Location: Englewood
Keyword(s): Lemon Bay High
Keyword(s) High School: Lemon Bay High
Do Not Show Listings
25 WINDSOR DR, ENGLEWOOD, FL 34223
$499,90048 Days on yellowkey MLS ID: N6143096
0 Days Off yellowkey (back on 4/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 2000Monthly Fee: $8 Tax: $4,649 (2025)Community: Englewood IslesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,649
Elementary School: Englewood Elementary
High School: Lemon Bay High
Tax Year: 2025
Middle School: L.A. Ainger Middle
Remarks: Under contract-accepting backup offers. This 2000 built home in Englewood Isles is the home your boat is looking for! Enjoy all the advantages of having a home for your boat without the expense. Englewood Isles is a WATERFRONT COMMUNITY on Forked Creek with no bridges to the intracoastal from the private marina for only Englewood Isles residents. Owner currently rents a dock in the marina that can be transferred to the new owner. This home has all the bells and whistles. The landscape lighting around the perimeter of the entire home including the pool is beautiful and can remotely change colors as you prefer. The side entry garage provides for 2 cars and out front is a circular driveway. Inside this lovely home you'll find a great room plan with high ceilings and 4 pocket sliders to the lovely pool area. The cook will love the kitchen with newer appliances, brand new granite countertops, double oven, breakfast bar and handy pantry. The dinette area includes an aquarium window making it light and bright. The guest rooms can both access the guest bath through a foyer of their own. The guest bath vanity has been updated with gorgeous granite counter and raised sink. The primary bedroom has a door to the lanai, walk-in closet and the ensuite bath has been updated with gorgeous granite and raised double sinks. It features a garden tub and separate shower. The HEATED pool has a beautiful waterfall and accent lighting. There is a pool alarm for the little ones that will go off if there's wave action! It easily is removed when swimming. The lawn and landscaping are kept green with a sprinkler system fed from an irrigation well. You can move in with no worries as this home has the following updates ROOF 12/2025, A/C 11/2025 HEAT PUMP FOR POOL 12/25 FRESHLY PAINTED INTERIOR 1/26 NEW DISHWASHER WITH 5 YEAR WARRANTY 1/26 KITCHEN AND BATH UPDATES 1/26 LANDSCAPE LIGHTING PERIMTER OF PROPERTY 2025. Put all this together with the location location location and you can't beat it!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Katy Dilmore (941-270-0627)
6 PINE RIDGE WAY, ENGLEWOOD, FL 34223
$425,00011 Days on yellowkey MLS ID: N6143740
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 1973Monthly Fee: $10 Tax: $3,821 (2025)Community: Englewood Isles SubSpa: NoSingle Family
Taxes:$3,821
Remarks: Welcome to the desirable boating community of Englewood Isles. Open the door to find a bright open living room with a triple pocket slider to the lanai and pool area. The SPLIT FLOORPLAN insures privacy for you when having guests. Both of the guest bedrooms are generous in size and the guest bath features updated vanity and tile enclosed tub/shower combination. The Primary bedroom on the opposite side of the home is also large and features ensuite bathroom with updated double sink vanity, updated tile enclosed walk in shower and a tray ceiling with crown molding. There's also a door to the garage making it handy for you messy lawn person to clean up without going through the house. The dining area in the front of the house has large windows and updated lighting fixture. The living room also has an updated ceiling fan and is light and bright. The handy INSIDE LAUNDRY room has a storage cabinet and also has a door to the 2 car garage that has an impact rated garage door. The EAT-IN kitchen has been updated with quartz countertops, soft close doors and drawers, tray ceiling with crown moldings and a slider to the pool area. Beyond the kitchen you'll find a cozy family room with lots of windows making it light and cheery. The decorative chair rail and crown molding adds to the charm of this room. This home has all impact windows with the exception of the bathroom and 2 slider doors. It has also been re-piped overhead. Outside you'll find a nice covered patio with ceiling fan and a separate uncovered patio for catching some sun rays or great for BBQ's. Relax and cool off in your kidney shaped pool with screen enclosure and mature landscaping. All this and situated in desirable Englewood Isles less than 3 miles to Manasota beach and features a private marina on Forked Creek with no bridges to the Intracoastal waterway. Docks are individually owned and have water & electric. Dock owners and renters must be residents of Englewood Isles.
8170 CASA DE MEADOWS DR, ENGLEWOOD, FL 34224
$600,000159 Days on yellowkey MLS ID: N6141286
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1930 Built: 1990Monthly Fee: $50 Tax: $7,788 (2024)Community: Casa De MdwsSingle Family
Taxes:$7,788
Elementary School: Vineland Elementary
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Huge Price Decrease. Picture this: You stroll up to a stunning waterfront retreat (over 1 Acre), and instantly, everything just feels lighter. Homes like this in the coveted 23-residence community of Casa De Meadows rarely come on the market — especially one this beautiful.. Step inside and you’re greeted by an open design that frames the sparkling heated pool with a full wall of pocketing sliders. Sunshine pours through four skylights, dancing across the sleek 20x20 tile floors that flow effortlessly throughout the home. It’s a space made for unwinding, entertaining, and making a splash — all while feeling worlds away yet just minutes from everything you love. This home checks all the boxes: Newer roof, Newer AC system, Whole-house hurricane protection including sliders with Accordion Shutters, New plumbing & remodeled kitchen & baths, Inside laundry room Plus your own Electric Power Source. The gourmet kitchen is a true showstopper — granite countertops, a spacious center island, pull-out cabinet features, a mixer lift, and even a motion-sensor faucet. A separate bonus room provides the perfect spot for an office or sunny breakfast nook. The split layout offers comfortable privacy for guests with two spacious bedrooms, (one has French doors leading to the pool) while the oversized Master Suite feels like a luxury escape . Fit for royalty. Casa De Meadows places you in the heart of coastal bliss — moments from the Gulf of Mexico, world-class boating and fishing, sandy beaches, fabulous dining, convenient shopping, medical, banking, and so much more. This is your opportunity to live the kind of life others just daydream about. Schedule your private showing today — your waterfront oasis awaits.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-473-7750)
Listing Agent: Bob Lorence (239-682-2106)
7505 MANASOTA KEY RD, ENGLEWOOD, FL 34223
$1,850,000273 Days on yellowkey MLS ID: D6142587
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2181 Built: 1979Monthly Fee: $8 Tax: $17,501 (2025)Community: N/ASpa: YesSingle Family
Taxes:$17,501
Remarks: Rare One-Acre Coastal Retreat on Manasota Key! Experience the quintessential Florida lifestyle on this expansive one-acre estate, stretching from the Intracoastal Waterway to your own deeded beach easement. Come and make memories to share and last a lifetime. This home offers 3 bedrooms 2 baths, beautiful kitchen, 2 large pantries, office, three car garage, boat dock and large screened pool. The dock is ideal for fishing, kayaking, canoeing, launch your skiff, or jon-boat with kicker to use in deeper water. No motorized boats allowed or jet skis, water at times is too shallow. Much has been done in the community and waterfront living is not for the faint of heart, the risk/reward should be taken into consideration...just like anything else. The upside is potentially wonderful and life changing, give yourself the permission to slow down and enjoy the moment and journey. 7505 stands tall, she's ready for a new owner who comes to protect and be protected as the sun rises and sets over the Intracoastal Waterway and Gulf of Mexico. This Sarasota County bayfront property with deeded beach easement, has privacy, pool and is just waiting for your pizzazz.
Listing is courtesy of: KATHY LOWRY COASTAL PROPERTIES (941-468-5872)
Listing Agent: Joann Schilp (941-223-9140)
689 LINDEN DR, ENGLEWOOD, FL 34223
$350,00052 Days on yellowkey MLS ID: C7522201
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1591 Built: 1986Monthly Fee: $578 Tax: $3,384 (2025)Community: FoxwoodSpa: NoSingle Family
Taxes:$3,384
Remarks: Discover relaxed, maintenance-free living in this beautifully updated 2-bedroom, 2-bath lakefront home in Foxwood, one of Englewood’s premier 55+ communities. This largest floor plan in the neighborhood has both the front and rear lanais fully enclosed and seamlessly incorporated into the interior, creating an expanded, airy living area with abundant natural light. Enjoy a lakefront view from the living room overlooking birdlife and water scenery. Take advantage of the updated kitchen with wood cabinetry, granite counters and newer appliances. The home is well maintained and move-in ready, offering the feel of a single-family home with the convenience of zero exterior maintenance. Location enthusiasts will be equally impressed. Just minutes away, you’ll find the beautiful beaches of Manasota Key and sparkling Gulf waters, perfect for sunset strolls and spontaneous beach days. Sports fans can catch spring training action with the Atlanta Braves and Tampa Bay Rays facilities nearby, while nature lovers can explore local state parks offering hiking, kayaking, and birdwatching. Dining, shopping, and everyday conveniences are close at hand, with Venice just approximately 15 minutes away. Foxwood’s amenities rival a resort destination. Residents enjoy a heated pool, spa, clubhouse, tennis courts, bocce ball, shuffleboard, and a full calendar of social activities throughout the year. Whether you prefer a relaxing afternoon poolside or an active day with neighbors, this community offers the best of both worlds. This is a your opportunity to enjoy single-family comforts with condominium convenience. Schedule a showing today and experience true Florida relaxation.
Listing is courtesy of: RE/MAX HARBOR REALTY (941-639-8500)
Listing Agent: Joe Mason (941-525-6252)
3 QUAILS RUN BLVD #3101, ENGLEWOOD, FL 34223
$162,500100 Days on yellowkey MLS ID: N6142105
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 921 Built: 1977 Tax: $2,087 (2025)Community: Quails Run ICondo
Taxes:$2,087
Remarks: Welcome to this light and bright 2-bedroom, 2-bath first-floor corner unit in the desirable 55+ community of Quails Run. This turnkey furnished condo offers easy Florida living with tile flooring throughout and a peaceful park-like setting just steps from community amenities. The building features a new roof in 2025, providing added peace of mind. Centrally located near everything Englewood has to present. Historic Dearborn Street is less than one mile away, featuring a weekly farmers market, dining, shopping, and entertainment. Beautiful Gulf beaches are under 3 miles away. Residents enjoy a community pool, shuffleboard courts, clubhouse, and convenient laundry facilities. Perfect as a seasonal retreat or full-time residence. Did I mention the owner will pay your HOA until January of 2027. Just bring your suitcase and start enjoying the Florida lifestyle!
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-451-2025)
Listing Agent: Kimberly Eudy (941-882-2666)
6800 PLACIDA RD #TH4, ENGLEWOOD, FL 34224
$198,5009 Days on yellowkey MLS ID: D6146880
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1516 Built: 1988Monthly Fee: $873 Tax: $600 (2025)Community: Fiddlers Green 02 Ph 03 Bldg 01Condo
Taxes:$600
Remarks: Fiddlers Green has a limited number of townhouses available. It gives you the opportunity to have a private garage, screened in porch, open balcony & additional living space along with extra storage area. This one comes fully furnished & is in excellent move-in ready condition. The primary bedroom & bath are located on the top floor for ultimate privacy. The screened-in porch, living room & kitchen have plenty of open space for socializing. The windows, glass sliders & garage door are all hurricane code & protected this home from any current damage. The community offers a clubhouse, pool & tennis / pickleball courts. It is located minutes away from sandy beaches, marinas that are close to the Gulf of America for excellent boating & fishing along with several golf courses for the avid golfer. Restaurants & shopping centers are plentiful in the immediate area. Fiddlers Green is not a 55 or older community making it ideal for a winter retreat or permanent retirement location.
Listing is courtesy of: THE BRC GROUP, LLC (941-964-8180)
Listing Agent: Ray Corcoran (941-759-0001)
727 BUTTERFIELD CIR, ENGLEWOOD, FL 34223
$210,0003 Days on yellowkey MLS ID: D6147001
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1983Monthly Fee: $226 Tax: $926 (2025)Community: Tangerine WoodsSpa: YesManufactured Home
Taxes:$926
Remarks: Welcome to Tangerine Woods, a highly sought-after gated 55+ community where you own your land and enjoy an active Florida lifestyle just minutes from beaches, golf, and historic Dearborn Street. Situated on a private cul-de-sac with a beautifully landscaped lot and unbuildable greenbelt backdrop, this light and bright 2BR/2BA home offers added privacy, peaceful views, and low-maintenance outdoor living. Vaulted ceilings and an open layout create an airy feel, while sliding doors open to an enclosed Florida Room with its own new A/C and heat—adding approximately 200 sq ft of year-round living space. The updated kitchen features new appliances (2024), ample cabinetry, pantry, and a breakfast bar. Both bathrooms have been updated, and the spacious primary suite offers a walk-in closet plus a 2nd closet, alcove desk area, and an updated en-suite bath, while the guest bedroom and bath provide comfort and privacy. Major updates include Roof (2023) A/C (Nov 2024), Bahama shutters, extra tie-down, new carport, and a new screened lanai. Additional highlights include a 12x17 storage shed with new washer and dryer, plus a workshop space. Community amenities include a heated/cooled pool, fitness center, tennis, pickleball, shuffleboard, walking trails, and an active social calendar. Low HOA includes cable, internet, and lawn care. Pet-friendly with optional RV/boat storage. Perfect as a full-time residence or seasonal retreat. Schedule your private showing today and experience the value and lifestyle this home has to deliver. Be sure to check out the virtual tour in the MLS to experience the home.
Listing Agent: Becca Nye (941-204-7015)
125 ENGLEWOOD GARDEN CT, ENGLEWOOD, FL 34223
$375,00020 Days on yellowkey MLS ID: A4687445
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1342 Built: 1990 Tax: $2,524 (2025)Community: 2126 - Englewood Heights SouthSpa: NoSingle Family
Taxes:$2,524
Middle School: SKY Academy Englewood
Remarks: Welcome to your private retreat in the heart of Englewood! Nestled on a quiet cul-de-sac that backs to undeveloped green space, this charming 1990 home with 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and Florida lifestyle living, Split-bedroom floor plan and an open great room with soaring cathedral ceilings creates a bright and spacious feel. Step inside to find a well-appointed kitchen with solid surface countertops, ample cabinetry and new Stainless refrigerator, microwave and dishwasher. Kitchen has two french doors that open for a seamless flow into the dining and living areas—ideal for both everyday living and entertaining. Sliding glass doors in the living room invite natural light and lead to a covered screened patio, perfect for enjoying peaceful views of the surrounding mature landscaping and wooded backdrop. Hear the birds? This solid block, stucco home is built for durability and efficiency, highlighted by a long-lasting standing seam metal roof and hurricane protection (30 year warranty on roof and lifetime warranty windows) for added peace of mind. Blown insulation in attic creates energy efficient cooling. Additional upgrades include a high-efficiency HVAC system, fully fenced back yard and irrigation system. In the back yard are four fruit trees: orange tree, lemon tree, grapefruit tree and coconut palm. ROOM FOR A POOL. The location backs to approximately eight acres of green space. A standout bonus is the detached stucco workshop/shed—ideal for hobbies, storage, or additional workspace—matching the home’s construction and metal roof design. NO HOA. Minutes to the beach and boat ramp. Located one minute to shopping, dining, and local favorites, with easy access to Englewood’s charming downtown Dearborn Street and nearby Gulf beaches. Membership available here in garden Club optional for PRIVATE DEEDED BEACH ACCESS! Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this property delivers location, character, and value all in one. HOME IS OWNER OCCUPIED, NO WATER INTRUSION OR HURRICANE DAMAGE, NOT A FLIP.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Anna Lee Williams (240-315-4672)
9266 CARNATION AVE, ENGLEWOOD, FL 34224
$387,000480 Days on yellowkey MLS ID: D6139605
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1183 Built: 1989 Tax: $3,268 (2023)Community: Port Charlotte Sec 074Spa: NoSingle Family
Taxes:$3,268
Tax Year: 2023
Remarks: Welcome to your Florida paradise! This beautifully maintained 2-bedroom, 2-bath home with an enclosed Florida room offers the perfect blend of comfort and style. Step inside to find recent upgrades, including a 2022 roof, remodeled bathrooms, an upgraded kitchen with stainless steel appliances, new microwave (2025), granite countertops, and new cabinets. The split-bedroom floor plan provides privacy, while the enclosed Florida room offers additional living space with serene poolside views. Additional updates include a new hot water heater and a new light fixture in the hall bathroom, adding both comfort and convenience. The backyard is your private oasis, featuring a heated, in-ground saltwater pool (added in 2019) with a screened enclosure for year-round enjoyment. The two-car garage comes equipped with an electric screen, hurricane-rated doors, and extra hurricane shutter hardware for added peace of mind. The guest bedroom includes a built-in Murphy bed, making it a versatile space for visitors or a home office. Outside, the fenced yard boasts mature landscaping, a timed irrigation system, and a garden/workshop shed for storage or DIY projects. As a bonus, this home is offered TURNKEY FURNISHED, making your move seamless and stress-free. Located in East Englewood, this home is close to Wellen Park, Boca Grande, and some of the Gulf Coast’s most stunning beaches, including Englewood, Stump Pass, Manasota Key, and Venice. Enjoy easy access to world-class fishing, boating, golf courses, boutique shopping, local restaurants, and sports venues. Schedule your private showing today and experience Florida living at its finest!
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Elise Birch (941-445-7608)
10521 AMBERJACK WAY #303, ENGLEWOOD, FL 34224
$258,500298 Days on yellowkey MLS ID: D6142647
REDUCED by $16,500 (6.0%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1729 Built: 2007 Tax: $5,108 (2024)Community: Hammocks-Villas Ph 01Condo
Taxes:$5,108
Remarks: Price Improvement – Now positioned as one of the best value opportunities in The Hammocks. Furnished third-floor residence with lake and preserve views in a gated community near Boca Grande. Recently repositioned to align with today’s market, this third-floor residence offers a compelling combination of elevation, privacy, and view—now at a price point designed to drive action. Strategically located within one of the more desirable building positions in The Preserve at The Hammocks, the home captures peaceful lake and preserve views, enhanced by natural light and a quiet setting that feels just above it all. Offered furnished, the transition is immediate and effortless. Whether as a seasonal retreat, full-time residence, or investment, the home provides a true lock-and-leave lifestyle with no additional setup required. The open-concept layout and split-bedroom design with both functionality and comfort, creating space for everyday living while allowing privacy for guests. The third-floor elevation further enhances the experience with improved views, reduced activity, and a sense of calm throughout. The community offers gated entry, resort-style pool, fitness center, tennis courts, and social spaces—all just minutes from Boca Grande, Gulf beaches, boating, golf, and dining. Buyers are responding to well-positioned properties that combine value, ease, and location. With this recent price improvement, this residence now represents a timely opportunity within the community.
Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-214-3111)
Listing Agent: Cheryl Hayek, Llc (732-539-5777)
1365 DE PRIE RD, ENGLEWOOD, FL 34223
$269,00050 Days on yellowkey MLS ID: D6146179
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1320 Built: 1974 Tax: $3,160 (2025)Community: Overbrook GardensSpa: NoSingle Family
Taxes:$3,160
Remarks: Less Than 3 Miles to the Beach with Picnic Park and Overbrook Gardens Community Boat Ramp Nearby! This furnished, well designed split floor plan features two bedrooms and two bathrooms, each set up as its own private primary suite layout, making it ideal for guests or family visitors. Situated on an oversized lot, the home offers inviting curb appeal with screened garage doors and a screened front entry. Inside, you will find a comfortable living room with a formal dining area and sliding glass doors that open to the glass enclosed Florida room, creating additional living space to relax. The kitchen was nicely updated in 2024 and offers plenty of white cabinetry, generous granite countertop space, a reach-in closet pantry, and tile floors for easy maintenance. The ensuite primary bedroom includes sliding glass doors to the Florida room, a walk-in closet, and a private bathroom with a walk-in shower. The guest bedroom also features sliding glass door access to the Florida room, a walk-in closet, and a pocket door for private access to the guest bathroom with a shower and tub combination. Just outside the Florida room is a screened lanai with plenty of space for patio furniture, the perfect place to enjoy the fresh air and Florida sunshine year round. The large backyard offers endless possibilities with room for boat storage, a pool, outdoor living space, or even a shed for additional storage. Optional Overbrook Gardens HOA membership is low and includes access to the private boat ramp. Members also receive a neighborhood directory with maps and enjoy access to community events and picnics throughout the year. Located just minutes from the pristine beaches, Historic Dearborn Street, and Venice Main Street, with easy access to Siesta Key, Tampa, Orlando, and Naples, this property places you close to world class golf, fishing, boating, arts, and waterfront dining. 1365 De Prie Road offers an easygoing Florida lifestyle in a location that makes sense for full time living, investment, or seasonal enjoyment.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Carla Stiver, Pa (941-270-1460)
3301 GOLDFINCH LN, ENGLEWOOD, FL 34224
$145,90076 Days on yellowkey MLS ID: C7520825
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1983Monthly Fee: $17 Tax: $1,015 (2025)Community: Sandalhaven EstatesSpa: NoManufactured Home
Taxes:$1,015
Remarks: Welcome to 3301 Goldfinch Lane, located in the Sandlehaven Estates community of Englewood, Florida. This well-maintained mobile home offers an open floor plan with plenty of natural light and functional living space. Recent updates include a new roof (2024), new water softener (2024), new refrigerator (2024), and an air conditioning system approximately 4.5 years old with all new duct work in 2023. The home features laminate flooring throughout and a practical kitchen with ample cabinet space and a breakfast bar that opens to the main living area. Sliding glass doors lead to a screened lanai overlooking mature tropical landscaping, providing a comfortable outdoor space to enjoy year-round. The primary bedroom includes a walk-in closet and en-suite bathroom. The additional bedroom features a bay window and has easy access to a full guest bathroom. A dedicated laundry area is located in the shed, and the home includes an attached carport. Conveniently located near Englewood Beach, Manasota Key, Placida, Boca Grande, local marinas, boating and fishing, dining, shopping, and everyday amenities. A solid opportunity to own a home in a desirable area—schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Max Troutner (727-698-3463)
2955 N BEACH RD #A411, ENGLEWOOD, FL 34223
$498,000127 Days on yellowkey MLS ID: D6145102
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1161 Built: 1982Monthly Fee: $1,258 Tax: $8,716 (2025)Community: Tamarind Gulf & Bay Bldg A-4Condo
Taxes:$8,716
Remarks: Beach and Boat Lover’s Dream in an Accessible Setting! Discover effortless island living in this beautifully furnished 2-bedroom, 2-bath condo located on the ground floor of Tamarind Gulf & Bay’s only handicap-accessible building. Thoughtfully designed with easy access in mind, this condo offers a charming screened lanai with a delightful peek-a-boo view of Lemon Bay — the perfect spot for morning coffee or an evening breeze. This turnkey furnished unit has also been a successful rental, providing flexibility for personal enjoyment or investment income. Inside, enjoy an inviting, open floor plan with comfortable spaces to gather and unwind. Set within Tamarind Gulf & Bay’s spectacular 9-acre tropical resort setting, elevated 12–15 feet with no water intrusion from the 2024 hurricane, you’ll find lush green spaces, a beautifully maintained complex, and nothing built over three stories for an intimate, coastal village feel. Residents here have 400 feet of private Gulf-front beach to explore, along with 300 feet on Lemon Bay offering 26 first-come boat slips with water and electricity, a private boat ramp, kayak storage, and a fish-cleaning station — a true boater’s paradise. Amenities abound, from the sparkling heated pool and clubhouse to covered parking, outdoor grills, and a laid-back coastal atmosphere. Bring your pets (no weight restrictions!), your fishing poles, your paddleboard, and your sense of adventure — Tamarind gives you a front-row seat to Southwest Florida’s best: dolphin and manatee watching, shark tooth hunting, beachcombing, fresh local seafood, quaint gift shops, golf, biking, and more. The HOA takes care of the details, including flood and wind insurance, Xfinity cable and internet, exterior maintenance, water, trash, landscaping, roof upkeep, and pest control, so you can focus on what truly matters — enjoying your Gulf-to-Bay lifestyle. Call today to arrange your private tour of this rare, accessible ground-floor coastal retreat!
Listing Agent: Rebekah Mccracken (941-219-2347)
58 WINDSOR DR, ENGLEWOOD, FL 34223
$629,00027 Days on yellowkey MLS ID: D6146635
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: 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)
1245 GULF BLVD, ENGLEWOOD, FL 34223
$725,00036 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.
1850 KEYWAY RD, ENGLEWOOD, FL 34223
$1,995,000146 Days on yellowkey MLS ID: N6141461
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 2950 Built: 2023 Tax: $15,824 (2025)Community: Manasota Land & Timber CoSpa: YesSingle Family
Taxes:$15,824
Remarks: STUNNING COASTAL RETREAT WITH A BUILDABLE LOTS & GORGEOUS WATER VIEWS! Experience the best of coastal living in this newer construction Englewood home, offering breathtaking water views and an unbeatable location just ½ mile from Manasota Beach. This property includes two buildable lots totaling 0.81 acres - the adjoining vacant lot has already been cleared and upgraded with $30,000 in professional landscaping and site work, all included in the sale. This dream retreat blends modern design, luxury finishes, and thoughtful 2024 upgrades, including a new garage door, new elevator, fresh interior paint, and new bedroom flooring (no carpet!). Impact windows and doors, a central vacuum system, motorized screens on the 3rd floor, and quality finishes throughout elevate the home even further. On the ground level, the oversized garage accommodates multiple vehicles and includes a separate storage area that’s already plumbed and wired - perfect for converting into an additional bedroom and bathroom if desired. The second level features a bright open-concept layout connecting the kitchen, living, and dining areas. The chef’s kitchen offers a large island with breakfast bar, quartz countertops, high-end appliances, and a gas range - ideal for cooking and entertaining. This level also includes a half bath, a hobby room, and two spacious bedrooms, each with its own en suite bath for optimal privacy and comfort. The entire third level is a dedicated primary suite with incredible water views from a covered balcony overlooking the heated pool and spa. This private sanctuary includes a spacious bedroom, walk-in closet, and a spa-like bathroom with a beautiful shower. Step outside to your private outdoor oasis, featuring a heated pool with spa and sun shelf, motorized screens, a stunning outdoor fireplace, and a fully equipped outdoor kitchen - perfect for year-round indoor-outdoor living. Just minutes from the pristine sands and turquoise waters of Manasota Beach, this home offers endless opportunities for swimming, boating, snorkeling, and enjoying Florida sunshine. One mile away is the Manasota Key boat ramp for water access and only minutes for access to the Gulf! This property delivers the full Florida lifestyle: luxury living, modern updates, and the rare bonus of two buildable lots for added privacy, flexibility, and long-term value. Don’t miss the chance to own this exceptional Englewood coastal retreat where comfort, tranquility, and water views come together in perfect harmony. A must-see in person to truly appreciate!
Listing Agent: Charlotte Clark (941-928-6054)
6800 PLACIDA RD #146, ENGLEWOOD, FL 34224
$114,00096 Days on yellowkey MLS ID: D6145197
0 Days Off yellowkey (back on 3/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1092 Built: 1986 Tax: $2,726 (2025)Community: Fiddlers Green 02 Ph 02 Bldg 01Condo
Taxes:$2,726
Remarks: Under contract-accepting backup offers. With safety at the forefront, this is the condo for you. This 2 bedroom, 2 bath, first floor end unit is located in the popular community of Fiddlers Green II, and as per the owners, it went through Hurricanes Ian, Helene, and Milton, with absolutely no damage. It features electric roll down shutters on the lanai which keeps the unit buttoned-up during any inclement weather, and hurricane impact windows (Renewal by Anderson) have been installed in March of 2023. In April 2023, the lanai was was refinished with an epoxy so that it is waterproof, and easy to maintain. Upgrades also include new electric and a new electrical panel, which was done for the the entire building and new metal roofs throughout the community. This well-maintained unit is being offered TURNKEY FURNISHED for the convenience of the buyer, and even includes a bicycle. The unit features sliding glass doors from the living room and the primary bedroom to the lanai with views of the Wildflower Preserve and screen door for easy access to the rear of the building . Fiddlers Green II is a very friendly community with many amenities, including a community pool, tennis and shuffleboard courts, BBQ areas, an exercise room, community center, and activities galore. You are conveniently located close to great restaurants, shopping, golf courses, beautiful Gulf beaches, and excellent boating and fishing. Grab your piece of the Florida sun; make your appointment today. SELLERS ARE MOTIVATED AS THEY ARE NO LONGER ABLE TO USE IT THEMSELVES. ALL OFFERS WILL BE CONSIDERED!
Listing is courtesy of: TALL PINES REALTY (941-475-5015)
Listing Agent: Mary Ann Schmitt (607-329-5415)
2255 N BEACH RD #12, ENGLEWOOD, FL 34223
$499,900183 Days on yellowkey MLS ID: D6144241
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1357 Built: 2001 Tax: $6,961 (2024)Community: Live Oak Landings Ph 03Condo
Taxes:$6,961
Remarks: Experience the best of beachside living in this beautifully designed, fully furnished townhome, perfectly positioned near the stunning shores of Manasota Key. Offering breathtaking bayfront views and just steps from the Gulf of Mexico, this residence is a true waterfront retreat. Across the street from Englewood Beach Park, every day will feel like a vacation when you own this unit—start your mornings with a peaceful stroll on the soft, sandy shores and unwind in the evenings with mesmerizing sunsets. Within walking distance, a variety of popular dining spots invite you to enjoy fresh seafood and tropical cocktails, adding to the vibrant coastal atmosphere. This spacious 2-bedroom, 2-bathroom condominium also features a versatile loft that serves as a third bedroom, complete with a Murphy bed and office space. Thoughtfully updated with high-end finishes and modern amenities, this home is move-in ready, offering the perfect blend of contemporary style and coastal charm. Residents of Live Oak Landings enjoy exclusive access to community dockage for boats (first-come basis), a heated pool, and lush tropical landscaping, providing a true resort-style experience. With only 23 units in this bayfront enclave, this community fosters an intimate, welcoming ambiance with endless opportunities for outdoor recreation—whether it’s boating, fishing, or beachcombing. A private oversized garage offers ample storage space, accommodating a 21’ boat and a mid-sized car, with room to spare. Additionally, a covered carport in front of the garage provides extra covered parking for guests. Plenty of overflow parking is also close to this townhome. Inside, soaring ceilings enhance the open-concept living spaces, seamlessly connecting the stylishly updated kitchen to the inviting living and dining areas. Step into the screened-in lanai to take in breathtaking views of Lemon Bay, creating the perfect setting for alfresco dining and relaxation. Just over the Tom Adams bridge, downtown Englewood offers an array of restaurants, entertainment, and cultural attractions, ensuring there’s always something to explore. Whether you're seeking a full-time residence or a vacation retreat, this turn-key furnished coastal haven is ready to welcome you. Don't miss this incredible opportunity—schedule a viewing today and claim your piece of paradise!
Listing is courtesy of: PROGRAM REALTY, LLC (941-999-9900)
Listing Agent: Jason Painter (941-740-8000)
1965 LOUISIANA AVE, ENGLEWOOD, FL 34224
$184,9006 Days on yellowkey MLS ID: D6146956
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 700 Built: 1974 Tax: $2,747 (2025)Community: Stump Pass CondoCondo
Taxes:$2,747
Remarks: Walk, bike, or take a golf cart to Stump Pass Marina! This charming two-bedroom, one-bath half of a duplex in the Stump Pass Condominium Development is in an unbeatable location. With a 2023 roof, impact windows, and a 2020 A/C, plus being situated in the X flood zone, this home offers peace of mind. Step inside to a cozy kitchen with tile flooring, ample cabinet and countertop space, and a stylish tile backsplash. The light-filled living and dining room combo features sliding glass doors that lead to a private, paver patio—ideal for grilling or relaxing under the stars. For added convenience, there’s a laundry closet in the patio area. Both bedrooms have reach-in closets, and the bathroom includes a tiled shower/tub combo. The unit provides easy access to the community heated pool, grilling patio, and gathering area—the perfect spot for unwinding with neighbors after a day on the water or at the beach. Fully furnished and turnkey, this 2/1 condo is just a short distance to the intercoastal, marina, and a newly renovated restaurant. Perfect for seasonal or full-time living or as a retirement getaway from the cold weather. Just 5 miles from Dearborn Street in downtown Englewood, less than 5 miles to Englewood Beach with several local restaurants, tiki bars, live entertainment, and more. Plus, 1.5 miles to Ann & Chuck Dever Regional Park with 315.6 acres of outdoor recreation, including a heated competition pool, a fitness center, a multi-purpose gym, a community garden, and the Oyster Creek Waterfront Trail connecting to Cedar Point Environmental Park for scenic wildlife views. This is an exceptional investment opportunity, don’t wait, contact us to schedule your private showing!
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