Location: Englewood, 34223
Do Not Show Listings
521 ARTISTS AVE, ENGLEWOOD, FL 34223
$288,00021 Days on yellowkey MLS ID: D6147866
REDUCED by $20,000 (6.5%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1348 Built: 1989 Tax: $1,615 (2025)Community: Englewood ViewSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,615
Elementary School: Englewood Elementary
High School: Lemon Bay High
Tax Year: 2025
Middle School: L.A. Ainger Middle
Remarks: Old Florida living near downtown Dearborn Street! This 3-bedroom, 2-bath home is conveniently located near downtown Dearborn Street and the charming Artists Acres community. Enjoy biking or walking to parks, restaurants, shops, galleries, and local events while experiencing the character and convenience that make this area so special. Embrace the relaxed coastal lifestyle in one of Englewood's most desirable locations.
Listing is courtesy of: PARADISE EXCLUSIVE REAL ESTATE (941-698-0303)
Listing Agent: Brittany Essig (941-626-0632)
1795 ELINOR PL, ENGLEWOOD, FL 34223
$350,0004 Days on yellowkey MLS ID: C7528205
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1371 Built: 1974 Tax: $5,086 (2025)Community: Clintwood AcresSpa: NoSingle Family
Taxes:$5,086
Elementary School: None
High School: None
Middle School: None
Remarks: TURNKEY READY! Welcome to this beautifully updated 2-bedroom, 2-bathroom pool home with a 2-car garage, offering the perfect blend of modern style, comfort, and the quintessential Florida lifestyle. Thoughtfully designed with a desirable split-bedroom floor plan, this home provides privacy for residents and guests while maintaining an open, inviting layout ideal for both everyday living and entertaining. At the heart of the home is the updated kitchen, featuring contemporary finishes, a suite of stainless-steel appliances, under-cabinet hidden outlets for a clean, streamlined look, and a custom wine display that adds a distinctive designer touch. Overlooking both the dining area and living room, the kitchen seamlessly connects the main living spaces, making it perfect for entertaining and everyday living alike. The spacious living area flows effortlessly through sliding glass doors to the screened lanai and sparkling saltwater pool, creating a seamless indoor-outdoor living experience. Designed for both relaxation and entertaining, the covered lanai features ceiling fans and wiring for an outdoor TV, making it the perfect place to host gatherings or unwind while enjoying Florida's beautiful weather. Overlooking the inviting saltwater pool, this exceptional outdoor living space is ideal for year-round enjoyment. The primary suite serves as a private retreat, featuring sliding glass doors that open directly to the pool lanai, allowing you to enjoy morning coffee poolside or convenient access to the outdoor living area. The suite also includes a beautifully updated en-suite bath with a Bluetooth exhaust fan and cedar-lined closet ceilings that add warmth, charm, and character. Situated on the opposite side of the home for maximum privacy, the guest suite offers a built-in closet and direct access to its own beautifully updated full bath. Thoughtfully designed to complement the primary bath, the guest bathroom features matching finishes and a similar modern aesthetic, creating a cohesive and upscale feel throughout the home. Adding to its versatility, the home is fully furnished and has been thoughtfully set up for Airbnb and short-term rental use, making it an excellent opportunity for those seeking a seasonal retreat, income-producing investment property, or a combination of both. Designed for peace of mind, this home features a new shingle roof (2024), new A/C system (2024), and water heater (2025). Additional improvements include impact-resistant windows, storm shutters, a hurricane-rated garage door, public water and sewer service, and a whole-home surge protector installed at the electrical panel. An attached two-car garage with laundry area and numerous thoughtful upgrades throughout further enhance the home's appeal. Ideally located just minutes from historic Dearborn Street, you'll enjoy convenient access to local boutiques, restaurants, cafés, farmers markets, and year-round community events. Englewood's beautiful Gulf beaches, boating, fishing, golf courses, parks, and recreational amenities are all just a short drive away. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this move-in-ready Florida pool home offers exceptional value in one of Englewood's most desirable locations. Don't miss your opportunity to make this exceptional property your own! **PLEASE ENJOY THE 3D INTERACTIVE VIRTUAL TOUR ASSOCIATED WITH THIS LISTING**
Listing is courtesy of: MARINA PARK REALTY LLC (941-205-0888)
Listing Agent: Liz Sienkowski (941-702-0474)
155 MAGNOLIA AVE, ENGLEWOOD, FL 34223
$289,0005 Days on yellowkey MLS ID: D6148023
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 837 Built: 1955 Tax: $2,725 (2025)Community: Plat/EnglewoodSpa: NoSingle Family
Taxes:$2,725
Remarks: Location, location, location! This beautifully updated corner-lot home offers views of Lemon Bay and the perfect blend of Old Florida charm and coastal living. New Roof (April 2026), Newer A/C, Newer Electrical Panel, Newer Hot Water Heater, and a Newer Storage Shed. Inside, you'll find tongue-and-groove wood ceilings throughout, an open-concept floor plan, an updated kitchen with granite countertops, newer lighting and ceiling fans, a separate dining room, and a utility/laundry room. The expansive covered and screened lanai seamlessly extends the living space, creating the ideal setting for entertaining or simply enjoying the coastal breezes. Set on a spacious corner lot, the property features two separate driveways providing access from both the front and rear—ideal for guests, extra vehicles, or recreational toys. The covered lanai can be converted back to a covered carport with ease. Situated just a short stroll from Indian Mound Park, you'll have convenient access to Lemon Bay and the Intracoastal Waterway for boating, fishing, kayaking, paddleboarding, walking, and waterfront picnics. Historic Dearborn Street is only three blocks away, offering boutique shopping, local restaurants, parks, live entertainment, and the popular weekly farmers market. Whether you're looking for a full-time residence, seasonal getaway, or investment property, this move-in-ready home combines modern updates, timeless coastal character, and an unbeatable location just moments from the water. With the extensive amount of upgrades, the "effective age" listed with the Sarasota County Appraiser is much newer than the actual age. This home is a great value with all that it offers. Rental History also available.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kim Kruysman (941-441-6628)
51 OAKWOOD DR N #51, ENGLEWOOD, FL 34223
$449,000484 Days on yellowkey MLS ID: N6137713
0 Days Off yellowkey (back on 7/10/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1600 Built: 1970Monthly Fee: $428 Tax: $3,413 (2024)Community: Englewood IslesSingle Family
Taxes:$3,413
Tax Year: 2024
Remarks: Buy your boat a home! Your deeded boat dock with pilings is only a few steps from your house on a 42-foot dedicated seawall ready for a lift. In the beautiful Englewood Isles boating community, this incredible, beautifully updated, free-standing, and maintenance-free home leaves no wishes behind. The oversized two-car garage has epoxy flooring, a spacious laundry area with lots of cabinets, a workbench, and plenty of room for two cars and all your toys. Over the past years, this house went through a total remodeling with so many updates and improvements which includes the kitchen and baths, beautiful tile flooring throughout, new light fixtures and ceiling fans, new interior and exterior paint, new water heater, a water filter system for the whole house, hurricane impact windows and glass sliding doors in the back of the house and thermal insulated windows in the front, added insulation and duct work in the attic, and more. Please ask for a detailed list of upgrades. Two bedrooms, two baths, a cozy dining room and a living room that extends to a beautiful sitting room with a bar area make this home a wonderful place to live and entertain. The beautiful kitchen with wood cabinets and granite countertops offers an addition that features a coffee bar and a built-in desk with lots of storage. Meet your friends at the community pool or take a short ride to Manasota Beach. All shopping, dining, golfing and more sandy beaches are at your fingertips. Make this incredible property your piece of paradise.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-412-3323)
Listing Agent: Elke Von Oertzen (941-441-7073)
713 TANGERINE WOODS BLVD, ENGLEWOOD, FL 34223
$227,00037 Days on yellowkey MLS ID: N6144617
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1983Monthly Fee: $226 Tax: $1,766 (2025)Community: Tangerine WoodsSpa: NoManufactured Home
Taxes:$1,766
Remarks: Turn-Key Furnished 2 Bedroom, 2 Bath Home with Stunning Florida Room & Resort-Style Amenities This beautifully maintained 2 bedroom, 2 bath mobile home is being sold Turn-Key Furnished—just bring your personal items and start enjoying Florida living. All furnishings (most of them brand new), décor, kitchenware, and linens stay. Even the Golf Cart, TVs, TV mounts, and an 8 cu. ft. chest freezer are included. Step inside to an inviting open floor plan with Luxury Vinyl Plank flooring throughout, except in the second bedroom. The home features a brand-new Florida Room equipped with Hurricane-rated windows, tinted windows, and Hurricane Bahama Shutters, adding both beauty and peace of mind. Outdoor living is a highlight, with multiple spaces to relax and entertain: A spacious back patio, A screened side lanai, and an additional open lanai. Recent upgrades include Flooring, Washer & dryer (6 months old), Dishwasher (1 year old), Water Heater (1 year old), New dining room and kitchen fixtures, New living room ceiling fan, and New Living Room furniture. Located in the vibrant community of Tangerine Woods offering a clubhouse, pool, fitness center, shuffleboard, tennis, and pickleball, this home blends comfort, convenience, and an active lifestyle. Whether you're seeking a seasonal retreat or a full-time residence, this turn-key gem is ready for you to move right in and enjoy.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Kathleen Stansfield (941-786-6178)
50 MEREDITH DR #8, ENGLEWOOD, FL 34223
$849,900335 Days on yellowkey MLS ID: C7513234
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1810 Built: 2007 Tax: $12,096 (2024)Community: Palms/Manasota Key CondoCondo
Taxes:$12,096
Remarks: SPECIAL OFFER***SELLER WILL PAY 1 YEAR OF CONDO DUES FOR BUYER****Elite Gulf-Front Luxury at The Palms on Manasota Key-Experience the pinnacle of coastal living in The Palms—an exclusive, impeccably maintained, 12-residence enclave tucked away on the private south end of Manasota Key. This exceptional 3-bedroom, 3-bath condominium offers 1,811 square feet of refined living space with captivating Gulf views from your balcony, just steps from the pristine sand and shimmering waters. Enjoy breathtaking sunsets over the Gulf each evening, then take a quick stroll to the lively beachfront roundabout, where boutique shops and multiple dining options await. FULLY FURNISHED with tasteful, high-quality beach-inspired décor, this move-in-ready retreat showcases an airy open floor plan, diagonal tile flooring, modern lighting, and a well-appointed kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar. The spacious master suite offers two closets, while the spa-like bath includes dual sinks, a walk-in shower, and a separate garden tub. Additional highlights include a private lanai, inside laundry, 2022 AC, new impact windows (2023), plantation shutters, and generous storage—both in-unit and in a dedicated storage closet just steps from the elevator for your beach and vacation gear. Positioned on the FIRST elevated floor for quick access to the parking garage, heated pool, and beach—whether via the central elevator or a short flight of stairs—this residence delivers both convenience and elegance. The Palms offers under-building assigned parking, ample guest parking, an outdoor shower, a beachfront entertainment area, and the peace of mind of a strong, healthy association. Recent enhancements include a new roof in 2025 and a multimillion-dollar remodel, leaving the building in pristine, like-new condition. Whether you’re seeking an exclusive winter getaway, a year-round residence, or a flexible investment with weekly rentals allowed, this home delivers the best of luxury, location, and lifestyle. Live where the beach is your backyard and every day feels like a vacation on one of Southwest Florida’s most beautiful stretches of shoreline. Ask your agent for the QR code to view floorplans, virtual walkthroughs, videos, and more.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Traci Creighton (941-451-9419)
1390 BEACH RD #1, ENGLEWOOD, FL 34223
$539,00074 Days on yellowkey MLS ID: D6147253
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1340 Built: 1994Monthly Fee: $1,250 Tax: $8,206 (2025)Community: Mariner Village Ph 01 Bldg 02Condo
Taxes:$8,206
Remarks: Waterfront living at its finest in Sandpiper Key! This beautifully maintained 2-bedroom, 2-bath condo offers direct Lemon Bay frontage with breathtaking, unobstructed sunset views and daily sightings of dolphins, manatees, and coastal birds right from your private screened lanai. Pocket sliding glass doors seamlessly connect indoor and outdoor living, creating the perfect space to relax or entertain. The interior features a unique coastal touch with a custom, hand-crafted backsplash incorporating beach glass, shells, and shark teeth—paired with warm accent lighting for a one-of-a-kind design element. The spacious layout includes comfortable living areas, a well-appointed kitchen, in-unit laundry, and a primary suite with ample storage and private bath. Major updates provide peace of mind, including new A/C and heating system, new pool heater, and a community that was extensively updated in 2023 to meet current codes with strong, well-maintained escrow reserves—a huge advantage for buyers. This boutique waterfront community consists of just 3 buildings with only 4 units in building, offering privacy and a low-density feel. Each building features its own private heated pool, creating a more exclusive and relaxed environment. Located just 0.8 miles to Englewood Beach on Manasota Key, you’ll enjoy easy access to beaches, restaurants, and island lifestyle activities. This condo is offered turnkey furnished, making it ideal for full-time living, a seasonal retreat, or investment opportunity. Additional highlights include low HOA fees, elevator access, oversized attached garage plus carport, and extra storage. The small, well-maintained community offers a quiet, friendly atmosphere. Close to multiple beaches, dining, shopping, and Historic Dearborn Street—this is your opportunity to own a true Southwest Florida waterfront lifestyle.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-451-2025)
Listing Agent: Chad Goodwin (941-599-3972)
1480 GULF BLVD #202, ENGLEWOOD, FL 34223
$636,0005 Days on yellowkey MLS ID: A4698626
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1066 Built: 1981Monthly Fee: $1,092 Tax: $6,199 (2025)Community: Englewood Beach PlaceSpa: YesCondo
Taxes:$6,199
Elementary School: Vineland Elementary
Remarks: Beautifully furnished and remodeled, this 2-bedroom, 2-bath condominium at 1480 Gulf Boulevard Unit 202 offers 1,066 square feet of bright, move-in ready living on Manasota Key in Englewood Beach Place. This turnkey beachfront community condo delivers Gulf access, a heated pool and spa, HURRICANE IMPACT WINDOWS AND DOORS, and partial Gulf of Mexico views from two private balconies, all just steps from the sand. The one-of-a-kind open floor plan for this building is designed for comfortable everyday living and effortless entertaining. The updated kitchen features solid wood cabinetry, solid surface countertops, a kitchen island, and a large breakfast bar with seating for six, anchoring the home's central gathering space. Crown molding and ceramic tile flooring run throughout, adding a polished, cohesive finish to every room. An inside utility and laundry room adds everyday convenience that is genuinely hard to find in a beach condo at this size. The primary suite is a true retreat, featuring a spacious walk-in closet and direct access to a private balcony with partial Gulf views. The living room opens to its own separate balcony as well, giving you two distinct outdoor spaces to enjoy morning coffee, evening cocktails, or simply watching the Gulf change color at sunset. The second bedroom is comfortable and well-proportioned, ideal for guests, family, or a home office. Practical features add real value here. The unit includes an assigned carport space and additional storage, and the building is served by an elevator for easy, convenient access. Englewood Beach Place offers a heated community pool and spa, along with a community patio overlooking the beach, perfect for enjoying the Gulf sunsets this stretch of coastline is famous for. Residents also enjoy beach access and community boat ramp access, putting fishing, boating, and beach days within easy reach every single day. The location on Manasota Key is exceptional. Stump Pass Beach State Park and Englewood Beach are both close by, along with waterfront dining, boutique shopping, and the unhurried, natural charm that defines this barrier island. Venice, Wellen Park, Boca Grande, Sarasota, and Punta Gorda are all a short drive away, with convenient access to major airports for buyers traveling from out of town. Whether you are searching for a beachfront second home, a coastal investment property, or a vacation retreat on the Gulf, this Manasota Key condo delivers location, lifestyle, and value in one complete package. Englewood Beach Place · 1480 Gulf Boulevard Unit 202 · Englewood FL 34223 · Sarasota County
Listing Agent: Traci Bolen (941-914-5159)
26853 WEISKOPF DR, ENGLEWOOD, FL 34223
$599,000159 Days on yellowkey MLS ID: D6145847
REDUCED by $30,000 (4.8%) on 07/10/2026
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)
221 E WENTWORTH ST, ENGLEWOOD, FL 34223
$339,00034 Days on yellowkey MLS ID: D6147750
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1205 Built: 1967 Tax: $3,618 (2025)Community: Resteiner HeightsSpa: NoSingle Family
Taxes:$3,618
Remarks: Under contract-accepting backup offers. Experience the best of Old Florida living in this beautifully updated 3-bedroom, 2-bath home, ideally located just minutes from historic downtown Dearborn Street. Enjoy the convenience of walking, biking, or taking your golf cart to local shops, restaurants, parks, and community events. This move-in-ready home has been thoughtfully updated throughout, featuring a newer kitchen, new flooring, updated bathroom vanities, fresh interior paint, new water pipes, a new irrigation pump, and a new pool heater. A newer roof provides added peace of mind. Step outside to your private backyard, complete with a sparkling pool, fully fenced yard, and a large screened lanai—perfect for entertaining, outdoor dining, or simply relaxing while enjoying Florida's beautiful weather year-round. Conveniently located near shopping, dining, and recreation, with easy access to some of Florida's most beautiful beaches, this home offers the perfect combination of charm, comfort, and modern updates.
1447 LEMON BAY DR, ENGLEWOOD, FL 34223
$560,00032 Days on yellowkey MLS ID: C7527138
1 Days Off yellowkey (back on 7/10/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1425 Built: 1956 Tax: $10,707 (2025)Community: Point PinesSingle Family
Taxes:$10,707
Remarks: Under contract-accepting backup offers. Virtually Staged. SAILBOAT WATERFRONT LIVING JUST MINUTES FROM LEMON BAY! Opportunity awaits at this 3 BEDROOM, 2 BATHROOM WATERFRONT HOME ideally located in one of Englewood's most desirable boating areas. With DIRECT SAILBOAT ACCESS and no bridges to navigate, you'll enjoy quick trips to Lemon Bay, the Intracoastal Waterway, and the Gulf of Mexico, making this a true boater's paradise. Situated along a peaceful canal, the property features OVER 100 FEET OF CONCRETE SEAWALL and a PRIVATE BOATHOUSE WITH BOAT LIFT, providing exceptional space and convenience for storing your vessel and enjoying life on the water. Whether you're heading out for a day of fishing, island hopping, or watching spectacular Florida sunsets by boat, this location makes it all possible. Inside, the home offers a bright and inviting layout with plenty of natural light throughout. The spacious living area serves as the heart of the home and features a charming fireplace feature, creating a warm and welcoming atmosphere for family gatherings or quiet evenings at home. Large windows help bring the outdoors in while showcasing the home's light and airy feel. The kitchen offers ample cabinetry, NEW STAINLESS STEEL APPLIANCES, and a functional layout that makes meal preparation and entertaining easy. The three-bedroom floor plan provides flexibility for family, guests, or a home office, while two full bathrooms offer convenience and comfort. One of the home's standout features is the LARGE FLORIDA ROOM, providing valuable additional living space that can be used as a second family room, game room, hobby area, home office, or the perfect place to relax and enjoy views of the surrounding property year-round. Additional updates include a NEW ROOF and A/C REPLACED IN 2025, providing added peace of mind for years to come. The property also features a ONE-CAR GARAGE, durable tile flooring throughout much of the home, and a layout designed for easy Florida living. Adding even more value, the OVERSIZED LOT AND ZONING ALLOW FOR THE POSSIBILITY OF A DETACHED GARAGE OR DETACHED GUEST HOUSE (buyer to verify all requirements with local authorities), creating exciting opportunities for future expansion. Location is everything, and this property delivers. Situated just a short distance from ENGLEWOOD BEACH, you'll enjoy easy access to beautiful Gulf waters, waterfront dining, shopping, entertainment, and all the recreational opportunities that make Southwest Florida such a sought-after destination. Whether you're searching for a year-round residence, seasonal retreat, or waterfront investment opportunity, this property offers the chance to create your ideal coastal lifestyle in an unbeatable location. BRING YOUR BOAT, YOUR VISION, AND YOUR LOVE FOR THE WATER—THIS ENGLEWOOD WATERFRONT GEM IS READY FOR ITS NEXT CHAPTER!
Listing is courtesy of: GRANT TEAM REAL ESTATE, LLC (941-205-8481)
Listing Agent: Christopher Grant (941-205-8481)
84 CAYMAN ISLES BLVD, ENGLEWOOD, FL 34223
$649,00063 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 is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Ryan Hesse (941-716-4448)
916 GILLESPIE ST, ENGLEWOOD, FL 34223
$294,90071 Days on yellowkey MLS ID: TB8504860
REDUCED by $5,000 (1.7%) on 07/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1343 Built: 1974Monthly Fee: $5 Tax: $3,643 (2025)Community: Bay Vista BlvdSingle Family
Taxes:$3,643
Remarks: Welcome to this charming 3-bedroom, 2-bath home with NEW ROOF (Nov. 2024) located in the sought-after Bay Vista community and just a short walk to Lemon Bay Park. Set on over 200 acres, the park offers endless opportunities for kayaking, hiking, fishing, and enjoying Florida’s natural beauty. Inside, the home features a thoughtfully updated interior with an updated kitchen, refreshed bathrooms, and a desirable split-bedroom floor plan that provides both comfort and privacy. Step outside to a large screened lanai overlooking a private, park-like backyard, ideal for relaxing, entertaining, or enjoying time with pets. Additional highlights include an oversized garage with ample storage and the convenience of a washer and dryer. Situated in a deed-restricted community known for its larger lots, this property is also located in FLOOD ZONE X for added peace of mind. Just minutes from Dearborn Street, the vibrant hub of Old Englewood, offering charming shops, local dining, and a weekly farmers market. Nearby Gulf beaches, including Manasota Beach and Englewood Beach, are just a short drive away, along with convenient public boat ramps for easy water access. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this move-in ready home offers the perfect blend of location, lifestyle, and value. AC is 2018.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Alyssa Wells (727-403-0660)
756 N MANASOTA KEY RD, ENGLEWOOD, FL 34223
$4,690,00089 Days on yellowkey MLS ID: A4689647
REDUCED by $300,000 (6.0%) on 05/12/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4033 Built: 1981Monthly Fee: $100 Tax: $23,108 (2025)Community: North Manasota KeySpa: NoSingle Family
Taxes:$23,108
High School: Venice Senior High
Middle School: Pine View School
Remarks: To see this exquisite beach-to-bay residence will simply take your breath away. 756 N Manasota Key Road is not just an address; it is a commanding, dual-waterfront sanctuary representing one of the rarest land assets on Florida’s Gulf Coast. Spanning seamlessly from the turquoise horizon of the Gulf of Mexico to the protected, deep-water channels of Lemon Bay, this exceptional legacy estate offers an unrepeatable coastal lifestyle defined by absolute privacy and natural grandeur. Cherished by the same family for nearly 30 years, this compound-sized setting features an extraordinary 155 ft of direct Gulf frontage, 155 ft of bay frontage, and nearly 299 ft of depth, capturing sweeping, unobstructed water views, spectacular Gulf sunsets, and tranquil bay sunrises. The estate offers 5 bedrooms, 4 bathrooms, and 4,033 sq ft of living space, comprising a 3-bedroom, 3-bath main home (3,073 sq ft) and a private, independent 2-bedroom guest apartment above the garage (960 sq ft) with its own living room—ideal for multi-generational families, long-term guests, or a caretaker suite. Designed to embrace the outdoors, multiple windowed doors open to the pool, beach, and bay. The main living area features dramatic cathedral ceilings, warm cypress accents, custom built-ins, surround sound, and sliders to the screened pool area. A bayfront dining room is framed by high-end Andersen windows to capture the morning light, while the premium kitchen enjoys direct water views from the sink, featuring solid wood cabinetry, a Thermador cooktop, GE double ovens, a GE Monogram refrigerator, two pantries, and breakfast bar seating. Outdoor living showcases a heated pool and an expansive 18x48 open lanai just steps from the sand. On the bay, a private 89-ft dock re-decked in 2025 is fully equipped with water, electric, and a fish cleaning station, allowing for convenient boating along Lemon Bay and immediate, deep-water access through Stump Pass to the open Gulf. Curate the perfect day on the water by heading south to local waterfront favorites, including Beachcomber Trading Post, The Lighthouse Grill, or Magnolias on the Bay for lunch, and The Waverly Restaurant & Bar for evening cocktails. Beyond the premier location on the coveted, private north end of the Key, the fully fenced property provides incredible peace of mind with major capital improvements: an elevation of ~12.9 feet, a 2021 metal roof, full impact windows and doors, three newer AC systems (2018, 2022, 2023), a 2016 septic system, modern PVC plumbing, and a brand-new 2025 pool cage. Whether envisioned as a multi-generational compound, an architectural masterpiece, or a preserved tropical retreat, this property delivers a lifestyle that simply cannot be duplicated. Optional area highlights include the Manasota Key Club—offering pickleball, bocce, tennis, a community pool, fine dining, walking paths, and vacation cottages for guest rentals—and the nearby Hermitage Artist's Retreat, a renowned incubator hosting global artists right on Manasota's Gulf-front campus. This is a rare combination of dual-waterfront scale, absolute privacy, superior boating access, and breathtaking natural beauty.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
6275 MANASOTA KEY RD, ENGLEWOOD, FL 34223
$2,500,0005 Days on yellowkey MLS ID: D6148001
Bed: 6 Bath: 5.5 Gar: 8 Liv Area Sq Ft: 6991 Built: 1940Monthly Fee: $20 Tax: $20,294 (2025)Community: Galleons Reach CorrSpa: YesSingle Family
Taxes:$20,294
Remarks: Virtually Staged. A rare Manasota Key opportunity, this private bayfront estate compound with deeded beach access offers the space, setting, and flexibility that make barrier-island living so special. Set on approximately 1.32 acres along Lemon Bay, the property includes multiple living structures with nearly 7,000 sq. ft. of combined living area by public record, creating exceptional options for family, guests, entertaining, work-from-home space, or a long-term legacy retreat. The grounds are designed for relaxed waterfront living, with a pool and spa, expansive outdoor areas, and a dock on the Intracoastal/Lemon Bay side. The setting captures the best of Manasota Key: boating, water views, quiet residential character, and convenient proximity to Gulf beaches, Englewood, Venice, and Sarasota amenities. The main residence and guest residence provide scale and versatility rarely found in this location. Buyers may choose to enjoy the property as a private coastal compound, update and personalize the existing structures, or explore future renovation possibilities consistent with Sarasota County requirements. With land, waterfront, privacy, and guest flexibility, this is not simply a house — it is a significant Manasota Key property with a story and uncommon potential.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-473-7750)
Listing Agent: Jim Litton, Pa (941-822-9648)
24 QUAILS RUN AVE #9, ENGLEWOOD, FL 34223
$72,500125 Days on yellowkey MLS ID: D6146512
0 Days Off yellowkey (back on 7/9/2026)
REDUCED by $15,500 (17.6%) on 06/25/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 647 Built: 1981 Tax: $1,596 (2025)Community: Quails RunSpa: NoCondo
Taxes:$1,596
Remarks: 1Bedroom 1.5 baths in Quails Run. Very active Condominium community in the heart of Englewood. Close to shopping, Lots of things to do. Cards in the clubhouse, swimming in the pool, shuffleboard. This unit is well kept. Tile floors with area rugs. Casual furnishings. Peaceful view from the back Lanai. A marvelous winter retreat. or come in the summer and enjoy Englewood Beaches. Laundry room is right next door with washer, dryer, and laundry sink. New HVAC system installed December 2024 and the new stove / microwave installed in January 2025.
Listing is courtesy of: TALL PINES REALTY (941-475-5015)
Listing Agent: Patty Coats (941-270-0303)
351 OAK ST, ENGLEWOOD, FL 34223
$550,00095 Days on yellowkey MLS ID: D6146962
REDUCED by $14,900 (2.6%) on 06/17/2026
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)
355 EDEN DR, ENGLEWOOD, FL 34223
$752,00018 Days on yellowkey MLS ID: C7527761
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 2553 Built: 1988Monthly Fee: $10 Tax: $5,741 (2025)Community: Englewood IslesSingle Family
Taxes:$5,741
Remarks: Situated on picturesque Eden Lake in the Englewood Isles Community this delightful completely renovated and updated 4 bedroom 3 bath 4 car garage offering a coastal design with a large open split floor plan. This unique property rambles around an oversized corner lot. New tile roof (2023), updated pool and deck (2023), new A/Cs (2021/2025).Also an impressive garage anyone would find amazing, garage cabinets are included. Englewood isles features its own marina with boat slips available for rent/lease with no fixed bridges to the gulf. All this is located near the historic downtown Englewood, downtown Venice, local beaches and so much more.
Listing is courtesy of: HAROLD T. GOFFE, REALTOR INC. (941-639-5777)
Listing Agent: Ken Young (941-456-1100)
1891 ENGLEWOOD RD #45, ENGLEWOOD, FL 34223
$107,500259 Days on yellowkey MLS ID: C7516918
REDUCED by $32,400 (23.2%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1616 Built: 1978Monthly Fee: $188 Tax: $999 (2024)Community: Brook To BayManufactured Home
Taxes:$999
Remarks: Welcome to Brook 2 Bay — A Vibrant 55+ Coastal Community! Discover one of the largest homes in Brook 2 Bay, offering 1,616 sq. ft. under air and situated on an oversized corner lot. This spacious 2-bedroom, 2-bathroom residence has been thoughtfully updated and lovingly maintained. This community offers a PRIVATE BOAT LAUNCH, and SMALL BOAT DOCKS with ACCESS to Lemon Bay to the Gulf of America. Recent Upgrades Include: New carport 2026! New Roof & A/C (2023), New ½" plywood subfloors with luxury vinyl laminate throughout, Newer storage shed, 9x30 enclosed Florida room with A/C — perfect for relaxing or entertaining year-round. The home features a bright, open great room, a kitchen with a cozy eat-in dining area, and large bay windows that fill the space with natural light. The hallway offers a convenient built-in desk area, while the laundry room includes a stackable washer/dryer and an exterior access door. The primary suite boasts a large walk-in closet plus an additional storage closet. Being sold partially furnished, this home is move-in ready! Enjoy your fruit producing trees of Loquat and avocados'. Community Highlights~~~ Brook 2 Bay is an active, friendly 55+ community offering a wealth of amenities — all for a low HOA fee of just $188/month. Enjoy: Heated community pool, Shuffleboard courts, Clubhouse with social activities, Community laundry, Boat docks (first come, first serve). This Perfect Location is just minutes to Manasota Key Beach and 13 minutes to Englewood Beach, you’ll be close to top restaurants, charming shops, live entertainment, and some of the best fishing in Southwest Florida. Whether you’re seeking a seasonal retreat or a year-round coastal home, this property offers the perfect blend of comfort, convenience, and community. Embrace the Florida lifestyle — your slice of paradise awaits at Brook 2 Bay!
Listing is courtesy of: RE/MAX PALM PCS (941-889-7654)
Listing Agent: Leann Croke (941-769-4663)
51 GOLF VIEW DR, ENGLEWOOD, FL 34223
$499,50013 Days on yellowkey MLS ID: D6147939
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1840 Built: 1990Monthly Fee: $423 Tax: $3,560 (2025)Community: Boca RoyaleSingle Family
Taxes:$3,560
Remarks: Perfectly positioned along one of Boca Royale's picturesque oak-canopied streets, 51 Golf View Drive offers timeless elegance, exceptional outdoor living, and sweeping views of both the tranquil lake and golf course beyond. A beautifully landscaped setting, enhanced by a paver circular driveway, paver walkways, and a side-entry garage, creates an unforgettable first impression with outstanding curb appeal. Inside, this thoughtfully designed three-bedroom, two-and-a-half-bath residence encompasses 1,840 square feet of inviting living space highlighted by soaring ceilings, tray ceiling details, crown molding, and an abundance of natural light. The spacious primary suite provides a peaceful retreat with an ensuite bath featuring dual vanities, a walk-in shower, and refined finishes. The true centerpiece of the home is the expansive outdoor living area. Enjoy a coveted southern exposure from the oversized screened lanai, where a sparkling pool, covered entertaining area with ceiling fans, and panoramic clear-view screen enclosure create the perfect setting to relax or entertain while taking in long lake and golf course vistas. Mature tropical landscaping provides beauty and privacy, seamlessly blending the home with its natural surroundings. Ownership includes a Social Membership to Boca Royale, allowing residents to enjoy an exceptional lifestyle with a beautiful clubhouse, full-service restaurant and bar, fitness center, tennis and pickleball courts, and a vibrant calendar of social events and activities. Whether you're seeking a year-round residence or a seasonal Florida retreat, 51 Golf View Drive offers an outstanding combination of comfort, quality, and resort-style living within one of Englewood's most sought-after gated communities.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)
Listing Agent: Randy Wojcik (941-204-0015)
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