Location: Englewood, Englewood
Do Not Show Listings
233 N NEW YORK AVE, ENGLEWOOD, FL 34223
$195,000335 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,351
Elementary School: Englewood Elementary
High School: Lemon Bay High
Tax Year: 2024
Middle School: L.A. Ainger Middle
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
$549,900398 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
Tax Year: 2025
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 is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Kathy Damewood (941-321-7355)
19 N CAYMAN ISLES BLVD, ENGLEWOOD, FL 34223
$925,00030 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
$399,90045 Days on yellowkey MLS ID: N6143412
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1698 Built: 1974Monthly Fee: $10 Tax: $2,747 (2025)Community: Englewood Isles SubSpa: NoSingle Family
Taxes:$2,747
Remarks: This is a great price for this 3 bedroom pool home in the popular boating community of Englewood Isles. This home has been meticulously maintained and is being sold TURNKEY FURNISHED. In this great home you'll find BRAND NEW IMPACE WINDOWS AND DOORS and the tile roof is only 10 years old, so insurance will be no problem here AND it's not in a flood hazard zone! All the appliances are less than 5 years old and you'll enjoy many hours of relaxation and entertaining on the huge lanai with HEATED pool and recently remolded pool with new pool surface, all new pavers and a NEW POOL CAGE. You'll also enjoy a separate uncovered patio great for grilling. The floorplan is very versatile with the ability to have a formal dining room or a front dining room and a back family room. It also features a split floorplan with 2 guest bedrooms on the opposite side of the home from the primary bedroom. The EAT IN KITCHEN features newer appliances, shiplap ceiling and a handy closet pantry plus a slider to the lanai. The guest bedrooms are both generous in size and the primary bedroom features an ensuite bath and big walk in closet. Englewood Isles is a great waterfront community with a private marina on Forked Creek. Docks are usually available to purchase or rent to only Englewood Isles residents. There are no bridges to the Intracoastal from the marina and it's a pretty boat ride down Forked Creek. Put all this together with an X500 flood zone, fully furnished and you have a winner!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Katy Dilmore (941-270-0627)
6 PINE RIDGE WAY, ENGLEWOOD, FL 34223
$425,00027 Days on yellowkey MLS ID: N6143740
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 1973Monthly Fee: $10 Tax: $3,821 (2025)Community: Englewood Isles SubSpa: NoSingle Family
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
$549,00036 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)
1210 GULF BLVD, ENGLEWOOD, FL 34223
$1,999,00044 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
$415,00014 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
$569,900245 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
$249,000188 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)
611 W WENTWORTH ST, ENGLEWOOD, FL 34223
$525,000195 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
Elementary School: None
High School: None
Middle School: None
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)
820 BAYSHORE DR, ENGLEWOOD, FL 34223
$795,000136 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
$325,00050 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
$899,000132 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)
770 BUCKSKIN CT, ENGLEWOOD, FL 34223
$2,799,99932 Days on yellowkey MLS ID: A4687845
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4495 Built: 1986 Tax: $7,003 (2025)Community: Englewood Farm AcresSpa: NoSingle Family
Taxes:$7,003
Remarks: One or more photo(s) has been virtually staged. **Stunning Custom Lakefront Estate on 5.86 Acres in Englewood Farm Acres** NOT IN FLOOD ZONE Experience the perfect blend of luxury, privacy, and nature in this custom-designed 5-bedroom, 3-bath estate set on nearly 6 acres, adjoining a 17-acre lake and breathtaking nature preserve. Located in the highly sought-after Englewood Farm Acres, this property offers a rare opportunity to enjoy peaceful country living just minutes from beaches, shopping, and dining. A charming courtyard entrance welcomes you into this two-story home featuring soaring whitewashed tongue-and-groove ceilings, rich wood-burning fireplaces, and an open, light-filled floor plan. Expansive windows frame stunning lake and sunset views, while the chef’s kitchen boasts solid wood cabinetry, Corian countertops, a Jenn-Air cooktop, double wall ovens, and a spacious walk-in pantry. The luxurious primary suite offers a spa-like retreat with a floor-to-ceiling tiled wet-room shower, freestanding soaking tub, quartz vanities, and a large walk-in closet. Additional features include Italian porcelain wood-look tile throughout the main level, solid core doors, smart lighting, and a versatile loft space with hidden storage. Step outside to your private Florida oasis featuring a newly resurfaced saltwater pool (2025) with sun shelf, LED lighting, and expansive paver deck. Multiple outdoor living areas—including screened, covered, and open-air spaces—provide the perfect setting for entertaining or relaxing while enjoying abundant wildlife, including bald eagles and water birds. Equestrian and hobby enthusiasts will love the impressive 60x30 two-story barn with 6 horse stalls, workshop space, full utilities, and an air-conditioned upper level. The property is fully fenced with a no-climb fence, includes a private pond, looped driveway with dual gated entry, and is located in a horse-friendly community allowing riding on private roads. Recent upgrades include new impact windows and doors (2024), new GAF roof (2023), metal barn roof, whole-house re-pipe (2023), tankless water heater (2025), and solar power system with battery backup—keeping electric costs minimal. ASK your agent for the complete list of extensive high end updates for this incredible home. Enjoy direct access to nearby state and county forests, and take advantage of the close proximity to Englewood Beach, Wellen Park, top-rated schools, and medical facilities. This exceptional property offers the ultimate Florida lifestyle—where modern comfort meets natural beauty.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Patrice Davis (941-270-2156)
351 OAK ST, ENGLEWOOD, FL 34223
$595,99920 Days on yellowkey MLS ID: D6146962
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.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-208-5246)
Listing Agent: Kathi Obendorfer, Pa (941-445-3775)
430 W HARVARD ST, ENGLEWOOD, FL 34223
$285,000275 Days on yellowkey MLS ID: A4659578
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 999 Built: 1946 Tax: $1,625 (2024)Community: Englewood OfSpa: NoSingle Family
Taxes:$1,625
Remarks: Completely renovated 2-bedroom, 1-bathroom home offering modern updates and peace of mind. Everything has been redone including new wood framing, new lath, and a moisture barrier for long-lasting durability, structural integrity, and peace of mind. The open-concept interior features luxury vinyl plank flooring, granite countertops throughout, and a cozy electric fireplace in the main living area. The stylish kitchen includes all brand-new appliances, such as an induction stove, refrigerator, dishwasher, built-in microwave, tankless water heater, and stacking washer and dryer. The bathroom showcases elegant shellstone flooring and updated fixtures with a standing shower. This home also features PGT hurricane impact-rated windows throughout, a 2019 roof, new electrical and plumbing (PEX) systems including new plumbing from the sewer to the street - all designed for efficiency, safety, and comfort. Step outside to enjoy a spacious, private backyard with a powered shed, perfect for storage, hobbies, or a workshop setup. With the double gate, this property is perfect for pulling in your RV or boat. Located in an X flood zone, this home has public water and sewer, no HOA, and offers easy access to the best of Englewood. Just 1 mile from shopping & dining, 6 miles from Englewood Beach and minutes from Boca Royale Golf & Country Club, Lemon Bay Park, and Buchan Airport Community Park, this property is ideal for full-time residents, snowbirds, or seasonal investors looking to enjoy the Florida lifestyle.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Ali Marks (941-321-5147)
25 WINDSOR DR, ENGLEWOOD, FL 34223
$499,90064 Days on yellowkey MLS ID: N6143096
0 Days Off yellowkey (back on 4/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 2000Monthly Fee: $8 Tax: $4,649 (2025)Community: Englewood IslesSpa: NoSingle Family
Taxes:$4,649
Remarks: Under contract-accepting backup offers. This 2000 built home in Englewood Isles is the home your boat is looking for! Enjoy all the advantages of having a home for your boat without the expense. Englewood Isles is a WATERFRONT COMMUNITY on Forked Creek with no bridges to the intracoastal from the private marina for only Englewood Isles residents. Owner currently rents a dock in the marina that can be transferred to the new owner. This home has all the bells and whistles. The landscape lighting around the perimeter of the entire home including the pool is beautiful and can remotely change colors as you prefer. The side entry garage provides for 2 cars and out front is a circular driveway. Inside this lovely home you'll find a great room plan with high ceilings and 4 pocket sliders to the lovely pool area. The cook will love the kitchen with newer appliances, brand new granite countertops, double oven, breakfast bar and handy pantry. The dinette area includes an aquarium window making it light and bright. The guest rooms can both access the guest bath through a foyer of their own. The guest bath vanity has been updated with gorgeous granite counter and raised sink. The primary bedroom has a door to the lanai, walk-in closet and the ensuite bath has been updated with gorgeous granite and raised double sinks. It features a garden tub and separate shower. The HEATED pool has a beautiful waterfall and accent lighting. There is a pool alarm for the little ones that will go off if there's wave action! It easily is removed when swimming. The lawn and landscaping are kept green with a sprinkler system fed from an irrigation well. You can move in with no worries as this home has the following updates ROOF 12/2025, A/C 11/2025 HEAT PUMP FOR POOL 12/25 FRESHLY PAINTED INTERIOR 1/26 NEW DISHWASHER WITH 5 YEAR WARRANTY 1/26 KITCHEN AND BATH UPDATES 1/26 LANDSCAPE LIGHTING PERIMTER OF PROPERTY 2025. Put all this together with the location location location and you can't beat it!
58 WINDSOR DR, ENGLEWOOD, FL 34223
$629,00043 Days on yellowkey MLS ID: D6146635
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
Remarks: 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 Agent: Bobbi Sue Taylor (941-716-4417)
1245 GULF BLVD, ENGLEWOOD, FL 34223
$725,00052 Days on yellowkey MLS ID: D6146485
1 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 880 Built: 1956 Tax: $3,866 (2025)Community: Englewood ShoresSpa: YesSingle Family
Taxes:$3,866
Remarks: Under contract-accepting backup offers. Sun, Sand, and Saltwater Pool Days! Live life on island time in this charming two bedroom, two bathroom concrete block home on Manasota Key, complete with a true backyard tropical oasis featuring a 2017 heated saltwater pool and spa. Located in the Englewood Shores subdivision, the property includes deeded access to the beautiful white sandy beaches through three platted beach easements. The vibrant orange exterior reflects the colors of the evening sunsets and is complemented by a spacious shelled driveway, a 2023 roof, and fresh landscaping. Positioned on the south end of the Key, you are just a short distance from the beach, local restaurants, and relaxed waterfront tiki bars. Sold turnkey furnished, the home has been thoughtfully updated inside and out and is ready to enjoy. Epoxy flooring runs throughout the main living areas, with tile in the bathrooms and soft coastal tones that create a bright and comfortable atmosphere. The renovated galley style kitchen features modern gray cabinetry, stainless steel appliances, and an adjoining dining area with room to gather with family and friends. The light filled living room offers multiple windows overlooking the private backyard. A sliding glass door allows the living room to be closed off to create a private third sleeping space, complete with a sleeper sofa for added flexibility when hosting guests. The main bathroom includes a tiled walk in shower with a frameless glass partition, tile accent wall, and a quartz topped vanity. The second bathroom offers a convenient step- in shower. Step outside and discover your own tropical retreat. The pool and spa feature automated controls and are surrounded by a paver deck, oversized awning, rock and shell landscaping, full privacy fencing, and a storage shed that is perfect for beach gear and kayaks. Additional updates include impact windows, hurricane straps, an impact rated front door, updated electrical breakers, outlets and switches, a new 2024 air conditioning system and hot water heater, along with smart home features such as a security camera, thermostat, and routers. Manasota Key is known for its quiet beaches, natural beauty, and laid back coastal lifestyle with easy access to boating, fishing, and waterfront dining. Whether you are looking for a vacation rental opportunity, a seasonal retreat, or a place to relax by the pool after a day at the beach, this home at 1245 Gulf Boulevard offers the perfect island escape.
Listing Agent: Carla Stiver, Pa (941-270-1460)
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