Location: Englewood, Englewood
Do Not Show Listings
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,493
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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 is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Leland Howard (502-548-9618)
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
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)
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 is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
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
Tax Year: 2025
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)
1475 FLAMINGO DR #117, ENGLEWOOD, FL 34224
$69,0004 Days on yellowkey MLS ID: N6144066
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 216 Built: 1980Monthly Fee: $140 Tax: $1,534 (2025)Community: Holiday Travel Park EnglewoodManufactured Home
Taxes:$1,534
Remarks: Welcome to Coconut Condo — a unique opportunity to own a one-bedroom, one-bath home with a BRAND NEW 2025 AC UNIT AND HOT WATER HEATER along with tons of potential in a prime location within the park. Situated on the largest street in the community and on a pull-through lot, this property offers easier access than many surrounding homes. Inside, the home is ready for your personal touch and a little TLC, making it the perfect canvas to create your ideal getaway. Despite its cozy footprint, there’s flexible space to comfortably accommodate visiting family or guests, giving you more functionality than you’d expect from a one-bedroom layout. In this park, there's NO LAND LEASE- that's right, YOU OWN THE LAND. Holiday Travel Park is a gated community with incredible amenities, that include a beautiful pool, shuffleboard, bocce ball, horseshoes, community boat ramp, convenient laundry facilities throughout, and huge activity center with tons of activities! There's also optional boat/RV storage spaces available for rent. There's always something fun going on in Holiday Travel Park: it's truly a community filled with the friendliest of residents! ALSO INCLUDED in the LOW monthly HOA fee ($140) is water, sewer, trash pickup, & grounds maintenance. This location is near ocean access boat ramps & marinas, and is within 10 minutes of the beautiful Englewood Beaches,...not to mention historic Dearborn St! Plenty of outdoor activities to do in this area (such as kayaking and hiking) and LOTS of beautiful Florida Wildlife to spot Whether you’re looking for an affordable seasonal retreat, an investment opportunity, or even a private guest house for family or friends if you already own in the park, Coconut Condo offers versatility and value that’s hard to find. Bring your vision and make this charming property your own!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kaela Stoddard, Llc (941-875-6092)
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
Elementary School: Englewood Elementary
High School: Lemon Bay High
Middle School: L.A. Ainger Middle
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 Agent: Alex Bowermaster (513-275-2396)
1475 FLAMINGO DR #128, ENGLEWOOD, FL 34224
$105,0004 Days on yellowkey MLS ID: C7525346
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 588 Built: 1978Monthly Fee: $140 Tax: $1,689 (2025)Community: Holiday Travel Park EnglewoodManufactured Home
Taxes:$1,689
Remarks: Welcome to the "Coastal Cottage Retreat" - a meticulously updated, TURNKEY FURNISHED residence in the gated community of Holiday Travel Park, where YOU OWN THE LAND! Golf cart and RV friendly, this charming home blends comfort, style, and an unbeatable Florida lifestyle. A standout feature is the rare 21’ x 21’ covered front patio, offering an incredible shaded outdoor living space—perfect for morning coffee, evening cocktails, and soaking in those stunning Florida sunsets. Inside, this move-in ready 2-bedroom, 2-bathroom home (588 sq ft) has been thoughtfully upgraded with a new metal roof (2023), A/C (2021), hot water heater (2023), newer double-pane windows on the front and right side, plantation shutters in the dining room and both bedrooms and new carpet in the living room. The kitchen is both functional and stylish, featuring granite countertops and a modern stone tile backsplash. You’ll also appreciate the abundant storage, interior laundry room, and a shed/workshop with electric—perfect for hobbies or extra space. On city water and city sewer! Holiday Travel Park offers low HOA fees ($140/month) that includes water/sewer, a heated community pool, lawn maintenance, an active clubhouse with social events, pool tables, indoor pickleball and a scenic kayak launch with a peaceful freshwater lake setting. RV/boat storage onsite for $100 annually. Located less than 10 minutes from Manasota Key, you’ll enjoy easy access to beautiful Gulf beaches including Englewood Beach, Stump Pass State Park, Middle Beach, and Manasota Beach. Pet-friendly—one pet allowed up to 40 lbs. Don’t miss your chance to own this slice of coastal charm—schedule your showing today and start living the Florida lifestyle you’ve been dreaming of!
Listing Agent: Tawnya Hile (941-467-2349)
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 is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Karin Dubbs (941-416-4637)
1977 BEACH RD #83, ENGLEWOOD, FL 34223
$342,900161 Days on yellowkey MLS ID: N6141523
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1374 Built: 1972 Tax: $862 (2026)Community: Englewood Beach CondominiumSpa: NoCondo
Taxes:$862
Tax Year: 2026
Remarks: Best value in the community! Welcome to your fully remodeled slice of paradise on Manasota Key. This super cute two-bedroom, two-bath villa is in the gated community of Englewood Beach Condos, just a stone’s throw from the shoreline and tucked right behind your favorite beachy restaurants. Walk to the sand for sunset, stroll to dinner, and enjoy coastal living with every convenience at your fingertips. This villa shines with a full post-hurricane renovation, giving you total peace of mind and a fresh, modern and coastal feel throughout. Everything is new including impact glass windows and doors, roof, air conditioner, electric, appliances, drywall, kitchen cabinetry and countertops, baths and paint. Absolutely no carpet and nothing left to do but move right in. Enjoy other thoughtful upgrades such as shiplap walls, built-in shelves and glass shower doors. This is also one of the larger villas in the community, thanks to the converted carport that adds valuable extra living space. Inside, you’ll find a spacious living room, a front room ideal for a home office, a separate dining area and an additional living space with sliding doors leading to your private outdoor oasis. A separate laundry room and a handy mudroom/storage area make everyday living easy and organized. The backyard features new pavers, an inviting patio area and even an outdoor shower for rinsing off after Englewood Beach days. The community offers a pool and clubhouse, and the entire neighborhood is being beautifully remediated. This villa is one of the fully completed ones, so you get all benefits without the wait. If you’ve been dreaming of low-maintenance, move-in-ready coastal living in an accessible beach town, this is it. Welcome home.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-412-3323)
Listing Agent: Frannie Smith (941-236-1796)
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
Remarks: ***SELLER FINANCING AVAILABLE*** DECRA METAL TILE ROOF • SOLAR PANELS • IMPACT WINDOWS AND DOORS • HEATED SALTWATER POOL & SPA • EV CHARGING STATION 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)
1475 FLAMINGO DR #121, ENGLEWOOD, FL 34224
$55,00019 Days on yellowkey MLS ID: N6143872
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 408 Built: 1988Monthly Fee: $140 Tax: $1,561 (2025)Community: Holiday Travel Park EnglewoodManufactured Home
Taxes:$1,561
Remarks: Located in the sought-after 55+ community of Holiday Travel Park in Englewood, this property is the perfect opportunity for a buyer ready to take on a project and make it their own. The existing mobile home has the potential for a full renovation or could be removed to make way for something new—giving you the flexibility to design and create a space that fits your vision and lifestyle. Enjoy all the perks of this active community, offering a variety of amenities and social activities, all just a short drive from the beautiful Gulf Coast beaches. Whether you’re dreaming of a seasonal retreat or a year-round residence, the location and potential here are hard to beat. Bring your creativity and transform this property into your ideal Florida getaway!
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)
1155 FOREST DR, ENGLEWOOD, FL 34223
$625,00028 Days on yellowkey MLS ID: D6146875
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: 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)
1175 LITTLE CT, ENGLEWOOD, FL 34223
$500,00013 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)
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