Location: Englewood, Englewood
Do Not Show Listings
6 PINE RIDGE WAY, ENGLEWOOD, FL 34223
$425,00027 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,821
Elementary School: Englewood Elementary
High School: Lemon Bay High
Tax Year: 2025
Middle School: L.A. Ainger Middle
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.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Katy Dilmore (941-270-0627)
1981 BAYSHORE DR, ENGLEWOOD, FL 34223
$1,195,0007 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
Elementary School: None
High School: None
Middle School: None
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)
1141 ANDREWS ST, ENGLEWOOD, FL 34224
$1,100,000195 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
Tax Year: 2024
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)
324 OAKWOOD CIR, ENGLEWOOD, FL 34223
$899,0004 Days on yellowkey MLS ID: D6147206
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2240 Built: 1998 Tax: $4,358 (2025)Community: Englewood Isles SubSingle Family
Taxes:$4,358
Remarks: Welcome to your slice of Florida paradise in the highly desirable Englewood Isles community. This beautifully maintained Gulf-access home offers the perfect blend of coastal charm, comfort, and boating convenience, with quick access to open water. Nestled along a peaceful, street, the home features a bright and open floor plan with expansive canal views that greet you as soon as you walk in. Large sliding glass doors fill the living space with natural light and create a seamless connection to the outdoor lanai, perfect for enjoying Florida’s year-round sunshine. The beautiful kitchen is designed for both everyday living and entertaining, complete with granite countertops, stainless steel appliances, ample cabinetry. The primary suite serves as a private retreat with tranquil water views, dual walk-in closets, and an updated ensuite bath featuring dual vanities, walk-in shower and soaking tub. Outside, you’ll find a screened lanai overlooking the wide canal, along with your own private dock and boat lift, making it easy to spend your days exploring the Gulf or enjoying sunset cruises right from your backyard. Additional features include a split-bedroom layout for added privacy, bathrooms w tile flooring, a three-car garage with extra storage, and mature tropical landscaping. With low annual HOA fees, this home offers privacy without sacrificing community appeal. Conveniently located just minutes from pristine Gulf beaches, local dining, golf courses, and shopping, this property is ideal as a full-time residence or seasonal escape. Experience the best of waterfront living and schedule your private showing today.
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Alex Bowermaster (513-275-2396)
222 W WENTWORTH ST, ENGLEWOOD, FL 34223
$164,90046 Days on yellowkey MLS ID: A4685966
0 Days Off yellowkey (back on 3/22/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1080 Built: 1956 Tax: $2,443 (2025)Community: Englewood OfSingle Family
Taxes:$2,443
Remarks: Under contract-accepting backup offers. Short Sale. Third Party Approval Required. Unlock the potential of this unique property and make it truly your own! This home offers the perfect canvas for the creative buyer — already off to a great start with a solid 2-bedroom, 1-bath main living space. On the opposite end, an exciting bonus awaits: a partially completed studio suite, originally envisioned as a private in-law retreat. The studio features a roughed-in kitchen, washer and dryer hookup, and a toilet — giving you a meaningful head start on finishing it to your exact taste and needs. Whether you're dreaming of a guest suite, rental income, or a private workspace, the possibilities are wide open. A little vision and effort go a long way here — come see the potential for yourself! Buyer responsible for $1,200 short sale negotiation fee. NO SIGHT UNSEEN OFFERS WILL BE ACCEPTED.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Kristen Hertel (941-928-2356)
35 OAKWOOD DR N #35, ENGLEWOOD, FL 34223
$420,00041 Days on yellowkey MLS ID: D6146632
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: 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.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Carla Stiver, Pa (941-270-1460)
14 STONE MOUNTAIN BLVD, ENGLEWOOD, FL 34223
$399,90045 Days on yellowkey MLS ID: N6143412
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 IMPACE WINDOWS AND DOORS and the tile roof is only 10 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. Put all this together with an X500 flood zone, fully furnished and you have a winner!
115 WINSON AVE, ENGLEWOOD, FL 34223
$415,00029 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 is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Taylor Brady (239-896-6433)
1155 FOREST DR, ENGLEWOOD, FL 34223
$625,00028 Days on yellowkey MLS ID: D6146875
0 Days Off yellowkey (back on 4/28/2026)
REDUCED by $24,000 (3.7%) on 04/23/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1915 Built: 1974 Tax: $4,489 (2025)Community: Englewood Gardens Unit 4Spa: NoSingle Family
Taxes:$4,489
Remarks: Under contract-accepting backup offers. This is not your typical Englewood remodel. 1155 Forest Dr is a four-bedroom, two-bathroom residence that has been completely reimagined with a modern contemporary design you simply won't find anywhere else in the area. From the moment you step inside, the dramatic skylights command your attention — natural light floods the living spaces and plays off the beautiful new vinyl flooring that flows seamlessly throughout the home. Floor-to-ceiling windows line the main living areas, dissolving the boundary between interior and exterior while framing the lush tropical surroundings. The kitchen has been fully redesigned with sleek cabinetry, a flush-mount range hood, and designer finishes complemented by a custom wood slat feature wall. Both bathrooms have been taken down to the studs and rebuilt with modern fixtures and clean, sophisticated lines. Every detail feels considered and intentional. The outdoor living is where this property truly separates itself. A fully enclosed courtyard and pool connect directly to a private cabana house — all under one continuous screen enclosure. The cabana features a thatched ceiling with exposed beam trusses, string lighting, a ceiling fan, and a mounted TV — an exceptional space for hosting or simply unwinding in total privacy. Adding to the property's versatility is a brand new detached garage, just completed by the current owner. Whether it's a workshop, additional storage, or a place for toys and projects, it's a rare addition that most homes in this area simply don't offer. The lot itself is .62 acres — an oversized, deeply private parcel with mature oaks, palms, and tropical vegetation creating an enveloping canopy that gives the entire property an effortless, resort-like feel. Impact-resistant windows (2021), a newer AC system (2019), a durable metal roof (2006), and relined plumbing round out the practical upgrades. Located minutes from historic Dearborn Street, Englewood Beach, golf courses, pickleball courts, and multiple boat ramps with direct access to open water. This is a one-of-a-kind property — schedule your private showing today.
Listing is courtesy of: LASBURY-TRACY REALTY INC. (941-474-5585)
Listing Agent: Austin Tracy (941-387-4259)
1799 E MANASOTA BEACH RD, ENGLEWOOD, FL 34223
$775,000237 Days on yellowkey MLS ID: A4663125
4 Days Off yellowkey (back on 4/28/2026)
Bed: 3 Bath: 2.5 Gar: 6 Liv Area Sq Ft: 1744 Built: 1987 Tax: $3,493 (2024)Community: EnglewoodSingle Family
Taxes:$3,493
Remarks: RARE OPPORTUNITY to own 4.7 acres in Sarasota County! This property is a dream come true if you are looking for privacy, serenity, and upside potential. NO HOA OR DEED RESTRICTIONS. The property features a custom 3,000 sq ft garage and workspace with 3 oversized doors. This garage / workshop space can’t be found anywhere else – lots of room for car enthusiasts, work trucks and vans, large equipment, RVs, campers and boats and anything else a workman, hobby-lover, business owner, boater, or outdoorsman would ever want or need. And with the privacy and location the property offers, this opportunity can’t be matched. This large garage space also features a bathroom and laundry area and it has full electric power and water. The nearly 5 acres is mostly wooded with a large, private driveway at the end of the main street. However, there are ample manicured grounds surrounding the main dwelling; perfect for cookouts and entertainment. The main house is divided into two living units with separate entrances – an upstairs and a downstairs. The home is quaint and has a ton of potential and features real oak wood flooring in the living area. You could live in one area and rent out the other if you choose. Lots of grounds space for parking, play and pets. The location is also a dream – privacy and acreage in Sarasota County with public utilities but just a 2-5 miles away you are stepping foot on Manasota Beach, Blind Pass Beach and Englewood Beach! The beaches have restrooms, showers, picnic areas and amazing sunsets! You also are near stores, restaurants and everything else you would want. It is the perfect property featuring country living near all modern conveniences. Private showings only. Call us to schedule your time today.
Listing Agent: Leland Howard (502-548-9618)
1245 HOLIDAY DR, ENGLEWOOD, FL 34223
$599,000162 Days on yellowkey MLS ID: D6144837
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1128 Built: 1966 Tax: $8,016 (2024)Community: Englewood ShoresSingle Family
Taxes:$8,016
Remarks: 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 Agent: Courtney Defilippis (941-286-8208)
71 WINSON AVE, ENGLEWOOD, FL 34223
$440,90020 Days on yellowkey MLS ID: D6146963
REDUCED by $19,000 (4.1%) on 04/27/2026
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)
157 ENGLEWOOD ISLES PKWY, ENGLEWOOD, FL 34223
$629,00066 Days on yellowkey MLS ID: D6146260
0 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2152 Built: 1991Monthly Fee: $11 Tax: $3,964 (2025)Community: Englewood Isles SubSpa: YesSingle Family
Taxes:$3,964
Remarks: Under contract-accepting backup offers. Welcome to this stunning turnkey furnished waterfront pool home located in the desirable Englewood Isles. This 3-bedroom, 2-bathroom residence offers a perfect blend of comfort and luxury with quick access to Lemon Bay and the Gulf, making it a boater's paradise. Step outside to the large lanai, where you'll find a sparkling pool with a spa, perfect for relaxing while enjoying breathtaking water views. The home features a composite dock, ideal for docking your boat, and a convenient outdoor shower. Inside, the split bedroom floor plan provides privacy and convenience, while the spacious master suite boasts dual closets and sliders leading directly to the lanai. The master bath includes a walk-in tile shower and dual sinks. The open kitchen is a chef’s dream, with a breakfast nook, closet pantry, and plenty of counter space for meal prep. The light-filled living areas feature pocket sliders that seamlessly connect the indoors to the outdoor living space. The third bedroom is generously sized, with its own set of sliders to the pool area, making it an ideal Florida room or guest retreat. Additional features include an inside laundry room, a screened front entry, and hurricane shutters for peace of mind. The 2022 roof ensures years of worry-free living. This home is just minutes from pristine beaches, fantastic restaurants, world-class fishing, golfing, and shopping. Don’t miss the opportunity to own this exceptional waterfront property!
Listing Agent: Becky Cole (941-525-8311)
4 WINDSOR DR, ENGLEWOOD, FL 34223
$599,000482 Days on yellowkey MLS ID: N6135900
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1782 Built: 1972Monthly Fee: $10 Tax: $6,020 (2024)Community: Englewood Isles SubSingle Family
Taxes:$6,020
Remarks: The seller will remit a check to you at closing to install your new Boat Lift. This Florida Intracoastal Water Way / Gulf Access home is NOT in a flood zone and does NOT require flood insurance!! Just 30 minutes and no fixed bridges to the glorious Gulf--and NO flood insurance required. How sweet is that? Immediately move into this beautifully furnished home turnkey. There are custom window and patio door treatments, upgraded Berber carpet in bedrooms and Florida room; plus wireless remote controlled multi-function ceiling fans and lights. Spend a leisurely morning in your lovely Florida room overlooking the water where manatees and dolphins play. Some of the best fishing and crabbing is right in your back yard. The interior was completely remodeled in 2018 and 2022 and though to 2025, and is open, light and bright. Thoughtful perks include a central vacuum with a set of hoses for the garage and a separate set for the house to make your life easier. The den could be used as a third bedroom, and the split plan allows maximum peace and privacy. The updated kitchen features stainless Granite counter tops, and the spacious waterfront Florida room is marvelous for entertaining. There is even a protected private marina just for residents. Fancy a picnic at the beach. North Beach is just 9 little minutes from home on land! Prefer waterfront dining? The area's best is minutes from your house. Dearborn Street with shops, dining, galleries, hot rods and the Best Farmer's Market in the county is less than 10 minutes away. Englewood Isles has been Englewood's best address for over half a century, with peaceful tree lined streets and generous lots. Why settle for an anonymous beige box on a postage stamp lot? Your new home in Englewood Isles awaits!
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-923-5835)
Listing Agent: Amy Hibberd (941-228-6900)
43 WINDSOR DR, ENGLEWOOD, FL 34223
$469,00016 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)
17 N CAYMAN ISLES BLVD, ENGLEWOOD, FL 34223
$725,00048 Days on yellowkey MLS ID: N6143349
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2557 Built: 2002Monthly Fee: $414 Tax: $6,305 (2025)Community: Boca RoyaleSpa: YesSingle Family
Taxes:$6,305
Remarks: One or more photo(s) has been virtually staged. Tucked within the sought after community of Boca Royale Golf and Country Club, this thoughtfully designed residence offers a refined blend of comfort, privacy, and Florida lifestyle living. Surrounded by mature landscaping and overlooking a peaceful pond, the setting creates a sense of calm the moment you arrive. Built by Thompson and offering over 2,500 square feet of living space, this three bedroom, two bathroom home features a well designed split floor plan that balances open gathering spaces with quiet retreats. Large windows and hurricane rated sliders invite natural light inside while framing tranquil water and garden views. At the center of the home, the updated kitchen combines both function and style. Soft close cabinetry, granite countertops, and a gas cooktop create an inviting space for everyday cooking or hosting friends and family. The layout flows easily into the main living and dining areas, allowing conversation and connection to continue throughout the home. Outdoor living is equally appealing. Step outside to the pool and spa area where you can unwind while enjoying the pond view and lush surroundings. A private garden courtyard offers an additional outdoor retreat perfect for morning coffee, quiet reading, or container gardening. The primary suite provides a peaceful place to recharge, while the split bedroom layout allows guests or additional household members to enjoy their own private space. A whole house generator offers added peace of mind. Located within Boca Royale, residents enjoy a gated community known for its beautifully maintained grounds and golf course lifestyle. Nearby beaches, marinas, dining, and shopping in Englewood and Venice add to the appeal of this exceptional location. This home offers the space, setting, and features that make everyday living feel both comfortable and elevated. Reach out to schedule your showing today!
Listing Agent: Stephanie Ham (941-661-1462)
4 CURACAO CIR #40, ENGLEWOOD, FL 34223
$315,00020 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
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 Agent: Karin Dubbs (941-416-4637)
1725 OVERBROOK RD, ENGLEWOOD, FL 34223
$980,00045 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: 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)
1819 CHADWICK RD, ENGLEWOOD, FL 34223
$3,850,000167 Days on yellowkey MLS ID: A4671558
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3967 Built: 1999 Tax: $17,146 (2024)Community: Englewood GardensSpa: YesSingle Family
Taxes:$17,146
Remarks: A rare opportunity to own one of Lemon Bay’s most exceptional private waterfront estates. Set on more than an acre along the bay’s widest expanse, this fully reimagined coastal retreat delivers extraordinary privacy, breathtaking sunsets, and resort-style living in the heart of Englewood. Completed after an extensive two-year renovation, the elevated main residence blends timeless architecture with impeccable finishes and modern resilience. The 2-bedroom, 2.5-bath home features expansive water views, open-concept living spaces, and a stunning chef’s kitchen appointed with custom rift-sawn white oak cabinetry, Cambria surfaces, Wolf and Sub-Zero appliances, dual dishwashers, and a generous Galley workstation sink. A dramatic wall of sliding glass opens to an extraordinary outdoor setting with a saltwater pool and spa, covered summer kitchen, fire features, and multiple spaces designed for entertaining or quiet relaxation. The completely remodeled 3- bedroom, 2 bath private guest house creates an ideal compound for family, extended stays, or distinguished visitors, offering seasonal sunset views, 2 full kitchens and laundry and living areas with their own saltwater pool and infinity spa. Built for comfort and peace of mind, the estate includes hurricane-impact glass, new electric and plumbing, 13ft elevation, whole house generators for both main house and guest house, metal roofing and spray foam insulation, and premium construction enhancements - too many to mention here. This property is as storm proof as it is charming and elegant. Must be seen to be fully appreciated.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Bill Cantrell (941-586-8301)
1089 BAYSHORE DR, ENGLEWOOD, FL 34223
$2,300,000135 Days on yellowkey MLS ID: N6141853
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3214 Built: 1979 Tax: $13,245 (2024)Community: Englewood GardensSpa: NoSingle Family
Taxes:$13,245
Remarks: Waterfront Legacy Estate on 1.57 Acres with Dock, Bay Views & Income Potential An extraordinary waterfront sanctuary spanning 1.57 acres with more than 200 feet of pristine Bay frontage, this exceptional estate commands breathtaking views across Lemon Bay and offers a rare blend of privacy, elegance, lifestyle and long-term opportunity. Arrive through a gated entrance and sweeping circular drive to discover a secluded coastal retreat framed by mature, thoughtfully curated landscaping. Fully furnished and impeccably presented, the residence is designed for effortless waterfront living — whether hosting family gatherings, welcoming guests arriving by boat, or enjoying quiet mornings watching the water awaken from your private balcony. Inside, soaring 23-foot floor-to-ceiling windows create a dramatic sense of scale while perfectly capturing the shimmering Bay beyond. The open-concept great room flows seamlessly into the gourmet kitchen and refined dining space, ideal for entertaining on any scale. The chef’s kitchen is a showpiece, featuring brand-new premium appliances including double wall ovens, a warming drawer, wine cooler, French-style refrigerator, granite-adorned center island and bespoke finishes throughout. Four beautifully appointed bedrooms and three luxurious bathrooms include a serene primary suite with its own private water-view balcony — a peaceful haven overlooking the Bay. Outdoor living is equally compelling. Expansive decks spill toward the resort-style pool, newly upgraded equipment and sun-soaked entertaining zones creating a seamless indoor-outdoor experience. A brand-new metal roof provides both architectural finish and long-term peace of mind. At the water’s edge, a newly constructed private dock offers direct Bay access — perfect for cruising Lemon Bay, kayaking at sunrise, or welcoming friends arriving by boat for sunset drinks beside the pool. The lower level features walk-out access to the pool terrace along with a convenient laundry and pool bath, making entertaining and waterfront living completely effortless. A Rare Opportunity for Future Growth & Income Beyond its immediate lifestyle appeal, the expansive acreage presents outstanding potential for long-term wealth creation. The generous grounds invite consideration for a guest residence, subdivision or luxury retreat accommodation — opening the door to Airbnb income streams or multigenerational living in a premier waterfront setting (subject to local approvals). Optional membership to the Englewood Gardens Beach Club further elevates the offering, granting access to a private beachfront clubhouse, gazebo with gas grills, Bayfront kayak launch, storage facilities and complimentary beach parking. From sun-drenched afternoons by the pool to evening cruises across the Bay, every detail of this property has been designed to inspire tranquility, prosperity and lasting memories. This is more than a home. It is a waterfront legacy — a place where lifestyle, luxury and long-term vision converge.
Listing is courtesy of: PREFERRED PROPERTIES OF VENICE INC (941-485-9602)
Listing Agent: Justyna Obiedzinski (862-686-1172)
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