliances. The soothing wall color and tile flooring provide a fresh and inviting atmosphere. After a day of beachcombing for seashells, unwind in this delightful retreat. The cottage also features a privacy fence, a carport, and a covered outdoor area currently adorned with lounge furniture—perfect for savoring your morning coffee. Both homes are offered turn-key furnished, making it easy to move right in. The HVAC units and roofs for both properties were updated in recent years. This unique property is perfect for a multigenerational family or as an investment opportunity with excellent vacation rental potential. Being sold "AS IS," this gem won’t last long! Call today for your private showing and embrace the incredible lifestyle of this property!

39 1st Avenue, Englewood

$540,000
6 Beds 4 Baths Port Charlotte SubDv. 34224 Zip Code
Under Construction. Under Construction! Some photos are virtually staged. Discover an exceptional opportunity with this newly constructed duplex, perfect for investors seeking strong rental income or homeowners looking to live in one unit while generating revenue from the other. Each unit features a thoughtfully designed layout with 3 bedrooms and 2 full bathrooms, along with a private one car garage that adds both convenience and functionality. The home also includes a one year builder’s warranty, offering added peace of mind and protection for your investment. The open concept design creates a bright, airy atmosphere, enhanced by luxury vinyl & tile flooring throughout along with sleek quartz countertops that bring a modern, upscale finish. Impact rated windows and doors provide added protection during storm season and may help reduce insurance costs. French doors in each unit open to a cozy back patio, offering the perfect space to relax and enjoy the fresh air. Buyer may be able to customize the property with color selections, cabinets & countertops (mid level), fixtures, etc. since selections are not definitive as of yet. The property is connected to city water and includes a septic system. Located in an X flood zone, flood insurance is not required, an additional cost saving benefit. With no HOA, you will enjoy greater flexibility and fewer restrictions. Ideally situated just off South Access Road, the duplex offers easy access to US 41 and is only minutes from downtown Port Charlotte, offering a wide variety of shopping and dining options. Punta Gorda Airport is less than an hour away, while Gulf beaches, marinas with direct access to the Intracoastal Waterway and the Gulf of Mexico, and world class fishing are all just a short drive. Whether you are expanding your investment portfolio or searching for a versatile living solution, this property combines modern construction, smart design, and a highly desirable location.

9305 Anita Avenue, Englewood

$905,000
6 Beds 6 Baths Englewood Shores SubDv. 34223 Zip Code
Multiple Offers!! Highest & Best is due on 3/21/26 by 5pm. See Multiple Offer form under attachments, submit with your offer. Exceptional investment opportunity in a prime Englewood location! This unique multi-unit property offers incredible income potential with two separate buildings on site. The first building is a duplex, featuring two 1-bedroom, 1-bath units, while the second building is a triplex offering two additional 1-bedroom, 1-bath units and an upstairs, spacious 2-bedroom, 2-bath unit. With a total of five units, this property presents a fantastic opportunity for investors looking to renovate and maximize rental income or create a strong long-term portfolio asset. Situated in desirable Englewood, the property benefits from close proximity to beautiful Gulf beaches, boating, fishing, dining, and shopping, making it an attractive location for both long-term tenants and seasonal residents. The layout with multiple buildings provides flexibility for various rental strategies and the potential to significantly increase value through improvements. Whether you're looking to restore and hold for steady cash flow, create a vacation rental portfolio, or add a multi-unit property in a high-demand coastal market, this property offers the foundation for a rewarding investment. With the right vision, this Englewood property can be transformed into a standout income-producing asset. Enjoy the relaxed Florida island lifestyle nearby, with easy access to charming coastal restaurants, waterfront dining, boutique shops, and the laid-back atmosphere that makes the Englewood area such a sought-after destination.

1290 Shore View Drive Unit 5, Englewood

$395,000
4 Beds 4 Baths Port Charlotte SubDv. 34224 Zip Code
CRYSTAL CLEAR HEATED POOL DUPLEX JUST 4.8 MILES TO ENGLEWOOD BEACH! Unique opportunity for investors, vacation rental income, or multi-generational living. This FULLY FURNISHED duplex offers two private residences, each with its own garage and wide concrete driveway for convenience and flexibility. Unit A features newer laminate flooring throughout, a utility room with washer and dryer, and an A/C replaced in 2018. Unit B offers tile flooring throughout, fresh interior paint, a new refrigerator, breakfast bar, pantry, washer and dryer, and A/C replaced in 2015. Major improvements include impact windows and doors installed in 2024 along with a new roof, blown-in insulation, and shed added in 2022. Step outside to enjoy your private outdoor oasis featuring a newly resurfaced heated pool, COVERED TROPICAL TIKI BAR, and separate shaded cabana—perfect for relaxing or entertaining guests. Two buried 100-gallon propane tanks supply the water heaters, dryers, and ranges, providing added reliability during power outages. The privacy fenced backyard is adjacent to church property and is NOT LOCATED WITHIN A MANDATORY FLOOD ZONE. With no tenants currently in place, this property offers the perfect opportunity to SET YOUR OWN RENTS OR CREATE A PRIVATE FAMILY COMPOUND. This is a rare chance to own a versatile Florida property combining lifestyle and income potential! Call today for your private tour.

9297 Anita Avenue Unit A & B, Englewood

$355,000
4 Beds 4 Baths Englewood East SubDv. 34224 Zip Code
This well-maintained, income-producing duplex in East Englewood offers modern updates, excellent visibility, and strong appeal for both long-term tenants and short-term vacation renters. Each 2-bedroom, 2-bathroom unit has been thoughtfully refreshed to create a clean, contemporary living experience that resonates with year-round residents as well as seasonal visitors seeking quick access to the Gulf. The kitchens have been upgraded with quartz countertops and backsplash, newer appliances, updated cabinetry, and modern fixtures. Newer bedroom flooring adds warmth and durability, while the updated bathrooms feature new vanities, countertops, and plumbing fixtures. Each unit includes in-unit stack washer and dryer hookups, a screened patio, and off-street driveway parking. Fenced backyards and private screened lanais enhance outdoor enjoyment and help support strong tenant retention. Situated just 15 minutes from Englewood Beach and close to shopping, restaurants, and everyday conveniences, the property is ideally positioned for short-term vacation rental demand. Its unique lot configuration offers three sides of road frontage, providing excellent egress, added privacy from neighbors, and enhanced visibility from SR-776—yet the building sits far enough off the road to maintain peace and quiet. Recent major improvements, including new air conditioners in 2023 and a new roof in 2024, offer reduced maintenance costs and long-term peace of mind. Located in Flood Zone X, the property avoids costly flood insurance requirements for most lenders. With its strategic location, modern upgrades, and flexible rental potential, this duplex presents a compelling opportunity for investors seeking reliable long-term income, strong seasonal demand, or a balanced combination of both in a high-growth coastal market.

6417 Flintlock Street, Englewood

$1,169,000
12 Beds 8 Baths Chadwicks SubDv. 34223 Zip Code
Unrivaled Manasota Key Investment: High-Yield 6-Unit Compound! Nestled on the sun-drenched shores of Manasota Key, where the morning light dances across Lemon Bay and the evenings conclude with a legendary Gulf of Mexico sunset, lies an unrivaled investment opportunity. This exclusive six-unit residential compound represents the pinnacle of the "Old Florida" lifestyle, harmonizing serene coastal charm and a powerhouse financial profile. With a HIGH producing income, this estate is more than a property; it is a meticulously curated vacation destination with a proven legacy of success on global rental platforms and a high rate of recurring guests seeking the ultimate island escape. Offering the rare luxury of versatility, providing public BEACH and BAY ACCESS nearby that invites residents and guests to wander from white-sand shorelines to tranquil turquoise waters in a matter of moments, JUST 500 FEET in either direction! The compound itself is a pinnacle in coastal design, sold turnkey furnished with a sophisticated "beachy" aesthetic. Every detail has been considered for the discerning guest, from the newly installed luxury vinyl plank flooring (2024) and crisp white shaker-style cabinetry to the BRAND-NEW stainless steel appliances (2024–2025). The living spaces are airy and bright, featuring modern comforts and IMPACT-RESISTANT WINDOWS on most of the exterior perimiter that offers both beauty and structural peace of mind, in addition the ROOFS were all replaced in 2020!. Spanning multiple structures, the property includes a stately triplex featuring two 2-bedroom/1-bathroom units and a premier 2-bedroom/2-bathroom residence, alongside a secondary building housing a 2-bedroom/1-bathroom unit and two chic studio apartments. For the visionary investor, the estate offers a value-add opportunity in Building 115. Currently a blank canvas, it is awaiting a custom transformation, this space provides the rare chance to expand the compound into a high-performance 7-plex, further elevating the property’s equity and income potential that already has a 12-15% CAP Rate! This unique estate could also serve as the ultimate FAMILY COMPOUND in a rare opportunity to create a legacy where generations can gather to create lifelong coastal memories! Life at this Manasota Key retreat is defined by its exquisite outdoor amenities. A lush, paved patio serves as the heart of the compound, featuring a spacious SWIM SPA with a WATERFALL and THERAPY JETS, professional-grade BBQ stations, and elegant dining enclaves. Guests can spend their afternoons exploring the bay with the provided kayaks or watching dolphins cruise by from the quiet seating area at the end of Friendship Lane! With the vibrant dining of Manasota Key and historic Dearborn Street and the pristine trails of Stump Pass Beach just a short stroll or free shuttle ride away, this property offers a seamless blend of privacy and world-class accessibility. Offered "as-is" with rights to inspection, this is a cornerstone asset for any luxury portfolio—a rare chance to own a piece of paradise that performs as beautifully as it looks. This property will certainly not last long! Contact us today for an exclusive showing!

115 Friendship Lane, Englewood

$230,000
4 Beds 2 Baths Grove City SubDv. 34224 Zip Code
Investor Alert: Commercial Duplex in the Path of Englewood’s Waterfront Growth Opportunity meets location at 2004 Wisconsin Ave in Englewood, where income potential and future redevelopment converge. Positioned on a corner lot where Wisconsin Ave ends at Lemon Bay and just off **Placida Rd—one of the area’s primary north/south corridors—**this commercially zoned (CG) duplex sits directly in the path of continued waterfront expansion. Adding to the strategic value, a neighboring marina has already begun acquiring surrounding properties and expanding its footprint, placing this site in a prime position for future commercial demand tied to Englewood’s growing boating and waterfront economy. The property features a 1,536 sq ft duplex with two 2-bedroom, 1-bath units, each with separate utilities. The building is fully vacant, giving investors immediate control to renovate, reposition, and lease for income—or reimagine the site entirely. Recent improvements include a new roof (2022), providing confidence for investors planning to hold and improve while exploring long-term redevelopment opportunities. With approximately four parking spaces possible and Commercial General zoning, the property allows for a wide range of uses including office, retail, marine-related services, short-term rental concepts, or a complete redevelopment aligned with the area's evolving commercial landscape. Whether your strategy is to renovate and rent for cash flow, hold for appreciation as the marina expansion continues, or redevelop the site into a commercial venture, this property offers the flexibility savvy investors look for in a coastal growth market. Vacant, strategically located, and positioned for upside—opportunities like this near the water and major thoroughfares are increasingly rare.

2004 Wisconsin Avenue, Englewood

$399,900
4 Beds 4 Baths Englewood East SubDv. 34224 Zip Code
Virtually Staged. Opportunity knocks with this nearly new 2023-built duplex, located at 11057 & 11059 Pendleton Avenue—just minutes from Manasota Key and Englewood Beach. Each side offers 2 bedrooms, 2 bathrooms, private laundry, and open living areas, creating an ideal setup for tenants, extended family, or a live-in-one-side, rent-the-other arrangement. Inside, you’ll find a fresh, contemporary layout with LVT flooring throughout and stylish kitchens with granite countertops, updated cabinetry, and ample storage. Each unit has a private entrance and well-designed floor plan that makes daily living easy and appealing to both long-term and seasonal tenants. With FHA financing, you can even use the projected rental income from one side to help qualify for your loan—allowing you to live in one side while a tenant helps cover your mortgage. This property is situated in a neighborhood close to shopping, dining, schools, entertainment, and Southwest Florida’s Gulf Coast beaches—perfect for those seeking convenience and a relaxed coastal lifestyle. With no HOA fees, modern finishes, and excellent income potential, this duplex is a smart investment in one of Englewood’s growing rental markets. Whether you’re an investor looking to generate reliable cash flow or seeking flexible multi-generational living, this property delivers exceptional value and opportunity.

11057 & 11059 Pendleton Avenue, Englewood

$480,000
4 Beds 3 Baths Englewood Shores SubDv. 34223 Zip Code
Manasota Key Duplex Fixer-upper – Fix & Flip or Airbnb Investment Opportunity! Prime Manasota Key investment property just steps from the Gulf of Mexico! This duplex with deeded beach access and public beach access i walking distance offers endless potential for Airbnb, VRBO, or long-term rental income in one of Southwest Florida’s most desirable coastal communities. The front unit (approx. 1,140 sq. ft.) features 2 bedrooms, 2 baths, a screened front porch, large living/dining area, kitchen, private laundry, and an attached garage with storage. The rear unit (approx. 1,025 sq. ft.) offers 2 bedrooms, 1 oversized bath, spacious living area, kitchen with dining space, laundry, and a private paver patio surrounded by tropical landscaping. Both units feature an open floor plan and blank slate layout—ready for a complete renovation or rebuild. With Manasota Key’s strong short-term rental demand, this property is ideal for real estate investors, flippers, or those seeking a dual-income beach home. Location Highlights: Walk to Stump Pass Beach State Park – enjoy kayaking, fishing, nature trails, and world-class shelling and shark teeth hunting. Minutes from local restaurants, live music, and the laid-back island lifestyle. This is your chance to own a Gulf Coast income property with incredible upside. Renovate, rebuild, or hold for long-term value in beautiful Manasota Key, Florida! Call me for a private tour!

1350 Holiday Drive, Englewood

$1,890,000
6 Beds 5 Baths Manasota Shores SubDv. 34223 Zip Code
Own Your Own Mini Resort on Manasota Key! Welcome to Gecko House — an exceptional investment opportunity on Manasota Key! This fully updated, turnkey quadplex with DEEDED BEACH AND BAY ACCESS offers the ultimate resort-style experience complete with a large pool, dock, and kayak launch! The fully operational business boasts 5-star reviews and a calendar full of upcoming rentals. This one-of-a-kind property has been meticulously maintained and designed to provide both guests and owners with a true slice of paradise and exceptional income potential. Nestled among mature coastal landscaping, graceful bamboo, and stately oak trees, this private tropical haven creates a serene and secluded atmosphere that sets it apart from other properties on the Key. The entire top floor (Unit 3) showcases a spacious 1,419 sq. ft. residence with two oversized bedrooms, two full baths, a modern open kitchen, private laundry room, and a large sunny balcony for evening relaxation. Formerly used as an owner’s seasonal retreat, this luxurious space has also generated excellent short-term rental income thanks to its appeal for families and extended stays. The first floor features three additional turnkey rental units, each with private entrances, that have achieved outstanding reviews and a perfect 10 rating on short-term rental platforms. Unit 1 offers 2 bedrooms and 1 bath, Unit 2 includes 1 bedroom and 1 bath, and Unit 4 is a charming efficiency with 1 bedroom and 1 bath. Each unit features a fully stocked kitchen, new appliances, completely updated interiors, and new stylish furnishings. Step outside to the adjoining parcel where your guests will enjoy the private heated saltwater pool—a rare find in this area—set in a fenced, resort-style courtyard surrounded by lush tropical foliage, ample seating, umbrellas, and vibrant landscaping. Additional outbuildings provide fully stocked storage for beach chairs, buggies, umbrellas, and supplies, while on-site laundry facilities are available for guest convenience. An on-site, conditioned and fully stocked supply shed for the maintenance and cleaning crew is also included. Guests love the unbeatable location: just steps from the private deeded beach access along a shaded, well-maintained path reserved for owners and guests, and a short stroll to the bay side kayak launch with a shared dock, where they can enjoy fishing, paddleboarding, kayaking, or watching the sunrise over Lemon Bay. The property is also within easy biking distance of local restaurants, beach shops, and public beach access points. Whether you’re seeking a high-earning investment property or your own boutique coastal retreat, this fully functioning and consistently rented mini-resort offers the perfect blend of lifestyle and return. Paradise, income, and opportunity—all in one incredible property on Manasota Key.

5075 N Beach Road Unit B4, Englewood

$220,000
Goulds Addition SubDv. 34223 Zip Code
Don't miss this outstanding opportunity to own an income-producing duplex in a sought-after, non-HOA location just minutes from Englewood's beautiful Gulf beaches and the revitalized Dearborn Street. 150 W Fray St is a classic Florida multi-family property perfect for investors, snowbirds seeking rental income, or an owner who wishes to occupy one side and rent the other. Property Highlights: Duplex (Multi-Family Zoned): Provides immediate income potential from two separate units. The property offers a total of 900 sq ft of living space (1-bedroom/1-bath on each side). Excellent Location: Situated in a desirable Englewood area, offering quick access to: Old Englewood Village: Enjoy the popular dining, shopping, and entertainment on Dearborn Street. Gulf Beaches: A short drive to Manasota Key and Englewood Beach. Conveniences: Close proximity to Englewood Hospital, shopping centers, and local amenities. Large Lot: Situated on a substantial 10,757 sq ft lot, providing ample parking, privacy, and room for potential expansion or a spacious backyard common area. Solid Construction: Built in 1958, these block structures are a staple of Old Florida construction. Investment Potential: This property has historically been an excellent rental producer, making it a straightforward addition to any investment portfolio. With two separate electric meters, tenants are responsible for their own electricity, simplifying landlord expenses (water is typically a shared expense). The low-maintenance flooring and durable construction make this an ideal long-term investment. Capitalize on the soaring demand for rentals in Southwest Florida. Whether you're seeking immediate income or looking for a home with supplemental income, this is a versatile property in a high-demand area.

150 W Fray Street, Englewood

$325,000
4 Beds 2 Baths Perry Lane SubDv. 34223 Zip Code
Investment potential in the heart of Englewood! Located in the X flood zone and less than 3 miles from the beach, this duplex offers a fantastic opportunity for income or personal use. As an added bonus, there is room on the property for an additional dwelling, per the Seller's conversation with Sarasota County. Each side is designed for comfortable living with two bedrooms, one bathroom, and an inside laundry area. One side features a kitchen with wood cabinetry, ample counter space, and a breakfast bar that opens to the living area, along with sliding doors that lead to a screened lanai for enjoying the coastal breeze. The other side mirrors the same easy layout with reach-in closets in both bedrooms, a full bathroom with a shower and tub combination, and its own screened lanai for private outdoor space. One side also has a privacy fence surrounding the backyard. The setup allows you to live on one side and rent the other, accommodate extended family, or lease both units for maximum return. Just two blocks from Historic Dearborn Street and less than a mile to the boat ramp, you’ll enjoy quick access to local restaurants, shopping, parks, tennis, pickleball, golf, and the Gulf’s best boating and fishing. One unit is currently leased until March 31, 2026. Don’t miss this opportunity to invest in Englewood living at 120 W. Perry Lane. Contact us today to schedule your private showing.

120 W Perry Lane, Englewood

$299,000
2 Beds 4 Baths Tyler & Darlings SubDv. 34223 Zip Code
Motivated Seller! Less than three miles from the beach, this property is in the X flood zone and offers both a welcoming main home and a detached 320-square-foot efficiency apartment, making it the perfect setup for a family home with added income potential. Live in the main residence and rent out the guest cottage, or keep it for visiting family and friends. Outside you will find low-maintenance xeriscaping, a brand new garage door, and privacy fencing. Step inside the main home where there is easy care tile flooring throughout the main living areas and a kitchen with granite countertops, soft-close wood cabinetry, and plenty of storage. A cozy dinette sits just off the kitchen with sliding glass doors to the screened lanai, letting you open the home and enjoy salty coastal breezes flowing through the home. Both bedrooms have reach-in closets, while the shared bathroom has been updated with a granite vanity and a shower-tub combination. In the single-car garage there is a laundry area and a convenient half bath. The backyard is designed for outdoor living, complete with an oak shade tree, privacy hedge along the lanai, and a paver patio that’s ready for entertaining or quiet evenings outside. The detached efficiency cottage is a wonderful bonus. With tongue-and-groove ceilings that add warmth and character, this open layout combines living, dining, sleeping, and a kitchenette into one versatile space. A walk-in shower and single-sink vanity finish out the bathroom, making it ideal for generating rental income, creating a personal retreat, or accommodating multi-generational living. Located close to everything in Englewood you will be able to easily enjoy the weekly Farmer’s Market on Dearborn, listen to live music at one of the several tiki bars and restaurants after a trip to the beach, take in a ballgame at one of the two major league Spring Training Facilities, visit one of the many nature parks or hike the trails for exercise. No matter what you enjoy, you will find everything within close proximity. Venice Beach and Downtown is less than 15 miles away and Port Charlotte is less than 17 miles away, you will be right in the middle of all the hub and activity of the area, yet enjoy the privacy and small town charm Englewood provides. Here, you’ll enjoy the privacy and small-town charm of Englewood with the convenience of nearby cities and attractions. This home with a guest cottage located at 25 1st Avenue truly combines lifestyle and opportunity. Schedule your showing today and see for yourself everything it has to offer.

25 1st Avenue, Englewood

$575,000
6 Beds 4 Baths Port Charlotte SubDv. 34224 Zip Code
Exceptional Turnkey Investment Opportunity – 2023 Built Duplex in Englewood, FL – Fully Furnished & Vacation-Ready! Discover this Incredible income-producing property just 5 miles from the world-renowned Gulf Coast beaches, including Manasota Beach, Blind Pass Beach, Stump Pass Beach, and Boca Grande. Built in 2023 and never lived in full-time, this fully furnished duplex offers a unique opportunity for investors seeking a high-performing short-term rental, vacation home, or long-term lease property. Prime Location! No HOA, NOT in a Flood zone, PUBLIC WATER! Located on a quiet residential street directly across from Tringali Park and the Englewood Library! Minutes to Wellen Park, Warm Mineral Springs, Murdock Circle, Boca Grande, Venice, and Sarasota! Easy access to Costco, Sam's Club, Walmart, and the Charlotte Sports Park – home of the Tampa Bay Rays’ Spring Training! Property Features: Total Gross Area: 3,276 sq ft Stem Wall foundation for added elevation and durability Two units, each offering: • 3 Bedrooms | 2 Bathrooms • Open-concept living room • Modern kitchen with modern cabinets & granite countertops • Laminate flooring throughout (tile in bathrooms) • Private screened lanai and paver patio Interior Highlights All furnishings included – as shown in photos Like-new condition – rarely used, meticulously maintained Samsung appliances in both units: washer, dryer, refrigerator, microwave, dishwasher, and range High-speed fiber internet Smart Home & Remote Features Google Nest smart locks Security camera system Wireless thermostats & sprinkler system Smart garage door openers Parking & Utilities Two single-car garages (for each unit) Paver driveway accommodates up to 6 vehicles City water + private new septic system Outdoor Lifestyle Across from Tringali Park featuring: • Tennis/Pickleball courts • Walking trails • Playground • Picnic areas • Sports fields and community events Whether you're looking for a vacation rental powerhouse (Airbnb/VRBO/Booking) or a quiet family retreat in one of Florida’s most desirable coastal towns, this property checks all the boxes. No flood insurance required, no HOA restrictions, and modern, hassle-free ownership with remote tech upgrades. Schedule your private showing today and invest in paradise!

9458-9460 Tacoma Avenue, Englewood

$3,000,000
Englewood Bch & Yacht Club Tm SubDv. 34223 Zip Code
PRIME GULF AND BAY MULTIFAMILY PROPERTY ON MANASOTA KEY. Discover a rare opportunity to own a multifamily asset with unmatched waterfront exposure on both the Gulf of Mexico and Lemon Bay. The Englewood Beach and Yacht Club is being offered for sale as-is, presenting a unique investment opportunity for repositioning, redevelopment, or long-term hold. This multifamily property consists of a total of 8,700 rentable square feet situated on 1.282 acres of land. Originally operated as a timeshare resort, the property has recently undergone legal conversion to full fee-simple ownership, with a termination of all timeshare interests. Key Features: Direct beachfront access with beach on the Gulf of Mexico. Bay frontage with access to Lemon Bay and the Intracoastal Waterway with no bridges to open waters. Boat docks (currently in need of repair). Unit sizes averaging 791 SF, with two-story buildings offering coastal charm. Zoned MMF12. Important Notes: Property is being sold as-is with no warranties or guarantees on condition. One building (Bay Side) was heavily damaged by Hurricane Ian in 2022. Another building (Gulf Side) was heavily damaged by Hurricane Milton in 2024. Structural repairs may be needed to pass future milestone inspections. Repair cost estimates and survey are not provided by the seller. Buyer to conduct their own due diligence. Location Highlights: Located on Manasota Key, a serene and less-commercialized barrier island. Walking distance to area restaurants, shops, and Englewood Public Beach. Close proximity to mainland Englewood and SR-776. This is a compelling opportunity for those seeking Gulf and Bay frontage, development potential, or adaptive reuse in a rapidly appreciating coastal market.

1815 Gulf Boulevard, Englewood

$1,730,000
4 Beds 2 Baths Englewood Shores SubDv. 34223 Zip Code
Presenting an exceptional coastal investment opportunity on the coveted south end of Manasota Key—this fully remodeled, turnkey duplex is just steps from the Gulf of Mexico, offering an unparalleled blend of refined beach living and strong income potential. Each unit features 2 bedrooms and 1 bathroom, thoughtfully designed and impeccably furnished with high-end finishes throughout, including luxury vinyl flooring, upgraded appliances, impact-rated windows and doors, a metal roof, and Hardie Plank exterior—ensuring both style and durability in a coastal setting. Deeded beach access and captivating Gulf views elevate the appeal, making this property highly desirable for short-term rentals or as a private coastal retreat. With no HOA restrictions, owners enjoy maximum flexibility and investment versatility. Each unit offers a private balcony where you can unwind while taking in breathtaking sunsets over the Gulf, just moments from pristine sandy beaches and turquoise waters. Spend your days indulging in a true resort-style lifestyle—swimming, paddle boarding, kayaking, or simply relaxing by the shore. Ideally located just minutes from Stump Pass State Park, with over a mile of scenic nature trails, and close to upscale waterfront dining, charming boutiques, and the relaxed elegance of Manasota Key, this property embodies the essence of coastal living. Please refer to the Feature & Update List for a complete list of upgrades. Click Virtual Tour Link 2 to experience the immersive 3D tour.

1107 Shore View Drive, Englewood

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