Location: Englewood, Englewood
Do Not Show Listings
10104 RAFFERTY AVE, ENGLEWOOD, FL 34224
$415,0008 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,223
Elementary School: Vineland Elementary
High School: Lemon Bay High
Tax Year: 2025
Middle School: L.A. Ainger Middle
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
$569,900239 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
Elementary School: Englewood Elementary
Remarks: Under contract-accepting backup offers. This could be the unique estate home you've been searching for! If you yearn for something different, then take a look at this classic-style 4 bedroom/ 2.5 bath two story home, situated on 1.67 acres in North Englewood. This custom built home is situated well back from the street, with a circular drive entry. The front porch covers you while you enter into an actual foyer, complete with slate floor. Both formal living and dining rooms have decorative chair railing/crown moulding and laminate flooring. The kitchen has updated cabinetry w/pull out drawers, granite countertops and a breakfast bar, perfect for your morning coffee. Appliances include: WOLF gas range, Frigidaire built in double oven, LG French door refrigerator and Kitchen Aid Dishwasher. The adjoining family room has a wood burning fireplace, great for ambiance or to actually warm up the room on those occasional cool evenings. The primary bedroom is thoughtfully located on the first level of the house, and features a large walk in closet, parquet flooring and ensuite primary bath, with completely updated granite-top vanity, lighting, shower enclosure w/seat & safety bars, and tiled flooring. There's a good-sized utility area, with washer & dryer tucked away behind closet doors, and separate half bath located in the same area. Upstairs you'll find three spacious guest bedrooms, all with carpeted flooring and a huge amount of closet space. The Guest bath has a combo tub/shower w/door, tiled flooring, & its own water heater. Oversized two car side entry garage has room enough for two cars plus all your garden tools! Huge tiled lanai is the perfect place to relax at the end of the day, or maybe for morning coffee! Large brick patio just off the Lanai would be the perfect place to add an outdoor kitchen. Zoned central heat/air systems for upstairs/downstairs were replaced in 2016 and 2019. Shingle Roof was replaced in 2022. Fenced back yard keeps the kiddos or the pets safe and contained. There's no pesky homeowner association telling you what you can and cannot do, either! (thus no fees!) This location is perfect - just a short distance to either Manasota or Englewood Beach, and local shopping, restaurants, and so much more! Application for Membership into the Englewood Gardens Beach Club is available, which has a private clubhouse, parking, security gate and beach on the gulf side and short term dockage on the bay side.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Kathy Damewood (941-321-7355)
602 W PERRY ST, ENGLEWOOD, FL 34223
$249,000182 Days on yellowkey MLS ID: D6144317
0 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 829 Built: 1981 Tax: $2,517 (2024)Community: EnglewoodSingle Family
Taxes:$2,517
Tax Year: 2024
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
$525,000189 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)
1819 CHADWICK RD, ENGLEWOOD, FL 34223
$3,850,000161 Days on yellowkey MLS ID: A4671558
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3967 Built: 1999 Tax: $17,146 (2024)Community: Englewood GardensSpa: YesSingle Family
Taxes:$17,146
Remarks: A rare opportunity to own one of Lemon Bay’s most exceptional private waterfront estates. Set on more than an acre along the bay’s widest expanse, this fully reimagined coastal retreat delivers extraordinary privacy, breathtaking sunsets, and resort-style living in the heart of Englewood. Completed after an extensive two-year renovation, the elevated main residence blends timeless architecture with impeccable finishes and modern resilience. The 2-bedroom, 2.5-bath home features expansive water views, open-concept living spaces, and a stunning chef’s kitchen appointed with custom rift-sawn white oak cabinetry, Cambria surfaces, Wolf and Sub-Zero appliances, dual dishwashers, and a generous Galley workstation sink. A dramatic wall of sliding glass opens to an extraordinary outdoor setting with a saltwater pool and spa, covered summer kitchen, fire features, and multiple spaces designed for entertaining or quiet relaxation. The completely remodeled 3- bedroom, 2 bath private guest house creates an ideal compound for family, extended stays, or distinguished visitors, offering seasonal sunset views, 2 full kitchens and laundry and living areas with their own saltwater pool and infinity spa. Built for comfort and peace of mind, the estate includes hurricane-impact glass, new electric and plumbing, 13ft elevation, whole house generators for both main house and guest house, metal roofing and spray foam insulation, and premium construction enhancements - too many to mention here. This property is as storm proof as it is charming and elegant. Must be seen to be fully appreciated.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Bill Cantrell (941-586-8301)
71 WINSON AVE, ENGLEWOOD, FL 34223
$459,90014 Days on yellowkey MLS ID: D6146963
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1114 Built: 1956 Tax: $4,897 (2025)Community: Englewood Park Amd OfSingle Family
Taxes:$4,897
Remarks: Own a true piece of Englewood history! Built in the 1950s by renowned Kluge builders, this home stands as a classic example of timeless Old Florida craftsmanship. From the exposed pine ceilings throughout to the solid block interior walls, the quality and character are unmistakable. Thoughtfully updated while preserving its vintage charm, the home features new kitchen cabinetry, a beautifully designed entry hall with floor-to-ceiling pantry storage, and a stunning oversized PebbleTec pool surrounded by a brick paver patio—perfect for relaxing or entertaining. Located in a no HOA community, you’ll enjoy the freedom to truly live the Florida lifestyle—park your boat right in your yard and make the most of nearby water access. Relax on your screened lanai and enjoy live music drifting over from nearby Pioneer Plaza, or take a short stroll to the local farmers market. Ideally situated just one block from Lemon Bay, you’ll enjoy refreshing coastal breezes and a highly walkable lifestyle. Walk to Indian Mound Park and boat ramp, catch breathtaking sunsets at Cherokee Street Piers, or explore the shops, dining, and vibrant energy of Dearborn Street, the heart of Old Englewood. If you’ve ever said “they don’t make them like they used to,” this is your chance to own a truly special home that proves it.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-208-5246)
Listing Agent: Kathi Obendorfer, Pa (941-445-3775)
820 BAYSHORE DR, ENGLEWOOD, FL 34223
$795,000130 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
$325,00044 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 is courtesy of: LASBURY-TRACY REALTY INC. (941-474-5585)
Listing Agent: Seth Widgeon (941-223-9544)
1181 LARCHMONT DR, ENGLEWOOD, FL 34223
$899,000126 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)
1725 OVERBROOK RD, ENGLEWOOD, FL 34223
$980,00039 Days on yellowkey MLS ID: N6143364
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2887 Built: 2015 Tax: $7,702 (2025)Community: Englewood GardensSingle Family
Taxes:$7,702
Remarks: Private. Custom. Energy-Efficient. Low-Maintenance. Built with Strength. This one-of-a-kind residence blends solid concrete construction (including the roof) with open, light-filled living. Set on 1.3 acres just minutes from Manasota Beach, with the Intracoastal Waterway across the street, the property offers a rare mix of seclusion, durability, and coastal convenience. The 3-bedroom, 3-bath home spans 2,887 sq ft and showcases polished concrete floors, high ceilings, exposed ductwork, clean architectural lines, and oversized windows that frame the surrounding natural landscape. The open-concept kitchen features a 100+ year-old maple island, modern cabinetry, and stainless steel appliances, flowing seamlessly into expansive living and dining areas ideal for entertaining or everyday living. Sliding glass doors open to a wide outdoor patio, extending the living space into the serene setting. Thoughtfully designed native Florida landscaping complements the green roof and concrete design, supporting natural cooling, efficient drainage, and low-maintenance living. Designed with a resort-style pool in mind beyond the patio, the property presents a rare opportunity to craft a truly private outdoor retreat. Enjoy the convenience of a short bike or golf-cart ride over the bridge to Manasota Beach, with the option to join the Englewood Gardens Beach Club, offering private beach access, dedicated parking, and a calendar of social events. This exceptional home is a must-see to truly appreciate.
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Jessica Warmack (248-535-5150)
770 BUCKSKIN CT, ENGLEWOOD, FL 34223
$2,799,99926 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
$595,99914 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.
430 W HARVARD ST, ENGLEWOOD, FL 34223
$285,000269 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
$499,90058 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!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Katy Dilmore (941-270-0627)
1245 HOLIDAY DR, ENGLEWOOD, FL 34223
$599,000156 Days on yellowkey MLS ID: D6144837
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1128 Built: 1966 Tax: $8,016 (2024)Community: Englewood ShoresSingle Family
Taxes:$8,016
Remarks: Updated Coastal Cottage on Manasota Key – Steps from Beach & Bay This charming Manasota Key cottage offers peace of mind and coastal comfort with hurricane-rated impact windows and a durable metal roof—both untouched by recent storms. Completely remodeled inside, the home features new electrical, updated kitchen and baths, new interior doors, stunning terrazzo flooring, and an outdoor shower perfect for rinsing off after a beach day. Ideally located just steps from both the Gulf of Mexico and Lemon Bay, and bordered by Stump Pass State Park, the home is a nature lover’s dream. The screened lanai provides a cozy space to relax, while guests will enjoy shelling, dolphin sightings while kayaking, and soaking in Florida’s year-round sunshine. The flexible, open floorplan is perfect for entertaining or hosting guests, with two private master suites offering comfort and separation. Whether used as a personal retreat or a rental investment, this cottage delivers the full Gulf Coast experience—from sunset strolls and intercoastal kayaking to world-class boating and fishing. This home isn’t just a getaway—it’s an opportunity to own a beautiful beach cottage in one of Florida’s most beloved coastal communities. Embrace the laid-back lifestyle and create a sought-after vacation haven.
Listing Agent: Courtney Defilippis (941-286-8208)
58 WINDSOR DR, ENGLEWOOD, FL 34223
$629,00037 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
$725,00046 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)
1214 GULF BLVD, ENGLEWOOD, FL 34223
$1,699,00038 Days on yellowkey MLS ID: A4686400
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2665 Built: 2025 Tax: $3,167 (2025)Community: Englewood Shores SubSpa: YesSingle Family
Taxes:$3,167
Remarks: Embrace the essence of coastal modern luxury in this stunning newly built 2025 beach home on South Manasota Key, just a short stroll from two nearby beach easements leading to the pristine Gulf shoreline. Thoughtfully designed to capture the beauty of island living, this elevated residence combines refined architecture, panoramic water views, and rare nightly rental eligibility, offering both an extraordinary lifestyle and exceptional investment potential. Rising from a 16-foot baseline elevation, the home encompasses 2,665 square feet with 3 bedrooms and 2.5 baths, complemented by a heated saltwater pool and spa that transforms the outdoor space into a private resort-style retreat. Built with all-concrete construction, hurricane-impact windows and sliders, and a sleek metal roof, the property offers both a modern beach design and lasting durability. Every major component is brand new in 2025, including roof, HVAC systems, plumbing, electrical, water heater, pool equipment, and appliances. Inside, light-filled interiors showcase 10-foot ceilings, expansive windows, porcelain tile flooring, and rich hickory staircases, blending warm natural textures with contemporary coastal design. The second level hosts all three bedrooms, including a tranquil primary suite with private balcony, spacious walk-in closet, and spa-inspired ensuite bath featuring quartz finishes, a glass-enclosed shower, and backlit mirrors. A convenient laundry closet and beautifully appointed guest bath complete this level. The top living floor is designed for gathering and entertaining, where sweeping Gulf and Lemon Bay views frame an open-concept kitchen, dining, and living area. The designer chef’s kitchen features custom dark pine cabinetry, dramatic waterfall marble countertops, premium Café appliances with WiFi and Bluetooth connectivity, and an 8x6 butler’s pantry, blending style with functionality. A private elevator connects every level—from the garage to the spectacular 48-foot rooftop terrace, where breathtaking 360-degree Gulf-to-Bay panoramas create the perfect setting for sunset cocktails, Gulf breezes, and unforgettable coastal evenings. Below, the covered patio opens to the sparkling heated saltwater pool and spa, offering a peaceful outdoor sanctuary. Located minutes from Englewood Beach, marinas, waterfront restaurants, and Stump Pass, this exceptional home captures the best of modern coastal living—luxurious, resilient, and effortlessly connected to the beauty of the Gulf Coast.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
1930 BAYSHORE DR, ENGLEWOOD, FL 34223
$3,290,000207 Days on yellowkey MLS ID: A4666723
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 4209 Built: 2007 Tax: $11,738 (2024)Community: Englewood GardensSingle Family
Taxes:$11,738
Remarks: Set on 1.42 acres along Lemon Bay with full Intracoastal frontage, this private waterfront estate offers a rare blend of space, privacy, and true boating lifestyle. Tucked behind a long approach, the residence opens to sweeping water views and effortless indoor–outdoor living designed for relaxed coastal entertaining. The main living areas flow seamlessly to the screened lanai and pool, creating a natural extension of the home for gatherings, sunset dining, and everyday waterfront living. Expansive windows frame wide bay vistas, filling the interior with natural light and capturing the changing colors of the water throughout the day. Multiple living spaces and a flexible floor plan provide room for hosting, working from home, and welcoming guests with ease. The primary suite serves as a quiet retreat with tranquil water views, while additional bedrooms and baths offer comfort and privacy for family and visitors alike. Outdoors, enjoy your private pool, a pier suitable for both fishing and boating, and a dedicated kayak/canoe launch offering direct access to Lemon Bay and the Intracoastal Waterway—perfect for paddleboarding, wildlife watching, and spontaneous waterfront adventures. In addition to the main living area, the home includes an additional 2,865 sq ft finished lower level featuring a bedroom, bathroom, and kitchen—ideal for extended living, guests, or flexible use. This lower level is not included in the living area (4,209 sqft), is not insurable, and will not be replaced by insurance if damaged. Ideally positioned near Manasota Key beaches, marinas, dining, and shopping, this property presents a rare opportunity to own a true bayfront estate with acreage, privacy, and direct water access. Buyer to verify all information, measurements, and waterfront features.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Amr Karar (478-787-2606)
1141 ANDREWS ST, ENGLEWOOD, FL 34224
$1,149,999189 Days on yellowkey MLS ID: D6144285
Bed: 3 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 2160 Built: 2025 Tax: $3,361 (2024)Community: Englewood Gardens 04 02ASpa: YesSingle Family
Taxes:$3,361
Remarks: One or more photo(s) has been virtually staged. RARE IN-TOWN WATERFRONT ACREAGE — NEW CONSTRUCTION MEETS OLD FLORIDA CHARM Set within a charming, established Englewood setting, this rare 1.28-acre waterfront property on Rocky Creek Canal offers a level of space, privacy, and direct access to the Intracoastal Waterway through two bridges that newer communities simply cannot replicate. Opportunities to own this much land on navigable saltwater—just minutes from shopping, dining, and everyday conveniences—are nearly impossible to find. This brand-new coastal cottage is a true standout, blending modern construction with the relaxed character of Old Florida living. Located just 3 miles to the beach by car or a scenic boat ride away, this home delivers the ultimate coastal lifestyle. Thoughtfully designed, the residence features 3 bedrooms, 2 bathrooms, soaring 10-foot ceilings, and a dramatic 14.5-foot cathedral peak, creating a bright and airy interior. Built for both beauty and durability, the home includes impact windows and doors, spray foam insulation, a concrete stem wall foundation, Hardi siding and soffits, Azek trim, and a 5V metal roof. Tongue-and-groove porch ceilings add warmth and timeless architectural detail. Inside, the open-concept layout is enhanced by engineered hardwood flooring on the upper level and elegant ceramic tile below. The chef’s kitchen is designed to impress, featuring a 9-foot island, custom cabinetry, and a statement hood vent, making it ideal for both entertaining and everyday living. The primary suite serves as a private retreat, complete with a built-in reading nook overlooking your expansive acreage. The spa-inspired ensuite offers a freestanding soaking tub, walk-in shower, dual vanities with LED mirrors, and a spacious walk-in closet. Step outside to your resort-style pool and expansive patio, already plumbed for an outdoor kitchen. The generous outdoor space is perfect for entertaining or simply enjoying the peaceful surroundings. A composite dock extends into the canal, inviting you to fish, boat, or unwind while taking in the tranquil water views. With western rear exposure, you’ll experience breathtaking Florida sunsets night after night. Located in the Englewood Gardens Subdivision, with optional membership (if available) to the Englewood Gardens Beach Club, this property offers added coastal lifestyle appeal. With ample room for a detached garage, RV parking, or future expansion, this property delivers flexibility rarely found in newer developments. Adjacent Lots 2A & 2B are also available, offering an additional .90 acres for those looking to create a larger private estate. This is more than a home—it’s a rare opportunity where new construction, expansive land, and prime in-town waterfront living come together in a way that is truly unmatched.
Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)
Listing Agent: Christina Sexton (941-270-2154)
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