Location: Englewood, Englewood
Do Not Show Listings
17 N CAYMAN ISLES BLVD, ENGLEWOOD, FL 34223
$725,00048 Days on yellowkey MLS ID: N6143349
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,305
Elementary School: Englewood Elementary
High School: Lemon Bay High
Tax Year: 2025
Middle School: L.A. Ainger Middle
Remarks: 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 is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Stephanie Ham (941-661-1462)
4 CURACAO CIR #40, ENGLEWOOD, FL 34223
$315,00020 Days on yellowkey MLS ID: D6146958
REDUCED by $10,000 (3.1%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1463 Built: 1974Monthly Fee: $475 Tax: $3,556 (2025)Community: Boca Royale / Englewood Golf Villas 06Single Family
Taxes:$3,556
Remarks: Welcome to Boca Royale Villas, where charm meets easy Florida living. Nestled within lush tropical surroundings, this delightful freestanding cottage offers a warm and inviting retreat. Inside, you’ll find two spacious bedrooms, each featuring walk-in closets and private ensuite bathrooms. Stylish laminate and tile flooring run throughout the home, some furniture may be negotiable. The expansive 23' x 16' Great Room and 13' x 10' Dining Room are filled with natural light, thanks to sliding glass doors that open to a covered, screened lanai—perfect for relaxing while enjoying the vibrant landscaping. The galley-style kitchen is both functional and updated, featuring new appliances including an oven, dishwasher, and refrigerator, along with tile floors and two closet pantries. A new roof installed in November 2022 adds peace of mind. Residents of the Golf Villas enjoy access to a community pool that’s both heated and chilled for year-round comfort. Exterior maintenance is taken care of, including lawn care, landscaping, painting, roof cleaning, and pest control. Basic cable is also included. Enjoy an active lifestyle with community social events, or take a quick 4.1-mile drive to the beach for sun and sand. Don’t miss this opportunity—schedule your showing today and discover your next home!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Karin Dubbs (941-416-4637)
1475 FLAMINGO DR #121, ENGLEWOOD, FL 34224
$55,00019 Days on yellowkey MLS ID: N6143872
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 408 Built: 1988Monthly Fee: $140 Tax: $1,561 (2025)Community: Holiday Travel Park EnglewoodManufactured Home
Taxes:$1,561
Elementary School: None
High School: None
Middle School: None
Remarks: Located in the sought-after 55+ community of Holiday Travel Park in Englewood, this property is the perfect opportunity for a buyer ready to take on a project and make it their own. The existing mobile home has the potential for a full renovation or could be removed to make way for something new—giving you the flexibility to design and create a space that fits your vision and lifestyle. Enjoy all the perks of this active community, offering a variety of amenities and social activities, all just a short drive from the beautiful Gulf Coast beaches. Whether you’re dreaming of a seasonal retreat or a year-round residence, the location and potential here are hard to beat. Bring your creativity and transform this property into your ideal Florida getaway!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kaela Stoddard, Llc (941-875-6092)
1725 OVERBROOK RD, ENGLEWOOD, FL 34223
$980,00045 Days on yellowkey MLS ID: N6143364
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2887 Built: 2015 Tax: $7,702 (2025)Community: Englewood GardensSingle Family
Taxes:$7,702
Remarks: Private. Custom. Energy-Efficient. Low-Maintenance. Built with Strength. This one-of-a-kind residence blends solid concrete construction (including the roof) with open, light-filled living. Set on 1.3 acres just minutes from Manasota Beach, with the Intracoastal Waterway across the street, the property offers a rare mix of seclusion, durability, and coastal convenience. The 3-bedroom, 3-bath home spans 2,887 sq ft and showcases polished concrete floors, high ceilings, exposed ductwork, clean architectural lines, and oversized windows that frame the surrounding natural landscape. The open-concept kitchen features a 100+ year-old maple island, modern cabinetry, and stainless steel appliances, flowing seamlessly into expansive living and dining areas ideal for entertaining or everyday living. Sliding glass doors open to a wide outdoor patio, extending the living space into the serene setting. Thoughtfully designed native Florida landscaping complements the green roof and concrete design, supporting natural cooling, efficient drainage, and low-maintenance living. Designed with a resort-style pool in mind beyond the patio, the property presents a rare opportunity to craft a truly private outdoor retreat. Enjoy the convenience of a short bike or golf-cart ride over the bridge to Manasota Beach, with the option to join the Englewood Gardens Beach Club, offering private beach access, dedicated parking, and a calendar of social events. This exceptional home is a must-see to truly appreciate.
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Jessica Warmack (248-535-5150)
1819 CHADWICK RD, ENGLEWOOD, FL 34223
$3,850,000167 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
Tax Year: 2024
Remarks: A rare opportunity to own one of Lemon Bay’s most exceptional private waterfront estates. Set on more than an acre along the bay’s widest expanse, this fully reimagined coastal retreat delivers extraordinary privacy, breathtaking sunsets, and resort-style living in the heart of Englewood. Completed after an extensive two-year renovation, the elevated main residence blends timeless architecture with impeccable finishes and modern resilience. The 2-bedroom, 2.5-bath home features expansive water views, open-concept living spaces, and a stunning chef’s kitchen appointed with custom rift-sawn white oak cabinetry, Cambria surfaces, Wolf and Sub-Zero appliances, dual dishwashers, and a generous Galley workstation sink. A dramatic wall of sliding glass opens to an extraordinary outdoor setting with a saltwater pool and spa, covered summer kitchen, fire features, and multiple spaces designed for entertaining or quiet relaxation. The completely remodeled 3- bedroom, 2 bath private guest house creates an ideal compound for family, extended stays, or distinguished visitors, offering seasonal sunset views, 2 full kitchens and laundry and living areas with their own saltwater pool and infinity spa. Built for comfort and peace of mind, the estate includes hurricane-impact glass, new electric and plumbing, 13ft elevation, whole house generators for both main house and guest house, metal roofing and spray foam insulation, and premium construction enhancements - too many to mention here. This property is as storm proof as it is charming and elegant. Must be seen to be fully appreciated.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Bill Cantrell (941-586-8301)
1089 BAYSHORE DR, ENGLEWOOD, FL 34223
$2,300,000135 Days on yellowkey MLS ID: N6141853
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3214 Built: 1979 Tax: $13,245 (2024)Community: Englewood GardensSpa: NoSingle Family
Taxes:$13,245
Remarks: Waterfront Legacy Estate on 1.57 Acres with Dock, Bay Views & Income Potential An extraordinary waterfront sanctuary spanning 1.57 acres with more than 200 feet of pristine Bay frontage, this exceptional estate commands breathtaking views across Lemon Bay and offers a rare blend of privacy, elegance, lifestyle and long-term opportunity. Arrive through a gated entrance and sweeping circular drive to discover a secluded coastal retreat framed by mature, thoughtfully curated landscaping. Fully furnished and impeccably presented, the residence is designed for effortless waterfront living — whether hosting family gatherings, welcoming guests arriving by boat, or enjoying quiet mornings watching the water awaken from your private balcony. Inside, soaring 23-foot floor-to-ceiling windows create a dramatic sense of scale while perfectly capturing the shimmering Bay beyond. The open-concept great room flows seamlessly into the gourmet kitchen and refined dining space, ideal for entertaining on any scale. The chef’s kitchen is a showpiece, featuring brand-new premium appliances including double wall ovens, a warming drawer, wine cooler, French-style refrigerator, granite-adorned center island and bespoke finishes throughout. Four beautifully appointed bedrooms and three luxurious bathrooms include a serene primary suite with its own private water-view balcony — a peaceful haven overlooking the Bay. Outdoor living is equally compelling. Expansive decks spill toward the resort-style pool, newly upgraded equipment and sun-soaked entertaining zones creating a seamless indoor-outdoor experience. A brand-new metal roof provides both architectural finish and long-term peace of mind. At the water’s edge, a newly constructed private dock offers direct Bay access — perfect for cruising Lemon Bay, kayaking at sunrise, or welcoming friends arriving by boat for sunset drinks beside the pool. The lower level features walk-out access to the pool terrace along with a convenient laundry and pool bath, making entertaining and waterfront living completely effortless. A Rare Opportunity for Future Growth & Income Beyond its immediate lifestyle appeal, the expansive acreage presents outstanding potential for long-term wealth creation. The generous grounds invite consideration for a guest residence, subdivision or luxury retreat accommodation — opening the door to Airbnb income streams or multigenerational living in a premier waterfront setting (subject to local approvals). Optional membership to the Englewood Gardens Beach Club further elevates the offering, granting access to a private beachfront clubhouse, gazebo with gas grills, Bayfront kayak launch, storage facilities and complimentary beach parking. From sun-drenched afternoons by the pool to evening cruises across the Bay, every detail of this property has been designed to inspire tranquility, prosperity and lasting memories. This is more than a home. It is a waterfront legacy — a place where lifestyle, luxury and long-term vision converge.
Listing is courtesy of: PREFERRED PROPERTIES OF VENICE INC (941-485-9602)
Listing Agent: Justyna Obiedzinski (862-686-1172)
1175 LITTLE CT, ENGLEWOOD, FL 34223
$500,00013 Days on yellowkey MLS ID: D6147064
1 Days Off yellowkey (back on 4/24/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1958 Tax: $3,665 (2025)Community: Englewood ShoresSingle Family
Taxes:$3,665
Remarks: Under contract-accepting backup offers. Your Island Escape on Manasota Key Awaits, Where Deeded Beach Access Makes Sunset Views Over the Gulf Part of Everyday Living. This furnished and beautifully remodeled two bedroom, one bathroom cottage with impact windows offers an inviting blend of comfort and charm, ideal as a seasonal retreat, an income producing investment, or a private getaway, all set within a relaxed, easygoing setting where tiki bars, sunshine, and warm salty breezes are part of daily life. The paver driveway, seagrape hedge, xeriscaped shell lawn, and screened lanai with sky blue exterior accents on the siding and shutters immediately set the tone and put you in a vacation state of mind. Step inside to find wood look tile flooring throughout for easy maintenance, paired with thoughtful decorative touches including shiplap walls, white shaker style soft close kitchen cabinetry, marble countertops and backsplash, and upgraded lighting and hardware that bring a polished, updated feel. Both bedrooms feature reach-in closets, while the bathroom offers a tiled shower with a frameless glass accent wall. After a day on the sand, the fully enclosed outdoor shower provides the perfect place to rinse away the salt and unwind before relaxing on the screened-in patio that is west facing so you can watch the sun go down with your favorite cocktail. Extensive 2025 updates include the roof, HVAC, appliances, flooring, cabinetry, and more, creating a like-new living experience. Located at 1175 Little Court in the Englewood Shores section of Manasota Key, the property includes deeded beach access points, with the south end location placing you near Stump Pass Beach State Park. The area is known for its quiet shoreline, natural surroundings, and relaxed atmosphere, with convenient access to boating, fishing, and waterfront dining, along with the ease of a quick golf cart ride to several local restaurants and bars offering live entertainment. Manasota Key itself has long been appreciated for its Old Florida character, where unspoiled stretches of beach, abundant wildlife, and a slower pace of life have been preserved over time, creating a setting that continues to feel authentic, laid back, and connected to the natural beauty of the Gulf Coast.
Listing Agent: Carla Stiver, Pa (941-270-1460)
275 S MANGO ST, ENGLEWOOD, FL 34223
$200,000296 Days on yellowkey MLS ID: D6142989
0 Days Off yellowkey (back on 8/3/2025)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2002 Built: 1959 Tax: $2,080 (2024)Community: Palm Grove In EnglewoodSingle Family
Taxes:$2,080
Remarks: Under contract-accepting backup offers. Investor Special – Downtown Dearborn Opportunity! Endless potential awaits with this rare investment opportunity located just steps from the heart of charming Downtown Dearborn Street. Situated on three lots, this 3-bedroom, 2-bathroom home with an office, offers the perfect canvas for a full renovation or a brand-new build. The existing structure features a cozy fireplace and mature tropical landscaping—including a beautiful, fruiting mango tree—that provides natural privacy and Old Florida charm. Whether you're looking to restore the current home or start fresh, the spacious lot gives you the flexibility to bring your vision to life. The home has hurricane damage and is in need of major repair/cleanup. Unbeatable location—just minutes to local beaches, shopping, dining, and entertainment. Walk or bike to everything Englewood has to give! Don’t miss this chance to invest in one of the most desirable areas in town.
Listing Agent: Brittany Essig (941-626-0632)
1475 FLAMINGO DR #333, ENGLEWOOD, FL 34224
$84,90059 Days on yellowkey MLS ID: D6146292
REDUCED by $4,100 (4.6%) on 04/17/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 432 Built: 1987 Tax: $1,640 (2025)Community: Holiday Travel Park EnglewoodSpa: NoManufactured Home
Taxes:$1,640
Elementary School: Vineland Elementary
Remarks: Your Little Slice of "Key Lime" Florida Fun, located in the community-oriented Holiday Travel Park, is a must-see! This beach-themed 1/1 is turnkey and full of personality. Just two steps up from the carport to the porch where you can partake of your morning brew, pass the time away, or enjoy the end of your day. All living space is on one level. Through the sliding doors, you'll enter the bright kitchen, living/dining area with a vaulted ceiling. The kitchen has a full-sized oven/stove, with a newer above-stove microwave and a newer refrigerator! A newer minisplit cools this area very well. The living room has a sleeper sofa for additional overnight family and guests. Just down the hall, you'll find a cheery bathroom with a large shower. Just outside the bathroom is a small dressing area with a linen closet and dresser. The Q-size bedroom has ample storage, with a full closet and floor-to-ceiling shelves for additional belongings. Upgraded blackout, accordion, bottom-up/top-down window treatments put the room's lighting in your control. The bedroom also has its own minisplit and ceiling fan for your personal comfort. The Florida Room has the third minisplit and an attractive, large, blackout shade on the west end of the room, both helping to keep this room comfy and cool. This is a great room for an additional TV room, entertaining, or whatever your heart desires (i.e. a blowup mattress for even more family/guest overnights) Grill your dinner outside under the carport, sit and chat with neighbors, all while admiring your very own coconut palm! Located in this gated, 55+, golf-cart friendly and well-maintained community, residents enjoy a heated swimming pool, shuffleboard, bocce ball, horseshoes, and convenient laundry facilities. There is also a private boat ramp that accesses freshwater canals, and the community has a large gravel lot available to all residents based upon availability for a small yearly fee for RV/boat/ trailer storage. The spacious clubhouse and activity center host weekly events including coffee socials, karaoke nights, dancing, bingo, card games, indoor pickleball, pool tables, potlucks, and more, creating a friendly atmosphere where neighbors quickly become friends. Super low HOA fees include water, sewer, trash pickup, lawn care, and maintenance of the common grounds. And, best of all, you own your land! Just minutes from area beaches, restaurants, golf courses, and shopping, this cheerful Key Lime retreat at 1475 Flamingo Drive #333 is ideal for snowbirds, year-round residents, or anyone seeking a fun, low maintenance Florida investment. Book your showing today!
928 STEWART ST, ENGLEWOOD, FL 34223
$500,00014 Days on yellowkey MLS ID: N6143942
0 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1480 Built: 1970 Tax: $4,152 (2025)Community: Englewood Homeacres Lemon BaySpa: YesSingle Family
Taxes:$4,152
Remarks: Under contract-accepting backup offers. What a slice of Paradise! Completely renovated home with a boat slip across the street, a bike ride to Dearborn St. and a few miles to Manasota Beach or Englewood Beach! Perfect Primary home, vacation home or Airbnb! $23,651.80 booked right now for the next year! (bookings can be cancelled if you want to occupy) 3 Bedrooms 2 baths, 1 car garage, beautiful refreshing pool with a Heater/Chiller, a saltwater hot tub and an Authentic Tiki Hut. You also get a huge privacy fenced backyard with a "she shed" Park your boats, RV's, whatever you wish. The home features Plantation Shutters, all newer appliance's, gorgeous open kitchen with custom cabinets and stone counters and backsplash, all impact windows, newer metal roof and comes turnkey furnished. There is plenty of room with a living room, a back Florida room, inside Utility room a pool bath and a screened lanai. The 3rd bedroom features barndoors for either a bedroom, extended living room or an office. What more can you ask for? Come take a look!
Listing is courtesy of: SETTLES REAL ESTATE LLC (941-685-3600)
Listing Agent: Buck Settles (941-685-3600)
373 ARDENWOOD DR, ENGLEWOOD, FL 34223
$769,00098 Days on yellowkey MLS ID: D6145732
1 Days Off yellowkey (back on 4/22/2026)
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)
1107 SHORE VIEW DR, ENGLEWOOD, FL 34223
$1,730,000279 Days on yellowkey MLS ID: A4658652
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1664 Built: 1978 Tax: $10,301 (2024)Community: Englewood ShoresApartment
Taxes:$10,301
High School: Port Charlotte High
Remarks: Presenting an exceptional coastal investment opportunity on the coveted south end of Manasota Key—this fully remodeled, turnkey duplex is just steps from the Gulf of Mexico, offering an unparalleled blend of refined beach living and strong income potential. Each unit features 2 bedrooms and 1 bathroom, thoughtfully designed and impeccably furnished with high-end finishes throughout, including luxury vinyl flooring, upgraded appliances, impact-rated windows and doors, a metal roof, and Hardie Plank exterior—ensuring both style and durability in a coastal setting. Deeded beach access and captivating Gulf views elevate the appeal, making this property highly desirable for short-term rentals or as a private coastal retreat. With no HOA restrictions, owners enjoy maximum flexibility and investment versatility. Each unit offers a private balcony where you can unwind while taking in breathtaking sunsets over the Gulf, just moments from pristine sandy beaches and turquoise waters. Spend your days indulging in a true resort-style lifestyle—swimming, paddle boarding, kayaking, or simply relaxing by the shore. Ideally located just minutes from Stump Pass State Park, with over a mile of scenic nature trails, and close to upscale waterfront dining, charming boutiques, and the relaxed elegance of Manasota Key, this property embodies the essence of coastal living. Please refer to the Feature & Update List for a complete list of upgrades. Click Virtual Tour Link 2 to experience the immersive 3D tour.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Maria Rocha, Pll (941-275-6266)
1480 GULF BLVD #304, ENGLEWOOD, FL 34223
$595,000232 Days on yellowkey MLS ID: N6140460
REDUCED by $30,000 (4.8%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1062 Built: 1981Monthly Fee: $1,044 Tax: $7,776 (2024)Community: Englewood Beach PlaceSpa: NoCondo
Taxes:$7,776
Remarks: Welcome to Your Coastal Retreat on Englewood Beach! Located within an intimate 21-unit complex, this rarely available beachfront unit (304) is being offered for the very first time. True move-in ready, it has been fully upgraded, from the kitchen to the bathrooms. The oversized balcony—adding an additional 150 square feet of outdoor living space—is the true showcase of the complex, offering plenty of room for both a dining table and a comfortable sitting area. Perfectly positioned for breathtaking sunsets over the Gulf of Mexico, it also provides front-row views of dolphins at play, fish leaping, tarpon rolling, and an abundance of wildlife in its natural habitat. This exceptional balcony becomes an extension of the living space, with both the great room and master bedroom opening seamlessly onto it. Located on Manasota Key, this Gulf-front complex with private beach access features two bedrooms and two bathrooms and delivers a true custom coastal living experience. Just a few blocks from the charming Village on Manasota Key, you’ll find boutique shopping, waterfront dining, and several tiki bars. Days can be spent quietly relaxing by the pool or strolling along the beach, while evenings come alive with the Village’s vibrant atmosphere—where tiki bars feature live music and local bands, creating a lively and authentic Gulf Coast experience. It is also just across the street from the Intracoastal Waterway and only ½ mile from Stump Pass State Park, making this one of the most sought- after locations in the area. Don’t miss this extraordinary chance to own your slice of paradise on Manasota Key. With the added conveniences of an elevator, reserved parking, and guest spaces—all just steps from having your toes in the sand—this complex delivers the perfect blend of ease, comfort, and coastal lifestyle. **The Beach is Calling…..Have You?**
Listing is courtesy of: AYERS AND ASSOCIATES REAL ESTATE (941-837-2778)
Listing Agent: Ro Palladino (917-903-1776)
233 N NEW YORK AVE, ENGLEWOOD, FL 34223
$195,000335 Days on yellowkey MLS ID: C7510471
2 Days Off yellowkey (back on 4/21/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 400 Built: 1951 Tax: $2,351 (2024)Community: Lasbury Pineacres EnglewoodSpa: NoSingle Family
Taxes:$2,351
Remarks: Under contract-accepting backup offers. REDUCED!!! SUPER CUTE COTTAGE MADE EVEN CUTER WITH ITS BRAND NEW METAL ROOF!! Charming Florida cottage just steps from Historic Dearborn Street and a short bike ride to Englewood Beach! This efficient, move-in-ready home is the perfect coastal getaway, seasonal retreat, or income-producing property. Located in the highly sought-after Historical Dearborn Street District, you’ll enjoy being within walking distance of popular local attractions including farmers markets, car shows, boutique shopping, restaurants, and live entertainment. Offered turnkey furnished, this small but mighty home is ready for immediate occupancy or use as an annual rental or vacation rental (VRBO/Airbnb). The spacious fenced backyard is ideal for relaxing in the Florida sunshine—perfect for a garden, grilling, or entertaining. Outdoor enthusiasts will appreciate being just minutes from Indian Mound Park, which features a public boat ramp for easy access to Lemon Bay. Additional highlights include no HOA fees, no CDD fees, and a location in a preferred flood zone, meaning flood insurance is not required by a lender. Don’t miss this rare opportunity to own a slice of paradise in one of Englewood’s most desirable and walkable neighborhoods!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Traci Creighton (941-451-9419)
1828 WHISPERING PINES CIR, ENGLEWOOD, FL 34223
$549,900398 Days on yellowkey MLS ID: D6139707
0 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2695 Built: 1999Monthly Fee: $25 Tax: $5,878 (2025)Community: Englewood PinesSingle Family
Taxes:$5,878
Remarks: Under contract-accepting backup offers. TIRED OF THE SAME 'FLORIDA' LOOK? Want a home with character? Take a look at this CUSTOM BUILT ONE OWNER HOME in prestigious Whispering Pines subdivision, conveniently located in North Englewood, with easy access to Manasota Beach, Venice or Englewood! From the front porch (picture having your morning coffee out here, sitting in your rocking chair) you'll enter into the Great room featuring both a wood and gas fireplace, Brazilian Rosewood hardwood flooring, vaulted ceiling with tubular skylight and pocket sliding glass doors on to the lanai. The separate dining room also has hardwood flooring and a genuine TIN CEILING. An office/den/library is just off the main entry and has bamboo flooring, ceiling fan, and walk in closet - THIS COULD BE A 4TH BEDROOM! The kitchen has oak cabinetry and solid surface countertops, closet pantry and breakfast bar. Appliances include: Whirlpool dishwasher, Maytag cooktop plus built in oven, and GE French door refrigerator. The adjoining dinette area has tiled flooring and French doors opening onto the lanai. The primary bedroom has a 2' bumpout for extra floor space, tray ceilling and ceiling fan, hardwood flooring, two walk in closets and another set of French doors. The primary bathroom has a Roman walk in shower, linen closet and vanity w/cultured marble top. The other two guest bedrooms are on the opposite side of the house - the rear guest bedroom has wood laminate flooring, ceiling fan and wall closet. The Front guest bedroom also has wood laminate flooring, wall closet, ceiling fan and a your very own SAUNA! Guest bath features a combo jetted tub/shower, linen closet and tiled flooring. Nicely sized inside laundry has lots of extra cabinetry for storage and a built in utility tub. Take the circular stairs up to the 2nd floor to find all kinds of extra space - picture a media room, playroom, mancave, or whatever! Half bath is handily located here also, as is a wet bar! There's a "sweetheart" balcony off this area, for a great view! Two car garage w/divided stalls has automatic garage door openers, and built in shelving and workbench. Tankless water heater provides hot water instantly! In the rear, you'll find the lanai and caged atrium... this would be a wonderful place for a hot tub, or maybe an outside kitchen? There's a bridge over the meandering creek. offering plenty of natural foliage for all of the wildlife. Home is in an "X" flood zone, so your lender will not require you to have flood insurance. Access to the rear of the property is through a deeded easement off of Keyway Road. Roof is original and is a 50 year shingle. Dual AC systems. (compressors have been updated) If you are seeking a large unique home with some land and privacy, take a look at this one!
Listing Agent: Kathy Damewood (941-321-7355)
19 N CAYMAN ISLES BLVD, ENGLEWOOD, FL 34223
$925,00030 Days on yellowkey MLS ID: A4687622
1 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3065 Built: 1998Monthly Fee: $423 Tax: $6,871 (2025)Community: Boca RoyaleSingle Family
Taxes:$6,871
High School: Wellen Park High
Remarks: Under contract-accepting backup offers. Located in the gated Boca Royale Golf & Country Club, this lakefront residence offers water views from both the front and rear—perfect for enjoying Florida sunsets. Privately positioned on an oversized homesite designed for indoor-outdoor living, the home features mature palms and tropical landscaping, a screened lanai with an elegant paver deck, saltwater pool, and fully equipped outdoor kitchen with gas grill and dual refrigerators, creating a private, resort-inspired retreat. As evening falls, curated landscape lighting illuminates the property and architectural details, casting a warm glow and enhancing the home’s captivating nighttime ambiance. Inside, sophistication and comfort blend effortlessly. Glass French doors open to a light-filled interior featuring soaring ceilings, crown molding, plantation shutters, and expansive tile flooring throughout the main living areas. The kitchen is open to the oversized family room, perfect for entertaining is appointed with stainless steel appliances, double ovens, a French-door refrigerator, cooktop, 42-inch custom cabinetry, granite countertops, and a spacious center island with abundant storage. A raised breakfast bar opens seamlessly to the main living area with a custom entertainment center and direct lanai access, ideal for relaxed yet elegant living. The private primary suite is a true retreat, offering direct access to the lanai, plantation shutters, custom wood accent wall, dual walk-in closets, and a spa-inspired bath with a soaking garden tub, walk-in shower, dual vanities, and a private water closet. Guest accommodations on the opposite side of home, including 2 large bedrooms with hall bath and in the back of the home off the lanai is a versatile room with custom built-ins that offers a flexible space for a 4th bedroom, executive office, or private guest suite. Additional highlights include NEW PAVERS in front driveway and side walkway, an oversized laundry room with extensive storage and utility space, plantation shutters throughout, a chic half bath for guests, and an oversized 2.5 CAR GARAGE with dedicated golf cart storage. Storm Smart Wi-Fi-enabled hurricane screens at the lanai and front entry, along with a GENERAC WHOLE HOME GENERATOR, provide added comfort and peace of mind. Ideally located just a short golf cart ride from the desired Boca Royale Golf & Country Club, residents enjoy access to an exclusive members-only lifestyle featuring a championship Gordy Lewis-designed golf course, tennis and pickleball courts, fitness and wellness amenities, fine dining, and a vibrant social calendar. Also, future plans of direct access to Wellen Park through the new Boca East section. This is more than a home—it is a statement of privacy, luxury, and elevated Florida living.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Brandi Furlan (941-894-9888)
6699 SAN CASA DR #T1, ENGLEWOOD, FL 34224
$204,90075 Days on yellowkey MLS ID: C7521724
REDUCED by $9,100 (4.3%) on 04/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1409 Built: 1982 Tax: $1,537 (2025)Community: Waters Edge/EnglewoodCondo
Taxes:$1,537
Remarks: MOTIVATED SELLERS-BRING YOUR OFFERS! Sellers are ready to make a deal and encourage buyers to submit all reasonable offers! Don't miss this opportunity! Check out this beautifully maintained 2-bedroom, 2-bath condo where comfort, space, and easy Florida living come together effortlessly. Inside, you’ll find both a formal living room and a separate family room, offering flexible spaces perfect for entertaining guests, relaxing with loved ones, or creating a quiet work-from-home retreat. The kitchen features elegant granite countertops and a convenient pass-through to the dining area, creating an open, connected layout that makes hosting feel natural and inviting. Unwind while enjoying your own PRIVATE, TREE-LINED VIEW — a peaceful backdrop that provides both tranquility and privacy. Impact windows throughout add safety, energy efficiency, and year-round peace of mind, while included utilities make ownership refreshingly simple and stress-free. Step outside and embrace the waterfront lifestyle this community is known for, with access to a welcoming clubhouse, sparkling POOL, DOCK, SHARED BOAT RAMP, and BOAT STORAGE for endless days on the water. Whether you’re looking for a full-time residence or a relaxing retreat, this home offers the perfect blend of convenience and coastal charm. Don’t miss your chance to claim your slice of Florida paradise — opportunities like this don’t last long!
Listing is courtesy of: ANYTIME REALTY LLC (941-564-6358)
Listing Agent: Joseph Ciarla (941-730-1247)
940 BRENGLE AVE, ENGLEWOOD, FL 34223
$549,00036 Days on yellowkey MLS ID: D6146758
0 Days Off yellowkey (back on 4/17/2026)
REDUCED by $26,000 (4.5%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1760 Built: 1988 Tax: $4,029 (2025)Community: Englewood Homeacres Lemon BaySingle Family
Taxes:$4,029
Remarks: Under contract-accepting backup offers. MUST SEE HOME, if you want to sit on a hill 100 feet from Lemon Bay Park in a totally remodeled 3/2/2 pool home. This spectacular home is walking distance to Historic Dearborn Street and you can hear the waves on Manasota beach most nights. Features include a metal roof, impact windows, a designer kitchen, high end flooring and window treatments and a large refinished pool with garden view through invisible screens. The landscaping is established and part of Lemon Bay Parks wildlife corridor so you never know what may run through your back yard on a quite evening. There is a buried propane tank for the water heater and firepit so add your gas range and generator anytime. The home offers a fantastic Old Englewood location with all of the amenities you would expect in a new high end home. This area is non deed restricted and there are no HOA or CDD fees. The home is being offered furnished so pack your bags and call today for your private showing.
Listing is courtesy of: LASBURY-TRACY REALTY INC. (941-474-5585)
Listing Agent: Bart Tracy Ii (941-416-4114)
1475 FLAMINGO DR #122, ENGLEWOOD, FL 34224
$69,90059 Days on yellowkey MLS ID: D6146291
REDUCED by $8,100 (10.4%) on 04/17/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 408 Built: 1992 Tax: $1,694 (2025)Community: Holiday Travel Park EnglewoodManufactured Home
Taxes:$1,694
Remarks: Paradise Found! Your perfect winter escape awaits in the gated 55+ community of Holiday Mobile Park where blue skies and palm trees replace cold winter mornings and heavy coats. This cheerful retreat welcomes you with tropical landscaping at the front entry and the convenience of a rear parking pad, giving you flexible access and added privacy. Inside, the spacious layout offers 1 bedroom and 1 bathroom with vaulted ceilings that enhance the airy feel, a charming kitchen with white cabinetry, a dining area, and an interior laundry closet for everyday ease. The enclosed Florida room adds valuable bonus space, perfect for morning coffee, afternoon reading, or simply unwinding in your own peaceful corner of paradise. Life here is about simplicity and connection, with a friendly, golf cart friendly atmosphere where neighbors wave as they pass and the social calendar stays full. Residents enjoy a sparkling heated pool, shuffleboard, bocce ball, horseshoes, a clubhouse with indoor pickleball and pool tables, and a variety of gatherings from casual coffee meetups to lively evening events. Boating enthusiasts appreciate the private boat ramp with access to the freshwater canals, and convenient on site laundry facilities add extra practicality. Low monthly HOA fees cover water, sewer, trash pickup, lawn care, and grounds maintenance, and you own your land, adding long term value and peace of mind. Just minutes from area beaches, local restaurants, golf courses, and shopping, this adorable retreat at 1475 Flamingo Drive #122 is a fantastic option for snowbirds, year round residents, or anyone seeking an easygoing Florida lifestyle with personality.
1210 GULF BLVD, ENGLEWOOD, FL 34223
$1,999,00044 Days on yellowkey MLS ID: A4686388
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3753 Built: 2025 Tax: $2,909 (2025)Community: Englewood ShoresSpa: YesSingle Family
Taxes:$2,909
Middle School: SKY Academy Englewood
Remarks: Under contract-accepting backup offers. Introducing a newly completed 2025 coastal masterpiece on South Manasota Key—where refined luxury, breathtaking views, and effortless beach access converge. Just a short stroll from two nearby beach easements leading to the powdery sands of the Gulf, this exceptional residence offers the rare opportunity to enjoy an elevated island lifestyle while benefiting from highly desirable nightly rental eligibility. Spanning 3,753 square feet with six bedrooms and four-and-a-half baths, the home is thoughtfully designed to maximize light, views, and seamless indoor-outdoor living. This modern coastal design welcomes you to a private courtyard retreat where a heated saltwater pool and spa glisten against sleek travertine pavers. Covered terraces and lounging spaces create a resort-style atmosphere ideal for entertaining, relaxing, and embracing the coastal breeze. Inside, refined finishes and meticulous craftsmanship define every space. The bedroom level features five beautifully appointed guest retreats, including a tranquil primary suite with private balcony and spa-inspired bath, along with an additional ensuite bedroom offering serene views. Multiple balconies throughout the home provide intimate escapes for morning coffee, sunset cocktails, and sweeping coastal views. The upper living level is the heart of the home—an extraordinary gathering space framed by panoramic views of the Gulf and Lemon Bay. The designer chef’s kitchen showcases elegant marble surfaces, premium Café appliances, bespoke pendant lighting, and a sleek wet bar with its own beverage refrigeration, creating an inviting setting for effortless entertaining. Expansive glass doors open to a deep west-facing balcony, offering a front-row seat to the spectacular sunsets that define Florida’s Gulf Coast. A secondary primary suite with private balcony and spa-style bath completes this level, providing an elegant and private retreat for owners or guests. Crowning the residence is an unforgettable rooftop terrace with sweeping 360-degree views from the Gulf to Lemon Bay, including Milton Pass—a dramatic setting for sunset gatherings, stargazing, and unforgettable coastal evenings. Designed for both beauty and resilience, the home features hurricane-impact windows and doors, soaring ceilings, solid hickory staircases, porcelain tile flooring, and a whole-home elevator connecting every level from the epoxy-finished garage to the rooftop terrace. All major systems—including roof, HVAC, plumbing, electrical, water heater, and pool equipment—are brand new and high-end, offering peace of mind and modern smart-tech efficiency. With no HOA or CDD fees, public utilities, exceptional construction, and the rare flexibility of nightly rentals, this remarkable South Manasota Key estate presents a unique opportunity to own a luxury coastal sanctuary, income-producing investment, or generational beach retreat—all within steps to Englewood Beach and waterfront dining, and minutes to marinas and championship golf courses. A true custom-built home priced to sell without any restrictions!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
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