Location: Englewood, Englewood
Do Not Show Listings
1103 SHORE VIEW DR, ENGLEWOOD, FL 34223
$1,250,000336 Days on yellowkey MLS ID: A4654919
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1664 Built: 1978 Tax: $9,962 (2024)Community: Englewood ShoresApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,962
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Click the virtual tour links to "walk through" each unit! Discover coastal living at its finest with this rare opportunity to own a duplex on the pristine shores of Manasota Key! This property boasts unobstructed Gulf of Mexico views and deeded beach access, offering the perfect blend of serenity and potential. This classic duplex is a blank canvas, awaiting your personal touch to transform it into your dream beach retreat or a lucrative investment property. While it retains its original charm, the home is primed for modern updates, allowing you to customize every detail to your taste. Situated in a prime location on Manasota Key, you’re just steps from sandy beaches and turquoise waters. Enjoy breathtaking sunsets and panoramic ocean vistas from your own slice of paradise. The duplex offers flexibility—live in one unit and rent the other, or maximize income with dual rentals in this high-demand beachfront market. With untouched potential, this is a rare chance to renovate and create a bespoke coastal masterpiece tailored to your style. Whether you're seeking a vacation home, an investment opportunity, or a permanent seaside escape, 1103 Shoreview offers endless possibilities. Don’t miss your chance to own a piece of Manasota Key’s unspoiled beauty!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Nelle Dreyer, Pa (941-567-8091)
1155 FOREST DR, ENGLEWOOD, FL 34223
$625,00034 Days on yellowkey MLS ID: D6146875
0 Days Off yellowkey (back on 4/28/2026)
REDUCED by $24,000 (3.7%) on 04/23/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1915 Built: 1974 Tax: $4,489 (2025)Community: Englewood Gardens Unit 4Spa: NoSingle Family
Taxes:$4,489
Elementary School: Englewood Elementary
High School: Lemon Bay High
Tax Year: 2025
Middle School: L.A. Ainger Middle
Remarks: Under contract-accepting backup offers. This is not your typical Englewood remodel. 1155 Forest Dr is a four-bedroom, two-bathroom residence that has been completely reimagined with a modern contemporary design you simply won't find anywhere else in the area. From the moment you step inside, the dramatic skylights command your attention — natural light floods the living spaces and plays off the beautiful new vinyl flooring that flows seamlessly throughout the home. Floor-to-ceiling windows line the main living areas, dissolving the boundary between interior and exterior while framing the lush tropical surroundings. The kitchen has been fully redesigned with sleek cabinetry, a flush-mount range hood, and designer finishes complemented by a custom wood slat feature wall. Both bathrooms have been taken down to the studs and rebuilt with modern fixtures and clean, sophisticated lines. Every detail feels considered and intentional. The outdoor living is where this property truly separates itself. A fully enclosed courtyard and pool connect directly to a private cabana house — all under one continuous screen enclosure. The cabana features a thatched ceiling with exposed beam trusses, string lighting, a ceiling fan, and a mounted TV — an exceptional space for hosting or simply unwinding in total privacy. Adding to the property's versatility is a brand new detached garage, just completed by the current owner. Whether it's a workshop, additional storage, or a place for toys and projects, it's a rare addition that most homes in this area simply don't offer. The lot itself is .62 acres — an oversized, deeply private parcel with mature oaks, palms, and tropical vegetation creating an enveloping canopy that gives the entire property an effortless, resort-like feel. Impact-resistant windows (2021), a newer AC system (2019), a durable metal roof (2006), and relined plumbing round out the practical upgrades. Located minutes from historic Dearborn Street, Englewood Beach, golf courses, pickleball courts, and multiple boat ramps with direct access to open water. This is a one-of-a-kind property — schedule your private showing today.
Listing is courtesy of: LASBURY-TRACY REALTY INC. (941-474-5585)
Listing Agent: Austin Tracy (941-387-4259)
1799 E MANASOTA BEACH RD, ENGLEWOOD, FL 34223
$775,000243 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
Taxes:$3,493
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
$599,000168 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)
71 WINSON AVE, ENGLEWOOD, FL 34223
$440,90026 Days on yellowkey MLS ID: D6146963
REDUCED by $19,000 (4.1%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1114 Built: 1956 Tax: $4,897 (2025)Community: Englewood Park Amd OfSingle Family
Taxes:$4,897
Remarks: Own a true piece of Englewood history! Built in the 1950s by renowned Kluge builders, this home stands as a classic example of timeless Old Florida craftsmanship. From the exposed pine ceilings throughout to the solid block interior walls, the quality and character are unmistakable. Thoughtfully updated while preserving its vintage charm, the home features new kitchen cabinetry, a beautifully designed entry hall with floor-to-ceiling pantry storage, and a stunning oversized PebbleTec pool surrounded by a brick paver patio—perfect for relaxing or entertaining. Located in a no HOA community, you’ll enjoy the freedom to truly live the Florida lifestyle—park your boat right in your yard and make the most of nearby water access. Relax on your screened lanai and enjoy live music drifting over from nearby Pioneer Plaza, or take a short stroll to the local farmers market. Ideally situated just one block from Lemon Bay, you’ll enjoy refreshing coastal breezes and a highly walkable lifestyle. Walk to Indian Mound Park and boat ramp, catch breathtaking sunsets at Cherokee Street Piers, or explore the shops, dining, and vibrant energy of Dearborn Street, the heart of Old Englewood. If you’ve ever said “they don’t make them like they used to,” this is your chance to own a truly special home that proves it.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-208-5246)
Listing Agent: Kathi Obendorfer, Pa (941-445-3775)
157 ENGLEWOOD ISLES PKWY, ENGLEWOOD, FL 34223
$629,00072 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
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)
1475 FLAMINGO DR #117, ENGLEWOOD, FL 34224
$69,00010 Days on yellowkey MLS ID: N6144066
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 216 Built: 1980Monthly Fee: $140 Tax: $1,534 (2025)Community: Holiday Travel Park EnglewoodManufactured Home
Taxes:$1,534
Remarks: Welcome to Coconut Condo — a unique opportunity to own a one-bedroom, one-bath home with a BRAND NEW 2025 AC UNIT AND HOT WATER HEATER along with tons of potential in a prime location within the park. Situated on the largest street in the community and on a pull-through lot, this property offers easier access than many surrounding homes. Inside, the home is ready for your personal touch and a little TLC, making it the perfect canvas to create your ideal getaway. Despite its cozy footprint, there’s flexible space to comfortably accommodate visiting family or guests, giving you more functionality than you’d expect from a one-bedroom layout. In this park, there's NO LAND LEASE- that's right, YOU OWN THE LAND. Holiday Travel Park is a gated community with incredible amenities, that include a beautiful pool, shuffleboard, bocce ball, horseshoes, community boat ramp, convenient laundry facilities throughout, and huge activity center with tons of activities! There's also optional boat/RV storage spaces available for rent. There's always something fun going on in Holiday Travel Park: it's truly a community filled with the friendliest of residents! ALSO INCLUDED in the LOW monthly HOA fee ($140) is water, sewer, trash pickup, & grounds maintenance. This location is near ocean access boat ramps & marinas, and is within 10 minutes of the beautiful Englewood Beaches,...not to mention historic Dearborn St! Plenty of outdoor activities to do in this area (such as kayaking and hiking) and LOTS of beautiful Florida Wildlife to spot Whether you’re looking for an affordable seasonal retreat, an investment opportunity, or even a private guest house for family or friends if you already own in the park, Coconut Condo offers versatility and value that’s hard to find. Bring your vision and make this charming property your own!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kaela Stoddard, Llc (941-875-6092)
4 WINDSOR DR, ENGLEWOOD, FL 34223
$599,000488 Days on yellowkey MLS ID: N6135900
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1782 Built: 1972Monthly Fee: $10 Tax: $6,020 (2024)Community: Englewood Isles SubSingle Family
Taxes:$6,020
Remarks: The seller will remit a check to you at closing to install your new Boat Lift. This Florida Intracoastal Water Way / Gulf Access home is NOT in a flood zone and does NOT require flood insurance!! Just 30 minutes and no fixed bridges to the glorious Gulf--and NO flood insurance required. How sweet is that? Immediately move into this beautifully furnished home turnkey. There are custom window and patio door treatments, upgraded Berber carpet in bedrooms and Florida room; plus wireless remote controlled multi-function ceiling fans and lights. Spend a leisurely morning in your lovely Florida room overlooking the water where manatees and dolphins play. Some of the best fishing and crabbing is right in your back yard. The interior was completely remodeled in 2018 and 2022 and though to 2025, and is open, light and bright. Thoughtful perks include a central vacuum with a set of hoses for the garage and a separate set for the house to make your life easier. The den could be used as a third bedroom, and the split plan allows maximum peace and privacy. The updated kitchen features stainless Granite counter tops, and the spacious waterfront Florida room is marvelous for entertaining. There is even a protected private marina just for residents. Fancy a picnic at the beach. North Beach is just 9 little minutes from home on land! Prefer waterfront dining? The area's best is minutes from your house. Dearborn Street with shops, dining, galleries, hot rods and the Best Farmer's Market in the county is less than 10 minutes away. Englewood Isles has been Englewood's best address for over half a century, with peaceful tree lined streets and generous lots. Why settle for an anonymous beige box on a postage stamp lot? Your new home in Englewood Isles awaits!
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-923-5835)
Listing Agent: Amy Hibberd (941-228-6900)
43 WINDSOR DR, ENGLEWOOD, FL 34223
$469,00022 Days on yellowkey MLS ID: O6399230
INCREASED by $20,000 (4.5%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1704 Built: 1973Monthly Fee: $8 Tax: $2,809 (2025)Community: Englewood Isles SubSingle Family
Taxes:$2,809
Remarks: Welcome to this beautiful pool home completly renovated and located in the desirable community of Englewood.Isles Access to a 27 ft. Boat dock in the marina a few blocks away. This charming residence at 43 Windsor Dr has a spacious layout with ample natural light throughout. The kitchen boasts brand new modern appliances and generous cabinet space. The island is large and hides 6 cupboards underneath. People love the kitchen layout. It's appropriate for cooking enthusiasts with an induction stove/oven. Enjoy the serene lanai with a perfect sized pool appropriate for outdoor relaxation. Primary suite has a six foot soaking tub plus a separate shower. Guest bathroom has a 4 ft x 4 ft rain box shower. The two guest bedrooms are large and bright. Conveniently situated near local amenities and stunning beaches, this property provides a wonderful opportunity for comfortable living. Selling furnished.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
17 N CAYMAN ISLES BLVD, ENGLEWOOD, FL 34223
$725,00054 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
$980,00051 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
$3,850,000173 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
$2,300,000141 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
$500,00019 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
$200,000302 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
$500,00020 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
$769,000104 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
$1,730,000285 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
$595,000238 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
Elementary School: Vineland Elementary
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
$195,000341 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)
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