Location: Englewood, Englewood
Do Not Show Listings
1245 HOLIDAY DR, ENGLEWOOD, FL 34223
$599,000192 Days on yellowkey MLS ID: D6144837
0 Days Off yellowkey (back on 5/17/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1128 Built: 1966 Tax: $8,016 (2024)Community: Englewood ShoresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,016
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Updated Coastal Cottage on Manasota Key – Steps from Beach & Bay This charming Manasota Key cottage offers peace of mind and coastal comfort with hurricane-rated impact windows and a durable metal roof—both untouched by recent storms. Completely remodeled inside, the home features new electrical, updated kitchen and baths, new interior doors, stunning terrazzo flooring, and an outdoor shower perfect for rinsing off after a beach day. Ideally located just steps from both the Gulf of Mexico and Lemon Bay, and bordered by Stump Pass State Park, the home is a nature lover’s dream. The screened lanai provides a cozy space to relax, while guests will enjoy shelling, dolphin sightings while kayaking, and soaking in Florida’s year-round sunshine. The flexible, open floorplan is perfect for entertaining or hosting guests, with two private master suites offering comfort and separation. Whether used as a personal retreat or a rental investment, this cottage delivers the full Gulf Coast experience—from sunset strolls and intercoastal kayaking to world-class boating and fishing. This home isn’t just a getaway—it’s an opportunity to own a beautiful beach cottage in one of Florida’s most beloved coastal communities. Embrace the laid-back lifestyle and create a sought-after vacation haven.
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Courtney Defilippis (941-286-8208)
4 CURACAO CIR #40, ENGLEWOOD, FL 34223
$315,00050 Days on yellowkey MLS ID: D6146958
REDUCED by $10,000 (3.1%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1463 Built: 1974Monthly Fee: $475 Tax: $3,556 (2025)Community: Boca Royale / Englewood Golf Villas 06Single Family
Taxes:$3,556
Elementary School: Englewood Elementary
High School: Lemon Bay High
Tax Year: 2025
Middle School: L.A. Ainger Middle
Remarks: Welcome to Boca Royale Villas, where charm meets easy Florida living. Nestled within lush tropical surroundings, this delightful freestanding cottage offers a warm and inviting retreat. Inside, you’ll find two spacious bedrooms, each featuring walk-in closets and private ensuite bathrooms. Stylish laminate and tile flooring run throughout the home, some furniture may be negotiable. The expansive 23' x 16' Great Room and 13' x 10' Dining Room are filled with natural light, thanks to sliding glass doors that open to a covered, screened lanai—perfect for relaxing while enjoying the vibrant landscaping. The galley-style kitchen is both functional and updated, featuring new appliances including an oven, dishwasher, and refrigerator, along with tile floors and two closet pantries. A new roof installed in November 2022 adds peace of mind. Residents of the Golf Villas enjoy access to a community pool that’s both heated and chilled for year-round comfort. Exterior maintenance is taken care of, including lawn care, landscaping, painting, roof cleaning, and pest control. Basic cable is also included. Enjoy an active lifestyle with community social events, or take a quick 4.1-mile drive to the beach for sun and sand. Don’t miss this opportunity—schedule your showing today and discover your next home!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Karin Dubbs (941-416-4637)
14 STONE MOUNTAIN BLVD, ENGLEWOOD, FL 34223
$435,00075 Days on yellowkey MLS ID: N6143412
INCREASED by $35,100 (8.8%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1698 Built: 1974Monthly Fee: $10 Tax: $2,747 (2025)Community: Englewood Isles SubSpa: NoSingle Family
Taxes:$2,747
Remarks: This is a great price for this 3 bedroom pool home in the popular boating community of Englewood Isles. This home has been meticulously maintained and is being sold TURNKEY FURNISHED. In this great home you'll find BRAND NEW IMPACT WINDOWS AND DOORS and the tile roof is only 12 years old, so insurance will be no problem here AND it's not in a flood hazard zone! All the appliances are less than 5 years old and you'll enjoy many hours of relaxation and entertaining on the huge lanai with HEATED pool and recently remolded pool with new pool surface, all new pavers and a NEW POOL CAGE. You'll also enjoy a separate uncovered patio great for grilling. The floorplan is very versatile with the ability to have a formal dining room or a front dining room and a back family room. It also features a split floorplan with 2 guest bedrooms on the opposite side of the home from the primary bedroom. The EAT IN KITCHEN features newer appliances, shiplap ceiling and a handy closet pantry plus a slider to the lanai. The guest bedrooms are both generous in size and the primary bedroom features an ensuite bath and big walk in closet. Englewood Isles is a great waterfront community with a private marina on Forked Creek. Docks are usually available to purchase or rent to only Englewood Isles residents. There are no bridges to the Intracoastal from the marina and it's a pretty boat ride down Forked Creek. This home is powered with solar panels and with acceptable terms, seller will contribute toward paying off the lease, or the buyer can assume the lease. Put all this together with an X500 flood zone, fully furnished and you have a winner!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Katy Dilmore (941-270-0627)
1091 LAMPP DR, ENGLEWOOD, FL 34223
$1,499,999145 Days on yellowkey MLS ID: C7519605
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3245 Built: 2025 Tax: $5,012 (2025)Community: Englewood SouthSpa: YesSingle Family
Taxes:$5,012
Remarks: Under contract-accepting backup offers. Welcome to an exceptional newly constructed 2025 waterfront estate offering a rare blend of luxury, land, and boating access. Situated on 2.50 acres along Rock Creek/Ainger Creek, this property delivers something almost unheard of—acreage with public water and public sewer, combining privacy and freedom with modern infrastructure. Site preparation included lot clearing and over 200 loads of fill, ensuring durability and elevation. Boaters will appreciate a NEW private dock and boat lift scheduled for completion in six months, featuring approximately 180 sq ft of TimberTech/Azek decking and a dual jet ski Easy Dock. This two-story home showcases superior construction with a three-course stem wall, concrete block first-floor construction with smooth stucco inside and out, 2x6 second-floor framing, Hardie Board siding and soffits, aluminum railings, and a 24-gauge standing seam metal roof. Impact protection includes PGT vinyl impact windows, doors, and sliders, along with Clopay insulated impact garage doors. A designated cut-out with doors from the first-floor garage to the second-floor living area provides buyers the option to install an elevator or dumbwaiter. Inside, the home features 4 bedrooms, 3.5 bathrooms, and a split floor plan offering an open-concept living, dining, and kitchen area. Tray and vaulted ceilings enhance light and volume throughout. The first floor features epoxy flooring, while the second floor has luxury vinyl plank. The kitchen is finished with quartz countertops and backsplash, GE appliances, and a 36” six-burner gas range. Kohler fixtures are throughout, with ClosetMaid organizers in all bedroom closets and wire shelving in pantries, laundry, and bathrooms. Efficiency include an open-cell spray foam insulation, R-11 sound insulation in interior walls, vapor-shielded concrete walls, 400-amp electrical service, a 500-gallon propane tank, Rinnai tankless water heater, water softener, reverse-osmosis drinking system, PEX and PVC plumbing, and LED lighting inside and out. Climate control features a 4-ton Trane HVAC system with advanced air filtration upstairs and a two-head Daikin mini-split downstairs. Outdoor living with porcelain-tiled balconies, entry porch, and second-floor lanai, all enclosed below with wood and stucco finishes. The impressive two-story Mansford screened enclosure features picture windows and no-see-um screens, overlooking a gunite saltwater pool and spa with Pentair equipment, heater, and chiller. The expansive concrete pool deck offers sun and shade. Enjoy being just a 12-minute boat ride to the Placida Road boat launch. A standout feature is the four-car garage fully under air, offering flexibility. Behind the garage is a large bonus room with full bathroom and direct access to the lanai and pool—ideal for an in-law suite, entertainment space, gym, or additional bedrooms. The property is zoned to allow two single-family homes, with the option to build a second residence across from the main home—an incredible opportunity for multigenerational living or future investment. Sellers are also installing a private irrigation well. Despite the serene setting, the home is minutes from Englewood and Boca Grande beaches, downtown Englewood, shopping, dining, and medical facilities. Enjoy waterfront acreage living without sacrificing convenience—this is Florida luxury at its finest.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Christie-Elyse Turbiville (941-276-1051)
1141 ANDREWS ST, ENGLEWOOD, FL 34224
$1,100,000225 Days on yellowkey MLS ID: D6144285
REDUCED by $49,999 (4.3%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 2160 Built: 2025 Tax: $3,361 (2024)Community: Englewood Gardens 04 02ASpa: YesSingle Family
Taxes:$3,361
Remarks: One or more photo(s) has been virtually staged. RARE IN-TOWN WATERFRONT ACREAGE — NEW CONSTRUCTION MEETS OLD FLORIDA CHARM Set within a charming, established Englewood setting, this rare 1.28-acre waterfront property on Rocky Creek Canal offers a level of space, privacy, and direct access to the Intracoastal Waterway through two bridges that newer communities simply cannot replicate. Opportunities to own this much land on navigable saltwater—just minutes from shopping, dining, and everyday conveniences—are nearly impossible to find. This brand-new coastal cottage is a true standout, blending modern construction with the relaxed character of Old Florida living. Located just 3 miles to the beach by car or a scenic boat ride away, this home delivers the ultimate coastal lifestyle. Thoughtfully designed, the residence features 3 bedrooms, 2 bathrooms, soaring 10-foot ceilings, and a dramatic 14.5-foot cathedral peak, creating a bright and airy interior. Built for both beauty and durability, the home includes impact windows and doors, spray foam insulation, a concrete stem wall foundation, Hardi siding and soffits, Azek trim, and a 5V metal roof. Tongue-and-groove porch ceilings add warmth and timeless architectural detail. Inside, the open-concept layout is enhanced by engineered hardwood flooring on the upper level and elegant ceramic tile below. The chef’s kitchen is designed to impress, featuring a 9-foot island, custom cabinetry, and a statement hood vent, making it ideal for both entertaining and everyday living. The primary suite serves as a private retreat, complete with a built-in reading nook overlooking your expansive acreage. The spa-inspired ensuite offers a freestanding soaking tub, walk-in shower, dual vanities with LED mirrors, and a spacious walk-in closet. Step outside to your resort-style pool and expansive patio, already plumbed for an outdoor kitchen. The generous outdoor space is perfect for entertaining or simply enjoying the peaceful surroundings. A composite dock extends into the canal, inviting you to fish, boat, or unwind while taking in the tranquil water views. With western rear exposure, you’ll experience breathtaking Florida sunsets night after night. Located in the Englewood Gardens Subdivision, with optional membership (if available) to the Englewood Gardens Beach Club, this property offers added coastal lifestyle appeal. With ample room for a detached garage, RV parking, or future expansion, this property delivers flexibility rarely found in newer developments. Adjacent Lots 2A & 2B are also available, offering an additional .90 acres for those looking to create a larger private estate. This is more than a home—it’s a rare opportunity where new construction, expansive land, and prime in-town waterfront living come together in a way that is truly unmatched.
Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)
Listing Agent: Christina Sexton (941-270-2154)
325 GLADSTONE BLVD, ENGLEWOOD, FL 34223
$515,000351 Days on yellowkey MLS ID: TB8394010
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1865 Built: 1982Monthly Fee: $8 Tax: $3,635 (2024)Community: Englewood Isles SubSpa: NoSingle Family
Taxes:$3,635
Remarks: SHOWSTOPPER ALERT: Exquisite waterfront community home in the highly sought-after Englewood Isles is back on market and just appraised over 530K. Located just a bike ride away from the sparkling turquoise waters of the gulf, this fully-renovated 3-bedroom 2.5-bathroom ranch is a perfect blend of luxury and comfort. The moment you arrive, you'll be greeted by a contemporary-designed exterior, brand-new 50+ year metal roof, new hurricane-impact-resistant windows ensuring safety and energy efficiency, beautifully manicured landscaping, and a new stamped concrete driveway. Upon entering, you will notice how open and bright this home feels with the number of windows and new sliding doors giving all the natural light you will need. You are first welcomed by your massive open-concept kitchen and living room. The kitchen features solid wood white shaker cabinets, stunning quartz countertops with waterfall edge, brushed gold accents, and high-end Frigidaire Gallery stainless steel appliances. The dual-split living room/dining room has vaulted ceilings with ample space, a striking fireplace wall with TV mount, and remote-controlled fans throughout. The split plan leaves the master retreat separate from the other two bedrooms for extra privacy. The master has direct access to the pool, as it is, with both living areas, plenty of space, and a barn door entry to your white calacatta marble-designed bathroom and walk-in closet. On the other side of the house, you will find your two guest bedrooms and another fantastically appointed large bathroom. Both full bathrooms feature Bluetooth music fans and anti-steam mirrors. The laundry room and half bath are conveniently located off the kitchen, leading to the garage entry. The garage has been redone with an epoxy shield high gloss floor. The gulf-inspired turquoise blue pool was resurfaced and has all new Pentair equipment, new stamped concrete patio, and screen replacements for the pool cage. New A/C and water heater, not an inch of this property has been left untouched. This is more than a house; this is your chance to have your dream home in an exclusive waterfront community. Don't miss out on the chance to call this yours!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
10104 RAFFERTY AVE, ENGLEWOOD, FL 34224
$395,00044 Days on yellowkey MLS ID: C7524016
REDUCED by $20,000 (4.8%) on 05/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 1988 Tax: $4,223 (2025)Community: EnglewoodSpa: NoSingle Family
Taxes:$4,223
Elementary School: Vineland Elementary
Remarks: Welcome to a home where every detail has been handled for you. Situated on nearly half an acre, this beautifully modernized 3-bedroom, 2-bath, 2-car garage residence offers the perfect blend of coastal security and contemporary style. From the moment you step inside, you’ll notice the thoughtful upgrades and clean, modern design that make this home truly move-in ready. Bright, open living spaces flow with ease, creating a layout that feels both inviting and functional. Every corner has been refreshed with care, giving the home a crisp, polished feel while still keeping it warm and comfortable. At the heart of the home is the chef’s kitchen, designed to impress and built to perform. It features all-new stainless steel appliances, custom soft-close wood cabinetry, and pull-out drawers for easy storage. A large bar-style center makes cooking and entertaining simple and fun. Granite countertops and a subway-style tile backsplash add a timeless touch. Throughout the home, you’ll find new designer-engineered hardwood flooring, cottage-style window shutters, updated fans and lighting, and all-new raised panel interior doors. Each bedroom offers updated ceiling fixtures and oversized walk-in closets, providing both comfort and space. The family room invites you to relax by the stone-textured, corner wood-burning fireplace, while the extra area offers flexibility for a small dry-bar or creative space. This home also stands out for its strong upgrades focused on protection and efficiency. A durable metal roof, PGT insulated hurricane impact windows and doors, and a brand-new AC system—including new ductwork—bring peace of mind. The property has been fully re-plumbed and features upgraded electrical capacity, making it ready for modern living. Step outside to enjoy a massive screened enclosure and a spacious yard ready for your ideas. With an outdoor shower and pool bath already in place, adding a full-sized pool or hot tub is simple. The grounds include fruit trees, a picnic area, a large storage shed, and added privacy. There’s also extra parking for a boat or RV. Conveniently located close to schools, shopping, restaurants, and just a short drive to Gulf beaches, this home offers both comfort and location. A survey is available for the buyer—schedule your private tour today!
Listing is courtesy of: KW PEACE RIVER PARTNERS (941-875-9060)
Listing Agent: Rhonda Gustitus (941-426-4394)
1981 BAYSHORE DR, ENGLEWOOD, FL 34223
$1,195,00037 Days on yellowkey MLS ID: D6147155
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2566 Built: 1993 Tax: $7,373 (2025)Community: Englewood GardensSpa: YesSingle Family
Taxes:$7,373
Remarks: ***SELLER FINANCING AVAILABLE*** DECRA METAL TILE ROOF • OWNED SOLAR PANELS • IMPACT WINDOWS AND DOORS • HEATED SALTWATER POOL & SPA • LEVEL II EV CHARGING Come discover this unique and secluded Florida Estate providing solid peace of mind during storm season. This exceptionally private and energy efficient two-story home is situated in the midst of lush native landscaping on a massive 1.12 acre gated property around the corner from Manasota Beach. The home sustained no damage during recent storms thanks to major structural improvements throughout. The property is fully enclosed with an 8-foot reinforced concrete wall and gated access at both the front and rear creating a secure, private setting with no HOA restrictions. As you enter through the gate into the expansive paver courtyard, the setting creates a true sense of separation from the outside. An 18’x45’ PebbleTec gas heated pool and spa is centered in the back yard just steps away from the screened lanai. Other outdoor features include a 75’ x 50’ deck, a 50’ pergola with partial operable roof, secure space for RV and boat parking, and an incredible entertaining area. A fully remodeled main-level primary suite features dual vanities, a walk-in shower, and custom closet. The kitchen features granite countertops and gas appliances, including a Wolf range. Interior finishes include a mix of Acacia wood, tile, and carpet, along with plantation shutters throughout. Additional features include a two-story family room with a gas fireplace, formal dining area, and a dedicated office/den with a built-in bookcase. The second floor includes three additional bedrooms and a full bath off of the loft area. A pocket door provides added privacy for two of the bedrooms and bathroom. The attached two-car garage includes an Electric Vehicle Charging Station for convenience and efficiency. A roomy detached garage allows for additional storage and a workspace, plus room for vehicles or toys. The property also includes a new irrigation system, underground 275 gallon propane tank, and outdoor kitchen propane hook-up. Optional access to the Manasota Beach Club is included, and the public boat ramp and beach are just around the corner. Come experience this rare gem in the heart of Old Florida!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Grier Crosby (757-714-1577)
43 WINDSOR DR, ENGLEWOOD, FL 34223
$469,00046 Days on yellowkey MLS ID: O6399230
INCREASED by $20,000 (4.5%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1704 Built: 1973Monthly Fee: $8 Tax: $2,809 (2025)Community: Englewood Isles SubSingle Family
Taxes:$2,809
Remarks: Welcome to this beautiful pool home completly renovated and located in the desirable community of Englewood.Isles Access to a 27 ft. Boat dock in the marina a few blocks away. This charming residence at 43 Windsor Dr has a spacious layout with ample natural light throughout. The kitchen boasts brand new modern appliances and generous cabinet space. The island is large and hides 6 cupboards underneath. People love the kitchen layout. It's appropriate for cooking enthusiasts with an induction stove/oven. Enjoy the serene lanai with a perfect sized pool appropriate for outdoor relaxation. Primary suite has a six foot soaking tub plus a separate shower. Guest bathroom has a 4 ft x 4 ft rain box shower. The two guest bedrooms are large and bright. Conveniently situated near local amenities and stunning beaches, this property provides a wonderful opportunity for comfortable living. Selling furnished.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
820 BAYSHORE DR, ENGLEWOOD, FL 34223
$795,000166 Days on yellowkey MLS ID: GC535907
Bed: 3 Bath: 2.0 Gar: 12 Liv Area Sq Ft: 2420 Built: 1995 Tax: $3,789 (2024)Community: Englewood GardensSpa: NoSingle Family
Taxes:$3,789
Remarks: Price reduced by $52k. Collector’s paradise on nearly one acre in beautiful Englewood, Florida - just minutes to shopping and the Gulf beaches and not in a flood zone. This custom-built home offers a rare combination of privacy, space, and unmatched garage/workshop amenities. Situated on what was originally two lots, the fully fenced and gated property features lush, park-like landscaping, mature shade trees, and a separate gated entrance to the east side - ideal for RV, boat, or business access. City water and sewer plus a private well and irrigation system provide efficiency and convenience. The main residence offers a desirable split floor plan with 3 bedrooms, 2 baths, plus a large office, and generous living and family rooms. Highlights include large bedrooms with walk-in closets, a wood-burning fireplace, central vacuum, security system, fire suppression sprinkler system, surround sound wiring in the family room, ceiling fans throughout, and a jacuzzi tub in the primary bath. The kitchen and home have seen numerous updates, including a new roof and skylights (2022), new water heater (2023), new stove (2023), and new pool cage with child safety screen (2023). Enjoy the large, fully screened pool area for year-round Florida living. Car enthusiasts, hobbyists, and RV owners will appreciate the exceptional garage setup: • Oversized attached, air-conditioned 2-car garage with 8-foot entry door • RV garage (25x40) with wide/tall RV door, 8-ft side door, 7,000 lb 4-post lift, LED lighting, and new roof (2023) • Second detached garage (30x35) with three large entry doors, walk-in door, LED lighting, 240V power, and a large commercial air compressor Comfortably store up to 12 vehicles, an RV, boat, or all your toys - with room to spare. A truly rare offering combining land, privacy, a move-in-ready home, and high-end utility features—perfect for collectors, entrepreneurs, or anyone seeking space and flexibility in a prime Englewood location.
Listing is courtesy of: GAINESVILLE REALTY LLC (352-888-1111)
Listing Agent: Oliver Hoffmann (352-888-7000)
1181 LARCHMONT DR, ENGLEWOOD, FL 34223
$899,000162 Days on yellowkey MLS ID: N6142011
REDUCED by $51,000 (5.4%) on 04/13/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2225 Built: 1976 Tax: $4,301 (2025)Community: Englewood GardensSpa: NoSingle Family
Taxes:$4,301
Remarks: A little bit of paradise sitting on 2.3 acres. With palm trees and a lush lawns. This spacious house has 4 bedrooms 2 bathrooms. Open plan Kitchen/Living Room. Dining Room, Small Office. Large Utility and a large Pole Barn. This is a great family home. This home has been totally re-modelled. Newer Roof, New Kitchen, New Floors, Painted Throughout. Complete new A/C system. New Updated Electrical Panel in the house and in the Barn. New Pool Heater (2025) Pool & Pool Cage Installed 2018. Hurricane Windows and Doors. New Hardie Board Siding. The center of the main Barn has been insulated and has A/C. There is enough room for three cars. There is also a concrete slab at the rear of the barn, which is ideal for an hydraulic lift. There are also two attached side barns. One is ideal for a horse with a stable door. The other side is great for storage. The rear of the property is laid to lawn, there is hard standing area suitable for Trailers or RV storage. Most of the property is fenced in with Electric gates at the front. The property does have a electric dog fence to keep any puppies safe should you wish. You will fall in love with this wonderful home. Application for Membership into the Englewood Gardens Beach Club is available, which has a private clubhouse, parking, security gate and beach on the gulf side and short term dockage on the bay side.
Listing is courtesy of: GULF SHORES REALTY (941-488-6644)
Listing Agent: Lorna Williamson (941-286-1450)
1175 LITTLE CT, ENGLEWOOD, FL 34223
$500,00043 Days on yellowkey MLS ID: D6147064
1 Days Off yellowkey (back on 4/24/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1958 Tax: $3,665 (2025)Community: Englewood ShoresSingle Family
Taxes:$3,665
Remarks: Under contract-accepting backup offers. Your Island Escape on Manasota Key Awaits, Where Deeded Beach Access Makes Sunset Views Over the Gulf Part of Everyday Living. This furnished and beautifully remodeled two bedroom, one bathroom cottage with impact windows offers an inviting blend of comfort and charm, ideal as a seasonal retreat, an income producing investment, or a private getaway, all set within a relaxed, easygoing setting where tiki bars, sunshine, and warm salty breezes are part of daily life. The paver driveway, seagrape hedge, xeriscaped shell lawn, and screened lanai with sky blue exterior accents on the siding and shutters immediately set the tone and put you in a vacation state of mind. Step inside to find wood look tile flooring throughout for easy maintenance, paired with thoughtful decorative touches including shiplap walls, white shaker style soft close kitchen cabinetry, marble countertops and backsplash, and upgraded lighting and hardware that bring a polished, updated feel. Both bedrooms feature reach-in closets, while the bathroom offers a tiled shower with a frameless glass accent wall. After a day on the sand, the fully enclosed outdoor shower provides the perfect place to rinse away the salt and unwind before relaxing on the screened-in patio that is west facing so you can watch the sun go down with your favorite cocktail. Extensive 2025 updates include the roof, HVAC, appliances, flooring, cabinetry, and more, creating a like-new living experience. Located at 1175 Little Court in the Englewood Shores section of Manasota Key, the property includes deeded beach access points, with the south end location placing you near Stump Pass Beach State Park. The area is known for its quiet shoreline, natural surroundings, and relaxed atmosphere, with convenient access to boating, fishing, and waterfront dining, along with the ease of a quick golf cart ride to several local restaurants and bars offering live entertainment. Manasota Key itself has long been appreciated for its Old Florida character, where unspoiled stretches of beach, abundant wildlife, and a slower pace of life have been preserved over time, creating a setting that continues to feel authentic, laid back, and connected to the natural beauty of the Gulf Coast.
Listing Agent: Carla Stiver, Pa (941-270-1460)
35 OAKWOOD DR N #35, ENGLEWOOD, FL 34223
$420,00071 Days on yellowkey MLS ID: D6146632
0 Days Off yellowkey (back on 5/6/2026)
REDUCED by $19,000 (4.3%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1437 Built: 1970 Tax: $3,252 (2025)Community: Englewood IslesSingle Family
Taxes:$3,252
Remarks: Under contract-accepting backup offers. Boat Ready Living in Englewood Isles! This beautifully remodeled 2 bedroom, 2 bathroom, oversized 1 car garage split floorplan home is being sold furnished and features a 2023 metal roof with third nail, impact windows, hurricane shutters for all windows, and a generator. The property also includes exclusive use of a 42 ft seawall that includes dock with water and electric, and a 13,000 lb lift, so your boat is always ready. Cruise through Forked Creek to Lemon Bay and out to the Gulf right from your backyard, making it easy to enjoy days on the water whenever you choose. A paver driveway and walkway welcome you inside, where LVP flooring and coastal style create a warm and inviting feel. The great room, dining area, and kitchen are all open, while the fully enclosed Florida room adds significant additional living space and makes the home feel incredibly spacious. The kitchen offers an abundance of white shaker style wood cabinetry with soft close hinges, granite countertops, a glass tile backsplash, and a pass-through bar to the Florida room, creating the perfect spot for casual dining or entertaining. Double barn style doors lead to the private ensuite primary bedroom, filled with natural light from the bay window and featuring a walk-in closet and a well appointed bathroom with a large fully tiled step-in shower, tile extending halfway up the walls, and an oversized vanity. The guest bedroom and bathroom are thoughtfully positioned on the opposite side of the home for privacy. The guest bedroom includes a reach-in closet, while the guest bathroom features a fully tiled tub and shower combination and a spacious vanity. A mini split air conditioning system in the Florida room keeps the space comfortable year-round, and for outdoor enjoyment, a paver and block patio provides a great setting for grilling your fresh catch, surrounded by beautiful landscaping that adds both privacy and charm. The garage is large and has an epoxy coated floor and space for the laundry area. Take a short walk across the expansive community green space to the dock and see for yourself just how easy it is to get out on the water for a full day of boating and fishing. Englewood Isles also offers a community pool and clubhouse, and the condo association covers irrigation, lawn maintenance, tree and shrub trimming, and pool care, allowing for easy, low maintenance living. Located at 35 Oakwood Drive N in North Englewood, this home offers a relaxed, maintenance-free lifestyle right between Englewood and Venice, making it easy to enjoy local events, waterfront dining, shopping, and entertainment. Spend your days exploring nearby beaches, then come home to a community that takes care of the details for you.
1245 GULF BLVD, ENGLEWOOD, FL 34223
$725,00082 Days on yellowkey MLS ID: D6146485
1 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 880 Built: 1956 Tax: $3,866 (2025)Community: Englewood ShoresSpa: YesSingle Family
Taxes:$3,866
Remarks: Under contract-accepting backup offers. Sun, Sand, and Saltwater Pool Days! Live life on island time in this charming two bedroom, two bathroom concrete block home on Manasota Key, complete with a true backyard tropical oasis featuring a 2017 heated saltwater pool and spa. Located in the Englewood Shores subdivision, the property includes deeded access to the beautiful white sandy beaches through three platted beach easements. The vibrant orange exterior reflects the colors of the evening sunsets and is complemented by a spacious shelled driveway, a 2023 roof, and fresh landscaping. Positioned on the south end of the Key, you are just a short distance from the beach, local restaurants, and relaxed waterfront tiki bars. Sold turnkey furnished, the home has been thoughtfully updated inside and out and is ready to enjoy. Epoxy flooring runs throughout the main living areas, with tile in the bathrooms and soft coastal tones that create a bright and comfortable atmosphere. The renovated galley style kitchen features modern gray cabinetry, stainless steel appliances, and an adjoining dining area with room to gather with family and friends. The light filled living room offers multiple windows overlooking the private backyard. A sliding glass door allows the living room to be closed off to create a private third sleeping space, complete with a sleeper sofa for added flexibility when hosting guests. The main bathroom includes a tiled walk in shower with a frameless glass partition, tile accent wall, and a quartz topped vanity. The second bathroom offers a convenient step- in shower. Step outside and discover your own tropical retreat. The pool and spa feature automated controls and are surrounded by a paver deck, oversized awning, rock and shell landscaping, full privacy fencing, and a storage shed that is perfect for beach gear and kayaks. Additional updates include impact windows, hurricane straps, an impact rated front door, updated electrical breakers, outlets and switches, a new 2024 air conditioning system and hot water heater, along with smart home features such as a security camera, thermostat, and routers. Manasota Key is known for its quiet beaches, natural beauty, and laid back coastal lifestyle with easy access to boating, fishing, and waterfront dining. Whether you are looking for a vacation rental opportunity, a seasonal retreat, or a place to relax by the pool after a day at the beach, this home at 1245 Gulf Boulevard offers the perfect island escape.
58 WINDSOR DR, ENGLEWOOD, FL 34223
$629,00073 Days on yellowkey MLS ID: D6146635
0 Days Off yellowkey (back on 5/9/2026)
REDUCED by $21,000 (3.2%) on 04/09/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2424 Built: 1974Monthly Fee: $10 Tax: $7,471 (2025)Community: Englewood Isles SubSingle Family
Taxes:$7,471
Remarks: Under contract-accepting backup offers. Live the ultimate Florida waterfront lifestyle on Forked Creek! This sailboat water property offers no fixed bridges and direct access to the Intracoastal Waterway and the Gulf of Mexico—bringing world-class boating right to your backyard. Situated in a desirable, family-friendly neighborhood close to schools, shopping, and dining, this well-maintained 4-bedroom, 3-bath home is full of potential and ready for your personal touch. Major updates are already in place, including a brand-new concrete seawall, new roof, and new A/C, giving you a strong foundation to create your dream home. Inside, you’ll find spacious bedrooms, newer laminate flooring, and an updated, handicap-accessible primary bathroom. The kitchen offers a functional layout with a walk-in pantry, built-in desk, glass cutting board, and warmer drawer, while the family room features custom built-ins and glass display cases. Large picture windows and sliding glass doors showcase stunning water views and open to the outdoors, perfect for embracing indoor-outdoor living. A circular driveway adds convenience and curb appeal. Whether you're looking to renovate, invest, or design a custom waterfront retreat, this is a rare opportunity to own unbeatable views and direct Gulf access—make it your own piece of paradise! ??
Listing Agent: Bobbi Sue Taylor (941-716-4417)
1725 OVERBROOK RD, ENGLEWOOD, FL 34223
$980,00075 Days on yellowkey MLS ID: N6143364
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2887 Built: 2015 Tax: $7,702 (2025)Community: Englewood GardensSingle Family
Taxes:$7,702
Remarks: One or more photo(s) has been virtually staged. Private. Custom. Energy-Efficient. Low-Maintenance. Built with Strength. This one-of-a-kind residence blends solid concrete construction (including the roof) with open, light-filled living. Set on 1.3 acres just minutes from Manasota Beach, with the Intracoastal Waterway across the street, the property offers a rare mix of seclusion, durability, and coastal convenience. The 3-bedroom, 3-bath home spans 2,887 sq ft and showcases polished concrete floors, high ceilings, exposed ductwork, clean architectural lines, and oversized windows that frame the surrounding natural landscape. The open-concept kitchen features a 100+ year-old maple island, modern cabinetry, and stainless steel appliances, flowing seamlessly into expansive living and dining areas ideal for entertaining or everyday living. Sliding glass doors open to a wide outdoor patio, extending the living space into the serene setting. Thoughtfully designed native Florida landscaping complements the green roof and concrete design, supporting natural cooling, efficient drainage, and low-maintenance living. Designed with a resort-style pool in mind beyond the patio, the property presents a rare opportunity to craft a truly private outdoor retreat. Enjoy the convenience of a short bike or golf-cart ride over the bridge to Manasota Beach, with the option to join the Englewood Gardens Beach Club, offering private beach access, dedicated parking, and a calendar of social events. This exceptional home is a must-see to truly appreciate.
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Jessica Warmack (248-535-5150)
71 WINSON AVE, ENGLEWOOD, FL 34223
$399,90050 Days on yellowkey MLS ID: D6146963
REDUCED by $41,000 (9.3%) on 05/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1114 Built: 1956 Tax: $4,897 (2025)Community: Englewood Park Amd OfSingle Family
Taxes:$4,897
Remarks: Own a true piece of Englewood history! Built in the 1950s by renowned Kluge builders, this home stands as a classic example of timeless Old Florida craftsmanship. From the exposed pine ceilings throughout to the solid block interior walls, the quality and character are unmistakable. Thoughtfully updated while preserving its vintage charm, the home features new kitchen cabinetry, a beautifully designed entry hall with floor-to-ceiling pantry storage, and a stunning oversized PebbleTec pool surrounded by a brick paver patio—perfect for relaxing or entertaining. Located in a no HOA community, you’ll enjoy the freedom to truly live the Florida lifestyle—park your boat right in your yard and make the most of nearby water access. Relax on your screened lanai and enjoy live music drifting over from nearby Pioneer Plaza, or take a short stroll to the local farmers market. Ideally situated just one block from Lemon Bay, you’ll enjoy refreshing coastal breezes and a highly walkable lifestyle. Walk to Indian Mound Park and boat ramp, catch breathtaking sunsets at Cherokee Street Piers, or explore the shops, dining, and vibrant energy of Dearborn Street, the heart of Old Englewood. If you’ve ever said “they don’t make them like they used to,” this is your chance to own a truly special home that proves it.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-208-5246)
Listing Agent: Kathi Obendorfer, Pa (941-445-3775)
76 WINDSOR DR, ENGLEWOOD, FL 34223
$299,90065 Days on yellowkey MLS ID: C7523986
2 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1606 Built: 1977Monthly Fee: $10 Tax: $4,654 (2025)Community: Englewood Isles SubSingle Family
Taxes:$4,654
Remarks: Under contract-accepting backup offers. Lakefront Home with Exceptional Potential in Englewood Isles! Welcome to this canal front home located in the desirable boating community of Englewood Isles, offering classic Florida living and outstanding potential. This three-bedroom, two-bath, single-story residence is perfectly positioned on a tranquil canal, providing scenic water views and a peaceful setting. The property features a circular driveway, mature palm trees, and a two-car garage. While the landscaping and some cosmetic areas are ready for updating, this home presents a fantastic opportunity for buyers looking to add value and customize to their taste. The roof and A/C may need replacement, and the home will benefit from handyman work, making it ideal for investors, renovators, or homeowners with vision. Inside, the open great room and dining area flow seamlessly into the Florida room, creating a bright, flexible living space ideal for both everyday living and entertaining. Ceramic tile flooring runs throughout the main living areas for durability and easy maintenance. Sliding glass doors in the Florida room open to the lanai, offering abundant natural light and a seamless indoor-outdoor connection. The Florida room offers great additional living space, though some of the floor tiles are in need of replacement and the lanai needs new screens. The galley-style kitchen is designed for efficiency and functionality, featuring raised-panel wood cabinetry (some with pull-out shelving), generous Corian countertop space, a breakfast bar, recessed lighting, and a skylight that fills the space with natural light. Appliances include a smooth-top cooktop, wall oven/microwave, dishwasher, and refrigerator, complemented by a decorative tile backsplash. The kitchen opens conveniently to the living and dining areas, ideal for everyday living and entertaining. The primary bedroom includes a private full bath, a large walk-in closet, and a comfortable sitting area. Two additional bedrooms provide flexible space for guests, hobbies, or a home office. One bedroom—currently used as a family room—features sliding glass doors opening directly to the lanai, further enhancing the indoor-outdoor lifestyle. The guest bath offers a walk-in shower. The laundry room, located just off the kitchen, includes added cabinetry for storage, a utility sink, and a full-size washer and dryer. Englewood Isles is a waterfront community on Forked Creek, offering access to the Intracoastal Waterway with no bridges via the private marina, available exclusively for residents to rent or purchase. Enjoy close proximity to Manasota Key beaches, along with shopping, dining, medical facilities, and convenient access to area airports. A true opportunity to renovate and create your ideal waterfront retreat in one of Englewood’s most sought-after boating communities. **PLEASE ENJOY THE 3D INTERACTIVE VIRTUAL TOUR ASSOCIATED WITH THIS LISTING**
Listing is courtesy of: MARINA PARK REALTY LLC (941-205-0888)
Listing Agent: Ryan Joyce (941-681-8513)
352 ARDENWOOD DR, ENGLEWOOD, FL 34223
$349,000115 Days on yellowkey MLS ID: A4680487
REDUCED by $20,000 (5.4%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1795 Built: 1986Monthly Fee: $10 Tax: $2,046 (2024)Community: Englewood Isles SubSingle Family
Taxes:$2,046
High School: Venice Senior High
Middle School: Venice Area Middle
Remarks: This charming 2-bed, 2-bath single-family home offers 1,795 sq. ft. of living space on a generous 10,396 sq. ft. lot in the desirable Englewood area. Built in 1986, the home features a functional layout and spacious rooms. Enjoy a large yard and quiet neighborhood living close to local amenities, shopping, dining, and area beaches. Perfect for full-time living, seasonal residency or investment opportunities. FRIENDLY SELLER SAYS BRING OFFERS!!
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Joshua Blank (941-928-3449)
115 WINSON AVE, ENGLEWOOD, FL 34223
$415,00059 Days on yellowkey MLS ID: C7523714
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1957 Tax: $3,404 (2025)Community: Englewood ParkSingle Family
Taxes:$3,404
Remarks: Welcome to 115 Winson Avenue—where coastal charm meets next-level construction and income-producing potential in the heart of Englewood. Just steps from Historic Dearborn Street with its vibrant dining, shops, and year-round events, this 3-bedroom, 2-bath home offers partial bay views and a lifestyle that’s hard to match. Completely transformed in 2023, this is not just an update—it’s a structural upgrade, featuring reinforced concrete construction, raised interior floors for added flood protection, hurricane-impact windows and doors, a metal roof, and energy-efficient closed-cell spray foam insulation—delivering both peace of mind and major insurance advantages. Inside, the home showcases a beautifully updated, move-in-ready interior with a stunning chef’s kitchen highlighted by two-tone cabinetry, stainless steel appliances, farmhouse sink, open shelving, and custom finishes, complemented by wood-look tile flooring throughout. Both bathrooms have been thoughtfully renovated with stylish, high-end details, while the home also includes a dedicated interior laundry area, custom pantry, and built-in closet systems for optimal functionality. Step outside to enjoy a covered rear porch with pavers, a pergola with ambient lighting, hammock-ready relaxation spaces, and a detached metal-roof carport that offers covered parking and extra storage, with ample space to keep your boat right at home. Just minutes away, Indian Mound Park and Lemon Bay provide easy water access, kayaking, and stunning sunsets, while nearby parks and nature trails add to the appeal. Whether you're looking for a primary home, vacation retreat, or income-producing Airbnb, this property is ready to go.
Listing Agent: Taylor Brady (239-896-6433)
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