Location: Englewood, Englewood
Do Not Show Listings
43 WINDSOR DR, ENGLEWOOD, FL 34223
$469,0005 Days on yellowkey MLS ID: O6399230
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,809
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this beautifully maintained home located in the desirable community of Englewood. 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. Master 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)
19 N CAYMAN ISLES BLVD, ENGLEWOOD, FL 34223
$925,00019 Days on yellowkey MLS ID: A4687622
1 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3065 Built: 1998Monthly Fee: $423 Tax: $6,871 (2025)Community: Boca RoyaleSingle Family
Taxes:$6,871
Elementary School: Englewood Elementary
High School: Wellen Park High
Middle School: L.A. Ainger Middle
Remarks: Under contract-accepting backup offers. Located in the gated Boca Royale Golf & Country Club, this lakefront residence offers water views from both the front and rear—perfect for enjoying Florida sunsets. Privately positioned on an oversized homesite designed for indoor-outdoor living, the home features mature palms and tropical landscaping, a screened lanai with an elegant paver deck, saltwater pool, and fully equipped outdoor kitchen with gas grill and dual refrigerators, creating a private, resort-inspired retreat. As evening falls, curated landscape lighting illuminates the property and architectural details, casting a warm glow and enhancing the home’s captivating nighttime ambiance. Inside, sophistication and comfort blend effortlessly. Glass French doors open to a light-filled interior featuring soaring ceilings, crown molding, plantation shutters, and expansive tile flooring throughout the main living areas. The kitchen is open to the oversized family room, perfect for entertaining is appointed with stainless steel appliances, double ovens, a French-door refrigerator, cooktop, 42-inch custom cabinetry, granite countertops, and a spacious center island with abundant storage. A raised breakfast bar opens seamlessly to the main living area with a custom entertainment center and direct lanai access, ideal for relaxed yet elegant living. The private primary suite is a true retreat, offering direct access to the lanai, plantation shutters, custom wood accent wall, dual walk-in closets, and a spa-inspired bath with a soaking garden tub, walk-in shower, dual vanities, and a private water closet. Guest accommodations on the opposite side of home, including 2 large bedrooms with hall bath and in the back of the home off the lanai is a versatile room with custom built-ins that offers a flexible space for a 4th bedroom, executive office, or private guest suite. Additional highlights include NEW PAVERS in front driveway and side walkway, an oversized laundry room with extensive storage and utility space, plantation shutters throughout, a chic half bath for guests, and an oversized 2.5 CAR GARAGE with dedicated golf cart storage. Storm Smart Wi-Fi-enabled hurricane screens at the lanai and front entry, along with a GENERAC WHOLE HOME GENERATOR, provide added comfort and peace of mind. Ideally located just a short golf cart ride from the desired Boca Royale Golf & Country Club, residents enjoy access to an exclusive members-only lifestyle featuring a championship Gordy Lewis-designed golf course, tennis and pickleball courts, fitness and wellness amenities, fine dining, and a vibrant social calendar. Also, future plans of direct access to Wellen Park through the new Boca East section. This is more than a home—it is a statement of privacy, luxury, and elevated Florida living.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Brandi Furlan (941-894-9888)
14 STONE MOUNTAIN BLVD, ENGLEWOOD, FL 34223
$399,90034 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
High School: Lemon Bay High
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!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Katy Dilmore (941-270-0627)
4 WINDSOR DR, ENGLEWOOD, FL 34223
$599,000471 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
Tax Year: 2024
Remarks: REDUCED!!!Come see this true Unicorn of Florida Gulf Access homes--this one is NOT in a flood zone and does NOT require flood insurance!! You Found It!!!Imagine--all that waterfront beauty; just 30 minutes and no fixed bridges to the glorious Gulf--and NO flood insurance required. How sweet is that? For maximum ease the seller may consider selling 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 multifunction 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 is right in your back yard. The interior was completely remodeled in 2018, 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 and stone, 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! 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)
4 CURACAO CIR #40, ENGLEWOOD, FL 34223
$325,0009 Days on yellowkey MLS ID: D6146958
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)
6 PINE RIDGE WAY, ENGLEWOOD, FL 34223
$425,00016 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.
1175 LITTLE CT, ENGLEWOOD, FL 34223
$500,0002 Days on yellowkey MLS ID: D6147064
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1958 Tax: $3,665 (2025)Community: Englewood ShoresSingle Family
Taxes:$3,665
Remarks: 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)
940 BRENGLE AVE, ENGLEWOOD, FL 34223
$549,00025 Days on yellowkey MLS ID: D6146758
0 Days Off yellowkey (back on 4/17/2026)
REDUCED by $26,000 (4.5%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1760 Built: 1988 Tax: $4,029 (2025)Community: Englewood Homeacres Lemon BaySingle Family
Taxes:$4,029
Remarks: Under contract-accepting backup offers. MUST SEE HOME, if you want to sit on a hill 100 feet from Lemon Bay Park in a totally remodeled 3/2/2 pool home. This spectacular home is walking distance to Historic Dearborn Street and you can hear the waves on Manasota beach most nights. Features include a metal roof, impact windows, a designer kitchen, high end flooring and window treatments and a large refinished pool with garden view through invisible screens. The landscaping is established and part of Lemon Bay Parks wildlife corridor so you never know what may run through your back yard on a quite evening. There is a buried propane tank for the water heater and firepit so add your gas range and generator anytime. The home offers a fantastic Old Englewood location with all of the amenities you would expect in a new high end home. This area is non deed restricted and there are no HOA or CDD fees. The home is being offered furnished so pack your bags and call today for your private showing.
Listing is courtesy of: LASBURY-TRACY REALTY INC. (941-474-5585)
Listing Agent: Bart Tracy Ii (941-416-4114)
1155 FOREST DR, ENGLEWOOD, FL 34223
$649,00017 Days on yellowkey MLS ID: D6146875
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 Agent: Austin Tracy (941-387-4259)
1210 GULF BLVD, ENGLEWOOD, FL 34223
$1,999,00033 Days on yellowkey MLS ID: A4686388
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3753 Built: 2025 Tax: $2,909 (2025)Community: Englewood ShoresSpa: YesSingle Family
Taxes:$2,909
Middle School: SKY Academy Englewood
Remarks: Under contract-accepting backup offers. Introducing a newly completed 2025 coastal masterpiece on South Manasota Key—where refined luxury, breathtaking views, and effortless beach access converge. Just a short stroll from two nearby beach easements leading to the powdery sands of the Gulf, this exceptional residence offers the rare opportunity to enjoy an elevated island lifestyle while benefiting from highly desirable nightly rental eligibility. Spanning 3,753 square feet with six bedrooms and four-and-a-half baths, the home is thoughtfully designed to maximize light, views, and seamless indoor-outdoor living. This modern coastal design welcomes you to a private courtyard retreat where a heated saltwater pool and spa glisten against sleek travertine pavers. Covered terraces and lounging spaces create a resort-style atmosphere ideal for entertaining, relaxing, and embracing the coastal breeze. Inside, refined finishes and meticulous craftsmanship define every space. The bedroom level features five beautifully appointed guest retreats, including a tranquil primary suite with private balcony and spa-inspired bath, along with an additional ensuite bedroom offering serene views. Multiple balconies throughout the home provide intimate escapes for morning coffee, sunset cocktails, and sweeping coastal views. The upper living level is the heart of the home—an extraordinary gathering space framed by panoramic views of the Gulf and Lemon Bay. The designer chef’s kitchen showcases elegant marble surfaces, premium Café appliances, bespoke pendant lighting, and a sleek wet bar with its own beverage refrigeration, creating an inviting setting for effortless entertaining. Expansive glass doors open to a deep west-facing balcony, offering a front-row seat to the spectacular sunsets that define Florida’s Gulf Coast. A secondary primary suite with private balcony and spa-style bath completes this level, providing an elegant and private retreat for owners or guests. Crowning the residence is an unforgettable rooftop terrace with sweeping 360-degree views from the Gulf to Lemon Bay, including Milton Pass—a dramatic setting for sunset gatherings, stargazing, and unforgettable coastal evenings. Designed for both beauty and resilience, the home features hurricane-impact windows and doors, soaring ceilings, solid hickory staircases, porcelain tile flooring, and a whole-home elevator connecting every level from the epoxy-finished garage to the rooftop terrace. All major systems—including roof, HVAC, plumbing, electrical, water heater, and pool equipment—are brand new and high-end, offering peace of mind and modern smart-tech efficiency. With no HOA or CDD fees, public utilities, exceptional construction, and the rare flexibility of nightly rentals, this remarkable South Manasota Key estate presents a unique opportunity to own a luxury coastal sanctuary, income-producing investment, or generational beach retreat—all within steps to Englewood Beach and waterfront dining, and minutes to marinas and championship golf courses. A true custom-built home priced to sell without any restrictions!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
10104 RAFFERTY AVE, ENGLEWOOD, FL 34224
$415,0003 Days on yellowkey MLS ID: C7524016
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 1988 Tax: $4,223 (2025)Community: EnglewoodSpa: NoSingle Family
Taxes:$4,223
Elementary School: Vineland Elementary
Remarks: Welcome to a home where every detail has been handled for you. Situated on nearly half an acre, this beautifully modernized 3-bedroom, 2-bath, 2-car garage residence offers the perfect blend of coastal security and contemporary style. From the moment you step inside, you’ll notice the thoughtful upgrades and clean, modern design that make this home truly move-in ready. Bright, open living spaces flow with ease, creating a layout that feels both inviting and functional. Every corner has been refreshed with care, giving the home a crisp, polished feel while still keeping it warm and comfortable. At the heart of the home is the chef’s kitchen, designed to impress and built to perform. It features all-new stainless steel appliances, custom soft-close wood cabinetry, and pull-out drawers for easy storage. A large bar-style center makes cooking and entertaining simple and fun. Granite countertops and a subway-style tile backsplash add a timeless touch. Throughout the home, you’ll find new designer-engineered hardwood flooring, cottage-style window shutters, updated fans and lighting, and all-new raised panel interior doors. Each bedroom offers updated ceiling fixtures and oversized walk-in closets, providing both comfort and space. The family room invites you to relax by the stone-textured, corner wood-burning fireplace, while the extra area offers flexibility for a small dry-bar or creative space. This home also stands out for its strong upgrades focused on protection and efficiency. A durable metal roof, PGT insulated hurricane impact windows and doors, and a brand-new AC system—including new ductwork—bring peace of mind. The property has been fully re-plumbed and features upgraded electrical capacity, making it ready for modern living. Step outside to enjoy a massive screened enclosure and a spacious yard ready for your ideas. With an outdoor shower and pool bath already in place, adding a full-sized pool or hot tub is simple. The grounds include fruit trees, a picnic area, a large storage shed, and added privacy. There’s also extra parking for a boat or RV. Conveniently located close to schools, shopping, restaurants, and just a short drive to Gulf beaches, this home offers both comfort and location. A survey is available for the buyer—schedule your private tour today!
Listing is courtesy of: KW PEACE RIVER PARTNERS (941-875-9060)
Listing Agent: Rhonda Gustitus (941-426-4394)
1120 LARCHMONT DR, ENGLEWOOD, FL 34223
$569,900234 Days on yellowkey MLS ID: D6143551
1 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2367 Built: 1972 Tax: $6,428 (2025)Community: Englewood GardensSingle Family
Taxes:$6,428
Remarks: Under contract-accepting backup offers. This could be the unique estate home you've been searching for! If you yearn for something different, then take a look at this classic-style 4 bedroom/ 2.5 bath two story home, situated on 1.67 acres in North Englewood. This custom built home is situated well back from the street, with a circular drive entry. The front porch covers you while you enter into an actual foyer, complete with slate floor. Both formal living and dining rooms have decorative chair railing/crown moulding and laminate flooring. The kitchen has updated cabinetry w/pull out drawers, granite countertops and a breakfast bar, perfect for your morning coffee. Appliances include: WOLF gas range, Frigidaire built in double oven, LG French door refrigerator and Kitchen Aid Dishwasher. The adjoining family room has a wood burning fireplace, great for ambiance or to actually warm up the room on those occasional cool evenings. The primary bedroom is thoughtfully located on the first level of the house, and features a large walk in closet, parquet flooring and ensuite primary bath, with completely updated granite-top vanity, lighting, shower enclosure w/seat & safety bars, and tiled flooring. There's a good-sized utility area, with washer & dryer tucked away behind closet doors, and separate half bath located in the same area. Upstairs you'll find three spacious guest bedrooms, all with carpeted flooring and a huge amount of closet space. The Guest bath has a combo tub/shower w/door, tiled flooring, & its own water heater. Oversized two car side entry garage has room enough for two cars plus all your garden tools! Huge tiled lanai is the perfect place to relax at the end of the day, or maybe for morning coffee! Large brick patio just off the Lanai would be the perfect place to add an outdoor kitchen. Zoned central heat/air systems for upstairs/downstairs were replaced in 2016 and 2019. Shingle Roof was replaced in 2022. Fenced back yard keeps the kiddos or the pets safe and contained. There's no pesky homeowner association telling you what you can and cannot do, either! (thus no fees!) This location is perfect - just a short distance to either Manasota or Englewood Beach, and local shopping, restaurants, and so much more! Application for Membership into the Englewood Gardens Beach Club is available, which has a private clubhouse, parking, security gate and beach on the gulf side and short term dockage on the bay side.
Listing Agent: Kathy Damewood (941-321-7355)
602 W PERRY ST, ENGLEWOOD, FL 34223
$249,000177 Days on yellowkey MLS ID: D6144317
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 829 Built: 1981 Tax: $2,517 (2024)Community: EnglewoodSingle Family
Taxes:$2,517
Remarks: RECENT PRICE ADJUSTMENT—Don’t Miss This Old Florida Cottage in Old Englewood Village! Located just one block from historic Dearborn Street, this charming Old Englewood Village cottage offers the perfect blend of character, convenience, and coastal lifestyle. Enjoy walkable access to local shops, cafés, art galleries, farmers’ markets, and community events, with bayfront parks nearby and Englewood Beach just a mile away. Inside, the home combines classic cottage charm with modern updates, including a newer roof, updated kitchen, and updated bath—providing peace of mind while preserving its timeless appeal. Light-filled living spaces create a warm, inviting atmosphere that’s easy to enjoy year-round. Outdoor areas offer space to relax, garden, or entertain, making the most of Florida’s laid-back, al fresco lifestyle. This home delivers location, charm, and value in the heart of Old Englewood Village. Updated where it counts (roof, kitchen, and bath), charming where it matters, and serving up all the Village vibes--whether you need a full-time home, a winter escape, or a sweet rental--this one just works! Come claim your slice of Old Florida before someone else does!
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Terri Hesse (941-662-6466)
928 STEWART ST, ENGLEWOOD, FL 34223
$500,0003 Days on yellowkey MLS ID: N6143942
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1480 Built: 1970 Tax: $4,152 (2025)Community: Englewood Homeacres Lemon BaySpa: YesSingle Family
Taxes:$4,152
Remarks: What a slice of Paradise! Completely renovated home with a boat slip across the street, a bike ride to Dearborn St. and a few miles to Manasota Beach or Englewood Beach! Perfect Primary home, vacation home or Airbnb! $23,651.80 booked right now for the next year! (bookings can be cancelled if you want to occupy) 3 Bedrooms 2 baths, 1 car garage, beautiful refreshing pool with a Heater/Chiller, a saltwater hot tub and an Authentic Tiki Hut. You also get a huge privacy fenced backyard with a "she shed" Park your boats, RV's, whatever you wish. The home features Plantation Shutters, all newer appliance's, gorgeous open kitchen with custom cabinets and stone counters and backsplash, all impact windows, newer metal roof and comes turnkey furnished. There is plenty of room with a living room, a back Florida room, inside Utility room a pool bath and a screened lanai. The 3rd bedroom features barndoors for either a bedroom, extended living room or an office. What more can you ask for? Come take a look!
Listing is courtesy of: SETTLES REAL ESTATE LLC (941-685-3600)
Listing Agent: Buck Settles (941-685-3600)
611 W WENTWORTH ST, ENGLEWOOD, FL 34223
$525,000184 Days on yellowkey MLS ID: D6144142
2 Days Off yellowkey (back on 4/16/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 837 Built: 1949 Tax: $2,246 (2024)Community: Englewood OfSingle Family
Taxes:$2,246
Remarks: BUY YOUR SMALL BUSINESS A HOME!! PREMIER LOCATION WITH RCTOD ZONING, ALLOWS RESIDENTIAL / COMMERCIAL APPLICATION USE. ONE OF A KIND - 1949 VINTAGE FLORIDA BUNGELOW - THIS PIECE OF ENGLEWOOD HISTORY HAS NOT BEEN AVAILABLE FOR PURCHASE IN OVER 40 YEARS! THOUGHTFULLY RESTORED. YOU WILL CERTAINLY APPRECIATE THE CONSCIOUS EFFORT, CRAFTSMANSHIP, THE USE OF ERA APPROPRIATE MATERIALS, THE ARCHITECTURAL STYLE AND THE DESIGN ELEMENTS TO MAINTAIN ITS CHARACTER. ORIGINAL CEILINGS, INTERIOR PLASTER, WOOD FLOORS AND CEDAR LINED CLOSETS PULL YOU IN. Kitchen has custom made wood cabinets, undermount quartz composite double sink, and all new "Classic" Vintage appliances. Wood flooring was fully restored and the retro black & white tiles in kitchen and bathroom are eye catching. All within the last 3 years - all windows are impact rated - full roof replacement - new ac and ductwork - new poured concrete for sidewalks all around the house and driveway. Step out the back door into your fully fenced yard with a15x15 wooden deck with a gazebo cover. Sidewalk continues to the rear door of the attached garage, clean with epoxy flooring and washer and electric dryer hook up. THIS IS AN UNDUPLICATED BEAUTY LOCATED IN OLDE ENGLEWOOD VILLAGE WITH THE GLISTENING WATERS OF LEMON BAY AT THE END OF BOTH INTERSECTING STREETS. WALK OR BIKE TO RESTURANTS, LIVE MUSIC VENUES, COFFEE SHOPS, SPECIALTY STORES, ART GALLERIES, PUBLIC LIBRARY AND THE LEMON BAY PLAYHOUSE FOR LIVE THEATER. TRADITIONAL PARADES TAKE PLACE RIGHT OUT YOUR FRONT DOOR. SEAFOOD AND MUSIC FESTIVALS - RIGHT UP DEARBORN STREET AT PIONEER PLAZA.THERE ARE 3 WATERFRONT PARKS JUST BLOCKS AWAY! IF YOU LIKE QUAINT AND LIVING IN A TRUE NEIGHBORHOOD DISTRICT DESIGNED FOR PEDESTRIANS - THIS IS THE PLACE FOR YOU - THE PERFECT GETAWAY AND WINTER HOME WHERE YOU CAN LEAVE THE CAR IN THE GARAGE AND ENJOY THE CONNECTIVITY OF THIS WALKING NEIGHBORHOOD LOCATION. PURCHASE NOW BEFORE THIS NEIGHBORHOOD EXPLODES!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-473-7750)
Listing Agent: Judy Canero, Llc (941-915-4377)
1819 CHADWICK RD, ENGLEWOOD, FL 34223
$3,850,000156 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)
71 WINSON AVE, ENGLEWOOD, FL 34223
$459,9009 Days on yellowkey MLS ID: D6146963
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)
820 BAYSHORE DR, ENGLEWOOD, FL 34223
$795,000125 Days on yellowkey MLS ID: GC535907
Bed: 3 Bath: 2.0 Gar: 12 Liv Area Sq Ft: 2420 Built: 1995 Tax: $3,789 (2024)Community: Englewood GardensSpa: NoSingle Family
Taxes:$3,789
Remarks: Price reduced by $52k. Collector’s paradise on nearly one acre in beautiful Englewood, Florida - just minutes to shopping and the Gulf beaches and not in a flood zone. This custom-built home offers a rare combination of privacy, space, and unmatched garage/workshop amenities. Situated on what was originally two lots, the fully fenced and gated property features lush, park-like landscaping, mature shade trees, and a separate gated entrance to the east side - ideal for RV, boat, or business access. City water and sewer plus a private well and irrigation system provide efficiency and convenience. The main residence offers a desirable split floor plan with 3 bedrooms, 2 baths, plus a large office, and generous living and family rooms. Highlights include large bedrooms with walk-in closets, a wood-burning fireplace, central vacuum, security system, fire suppression sprinkler system, surround sound wiring in the family room, ceiling fans throughout, and a jacuzzi tub in the primary bath. The kitchen and home have seen numerous updates, including a new roof and skylights (2022), new water heater (2023), new stove (2023), and new pool cage with child safety screen (2023). Enjoy the large, fully screened pool area for year-round Florida living. Car enthusiasts, hobbyists, and RV owners will appreciate the exceptional garage setup: • Oversized attached, air-conditioned 2-car garage with 8-foot entry door • RV garage (25x40) with wide/tall RV door, 8-ft side door, 7,000 lb 4-post lift, LED lighting, and new roof (2023) • Second detached garage (30x35) with three large entry doors, walk-in door, LED lighting, 240V power, and a large commercial air compressor Comfortably store up to 12 vehicles, an RV, boat, or all your toys - with room to spare. A truly rare offering combining land, privacy, a move-in-ready home, and high-end utility features—perfect for collectors, entrepreneurs, or anyone seeking space and flexibility in a prime Englewood location.
Listing is courtesy of: GAINESVILLE REALTY LLC (352-888-1111)
Listing Agent: Oliver Hoffmann (352-888-7000)
836 STEWART ST, ENGLEWOOD, FL 34223
$325,00039 Days on yellowkey MLS ID: D6146479
REDUCED by $10,000 (3.0%) on 04/16/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1474 Built: 1972 Tax: $2,239 (2025)Community: Englewood Homeacres Lemon Bay SecSingle Family
Taxes:$2,239
Remarks: Welcome to 836 Stewart St, a move-in ready home ideally located just steps from Lemon Bay Park in Englewood. This well-maintained property offers a comfortable layout and a great location close to everything the area has to offer. The home features two spacious primary suites, providing flexibility for guests or extended family. Inside, you’ll find an updated kitchen, hardwood flooring through much of the home, and terrazzo flooring in the guest suite, adding character and durability. A bright Florida/family room provides additional living space, perfect for relaxing or entertaining. The home also features HURRICANE IMPACT WINDOWS AND SLIDING GLASS DOORS, offering added protection and peace of mind, along with a NEW ROOF installed in 2023. Outside, the property includes an oversized one-car garage, an expanded concrete driveway and sidewalk, and a nicely landscaped yard highlighted by one of the best mango trees in the neighborhood. Conveniently located near historic downtown Englewood, with local dining, shopping, and entertainment nearby. Outdoor enthusiasts will appreciate being just 0.2 miles from Lemon Bay Park, a 210 acre nature preserve featuring shoreline trails, a canoe/kayak launch, and a butterfly garden. Indian Mound Park boat ramp is also a short distance away for easy access to the water.
Listing Agent: Seth Widgeon (941-223-9544)
1181 LARCHMONT DR, ENGLEWOOD, FL 34223
$899,000121 Days on yellowkey MLS ID: N6142011
REDUCED by $51,000 (5.4%) on 04/13/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2225 Built: 1976 Tax: $4,301 (2025)Community: Englewood GardensSpa: NoSingle Family
Taxes:$4,301
Remarks: A little bit of paradise sitting on 2.3 acres. With palm trees and a lush lawns. This spacious house has 4 bedrooms 2 bathrooms. Open plan Kitchen/Living Room. Dining Room, Small Office. Large Utility and a large Pole Barn. This is a great family home. This home has been totally re-modelled. Newer Roof, New Kitchen, New Floors, Painted Throughout. Complete new A/C system. New Updated Electrical Panel in the house and in the Barn. New Pool Heater (2025) Pool & Pool Cage Installed 2018. Hurricane Windows and Doors. New Hardie Board Siding. The center of the main Barn has been insulated and has A/C. There is enough room for three cars. There is also a concrete slab at the rear of the barn, which is ideal for an hydraulic lift. There are also two attached side barns. One is ideal for a horse with a stable door. The other side is great for storage. The rear of the property is laid to lawn, there is hard standing area suitable for Trailers or RV storage. Most of the property is fenced in with Electric gates at the front. The property does have a electric dog fence to keep any puppies safe should you wish. You will fall in love with this wonderful home. Application for Membership into the Englewood Gardens Beach Club is available, which has a private clubhouse, parking, security gate and beach on the gulf side and short term dockage on the bay side.
Listing is courtesy of: GULF SHORES REALTY (941-488-6644)
Listing Agent: Lorna Williamson (941-286-1450)
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