Location: Englewood
Do Not Show Listings
370 E FRAY ST, ENGLEWOOD, FL 34223
$350,00012 Days on yellowkey MLS ID: A4687443
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1692 Built: 1967 Tax: $2,794 (2025)Community: Prospect Park Sub Of Blk 5Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,794
Elementary School: Englewood Elementary
High School: Lemon Bay High
Tax Year: 2025
Middle School: SKY Academy Englewood
Remarks: You won’t find a more unique opportunity in the Dearborn area of Englewood! This 3 bedroom, 3 bathroom property offers a rare and flexible setup designed for both living and income potential. Currently configured as two separate living spaces, this home gives you options that are hard to find in this area. The main residence features a 2 BEDROOM, 2 BATH SPLIT FLOOR PLAN with its own private front entrance, creating a comfortable and functional layout. Recent updates include NEW WINDOWS (2024), NEW A/C (2023), and a NEWER ROOF (2020) — giving peace of mind and move-in-ready convenience. Connected through a shared lanai — complete with WASHER, DRYER, and ADDITIONAL STORAGE — you’ll find a PRIVATE STUDIO APARTMENT with its own entrance, FULL KITCHEN, and FULL BATHROOM. This space is ideal for extended family, guests, or generating additional income. Investor alert! The front unit has been successfully operated as an Airbnb with 25+ FIVE-STAR REVIEWS, while the studio has been used as a long-term rental — offering immediate income-producing potential. Outside, the property features a NEW FULLY FENCED YARD (2024), storage sheds, and a PAVED WALKWAY from the side driveway for added convenience. The front of the home is fully shelled, providing ample space for parking boats, trailers, or multiple vehicles. Whether you're looking for a primary residence with income, a multi-generational setup, or a true investment property, this home delivers. You also have the option to convert it back to a traditional 3 BEDROOM, 3 BATH layout — a rare find in this area. NO HOA FEES and located just minutes from Dearborn Street, shopping, dining, and Gulf beaches. 370 E Fray St is a property that works for you — schedule your showing today and explore the possibilities.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Omar Shehaiber (908-662-4087)
1305 ROCKY CREEK LN, ENGLEWOOD, FL 34224
$189,000138 Days on yellowkey MLS ID: D6145009
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 828 Built: 1961 Tax: $3,316 (2023)Community: River Edge 02Single Family
Taxes:$3,316
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Discover this newly updated 2 bedroom, 1 bathroom home on a corner lot in the heart of Englewood. This home features hurricane impact windows, new kitchen appliances, new cabinets, beautiful ceilings, new flooring, fresh inside paint, updated plumbing fixtures, updated service panel, and 200 amp underground power. This home also features a car port, screened in porch and a fenced in deck area for privacy. Make this home your perfect vacation home, being close to world class beaches, shopping, and restaurants. Don’t miss this opportunity, schedule your private showing today!!
Listing Agent: Kristen Volp (941-626-9336)
764 S MCCALL RD, ENGLEWOOD, FL 34223
$2,350,00097 Days on yellowkey MLS ID: D6145535
0 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3600 Built: 2014 Tax: $26,049 (2025)Community: Tyler & Darlings 1St AddSpa: YesSingle Family
Taxes:$26,049
Remarks: Under contract-accepting backup offers. Overlooking the shores of Lemon Bay, this stunning two-story waterfront home delivers the ultimate Florida lifestyle with direct Gulf access and incredible west-facing sunset views. Set on a rare 1-acre lot, the home features soaring ceilings, and an open-concept layout designed to capture the beauty of the bay from every angle. Offered fully furnished, this property is truly move-in ready. Ceramic tile flows throughout, while the gourmet kitchen is equipped with a huge walk in pantry, top-of-the-line Thermador appliances and massive 7 by 8 ft island with plenty of space for gathering and entertaining. Every room, including all bedrooms, enjoys expansive water views, creating a constant connection to the serene surroundings. The primary suite is a private retreat with his-and-hers walk-in closets and a spa-like bath featuring a luxurious garden tub. Upstairs, an en-suite bedroom opens to a private balcony—perfect for morning coffee or evening sunsets. Outdoor living shines with a travertine pool deck, large heated, saltwater pool, hot tub, and a large, electric pergola shading the outdoor kitchen. A 170-foot dock with a 16,000-lb boat lift, grandfathered tiki hut, make this a true boater’s paradise. Also features hurricane windows & doors with shutters to enclose the back lanai, standing seam metal roof, Hardie plank siding and tons of extra storage. Reach nearby restaurants and shopping by boat, enjoy quick access to Manasota Key and Englewood Beach, and visit the popular farmers market just a mile away. Thoughtful features include a flood-conscious garage design and a 30-amp RV hookup. This exceptional Lemon Bay property blends comfort, functionality, and unforgettable coastal living.
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Courtney Defilippis (941-286-8208)
1100 OLEANDER ST, ENGLEWOOD, FL 34223
$615,00013 Days on yellowkey MLS ID: O6396810
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3284 Built: 2001 Tax: $5,519 (2025)Community: Bay Vista BlvdSpa: NoSingle Family
Taxes:$5,519
Remarks: Come see 1100 Oleander St, a residence arranged for everyday practicality, including a fireplace for added utility. The kitchen features an accent backsplash and all stainless steel appliances, while the primary bedroom contains double closets and the primary bathroom provides double sinks. A covered patio leads to an in ground pool within a fenced in backyard, supported by a storage shed, rounding out a well-equipped property. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
822 DIANE CIR, ENGLEWOOD, FL 34223
$419,95013 Days on yellowkey MLS ID: TB8494512
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2418 Built: 1989 Tax: $4,947 (2025)Community: Spanish WellsSingle Family
Taxes:$4,947
Remarks: This charming home is ideally situated on a quiet residential street, offering the perfect blend of comfort, convenience, and coastal lifestyle. Featuring a desirable layout with abundant natural light, this residence provides spacious living areas, a functional kitchen, and inviting indoor-outdoor flow. Located just minutes from pristine Gulf beaches, boating, dining, and shopping, this home is ideal as a primary residence, seasonal retreat, or investment opportunity. Enjoy the laid-back lifestyle Southwest Florida is known for, with easy access to everything that makes Englewood such a sought-after destination.
Listing is courtesy of: THE SHOP REAL ESTATE CO. (727-593-7777)
Listing Agent: Terry Connors, Ii (727-452-6054)
8409 ROOSEVELT ST, ENGLEWOOD, FL 34224
$170,000173 Days on yellowkey MLS ID: D6144472
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1407 Built: 1951 Tax: $2,997 (2024)Community: GrovelandSingle Family
Taxes:$2,997
Elementary School: Vineland Elementary
Tax Year: 2024
Middle School: L.A. Ainger Middle
Remarks: Short Sale. Check out this great opportunity to own as Primary Residence, Investment Property, or Seasonal Retreat. This 4-bedroom, 2 bath home sits on an oversized lot and is minutes away from boat ramps, restaurants and beaches. COUNTY RECORDS CALLS THIS A 4 BEDROOM PLEASE NOTE THAT 3 OF THE 4 BEDROOMS DO NOT HAVE CLOSETS. When you walk through the screened entry way through the double front doors you enter the living room which is open to the Kitchen and Dining Room. The living room features vaulted ceilings, and the Kitchen has charming vintage Knotty Pine Cabinets. There are attractive porcelain plank and ceramic tiles throughout the house with carpet in the largest bedroom. The large back yard has a firepit to enjoy in the Winter months. There is additional storage 12x12. The split layout provides flexibility for family, guests, or a home office. Outside, the oversized lot offers endless possibilities—add a pool, create a garden, or bring your boat, RV, and toys without restrictions. Located on .39 acres only approximately 6 miles to Englewood Beach, Close to many golf courses, Shopping, Restaurants, and Boca Grande with World Class Tarpon Fishing, Come take a look today … you will not be disappointed.
Listing is courtesy of: KW COASTAL LIVING (941-473-7399)
Listing Agent: Laura Boyd (765-490-5626)
1765 LORALIN DR, ENGLEWOOD, FL 34223
$249,00054 Days on yellowkey MLS ID: D6146299
REDUCED by $10,000 (3.9%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1490 Built: 1974Monthly Fee: $4 Tax: $913 (2025)Community: Clintwood AcresSingle Family
Taxes:$913
Remarks: Enjoy the Florida lifestyle! This immaculate, renovated, partially furnished 2 bedroom/2 bathroom home is waiting for you. Close to Englewood beaches. Boating, biking, restaurants, shopping, and charming Englewood is yours to enjoy. The split bedroom floor plan gives you plenty of space for guests while offering everyone privacy. Everywhere you look, you will see the meticulous care given this home. The combined living and dining room gives a spacious feeling. The Florida room could be used as a family room, den, or a place for guests to lay their head. The master bedroom has a large walk-in closet. The 2nd bedroom is comfortably large and has its own private bathroom which is also accessible from the garage. The lanai is your oasis to enjoy the beautiful sunny weather, enjoy the breeze, and just unwind. The attached 2 car garage is so large it will actually fit 2 cars with room to spare.
Listing Agent: John Griffiths, Iii (941-999-1880)
20 SAINT CROIX WAY, ENGLEWOOD, FL 34223
$849,500441 Days on yellowkey MLS ID: N6136727
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2865 Built: 1995Monthly Fee: $359 Tax: $5,144 (2024)Community: Boca RoyaleSpa: NoSingle Family
Taxes:$5,144
Remarks: Luxury Living in Boca Royale. Situated on one of the most desirable streets in Boca Royale Golf & Country Club, this stunning custom-built home sits at the end of a quiet cul-de-sac, offering unmatched privacy and serene lake views. The elegant stucco home with a recently replaced (late 2024) flat tile roof delivers exceptional curb appeal. An oversized garage with built-in storage completes the exterior. Step inside to a formal living room where French doors open to reveal the covered lanai, stone pavers, sparkling pool, and tranquil lake beyond — a perfect blend of indoor-outdoor Florida living. The spacious formal dining room sets the stage for entertaining, while the kitchen is a chef’s delight with: Granite countertops Stainless steel appliances Electric cooktop, oven & warming drawer Center island with pendant lighting Walk-in pantry and abundant cabinetry The kitchen flows seamlessly into the breakfast nook and family room, featuring rich hardwood floors, built-in cabinetry, a wet bar, and an entertainment center. A bay window offers peaceful views of the lush backyard. On one side of the home, the primary suite offers a true retreat: French doors open to the lanai, while the ensuite bath includes double sinks, a vanity, walk-in shower, and an expansive custom closet. On the opposite side, two large guest bedrooms share a full bath with lanai access. The front bedroom includes built-ins for a home office, a walk-in closet, and a second closet. The rear bedroom has dual closets and direct access to the lanai. Enjoy true Florida living on the expansive covered lanai — with plenty of space for lounging, dining, and entertaining. An outdoor kitchen with a stainless grill and bar seating makes this space perfect for gatherings. The sparkling pool is surrounded with recently updated stone pavers. Additional features include: Whole-house generator Central vacuum system Spacious laundry room with utility sink and built-ins Oversized garage with ample storage The Boca Royale lifestyle includes a newly remodeled golf course, tennis & pickleball courts, a fitness center, resort-style pool, pet park, and a vibrant social scene. Enjoy casual dining at the Tiki Bar or elegant meals at the Clubhouse — all just minutes from Gulf beaches, shopping, and restaurants. Come home to paradise. Come home to Boca Royale.
Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-214-3111)
Listing Agent: Susan Richardson (817-437-9981)
26853 WEISKOPF DR, ENGLEWOOD, FL 34223
$629,00073 Days on yellowkey MLS ID: D6145847
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1914 Built: 2019Monthly Fee: $600 Tax: $6,432 (2025)Community: Boca Royale Ph 2 Un 12Single Family
Taxes:$6,432
Remarks: Set within the desirable, gated enclave of Boca Royale, this thoughtfully designed residence is one that truly must be experienced in person to be fully appreciated. Set on a peaceful lake with SUNRISE VIEWS, the home offers a sense of privacy, calm, and understated luxury that unfolds room by room. Upon arrival at 26853 Weiskopf Drive, the care and intention behind every detail are immediately evident with upgraded 8-foot doors, coffered ceilings, pocketing sliding glass doors and porcelain plank tile throughout the main space with a serene color palette and cohesive design flow. The OPEN-CONCEPT GREAT ROOM is designed for easy living and effortless entertaining, anchored by a gourmet kitchen featuring an expansive island, London Sky quartz countertops, stainless steel appliances, a GAS RANGE, and generous dining space. Behind elegant French doors, a FLEXIBLE DEN offers the option of a home office, sitting room, or THIRD BEDROOM when needed. The PRIMARY SUITE is both inviting and refined, showcasing a tray ceiling, abundant natural light, peaceful backyard views, a large walk-in closet, and a spacious ensuite bath with dual vanities, walk-in shower, and private water closet. A well-sized guest bedroom and adjacent guest bath are tucked away down a separate hallway, offering comfort and privacy for visitors. Additional features to note include the interior laundry room, plantation shutters and the desirable POOL BATH. The home’s appeal extends seamlessly outdoors, where the EXTENDED, FULLY SCREENED LANAI captures a rare and picturesque blend of lake and marshland views—an ever-changing natural backdrop with birds wading and gliding through the landscape. Ample shaded and sunlit seating surrounds the CUSTOM HEATED SALTWATER POOL WITH WATERFALL, creating an ideal setting for both quiet mornings and relaxed gatherings. Whether returning from a round at the 18-hole semi-private golf course, a tennis match, or a day at the nearby beaches, this outdoor space invites you to unwind. Residents also enjoy access to the RESORT-STYLE POOL, CLUBHOUSE, AND HOT TUB, ALL INCLUDED IN THE HOA, ALONG WITH LAWN CARE AND IRRIGATION. Boca Royale Golf & Country Club further enhances the lifestyle with pickleball courts, a fitness center, dog park, and a beautifully renovated full-service clubhouse with restaurant. A home defined by setting, comfort, and thoughtful design—this is one best appreciated in person. PEACE OF MIND comes with the concrete tile roof, whole home hurricane protection, all new insulation and X FLOOD ZONE! FURNISHINGS NEGOTIABLE.
Listing Agent: Alisha Weaver (941-270-0389)
1733 HUDSON ST, ENGLEWOOD, FL 34223
$499,90026 Days on yellowkey MLS ID: N6143555
1 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1863 Built: 1986 Tax: $3,622 (2025)Community: Manasota GardensSingle Family
Taxes:$3,622
Remarks: LOCATION, LOCATION, LOCATION! Relaxation awaits....Approximately one mile from the beautiful pristine sand of Manasota Key Beach and the turquoise waters of the Gulf. Nestled on a generous 0.72-acre lot, this home presents a refined Englewood retreat that blends thoughtful design with relaxed coastal living, This 3 bedroom, 2 bathroom residence delivers bright volume and clean lines, enhanced by cathedral ceilings, recessed lighting, and a crisp mix of tile flooring throughout the main areas, with LVP adding comfort to the primary suite. Hurricane impact windows and doors (2024) provide a strong, finished feel, while the 2022 roof supports long-term confidence. At the heart of the home, the kitchen stands out for craftsmanship and detail. All-wood cabinetry includes soft-close features and toe-kick drawers for streamlined storage. Granite countertops pair with stainless steel appliances, skylights, a pot filler over the stove, and a double oven, ideal for everyday meals or special occasions. Pass-through openings connect to the front living room, keeping the layout open and social. For additional organization, separate storage cabinetry topped with quartz countertops adds extra room for pantry items just off the kitchen. A split-bedroom floor plan enhances privacy, with the primary suite positioned as a comfortable destination. Enjoy a dedicated sitting area, sliders to the patio, built-in closet storage, and an en suite bath featuring dual sinks, a walk-in shower with built-in shelf, and a walk-in closet. Step outside to a covered lanai with ceiling fan, then continue onto the extended pavered patio, overlooking a wide, open backyard with a tranquil wooded view. With a 2-car climate controlled garage and close proximity to gulf beaches, dining, shopping, grocery, golf, and parks, this home offers space, updates, and a calm setting in one complete package. Don't miss this opportunity to experience the incredible Florida lifestyle!
Listing is courtesy of: NEXTHOME SUNCOAST (941-882-2229)
Listing Agent: Nick Flerlage (941-232-6810)
373 ARDENWOOD DR, ENGLEWOOD, FL 34223
$769,00087 Days on yellowkey MLS ID: D6145732
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)
1959 MISSISSIPPI AVE, ENGLEWOOD, FL 34224
$775,00017 Days on yellowkey MLS ID: D6146846
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 1966 Tax: $5,246 (2025)Community: Grove City ShoresSingle Family
Taxes:$5,246
Remarks: Welcome to your slice of paradise on Lemon Bay in beautiful Englewood, where luxury living meets the laid-back Florida lifestyle. This stunning four-bedroom home is perfectly positioned on a deep- saltwater canal with direct access to the Bay — and just a two-minute boat ride to Stump Pass and the Gulf of Mexico. Imagine stepping out your back door, hopping on your boat, and cruising straight into open water for world-class fishing, waterfront dining, or a sunset cruise. Snook, redfish, tarpon — it’s all right here in your backyard. This home offers the ideal blend of comfort and coastal charm, with spacious living areas, four generously sized bedrooms, and water views that never get old. Large windows with plantation shutters fill the home with natural light, while the outdoor space invites you to entertain, relax, and truly enjoy Florida living. Wildlife lovers will appreciate the daily visits from dolphins, manatees, seabirds, and more — nature is part of everyday life here. Located on an up-and-coming street with beautiful new construction homes, this property offers not only an incredible lifestyle but strong long-term value. You’re minutes from pristine beaches, waterfront restaurants, shopping, golf courses, and everything Englewood has to offer — yet tucked away in your own private waterfront retreat. Whether you’re looking for a full-time residence, seasonal escape, or investment opportunity, this home checks every box. Boat. Fish. Relax. Repeat. This is coastal Florida living — done right.
Listing Agent: Jon Bauer (941-979-2651)
75 VIRGINIA CT, ENGLEWOOD, FL 34223
$255,00013 Days on yellowkey MLS ID: TB8494609
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1524 Built: 1958 Tax: $3,919 (2025)Community: AllenwoodSingle Family
Taxes:$3,919
Remarks: Opportunity knocks in sunny Englewood! This 3-bedroom, 3-bath pool home at 75 Virginia Ct offers incredible potential for investors or buyers looking to create their dream Florida retreat. Featuring a spacious layout and a private fenced backyard with an inground pool, this property presents a great opportunity to reimagine and add value. The home will require repairs and updates, making it an ideal project for those looking to renovate to their own vision. Ideally located just minutes from beautiful Gulf beaches, shopping, dining, and everything the Englewood area has to offer, the upside here is hard to beat. Whether you’re looking for a primary residence, vacation home, or investment property, this is your chance to capitalize on a prime location with strong potential. Sold As-Is.
Listing is courtesy of: STATEWIDE PREMIER PROPERTIES (727-591-4039)
Listing Agent: Chad Crookes (727-591-4039)
10004 CORAL SHORE DR, ENGLEWOOD, FL 34223
$598,90013 Days on yellowkey MLS ID: O6396530
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1704 Built: 2023Monthly Fee: $386 Tax: $4,927 (2025)Community: Beachwalk By Manasota Key PhSingle Family
Taxes:$4,927
Remarks: Enjoy a like-new home without waiting for new construction on a new home build. Welcome to this beautifully maintained PROSPERITY model in the highly desirable gated community of BEACHWALK by Manasota Key, located just 2.5 miles from the pristine Gulf beaches of MANASOTA KEY BEACH. This thoughtfully designed home has 2 BEDROOMS, 2 BATHS, plus a versatile enclosed FLEX ROOM that can easily be used as a 3rd bedroom or office, with 1,704 square feet of open comfortable living space. Ideally situated adjacent to a tranquil pond, the home features beautiful west-facing WATER VIEWS and an extended 26’ COVERED LANAI for enjoying Florida’s spectacular sunsets. The exterior has a modern coastal curb appeal, highlighted by upgraded landscaping and a decorative glass front door. Inside, the open-concept floor plan is enhanced by tile flooring throughout and an elegant tray ceiling, creating a bright and welcoming atmosphere. The GOURMET KITCHEN is a centerpiece of the home, featuring soft close cabinetry, QUARTZ countertops, and premium KitchenAid stainless steel appliances, including a natural gas cooktop, making it suitable for both everyday living and entertaining. This home includes numerous upgrades and practical features, such as: Custom window coverings, 8’ doors, lighting and ceiling fans (5), UPGRADED PANTRY, expanded driveway, 4’ GARAGE EXTENSION, Epoxy-coated garage floor, and hidden hurricane roller shutter for the front door. The property shows LIKE NEW, as it has been owner-occupied only during winter and spring months. Residents of Beachwalk by Manasota Key enjoy true resort-style living with outstanding amenities, including a beautiful clubhouse, state-of-the-art fitness center, resort-style heated pool with lap lanes, tennis courts, pickleball courts, bocce ball, and miles of scenic walking and biking trails. The community also has NO CDD FEES and features the High Tide Tiki Bar overlooking the lake, with the upscale Waterline Restaurant scheduled to open in 2026. Conveniently located near the charming shops, dining, and entertainment of VENICE, as well as local farm markets and coastal attractions, this home provides the perfect blend of luxury, convenience, and an active coastal lifestyle. Move-in ready and a must-see for anyone seeking Florida resort-style living near the beach.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1255 S MARYKNOLL RD, ENGLEWOOD, FL 34223
$149,900243 Days on yellowkey MLS ID: A4661783
0 Days Off yellowkey (back on 1/15/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1456 Built: 1962 Tax: $1,649 (2024)Community: Oxford Manor 3Rd AddSpa: NoSingle Family
Taxes:$1,649
Elementary School: Myakka River Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Short Sale. This 3-bedroom, 2-bathroom, 1,456 sq. ft. home is more than just a renovation project—it’s an opportunity to create a versatile property in one of Florida’s fastest-growing Gulf Coast towns. Whether you envision it as a high-performing short-term rental on VRBO or Airbnb, a steady long-term investment, a seasonal retreat, or a full-time family home, this property offers the flexibility to match your goals and generate impressive returns. With Englewood’s rising demand for rentals and vacation homes, the cap rate potential on this home makes it an attractive choice for savvy buyers. The interior drywall has already been removed, giving you a clean slate to craft a layout and design that captures your vision. Major updates are already complete—including a brand-new roof installed in 2024, full sewer redrain, and foundation repairs—all done with permits. The heavy lifting is finished, leaving you free to focus on finishes that elevate both function and value. Remodeling this property could unlock its full income potential while creating an interior that appeals to both vacationers and future buyers. Outside, an oversized driveway offers plenty of parking for guests, boats, or RVs, while a fenced yard with a storage shed invites endless possibilities for relaxation or tropical landscaping. Imagine adding a patio or pool to complete the coastal retreat experience—ideal for seasonal visitors or vacation rental guests returning year after year. Life in Englewood is defined by its white-sand beaches, turquoise Gulf waters, and welcoming community spirit. From boating and fishing adventures to boutique shopping, art galleries, and fresh seafood dining, this coastal town has become a sought-after destination for both residents and tourists. As Englewood continues to grow, thoughtfully remodeled homes like this stand to appreciate quickly, offering both lifestyle benefits and strong investment performance. Whether you’re an investor seeking strong rental income, a flipper aiming for a lucrative resale, or a homeowner ready to design your perfect beach-town getaway, this property delivers the location, structural updates, and growth potential to make your vision a reality.
Listing Agent: Brandy Loebker (941-404-4737)
1248 JEFFERSON DR, ENGLEWOOD, FL 34224
$439,000143 Days on yellowkey MLS ID: A4671934
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1214 Built: 1979 Tax: $5,037 (2024)Community: May TerraceSpa: NoSingle Family
Taxes:$5,037
Remarks: Your Private Englewood Oasis Awaits – Turnkey Tropical Retreat with Private Pool, Lake Dock & Rare Beach Access (w/ Membership in Englewood Gardens Beach Club) Discover the ultimate Florida lifestyle in this charming and spacious 2-bedroom, 2-bathroom pool home, perfectly positioned just 2.5 +/- miles from the Gulf beaches in the desirable May Terrace neighborhood. No flood zone (X500), no HOA, no CDD fees, and never flooded – enjoy storm-proof peace of mind with a durable metal roof, impact windows and doors, and a brand-new HVAC system installed in December 2025. Recent updates include a 2025 microwave, 2026 dishwasher, updated bathrooms, most interior doors updated (including solid core door from garage to home), popcorn ceiling removed, and custom AC decorative vents. Step into your own slice of old-Florida paradise, surrounded by lush tropical landscaping. Relax on the west-facing lanai with breathtaking daily sunsets, cool off in the sparkling solar-heated private pool (zero added electric costs!), or cast a line from your personal fishing dock overlooking the serene lake in your backyard. This turnkey*, furnished home features a desirable split floor plan, easy-care tile flooring throughout, and 1,214 sq ft of bright, inviting living space. As a busy Airbnb, 2026 bookings are already filling fast. Prime location perks: • 6 minutes to Manasota Key and Englewood Beach • 4 minutes to Publix, Starbucks, and Home Depot • 3 minutes to waterfront dining at Farlow’s, Sandbar Tiki, and downtown Dearborn Street Rare bonus: Eligible homestead May Terrace owners can join the private Englewood Gardens Beach Club for minimal fees, unlocking exclusive beach access with parking and Wi-Fi – a feature very few homes in the area offer. A quick pool resurface (purely cosmetic – quote available) could add instant equity. Don’t miss this exceptional value – schedule your private showing today! *some exclusions
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Liz Wiggins (941-666-3964)
7096 TICONDEROGA ST, ENGLEWOOD, FL 34224
$364,400103 Days on yellowkey MLS ID: A4677003
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1759 Built: 2004 Tax: $6,216 (2025)Community: Port Charlotte Sec 084Single Family
Taxes:$6,216
Remarks: No HOA • Not in a flood zone • Double lot • 10 minutes to the beach • Metal roof • Quartz countertops Meticulously maintained move-in-ready home features: quartz countertops, Rain Bird Irrigation System, metal roof (2023), fresh interior paint. Accordion-style hurricane shutters protect all windows and the lanai. Major system upgrade included new well pump, new water pressure tank, new luxury vinyl flooring throughout. Established vegetable garden with well water irrigation . Ample land to expand the garden, plenty of room for an RV or boat, and a large lanai with a newly installed screen – perfect for year around outdoor living. Situated on a double lot, the home backs to forested land, offering total privacy and a quiet setting, with friendly neighbors and no HOA restrictions. Select furnishings may be available for purchase separately. Some items may convey at no additional cost.
Listing is courtesy of: FLATFEE.COM (954-965-3990)
Listing Agent: Cliff Glansen
306 E LANGSNER ST, ENGLEWOOD, FL 34223
$184,90060 Days on yellowkey MLS ID: A4683031
0 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 940 Built: 1969 Tax: $852 (2025)Community: Prospect Park Sub Of Blk 5Single Family
Taxes:$852
Remarks: Under contract-accepting backup offers. Welcome to 306 E Langsner Street, a charming Florida home nestled in the heart of Englewood! This beautifully updated residence offers the perfect blend of comfort and convenience, located just minutes from the Gulf beaches, local parks, and the vibrant historic Dearborn Street. NEW FLOORING THROUGHOUT!! Freshly painted, updated fixtures and kitchen with new appliances and new AC's. Each bedroom has its own mini split and the living room has one as well so everything has its own remote control temperature. Featuring a spacious layout with bright, open living areas, this home is ideal for both relaxation and entertaining. Whether you're enjoying morning coffee on the screened-in porch or hosting gatherings in the generously sized backyard, you'll feel right at home. With nearby shopping, dining, and top-rated schools, this property presents a fantastic opportunity for homeowners and investors alike. Don’t miss your chance to own a slice of paradise in one of Englewood’s most sought-after neighborhoods! Recently added closets now further justify the county taxing this property as a three bedroom home.
Listing Agent: Sean Seward, Pa (941-525-8083)
2490 10TH ST, ENGLEWOOD, FL 34224
$339,900263 Days on yellowkey MLS ID: D6143161
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1470 Built: 1982 Tax: $2,864 (2025)Community: Grove City TerraceSpa: NoSingle Family
Taxes:$2,864
Remarks: Under contract-accepting backup offers. JUST ONE BLOCK FROM THE COMMUNITY BOAT RAMP, THEN EASY ACCESS TO LEMON BAY AND THE GULF! NEW DIMENSIONAL SHINGLE ROOF ON HOUSE AND SHED IN 2023, NEW AC IN 2022, AND IMPACT WINDOWS IN 2017! No pesky deed restrictions or mandatory HOA fees! NOT IN A DESIGNATED FLOOD ZONE so your lender will not require you to have flood insurance. There was NO WATER damage here from either Hurricanes Helene or Milton. This very functional floor plan will surely meet your needs, with a combo living/dining area open through to the Family room. (currently used as a Formal dining area) The kitchen has plenty of cabinetry and countertops, and there's even room for a small dinette table, if you should so desire. Popular split plan has the Primary Bedroom on one side of the house, and the Guest Bedroom opposite. The Primary bedroom has a HUGE WALK IN CLOSET, ceiling fan, and sliding glass doors to the Lanai. The Primary Bath features a shower w/door. The Guest bedroom is good sized, and has a full length wall closet and ceiling fan, and the Guest Bedroom has a combo tub/shower. The tiled flooring laid on a diagonal throughout the house makes for easy maintenance. The two car garage houses the washer/dryer/utility tub. The screened lanai will be your favorite place to hang out, when the weather is cooler. Chain link fence surrounds the backyard and the SWIMMING POOL. Small garden shed for extra storage. FURNISHINGS NEGOTIABLE.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Kathy Damewood (941-321-7355)
780 S MCCALL RD, ENGLEWOOD, FL 34223
$1,350,00096 Days on yellowkey MLS ID: A4678097
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2511 Built: 1992 Tax: $16,167 (2025)Community: Tyler & Darling Add 01Spa: NoSingle Family
Taxes:$16,167
Remarks: HUUUUGGA PRICE REDUCTION !!! Experience true Florida coastal living in this stunning 2-story Key West–style elevated home, perfectly positioned on Lemon Bay with breathtaking open-water views. Built on concrete pilings and situated on an oversized lot, this waterfront retreat offers a private beach, private pier, and a resort-style pool—ideal for enjoying sunsets and the laid-back Englewood lifestyle. The home features a brand-new roof and is designed for convenience with the option to install a private elevator if desired. Adding exceptional value and flexibility is a detached 1-story bungalow with 1 bedroom and 1 bath, perfect for guests, extended family, or rental potential. A rare opportunity to own a unique waterfront compound with direct access on Lemon Bay and unparalleled views. There are 6 bungalows in front of the property that also are Bank Foreclosed- Together it used to be Englewood lighthouse resort. This would make a fantastic investment opportunity. 784 S. McCall Rd
Listing is courtesy of: WEST ISLANDS REALTY INC (239-872-4661)
Listing Agent: Bob Hagmann (239-872-4661)
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