Location: Englewood, Englewood
Do Not Show Listings
1799 E MANASOTA BEACH RD, ENGLEWOOD, FL 34223
$775,000245 Days on yellowkey MLS ID: A4663125
4 Days Off yellowkey (back on 4/28/2026)
Bed: 3 Bath: 2.5 Gar: 6 Liv Area Sq Ft: 1744 Built: 1987 Tax: $3,493 (2024)Community: EnglewoodSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,493
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: RARE OPPORTUNITY to own 4.7 acres in Sarasota County! This property is a dream come true if you are looking for privacy, serenity, and upside potential. NO HOA OR DEED RESTRICTIONS. The property features a custom 3,000 sq ft garage and workspace with 3 oversized doors. This garage / workshop space can’t be found anywhere else – lots of room for car enthusiasts, work trucks and vans, large equipment, RVs, campers and boats and anything else a workman, hobby-lover, business owner, boater, or outdoorsman would ever want or need. And with the privacy and location the property offers, this opportunity can’t be matched. This large garage space also features a bathroom and laundry area and it has full electric power and water. The nearly 5 acres is mostly wooded with a large, private driveway at the end of the main street. However, there are ample manicured grounds surrounding the main dwelling; perfect for cookouts and entertainment. The main house is divided into two living units with separate entrances – an upstairs and a downstairs. The home is quaint and has a ton of potential and features real oak wood flooring in the living area. You could live in one area and rent out the other if you choose. Lots of grounds space for parking, play and pets. The location is also a dream – privacy and acreage in Sarasota County with public utilities but just a 2-5 miles away you are stepping foot on Manasota Beach, Blind Pass Beach and Englewood Beach! The beaches have restrooms, showers, picnic areas and amazing sunsets! You also are near stores, restaurants and everything else you would want. It is the perfect property featuring country living near all modern conveniences. Private showings only. Call us to schedule your time today.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Leland Howard (502-548-9618)
1245 HOLIDAY DR, ENGLEWOOD, FL 34223
$599,000170 Days on yellowkey MLS ID: D6144837
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1128 Built: 1966 Tax: $8,016 (2024)Community: Englewood ShoresSingle Family
Taxes:$8,016
Remarks: Updated Coastal Cottage on Manasota Key – Steps from Beach & Bay This charming Manasota Key cottage offers peace of mind and coastal comfort with hurricane-rated impact windows and a durable metal roof—both untouched by recent storms. Completely remodeled inside, the home features new electrical, updated kitchen and baths, new interior doors, stunning terrazzo flooring, and an outdoor shower perfect for rinsing off after a beach day. Ideally located just steps from both the Gulf of Mexico and Lemon Bay, and bordered by Stump Pass State Park, the home is a nature lover’s dream. The screened lanai provides a cozy space to relax, while guests will enjoy shelling, dolphin sightings while kayaking, and soaking in Florida’s year-round sunshine. The flexible, open floorplan is perfect for entertaining or hosting guests, with two private master suites offering comfort and separation. Whether used as a personal retreat or a rental investment, this cottage delivers the full Gulf Coast experience—from sunset strolls and intercoastal kayaking to world-class boating and fishing. This home isn’t just a getaway—it’s an opportunity to own a beautiful beach cottage in one of Florida’s most beloved coastal communities. Embrace the laid-back lifestyle and create a sought-after vacation haven.
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Courtney Defilippis (941-286-8208)
157 ENGLEWOOD ISLES PKWY, ENGLEWOOD, FL 34223
$629,00074 Days on yellowkey MLS ID: D6146260
0 Days Off yellowkey (back on 4/27/2026)
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
Tax Year: 2025
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
$599,000490 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
Elementary School: Englewood Elementary
High School: Lemon Bay High
Middle School: L.A. Ainger Middle
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)
17 N CAYMAN ISLES BLVD, ENGLEWOOD, FL 34223
$725,00056 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
Taxes:$6,305
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 Agent: Stephanie Ham (941-661-1462)
1725 OVERBROOK RD, ENGLEWOOD, FL 34223
$980,00053 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
$3,850,000175 Days on yellowkey MLS ID: A4671558
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3967 Built: 1999 Tax: $17,146 (2024)Community: Englewood GardensSpa: YesSingle Family
Taxes:$17,146
Remarks: A rare opportunity to own one of Lemon Bay’s most exceptional private waterfront estates. Set on more than an acre along the bay’s widest expanse, this fully reimagined coastal retreat delivers extraordinary privacy, breathtaking sunsets, and resort-style living in the heart of Englewood. Completed after an extensive two-year renovation, the elevated main residence blends timeless architecture with impeccable finishes and modern resilience. The 2-bedroom, 2.5-bath home features expansive water views, open-concept living spaces, and a stunning chef’s kitchen appointed with custom rift-sawn white oak cabinetry, Cambria surfaces, Wolf and Sub-Zero appliances, dual dishwashers, and a generous Galley workstation sink. A dramatic wall of sliding glass opens to an extraordinary outdoor setting with a saltwater pool and spa, covered summer kitchen, fire features, and multiple spaces designed for entertaining or quiet relaxation. The completely remodeled 3- bedroom, 2 bath private guest house creates an ideal compound for family, extended stays, or distinguished visitors, offering seasonal sunset views, 2 full kitchens and laundry and living areas with their own saltwater pool and infinity spa. Built for comfort and peace of mind, the estate includes hurricane-impact glass, new electric and plumbing, 13ft elevation, whole house generators for both main house and guest house, metal roofing and spray foam insulation, and premium construction enhancements - too many to mention here. This property is as storm proof as it is charming and elegant. Must be seen to be fully appreciated.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Bill Cantrell (941-586-8301)
1089 BAYSHORE DR, ENGLEWOOD, FL 34223
$2,300,000143 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
$500,00021 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 is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Carla Stiver, Pa (941-270-1460)
275 S MANGO ST, ENGLEWOOD, FL 34223
$200,000304 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)
928 STEWART ST, ENGLEWOOD, FL 34223
$500,00022 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
$769,000106 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)
233 N NEW YORK AVE, ENGLEWOOD, FL 34223
$195,000343 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
$549,900406 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
$925,00038 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)
940 BRENGLE AVE, ENGLEWOOD, FL 34223
$549,00044 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)
10104 RAFFERTY AVE, ENGLEWOOD, FL 34224
$415,00022 Days on yellowkey MLS ID: C7524016
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 1988 Tax: $4,223 (2025)Community: EnglewoodSpa: NoSingle Family
Taxes:$4,223
Elementary School: Vineland Elementary
Remarks: Welcome to a home where every detail has been handled for you. Situated on nearly half an acre, this beautifully modernized 3-bedroom, 2-bath, 2-car garage residence offers the perfect blend of coastal security and contemporary style. From the moment you step inside, you’ll notice the thoughtful upgrades and clean, modern design that make this home truly move-in ready. Bright, open living spaces flow with ease, creating a layout that feels both inviting and functional. Every corner has been refreshed with care, giving the home a crisp, polished feel while still keeping it warm and comfortable. At the heart of the home is the chef’s kitchen, designed to impress and built to perform. It features all-new stainless steel appliances, custom soft-close wood cabinetry, and pull-out drawers for easy storage. A large bar-style center makes cooking and entertaining simple and fun. Granite countertops and a subway-style tile backsplash add a timeless touch. Throughout the home, you’ll find new designer-engineered hardwood flooring, cottage-style window shutters, updated fans and lighting, and all-new raised panel interior doors. Each bedroom offers updated ceiling fixtures and oversized walk-in closets, providing both comfort and space. The family room invites you to relax by the stone-textured, corner wood-burning fireplace, while the extra area offers flexibility for a small dry-bar or creative space. This home also stands out for its strong upgrades focused on protection and efficiency. A durable metal roof, PGT insulated hurricane impact windows and doors, and a brand-new AC system—including new ductwork—bring peace of mind. The property has been fully re-plumbed and features upgraded electrical capacity, making it ready for modern living. Step outside to enjoy a massive screened enclosure and a spacious yard ready for your ideas. With an outdoor shower and pool bath already in place, adding a full-sized pool or hot tub is simple. The grounds include fruit trees, a picnic area, a large storage shed, and added privacy. There’s also extra parking for a boat or RV. Conveniently located close to schools, shopping, restaurants, and just a short drive to Gulf beaches, this home offers both comfort and location. A survey is available for the buyer—schedule your private tour today!
Listing is courtesy of: KW PEACE RIVER PARTNERS (941-875-9060)
Listing Agent: Rhonda Gustitus (941-426-4394)
1120 LARCHMONT DR, ENGLEWOOD, FL 34223
$569,900253 Days on yellowkey MLS ID: D6143551
1 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2367 Built: 1972 Tax: $6,428 (2025)Community: Englewood GardensSingle Family
Taxes:$6,428
Remarks: Under contract-accepting backup offers. This could be the unique estate home you've been searching for! If you yearn for something different, then take a look at this classic-style 4 bedroom/ 2.5 bath two story home, situated on 1.67 acres in North Englewood. This custom built home is situated well back from the street, with a circular drive entry. The front porch covers you while you enter into an actual foyer, complete with slate floor. Both formal living and dining rooms have decorative chair railing/crown moulding and laminate flooring. The kitchen has updated cabinetry w/pull out drawers, granite countertops and a breakfast bar, perfect for your morning coffee. Appliances include: WOLF gas range, Frigidaire built in double oven, LG French door refrigerator and Kitchen Aid Dishwasher. The adjoining family room has a wood burning fireplace, great for ambiance or to actually warm up the room on those occasional cool evenings. The primary bedroom is thoughtfully located on the first level of the house, and features a large walk in closet, parquet flooring and ensuite primary bath, with completely updated granite-top vanity, lighting, shower enclosure w/seat & safety bars, and tiled flooring. There's a good-sized utility area, with washer & dryer tucked away behind closet doors, and separate half bath located in the same area. Upstairs you'll find three spacious guest bedrooms, all with carpeted flooring and a huge amount of closet space. The Guest bath has a combo tub/shower w/door, tiled flooring, & its own water heater. Oversized two car side entry garage has room enough for two cars plus all your garden tools! Huge tiled lanai is the perfect place to relax at the end of the day, or maybe for morning coffee! Large brick patio just off the Lanai would be the perfect place to add an outdoor kitchen. Zoned central heat/air systems for upstairs/downstairs were replaced in 2016 and 2019. Shingle Roof was replaced in 2022. Fenced back yard keeps the kiddos or the pets safe and contained. There's no pesky homeowner association telling you what you can and cannot do, either! (thus no fees!) This location is perfect - just a short distance to either Manasota or Englewood Beach, and local shopping, restaurants, and so much more! Application for Membership into the Englewood Gardens Beach Club is available, which has a private clubhouse, parking, security gate and beach on the gulf side and short term dockage on the bay side.
602 W PERRY ST, ENGLEWOOD, FL 34223
$249,000196 Days on yellowkey MLS ID: D6144317
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 829 Built: 1981 Tax: $2,517 (2024)Community: EnglewoodSingle Family
Taxes:$2,517
Remarks: RECENT PRICE ADJUSTMENT—Don’t Miss This Old Florida Cottage in Old Englewood Village! Located just one block from historic Dearborn Street, this charming Old Englewood Village cottage offers the perfect blend of character, convenience, and coastal lifestyle. Enjoy walkable access to local shops, cafés, art galleries, farmers’ markets, and community events, with bayfront parks nearby and Englewood Beach just a mile away. Inside, the home combines classic cottage charm with modern updates, including a newer roof, updated kitchen, and updated bath—providing peace of mind while preserving its timeless appeal. Light-filled living spaces create a warm, inviting atmosphere that’s easy to enjoy year-round. Outdoor areas offer space to relax, garden, or entertain, making the most of Florida’s laid-back, al fresco lifestyle. This home delivers location, charm, and value in the heart of Old Englewood Village. Updated where it counts (roof, kitchen, and bath), charming where it matters, and serving up all the Village vibes--whether you need a full-time home, a winter escape, or a sweet rental--this one just works! Come claim your slice of Old Florida before someone else does!
Listing Agent: Terri Hesse (941-662-6466)
611 W WENTWORTH ST, ENGLEWOOD, FL 34223
$525,000203 Days on yellowkey MLS ID: D6144142
2 Days Off yellowkey (back on 4/16/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 837 Built: 1949 Tax: $2,246 (2024)Community: Englewood OfSingle Family
Taxes:$2,246
Remarks: BUY YOUR SMALL BUSINESS A HOME!! PREMIER LOCATION WITH RCTOD ZONING, ALLOWS RESIDENTIAL / COMMERCIAL APPLICATION USE. ONE OF A KIND - 1949 VINTAGE FLORIDA BUNGELOW - THIS PIECE OF ENGLEWOOD HISTORY HAS NOT BEEN AVAILABLE FOR PURCHASE IN OVER 40 YEARS! THOUGHTFULLY RESTORED. YOU WILL CERTAINLY APPRECIATE THE CONSCIOUS EFFORT, CRAFTSMANSHIP, THE USE OF ERA APPROPRIATE MATERIALS, THE ARCHITECTURAL STYLE AND THE DESIGN ELEMENTS TO MAINTAIN ITS CHARACTER. ORIGINAL CEILINGS, INTERIOR PLASTER, WOOD FLOORS AND CEDAR LINED CLOSETS PULL YOU IN. Kitchen has custom made wood cabinets, undermount quartz composite double sink, and all new "Classic" Vintage appliances. Wood flooring was fully restored and the retro black & white tiles in kitchen and bathroom are eye catching. All within the last 3 years - all windows are impact rated - full roof replacement - new ac and ductwork - new poured concrete for sidewalks all around the house and driveway. Step out the back door into your fully fenced yard with a15x15 wooden deck with a gazebo cover. Sidewalk continues to the rear door of the attached garage, clean with epoxy flooring and washer and electric dryer hook up. THIS IS AN UNDUPLICATED BEAUTY LOCATED IN OLDE ENGLEWOOD VILLAGE WITH THE GLISTENING WATERS OF LEMON BAY AT THE END OF BOTH INTERSECTING STREETS. WALK OR BIKE TO RESTURANTS, LIVE MUSIC VENUES, COFFEE SHOPS, SPECIALTY STORES, ART GALLERIES, PUBLIC LIBRARY AND THE LEMON BAY PLAYHOUSE FOR LIVE THEATER. TRADITIONAL PARADES TAKE PLACE RIGHT OUT YOUR FRONT DOOR. SEAFOOD AND MUSIC FESTIVALS - RIGHT UP DEARBORN STREET AT PIONEER PLAZA.THERE ARE 3 WATERFRONT PARKS JUST BLOCKS AWAY! IF YOU LIKE QUAINT AND LIVING IN A TRUE NEIGHBORHOOD DISTRICT DESIGNED FOR PEDESTRIANS - THIS IS THE PLACE FOR YOU - THE PERFECT GETAWAY AND WINTER HOME WHERE YOU CAN LEAVE THE CAR IN THE GARAGE AND ENJOY THE CONNECTIVITY OF THIS WALKING NEIGHBORHOOD LOCATION. PURCHASE NOW BEFORE THIS NEIGHBORHOOD EXPLODES!
Listing Agent: Judy Canero, Llc (941-915-4377)
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