Location: Englewood, Englewood
Do Not Show Listings
1981 BAYSHORE DR, ENGLEWOOD, FL 34223
$1,195,00049 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,373
Elementary School: None
High School: None
Tax Year: 2025
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)
1620 MANOR RD, ENGLEWOOD, FL 34223
$430,000Listed 06/10/2026 11:28AM MLS ID: C7526800
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1403 Built: 1969 Tax: $2,240 (2025)Community: Englewood GardensSpa: NoSingle Family
Taxes:$2,240
Remarks: Look up the definition of "tropical retreat" and you'll find this one of a kind mid-century charmer. Set on 3/4 of an acre with a welcoming circular driveway, this bohemian-inspired retreat captures the charm of Old Florida beach living. Terrazzo flooring flows throughout the home, creating a timeless and easy-to-maintain foundation for the laid-back coastal aesthetic. Enjoy peace of mind with major updates already completed, including a new roof (2022), newer HVAC system (2020), impact-rated windows and doors (2020), and an updated electrical panel (2018). The kitchen has been thoughtfully remodeled with a cozy cottage feel, and the bathrooms have been updated as well. The primary suite features slider entrance to the lanai, walk in closet and en suite bathroom. Two more bedrooms and guest bathroom provide plenty of room, but that's not all - there is a casita in the backyard with electric, air conditioning and more - set up perfectly to host extra guests or enjoy a hobby or two. If your hobbies include gardening or just enjoying nature, you will love the mature starfruit and mango trees, bamboo, carefully selected and maintained tropical flora and fauna, and raised garden beds. Enjoy the view of the expansive yard from the gorgeous lanai, which features a vaulted, wood plank ceiling and 3 sets of impact pocket sliders to the main home. Fully fenced with an additional fence around the outdoor inground pool, this property invites you to kick off your shoes, grab a refreshing beverage and immerse yourself in the ultimate beach homestead. Located less than a ten minute drive from Englewood Beach, and less than a ten minute drive from historic Dearborn St, you can lean into joining the vibrant community that celebrates the laidback Florida life with Farmer's Markets, Beach Drum Circles, annual festivals and so much more. Englewood Gardens also has a private beach club with access to Lemon Bay, Englewood Beach, and an amenity center. Venture a short distance to Boca Grande, Venice Beach, Manasota Key, historic Punta Gorda or stay close for the small town beach life - the adventure is yours to take.
Listing is courtesy of: ENGEL & VOELKERS VENICE DOWNTOWN (941-388-9800)
Listing Agent: Annette Worth (941-844-5563)
71 WINSON AVE, ENGLEWOOD, FL 34223
$399,90062 Days on yellowkey MLS ID: D6146963
REDUCED by $41,000 (9.3%) on 05/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1114 Built: 1956 Tax: $4,897 (2025)Community: Englewood Park Amd OfSingle Family
Taxes:$4,897
Remarks: Own a true piece of Englewood history! Built in the 1950s by renowned Kluge builders, this home stands as a classic example of timeless Old Florida craftsmanship. From the exposed pine ceilings throughout to the solid block interior walls, the quality and character are unmistakable. Thoughtfully updated while preserving its vintage charm, the home features new kitchen cabinetry, a beautifully designed entry hall with floor-to-ceiling pantry storage, and a stunning oversized PebbleTec pool surrounded by a brick paver patio—perfect for relaxing or entertaining. Located in a no HOA community, you’ll enjoy the freedom to truly live the Florida lifestyle—park your boat right in your yard and make the most of nearby water access. Relax on your screened lanai and enjoy live music drifting over from nearby Pioneer Plaza, or take a short stroll to the local farmers market. Ideally situated just one block from Lemon Bay, you’ll enjoy refreshing coastal breezes and a highly walkable lifestyle. Walk to Indian Mound Park and boat ramp, catch breathtaking sunsets at Cherokee Street Piers, or explore the shops, dining, and vibrant energy of Dearborn Street, the heart of Old Englewood. If you’ve ever said “they don’t make them like they used to,” this is your chance to own a truly special home that proves it.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-208-5246)
Listing Agent: Kathi Obendorfer, Pa (941-445-3775)
352 ARDENWOOD DR, ENGLEWOOD, FL 34223
$324,000127 Days on yellowkey MLS ID: A4680487
REDUCED by $25,000 (7.2%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1795 Built: 1986Monthly Fee: $10 Tax: $2,046 (2024)Community: Englewood Isles SubSingle Family
Taxes:$2,046
Elementary School: Englewood Elementary
High School: Venice Senior High
Tax Year: 2024
Middle School: Venice Area Middle
Remarks: This charming 2-bed, 2-bath single-family home offers 1,795 sq. ft. of living space on a generous 10,396 sq. ft. lot in the desirable Englewood area. Built in 1986, the home features a functional layout and spacious rooms. Enjoy a large yard and quiet neighborhood living close to local amenities, shopping, dining, and area beaches. Perfect for full-time living, seasonal residency or investment opportunities. FRIENDLY SELLER SAYS BRING OFFERS!!
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Joshua Blank (941-928-3449)
325 GLADSTONE BLVD, ENGLEWOOD, FL 34223
$515,000363 Days on yellowkey MLS ID: TB8394010
1 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1865 Built: 1982Monthly Fee: $8 Tax: $3,635 (2024)Community: Englewood Isles SubSpa: NoSingle Family
Taxes:$3,635
Remarks: SHOWSTOPPER ALERT: Exquisite waterfront community home in the highly sought-after Englewood Isles is back on market and just appraised over 530K. Located just a bike ride away from the sparkling turquoise waters of the gulf, this fully-renovated 3-bedroom 2.5-bathroom ranch is a perfect blend of luxury and comfort. The moment you arrive, you'll be greeted by a contemporary-designed exterior, brand-new 50+ year metal roof, new hurricane-impact-resistant windows ensuring safety and energy efficiency, beautifully manicured landscaping, and a new stamped concrete driveway. Upon entering, you will notice how open and bright this home feels with the number of windows and new sliding doors giving all the natural light you will need. You are first welcomed by your massive open-concept kitchen and living room. The kitchen features solid wood white shaker cabinets, stunning quartz countertops with waterfall edge, brushed gold accents, and high-end Frigidaire Gallery stainless steel appliances. The dual-split living room/dining room has vaulted ceilings with ample space, a striking fireplace wall with TV mount, and remote-controlled fans throughout. The split plan leaves the master retreat separate from the other two bedrooms for extra privacy. The master has direct access to the pool, as it is, with both living areas, plenty of space, and a barn door entry to your white calacatta marble-designed bathroom and walk-in closet. On the other side of the house, you will find your two guest bedrooms and another fantastically appointed large bathroom. Both full bathrooms feature Bluetooth music fans and anti-steam mirrors. The laundry room and half bath are conveniently located off the kitchen, leading to the garage entry. The garage has been redone with an epoxy shield high gloss floor. The gulf-inspired turquoise blue pool was resurfaced and has all new Pentair equipment, new stamped concrete patio, and screen replacements for the pool cage. New A/C and water heater, not an inch of this property has been left untouched. This is more than a house; this is your chance to have your dream home in an exclusive waterfront community. Don't miss out on the chance to call this yours!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
1725 OVERBROOK RD, ENGLEWOOD, FL 34223
$980,00087 Days on yellowkey MLS ID: N6143364
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2887 Built: 2015 Tax: $7,702 (2025)Community: Englewood GardensSingle Family
Taxes:$7,702
Remarks: One or more photo(s) has been virtually staged. Private. Custom. Energy-Efficient. Low-Maintenance. Built with Strength. This one-of-a-kind residence blends solid concrete construction (including the roof) with open, light-filled living. Set on 1.3 acres just minutes from Manasota Beach, with the Intracoastal Waterway across the street, the property offers a rare mix of seclusion, durability, and coastal convenience. The 3-bedroom, 3-bath home spans 2,887 sq ft and showcases polished concrete floors, high ceilings, exposed ductwork, clean architectural lines, and oversized windows that frame the surrounding natural landscape. The open-concept kitchen features a 100+ year-old maple island, modern cabinetry, and stainless steel appliances, flowing seamlessly into expansive living and dining areas ideal for entertaining or everyday living. Sliding glass doors open to a wide outdoor patio, extending the living space into the serene setting. Thoughtfully designed native Florida landscaping complements the green roof and concrete design, supporting natural cooling, efficient drainage, and low-maintenance living. Designed with a resort-style pool in mind beyond the patio, the property presents a rare opportunity to craft a truly private outdoor retreat. Enjoy the convenience of a short bike or golf-cart ride over the bridge to Manasota Beach, with the option to join the Englewood Gardens Beach Club, offering private beach access, dedicated parking, and a calendar of social events. This exceptional home is a must-see to truly appreciate.
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Jessica Warmack (248-535-5150)
58 WINDSOR DR, ENGLEWOOD, FL 34223
$629,00085 Days on yellowkey MLS ID: D6146635
0 Days Off yellowkey (back on 5/9/2026)
REDUCED by $21,000 (3.2%) on 04/09/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2424 Built: 1974Monthly Fee: $10 Tax: $7,471 (2025)Community: Englewood Isles SubSingle Family
Taxes:$7,471
High School: Lemon Bay High
Middle School: L.A. Ainger Middle
Remarks: Under contract-accepting backup offers. Live the ultimate Florida waterfront lifestyle on Forked Creek! This sailboat water property offers no fixed bridges and direct access to the Intracoastal Waterway and the Gulf of Mexico—bringing world-class boating right to your backyard. Situated in a desirable, family-friendly neighborhood close to schools, shopping, and dining, this well-maintained 4-bedroom, 3-bath home is full of potential and ready for your personal touch. Major updates are already in place, including a brand-new concrete seawall, new roof, and new A/C, giving you a strong foundation to create your dream home. Inside, you’ll find spacious bedrooms, newer laminate flooring, and an updated, handicap-accessible primary bathroom. The kitchen offers a functional layout with a walk-in pantry, built-in desk, glass cutting board, and warmer drawer, while the family room features custom built-ins and glass display cases. Large picture windows and sliding glass doors showcase stunning water views and open to the outdoors, perfect for embracing indoor-outdoor living. A circular driveway adds convenience and curb appeal. Whether you're looking to renovate, invest, or design a custom waterfront retreat, this is a rare opportunity to own unbeatable views and direct Gulf access—make it your own piece of paradise! ??
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Bobbi Sue Taylor (941-716-4417)
351 OAK ST, ENGLEWOOD, FL 34223
$564,90062 Days on yellowkey MLS ID: D6146962
REDUCED by $15,000 (2.6%) on 05/28/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2257 Built: 1952 Tax: $6,849 (2025)Community: Englewood OfSingle Family
Taxes:$6,849
Remarks: Tucked away on a quiet street and set on over half an acre, this one-of-a-kind property offers the perfect blend of privacy, charm, and versatility. Enjoy peaceful canal views from the inviting front porch—an ideal spot to soak in breathtaking sunsets or savor quiet mornings filled with birdwatching. The main home features 2 bedrooms and 2 bathrooms, beautifully updated with new high-end appliances and elegant ceramic tile flooring throughout, offering both style and durability. The thoughtful layout, serene setting, and generous outdoor space create a true sense of home. Adding to the property’s appeal is a detached 1-bedroom, 1-bathroom tiny home perfect for guests, extended family, or a private retreat—with its own water and electric meters for complete independence. The property also includes a one-car garage, a covered two-car carport, and a garden shed, providing ample storage and functionality. Offered turnkey, this home comes fully furnished and ready to enjoy or rent from day one—featuring all furniture, fully stocked kitchen(s), bedding, towels, bikes, kayaks, and more! Beyond its charm as a primary residence, this property has a proven track record as a successful rental, making it an excellent opportunity for those looking to generate income or offset ownership costs. With separate electric meters, tenants can cover their own electricity, keeping expenses simple and predictable. Whether you're searching for a peaceful place to call home or a property with built-in income potential, this unique Southwest Florida gem offers the best of both worlds.
10270 CASTANET AVE, ENGLEWOOD, FL 34224
$475,00021 Days on yellowkey MLS ID: C7526356
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2021 Built: 2023 Tax: $5,674 (2025)Community: Englewood EastSingle Family
Taxes:$5,674
Remarks: TURNKEY LUXURY IN ENGLEWOOD EAST: Move right into this beautifully designed 2023 custom home offering upscale finishes, modern design, and true turnkey convenience. Located in the quiet community of Englewood East, this property combines luxury and comfort just minutes from Gulf beaches, boating, dining, and shopping. From the spacious open layout to the private office and spa-inspired primary suite, every detail was thoughtfully designed for effortless Florida living. Situated in Flood Zone X, no flood insurance is required. This is a rare opportunity to own a like-new turnkey home in one of Southwest Florida’s most desirable coastal locations. PROPERTY FEATURES • Built in 2023 • Turnkey furnished • 3 bedrooms • 2 full bathrooms + 1 half bathroom • Dedicated office/den • Oversized 2-car attached garage • Flood Zone X INTERIOR HIGHLIGHTS • Open-concept floor plan with spacious living and dining areas • Tile flooring throughout • Gourmet kitchen with cooktop, wall oven, microwave, refrigerator, and dishwasher • Large island and modern finishes • Impact-resistant windows for added protection and energy efficiency PRIMARY SUITE • Tray ceiling • Two walk-in closets • Private lanai access • Soaking tub • Walk-in rainfall shower • Dual vanities LOCATION & LIFESTYLE • Minutes to Englewood Beach and Manasota Key • Convenient access to shopping and dining • Close to boating, golf courses, biking trails, and kayak launches • Easy drive to Venice and surrounding Gulf Coast destinations Schedule your private showing and experience luxury coastal living in Englewood East.
Listing is courtesy of: KW PEACE RIVER PARTNERS (941-875-9060)
Listing Agent: Nicholas Greth (484-256-6444)
24 N OAKWOOD DR N #24, ENGLEWOOD, FL 34223
$469,0003 Days on yellowkey MLS ID: N6144584
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1765 Built: 1970Monthly Fee: $428 Tax: $4,256 (2025)Community: Englewood IslesSingle Family
Taxes:$4,256
Remarks: A new boat dock will soon complete this beautifully remodeled waterfront retreat in the maintenance-free part of Englewood Isles, where boating enthusiasts can reach Lemon Bay in just 15 minutes with no bridges to navigate. Extensively updated, this home features a new roof, new air conditioner, new flooring, new interior doors, beautifully remodeled baths, and an updated kitchen with stainless steel appliances and stunning stone countertops. The spacious floor plan offers three bedrooms, each with walk-in closets, while the primary suite boasts a large walk-in closet and an elegant bath with a generous walk-in shower. Designed for comfortable living and entertaining, the home includes a living room and dining room combination, a welcoming family room and a spacious kitchen with a cozy breakfast area. A convenient pass-through counter connects the kitchen to the family room, creating an open and inviting atmosphere. Two sets of large sliding glass doors lead to the patio, where you can relax and enjoy peaceful canal views. Ideally near Manasota Beach, Englewood Beach, historic downtown Venice and downtown Englewood, you’ll enjoy easy access to shopping, dining, entertainment, golf and some of Southwest Florida’s most beautiful beaches. Move-in ready and beautifully updated, this waterfront gem offers the ideal combination of boating, convenience and maintenance-free living.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-412-3323)
Listing Agent: Elke Von Oertzen (941-441-7073)
1089 BAYSHORE DR, ENGLEWOOD, FL 34223
$2,300,000177 Days on yellowkey MLS ID: N6141853
Bed: 4 Bath: 3.0 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)
27 DOMINICA DR, ENGLEWOOD, FL 34223
$1,190,00012 Days on yellowkey MLS ID: N6144516
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3374 Built: 1998Monthly Fee: $423 Tax: $4,365 (2025)Community: Englewood Golf CourseSpa: NoSingle Family
Taxes:$4,365
Remarks: Experience elevated Florida living in this exquisitely appointed 4-bedroom, 3-bath estate residence with a 3-car garage, gracefully situated within the distinguished Boca Royale Golf & Country Club. Encompassing more than 3,300 square feet of air-conditioned living space, this exceptional home showcases generously proportioned interiors, sophisticated finishes, ceramic tile and engineered flooring throughout, a new roof in 2024, and hurricane shutters for all windows and doors. Designed with both elegance and functionality in mind, the gourmet kitchen features beautiful stone countertops, abundant custom cabinetry, expansive prep space, and newer appliances, creating an ideal setting for both everyday living and effortless entertaining. The luxurious primary suite serves as a private retreat, offering grand California-style walk-in closets, a dedicated dressing area, and a spa-inspired bath with garden tub, separate shower, and split double vanities. The fourth bedroom has been thoughtfully transformed into an elegant office or den with built-in cabinetry and desk, while the third bedroom is beautifully enhanced with high-end cabinetry and its own en-suite bath. Outdoor living is equally impressive, with a heated swimming pool, expansive covered lanai, and outdoor kitchen overlooking an oversized homesite of more than one-half acre. Included social membership provides access to the clubhouse, fine dining, tennis, pickleball, fitness center, and an active calendar of social events, while golf membership is available separately. Ideally positioned just minutes from Manasota Beach and Englewood Beach, and close to shopping, dining, and the arts, this remarkable property offers a rare blend of luxury, comfort, and coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Peggy Lewis (941-544-8400)
280 W COWLES ST, ENGLEWOOD, FL 34223
$725,0008 Days on yellowkey MLS ID: A4695852
Bed: 3 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3016 Built: 2006 Tax: $3,696 (2025)Community: Englewood Sub Of Grove Lt 90Single Family
Taxes:$3,696
High School: Wellen Park High
Remarks: Discover a truly one-of-a-kind custom-built estate on a rare half-acre corner lot in the heart of Englewood. Designed and constructed by its original owner, this home combines timeless architecture, rustic charm, and exceptional functionality. The exterior is highlighted by a stunning original red metal roof that extends across both the main home and the adjacent workshop. Inside, beautiful hardwood floors flow throughout the living areas and bedrooms, while tile flooring accents the bathrooms and laundry room. Offering 3 bedrooms, 3 bathrooms, and over 3,000 square feet of living space, the home features a spacious great room with a striking two-sided elevated gas fireplace shared between the living room and kitchen. The kitchen showcases beadboard maple cabinetry, porcelain tile countertops, a center island, and a pass-through window to the expansive screened lanai. Outdoor living with a 600-square-foot screened porch complete with a built-in bar, gas grill, refrigerator, sink, and fire pit—perfect for entertaining while enjoying Gulf breezes. The spacious half-acre property also offers room for a pool, boat storage, and RV parking. The flexible second floor includes a bedroom, full bath, loft-style living area plumbed for a kitchenette or wet bar, bonus room, and a private sun deck, offering endless possibilities for guests, hobbies, or additional living space. Built for peace of mind with hurricane-impact windows and garage doors, a whole-house generator, 500-gallon propane tank, city water and sewer, and a deep well. Car enthusiasts and hobbyists will appreciate the massive 42' x 30' workshop/garage with room for multiple vehicles, high ceilings, additional storage, and abundant covered parking. Located in a low-traffic neighborhood where golf carts are welcome, you'll be just minutes from historic Dearborn Street, Lemon Bay, boat ramps, beaches, parks, shopping, dining, and community events. This exceptional property offers a rare combination of acreage, character, workspace, and Florida lifestyle living.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Brandi Furlan (941-894-9888)
3 BERMUDA CIR #49, ENGLEWOOD, FL 34223
$439,9007 Days on yellowkey MLS ID: D6147620
0 Days Off yellowkey (back on 6/6/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2471 Built: 1973Monthly Fee: $680 Tax: $3,779 (2025)Community: Englewood Golf Villas 04Single Family
Taxes:$3,779
Remarks: Under contract-accepting backup offers. Nestled within the highly desirable, gated golf course community of Boca Royale, this vibrant enclave of custom pastel homes offers an enchanting, Key West-style aesthetic with the space and privacy missing from newer developments. Situated on an expansive lot surrounded by mature tropical foliage, this property occupies a premier, quiet position across from the highway, boasting a serene and uninterrupted view of the pond. As one of the largest floor plans in the neighborhood at 2,471 square feet, this meticulously maintained residence features three spacious bedrooms, two bathrooms, an additional office or workout room, a one-car garage, wth stunning tile flooring throughout. The beautiful kitchen is a chef’s delight, showcasing freshly painted cabinetry extended seamlessly to the ceiling, while a versatile third bedroom serves as a brilliant, custom-designed flex space. Residents enjoy access to premier community amenities and a beautiful golf course that has recently transitioned to fully private. Located just minutes from the historic shops and dining on Dearborn Street and the pristine, uncrowded shores of Manasota Key beaches, this home delivers the perfect balance of exclusive country club living and a relaxed coastal lifestyle. Come visit this beautiful home and make it your own.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Rebekah Mccracken (941-219-2347)
4 WINDSOR DR, ENGLEWOOD, FL 34223
$599,000524 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)
698 & West Perry W PERRY ST, ENGLEWOOD, FL 34223
$325,000443 Days on yellowkey MLS ID: D6141443
0 Days Off yellowkey (back on 6/5/2026)
REDUCED by $50,000 (13.3%) on 05/18/2026
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 1961 Tax: $1,404 (2024)Community: Englewood OfSingle Family
Taxes:$1,404
Remarks: Rare Opportunity in the Heart of Old Englewood! Located just moments from Dearborn Street, this 5-bedroom, 2-bathroom hurricane-distressed home offers an exceptional opportunity for restoration or new construction. The concrete block lower level has been gutted, providing a blank canvas for renovation, while the upper level remains intact, featuring 2 bedrooms and 2 bathrooms that did not sustain water intrusion. With a 2-car garage and ample space, the possibilities are endless! This property also comes with an ADDITIONAL ADJOINING PARCEL, creating even more potential for expansion, privacy, or future development, making this a truly unique opportunity. Whether you choose to restore the existing home or build an elevated dream home, you'll enjoy breathtaking views of the canal and Lemon Bay, the perfect setting for sunset watching. The prime location is unmatched—just minutes from vibrant shops, restaurants, and stunning Gulf beaches. Don’t miss your chance to create your ideal private retreat or investment property in one of Englewood’s most desirable neighborhoods!
6 PINE RIDGE WAY, ENGLEWOOD, FL 34223
$399,00069 Days on yellowkey MLS ID: N6143740
REDUCED by $26,000 (6.1%) on 05/21/2026
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.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Katy Dilmore (941-270-0627)
14 STONE MOUNTAIN BLVD, ENGLEWOOD, FL 34223
$435,00087 Days on yellowkey MLS ID: N6143412
INCREASED by $35,100 (8.8%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1698 Built: 1974Monthly Fee: $10 Tax: $2,747 (2025)Community: Englewood Isles SubSpa: NoSingle Family
Taxes:$2,747
Remarks: This is a great price for this 3 bedroom pool home in the popular boating community of Englewood Isles. This home has been meticulously maintained and is being sold TURNKEY FURNISHED. In this great home you'll find BRAND NEW IMPACT WINDOWS AND DOORS and the tile roof is only 12 years old, so insurance will be no problem here AND it's not in a flood hazard zone! All the appliances are less than 5 years old and you'll enjoy many hours of relaxation and entertaining on the huge lanai with HEATED pool and recently remolded pool with new pool surface, all new pavers and a NEW POOL CAGE. You'll also enjoy a separate uncovered patio great for grilling. The floorplan is very versatile with the ability to have a formal dining room or a front dining room and a back family room. It also features a split floorplan with 2 guest bedrooms on the opposite side of the home from the primary bedroom. The EAT IN KITCHEN features newer appliances, shiplap ceiling and a handy closet pantry plus a slider to the lanai. The guest bedrooms are both generous in size and the primary bedroom features an ensuite bath and big walk in closet. Englewood Isles is a great waterfront community with a private marina on Forked Creek. Docks are usually available to purchase or rent to only Englewood Isles residents. There are no bridges to the Intracoastal from the marina and it's a pretty boat ride down Forked Creek. This home is powered with solar panels and with acceptable terms, seller will contribute toward paying off the lease, or the buyer can assume the lease. Put all this together with an X500 flood zone, fully furnished and you have a winner!
1115 GLADSTONE BLVD, ENGLEWOOD, FL 34223
$925,000454 Days on yellowkey MLS ID: N6137291
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2448 Built: 2018 Tax: $4,768 (2024)Community: Englewood GardensSingle Family
Taxes:$4,768
Remarks: Make sure you see this CUSTOM home located in old Englewood. A recent home permitted and built to the 2018 Florida-Dade County Building Code and completed in October of 2019. The wooded lot is 210 ft. X 218 ft. (slightly over 1 acre) with live oaks, longleaf pines, cabbage palms and saw palmettos. The home is 3 bedroom, 2 bath with 2448 sq. ft. of living area. Custom features include concrete tile hip roof, PGT storm rated and insulated windows, sprayed-on foam insulation, Trane heat pump HVAC with 4 return air ducts, 9.5 foot ceilings, porcelain tile floors, Woodcraft kitchen cabinets, quartz countertops, deep sinks in kitchen and laundry, walk-in shower in master, Kohler cast iron tub in guest bath, Kohler hi-boy toilets and lavatories, Moen fixtures, makeup vanity with stool in master bath, walk-in bedroom closets, wooden window shutters, spacious living room with 14 foot ceiling, stereo system wired for great room and lanai, 2 car garage with work area, workbench and fans in garage, attic decked for storage. Also on the property is a custom PebbleTech gunnite pool 28ft. X 14ft. X 6ft. with AutoPilot saltwater chlorine generator, Hayward variable speed pool pump, screened pool cage, and concrete pavers. Additionally there is a high roof pole barn with concrete slab and LED lights for boat and RV storage. Home was built and is owned by a Florida realtor.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Neil Aymond (850-656-9994)
425 MORRISON AVE, ENGLEWOOD, FL 34223
$450,000228 Days on yellowkey MLS ID: D6144406
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1872 Built: 1972 Tax: $3,998 (2024)Community: Englewood OfSingle Family
Taxes:$3,998
Remarks: BUILD HERE !! HIDDEN GEM - LOCATED IN HISTORIC OLD ENGLEWOOD VILLAGE DISTRICT - THIS IS A UNIQUE OPPORTUNITY TO PURCHASE TWO PARCELS FOR ONE GREAT PRICE! ONE LOT HAS A 3 BEDROOM 2 BATH HOME INCLUDING AN STUDIO APARTMENT WITH OWN ENTRY. TOTAL 4 BEDROOMS AND 2.5 BATHROOMS. FULL ROOF REPLACEMENT - UPDATED ELECTRICAL PANEL - NEW FLOORING - CEILING FANS AND OTHER RECENT INTERIOR UPDATES. USE THE HOUSE AS RENTAL INCOME WHILE YOU PLAN YOUR DREAM HOME FOR THIS ALMOST 2 ACRE ESTATE PROPERTY. THIS LOT SIZE IS HARD TO FIND AND IS LOCATED ON A DEAD-END ROAD, GIVING YOU PRIVACY WITH WATERFRONT VIEW OF THE TRANQUIL SPRING-FED NATURAL POND WITH AN ABUNDANCE OF WATERFOWL. The vision brings a large family estate with a beautiful setting. Room for outbuildings, workshops, RV barns, greenhouse, and additional accessory dwelling unit or guest house. Tons of open space for that food forest or organic garden! This property is just a few miles from Manasota Key with 11 miles of beautiful beaches. 1.3 mile walk or bike ride to DEARBORN STREET - The center of town for live entertainment, shopping, restaurants, coffee shops and specialty stores. PARCEL ID #0496-11-0025 & ID #0496-11-0022 INCLUDED IN SALE. THIS IS A PRIMO LOCATION WITH GRAND OPPORTUNITY! CALL NOW TO SCHEDULE A SHOWING.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-473-7750)
Listing Agent: Judy Canero, Llc (941-915-4377)
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