Displaying: For Sale
Location: Winter Haven
Property Type(s): Single Family
Beds: 3 to 3
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Winter Haven - 387 properties found
4099 ISLAND LAKES DR, WINTER HAVEN, FL 33881
$389,000449 Days on yellowkey MLS ID: P4934266
REDUCED by $5,000 (1.3%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1603 Built: 2006Monthly Fee: $17 Tax: $5,194 (2024)Community: Island LakesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,194
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Virtually Staged. NEW ROOF 2/9/2026 + $5K PRICE IMPROVEMENT on 5/26! Now offered at another improved price, this waterfront home on Lake Rochelle delivers the best value currently available on the Winter Haven Chain of Lakes. Located in the desirable Island Lakes community, this well-maintained 3-bedroom, 2-bath home combines lakefront living, major recent updates, and everyday functionality. A brand new roof was installed in February 2026, offering added peace of mind and potential insurance advantages for the next owner. Fresh landscaping and new sod create excellent curb appeal, while the open split-bedroom floorplan provides comfortable living with beautiful natural light throughout. The spacious primary suite overlooks the water and includes a private bath and walk-in closet. The living and dining areas flow easily into the kitchen, making the home ideal for entertaining, weekend guests, or simply enjoying the lake lifestyle. Step outside and enjoy direct access to the Chain of Lakes with boating, fishing, kayaking, and sunset views right from your backyard. Conveniently located near shopping, dining, medical facilities, and major roadways while still offering a peaceful waterfront setting. Whether you’re looking for a primary residence, winter retreat, or investment opportunity, this property checks all the boxes for Florida lakefront living. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Don Jerue (863-259-9550)
4079 LAKE MARIANNA DR, WINTER HAVEN, FL 33881
$199,9001 Day on yellowkey MLS ID: P4939129
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1054 Built: 1969 Tax: $1,044 (2025)Community: Mariana HeightsSpa: NoSingle Family
Taxes:$1,044
Elementary School: Caldwell Elem
High School: Auburndale High School
Tax Year: 2025
Middle School: Stambaugh Middle
Remarks: Renovation opportunity at 4079 Lake Marianna Drive. NO HOA, this 3-bedroom, 2-bath home features a circular drive, single car garage, front family room with views of Lake Marianna, newer solar panels, and a new roof installed at the same time as the solar system. The large, fenced backyard includes two extra-wide gates for boat or RV access, plus a shed, workshop, and air-conditioned outbuilding. The home needs repairs and updating and is currently cooled by window units rather than central air. Central Air was removed, but ducts remain. Bring your vision and make it your own. Close to Winter Haven Regional Airport!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: J. Michael Nolen, Jr (863-294-7541)
4049 GIORGIO DR, WINTER HAVEN, FL 33884
$287,9901 Day on yellowkey MLS ID: O6419242
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 2026Monthly Fee: $18 Tax: $3,147 (2025)Community: Villamar Phase 6 And Phase 6DSingle Family
Taxes:$3,147
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: McLaughlin Academy Of Excellence
Remarks: Under Construction. The Allex II is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features quartz countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Like all homes in Villamar, the Allex II includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
924 S HERON CIR, WINTER HAVEN, FL 33884
$265,0001 Day on yellowkey MLS ID: O6419206
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1483 Built: 1985 Tax: $3,490 (2025)Community: Garden Grove South AddSingle Family
Taxes:$3,490
Remarks: Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the back of the home. The kitchen boasts stainless steel appliances, hard surface countertops, and ample storage along with access to the home's dining room. Rounding out this ranch style floorplan is the primary suite and two secondary bedrooms. Enjoy your private, enclosed backyard all year long! Come and see for yourself the possibilities that this home has to offer!
Listing is courtesy of: EVERYSTATE INC. (501-725-1234)
Listing Agent: Blake Keathley (661-900-9145)
2121 GREENWAY DR, WINTER HAVEN, FL 33881
$271,0001 Day on yellowkey MLS ID: O6416319
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1264 Built: 1964 Tax: $2,478 (2025)Community: Town Acres 25Single Family
Taxes:$2,478
Remarks: Updated 3/2 home with new flooring, driveway, windows and siding.
Listing is courtesy of: TCAT REALTY SERVICES INC (407-421-3002)
Listing Agent: Julie Tressler (407-421-3002)
450 AVENUE B NE, WINTER HAVEN, FL 33881
$259,000220 Days on yellowkey MLS ID: TB8448756
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1946 Tax: $3,747 (2024)Community: Revised Map Of Fernwood AddSingle Family
Taxes:$3,747
Elementary School: Fred G. Garnier Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Virtually Staged. This Fully Renovated Gem is ready to go! New Roof at Closing! This beautifully renovated 3-bedroom, 2 bathroom home in Winter Haven, Florida, offers modern living in a serene neighborhood near shopping and seasonal markets. The open-concept layout features a spacious living area, a new kitchen with brand-new stainless steel appliances, and stylish finishes throughout. Each bedroom is generously sized, with the master suite boasting a luxurious walk in Closet. The home also includes a cozy backyard, perfect for relaxation and large shed. Located in a quiet neighborhood, this home combines comfort, convenience, and contemporary charm, making it the perfect place to settle down.
Listing is courtesy of: ALIGN RIGHT REALTY LLC (727-264-6800)
Listing Agent: Austin Williams (516-782-1553)
638 LAKE DEXTER CIR, WINTER HAVEN, FL 33884
$239,900100 Days on yellowkey MLS ID: O6390069
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $5,000 (2.0%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1989Monthly Fee: $35 Tax: $3,649 (2025)Community: Lake Dexter Woods Ph 02Single Family
Taxes:$3,649
Remarks: Under contract-accepting backup offers. This move-in-ready, three-bedroom, two-bathroom home is located in the sought-after Lake Dexter Woods community. The residence features a functional layout designed for modern comfort and style, highlighted by an attached one-car garage and low-maintenance tile flooring throughout the entire home. The updated kitchen serves as a stylish centerpiece, equipped with beautiful granite countertops and sleek stainless-steel appliances. Outside, you can relax and enjoy the fresh air from your private porch and patio, which overlooks a fully fenced-in backyard, providing a secure space for outdoor entertaining or pets. The location offers a perfect blend of comfort and convenience, situated near top-rated schools, multiple grocery stores, and popular local attractions. Residents can enjoy a resort-style lifestyle with access to premium community amenities, including sparkling pools, tennis/pickleball courts, and more.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
1826 WALLACE MANOR LN, WINTER HAVEN, FL 33880
$264,90020 Days on yellowkey MLS ID: O6412836
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1265 Built: 2019Monthly Fee: $42 Tax: $4,146 (2025)Community: Central PointeSingle Family
Taxes:$4,146
Elementary School: Lake Shipp Elem
Middle School: Westwood Middle
Remarks: Under contract-accepting backup offers. Come and make this move-in ready three-bedroom, two-bathroom home your own in Central Pointe! The interior features two spacious living areas with vaulted ceilings and plenty of natural light, creating an airy atmosphere. The main living areas flow seamlessly with the kitchen and dining area, perfect for everyday living and entertaining. The primary bedroom offers ample storage space with a large walk-in closet and beautifully updated ensuite with large soaking tub and walk-in shower. Step outside to enjoy the privacy of a fully fenced-in backyard that overlooks serene waterfront views. Conveniently located near shopping, restaurants, schools, and medical facilities, this home also provides quick access to major highways for an easy commute to Tampa or Orlando. Schedule your private showing today!
29 GOLF VIEW CIR NE, WINTER HAVEN, FL 33881
$290,000202 Days on yellowkey MLS ID: TB8453876
REDUCED by $10,000 (3.3%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1604 Built: 1962 Tax: $4,496 (2024)Community: North Lake Elbert HeightsSingle Family
Taxes:$4,496
Elementary School: Elbert Elem
Remarks: Short Sale. We are in the process of getting a short sale approved. So expect delays. Welcome to 29 Golfview Circle NE, a beautifully modernized Winter Haven property offering a rare combination of charm, flexibility, and income-producing potential. The main residence features 3 bedrooms and 2 baths with an open, inviting layout that includes spacious living and dining areas, stainless steel appliances, and a comfortable primary suite with a walk-in closet. Enjoy outdoor living from the covered front porch, the screened back patio, and the fully fenced yard. Additional updates— including a 2021 roof and numerous interior improvements—add peace of mind and long-term value. What truly sets this property apart is the detached 1BR/1BA guest house, completed in 2022 and designed as an ideal in-law suite or rental unit. This private space features polished concrete floors, a sleek updated kitchen, a modern bathroom with a large walk-in shower, an oversized closet with washer/dryer hookups, stainless steel appliances, its own fenced yard, and dedicated parking. Together, both structures offer approximately 2,228 sq. ft. of combined living space and 2,573 sq. ft. total under roof. Located on a corner lot directly across from Polk State College, this home delivers outstanding convenience with exceptional versatility—perfect for multigenerational living, additional income, or both. Opportunities like this are hard to find. Come see everything this remarkable property has to offer!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Chris Sakamoto (904-200-7535)
305 ARBUTHNOT ST, WINTER HAVEN, FL 33881
$280,00064 Days on yellowkey MLS ID: P4938517
INCREASED by $10,000 (3.7%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1758 Built: 2022Monthly Fee: $83 Tax: $4,009 (2025)Community: Sanctuary By The Lake Ph 2Single Family
Taxes:$4,009
Remarks: This approximately 1,730-square-foot home offers three bedrooms and two bathrooms in a gated community close to bike trail. The home features a clean and bright interior with almost new condition, ready for immediate move-in. The property has no CDD fees and is conveniently located close to various amenities. The home also has solar panels (will be paid off) and a lower assumable mortgage interest rate, providing potential cost-saving benefits for the next owner. Ask me how! The three bedrooms provide comfortable living spaces, with the primary bedroom offering seclusion and ample square footage. The two bathrooms are well-appointed and maintained, catering to the needs of the household. The open floor plan creates a seamless flow throughout the living areas, enhancing the sense of space and natural light. The exterior of the home presents a well-kept and inviting appearance, with the lot size providing a manageable outdoor space complete with covered patio. The convenient location of the home allows easy access to various services, shops and other community resources, making it an ideal choice for those seeking a practical and comfortable living situation. Love to fish? Community has a dock...so check this one out!
Listing Agent: Susan Brown (863-640-5722)
357 SQUIRES GROVE DR, WINTER HAVEN, FL 33880
$250,00092 Days on yellowkey MLS ID: O6392892
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1616 Built: 2008Monthly Fee: $62 Tax: $4,069 (2025)Community: Squires GroveSingle Family
Taxes:$4,069
Remarks: Stunning 3-Bedroom, 2-Bath Home – Move-In Ready! Welcome to this move-in ready home in a prime location! Boasting a spacious and open floor plan, this 3-bedroom, 2-bathroom gem offers the perfect blend of comfort and style. Enjoy An extra-large back patio for these summer evening BBQ's! The well-appointed kitchen features stainless steel appliances, a convenient breakfast bar, a closet pantry, and ceramic tile flooring, all complemented by a cozy breakfast nook. With both a large living room and a separate family room, there’s ample space for relaxing and entertaining. The versatile living/dining room combo offers a seamless flow for hosting guests. Enjoy the privacy and tranquility of the split-bedroom design, with the expansive master suite serving as your personal retreat. The primary bath is a true highlight, featuring a dual vanity, walk-in closet, and a relaxing garden tub—perfect for unwinding after a long day. Key Features: Bright and open floor plan with plenty of natural light Large primary suite with luxurious en-suite bath Spacious living and family rooms for flexible living Well-equipped kitchen with modern stainless steel appliances Great location with easy access to both Tampa and Lakeland All of this at an incredible price! Don’t miss your chance to call this home yours. Call today to schedule your private showing!
Listing is courtesy of: CITRAVEST MANAGEMENT LLC (407-495-4744)
Listing Agent: Lesley Guarino (315-783-4744)
314 TERRANOVA BLVD, WINTER HAVEN, FL 33884
$399,99062 Days on yellowkey MLS ID: O6401702
REDUCED by $10,010 (2.4%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1884 Built: 2006Monthly Fee: $55 Tax: $5,141 (2025)Community: Terranova Ph IvSpa: NoSingle Family
Taxes:$5,141
Remarks: Welcome to this stunning 3-bedroom + den pool home in a desirable gated community in Winter Haven—where space, style, and Florida living come together beautifully! Designed with a highly sought-after split-bedroom floor plan, this home offers both privacy and functionality. The luxurious primary suite is a true retreat, featuring elegant tray ceilings, dual walk-in closets, and a spa-inspired ensuite bath with dual vanities, a private water closet, a relaxing garden tub, and a separate walk-in shower. At the heart of the home, the gourmet kitchen impresses with granite countertops, stainless steel appliances, and a huge walk-in pantry, providing both style and ample storage. The versatile den/formal living room offers flexibility—perfect for a home office, media room, or additional living space. Step outside to your screened-in outdoor oasis, complete with a sparkling inground pool and an expansive lanai—ideal for entertaining, relaxing, or enjoying sunny Florida days. The fully fenced backyard offers plenty of room for a garden, pets, or play. With its premium features, flexible layout, and resort-style outdoor space, this home is a true standout. Don’t miss your chance—schedule your private showing today and make this Winter Haven pool home yours!
Listing Agent: Jeff Jones (205-902-3584)
6524 DOMIZIO DR, WINTER HAVEN, FL 33884
$250,990116 Days on yellowkey MLS ID: W7883481
11 Days Off yellowkey (back on 6/23/2026)
REDUCED by $29,000 (10.4%) on 04/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1848 Built: 2025Monthly Fee: $19Community: Villa MarSingle Family
Taxes:$0
Tax Year: 2026
Remarks: Ready Now! Introducing Villa Mar in Winter Haven, Florida. Master-planned amenities including a pool with cabana that is walking distance from your home, a playground, and shaded seating area. Highway 27, less than 10 minutes away, has everything you are looking for. Grocery stores, movie theaters, shopping centers, golf courses, restaurants, and so much more. The Glen Ridge single-family home is your key to great living. An open floor plan makes entertaining a breeze. Play a game in the family room or gather round the dining room table for a delicious meal, home cooked in the gorgeous gourmet kitchen with large island and walk-in pantry. The 2-car garage offers convenient extra storage. Upstairs, 2 bedrooms and a full bath give guests plenty of privacy. Make the most of your loft by using it as a second living space or media center. Your luxury owner’s suite includes dual walk-in closets and double vanities. You’re going to love The Glen Ridge. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)
Listing Agent: Bill Maltbie (813-819-5255)
109 REBECCA DR NE, WINTER HAVEN, FL 33881
$239,500202 Days on yellowkey MLS ID: L4957719
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1993 Tax: $510 (2024)Community: Saxon-Myers Rep Ph 02Single Family
Taxes:$510
Remarks: Virtually Staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, and timeless comfort—all with no HOA. Step inside to an open-concept floor plan featuring high ceilings and abundant natural light. The brand-new kitchen impresses with contemporary finishes, while the updated bathrooms offer a fresh, stylish feel. A desirable split floor plan provides added privacy, making the home ideal for both families and guests. Major improvements include a newer roof and full re-plumbing, giving peace of mind for years to come. The home is also equipped with solar panels for low-cost energy, along with a natural-gas stove and gas water heater—perfect for efficiency and everyday convenience. Outside, enjoy great curb appeal, a fully fenced backyard for pets or play, and a spacious attached 2-car garage. With no HOA restrictions, you have the freedom to personalize, park, and use your property exactly the way you want. This beautifully updated home truly checks every box—style, function, efficiency, and freedom.
Listing Agent: David Small (407-601-8351)
757 REGGIE RD, WINTER HAVEN, FL 33884
$303,000250 Days on yellowkey MLS ID: S5136830
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1432 Built: 2023Monthly Fee: $14 Tax: $6,977 (2024)Community: Peace Creek ReserveSingle Family
Taxes:$6,977
Elementary School: Wahneta Elem
Remarks: Beautiful modern single-family home located in one of Winter Haven’s most desirable and peaceful communities. This charming residence features spacious living areas, a modern kitchen, and a cozy backyard perfect for relaxing or entertaining family and friends. Filled with abundant natural light, the home offers a warm, inviting atmosphere and a functional layout designed for comfortable everyday living. Conveniently located near Winter Haven’s renowned Chain of Lakes, residents can enjoy boating, fishing, and a variety of outdoor activities year-round. Just minutes from LEGOLAND Florida Resort, shopping centers, restaurants, schools, and local attractions, this property combines the charm of a welcoming community with the convenience of having everything you need nearby. Whether you're looking for your next home or a smart investment opportunity, this property is a must-see. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Maria Cendon (407-536-0778)
2122 LAKE BLVD, WINTER HAVEN, FL 33881
$248,000135 Days on yellowkey MLS ID: S5143521
REDUCED by $2,000 (0.8%) on 05/05/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 985 Built: 1978 Tax: $2,387 (2025)Community: InwoodSingle Family
Taxes:$2,387
Remarks: Enjoy the best of Florida living with peaceful lake views greeting you right from the front of this charming home. Bright, inviting, and filled with natural light, the thoughtfully designed floor plan offers a comfortable flow that’s perfect for both everyday living and entertaining. The functional layout provides easy, low-maintenance living without compromising on style or comfort. Step outside to a fully fenced backyard that offers privacy, flexibility, and endless possibilities. Whether you envision a space for pets, outdoor gatherings, gardening, or simply relaxing in your own private retreat, this versatile yard delivers. Paired with the serene water views, the outdoor setting creates a tranquil atmosphere you'll love coming home to. Perfect for first-time homebuyers, downsizers, seasonal residents, or investors, this property offers a unique combination of charm, functionality, and scenic surroundings. With an attractive path to ownership and a desirable Central Florida location, this home presents an exceptional opportunity you won’t want to miss.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Catherine Torres (863-632-4177)
2107 HIGH POINT AVE SW, WINTER HAVEN, FL 33880
$180,00026 Days on yellowkey MLS ID: O6411867
1 Days Off yellowkey (back on 6/4/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1014 Built: 1976 Tax: $844 (2025)Community: High PointSingle Family
Taxes:$844
Remarks: Under contract-accepting backup offers. POOL HOME ON AN OVERSIZED CORNER LOT WITH A SCREENED LANAI, DETACHED SHE SHED/MAN CAVE, AND A FULLY FENCED BACKYARD! Tucked beneath mature shade trees in Winter Haven's established High Point community, this well-maintained home offers the space, flexibility, and outdoor living opportunities that many buyers have been searching for. From the inviting covered front porch to the multiple outdoor gathering areas, every part of this property is designed to be enjoyed. Step inside to a bright and welcoming interior where natural light fills the living spaces and creates a comfortable atmosphere throughout. The living room serves as the heart of the home and flows effortlessly into the dining area and kitchen, creating a layout that feels connected and functional for both everyday living and entertaining. The kitchen features ample cabinetry, generous countertop space, stainless steel appliances, breakfast bar seating, and easy access to the home's outdoor living areas. The home offers three comfortable bedrooms, each providing flexibility for family, guests, hobbies, or a home office. The centrally located bathroom features a dual-sink vanity with ample storage and countertop space. An indoor laundry room adds everyday convenience, and an additional flexible room currently used for storage offers opportunities for future use based on your needs. One of the home's standout features is the expansive screened lanai stretching across the rear of the property. This impressive outdoor living space creates the perfect setting for morning coffee, outdoor dining, game days, or relaxing evenings while enjoying Florida's beautiful weather. Beyond the lanai, the fully fenced backyard offers multiple areas to gather, entertain, and unwind. The above-ground pool creates a refreshing backyard retreat surrounded by mature landscaping and outdoor living spaces. A detached 12x20 she shed/man cave provides exceptional flexibility and can easily be utilized as a hobby room, creative studio, fitness space, game room, workshop, or private retreat. The property also features two separate carports, providing covered parking and additional space for vehicles, equipment, projects, and everyday convenience. The oversized corner lot offers additional outdoor space and versatility rarely found in many homes of this size. Whether you're hosting family gatherings, working on hobbies, gardening, relaxing by the pool, or simply enjoying the shade of the mature trees, this property provides room to live, work, and play. Conveniently located near shopping, dining, parks, schools, medical facilities, Winter Haven's renowned Chain of Lakes, Legoland Florida Resort, downtown Winter Haven, and major roadways connecting throughout Central Florida, this home offers convenient access to everyday essentials and local recreation. If you've been searching for a property that offers more than just a house—a place with room to gather, relax, create, and enjoy the Florida lifestyle—this home is ready to welcome its next owner.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
1715 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880
$283,99964 Days on yellowkey MLS ID: P4938520
REDUCED by $14,901 (5.0%) on 05/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1556 Built: 1990 Tax: $3,176 (2025)Community: Sandalwood SubSpa: NoSingle Family
Taxes:$3,176
Remarks: This updated and well-maintained three-bedroom, two-bath home, built in 1990, offers timeless comfort with smart updates. It features a new roof installed four to five years ago, double-paned tinted windows, city water and sewer, plus a dedicated well for the sprinkler system. Inside, you'll find an electric fireplace, updated kitchen with range, refrigerator, dishwasher, washer and dryer. flooring is a mix of tile, laminate, and carpet, a full security system, Ring doorbell, camera system, and a water purifier. The two-car garage comes with an opener, and the fully fenced backyard includes both chain-link and wood sections, a storage shed, and a handy workshop - plus the lawnmower stays with the property. It's a turnkey, low-maintenance gem ready for its next chapter.
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Teresa Markley (863-207-3457)
2227 12TH ST NW, WINTER HAVEN, FL 33881
$280,0002 Days on yellowkey MLS ID: L4962962
1 Days Off yellowkey (back on 6/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1773 Built: 1947 Tax: $536 (2025)Community: Aldoro ParkSingle Family
Taxes:$536
Remarks: Under contract-accepting backup offers. Welcome to your private Florida oasis. Thoughtfully maintained and beautifully updated over the past 18 years! This move-in-ready home combines modern upgrades with the charm and lifestyle that make Florida living so desirable. Inside, you’ll find real hardwood flooring throughout, stunning quartz kitchen countertops (2013), fully remodeled bathrooms, and spacious living areas designed for comfort and functionality. Major improvements provide peace of mind, including storm windows (2011), HVAC system (2020), a newer roof, complete home replumbing (2026), and a recent preventative termite tenting treatment with protection extending for the next five years. Outdoor enhancements include a newly rescreened lanai, Leaf Filter gutter system, and new metal roofing over the carport and rear patio (2025). Step outside to enjoy a fully fenced backyard featuring mature fruit trees, attractive paver landscaping, and plenty of space to relax or entertain while embracing the natural Florida lifestyle. A standout feature of this property is the two large bonus rooms, a home office, gym, media room, playroom, or hobby space-tailored to fit your needs and lifestyle. True Florida Charm is waiting for you.
Listing Agent: Juan Yglesias (951-261-3167)
531 HEATHER GLEN DR, WINTER HAVEN, FL 33884
$280,00015 Days on yellowkey MLS ID: TB8517307
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 2002Monthly Fee: $33 Tax: $1,954 (2025)Community: Heather Glen Phase OneSingle Family
Taxes:$1,954
Elementary School: Garden Grove Elem
Remarks: Welcome home to this affordable, beautifully designed single-family residence nestled in the desirable Heather Glen community! Spanning 1,538 sq. ft. of comfortable living space, this 3-bedroom, 2-bathroom home features a highly sought-after split-bedroom floor plan decorated in inviting, neutral colors. The inviting interior boasts soaring vaulted ceilings, elegant plant ledges, and a spacious living room anchored by a cozy wood-burning fireplace. The fully equipped kitchen comes complete with a breakfast bar that opens seamlessly into the formal dining room. Retreat to the expansive primary suite featuring large walk-in closets and a spacious layout. Step outside through the sliding doors to find a lovely covered patio and a fully fenced backyard, providing the perfect private oasis for pets, play, or outdoor dining. Complete with an attached 2-car garage and low monthly HOA fees, this home is centrally located close to schools, shopping, and dining!
Listing Agent: Holly Agosto (656-209-7783)
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