Location: Winter Haven , 33884
Do Not Show Listings
1109 BRIMSTONE CIR, WINTER HAVEN, FL 33884
$330,000142 Days on yellowkey MLS ID: L4957925
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1697 Built: 2023Monthly Fee: $30 Tax: $3,769 (2025)Community: Harmony/Lk Eloise Ph 1Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,769
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Seller is offering up to $10,000 toward Buyer’s closing costs, prepaid items, or interest rate buy-down (subject to lender approval). Location, Location, Location! Welcome to this beautifully upgraded D.R. Horton home, enhanced with extensive custom finishes and thoughtful owner improvements throughout. Fresh interior and exterior paint complement crown molding, recessed lighting, updated decorative light fixtures, ceiling fans, French doors, and a modern glass front entry door. Window treatments are installed throughout, offering both style and convenience. The open kitchen features stainless steel appliances, a large island, pantry, upgraded lighting, an under-sink Reverse Osmosis drinking water filtration system, and a whole-home water treatment system. Bathrooms have been tastefully updated with new mirrors, upgraded hardware, high-efficiency toilets, and an added vanity in the secondary bathroom. The primary suite includes a walk-in closet, dual sinks, and a walk-in shower. Outdoor living is enhanced by a covered rear patio with an added swing, improved landscaping around the home, rear irrigation, installed gutters, and updated exterior lighting. The home also includes an indoor laundry room and a 2-car garage. Located in the master-planned community of Harmony at Lake Eloise, residents currently enjoy access to a community pool, sidewalks throughout the neighborhood, walking paths around scenic ponds, and a designated bike accessway. Future community plans include a proposed lakefront amenity center on Lake Eloise and a planned commercial area with neighborhood shops (subject to development timelines and approvals). Conveniently located near LEGOLAND Florida Resort, the AdventHealth Fieldhouse and Conference Center, and the Freedom Boat Club Winter Haven – Lake Eloise location nearby—offering an additional boating lifestyle option by membership. Additional sports and recreation facilities are planned nearby, including four collegiate-level baseball fields projected to generate economic activity for the City of Winter Haven (based on publicly discussed plans). Cypress Junction Montessori is planned nearby and is currently accepting enrollment for 2026. Polk County has begun clearing and dredging efforts at nearby Lake Lulu, with discussions suggesting a future canoe and kayak launch and park area (subject to county completion and final designation). With continued infrastructure investment, future recreational access to the Chain of Lakes is anticipated in some form, subject to approvals.
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: John Calhoun (863-528-7973)
3306 OAK HILL PL, WINTER HAVEN, FL 33884
$297,50082 Days on yellowkey MLS ID: L4959302
0 Days Off yellowkey (back on 3/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1722 Built: 2004Monthly Fee: $148 Tax: $4,783 (2025)Community: Oakgrove SubSingle Family
Taxes:$4,783
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome home to easy Florida living in the beautiful, gated golf community of Cypresswood/Oak Grove! Tucked away on a quiet street, this 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and relaxed lifestyle — plus major updates for peace of mind. From the moment you walk in, you’ll notice the soaring ceilings and natural light that make the home feel open and inviting. The layout flows effortlessly, with a formal dining space for holiday meals and special gatherings, along with a spacious eat-in kitchen featuring a breakfast bar that opens right into the family room — keeping everyone connected whether you’re entertaining or enjoying a cozy night in. The family room showcases tray ceilings and sliding glass doors leading to the enclosed patio — the perfect place for morning coffee, evening relaxation, or casual weekend get-togethers. It’s a wonderful extension of your living space and ideal for enjoying Florida’s year-round sunshine. The primary suite offers a peaceful retreat at the end of the day, while the additional bedrooms provide flexibility for guests, a home office, or hobbies. Even better, big-ticket items have already been taken care of — the roof was replaced in 2021, the water heater was replaced in 2023, home was freshly painted in 2022, and the A/C unit was replaced in 2018, giving you added confidence and long-term value. Living in Cypresswood means more than just owning a home — it’s about embracing the lifestyle. Residents enjoy a 24-hour manned gate, championship golf course, community pool, tennis courts, fitness center, and clubhouse. Spend your mornings on the course, afternoons by the pool, and evenings strolling through this beautifully maintained neighborhood. Conveniently located near shopping, dining, medical facilities, and major roadways, you’re close to everything while still enjoying the privacy and charm of a gated community. If you’ve been looking for comfort, community, smart updates, and a relaxed Florida lifestyle — this is it. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
1799 CARNOSTIE RD, WINTER HAVEN, FL 33884
$309,00058 Days on yellowkey MLS ID: P4938087
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 2022Monthly Fee: $18 Tax: $5,703 (2025)Community: Villamar Ph 3Single Family
Taxes:$5,703
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: Mclaughlin Middle
Remarks: ***PRICE REDUCTION***Your turnkey oasis awaits! Welcome to a home that still feels brand new. This 2022-built gem in the peaceful Villa Mar community offers four spacious bedrooms and a bright, open floor plan designed for making memories. Whether you're hosting a dinner party in the modern kitchen or relaxing on your private, custom-screened lanai, every inch of this 1,680 sq. ft. home reflects quality and care. The interior boasts durable ceramic tile through the main living areas for a sleek, low-maintenance look, while the primary suite serves as a true retreat with elegant stone counters and dual vanities. Beyond the front door, the lifestyle is just as impressive. You’ll have access to fantastic community amenities like a resort-style pool, dog park, and playground, all while being located near top-rated schools. Best of all, you are just a short drive away from the world-class fun of Legoland, making this the perfect home base for weekend adventures. With a two-car garage and a generously sized laundry room, this home delivers the ultimate blend of style and convenience. Come see for yourself why this Villa Mar beauty is the perfect place to call home!
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Twanna Dewdney (863-207-1634)
634 WEXFORD CT, WINTER HAVEN, FL 33884
$244,900103 Days on yellowkey MLS ID: L4958804
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1980Monthly Fee: $130 Tax: $1,723 (2025)Community: Cypresswood Patio HomesSingle Family
Taxes:$1,723
Remarks: MOVE IN CONDITION! Nestled on a beautifully landscaped and tree shaded lot this well maintained 2 bedroom 2 bathroom patio home features split bedrooms with ample closets, an expansive great room with space for living and dining areas, breakfast nook in the kitchen and an attached 2 car garage. Additional amenities include an oversized rear screened porch overlooking a picturesque greenspace with large shade-producing oak trees, Architectural Shingles, Pull-down Attic Stairs in the garage, Gas Water Heater and a 2-Car Garage. Cypresswood Golf & Country Club offers a variety of amenities, including an 18-hole golf course, clubhouse with pro shop and lounge, Jr Olympic swimming pool and a soon-to-be-completed tennis, pickleball and recreation area. Located in close proximity to HWY 27 affords easy access to I-4 and within 1.5 hours of either coast. This ideal location is just a mile down the road from a brand new Publix set to open shortly as well as being conveniently close to shopping, restaurants, and Legoland.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steven Smith, Pa (863-224-2297)
100 EL CAMINO DR #101, WINTER HAVEN, FL 33884
$109,99034 Days on yellowkey MLS ID: S5147114
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1971 Tax: $393 (2025)Community: Orchid SpringsSpa: NoCondo
Taxes:$393
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Owner motivated and ready to negotiate — WOW! This BEAUTIFUL 1361SF 2BR/2BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon/pond views! Located in the 55+ Granada Building, where at least one occupant must be 55+. IMMEDIATELY AVAILABLE and MOVE-IN READY! Step into an open, airy floor plan with tile throughout, creating a bright and spacious feel. The dining area, living room, and bonus room flow seamlessly together, all overlooking the tranquil lagoon. As an end unit, the living room and bedrooms enjoy extra windows with peaceful courtyard views. The primary bedroom features a walk-in closet plus an additional hallway closet, providing excellent storage. Both bathrooms are well-appointed, with one offering a custom vanity and a tub/shower combo. Additional highlights include assigned parking directly in front of the unit. Perfect for year-round living or a seasonal retreat in a serene, well-maintained community.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Sharon Gastelbondo (863-800-4655)
100 EL CAMINO DR #111, WINTER HAVEN, FL 33884
$71,000121 Days on yellowkey MLS ID: S5141094
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 931 Built: 1971 Tax: $1,178 (2025)Community: GranadaSpa: NoCondo
Taxes:$1,178
Remarks: Owner motivated and ready to negotiate — WOW! This BEAUTIFUL 931 SF 1BR/1BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon views! Located in the 55+ Granada Building, where at least one occupant must be 55+. IMMEDIATELY AVAILABLE and MOVE-IN READY! Step into an open, airy floor plan with tile throughout, creating a bright and spacious feel. The dining area, living room, and bonus room flow seamlessly together, all overlooking the tranquil lagoon. As an end unit, the living room and bedroom enjoy extra windows with peaceful courtyard views. The bedroom features a walk-in closet plus an additional hallway closet, providing excellent storage. The bathroom includes a custom vanity and a tub/shower combo. A washer and dryer are included, offering added convenience. Additional highlights include assigned parking directly in front of the unit. Perfect for year-round living or a seasonal retreat in a serene, well-maintained community.
1012 MEDINAH DR SE, WINTER HAVEN, FL 33884
$187,900251 Days on yellowkey MLS ID: P4936101
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1458 Built: 1981Monthly Fee: $320 Tax: $2,740 (2025)Community: CypresswoodSpa: NoVilla
Taxes:$2,740
Elementary School: Elbert Elem
Remarks: Fresh new price — NOW OFFERING A HOME WARRANTY! Your opportunity to own in Cypresswood just got better! Welcome to The Tennis Villas! Nestled in the highly desired Cypresswood Golf & Country Club, this gated community with 24/7 security offers the perfect blend of comfort, convenience, and resort-style living.At the entry, a classic wrought iron gate opens to a private front patio, creating a welcoming first impression and a charming space to enjoy.This 2-bedroom, 2-bath villa features expansive living and dining areas with laminate flooring, a bright kitchen with updates and ceramic tile flooring. An open-concept layout that includes a wet bar with cabinet storage—perfect for entertaining. A bonus Florida room with air conditioning overlooks an open field and pond, providing a peaceful view right from your home.The primary bedroom boasts a sliding glass door leading to the enclosed lanai, filling the space with natural light and offering relaxing backyard views. Recent updates include a NEW metal roof for peace of mind. Plus, the HOA covers exterior paint, roof maintenance, lawn care, and pest control, making this home truly move-in-ready.The Cypresswood community offers incredible amenities:An 18-hole championship golf course designed by Ron Garl, Junior Olympic-sized pool, Lighted tennis courts, Fitness center & clubhouse with pro-shop, On-site restaurant and event space.Whether walking, biking, or taking the golf cart, all amenities are conveniently close by. You’ll also love the location—just minutes from Highway 27, I-4, Legoland Florida Resort, the Polk Parkway, and plenty of shopping and dining options.Don’t miss your chance to enjoy the Florida country club lifestyle in this affordable, stylish villa. Schedule your private showing today!
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Corinna Weaver (863-258-2901)
2102 CHRIS DR, WINTER HAVEN, FL 33884
$265,74030 Days on yellowkey MLS ID: O6396702
1 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2026Monthly Fee: $16 Tax: $2,015 (2025)Community: Peace Creek Reserve 50'SSingle Family
Taxes:$2,015
Elementary School: South Pointe Elementary
Middle School: Westwood Middle
Remarks: One or more photo(s) has been virtually staged. This new single-story Celeste is a modern take on a classic design. Down the foyer is a spacious and open-plan family room which has direct access to the cozy dining room, well-equipped kitchen and attached patio, perfect for everyday living. In a private corner is the owner’s suite with a convenient adjoining bathroom, while on the opposite side of the home are three secondary bedrooms. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
9705 LAKE BESS RD #715, WINTER HAVEN, FL 33884
$119,00066 Days on yellowkey MLS ID: S5143953
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 792 Built: 1986Monthly Fee: $300 Tax: $1,334 (2025)Community: Carefree Rv Country ClubManufactured Home
Taxes:$1,334
Remarks: Welcome to Carefree Country Club - one of Winter Haven't best kept secrets! Tucked away off of Cypress Gardens Boulevard, when you approach the GATED community, you know you're entering a really special place. Driving through, you're encompassed by the community's 9-hole golf course. Continuing on, you'll pass a stunning two-story clubhouse, plus all of the amenities (large thermal heated swimming pool; bocce ball courts; tennis and pickle ball courts; boat docks and boat launch). And finally, you'll pass by Lake Bess, which the community has over 3,000 private feet of shoreline on! This home sits just a few homes up from the lake, and there is no need to worry about flooding, as the home pitches down toward the lake! Believe it or not, this is actually a single wide home with a large addition! Entering through the sliding glass doors, you'll find yourself in the open living space, where the kitchen, dining area, and living room flow together. You get great views of the lake through the windows as well! The original structure also has a guest bathroom (with a shower / tub combo) and guest bedroom. The addition has the primary suite, with a nice sized closet, and ensuite bathroom with a walk-in shower. In here you will also find the washer. Out back is a storage shed that can fit a golf cart (as you will see one currently in there), as well as the dryer. The home was re-piped, so no need to worry about polybutylene (grey) pipes! The monthly fees include the following: lawn care; internet access in the clubhouse and golf center; garbage disposal and recycling; all of the amenities! This is a great home in a great community; schedule your showing today!
Listing is courtesy of: THREE MOUNTAINS REALTY (407-674-0220)
Listing Agent: Kathryn Valentine (407-674-0220)
356 STERLING DR, WINTER HAVEN, FL 33884
$332,00068 Days on yellowkey MLS ID: L4959652
0 Days Off yellowkey (back on 4/6/2026)
REDUCED by $3,000 (0.9%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 2001Monthly Fee: $24 Tax: $3,462 (2025)Community: BerryhillSingle Family
Taxes:$3,462
Remarks: Clean, clean, clean. Welcome to 356 Sterling Drive — a meticulously maintained 3-bedroom, 2-bath pool home that truly shows like a model. Pride of ownership is evident from the moment you arrive, where outstanding curb appeal showcases fresh exterior paint, hurricane-rated double-pane windows and sliding doors, lush landscaping, and a welcoming front lawn. This move-in ready residence offers extensive recent updates, including a brand-new roof with Heritage Proline Titan XT shingles (2025), refinished pool, new stainless steel appliances (2023), water heater (2023), new double-hung hurricane rate double pane windows (2024), updated bathroom vanities, new interior and exterior paint (2023), upgraded door hardware and electrical faceplates (2023), and more. Inside, an open and airy layout features tile flooring throughout, elevated ceilings, and an inviting great room designed for both relaxed living and entertaining while capturing tranquil views of the screened pool. The eat-in kitchen provides generous workspace, ample cabinetry, newer stainless appliances, and a charming bay-window dinette ideal for everyday dining. A desirable split bedroom plan ensures privacy. The spacious primary suite offers generous closet space and a well-appointed en-suite bath with dual sinks, updated finishes, and a tiled walk-in shower. Secondary bedrooms are nicely sized and provide convenient access to the full guest bath. Outdoor living is where this home truly shines. The screened pool and fully fenced backyard create the perfect setting for enjoying Florida’s year-round lifestyle, offering privacy, space for pets or play, and fruit trees that add beauty and a touch of nature. A two-car garage provides additional storage and everyday convenience. Located in the established Berryhill community of southeast Winter Haven, the home offers convenient access to shopping, dining, schools, medical facilities, and everyday essentials. Winter Haven’s central location between Tampa and Orlando makes commuting and travel easy while still enjoying the relaxed lifestyle the area is known for — including the Chain of Lakes, boating, recreation, and a vibrant community atmosphere. A beautifully updated home, thoughtfully cared for, and ready for its next chapter.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
405 LAKE NED RD, WINTER HAVEN, FL 33884
$339,90075 Days on yellowkey MLS ID: L4959581
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2256 Built: 1969 Tax: $1,648 (2025)Community: Fla Highlands Co SubSingle Family
Taxes:$1,648
Remarks: Under contract-accepting backup offers. Welcome to 405 Lake Ned Road in Winter Haven! This spacious 4-bedroom, 3-bathroom home offers the perfect blend of comfort, flexibility, and Florida living. Located just minutes from Lake Ned, a well-known local spot where fishing enthusiasts love to cast a line, this property offers both convenience and lifestyle. Whether you enjoy early morning fishing, peaceful water views nearby, or simply being close to nature, this location delivers. Inside, you’ll find a thoughtfully designed layout with generous living spaces, ideal for both everyday living and entertaining. The split-bedroom floor plan provides privacy, and this home features TWO master suites—perfect for multi-generational living, guests, or added flexibility. Three full bathrooms offer added comfort for a growing household or visiting friends and family. Step outside to your own private backyard retreat featuring a sparkling pool—perfect for cooling off during warm Florida days, hosting weekend gatherings, or simply relaxing under the sun. The spacious yard provides room for outdoor enjoyment, pets, or even boat or recreational storage with the added benefit of no HOA restrictions. Conveniently located near shopping, dining, schools, major roadways, and just a short drive to LEGOLAND Florida Resort—where brick-tastic adventures and family fun are always building—this home offers easy access while maintaining a peaceful residential setting. If you’ve been searching for space, a pool home, TWO master suites, and a prime location near one of Winter Haven’s popular lakes, this is one you won’t want to miss. Schedule your private showing today!
Listing Agent: Rafael Lozano, Iii (863-602-3222)
132 MILLER DR, WINTER HAVEN, FL 33884
$210,000116 Days on yellowkey MLS ID: P4937499
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1972 Tax: $972 (2025)Community: Eloise Woods Lake Roy UnitSingle Family
Taxes:$972
Remarks: One or more photo(s) has been virtually staged. Fully renovated home nearing completion! This beautiful property has undergone a complete renovation and is almost finished—just a few minor touches remain. Featuring modern updates throughout, this home offers a fresh, stylish feel and is perfect for buyers looking for move-in ready with final details underway. Don’t miss the opportunity to own a beautifully updated home in Winter Haven!
Listing Agent: Stephan Elmera (407-750-1765)
511 MARCIA LOOP, WINTER HAVEN, FL 33884
$284,900163 Days on yellowkey MLS ID: L4957392
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2159 Built: 1993Monthly Fee: $27 Tax: $3,345 (2025)Community: Crystals LandingSpa: YesSingle Family
Taxes:$3,345
Remarks: 4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome to 511 Marcia Loop, a spacious 4-bedroom, 2.5-bath home offering over 2,150 sq. ft. of living space, plus a 14' x 18' Florida room and a cabana-enclosed hot tub—perfect for entertaining in style. With a newer roof (2020), A/C system (2020), and leased solar panels (2024) keeping the average electric bill around $35/month, this home combines comfort, fun, and efficiency. From the moment you step inside, you’ll notice the expansive feel created by soaring ceilings, abundant natural light, and two updated skylights that brighten the main living areas. The flexible layout features two spacious living spaces — ideal for both everyday living and hosting. One area can easily function as a formal dining room, while the other serves as a welcoming family room for relaxing and gathering. The kitchen is designed with both function and entertaining in mind, showcasing stainless steel appliances, two closet pantries, and dual breakfast bars — including one with a secondary prep sink, perfect for cooking, serving, or casual meals. The generously sized primary suite offers a peaceful retreat with rich wood flooring, a walk-in closet, and an en-suite bath featuring an updated handicap-accessible walk-in shower. Three additional bedrooms provide comfortable accommodations and are conveniently located near the second full bath with tub. A separate half bath offers added convenience for guests. The enclosed Florida room at the rear of the home truly expands your living space. With a wall of windows, durable tile flooring, and built-in cabinetry with counter space, it offers excellent potential for a summer kitchen or serving station for gatherings. Step outside to your private backyard oasis, thoughtfully designed with low-maintenance landscaping including pavers, decorative rock, and mature plantings. Enjoy outdoor dining on the paver patio, then relax in the enclosed cabana featuring a hot tub with waterfall and built-in lounging seat — a standout entertaining space that feels like a private retreat. A powered storage shed provides space for tools, lawn equipment, hobbies, or could easily function as a workshop or creative studio. Additional features include a one-car garage with laundry area, screened front porch, irrigation system with timer, rain gutters, new window screens, multiple interior storage and linen closets, and a mature fruit-bearing mango tree. Conveniently located within five minutes of Publix, Walmart, restaurants, Legoland Florida, and the new AdventHealth ER, this home offers everyday convenience along with proximity to Central Florida’s major attractions. Positioned between Tampa and Orlando, commuting to theme parks, business centers, or international airports is simple and convenient. Whether you’re seeking a spacious family home, a low-maintenance retirement option, or a property designed for entertaining, 511 Marcia Loop delivers space, efficiency, and an exceptional backyard lifestyle. Schedule your private showing today!
Listing Agent: Deanna Stone (863-412-2080)
1630 TEAGAN LN, WINTER HAVEN, FL 33884
$315,000110 Days on yellowkey MLS ID: A4678440
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2025Monthly Fee: $16 Tax: $3,665 (2025)Community: Peace Crk ReserveSingle Family
Taxes:$3,665
Elementary School: Bartow Elem Academy
Middle School: Bartow Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully upgraded, lightly lived-in home that truly shows better than new construction. Why wait for a build when this move-in-ready home already has everything done for you? This spacious 4-bedroom, 2.5-bath home features an open-concept layout with the main entertaining areas conveniently located downstairs and all bedrooms upstairs for added privacy and comfort. The cozy upstairs family room is perfect as a sitting area, reading nook, or secondary lounge space, offering flexibility for your lifestyle. The sellers have thoughtfully invested in high-end upgrades, including a brick-paver patio ideal for outdoor entertaining, a brand-new fence for privacy, and professionally landscaped grounds with beautiful palm trees and solar lighting that create a true resort-style feel. The garage has been upgraded with a sleek epoxy floor, adding both style and durability. The home is also equipped with smart home technology that includes a security system, providing modern convenience and peace of mind. EVEN BETTER — all appliances, TVs, and furniture are included, making this a true turnkey opportunity. Lightly lived in and meticulously maintained, this home reflects pride of ownership throughout. From the interior finishes to the outdoor living space, every detail has been carefully curated. The amenities include:playground and a community pool. Skip the construction delays, upgrade costs, and uncertainty of new builds — this home is ready now and offers exceptional value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Aleksandra Tarica (201-888-6025)
3873 GIORGIO DR, WINTER HAVEN, FL 33884
$274,990288 Days on yellowkey MLS ID: O6327569
REDUCED by $15,000 (5.2%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1988 Built: 2025Monthly Fee: $15Community: VillamarSpa: NoSingle Family
Taxes:$0
Remarks: Under Construction. Brand new, energy-efficient home available by Aug 2025! Open floor plan creates a unified living space with a large great room that overlooks the kitchen. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.
Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)
Listing Agent: Bryan Sumner (813-336-5895)
5365 HOGAN LN, WINTER HAVEN, FL 33884
$599,90037 Days on yellowkey MLS ID: P4938226
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2591 Built: 2007Monthly Fee: $5 Tax: $5,104 (2025)Community: Lake Ashton West Ph 01Single Family
Taxes:$5,104
Remarks: Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 7½' x 36' bromine pool awaiting your enjoyment. From the striking stone front elevation and bronze screened front entry to the expansive 51' x 13' bronze screened veranda, this home impresses at every turn. Perfectly positioned on a large pond with a nature preserve beyond, it provides delightful sunrise views and frequent sightings of the abundant wildlife that makes Lake Ashton so special. Step inside through the elegant double glass doors and immediately notice the clean, crisp, and welcoming feel that creates the ideal setting for both relaxed everyday living and gracious entertaining. The interior showcases stunning terraced crown molding, coffered ceilings in both the living room and primary bedroom, and five solar tubes that fill the home with abundant natural light. The kitchen is beautifully appointed with gorgeous cabinetry featuring two glass-front cabinets, a wine rack, and rich black granite countertops, complemented by a large walk-in pantry offering generous storage space. Both bathrooms include walk-in showers and granite counters, adding style and convenience. One of the home’s most remarkable highlights is the expansive screened enclosure with pool at the rear of the property, where the views of the pond, wildlife, and nature preserve are among the finest along Hogan Lane. Additional peace of mind comes from an updated air conditioning system and a roof that is only three years old. Residents of Lake Ashton enjoy unmatched amenities including two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and so much more, creating an active and fulfilling lifestyle. This exceptional property offers the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.
Listing is courtesy of: GLOBAL LIFESTYLE LLC (727-455-2709)
Listing Agent: Brad Kirwan (863-280-0390)
221 WHITMAN RD, WINTER HAVEN, FL 33884
$275,00033 Days on yellowkey MLS ID: L4960816
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1511 Built: 1970 Tax: $2,444 (2025)Community: Fla Highlands Co SubSingle Family
Taxes:$2,444
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bathroom home situated on a desirable corner lot in Winter Haven. Conveniently located in the heart of Central Florida, Winter Haven is known for its Chain of Lakes, Legoland, local parks, shopping, dining, and easy access to both Orlando and Tampa. This property offers a functional layout with thoughtful updates throughout. The updated kitchen features quartz countertops, ample dark wood cabinetry, and a convenient breakfast bar. Recent improvements include tile flooring and an upgraded electrical panel, adding both style and peace of mind. The primary bedroom includes a walk-in closet, while the additional bedrooms provide flexibility for a variety of uses. Step outside to enjoy the large screened-in porch, ideal for relaxing or entertaining, all within a fully fenced yard with durable PVC fencing. The irrigation system is controlled by a Hydrawise WiFi system, allowing for easy and efficient lawn maintenance. Additional highlights include a 2-car garage, a circular driveway for added parking and convenience, and a roof replaced in 2018. With no HOA or CDD fees, this property offers added flexibility and fewer restrictions. Located near Winter Haven’s popular Chain of Lakes, as well as nearby shopping, dining, and major roadways, this home provides both comfort and accessibility.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Garrett Robinson (863-838-5210)
606 TURNBERRY CT, WINTER HAVEN, FL 33884
$280,00049 Days on yellowkey MLS ID: O6390721
4 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1980Monthly Fee: $17 Tax: $3,745 (2025)Community: Cypresswood Patio HomesSingle Family
Taxes:$3,745
Remarks: Under contract-accepting backup offers. Looking for a gated community, 3 bedroom home with a bonus room? No need to look any further! Welcome to the highly sought-after Cypresswood Golf Community, where comfort, security, and convenience come together in this spacious 3-bedroom, 2-bath home with an added air conditioned Florida Room that offers a flexible bonus space perfect for anything your lifestyle calls for. Enjoy beautiful golf course views right from your backyard...a peaceful and scenic setting you won’t want to miss! From the moment you arrive, you’ll appreciate the private front patio, offering a peaceful outdoor space to relax or entertain. Step inside to a home that is completely carpet-free, featuring durable laminate and tile flooring throughout, including the garage which is designed for both easy maintenance and a clean, modern feel. The interior layout provides a generous and open living space, with natural flow between the living, dining, and kitchen areas, making it ideal for everyday living and gatherings. One of the standout features is the Florida Room (with A/C), offering incredible flexibility. Whether used as a playroom, home office, guest space, or private suite, this area can easily be adapted to fit your needs complete with the option for a separate private entrance. The garage has been thoughtfully enhanced with a full kitchen setup, creating a unique and functional space perfect for outdoor entertaining, hosting, or extended cooking needs..an efficient and valuable addition. Community features you’ll love living in Cypresswood Golf & Country Club means access to: 24-hour guarded and gated entry,Community pool,Tennis courts,18-hole championship golf course, Clubhouse and on-site restaurant.Prime location conveniently located near U.S. Highway 27, I-4, and the Polk Parkway. This home offers easy access to everything Central Florida has to offer, including:LEGOLAND, Pega Pig Theme Park, Walt Disney World, Orlando International Airport and Tampa International Airport,Gulf Coast beaches near St. Petersburg and Tampa! Surrounded by a growing area filled with shopping, dining, and everyday conveniences, this location supports both lifestyle and accessibility. This home offers versatility, unique features, and access to a lifestyle-rich community—a true opportunity to enjoy the best of Florida living. Don't miss this opportunity! Come see it today!
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
2154 CHRIS DR, WINTER HAVEN, FL 33884
$272,49072 Days on yellowkey MLS ID: O6384811
3 Days Off yellowkey (back on 4/6/2026)
REDUCED by $13,000 (4.6%) on 04/03/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2025Monthly Fee: $16 Tax: $32 (2024)Community: Peace Creek Reserve 40'SSingle Family
Taxes:$32
Elementary School: Wahneta Elem
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Under Construction. Beautiful Corner Lot!! This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.
1124 SAWGRASS DR, WINTER HAVEN, FL 33884
$360,000393 Days on yellowkey MLS ID: P4934195
REDUCED by $8,000 (2.2%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2022Monthly Fee: $5 Tax: $5,743 (2024)Community: Lake Ashton West Ph Ii SouthSingle Family
Taxes:$5,743
Remarks: Master suite paint updated. Custom built-in bookcases in Den/Office. Club Car golf cart conveys with home purchase. Welcome to your next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active adult community. This immaculate, nearly new home (just 3 years young!) offers a perfect blend of comfort, style, and Florida charm. With 3 spacious bedrooms, 2 full baths, and a flexible den/office that enjoys tranquil views of the tee box on the 10th fairway of Lake Ashton’s West Golf Course, this home is ideal for both relaxed living and entertaining. Certified as a Green Home by Environments for Living, it also comes with a like-new Onward model Club Car golf cart—featuring lithium batteries—which conveys with the purchase! As you arrive, you’ll be welcomed by elegant architectural details including glass block windows in the master bath, a transom window, sidelight by the front door, and a lovely dining room window, all contributing to the home’s bright, sunlit ambiance. Triple sliding glass doors open up to the veranda, blending indoor and outdoor living with ease. The heart of the home—the kitchen—is a chef’s delight, showcasing Skylar maple cabinetry in a rich Shale finish, beautifully complemented by Silver Frost granite countertops with a beveled edge and fingerprint-resistant stainless-steel appliances. The primary suite is a serene retreat with his-and-hers walk-in closets, while the ensuite bath features handicap-height fixtures and a spacious soaking tub for unwinding at the end of the day. A generous 2-car garage plus a separate golf cart bay adds convenience and storage. This thoughtfully designed home offers a gracious and tasteful setting for everyday enjoyment and entertaining alike. Lake Ashton is more than a neighborhood—it’s a lifestyle. Residents enjoy two 18-hole championship golf courses, a 26,000 sq ft clubhouse, a state-of-the-art Health & Fitness Center, pickleball courts, bowling alley, on-site restaurant, and a vibrant calendar of social events and clubs. Don’t miss this exceptional opportunity to own a home that truly has it all. Call today to schedule your private showing—your Florida dream awaits!
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