Location: Englewood
Do Not Show Listings
1155 FOREST DR, ENGLEWOOD, FL 34223
$625,00073 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
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)
9290 PINE COVE DR, ENGLEWOOD, FL 34224
$2,299,00048 Days on yellowkey MLS ID: D6147218
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 4452 Built: 2019 Tax: $20,634 (2025)Community: Pine CoveSpa: YesSingle Family
Taxes:$20,634
Elementary School: None
High School: None
Middle School: None
Remarks: Experience the ultimate waterfront lifestyle in this stunning canal-front estate, offering nearly 9000 total square footage and 100 feet of prime frontage and direct access to the Intracoastal Waterway with no bridges and quick access to Stump Pass and the Gulf. Designed for both luxury and functionality, this 4-bedroom, 3-bath residence delivers exceptional indoor-outdoor living at every turn. Step outside to your private resort-style oasis featuring a marble pool deck, sparkling pool and spa, a built-in gas fire pit and gas tiki torches, perfect for entertaining under the Florida sky. Multiple expansive lanais on every level, connected by a striking spiral staircase, create seamless spaces to relax and take in the water views. The fully equipped outdoor kitchen includes a grill, sink, ice maker, mini fridge, and ample storage, making it ideal for hosting. Boating enthusiasts will appreciate the 50-foot dock, 10,000 lb. boat lift, and jet ski dock. Inside, no detail has been overlooked. The home showcases custom wood ceiling details, rich walnut stairs, elegant moldings, and all-wood custom cabinetry throughout. Quartz countertops elevate every space, while built-in features enhance all closets, the great room, and the primary suite. A spacious walk-in pantry adds convenience, and bedrooms 2 and 4 enjoy direct lanai access. The entire third floor is dedicated to a luxurious primary retreat, complete with a private sitting area, den, lanai, and a custom walk-in closet. The spa-inspired primary bath features split vanities with vessel sinks, jetted spa tub and a walk-through shower for a true retreat experience. Modern comforts include an elevator servicing all floors, paver driveways, fenced yard, impact-rated PGT windows and sliders, a whole-house generator, propane connections for major systems, a full-home speaker system, alarm system with cameras, mosquito misting system, and irrigation. A 4-car garage with epoxy floors provides ample space for vehicles and storage. This is a rare opportunity to own a meticulously designed waterfront home that perfectly blends luxury, comfort, and boating convenience.
Listing is courtesy of: BREAKWATER REALTY GROUP LLC (941-302-0629)
Listing Agent: Samantha Pearson (941-302-0629)
1799 E MANASOTA BEACH RD, ENGLEWOOD, FL 34223
$775,000282 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
Tax Year: 2024
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)
211 WINSON AVE, ENGLEWOOD, FL 34223
$675,000138 Days on yellowkey MLS ID: D6145738
0 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 2003 Tax: $4,052 (2025)Community: Paulsen PlaceSingle Family
Taxes:$4,052
Remarks: Under contract-accepting backup offers. Envision yourself in this custom-built Southern Design pilling home that is located on a saltwater canal with direct access to the intracoastal waterway and the Gulf of America/Mexico. This elevated coastal residence offers peaceful water views of the intracoastal waterway and Lemon Bay, exceptional boating access, and a true Florida waterfront lifestyle. This open floor plan features 2 bedrooms and 2 bathrooms, with the great room and dining area highlighted by coffered ceilings and abundant natural light. Impact-rated windows and French doors enhance the bright, airy coastal atmosphere. While the doors are not impact-rated, they are equipped with shutters for storm protection. Both bedrooms and the main living areas display beautiful water views, creating a serene setting throughout the home. The open kitchen contains granite countertops and appliances, including a GE refrigerator, GE Profile microwave, Kenmore oven/range, and Whirlpool dishwasher. A separate laundry room includes a Whirlpool washer and dryer. The Jack-and-Jill primary bathroom offers convenient access from both bedrooms, and the home includes three storage closets with built-in shelving for added functionality. Outdoor living is a true highlight. A wraparound front and side porch provides the perfect place to relax and take in sweeping water views. The property also features a private walkway leading to a 4’ x 10’ dock. Additional exterior features include professional landscaping, an irrigation system, an outdoor shower, and an Insta-Hot electric water heater. The elevated design allows for covered parking for up to four vehicles, along with a storage room and a circular driveway for easy vehicle entry and exit. Home was designed to add an elevator if needed. Located directly across the street from a public park with boat ramps and direct Intracoastal access, this home is also just minutes from Dearborn Street, known for its dining, shopping, and local events. Immaculately maintained inside and out, this waterfront home offers an exceptional opportunity to enjoy coastal Florida living, combining boating convenience, walkable amenities, and tranquil water views in one desirable Englewood location.
Listing is courtesy of: HAMSHER REALTY, INC. (941-697-8888)
Listing Agent: Yami Rodriguez (941-310-0507)
1605 MANOR RD, ENGLEWOOD, FL 34223
$795,000391 Days on yellowkey MLS ID: D6142397
REDUCED by $30,000 (3.6%) on 04/27/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2050 Built: 1955 Tax: $4,786 (2024)Community: Manor HavenSpa: NoSingle Family
Taxes:$4,786
Elementary School: Vineland Elementary
Remarks: Boater's Paradise!! Take advantage of this large price reduction making your dream of living on the water an affordable reality. Beautifully renovated waterfront home with one bridge to Lemon Bay and easy access to the Gulf at Stump Pass. Dock is equipped with a 6000 lb. Boat Lift and there is a floating dock for canoe/kayak access along the 170 ft. pristine Ainger Creek. This serene 1.08 acres property includes the home and Lots 3,4 and 5. Lots 1 and two totals .7 acres and are available under a separate agreement. The entire first floor and lanai are artfully tiled and natural stone pavers encircle the pool. This home doubled in size in 2000 with a two story addition including a primary bedroom with a wonderful view of the creek from a private balcony. Also has a sitting area and en suite with a jetted tub. The second level also includes a guest room with bath and laundry room. The sparkling, heated, saltwater pool was added in 2021 and has a Clearview pool cage and a new pump and pool heater this year. Large area on the lanai is wired for a hot tub or perfect for adding an outdoor kitchen. The dining room opens up to the lanai with two sets of French doors. There is a bonus room with plank floor tile and an oversized attached one car garage with plenty of room for storage. The first level also has a guest room. totally remodeled bath, and an office/den with closet which could be a fourth bedroom The beautiful remodeled kitchen has exotic granite countertops, tumbled marble backsplash, hardwood Cherry cabinetry, and all new appliances. Impact windows are installed on all the windows on the second floor and hurricane fabric on the balcony and all windows and doors on the lower level. The roof was re-shingled in 2022. The entire exterior and first level interior was just painted this year The first floor AC unit is new and the main electric service is also new this year. A detached 12x24 garage/workshop was recently built. Dogs can find all the legroom they need in the supersized fenced area accessed through a dog door in the garage. You will love the location of this property near shopping, restaurants , numerous golf courses and just two miles from the beautiful beaches on Manasota Key. Come experience the old Florida charm that this wonderful Englewood home has to offer.
Listing Agent: Peggy Norton (941-223-6939)
10347 GRAIL AVE, ENGLEWOOD, FL 34224
$320,00087 Days on yellowkey MLS ID: A4686289
REDUCED by $10,000 (3.0%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1608 Built: 2018 Tax: $2,670 (2025)Community: Port Charlotte Sec 062Single Family
Taxes:$2,670
Elementary School: Myakka River Elementary
Remarks: One or more photo(s) has been virtually staged. Great move in ready opportunity, this 3 bedroom 2 bath open floor plan is ready for its new owners. This one owner home was built in 2018. The open living area with living room, kitchen and dining space make it great for entertaining. The kitchen has a Whirlpool Stainless appliance package with refrigerator, range, dishwasher and microwave. Granite counters with wood cabinets with lots of storage space. In the primary suite there is a large walk-in closet, full bath and a walk-in shower. The additional bedrooms share the 2nd bathroom with a shower / tub combo. The laundry room has shelving and a laundry sink. Ceramic tile throughout the home. The large back yard is open and ready for your personal touches or add a pool you always wanted, also a large shed for all you landscaping equipment. The 2 car garage is 21 x 18. Oversized circular paver driveway. Hurricane shutters are included,. Its an easy 15 minute drive to the beautiful Gulf beaches. Golf, shopping and grocery are all close by. Don't wait this is the one...
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Glenn Davis (941-350-7749)
745 SESAME ST, ENGLEWOOD, FL 34223
$379,000129 Days on yellowkey MLS ID: D6146013
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1983 Tax: $5,010 (2025)Community: Sesame StreetSingle Family
Taxes:$5,010
Remarks: Nestled at the end of a quiet cul-de-sac, this property provides both privacy and potential, making it a truly special find. A beautifully designed brick-paved driveway winds through lush, tropical landscaping bursting with butterfly-friendly flowers, leading to the welcoming front entrance. Step through the front door and be greeted by high ceilings and a stone, wood-burning fireplace that serves as the heart of the home. Designed for both functionality and privacy, the split floorplan ensures a serene retreat for the primary suite. Crown molding accents add a refined touch, while expansive windows flood the home with abundant natural light. The kitchen features spacious solid corian countertops, rich wood cabinetry, and built-in organizers. Stained glass accent doors lend an artistic flair, and the breakfast bar provides a cozy space for casual dining. The primary bedroom serves as a private sanctuary, complete with an en suite bath and French doors that open to the backyard. The second bedroom is highly versatile, offering generous built in storage and the flexibility to become a home office, library, or creative space. Step outside to your very own Florida friendly landscaped paradise filled with pollinator-friendly plants that enhance the natural surroundings (just needs a little work to bring it back to its amazing self). The storage shed also boasts an upper deck perfect for sunbathing or star-gazing while the screened-in patio invites relaxation. Rest easy with significant updates, including a NEW ROOF (2022), a RECENTLY REPLACED AC, a WATER HEATER updated 2-3 years ago, and a NEWER ELECTRICAL PANEL. No hurricane damage or flooding (X flood zone) from recent storms. Located in the highly desirable Old Englewood area (no HOA), this remarkable property is just moments from historic Dearborn Street, Lemon Bay Park, charming shops, delicious restaurants, and the breathtaking Gulf Coast beaches.
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Courtney Defilippis (941-286-8208)
6285 MARCUM ST, ENGLEWOOD, FL 34224
$299,99095 Days on yellowkey MLS ID: A4685754
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1550 Built: 2026 Tax: $563 (2025)Community: Port Charlotte Sec 069Single Family
Taxes:$563
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Under Construction. NEW CONSTRUCTION WITH WARRANTY! *Estimated delivery July 2026.* The Palm offers 1,550 square feet of thoughtfully designed living space. The spacious Great Room with its vaulted ceiling flows effortlessly to the private covered lanai—ideal for indoor-outdoor living and entertaining. At the heart of this open layout, the kitchen features a freestanding island and designer cabinetry with soft-close doors, opening to a bright dining area with a tray ceiling and abundant natural light. The primary suite includes a generous walk-in closet and a private bath with dual vanities, a tiled shower, and convenient linen storage. Additional highlights include upgraded plank tile throughout the main living areas, designer cabinetry & quartz counters in the kitchen and baths, hurricane-impact windows and doors, stainless steel kitchen appliances, and an attached two-car garage. Pictures, renderings, & virtual tour are of similar home & are used for display purposes only.
Listing is courtesy of: CHRISTOPHER ALAN REALTY, LLC (239-288-5905)
Listing Agent: Carlos Gilkey, Iv (760-792-8994)
1339 KEYWAY RD, ENGLEWOOD, FL 34223
$365,00060 Days on yellowkey MLS ID: A4689095
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1514 Built: 2006Monthly Fee: $8 Tax: $3,734 (2025)Community: Overbrook GardensSingle Family
Taxes:$3,734
High School: Venice Senior High
Middle School: Venice Area Middle
Remarks: Nestled in the desirable Overbrook Gardens neighborhood of Englewood, 1339 Keyway Road is a beautifully maintained 3-bedroom, 2-bathroom home offering 1,514 square feet of thoughtfully designed living space. Built in 2006, this residence blends comfort and style with an open-concept great room featuring soaring vaulted ceilings, creating an inviting atmosphere that flows seamlessly from living to dining to kitchen. The kitchen is a true standout, boasting generous granite countertops and gleaming stainless steel appliances — perfect for everyday meals and effortless entertaining. Elegant 18-inch tile flooring spans the common areas while warm wood flooring adds character to each bedroom. Ceiling fans throughout keep the coastal breeze circulating in every room. A wall of sliding glass doors off the dining area opens to a generous screened lanai, ideal for morning coffee or evening relaxation. Out front, a second screened lanai welcomes you home in style. The fully fenced backyard provides privacy & security for room to roam, while the two-car garage offers ample storage. Retreat to a spacious primary suite complete with an ensuite bathroom and walk-in closet. Major updates include a new roof in late 2022 and a brand-new HVAC system in 2026, delivering true peace of mind. The low annual HOA supports community parks and a private boat ramp — a rare perk for water enthusiasts. Just minutes from Manasota Key Beach, Lemon Bay Park, and charming Dearborn Street, this home delivers the quintessential Florida lifestyle.
Listing Agent: Michael Ballantyne (941-404-7374)
11177 CHALET AVE, ENGLEWOOD, FL 34224
$410,000106 Days on yellowkey MLS ID: A4683958
REDUCED by $10,000 (2.4%) on 04/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1212 Built: 2023 Tax: $5,020 (2025)Community: Port Charlotte Sec 063Single Family
Taxes:$5,020
Remarks: Step into effortless Florida living with this stunning, move-in ready newer (2023) construction home featuring a sparkling POOL and an expansive tiled deck perfect for entertaining. Connected to city water and thoughtfully designed throughout, the interior showcases wood-look tile flooring, elegant quartz countertops, soft-close all-wood cabinetry, tray ceilings, and sleek stainless steel appliances. The spacious open floor plan creates a seamless flow for everyday living, while the primary suite offers double sink vanity for added comfort and convenience. Hurricane-impact windows and sliding glass doors provide peace of mind and energy efficiency. Nestled on a charming, quiet street just minutes from shopping, dining, parks, beaches, schools and all necessities of life! This property is outside of a flood zone and comes with the added benefit of no HOA fees and no CDD. Stylish, secure, and superbly located — this is the home you’ve been waiting for.
Listing is courtesy of: TAMM REAL ESTATE (941-416-4765)
Listing Agent: Nikki Tamm (941-416-4765)
1944 PENNSYLVANIA AVE, ENGLEWOOD, FL 34224
$600,000269 Days on yellowkey MLS ID: D6143847
REDUCED by $50,000 (7.7%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1146 Built: 1962 Tax: $5,677 (2024)Community: Grove City ShoresSingle Family
Taxes:$5,677
Remarks: Discover your slice of paradise with this beautiful recently remodeled three bedroom home, situated on Lemon Bay. Offering easy access to the Gulf of America, this property is a boaters dream complete with a private dock and boat lift. Enjoy world class fishing, boating, and endless water adventures just steps from your backyard. Within five minutes you can be to the sandy Gulf beaches, local restaurants, or explore charming coastal shops. Nature lovers will be delighted by the abundance of wildlife from dolphins, manatee, sea birds, and more right from your backyard. Whether you’re seeking a serene retreat or a vibrant waterfront lifestyle, this home offers the best of both worlds. Furnishings negotiable!
Listing Agent: Jon Bauer (941-979-2651)
725 REDBUD CT, ENGLEWOOD, FL 34223
$528,000129 Days on yellowkey MLS ID: D6146000
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2064 Built: 2024Monthly Fee: $312 Tax: $5,078 (2025)Community: Park ForestSingle Family
Taxes:$5,078
Remarks: Under Construction. MOVE IN READY! 3 bedroom, 2 bath new construction home located in the 55+ community of Park Forest. Step through the double doors into an inviting foyer that leads you to this open concept home. High 9 foot ceilings create a light and bright living space. The kitchen features shaker sytle cabinets, granite counter tops with a stunning backsplash. Laundry room is off the kitchen with lots a storage. The living area is highlighted by a coffer ceiling, crown molding, and large pocket sliding doors leading to the lanai. The primary bedroom also has sliding doors to the lanai. The primary bathroom boast all wood cabinets, granite counter tops, and a large walk in shower with a glass enclosure. The front door, garage door and windows are impact glass. This home is located close to beaches, shopping, golfing and the Sarasota County sports park. The community includes a club house, pool and tennis/pickleball courts that have newly updated and NO CDD's. Taxes and assoctiation fees have been estimated
Listing is courtesy of: TALL PINES REALTY (941-475-5015)
Listing Agent: Cassandra Macdonald (941-270-2269)
721 REDBUD CT, ENGLEWOOD, FL 34223
$528,000137 Days on yellowkey MLS ID: D6145877
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2014 Built: 2024Monthly Fee: $311 Tax: $4,735 (2025)Community: Park ForestSingle Family
Taxes:$4,735
Remarks: Under Construction. MOVE IN READY! 3 bedroom, 2 bath new construction home located in the 55+ community of Park Forest. Step through the double doors into an inviting foyer that leads you to this open concept home. High 9 foot ceilings create a light and bright living space. The kitchen features shaker sytle cabinets, granite counter tops with a stunning backsplash. Laundry room is off the kitchen with lots a storage. The living area is highlighted by a coffer ceiling, crown molding, and large pocket sliding doors leading to the lanai. The primary bedroom also has sliding doors to the lanai. The primary bathroom boast all wood cabinets, granite counter tops, and a large walk in shower with a glass enclosure. The front door, garage door and windows are impact glass. This home is located close to beaches, shopping, golfing and the Sarasota County sports park. The community includes a club house, pool and tennis/pickleball courts that have newly updated and NO CDD's. Taxes and assoctiation fees have been estimated.
720 REDBUD CT, ENGLEWOOD, FL 34223
$528,000152 Days on yellowkey MLS ID: D6145572
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2060 Built: 2026Monthly Fee: $311 Tax: $1,120 (2025)Community: Park ForestSingle Family
Taxes:$1,120
Remarks: Under Construction. This 3 bedroom, 2 bathroom, 2 car garage home is an open concept floor plan with lots of natural light. Porcelain tile is throughout the home. The large kitchen features an eat in breakfast area, 42 inch cabinets, quartz counter tops and stainless steel appliances. Large living area with high tray ceiling and crown molding look out to the patio with pocket doors. Master bedroom has an office area that could also be an extra living space. Master bathroom has a walk in shower, double sinks and pocket door to the toilet. The Park Forest amenities include a new roof every 17 years, exterior paint every 7 years, RV & boat storage, ground maintenance, irrigation, Verizon Fios cable and internet. There is community club house with heated pool, tennis courts and year round activities. This community is located minutes away from Dearborn for shopping and dinning. Also 10 minutes from your choice of Englewood's beach areas. Please contact Sarasota Tax Collector to verify tax rates.
275 S MANGO ST, ENGLEWOOD, FL 34223
$200,000341 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)
1750 WINSTAN AVE, ENGLEWOOD, FL 34223
$580,00081 Days on yellowkey MLS ID: D6146755
REDUCED by $9,000 (1.5%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1960 Tax: $7,006 (2025)Community: Lamps Add 01Spa: NoSingle Family
Taxes:$7,006
Remarks: Waterfront | No Bridges | Deep Water Access | Turn-Key | No HOA Few waterfront homes under $600,000 truly deliver — no bridges, deep water access, turn-key furnished, and no HOA. Situated in the heart of Englewood with direct deep water access and no bridges between you and the Gulf, it's a genuine boater's property without the HOA overhead or low bridge height headaches. Inside, the home has been well-maintained and thoughtfully updated. Full hurricane impact windows and sliders throughout, beautiful tile flooring from room to room, and a kitchen that's fully stocked and ready to go — turn-key furnished, truly move-in ready. The L-shaped pool sits beneath a new cage, surrounded by a generous screened lanai that works equally well for quiet mornings or entertaining. Out back, a Trex dock with water and electric connects to a concrete seawall with clean, deep water access straight to Stump Pass and the Gulf of Mexico. The driveway offers ample room for vehicles and boat trailers — a practical detail that matters more than most listings acknowledge. New AC, new pool pump, 2013 metal roof, public water and sewer — this house is ready to go, no projects waiting for you at closing. Walking distance to shopping, marinas, and Stump Pass State Park. Close to area beaches, Englewood hospital, and the YMCA. At under $600,000 and turn-key furnished, this is a rare find in today's waterfront market.
11068 JACQUELINE AVE, ENGLEWOOD, FL 34224
$350,000355 Days on yellowkey MLS ID: C7511579
REDUCED by $10,000 (2.8%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1894 Built: 1988 Tax: $2,053 (2024)Community: Port Charlotte Sec 065Single Family
Taxes:$2,053
Remarks: Back on the Market, buyer did not qualify for financing! Welcome to the vibrant Florida lifestyle at your fingertips! This 4-bedroom/3 bathroom home on a double lot is perfect for a large family. Many recent updates - new roof for durability and peace of mind; exterior paint for a clean, modern aesthetic; refreshed pool area with a new pool cage and pool pump; hurricane-impact windows to provide safety and energy efficiency; and updated plumbing. The heart of the home, the kitchen, boasts durable granite-surfaced countertops and stainless steel appliances. Built-in cabinet lighting creates a warm ambiance and enhances usability. The home is dotted with a number of built-ins to maximize space and enhance storage. The screened-in lanai includes a pool with a fountain, ideal for lounging, hosting friends or soaking in the serene beauty of your surroundings. This home provides unparalleled access to pristine SW FL beaches with powdery sand and turquoise waters and numerous golf courses catering to players of all skill levels. Convenient access to shopping, dining and entertainment. This home is a treasure waiting to be discovered!
Listing is courtesy of: CCRFL, LLC. (941-883-4181)
Listing Agent: Kathy Weithman (810-444-3044)
8554 SAINT KITTS CIR, ENGLEWOOD, FL 34224
$488,000103 Days on yellowkey MLS ID: C7522649
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2449 Built: 2024Monthly Fee: $308 Tax: $8,575 (2025)Community: Coco BaySpa: NoSingle Family
Taxes:$8,575
Remarks: Welcome to 8554 Saint Kitts Circle in the highly sought-after Island Lakes at Coco Bay in Englewood, Florida — a beautifully designed 2024 Lennar Summerville II Manor Home offering lake frontage and nearly 2,450 square feet of thoughtfully planned living space. This is part of the desirable Manor Home Series — and with the developer now sold out of this series, opportunities like this are rare. Perfectly positioned on a 65-foot lakefront homesite in Flood Zone X500 (no flood insurance required), this single-story residence delivers the ideal blend of coastal elegance, structural peace of mind, and everyday functionality. Notably, this home is one of only a handful within the community that enjoys BOTH water views and a preserve backdrop — creating an exceptional sense of privacy and open green space rarely found together. From the moment you enter, soaring ceilings and an expansive 19’ x 24’ great room create a bright, open atmosphere designed for entertaining and effortless Florida living. Stunning ceramic tile flooring runs throughout the entire home and is laid on the diagonal — a design upgrade that enhances visual depth and creates a more expansive feel. The seamless tile surface offers an allergen-friendly, highly durable, and easy-to-maintain finish ideal for Florida living, handling beach sand, pets, and everyday wear with ease. No carpet. No transitions. Just clean lines and timeless durability. The chef’s kitchen is both stylish and functional, featuring a built-in oven, cooktop, stainless appliances, generous island seating, abundant cabinetry, and seamless flow into the dining area overlooking tranquil lake and preserve views. The split-bedroom layout provides exceptional privacy. The primary suite is a true retreat featuring a spacious bedroom, TWO walk-in closets, and an impressive bath configuration designed for comfort and space — offering the storage and separation today’s buyers appreciate. Two additional bedrooms with built-in closets, along with a dedicated OFFICE/FLEX ROOM, provide versatility for guests, multigenerational living, or remote work. Step outside to the covered and screened rear lanai where peaceful lake and preserve views and Northwestern sun exposure create the perfect backdrop for morning coffee and stunning evening skies. With 65 feet of lake frontage and no immediate rear neighbors beyond the preserve, the setting feels open, serene, and private. Constructed of solid block with slab foundation and shingle roof, this home also features HURRICANE WINDOWS, fire/smoke detection integration, irrigation system, professional landscaping, and an oversized 3-car garage — providing both security and ample storage flexibility. Island Lakes at Coco Bay is a master-planned community designed for lifestyle. Residents enjoy a RESORT-STYLE POOL, pickleball courts, and social gathering spaces, all just minutes from Englewood Beach, marinas, golf courses, driving ranges, parks, and everyday conveniences. Built in 2024. Manor Home Series. Lake + Preserve views. Diagonal tile throughout. 3 bedrooms plus office. 3 full baths. 3-car garage. Northwestern exposure. X500 flood zone. Developer sold out of this series. Coastal living without compromise. This is the one buyers wait for.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Holly Drilling (716-812-0512)
8270 MANASOTA KEY RD, ENGLEWOOD, FL 34223
$2,995,000465 Days on yellowkey MLS ID: A4643372
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1671 Built: 1987 Tax: $22,347 (2024)Community: 0000 - Not Part Of A SubdivisionSingle Family
Taxes:$22,347
Remarks: *Price has just been reduced by $875,000***No Storm Damage from recent storms.** Nestled along the pristine coast of Manasota Key, just south of Sarasota, Florida, this serene beachfront property offers an unparalleled lifestyle for those who yearn for scenic beauty, and the privacy of barrier island living. This beachfront 2-story single-family home, designed with an open floor plan, invites the breathtaking views of the Gulf of Mexico into every corner of its space, making every day feel like a getaway. Upon entering the home, you are drawn to the incredible views with a new deck encircling the house overlooking the lush, landscaped yard. Just a short walk from the deck you will find yourself on the powdery sandy beach where sunning, swimming, shelling, fishing, and snorkeling beckons. End each evening with a gorgeous sunset on your very own private beach! This beachfront home offers 3 bedrooms, 2 bathrooms with a balcony deck off of the master suite overlooking the treetops to the sandy beach and gulf view vistas. Adding to the charm is the wooden spiral staircase that leads you to the second level. Designed to see the awe-inspiring views from almost every room in the house the natural lighting creates a warm and inviting atmosphere. This sanctuary is more than just a home; it's a retreat for relaxation or entertainment; a true definition of paradise living, overlooking the breathtaking beauty of the Gulf of Mexico. Described as paradise by those who visit, 8270 Manasota Key stands as a testament to the allure of beachfront living. It not only serves as a peaceful residence but as a beacon of relaxation and tranquility. Whether you're basking in the panoramic water views, enjoying the private beach, or savoring the magnificence of the sun setting over the water, this home promises a lifestyle marked by unparalleled beauty and serenity. This area on the island is surrounded by new construction homes adding value to this section of Manasota Key. This property feels secluded on Manasota Key, yet major shopping and dining is only 5 miles away over the north bridge. Located close to downtown Venice and the new downtown center of Wellen Park you will find dining, entertainment, shopping, outdoor recreation and the new baseball stadium for the Atlanta Braves. Downtown Sarasota is only 50 minutes away with all that it has to offer including theater, museums, ballet, opera, art galleries, festivals, boutique shopping, restaurants, and breweries. Just a short drive away is a large county boat ramp with parking where you can launch your boat for a day on the water. Ideal for the discerning buyer searching for a remarkable single-family home that offers both the exclusivity of private barrier island living and the breathtaking beauty of the Gulf of Mexico. Your search ends here. Welcome to your very own piece of paradise! For more information or to schedule a private showing, please contact us. Discover the embodiment of coastal charm at 8270 Manasota Key.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Andrew Martell (941-350-3190)
1828 WHISPERING PINES CIR, ENGLEWOOD, FL 34223
$549,900443 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 is courtesy of: RE/MAX ALLIANCE GROUP (941-473-8484)
Listing Agent: Kathy Damewood (941-321-7355)
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