Displaying: For Sale
Location: Winter Haven
Property Type(s): Single Family
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Winter Haven - 804 properties found
1034 SUMMER GLEN DR, WINTER HAVEN, FL 33880
$267,00076 Days on yellowkey MLS ID: O6398045
REDUCED by $5,000 (1.8%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1847 Built: 2006Monthly Fee: $28 Tax: $1,607 (2025)Community: Coventry CoveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,607
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this beautiful 3-bedroom, 2-bath home in the desirable Coventry neighborhood— where comfort, style, and convenience come together seamlessly. Step inside to a bright, open layout designed for both everyday living and effortless entertaining. The modern kitchen is equipped with sleek stainless steel appliances, offering both functionality and a contemporary feel. Retreat to the spacious primary suite, featuring a walk-in closet and a spa-inspired ensuite bath complete with a relaxing soaking tub and a separate walk-in shower—your own private oasis. Enjoy Florida living year-round on the covered, screened-in patio, perfect for morning coffee, evening relaxation, or hosting guests in comfort. Additional highlights include a two-car garage and a thoughtfully designed floor plan. Located in Winter Haven, this home offers easy access to shopping, dining, and local attractions while being nestled in a welcoming community. With its move-in ready condition, desirable features, and prime location, this home is an incredible opportunity.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
2026 KINGS XING SW, WINTER HAVEN, FL 33880
$224,90027 Days on yellowkey MLS ID: O6410748
REDUCED by $5,000 (2.2%) on 06/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1131 Built: 1980Monthly Fee: $165 Tax: $3,604 (2025)Community: Stonebridge Ph 02Spa: NoSingle Family
Taxes:$3,604
Remarks: PRICE ENHANCEMENT!!!! MOVE-IN-READY! WELCOME HOME TO STONEBRIDGE! WHERE COMFORT, STYLE, AND CONVENIENCE COME TOGETHER! NEWER ROOF, NEWER ELECTRIC PANEL, NEWER GUTTERS & DOWNSPOUTS, NEWER SLIDING DOORS! Step through the custom-gated courtyard and discover this beautifully updated residence, truly move-in ready. From the moment you enter, you'll be impressed by the gorgeous porcelain tile flooring that flows throughout the main living areas, creating an elegant and welcoming atmosphere. The spacious Great Room serves as the heart of the home, featuring a stunning wood-paneled fireplace that creates a warm focal point for relaxing or entertaining. Newer (2022) Sliding Doors lead to a private, covered, and screened patio, offering the perfect place to enjoy your morning coffee, unwind after a long day, or entertain guests in a peaceful outdoor setting. Adjacent to the Great Room is a dedicated dining area with a convenient pass-through to the kitchen. The beautifully updated kitchen showcases rich cabinetry, granite countertops, stainless steel appliances, and a breakfast nook, perfect for preparing meals and gathering with family and friends. Enjoy the convenience of the sliding doors out to the private courtyard. Retreat to the spacious primary suite, complete with a walk-in closet and an updated ensuite bath featuring a walk-in shower and modern finishes. The guest bedroom offers generous closet space and flexibility for visitors, a home office, or craft room. The beautifully renovated guest bathroom features a striking designer tile accent wall, creating a stylish, space for family and guests. Additional highlights include a NEW ROOF (2024), NEW GUTTERS/DOWNSPOUTS (2026), NEW ELECTRIC PANEL (2024), NEWER WINDOWS AND SLIDERS (2022), updated bathrooms, washer and dryer, one-car garage, neutral décor throughout, and move-in-ready condition. Outside, enjoy both the private courtyard and the covered screened patio, offering multiple outdoor living spaces rarely found at this price point. Residents of Stonebridge enjoy access to a community pool and a convenient location close to shopping, restaurants, churches, medical facilities, and everyday conveniences. Located in the heart of Winter Haven, known as Florida's Chain of Lakes City, residents enjoy boating, fishing, waterfront dining, golf courses, beautiful parks, and year-round recreation. Winter Haven is also home to LEGOLAND Florida Resort and offers convenient access to both Orlando and Tampa, making it an ideal location for full-time residents, seasonal homeowners, or anyone seeking the Florida lifestyle. Hurry, schedule an appointment today to view this fabulous patio home.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Kitty Mark (407-491-6857)
4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884
$280,000245 Days on yellowkey MLS ID: S5137072
REDUCED by $45,000 (13.8%) on 06/17/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2522 Built: 2023Monthly Fee: $22 Tax: $7,612 (2024)Community: Villamar Ph 5Single Family
Taxes:$7,612
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2024
Middle School: Denison Middle
Remarks: Virtually Staged. Short Sale. Welcome home to Villa Mar, a vibrant and growing community in beautiful Winter Haven! Built in 2023 and occupied for just one year, this 5-bedroom, 3-bathroom home offers that “like-new” feel with thoughtful upgrades throughout. As you step inside, you’re greeted by an inviting open-concept layout designed for both comfort and connection. The kitchen shines with stainless steel appliances, an oversized pantry, and cabinets with updated fixtures, all opening to the main living area with NEW laminate flooring—creating a seamless space for gathering and entertaining. A bedroom and full bathroom on the main floor offer ideal flexibility for guests or multi-generational living. Upstairs, you’ll find four additional bedrooms, a loft that’s perfect for a home office or a cozy nook to unwind and recharge, and a conveniently located laundry room. The oversized primary suite features a large walk-in closet and an ensuite bathroom complete with a stand-alone shower, upgraded shower head, and linen closet for added convenience. Step outside to a fully fenced backyard, offering privacy and plenty of space to create your own outdoor retreat—whether that means adding a future pool, garden, or simply enjoying a quiet evening of relaxation. The oversized under-the-stairs storage and two-car garage add even more practicality, while the LOW HOA helps keep ownership easy and affordable. Perfectly situated just off US-27, residents enjoy proximity to dining, shopping, and grocery options, as well as easy access to I-17. Outdoor enthusiasts will love being near the Winter Haven Chain of Lakes, ideal for boating, kayaking, fishing, or simply soaking up the sunshine. Plus, the charming Downtown Winter Haven Historic District is nearby—home to local restaurants, boutiques, and community events like First Fridays, the Wine, Chocolate & Cheese Festival, and so many more! For a weekend of fun with the family and friends, LEGOLAND is only 3.5 miles away! This home beautifully blends modern comfort, functional space, and a convenient location—making it a must-see in the heart of Winter Haven. This is the one you've been waiting on. Schedule a showing today and make it yours!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Brianna Perez Montalvo (407-687-3837)
145 LA SERENA, WINTER HAVEN, FL 33884
$215,00018 Days on yellowkey MLS ID: B4902278
1 Days Off yellowkey (back on 6/24/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1141 Built: 1976Monthly Fee: $100 Tax: $1,741 (2025)Community: Florida Highland CoSingle Family
Taxes:$1,741
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated 2-bedroom, 2-bath patio home nestled in the desirable Orchid Springs community of Winter Haven. Offering 1,141 square feet of comfortable living space, this charming residence features an open floor plan with soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Recent improvements include a Spanish-style tile roof approximately 4 years old, a 2021 water heater, and a newer HVAC system. New driveway pavers and walk way. The spacious living and dining areas flow effortlessly into the kitchen, creating the perfect setting for everyday living and entertaining. Enjoy peaceful mornings and relaxing evenings on the private outdoor patios featuring new pavers, a newly paved sidewalk, and beautifully maintained landscaping. Additional highlights include a one-car garage, low monthly HOA fees, and a highly walkable neighborhood with convenient access to shopping, dining, golf, and everyday amenities. Residents also enjoy access to a community clubhouse and a beautiful community swimming pool, providing the perfect place to relax, socialize, and enjoy Florida living year-round. Move-in ready and priced to sell—don’t miss this opportunity to own a charming patio home in one of Winter Haven’s most sought-after neighborhoods! Perfect as a primary residence, seasonal retreat, or investment property. Schedule your private showing today!
Listing is courtesy of: FAITH AND FAMILY REALTY LLC (863-712-1991)
Listing Agent: Lynn Arthur (336-596-5547)
622 CRYSTALS BLVD, WINTER HAVEN, FL 33884
$250,000Listed 06/24/2026 10:53AM MLS ID: S5152271
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1994Monthly Fee: $27 Tax: $3,199 (2025)Community: Crystals LandingSpa: NoSingle Family
Taxes:$3,199
Remarks: Beautiful 3/2 in Winter Haven area minutes from US-27 and just 3 minutes from LEGOLAND. Roof 2022, Water Heater 2023, A/C 2023, Bathrooms renovated and Low HOA. Enjoy the Florida lifestyle on a spacious lot, complete with a screened-in porch perfect for relaxing mornings or evening gatherings. Affordable, upgraded, and ideally located this home won't last long! Near hospital, shopping and restaurants. Schedule your private showing today and make this Winter Haven treasure your own.
Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)
Listing Agent: Harrison Perez Collazo (787-365-8967)
961 DREXEL AVE NE, WINTER HAVEN, FL 33881
$305,000122 Days on yellowkey MLS ID: L4959592
REDUCED by $10,000 (3.2%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1948 Tax: $3,409 (2025)Community: Anna MarSingle Family
Taxes:$3,409
Elementary School: Inwood Elem
High School: Winter Haven Senior
Middle School: Westwood Middle
Remarks: ***PRICE DECREASE*** This unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elbert. Thoughtfully updated while preserving its warm, rustic appeal, this property offers a welcoming atmosphere from the moment you arrive. Outdoor enthusiasts will love the 2.4-mile paved loop trail surrounding Lake Elbert, complete with boardwalks and beautiful landscaping—perfect for morning walks, bike rides, or peaceful evening strolls. The home is in walking distance to Downtown Winter Haven, the public boat ramp and park, and Polk State College’s Winter Haven Fine Arts Building, offering exceptional convenience and lifestyle amenities. Inside, you’ll find live-edge wood countertops, natural wood trim, and an open kitchen overlooking the family and dining rooms. The kitchen features stainless steel appliances, newer cabinets, and a rustic flair originally crafted by an Amish family. The spacious family room includes a large picture windows that frame the beautiful front yard and mature oak tree. The primary bedroom and bathroom are conveniently located downstairs, while the second floor offers two additional bedrooms, a bonus room, a full bathroom, and a loft area with generous storage closets. Both bathrooms have been updated with newer cabinets, newer countertops, and newer tile. Additional interior upgrades include newer luxury vinyl plank flooring, newer windows, newer light fixtures and ceiling fans, and fresh interior paint. The home also features a newer A/C system. Outside, the home offers a covered front porch perfect for evening relaxation, mature landscaping, and a fenced yard on nearly a quarter-acre, with most of the outdoor space located in the front of the home. Ideally situated near Lake Elbert, Downtown Winter Haven, Polk State College, shopping, dining, parks, and medical facilities, this home offers both convenience and character. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Lisa Ford (863-510-3890)
15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880
$240,00080 Days on yellowkey MLS ID: TB8493899
REDUCED by $10,000 (4.0%) on 06/23/2026
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 2883 Built: 1920 Tax: $5,897 (2025)Community: Leonards SubSingle Family
Taxes:$5,897
Remarks: This expansive property is a true diamond in the rough, perfectly positioned for the savvy investor looking for a great return on a "buy and hold" scenario or a strategic value-add project. Boasting a generous 0.41-acre lot, this property is designed for versatility. With a massive layout featuring 6 bedrooms and 4 bathrooms, the home offers the unique potential for 3 or even 4 separate doors (units), making it an ideal candidate for a multi-generational living setup or a high-performing rental portfolio addition. Only 12 minutes away from LEGOLAND!
Listing is courtesy of: MARZUCCO REAL ESTATE (813-679-1365)
Listing Agent: Clarisa Moody (813-446-2003)
1328 DAISY FIELD DR, WINTER HAVEN, FL 33884
$380,00076 Days on yellowkey MLS ID: L4960820
REDUCED by $10,000 (2.6%) on 05/19/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2696 Built: 2024Monthly Fee: $30 Tax: $7,633 (2025)Community: Harmony/Lk Eloise Ph 1Single Family
Taxes:$7,633
Remarks: HUGE $45,000 PRICE DROP! Welcome to one of the largest homes in the desirable Harmony Lake Eloise community! This spacious 5-bedroom, 3-bathroom residence offers a versatile and thoughtfully designed layout perfect for modern living. A generously sized flex room—currently used as a dining area—can easily be converted into a 6th bedroom, home office, or bonus space to suit your needs. The spacious kitchen is a true centerpiece, featuring quartz countertops, beautiful cabinetry, recessed lighting, stainless steel appliances, a large kitchen island, and a walk-in pantry. The interior paint throughout the home offers a soft, inviting color palette that’s easy on the eyes. The first floor showcases beautiful tile flooring throughout, along with a large bedroom and full bathroom—ideal for guests or multigenerational living. You’ll also find an additional sitting area or playroom, providing even more functional living space. Upstairs, all bedrooms are upgraded with luxury vinyl flooring, offering both style and durability. The conveniently located upstairs laundry room adds everyday ease. The expansive primary suite boasts his-and-her closets, dual vanities, and a walk-in shower —your own private retreat. With tons of storage throughout and one of the largest floor plans in the community, this home combines space, comfort, and flexibility. Enjoy a low monthly HOA fee and access to a beautiful community pool. Ideally located just minutes from Lake Eloise, Legoland Florida Resort, shopping, dining, schools, and major roadways, with easy access to Orlando, Tampa, and Walt Disney World. This is a must-see property in Winter Haven!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
1513 32ND ST NW, WINTER HAVEN, FL 33881
$125,00020 Days on yellowkey MLS ID: P4938918
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1016 Built: 1991 Tax: $2,753 (2025)Community: InwoodSingle Family
Taxes:$2,753
Remarks: Investment opportunity. Stable tenant with opportunity.
Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)
Listing Agent: Renee Butler (863-294-6773)
815 LAKE JESSIE DR, WINTER HAVEN, FL 33881
$615,00041 Days on yellowkey MLS ID: S5149974
REDUCED by $5,000 (0.8%) on 06/24/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4128 Built: 1949 Tax: $7,136 (2025)Community: East View PkwySpa: NoSingle Family
Taxes:$7,136
Elementary School: Auburndale Central Elem
High School: Auburndale High School
Remarks: Step into timeless elegance with this stunning Mediterranean-style estate in the heart of Winter Haven. Offering over 4,100 square feet of living space, this one-of-a-kind property features a private casita, private pool, and endless possibilities for multi-generational living, guest accommodations, or a home office. Recent updates include a new roof and new AC, giving buyers peace of mind while preserving the home's unique character and charm. Enjoy spacious living areas, beautiful architectural details, and plenty of room for entertaining both indoors and outdoors. With no HOA, ample parking for boats, RVs, and recreational vehicles, and a prime location near Winter Haven's famous Chain of Lakes, this property combines flexibility, privacy, and convenience. Whether you're looking for a family retreat, a home with income potential, or a distinctive property that stands out from the ordinary, this exceptional residence is a must-see. Schedule your private tour today and discover everything this remarkable home has to offer!
Listing is courtesy of: META ONE REALTY GROUP LLC (407-223-3678)
Listing Agent: Aline Oliveira (407-300-7123)
681 LAKE DEXTER CIR, WINTER HAVEN, FL 33884
$349,000Listed 06/24/2026 10:10AM MLS ID: P4939095
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1320 Built: 1990Monthly Fee: $41 Tax: $1,397 (2025)Community: Lake Dexter Woods Ph 02Single Family
Taxes:$1,397
Remarks: PRESENTING A BEAUTIFUL LAKEFRONT RETREAT ON LAKE DEXTER! Welcome to this charming 3 BD / 2.5 BA two-story residence that offers stunning water views, modern updates, and the perfect blend of comfort and Florida lakefront living. The spacious living room features a cozy gas fireplace and flows seamlessly into the beautifully remodeled kitchen and a convenient dining area. Bathrooms have been tastefully updated, while all windows have been replaced with energy-efficient double-pane windows. The primary suite offers a unique private balcony overlooking Lake Dexter, creating the perfect spot to enjoy peaceful lake views. Additional features include an air-conditioned sun room and a relaxing expansive private patio for outdoor enjoyment. Step outside to experience the true highlight of the property—direct access to Lake Dexter with a large private dock and beautiful beach area, ideal for boating, fishing, kayaking, or simply soaking in the waterfront scenery. Combining tasteful updates, inviting living spaces, and exceptional lakefront amenities, this property offers an outstanding opportunity to enjoy the Florida lifestyle at its finest.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Erin Floyd (863-412-2286)
6261 PINEHURST LOOP, WINTER HAVEN, FL 33884
$585,000108 Days on yellowkey MLS ID: L4959857
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2512 Built: 2021Monthly Fee: $5 Tax: $10,832 (2025)Community: Lake Ashton West Ph Ii NorthSpa: NoSingle Family
Taxes:$10,832
Remarks: Experience the best of Florida resort-style living in this exceptional Ashton floor plan located in the sought-after Lake Ashton Golf Club Community. Offering 3 bedrooms, 2 baths, a den, and 2,512 square feet of thoughtfully designed living space, this beautifully maintained home combines elegance, comfort, and functionality. A paver driveway, manicured landscaping, and stunning leaded-glass French doors create impressive curb appeal. Inside, you'll find an open-concept design enhanced by plantation shutters, abundant natural light, and a wall of 8-foot sliding glass doors that seamlessly connect the indoor and outdoor living spaces.The gourmet kitchen is sure to impress with Seacrest Birch cabinetry featuring soft-close drawers, Silestone countertops, ample workspace, and generous storage. The spacious primary suite offers a relaxing retreat complete with custom his-and-her closets, dual vanities, and a dedicated granite makeup station. A versatile den provides the perfect space for a home office, hobby room, or guest overflow.Certified as an Environments for Living Green Home, this residence was designed with energy efficiency and long-term savings in mind.Step outside to your own private oasis. The oversized screened veranda features custom flooring, a fully equipped outdoor kitchen, and a heated saltwater pool—ideal for entertaining guests or enjoying peaceful Florida evenings year-round.The extended garage easily accommodates larger vehicles and a golf cart and includes epoxy-coated floors and screened garage doors.Lake Ashton offers an unparalleled lifestyle with two 18-hole golf courses, clubhouses, fitness centers, resort-style pools, tennis, pickleball, bowling, dining, movie theater, and countless social activities. Whether you're seeking an active lifestyle or a peaceful retreat, you'll find it here. Washer, dryer, and front flagpole do not convey. Schedule your private showing today and discover why so many choose to call Lake Ashton home.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Anita Lowe (863-269-6461)
23 OAKWOOD RD, WINTER HAVEN, FL 33880
$574,90055 Days on yellowkey MLS ID: L4961490
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2125 Built: 1994 Tax: $5,836 (2025)Community: N/ASingle Family
Taxes:$5,836
Remarks: Privacy, space, and freedom — this gated 2.38-acre Winter Haven estate has it all, with no HOA to tell you what to do with it. Tucked well back from the road behind a remote-operated gate, this 4-bedroom, 2-bath home offers 2,125 sq ft of comfortable living surrounded by mature oaks and wide open sky. The split-bedroom floor plan features formal living and dining rooms, a family room that flows into the kitchen, hardwood floors, and a breakfast bar perfect for morning coffee. The owner's suite is a true retreat with French doors to the screened back porch, a spa-style bath with soaking tub and separate shower, and a generous walk-in closet. Outside, a 42-ft covered front porch and 34-ft screened back porch frame the fully fenced acreage — room for your RV, boat, ATVs, a future pool, a garden, and more. New roof (2023), updated AC, well pump, and New water heater 2026, septic pumped this year. Minutes from the Polk Parkway with easy access to Lakeland, Tampa, and Orlando. Back on the market and ready for its new owners.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Kimberly Davis (850-625-8855)
58 LAKE LINK CIR SE, WINTER HAVEN, FL 33884
$398,50048 Days on yellowkey MLS ID: P4938677
0 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 1971 Tax: $5,997 (2025)Community: Lake Link EstatesSingle Family
Taxes:$5,997
Remarks: Under contract-accepting backup offers. Location, Location, Location! Welcome Home! This beautifully remodeled 3-bedroom, 2-bath block home offers 2,000 sq ft of living space. Situated on a desirable corner lot, this block home blends style, function, and Florida living at its best. Inside, you’ll find updates throughout, including fresh finishes, modern fixtures, Luxury Vinyl Plank, and a bright, open layout perfect for both everyday living and entertaining. The kitchen showcases all wood cabinets with Quartz counter tops and all new Stainless Steel Appliances. The home features a newer roof and a brand-new water heater, giving buyers peace of mind from day one. Enjoy the outdoors year-round with a screened-in pool, ideal for relaxing or hosting gatherings. The fully fenced backyard provides privacy, space for pets or play, and plenty of room to make it your own. This home truly checks all the boxes — updated, spacious, and designed for easy Florida living. A must-see for anyone looking for comfort, style, and value. Conveniently located to down town Winter Haven and Medical, and located between Tampa and Orlando. Schedule your showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christopher Howard (888-668-8283)
419 PINELLAS RD, WINTER HAVEN, FL 33884
$399,9993 Days on yellowkey MLS ID: TB8521750
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2248 Built: 1974 Tax: $1,726 (2025)Community: Eloise Woods Lake Mariam UnitSingle Family
Taxes:$1,726
Remarks: Welcome to the forever home you've been searching for, where timeless comfort, exceptional space, and endless possibilities come together. Offering an impressive open floor plan and abundant square footage, this residence has been lovingly cared for over the years and is ready for its next chapter. The expansive primary suite is a true retreat, featuring two oversized walk-in closets, private access to the pool, and a spacious en-suite bath complete with a large walk-in shower and ample storage. Three additional generously sized bedrooms provide flexibility for family, guests, or a home office. One bedroom is ideally situated just off the kitchen with its own private entrance through the garage, making it an excellent option for multigenerational living, extended guests, or added privacy. At the heart of the home, the inviting living spaces flow effortlessly into an incredible entertainment room unlike any other. Rich wood ceilings, custom wood accents, and a stunning built-in wooden bar create the ultimate gathering space for game days, celebrations, or relaxing evenings with family and friends. Step outside to your own private Florida oasis. Surrounded by lush tropical landscaping, the sparkling pool offers the perfect backdrop for year-round enjoyment, while the oversized driveway features a dedicated basketball shooting area, adding even more fun right at home. For added peace of mind, the home is equipped with a generator-ready electrical hookup, providing convenience and preparedness during Florida's storm season. Filled with warmth, character, and room to grow, this is a home where memories have been made for decades and new ones are waiting to begin. Offering an incredible combination of space, versatility, and lifestyle, this is a rare opportunity to make a truly special property your own. Come see all that this exceptional Winter Haven home has to offer.
Listing is courtesy of: HEART OF FLORIDA REALTY LLC (352-428-0800)
Listing Agent: Mika Rotunda (352-428-0800)
1 BROGDEN CT SE, WINTER HAVEN, FL 33880
$799,90098 Days on yellowkey MLS ID: L4960380
REDUCED by $25,100 (3.0%) on 06/22/2026
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 3020 Built: 2022 Tax: $9,754 (2025)Community: Brogden Point RepSpa: YesSingle Family
Taxes:$9,754
Elementary School: Elbert Elem
Remarks: Custom-built by Hulbert Homes, known for exceptional quality and craftsmanship, this one-of-a-kind 4-bedroom, 3-bath residence is situated on nearly ¾ of an acre in a private, in-town Winter Haven community. From the moment you arrive, the home impresses with custom mahogany double doors, a charming rocking chair front porch, soaring ceilings, crown molding, and luxury vinyl flooring throughout. The thoughtfully designed open-concept layout seamlessly connects the Great Room, dining area, and chef’s kitchen, creating an ideal space for both everyday living and entertaining. The kitchen serves as the heart of the home, featuring a massive island, stainless steel appliances, gas range, and custom backsplash. The Great Room offers a cozy gas fireplace and built-in Sonos sound system, while abundant natural light enhances the home’s light, bright feel. The private 4th bedroom includes its own en-suite bath and direct access to the lanai, making it perfect for guests or multi-generational living, while a dedicated office/den with built-ins and a functional mudroom with additional storage add versatility. The luxurious primary suite is a true retreat, complete with a second gas fireplace, an expansive 12x8 walk-in closet with custom shelving, and a spa-inspired bath with dual vanities and a walk-in shower. Step outside to your own private oasis featuring an expansive screened lanai with a saltwater pool, above-ground hot tub, covered entertaining area with wet bar, and remote-controlled hurricane shutters and shades. Additional highlights include an oversized 31x43 garage with epoxy floors, a whole-house Generac generator, and a tankless water heater. Built with efficiency and durability in mind, the home features a low-maintenance metal roof with no exposed fasteners, spray foam insulation (8–12”) for enhanced energy efficiency, a Carrier Infinity A/C system with humidity control, insulated and wind-resistant garage doors, in-wall Taexx pest control, and an in-foundation termite treatment system. Utility costs remain impressively low, with average electric around $325, water approximately $75 (without irrigation), and gas about $25. Ideally located near Legoland, the Chain of Lakes, shopping, dining, and more, this exceptional property offers the perfect blend of luxury, comfort, and Hulbert Homes’ signature excellence.
Listing Agent: Brian Stephens (863-647-8600)
5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$579,90078 Days on yellowkey MLS ID: L4960893
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2354 Built: 2007Monthly Fee: $5 Tax: $4,690 (2025)Community: Lake Ashton West Ph 01Single Family
Taxes:$4,690
Remarks: DON"T SCROLL PAST THIS BEAUTIFUL DESIGNER HOME in the PREMIER Active 55+ Community in LAKE ASHTON. You will LOVE THE EXPANSIVE WATER VIEW OVER THE LAKE in the back. You can see the LAKE easily from the extended Screen Veranda, LOOKING TOWARDS THE CLUBHOUSE and OVER THE GOLF COURSE with FRONTAGE ON the 2ND GREEN of the WEST COURSE...and the SUNSETS are GORGEOUS. This amazing DESIGNER CUSTOM BUILT HOME has everything you are looking for..... From the Beautiful Front Door, the Amazing Stone Accent on the front corners of the house, Gutters on the Front, Side and Back of the home and the Enclosed Screened Entrance ... To the exceptional entrance with High Ceilings, and offering Coffered and Tray Ceilings in the Great Room and Master Bedroom. When you enter this amazing HOME, you will be awed by the Beautiful Designer Features that this home offers, that gives it an elegance that you will admire and enjoy for years to come. ... A Huge benefit in choosing this home is that "You" are going to save thousands on this property because the CDD DEBT IS COMPLETELY PAID IN FULL! The OPEN FLOOR PLAN sets the stage for seamless living combined with elegance. This HOME IS MOVE-IN READY. Some of the many designer upgrades in this home include: Large 20" Diagonal Tile throughout the home in most rooms with excellent upgraded carpeting in the bedrooms, the Gourmet Kitchen with Stainless Steel Appliances, which is open to the Great Room, has 42" All Wood Cherry Cabinets w/ crown molding "bump up and out cabinets, high end Tile Backsplash ( 2022) New Range (2022) Dishwasher (2023) Stainless Steel Refrigerator, Custom Pendant lights over the Kitchen Bar that looks into the GREAT ROOM, and beautiful Granite that completes the designers influence. The Exterior of the house has been Painted in 2025. This floor plan allows easy access to the extended Veranda through the 3 Sliding glass doors which opens from the Great Room into the Large SCREENED Veranda (14 X 34). The View looks over the Golf Course and Lake in the back. The Expanded Den creates a comfortable reading or gathering room for friends and family. The Master Bedroom boasts of a Tray Ceiling and sliders with Silhouette Vertical Blinds that lead to the Expanded Veranda. Throughout the house you will enjoy Designer Ceiling Fans, Window Tinting, Vertical Cellular Blinds at the Kitchen and Great Room Sliders, also Designer upgrades in the bathrooms that compliment the Master Bathroom Suite. Other important upgrades are the NEW ROOF in JULY 2025, Newer Water Heater in 2020, and the A/C is only 6 years old. The 2 car + Golf Cart garage with the added MOTORIZED SCREEN on the garage door along with the added protection with the insulated Garage Doors. Also, the large garage adds additional storage and leads into the inside laundry giving added room for the Washer and Dryer and Walk in Pantry. You will enjoy the Active Lifestyle present in Lake Ashton that sets this community apart from other communities in the Central Florida area. 2 Large Clubhouses, 3 Natural Lakes, 2 Private Golf Courses, Bowing Alley, Movie Theater, Tennis, Pickleball, Basketball court indoor, 2 Pools, 1 indoor and 1 outdoor Pool with Hot Tubs, Sauna, 2 Fitness Centers, Cards, Crafts, Entertainment, Fishing, Boating and close to stores, shopping, and lots or Restaurants. Call today for your private tour and see how much this Active Lifestyle Community will add to your health and enjoyment during these Golden Years.
Listing is courtesy of: ROOST REALTY GROUP LLC (863-398-0267)
Listing Agent: Barb Wiechmann (863-255-9130)
128 AVENUE D SW, WINTER HAVEN, FL 33880
$185,00062 Days on yellowkey MLS ID: L4961329
REDUCED by $15,000 (7.5%) on 06/24/2026
Bed: 5 Bath: 1.5 Liv Area Sq Ft: 2200 Built: 1925 Tax: $3,693 (2025)Community: South College Add RevSingle Family
Taxes:$3,693
Remarks: Investor Opportunity! Recently vacated and ready for its next owner, this spacious 2,200 sqft home just one street off Winter Haven’s growing downtown district offers size, location, and opportunity. Featuring dual-zone and major system updates completed in recent years, the big-ticket items are already handled. The home will need cosmetic work and is priced accordingly, making it a great chance to step in and add your own finishing touches while building value in a rapidly improving area. Seller is motivated and offering buyers the opportunity to purchase before planned renovations—preferably a quick as-is sale. Bring all offers. Flexible purchase options, including lease option and subject-to, may be considered for qualified buyers. Opportunities like this don’t come around often.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Chad Lindsey (863-660-7837)
3875 OSPREY POINTE CIR, WINTER HAVEN, FL 33884
$285,00025 Days on yellowkey MLS ID: O6411657
3 Days Off yellowkey (back on 6/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1729 Built: 2006Monthly Fee: $210 Tax: $3,700 (2026)Community: Osprey PointeSingle Family
Taxes:$3,700
Elementary School: Garden Grove Elem
Tax Year: 2026
Remarks: Under contract-accepting backup offers. This well-maintained 3-bedroom, 2-bath Garden/Patio home by Reed Builder’s Group Inc. is located in SE Winter Haven in the OSPREY POINTE community featuring maintenance-free living, a clubhouse, pool deck overlooking Lake Ned, and boat dockage availability. Situated on a premium lot, this attractive home offers 1,729 square feet of living space, a paver driveway and walkway, an attached 2-car garage, and inviting curb appeal. Built for quality and peace of mind, the home features precast concrete walls designed to withstand 140+ MPH winds, rounded corners, additional wall insulation, security system prewire, and a leaded/beveled glass upper front door insert. Recent updates include all new windows installed approximately 5 years ago by Window World, a new roof approximately 3 years ago, and a gas hot water heater replaced approximately 2 years ago. Inside, you’ll find Mannington Jamestown oak flooring in the foyer, kitchen, and breakfast nook, with ceramic tile in the bathrooms and laundry room. The spacious living room offers vaulted ceilings, abundant natural light, and a comfortable open layout ideal for everyday living and entertaining. The kitchen features raised-panel cabinetry, granite countertops, stainless steel appliances, range is pre plumbed with gas and a bright dining area with plantation shutters. A French door out the back adds charm and convenient access to the outdoor living space. The primary suite provides a relaxing retreat with generous space, natural light, and a private bath featuring dual vanities, granite countertops, a soaking tub, and a separate glass-enclosed shower. Two additional bedrooms offer flexibility for guests, family, or a home office, and the indoor laundry room adds extra convenience also pre plumbed for gas. Washer and dryer included. Step outside and enjoy the screened lanai, paver patio, and spacious backyard, all contributing to the easy Florida lifestyle this home offers. With strong construction, thoughtful upgrades, recent big-ticket improvements, and desirable community amenities near Lake Ned, this is a standout opportunity in Winter Haven.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Jared Lippelgoos (863-224-0007)
341 MANDOLIN LN, WINTER HAVEN, FL 33884
$430,00019 Days on yellowkey MLS ID: L4962452
REDUCED by $9,000 (2.1%) on 06/24/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2506 Built: 2011Monthly Fee: $56 Tax: $4,408 (2025)Community: MandolinSingle Family
Taxes:$4,408
Remarks: NEW PRICE + AMAZING VALUE IN GATED COMMUNITY OF MANDOLIN! Fall in love with this 4-bedroom, 2-bathroom NEWLY ADDED SALT WATER HEATED POOL home PLUS OFFICE/FLEX ROOM offering an impressive 2,506 square feet of living space in a highly desirable gated community. You’ll appreciate the exceptional curb appeal, extended driveway, detailed custom trim work, Luxury Vinyl Plank and tastefully added upgrades throughout the home. Discover a spacious split floor plan featuring elegant accents that welcome you in. The kitchen features granite countertops, solid wood cabinets, NEWER appliances and a large pantry.The oversized indoor laundry room makes your life easy! The flexible office/den space is perfect for working from home, a playroom, fitness area, or additional guest space. The spacious primary suite is privately tucked away and features oversized his-and-her walk-in closets along with a beautifully remodeled primary bathroom complete with an enlarged walk-in shower, stylish new tile and backsplash, and a relaxing separate garden tub. Three additional generously sized bedrooms provide plenty of room for family and guests. Step outside to your own private backyard retreat and enjoy days of fun in the sun featuring a newly added heated saltwater pool and pool cage, screened porch, patio paver deck, and fully fenced backyard with double gate—perfect for entertaining, relaxing, and enjoying the Florida lifestyle year-round. You can also store your boat or outdoor toys! Additional features include termite bait system, regular pest control maintenance, and much more! Conveniently located near LEGOLAND, THE BEAUTIFUL CHAIN OF LAKES, schools, shopping, medical facilities, restaurants, an all Winter Haven has to offer. Easy commute to all Central Florida Attractions and Florida Beaches! Don't miss this incredible opportunity! CALL TODAY FOR A TOUR! Your Florida Dream home awaits!
Listing Agent: Tina Heim, Pa (863-370-1786)
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