Location: Englewood, Englewood
Do Not Show Listings
115 WINSON AVE, ENGLEWOOD, FL 34223
$415,00028 Days on yellowkey MLS ID: C7523714
0 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1957 Tax: $3,404 (2025)Community: Englewood ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,404
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to 115 Winson Avenue—where coastal charm meets next-level construction and income-producing potential in the heart of Englewood. Just steps from Historic Dearborn Street with its vibrant dining, shops, and year-round events, this 3-bedroom, 2-bath home offers partial bay views and a lifestyle that’s hard to match. Completely transformed in 2023, this is not just an update—it’s a structural upgrade, featuring reinforced concrete construction, raised interior floors for added flood protection, hurricane-impact windows and doors, a metal roof, and energy-efficient closed-cell spray foam insulation—delivering both peace of mind and major insurance advantages. Inside, the home showcases a beautifully updated, move-in-ready interior with a stunning chef’s kitchen highlighted by two-tone cabinetry, stainless steel appliances, farmhouse sink, open shelving, and custom finishes, complemented by wood-look tile flooring throughout. Both bathrooms have been thoughtfully renovated with stylish, high-end details, while the home also includes a dedicated interior laundry area, custom pantry, and built-in closet systems for optimal functionality. Step outside to enjoy a covered rear porch with pavers, a pergola with ambient lighting, hammock-ready relaxation spaces, and a detached metal-roof carport that offers covered parking and extra storage, with ample space to keep your boat right at home. Just minutes away, Indian Mound Park and Lemon Bay provide easy water access, kayaking, and stunning sunsets, while nearby parks and nature trails add to the appeal. Whether you're looking for a primary home, vacation retreat, or income-producing Airbnb, this property is ready to go.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Taylor Brady (239-896-6433)
275 S MANGO ST, ENGLEWOOD, FL 34223
$200,000295 Days on yellowkey MLS ID: D6142989
0 Days Off yellowkey (back on 8/3/2025)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2002 Built: 1959 Tax: $2,080 (2024)Community: Palm Grove In EnglewoodSingle Family
Taxes:$2,080
Elementary School: Englewood Elementary
High School: Lemon Bay High
Tax Year: 2024
Middle School: L.A. Ainger Middle
Remarks: Under contract-accepting backup offers. Investor Special – Downtown Dearborn Opportunity! Endless potential awaits with this rare investment opportunity located just steps from the heart of charming Downtown Dearborn Street. Situated on three lots, this 3-bedroom, 2-bathroom home with an office, offers the perfect canvas for a full renovation or a brand-new build. The existing structure features a cozy fireplace and mature tropical landscaping—including a beautiful, fruiting mango tree—that provides natural privacy and Old Florida charm. Whether you're looking to restore the current home or start fresh, the spacious lot gives you the flexibility to bring your vision to life. The home has hurricane damage and is in need of major repair/cleanup. Unbeatable location—just minutes to local beaches, shopping, dining, and entertainment. Walk or bike to everything Englewood has to give! Don’t miss this chance to invest in one of the most desirable areas in town.
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Brittany Essig (941-626-0632)
1475 FLAMINGO DR #333, ENGLEWOOD, FL 34224
$84,90058 Days on yellowkey MLS ID: D6146292
REDUCED by $4,100 (4.6%) on 04/17/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 432 Built: 1987 Tax: $1,640 (2025)Community: Holiday Travel Park EnglewoodSpa: NoManufactured Home
Taxes:$1,640
Elementary School: Vineland Elementary
Remarks: Your Little Slice of "Key Lime" Florida Fun, located in the community-oriented Holiday Travel Park, is a must-see! This beach-themed 1/1 is turnkey and full of personality. Just two steps up from the carport to the porch where you can partake of your morning brew, pass the time away, or enjoy the end of your day. All living space is on one level. Through the sliding doors, you'll enter the bright kitchen, living/dining area with a vaulted ceiling. The kitchen has a full-sized oven/stove, with a newer above-stove microwave and a newer refrigerator! A newer minisplit cools this area very well. The living room has a sleeper sofa for additional overnight family and guests. Just down the hall, you'll find a cheery bathroom with a large shower. Just outside the bathroom is a small dressing area with a linen closet and dresser. The Q-size bedroom has ample storage, with a full closet and floor-to-ceiling shelves for additional belongings. Upgraded blackout, accordion, bottom-up/top-down window treatments put the room's lighting in your control. The bedroom also has its own minisplit and ceiling fan for your personal comfort. The Florida Room has the third minisplit and an attractive, large, blackout shade on the west end of the room, both helping to keep this room comfy and cool. This is a great room for an additional TV room, entertaining, or whatever your heart desires (i.e. a blowup mattress for even more family/guest overnights) Grill your dinner outside under the carport, sit and chat with neighbors, all while admiring your very own coconut palm! Located in this gated, 55+, golf-cart friendly and well-maintained community, residents enjoy a heated swimming pool, shuffleboard, bocce ball, horseshoes, and convenient laundry facilities. There is also a private boat ramp that accesses freshwater canals, and the community has a large gravel lot available to all residents based upon availability for a small yearly fee for RV/boat/ trailer storage. The spacious clubhouse and activity center host weekly events including coffee socials, karaoke nights, dancing, bingo, card games, indoor pickleball, pool tables, potlucks, and more, creating a friendly atmosphere where neighbors quickly become friends. Super low HOA fees include water, sewer, trash pickup, lawn care, and maintenance of the common grounds. And, best of all, you own your land! Just minutes from area beaches, restaurants, golf courses, and shopping, this cheerful Key Lime retreat at 1475 Flamingo Drive #333 is ideal for snowbirds, year-round residents, or anyone seeking a fun, low maintenance Florida investment. Book your showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Carla Stiver, Pa (941-270-1460)
928 STEWART ST, ENGLEWOOD, FL 34223
$500,00013 Days on yellowkey MLS ID: N6143942
0 Days Off yellowkey (back on 4/22/2026)
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: Under contract-accepting backup offers. 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)
373 ARDENWOOD DR, ENGLEWOOD, FL 34223
$769,00097 Days on yellowkey MLS ID: D6145732
1 Days Off yellowkey (back on 4/22/2026)
REDUCED by $21,000 (2.7%) on 04/07/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2384 Built: 2002Monthly Fee: $10 Tax: $4,691 (2025)Community: Englewood Isles SubSpa: NoSingle Family
Taxes:$4,691
Remarks: MAJOR PRICE IMPROVEMENT - Embrace the art of coastal living in Englewood Isles. This coveted waterfront community offers more than a place to live — it delivers a lifestyle defined by boating, sun-kissed beaches, natural beauty, and a relaxed yet refined neighborhood atmosphere, all just moments from excellent dining and everyday conveniences. With scenic canals, mature tropical surroundings, and a welcoming sense of community, it’s easy to understand why so many choose to call this enclave home. Perfectly positioned along one of Englewood Isles’ picturesque canals, this residence captures the essence of Florida living. Here, mornings begin with calm water views and evenings unfold to the gentle rhythm of coastal life. Whether you’re setting out for a day on the boat or simply watching dolphins and manatees drift past, the connection to the water is ever-present and undeniably special. Inside, light-filled interiors and an easy, flowing layout invite both comfort and connection. Expansive sliding glass doors dissolve the boundary between indoors and out, creating an effortless transition to the waterfront — ideal for quiet mornings with coffee, intimate sunset gatherings, or hosting friends and family. A private dock and boat lift elevate the experience, allowing spontaneous adventures on the water to become part of your everyday routine. Beyond your doorstep, the best of the Gulf Coast awaits. Manasota Key and Englewood Beach are just minutes away, along with the charm of Historic Dearborn Street, world-class fishing, kayaking, golf, and an array of inviting dining options. Despite its proximity to everything you need, Englewood Isles remains a serene retreat — peaceful, established, and beautifully unhurried. Whether you envision this as your full-time residence, a winter escape, or a refined waterfront investment, this home offers a rare opportunity to live where every day feels intentional, effortless, and inspired by the water. Discover why Englewood Isles is truly one of Englewood’s best-kept coastal secrets.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-473-7750)
Listing Agent: Jim Litton, Pa (941-822-9648)
1107 SHORE VIEW DR, ENGLEWOOD, FL 34223
$1,730,000278 Days on yellowkey MLS ID: A4658652
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1664 Built: 1978 Tax: $10,301 (2024)Community: Englewood ShoresApartment
Taxes:$10,301
High School: Port Charlotte High
Remarks: Presenting an exceptional coastal investment opportunity on the coveted south end of Manasota Key—this fully remodeled, turnkey duplex is just steps from the Gulf of Mexico, offering an unparalleled blend of refined beach living and strong income potential. Each unit features 2 bedrooms and 1 bathroom, thoughtfully designed and impeccably furnished with high-end finishes throughout, including luxury vinyl flooring, upgraded appliances, impact-rated windows and doors, a metal roof, and Hardie Plank exterior—ensuring both style and durability in a coastal setting. Deeded beach access and captivating Gulf views elevate the appeal, making this property highly desirable for short-term rentals or as a private coastal retreat. With no HOA restrictions, owners enjoy maximum flexibility and investment versatility. Each unit offers a private balcony where you can unwind while taking in breathtaking sunsets over the Gulf, just moments from pristine sandy beaches and turquoise waters. Spend your days indulging in a true resort-style lifestyle—swimming, paddle boarding, kayaking, or simply relaxing by the shore. Ideally located just minutes from Stump Pass State Park, with over a mile of scenic nature trails, and close to upscale waterfront dining, charming boutiques, and the relaxed elegance of Manasota Key, this property embodies the essence of coastal living. Please refer to the Feature & Update List for a complete list of upgrades. Click Virtual Tour Link 2 to experience the immersive 3D tour.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Maria Rocha, Pll (941-275-6266)
1480 GULF BLVD #304, ENGLEWOOD, FL 34223
$595,000231 Days on yellowkey MLS ID: N6140460
REDUCED by $30,000 (4.8%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1062 Built: 1981Monthly Fee: $1,044 Tax: $7,776 (2024)Community: Englewood Beach PlaceSpa: NoCondo
Taxes:$7,776
Remarks: Welcome to Your Coastal Retreat on Englewood Beach! Located within an intimate 21-unit complex, this rarely available beachfront unit (304) is being offered for the very first time. True move-in ready, it has been fully upgraded, from the kitchen to the bathrooms. The oversized balcony—adding an additional 150 square feet of outdoor living space—is the true showcase of the complex, offering plenty of room for both a dining table and a comfortable sitting area. Perfectly positioned for breathtaking sunsets over the Gulf of Mexico, it also provides front-row views of dolphins at play, fish leaping, tarpon rolling, and an abundance of wildlife in its natural habitat. This exceptional balcony becomes an extension of the living space, with both the great room and master bedroom opening seamlessly onto it. Located on Manasota Key, this Gulf-front complex with private beach access features two bedrooms and two bathrooms and delivers a true custom coastal living experience. Just a few blocks from the charming Village on Manasota Key, you’ll find boutique shopping, waterfront dining, and several tiki bars. Days can be spent quietly relaxing by the pool or strolling along the beach, while evenings come alive with the Village’s vibrant atmosphere—where tiki bars feature live music and local bands, creating a lively and authentic Gulf Coast experience. It is also just across the street from the Intracoastal Waterway and only ½ mile from Stump Pass State Park, making this one of the most sought- after locations in the area. Don’t miss this extraordinary chance to own your slice of paradise on Manasota Key. With the added conveniences of an elevator, reserved parking, and guest spaces—all just steps from having your toes in the sand—this complex delivers the perfect blend of ease, comfort, and coastal lifestyle. **The Beach is Calling…..Have You?**
Listing is courtesy of: AYERS AND ASSOCIATES REAL ESTATE (941-837-2778)
Listing Agent: Ro Palladino (917-903-1776)
233 N NEW YORK AVE, ENGLEWOOD, FL 34223
$195,000334 Days on yellowkey MLS ID: C7510471
2 Days Off yellowkey (back on 4/21/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 400 Built: 1951 Tax: $2,351 (2024)Community: Lasbury Pineacres EnglewoodSpa: NoSingle Family
Taxes:$2,351
Remarks: Under contract-accepting backup offers. REDUCED!!! SUPER CUTE COTTAGE MADE EVEN CUTER WITH ITS BRAND NEW METAL ROOF!! Charming Florida cottage just steps from Historic Dearborn Street and a short bike ride to Englewood Beach! This efficient, move-in-ready home is the perfect coastal getaway, seasonal retreat, or income-producing property. Located in the highly sought-after Historical Dearborn Street District, you’ll enjoy being within walking distance of popular local attractions including farmers markets, car shows, boutique shopping, restaurants, and live entertainment. Offered turnkey furnished, this small but mighty home is ready for immediate occupancy or use as an annual rental or vacation rental (VRBO/Airbnb). The spacious fenced backyard is ideal for relaxing in the Florida sunshine—perfect for a garden, grilling, or entertaining. Outdoor enthusiasts will appreciate being just minutes from Indian Mound Park, which features a public boat ramp for easy access to Lemon Bay. Additional highlights include no HOA fees, no CDD fees, and a location in a preferred flood zone, meaning flood insurance is not required by a lender. Don’t miss this rare opportunity to own a slice of paradise in one of Englewood’s most desirable and walkable neighborhoods!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Traci Creighton (941-451-9419)
1828 WHISPERING PINES CIR, ENGLEWOOD, FL 34223
$549,900397 Days on yellowkey MLS ID: D6139707
0 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2695 Built: 1999Monthly Fee: $25 Tax: $5,878 (2025)Community: Englewood PinesSingle Family
Taxes:$5,878
Remarks: Under contract-accepting backup offers. TIRED OF THE SAME 'FLORIDA' LOOK? Want a home with character? Take a look at this CUSTOM BUILT ONE OWNER HOME in prestigious Whispering Pines subdivision, conveniently located in North Englewood, with easy access to Manasota Beach, Venice or Englewood! From the front porch (picture having your morning coffee out here, sitting in your rocking chair) you'll enter into the Great room featuring both a wood and gas fireplace, Brazilian Rosewood hardwood flooring, vaulted ceiling with tubular skylight and pocket sliding glass doors on to the lanai. The separate dining room also has hardwood flooring and a genuine TIN CEILING. An office/den/library is just off the main entry and has bamboo flooring, ceiling fan, and walk in closet - THIS COULD BE A 4TH BEDROOM! The kitchen has oak cabinetry and solid surface countertops, closet pantry and breakfast bar. Appliances include: Whirlpool dishwasher, Maytag cooktop plus built in oven, and GE French door refrigerator. The adjoining dinette area has tiled flooring and French doors opening onto the lanai. The primary bedroom has a 2' bumpout for extra floor space, tray ceilling and ceiling fan, hardwood flooring, two walk in closets and another set of French doors. The primary bathroom has a Roman walk in shower, linen closet and vanity w/cultured marble top. The other two guest bedrooms are on the opposite side of the house - the rear guest bedroom has wood laminate flooring, ceiling fan and wall closet. The Front guest bedroom also has wood laminate flooring, wall closet, ceiling fan and a your very own SAUNA! Guest bath features a combo jetted tub/shower, linen closet and tiled flooring. Nicely sized inside laundry has lots of extra cabinetry for storage and a built in utility tub. Take the circular stairs up to the 2nd floor to find all kinds of extra space - picture a media room, playroom, mancave, or whatever! Half bath is handily located here also, as is a wet bar! There's a "sweetheart" balcony off this area, for a great view! Two car garage w/divided stalls has automatic garage door openers, and built in shelving and workbench. Tankless water heater provides hot water instantly! In the rear, you'll find the lanai and caged atrium... this would be a wonderful place for a hot tub, or maybe an outside kitchen? There's a bridge over the meandering creek. offering plenty of natural foliage for all of the wildlife. Home is in an "X" flood zone, so your lender will not require you to have flood insurance. Access to the rear of the property is through a deeded easement off of Keyway Road. Roof is original and is a 50 year shingle. Dual AC systems. (compressors have been updated) If you are seeking a large unique home with some land and privacy, take a look at this one!
Listing Agent: Kathy Damewood (941-321-7355)
19 N CAYMAN ISLES BLVD, ENGLEWOOD, FL 34223
$925,00029 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
High School: Wellen Park High
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
$399,90044 Days on yellowkey MLS ID: N6143412
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1698 Built: 1974Monthly Fee: $10 Tax: $2,747 (2025)Community: Englewood Isles SubSpa: NoSingle Family
Taxes:$2,747
Remarks: This is a great price for this 3 bedroom pool home in the popular boating community of Englewood Isles. This home has been meticulously maintained and is being sold TURNKEY FURNISHED. In this great home you'll find BRAND NEW IMPACE WINDOWS AND DOORS and the tile roof is only 10 years old, so insurance will be no problem here AND it's not in a flood hazard zone! All the appliances are less than 5 years old and you'll enjoy many hours of relaxation and entertaining on the huge lanai with HEATED pool and recently remolded pool with new pool surface, all new pavers and a NEW POOL CAGE. You'll also enjoy a separate uncovered patio great for grilling. The floorplan is very versatile with the ability to have a formal dining room or a front dining room and a back family room. It also features a split floorplan with 2 guest bedrooms on the opposite side of the home from the primary bedroom. The EAT IN KITCHEN features newer appliances, shiplap ceiling and a handy closet pantry plus a slider to the lanai. The guest bedrooms are both generous in size and the primary bedroom features an ensuite bath and big walk in closet. Englewood Isles is a great waterfront community with a private marina on Forked Creek. Docks are usually available to purchase or rent to only Englewood Isles residents. There are no bridges to the Intracoastal from the marina and it's a pretty boat ride down Forked Creek. Put all this together with an X500 flood zone, fully furnished and you have a winner!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Katy Dilmore (941-270-0627)
6699 SAN CASA DR #T1, ENGLEWOOD, FL 34224
$204,90074 Days on yellowkey MLS ID: C7521724
REDUCED by $9,100 (4.3%) on 04/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1409 Built: 1982 Tax: $1,537 (2025)Community: Waters Edge/EnglewoodCondo
Taxes:$1,537
Remarks: MOTIVATED SELLERS-BRING YOUR OFFERS! Sellers are ready to make a deal and encourage buyers to submit all reasonable offers! Don't miss this opportunity! Check out this beautifully maintained 2-bedroom, 2-bath condo where comfort, space, and easy Florida living come together effortlessly. Inside, you’ll find both a formal living room and a separate family room, offering flexible spaces perfect for entertaining guests, relaxing with loved ones, or creating a quiet work-from-home retreat. The kitchen features elegant granite countertops and a convenient pass-through to the dining area, creating an open, connected layout that makes hosting feel natural and inviting. Unwind while enjoying your own PRIVATE, TREE-LINED VIEW — a peaceful backdrop that provides both tranquility and privacy. Impact windows throughout add safety, energy efficiency, and year-round peace of mind, while included utilities make ownership refreshingly simple and stress-free. Step outside and embrace the waterfront lifestyle this community is known for, with access to a welcoming clubhouse, sparkling POOL, DOCK, SHARED BOAT RAMP, and BOAT STORAGE for endless days on the water. Whether you’re looking for a full-time residence or a relaxing retreat, this home offers the perfect blend of convenience and coastal charm. Don’t miss your chance to claim your slice of Florida paradise — opportunities like this don’t last long!
Listing is courtesy of: ANYTIME REALTY LLC (941-564-6358)
Listing Agent: Joseph Ciarla (941-730-1247)
6 PINE RIDGE WAY, ENGLEWOOD, FL 34223
$425,00026 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.
940 BRENGLE AVE, ENGLEWOOD, FL 34223
$549,00035 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)
1475 FLAMINGO DR #122, ENGLEWOOD, FL 34224
$69,90058 Days on yellowkey MLS ID: D6146291
REDUCED by $8,100 (10.4%) on 04/17/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 408 Built: 1992 Tax: $1,694 (2025)Community: Holiday Travel Park EnglewoodManufactured Home
Taxes:$1,694
Remarks: Paradise Found! Your perfect winter escape awaits in the gated 55+ community of Holiday Mobile Park where blue skies and palm trees replace cold winter mornings and heavy coats. This cheerful retreat welcomes you with tropical landscaping at the front entry and the convenience of a rear parking pad, giving you flexible access and added privacy. Inside, the spacious layout offers 1 bedroom and 1 bathroom with vaulted ceilings that enhance the airy feel, a charming kitchen with white cabinetry, a dining area, and an interior laundry closet for everyday ease. The enclosed Florida room adds valuable bonus space, perfect for morning coffee, afternoon reading, or simply unwinding in your own peaceful corner of paradise. Life here is about simplicity and connection, with a friendly, golf cart friendly atmosphere where neighbors wave as they pass and the social calendar stays full. Residents enjoy a sparkling heated pool, shuffleboard, bocce ball, horseshoes, a clubhouse with indoor pickleball and pool tables, and a variety of gatherings from casual coffee meetups to lively evening events. Boating enthusiasts appreciate the private boat ramp with access to the freshwater canals, and convenient on site laundry facilities add extra practicality. Low monthly HOA fees cover water, sewer, trash pickup, lawn care, and grounds maintenance, and you own your land, adding long term value and peace of mind. Just minutes from area beaches, local restaurants, golf courses, and shopping, this adorable retreat at 1475 Flamingo Drive #122 is a fantastic option for snowbirds, year round residents, or anyone seeking an easygoing Florida lifestyle with personality.
1210 GULF BLVD, ENGLEWOOD, FL 34223
$1,999,00043 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
$415,00013 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
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
$569,900244 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.
602 W PERRY ST, ENGLEWOOD, FL 34223
$249,000187 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 Agent: Terri Hesse (941-662-6466)
611 W WENTWORTH ST, ENGLEWOOD, FL 34223
$525,000194 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 Agent: Judy Canero, Llc (941-915-4377)
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