Location: Englewood, Englewood
Do Not Show Listings
700 YALE ST, ENGLEWOOD, FL 34223
$474,00022 Days on yellowkey MLS ID: D6147391
Bed: 2 Bath: 3.0 Liv Area Sq Ft: 1426 Built: 1986 Tax: $4,369 (2025)Community: Englewood OfSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,369
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to “The Treehouse” — a one-of-a-kind Old Englewood retreat nestled among lush native Florida foliage just moments from Lemon Bay. Elevated second-floor living creates a peaceful sanctuary where every window view feels like an escape to the tropics of Belize or a secluded mountain hideaway. Lovingly maintained as a seasonal retreat for the past five years, this inviting home blends nature, comfort, and character in a way few Florida homes can. Wander the winding garden paths beneath a canopy of mature native landscaping designed not only for beauty, but for natural shade and protection. Discover an incredible variety of plants, including three species of bamboo that create their own soothing melody in the coastal breeze. Inside, the home welcomes you with soaring ceilings, warm details, and beautiful Southern Yellow Pine wood flooring throughout the living spaces, complemented by tile flooring in the bathrooms. Fresh interior paint enhances the light and airy feel of the home. The kitchen is perfectly designed for cooking and entertaining, offering an ideal layout for the classic “triangle dance” between stove, sink, and refrigerator. A charming wood-burning fireplace adds additional character and cozy potential. The flexible floor plan features two en-suite bedrooms plus the possibility of a third bedroom, office, or creative space to suit your lifestyle. Thoughtful upgrades include Rejuvenation ceiling fans with remote controls in the bedrooms and a water filtration system supplying purified drinking water and ice. One of the home’s most treasured spaces is the expansive south-facing screened porch — the perfect place for morning coffee, outdoor dining, relaxing with a book, or simply enjoying the surrounding tropical greenery. The fully screened outdoor living area with porcelain tile flooring extends your living space year-round. Located just one block from Lemon Bay, you can easily stroll your kayak to the water’s edge and enjoy days filled with dolphins, fishing, birdlife, and unforgettable sunsets. Situated in highly desirable Old Englewood, the home is also only three blocks from vibrant Dearborn Street with its charming shops, restaurants, farmers market, and community events. For those who love nature, privacy, character, and homes with soul, “The Treehouse” offers a rare opportunity to experience Florida living unlike the ordinary. COME experience it for yourself — your sunshine sanctuary awaits! Seller is a LICENSED REAL ESTATE SALES PERSON IN FLORIDA AND A LICENSED REAL ESTATE ASSOCIATE BROKER IN NY STACEY M FRAZIER, ABR, CNE
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Stacey Frazier (941-221-2021)
351 OAK ST, ENGLEWOOD, FL 34223
$564,90050 Days on yellowkey MLS ID: D6146962
REDUCED by $15,000 (2.6%) on 05/28/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2257 Built: 1952 Tax: $6,849 (2025)Community: Englewood OfSingle Family
Taxes:$6,849
Remarks: Tucked away on a quiet street and set on over half an acre, this one-of-a-kind property offers the perfect blend of privacy, charm, and versatility. Enjoy peaceful canal views from the inviting front porch—an ideal spot to soak in breathtaking sunsets or savor quiet mornings filled with birdwatching. The main home features 2 bedrooms and 2 bathrooms, beautifully updated with new high-end appliances and elegant ceramic tile flooring throughout, offering both style and durability. The thoughtful layout, serene setting, and generous outdoor space create a true sense of home. Adding to the property’s appeal is a detached 1-bedroom, 1-bathroom tiny home perfect for guests, extended family, or a private retreat—with its own water and electric meters for complete independence. The property also includes a one-car garage, a covered two-car carport, and a garden shed, providing ample storage and functionality. Offered turnkey, this home comes fully furnished and ready to enjoy or rent from day one—featuring all furniture, fully stocked kitchen(s), bedding, towels, bikes, kayaks, and more! Beyond its charm as a primary residence, this property has a proven track record as a successful rental, making it an excellent opportunity for those looking to generate income or offset ownership costs. With separate electric meters, tenants can cover their own electricity, keeping expenses simple and predictable. Whether you're searching for a peaceful place to call home or a property with built-in income potential, this unique Southwest Florida gem offers the best of both worlds.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-208-5246)
Listing Agent: Kathi Obendorfer, Pa (941-445-3775)
900 STEWART ST, ENGLEWOOD, FL 34223
$325,00024 Days on yellowkey MLS ID: D6147310
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1063 Built: 1971 Tax: $3,723 (2025)Community: Englewood Homeacres Lemon BaySingle Family
Taxes:$3,723
Elementary School: Englewood Elementary
High School: Lemon Bay High
Middle School: L.A. Ainger Middle
Remarks: Welcome to 900 Stewart St. where timeless Florida charm meets modern comfort in the heart of Old Englewood. Nestled on an oversized .41-acre lot just one block from Lemon Bay, this beautifully renovated 3-bedroom, 2-bath home offers the perfect blend of character, space, and location. Step inside to discover classic terrazzo floors flowing through the main living areas, bringing both durability and vintage appeal. The home is light, bright, and thoughtfully updated with granite countertops in the kitchen, creating a fresh and functional space for everyday living or entertaining. Enhanced with impact windows and a new impact-rated front door, this home offers added peace of mind along with energy efficiency. Offered turnkey furnished, this property is truly move-in ready. This Property is ideal as a full-time residence, seasonal retreat, or investment opportunity. The converted garage adds even more versatility, featuring elegant marble flooring—perfect for an active outdoor lifestyle, hobby space, fitness area, or additional living quarters. With a newer air conditioning system and added insulation, comfort and efficiency are already in place. Outside, the expansive yard provides endless potential to create your dream outdoor oasis; whether you envision a pool, garden, or entertaining space. A storage shed adds convenience for tools, beach gear, or recreational equipment. Location is everything, and this home delivers: Just ~0.5 miles to Lemon Bay Park for scenic walking trails, kayaking, and nature views Approximately 1.5 miles to Indian Mound Park featuring boat ramps and waterfront access Only about 2 miles to historic Dearborn Street, known for its charming shops, dining, farmers markets, and local events Roughly 3–4 miles to the sandy shores of Englewood Beach, where you can enjoy Gulf sunsets and coastal living at its best This spacious, well-lit home offers plenty of room to make it your own while embracing the relaxed, coastal lifestyle that defines Old Englewood.
Listing Agent: Erin Morey (815-742-3005)
788 HARMONY LN, ENGLEWOOD, FL 34223
$360,00022 Days on yellowkey MLS ID: D6147356
REDUCED by $10,000 (2.7%) on 05/28/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 625 Built: 2018 Tax: $2,467 (2025)Community: Englewood OfSingle Family
Taxes:$2,467
Remarks: Spacious 3/4 Acre Property with a 2018 Built Home Near Manasota Key Beaches and the Charm of Dearborn Street! This is the perfect opportunity for those looking for a smaller 1 bedroom, 1 bathroom, 1 car garage home with ample space to build an estate size home, add a pool, or create the ideal setup for your RV, boats, and extra vehicles. The long circular driveway allows for easy in and out access with plenty of parking, while mature landscaping adds privacy from the street and neighboring properties. A large screened front lanai creates a welcoming outdoor space to relax. Inside, the home offers a modern style with stained concrete flooring throughout and a thoughtfully designed layout that makes the most of the space. The great room combines the kitchen and living areas with bright finishes and an open feel. The kitchen features wood soft close cabinetry, quartz countertops, a stainless steel farmhouse sink, raised breakfast bar, and an exterior access door for added convenience. The bedroom includes a walk-in closet and sliding glass doors leading to the rear lanai, while the bathroom offers a fully tiled walk-in shower and single vanity with quartz countertops. A dedicated laundry area with a utility sink is conveniently located in the garage.The spacious rear lanai is the perfect setting to unwind at the end of the day or gather with friends and family, while the backyard firepit adds warmth and ambiance to the outdoor space. A 10x12 storage shed provides additional room for tools and equipment. Additional highlights include a concrete pad with tie downs ideal for a boat or RV, a newer HVAC system with a transferable 10 year parts and labor warranty, hurricane impact windows, gutters around the home, and the property is being sold furnished so you can move right in and start enjoying it immediately. Located with easy access to Historic Dearborn Street, Manasota Key beaches, shopping, dining, and medical services, Englewood Beach is only about five miles away, making 788 Harmony Lane an ideal property for enjoying the best of the Englewood lifestyle while still offering room to grow.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Carla Stiver, Pa (941-270-1460)
512 BOXWOOD LN, ENGLEWOOD, FL 34223
$399,0009 Days on yellowkey MLS ID: A4694434
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1660 Built: 1989Monthly Fee: $10 Tax: $3,300 (2025)Community: Englewood Isles SubSingle Family
Taxes:$3,300
Remarks: Located in the desirable waterfront community of Englewood Isles, this beautifully updated coastal home offers a spacious split-floorplan designed for both privacy and comfortable Florida living. Featuring a durable metal roof, updated vinyl flooring, fresh exterior paint, and an updated primary bathroom, this home blends comfort and functionality with relaxed Florida charm. The open-concept living and kitchen areas feature vaulted ceilings and flexible gathering spaces ideal for entertaining or everyday living. The spacious primary suite is privately situated on one side of the home and can be closed off with a pocket door for added privacy. The guest bedroom and full guest bath are located on the opposite side of the home, creating a comfortable and private layout for guests. The enclosed Florida room with hurricane-impact windows provides valuable year-round living space and is fully climate-controlled with AC, heat, and dehumidification capability. This versatile bonus space functions beautifully as a home office, hobby room, sitting area, or flex space. Additional highlights include an oversized garage, indoor laundry, mature landscaping, and a low-maintenance turf backyard for easy Florida living. Conveniently located near beaches, boating, shopping, dining, golf, and downtown Englewood, this home offers both convenience and coastal charm. Please note: property is subject to special sale conditions and sale terms may be subject to lender or court requirements.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Michele Rose (941-356-5501)
425 YALE ST, ENGLEWOOD, FL 34223
$455,000230 Days on yellowkey MLS ID: D6144141
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1067 Built: 1953 Tax: $2,626 (2024)Community: Englewood OfSingle Family
Taxes:$2,626
Tax Year: 2024
Remarks: UNIQUE PROPERTY WITH SPECIALTY ZONING! THIS HOME IS LOCATED IN THE RESIDENTIAL COMMERCIAL TRANSITION OVERLAY DISTRICT ) VINTAGE CHARM & EASY INCOME! Lovingly updated, New Roof, Kitchen, Appliances, Flooring, Custom Shiplap Ceilings and Walls. LIGHT-BRIGHT-AIRY These sellers want to offer a savvy buyer the same unique opportunity to purchase BOTH (425 YALE ST. & 415 YALE ST.- PRICED SEPARATELY) to take advantage of this unique location and zoning use. This specialized zoning creates unique mixed-use opportunities for this location! *RCTOD provisions govern over the Unified Development Code. Bed & Breakfast, Galleries, Working Studios, and Offices are some of the many utilizations allowed here. Each home offers something a little different, hence the combination of the two properties secures the utmost creative usage. These properties are located in the Old Englewood Village neighborhood, just blocks from the Dearborn Street Downtown Business District with a wonderful selection of Specialty Stores, Inside / Outside Dining Options, Live Music Venues, Monthly Car Shows, Seasonal Farmers Market, Elsie Quirk Library, and Lemon Bay Playhouse are just some of the anchors for this lively and quaint downtown area. There are three Sarasota County Parks within a mile. LEMON BAY PARK & ENVIRONMENTAL CENTER offering hiking trails, birdwatching, fishing, grills, shelter, kayak & canoe launch. CHEROKEE STREET PARK offers transient docking, fishing pier, grills and shelter. INDIAN MOUND PARK offering picnic sites, grills, shelter, fishing and a PUBLIC BOAT RAMP that gives direct access to LEMON BAY and out to the GULF OF MEXICO. Revisualization and creating a "sense of place" in this downtown area of Old Englewood is offered here! New projects in the area are sure to transform and enhance this neighborhood's bright future! BE PART OF THE UPWARD TREND. No current leases hindering the use and potential for these properties. FLOOD ZONE X. Seller can close quickly which allows you to OPEN THIS UP NOW FOR IMMEDIATE INCOME AND SEASONAL RENTAL! CALL NOW!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-473-7750)
Listing Agent: Judy Canero, Llc (941-915-4377)
415 YALE ST, ENGLEWOOD, FL 34223
$485,000230 Days on yellowkey MLS ID: D6144101
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 900 Built: 1953 Tax: $2,858 (2024)Community: Englewood OfSingle Family
Taxes:$2,858
Remarks: UNIQUE PROPERTIES WITH SPECIALTY ZONING! THESE HOMES ARE LOCATED IN THE RESIDENTIAL COMMERCIAL TRANSITION OVERLAY DISTRICT. This specialized zoning in Old Englewood Village area, creates unique mixed-use opportunities for this desirable location and homes with vintage charm! RCTOD provisions govern over the Unified SRQ Development Code. - Galleries, Bed & Breakfast, Working Studios, and Offices are some of the many utilizations allowed here. Each property offers something a little different, hence the sellers are offering these side-by-side properties at the same time. (415 & 425 Yale St. - Priced separately) The savvy investor will grab both!! Purchasing both properties secures the utmost creative usage and investment. Complete interior remodel, including all new flooring, cabinets and countertops, full bath update, all new appliances AND new roofs in 2022. ELECTRICAL PANEL UPDATED IN 2022. HUGE DETACHED GARAGE OFFERS NEW LIGHTING - NEW ELECTRICAL PANEL - WINDOW AC AND EPOXY FLOOR. These properties are located in the Old Englewood Village neighborhood, just blocks from the Dearborn Street Downtown Business District with a wonderful selection of Specialty Stores, Inside and Outside Dining, Live Music Venues, Monthly Car Shows, Seasonal Weekly Farmers Market, Elsie Quirk Library, and Lemon Bay Playhouse are some of the anchors for this lively and quaint downtown area. There are three Sarasota County Parks within a mile. LEMON BAY PARK & ENVIRONMENTAL CENTER offering hiking trails, butterfly gardens, birdwatching, fishing and a kayak & Canoe launch. CHEROKEE STREET PARK offering transient docking, fishing pier, grills and shelter. INDIAN MOUND PARK offers picnic sites, grills, shelter, fishing, and a PUBLIC BOAT RAMP giving direct access to LEMON BAY and out to the GULF OF MEXICO. Under a 10-minute drive to Englewood and Manasota Key beaches. Revisualization and creating a "sense of place" in the downtown area of Old Englewood is offered here! New projects in the area are sure to transform and enhance the bright future of this neighborhood. Be part of the upward trend and budding opportunities! No current leases hindering the use and potential of these properties with a quick close. OPEN THIS UP NOW FOR IMMEDIATE INCOME AND SEASONAL RENTAL OPPORTUNITY.
157 ENGLEWOOD ISLES PKWY, ENGLEWOOD, FL 34223
$629,00096 Days on yellowkey MLS ID: D6146260
0 Days Off yellowkey (back on 5/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2152 Built: 1991Monthly Fee: $11 Tax: $3,964 (2025)Community: Englewood Isles SubSpa: YesSingle Family
Taxes:$3,964
Remarks: Under contract-accepting backup offers. Welcome to this stunning turnkey furnished waterfront pool home located in the desirable Englewood Isles. This 3-bedroom, 2-bathroom residence offers a perfect blend of comfort and luxury with quick access to Lemon Bay and the Gulf, making it a boater's paradise. Step outside to the large lanai, where you'll find a sparkling pool with a spa, perfect for relaxing while enjoying breathtaking water views. The home features a composite dock, ideal for docking your boat, and a convenient outdoor shower. Inside, the split bedroom floor plan provides privacy and convenience, while the spacious master suite boasts dual closets and sliders leading directly to the lanai. The master bath includes a walk-in tile shower and dual sinks. The open kitchen is a chef’s dream, with a breakfast nook, closet pantry, and plenty of counter space for meal prep. The light-filled living areas feature pocket sliders that seamlessly connect the indoors to the outdoor living space. The third bedroom is generously sized, with its own set of sliders to the pool area, making it an ideal Florida room or guest retreat. Additional features include an inside laundry room, a screened front entry, and hurricane shutters for peace of mind. The 2022 roof ensures years of worry-free living. This home is just minutes from pristine beaches, fantastic restaurants, world-class fishing, golfing, and shopping. Don’t miss the opportunity to own this exceptional waterfront property!
Listing Agent: Becky Cole (941-525-8311)
4 WINDSOR DR, ENGLEWOOD, FL 34223
$599,000512 Days on yellowkey MLS ID: N6135900
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1782 Built: 1972Monthly Fee: $10 Tax: $6,020 (2024)Community: Englewood Isles SubSingle Family
Taxes:$6,020
Remarks: The seller will remit a check to you at closing to install your new Boat Lift. This Florida Intracoastal Water Way / Gulf Access home is NOT in a flood zone and does NOT require flood insurance!! Just 30 minutes and no fixed bridges to the glorious Gulf--and NO flood insurance required. How sweet is that? Immediately move into this beautifully furnished home turnkey. There are custom window and patio door treatments, upgraded Berber carpet in bedrooms and Florida room; plus wireless remote controlled multi-function ceiling fans and lights. Spend a leisurely morning in your lovely Florida room overlooking the water where manatees and dolphins play. Some of the best fishing and crabbing is right in your back yard. The interior was completely remodeled in 2018 and 2022 and though to 2025, and is open, light and bright. Thoughtful perks include a central vacuum with a set of hoses for the garage and a separate set for the house to make your life easier. The den could be used as a third bedroom, and the split plan allows maximum peace and privacy. The updated kitchen features stainless Granite counter tops, and the spacious waterfront Florida room is marvelous for entertaining. There is even a protected private marina just for residents. Fancy a picnic at the beach. North Beach is just 9 little minutes from home on land! Prefer waterfront dining? The area's best is minutes from your house. Dearborn Street with shops, dining, galleries, hot rods and the Best Farmer's Market in the county is less than 10 minutes away. Englewood Isles has been Englewood's best address for over half a century, with peaceful tree lined streets and generous lots. Why settle for an anonymous beige box on a postage stamp lot? Your new home in Englewood Isles awaits!
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-923-5835)
Listing Agent: Amy Hibberd (941-228-6900)
84 CAYMAN ISLES BLVD, ENGLEWOOD, FL 34223
$649,00018 Days on yellowkey MLS ID: D6147428
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2083 Built: 1989Monthly Fee: $423 Tax: $3,443 (2025)Community: Englewood Golf CourseSpa: NoSingle Family
Taxes:$3,443
Remarks: Experience refined Florida living at 84 Cayman Isles Blvd, located within the highly desirable gated golf community of Boca Royale in Englewood. This beautifully maintained 2-bedroom, 2.5-bath pool home combines timeless architecture, spacious interior living, and a private tropical outdoor setting, all situated in an X flood zone. From the moment you arrive, the home makes a striking impression with its circular driveway, mature tropical landscaping, tile roof, and elegant architectural details. Inside, a welcoming foyer opens to an expansive living area featuring soaring ceilings, crown molding, decorative columns, recessed lighting, and large sliding glass doors that fill the home with natural light while creating a seamless connection to the outdoor living space. The spacious kitchen is designed for both functionality and entertaining, offering extensive wood cabinetry, solid surface countertops, a center island, stainless steel appliances and a bright breakfast nook with peaceful garden views. Multiple living and dining spaces provide flexibility for everyday living or hosting guests. The generously sized primary suite features high ceilings, large windows, private access to the lanai, and an en-suite bathroom with dual vanities, a walk-in shower and abundant storage. The guest bedroom also includes its own en-suite bath, providing comfort and privacy for visitors. Step outside to your oversized screened lanai and pool area, where covered seating areas, ceiling fans, and lush tropical landscaping create a private retreat ideal for relaxing or entertaining year-round. The expansive outdoor living space offers the true Florida lifestyle with plenty of room for dining, lounging, and enjoying the peaceful surroundings. Additional highlights include a spacious laundry room, oversized garage, ample storage throughout, and meticulously maintained landscaping that enhances the home’s curb appeal and privacy. Boca Royale offers a beautifully maintained golf course community setting with convenient access to Englewood’s beaches, boating, dining, shopping, and outdoor recreation. This exceptional property presents an opportunity to enjoy comfortable, elegant living in one of the area’s most sought-after communities.
Listing Agent: Ryan Hesse (941-716-4448)
10270 CASTANET AVE, ENGLEWOOD, FL 34224
$475,0009 Days on yellowkey MLS ID: C7526356
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2021 Built: 2023 Tax: $5,674 (2025)Community: Englewood EastSingle Family
Taxes:$5,674
Remarks: TURNKEY LUXURY IN ENGLEWOOD EAST: Move right into this beautifully designed 2023 custom home offering upscale finishes, modern design, and true turnkey convenience. Located in the quiet community of Englewood East, this property combines luxury and comfort just minutes from Gulf beaches, boating, dining, and shopping. From the spacious open layout to the private office and spa-inspired primary suite, every detail was thoughtfully designed for effortless Florida living. Situated in Flood Zone X, no flood insurance is required. This is a rare opportunity to own a like-new turnkey home in one of Southwest Florida’s most desirable coastal locations. PROPERTY FEATURES • Built in 2023 • Turnkey furnished • 3 bedrooms • 2 full bathrooms + 1 half bathroom • Dedicated office/den • Oversized 2-car attached garage • Flood Zone X INTERIOR HIGHLIGHTS • Open-concept floor plan with spacious living and dining areas • Tile flooring throughout • Gourmet kitchen with cooktop, wall oven, microwave, refrigerator, and dishwasher • Large island and modern finishes • Impact-resistant windows for added protection and energy efficiency PRIMARY SUITE • Tray ceiling • Two walk-in closets • Private lanai access • Soaking tub • Walk-in rainfall shower • Dual vanities LOCATION & LIFESTYLE • Minutes to Englewood Beach and Manasota Key • Convenient access to shopping and dining • Close to boating, golf courses, biking trails, and kayak launches • Easy drive to Venice and surrounding Gulf Coast destinations Schedule your private showing and experience luxury coastal living in Englewood East.
Listing is courtesy of: KW PEACE RIVER PARTNERS (941-875-9060)
Listing Agent: Nicholas Greth (484-256-6444)
770 BUCKSKIN CT, ENGLEWOOD, FL 34223
$2,499,99962 Days on yellowkey MLS ID: A4687845
REDUCED by $300,000 (10.7%) on 05/06/2026
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)
17 N CAYMAN ISLES BLVD, ENGLEWOOD, FL 34223
$699,00078 Days on yellowkey MLS ID: N6143349
0 Days Off yellowkey (back on 5/21/2026)
REDUCED by $26,000 (3.6%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2557 Built: 2002Monthly Fee: $414 Tax: $6,305 (2025)Community: Boca RoyaleSpa: YesSingle Family
Taxes:$6,305
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Tucked within the sought after community of Boca Royale Golf and Country Club, this thoughtfully designed residence offers a refined blend of comfort, privacy, and Florida lifestyle living. Surrounded by mature landscaping and overlooking a peaceful pond, the setting creates a sense of calm the moment you arrive. Built by Thompson and offering over 2,500 square feet of living space, this three bedroom, two bathroom home features a well designed split floor plan that balances open gathering spaces with quiet retreats. Large windows and hurricane rated sliders invite natural light inside while framing tranquil water and garden views. At the center of the home, the updated kitchen combines both function and style. Soft close cabinetry, granite countertops, and a gas cooktop create an inviting space for everyday cooking or hosting friends and family. The layout flows easily into the main living and dining areas, allowing conversation and connection to continue throughout the home. Outdoor living is equally appealing. Step outside to the pool and spa area where you can unwind while enjoying the pond view and lush surroundings. A private garden courtyard offers an additional outdoor retreat perfect for morning coffee, quiet reading, or container gardening. The primary suite provides a peaceful place to recharge, while the split bedroom layout allows guests or additional household members to enjoy their own private space. A whole house generator offers added peace of mind. Located within Boca Royale, residents enjoy a gated community known for its beautifully maintained grounds and golf course lifestyle. Nearby beaches, marinas, dining, and shopping in Englewood and Venice add to the appeal of this exceptional location. This home offers the space, setting, and features that make everyday living feel both comfortable and elevated. Reach out to schedule your showing today!
Listing Agent: Stephanie Ham (941-661-1462)
324 OAKWOOD CIR, ENGLEWOOD, FL 34223
$899,00034 Days on yellowkey MLS ID: D6147206
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2240 Built: 1998 Tax: $4,358 (2025)Community: Englewood Isles SubSingle Family
Taxes:$4,358
Remarks: Under contract-accepting backup offers. Welcome to your slice of Florida paradise in the highly desirable Englewood Isles community. This beautifully maintained Gulf-access home offers the perfect blend of coastal charm, comfort, and boating convenience, with quick access to open water. Nestled along a peaceful, street, the home features a bright and open floor plan with expansive canal views that greet you as soon as you walk in. Large sliding glass doors fill the living space with natural light and create a seamless connection to the outdoor lanai, perfect for enjoying Florida’s year-round sunshine. The beautiful kitchen is designed for both everyday living and entertaining, complete with granite countertops, stainless steel appliances, ample cabinetry. The primary suite serves as a private retreat with tranquil water views, dual walk-in closets, and an updated ensuite bath featuring dual vanities, walk-in shower and soaking tub. Outside, you’ll find a screened lanai overlooking the wide canal, along with your own private dock and boat lift, making it easy to spend your days exploring the Gulf or enjoying sunset cruises right from your backyard. Additional features include a split-bedroom layout for added privacy, bathrooms w tile flooring, a three-car garage with extra storage, and mature tropical landscaping. With low annual HOA fees, this home offers privacy without sacrificing community appeal. Conveniently located just minutes from pristine Gulf beaches, local dining, golf courses, and shopping, this property is ideal as a full-time residence or seasonal escape. Experience the best of waterfront living and schedule your private showing today.
Listing Agent: Alex Bowermaster (513-275-2396)
6 PINE RIDGE WAY, ENGLEWOOD, FL 34223
$399,00057 Days on yellowkey MLS ID: N6143740
REDUCED by $26,000 (6.1%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 1973Monthly Fee: $10 Tax: $3,821 (2025)Community: Englewood Isles SubSpa: NoSingle Family
Taxes:$3,821
Remarks: Welcome to the desirable boating community of Englewood Isles. Open the door to find a bright open living room with a triple pocket slider to the lanai and pool area. The SPLIT FLOORPLAN insures privacy for you when having guests. Both of the guest bedrooms are generous in size and the guest bath features updated vanity and tile enclosed tub/shower combination. The Primary bedroom on the opposite side of the home is also large and features ensuite bathroom with updated double sink vanity, updated tile enclosed walk in shower and a tray ceiling with crown molding. There's also a door to the garage making it handy for you messy lawn person to clean up without going through the house. The dining area in the front of the house has large windows and updated lighting fixture. The living room also has an updated ceiling fan and is light and bright. The handy INSIDE LAUNDRY room has a storage cabinet and also has a door to the 2 car garage that has an impact rated garage door. The EAT-IN kitchen has been updated with quartz countertops, soft close doors and drawers, tray ceiling with crown moldings and a slider to the pool area. Beyond the kitchen you'll find a cozy family room with lots of windows making it light and cheery. The decorative chair rail and crown molding adds to the charm of this room. This home has all impact windows with the exception of the bathroom and 2 slider doors. It has also been re-piped overhead. Outside you'll find a nice covered patio with ceiling fan and a separate uncovered patio for catching some sun rays or great for BBQ's. Relax and cool off in your kidney shaped pool with screen enclosure and mature landscaping. All this and situated in desirable Englewood Isles less than 3 miles to Manasota beach and features a private marina on Forked Creek with no bridges to the Intracoastal waterway. Docks are individually owned and have water & electric. Dock owners and renters must be residents of Englewood Isles.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Katy Dilmore (941-270-0627)
950 ELWOOD AVE, ENGLEWOOD, FL 34223
$615,000143 Days on yellowkey MLS ID: A4676486
0 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2107 Built: 2002 Tax: $6,797 (2025)Community: Englewood Homeacres 1St AddSpa: NoSingle Family
Taxes:$6,797
Remarks: Under contract-accepting backup offers. Sellers are motivated!! "Rare Find: Country Living Minutes from Conveniences – Pool & Double Lot (.57) - Zero Restrictions." "Escape the City & HOA Rules: Bring Your Boat/RV/Motorcoach plenty of room!!! "Picture yourself sipping coffee by the pool, listening to nature, not neighborhood rules. Enjoy a tranquil setting right in your backyard. The home's open, split-bedroom floor plan is enhanced by high ceilings and an extended, covered lanai with a pool, perfect for entertaining or relaxing in privacy. Multiple French doors provide seamless access to the lanai from the living room, family room, and Main Bedroom, inviting the outdoors in. The spacious kitchen is equipped ample cabinets, granite countertops, a breakfast bar, pantry, and an eat-in area, ideal for both casual and formal gatherings. The Family room and Bonus room spaces welcome you at the entry. The Main suite is generously sized, featuring dual walk-in closets, dual vanities, a garden tub, a separate walk-in shower, and direct lanai and pool access. Two additional guest bedrooms provide flexibility for family or visitors. This property offers the tranquility and space you've been dreaming of!! "Screen enclosed pool," and "plenty of deck space to entertain". DOWNTOWN DEARBOURN??? just 1 mile away!!! BEACHES??? ... CLOSEST BEACHES: Englewood Beach (Chadwick Park), just a short drive away, and the beaches on Manasota Key (Manasota Key Beach, Blind Pass Beach), offering beautiful white sand, shelling, and sunset views with amenities like parking and restrooms. AVID BOATER??? Lemon Bay & Boca Grande: This location provides excellent access to both the bay and the Gulf for fishing and exploring. A MUST SEE!! Never Flooded!!
Listing is courtesy of: PALM PARADISE REALTY GROUP (239-955-7256)
Listing Agent: Debbie Henninger (410-982-3476)
316 S MANGO ST, ENGLEWOOD, FL 34223
$565,00018 Days on yellowkey MLS ID: D6147418
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2372 Built: 1956 Tax: $3,003 (2025)Community: Palm Grove In EnglewoodSingle Family
Taxes:$3,003
Remarks: Wake up to sweeping Bay views from the primary suite and step out to a pool deck that takes full advantage of them. This sprawling single-story sits on a generous lot with direct sightlines to the water, palm-lined grounds, and a fully screened lanai built around a free-form pool and spa, the kind of backyard you plan your day around. Inside the main home you'll find an open layout with fresh flooring throughout, a renovated kitchen with granite counters and a center island, a spacious living room that opens to the pool through wall-to-wall sliders, and a primary bedroom positioned to soak in the Bay views the moment you open your eyes. The standout feature is the attached in-law suite, a true second residence under the same roof. It has its own private entrance, full kitchen with granite and updated cabinetry, two bedrooms, two full baths, a dedicated living room, and its own screened porch overlooking the water. Perfect for multi-generational living, long-term guests, or rental income, without sacrificing privacy on either side. Add in the circular driveway, mature tropical landscaping, over size garage, and an unbeatable waterfront setting, and this one checks every box.
Listing is courtesy of: LASBURY-TRACY REALTY INC. (941-474-5585)
Listing Agent: Austin Tracy (941-387-4259)
1819 CHADWICK RD, ENGLEWOOD, FL 34223
$3,850,000197 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. Please note: Recent improvements include a newly added panoramic-screen lanai enclosure designed to enhance the property’s exceptional water views and outdoor living experience.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Bill Cantrell (941-586-8301)
1930 BAYSHORE DR, ENGLEWOOD, FL 34223
$3,100,000243 Days on yellowkey MLS ID: A4666723
REDUCED by $190,000 (5.8%) on 05/07/2026
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 conforming, and may not be replaced by insurance if damaged (Buyers to verify with their insurance agent) 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)
698 & West Perry W PERRY ST, ENGLEWOOD, FL 34223
$325,000431 Days on yellowkey MLS ID: D6141443
REDUCED by $50,000 (13.3%) on 05/18/2026
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 1961 Tax: $1,404 (2024)Community: Englewood OfSingle Family
Taxes:$1,404
Remarks: Rare Opportunity in the Heart of Old Englewood! Located just moments from Dearborn Street, this 5-bedroom, 2-bathroom hurricane-distressed home offers an exceptional opportunity for restoration or new construction. The concrete block lower level has been gutted, providing a blank canvas for renovation, while the upper level remains intact, featuring 2 bedrooms and 2 bathrooms that did not sustain water intrusion. With a 2-car garage and ample space, the possibilities are endless! This property also comes with an ADDITIONAL ADJOINING PARCEL, creating even more potential for expansion, privacy, or future development, making this a truly unique opportunity. Whether you choose to restore the existing home or build an elevated dream home, you'll enjoy breathtaking views of the canal and Lemon Bay, the perfect setting for sunset watching. The prime location is unmatched—just minutes from vibrant shops, restaurants, and stunning Gulf beaches. Don’t miss your chance to create your ideal private retreat or investment property in one of Englewood’s most desirable neighborhoods!
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