Displaying: For Sale
Location: Winter Haven
Property Type(s): Single Family
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Winter Haven - 804 properties found
446 TERRANOVA ST, WINTER HAVEN, FL 33884
$419,900122 Days on yellowkey MLS ID: P4937910
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $5,100 (1.2%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2121 Built: 2004Monthly Fee: $55 Tax: $2,816 (2025)Community: Terranova Ph 03Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,816
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2025
Middle School: Denison Middle
Remarks: Under contract-accepting backup offers. Situated in the desirable gated community of Terranova, this wonderful 3-bedroom, 2-bath pool home with a den offers the perfect blend of comfort, luxury, and energy efficiency. Enjoy low utility costs thanks to the fully paid solar system, providing long-term savings and sustainability. Upon arrival, you are welcomed by a charming covered entry accented by a leaded-glass front door and an arched transom window that fills the foyer with natural light. The spacious great room features hand-scraped engineered wood flooring and a large sliding glass door that seamlessly blends indoor and outdoor living while offering picturesque views of the patio and pool area. The well-appointed kitchen showcases white cabinetry with brushed nickel hardware, beautifully complemented by a glass tile backsplash. The upgraded stainless steel appliance package includes a gas range, while the granite-topped breakfast bar with pendant lighting provides additional seating and serves as a natural gathering space. A formal dining room is conveniently located nearby, making entertaining effortless. The primary bedroom suite offers a walk-in closet and a cozy sitting niche, ideal for relaxing while enjoying tranquil views of the pool. The primary bathroom is thoughtfully designed with dual sinks, a linen closet, a walk-in shower, a private water closet, and a luxurious garden tub. Step outside to your own private outdoor oasis. The lagoon-style pool with a cascading waterfall creates a serene ambiance, while the covered patio provides shade from the Florida sun and convenient access to the guest bathroom—perfect for poolside gatherings. The fully fenced backyard offers privacy and features both avocado and citrus trees. Additional features include: ,Den/office, Laundry room with washer and dryer, Solid surface flooring throughout, Water heater (2020), Architectural shingle roof (2020), 18 SEER Carrier HVAC system with heat pump (2020) and warranty, In-wall pest control system, Pull-down attic stairs, Irrigation well, Smart lock entry, Child safety fence for the pool, Exterior carriage lighting, Oversized driveway, Two-car garage with door opener and keyless entry pad. This exceptional home is conveniently located in a picturesque gated community near schools, shopping, restaurants, and Legoland, offering the perfect combination of luxury, convenience, and energy efficiency.
Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)
Listing Agent: Eileen Belanger (863-221-0229)
3971 CYPRESS LNDG W, WINTER HAVEN, FL 33884
$289,90068 Days on yellowkey MLS ID: L4961184
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1674 Built: 1987Monthly Fee: $83 Tax: $1,477 (2025)Community: Cypress Landing Ph 02Single Family
Taxes:$1,477
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to your slice of true Florida lake life—where every day feels like a getaway. This 3-bedroom, 2-bath home is tucked inside a waterfront community designed for living, not just residing. Start your mornings with a quick launch from the private boat ramp, spend your afternoons cruising Lake Dexter, or enjoy a friendly match on the tennis courts. There’s even private boat parking, so your next day on the water is always effortless. When it’s time to unwind, head to the community pool or relax at the clubhouse overlooking the water—perfect for catching those signature Florida sunsets. Located just minutes from LEGOLAND Florida Resort, plus a wide variety of local restaurants and shopping, you’re right in the heart of everything—so close to LEGOLAND that you can sometimes enjoy their fireworks lighting up the night sky. This isn’t just a home—it’s the kind of place where memories are made and the pace of life finally feels just right.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kevin Tison (863-206-5755)
5122 KINSLEY DR, WINTER HAVEN, FL 33884
$422,948139 Days on yellowkey MLS ID: S5143312
2 Days Off yellowkey (back on 4/2/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3030 Built: 2026Monthly Fee: $38Community: Seasons At Annabelle EstatesSingle Family
Taxes:$0
Remarks: Under Construction. The main floor of the inviting Ammolite plan offers a private study and versatile flex space, which can be optioned as an additional bedroom and bathroom or a guest suite, complete with living room. You’ll also appreciate a convenient powder room; a nook; a great room and a well-appointed kitchen with a center island, a large pantry, and optional additional cabinets. Upstairs, discover an airy loft, a convenient laundry, three secondary bedrooms, and a lavish primary suite boasting an expansive walk-in closet and a private bath. This plan also features a patio and a 2-car garage. SAMPLE PHOTOS. Actual homes as constructed may not contain the features and layouts depicted and may vary from image(s).*Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)
Listing Agent: Stephanie Morales, Llc (407-399-2055)
802 MARCIA LOOP, WINTER HAVEN, FL 33884
$349,900119 Days on yellowkey MLS ID: P4937120
REDUCED by $10,000 (2.8%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1539 Built: 2003Monthly Fee: $27 Tax: $2,905 (2024)Community: Crystals LandingSingle Family
Taxes:$2,905
Tax Year: 2024
Remarks: Welcome to 802 Marcia Loop, a LAKEFRONT property located in southeast Winter Haven! The property includes an area on Lake Ruby right across the street! The lake is visible from the living room, kitchen, dining room, as well as the primary bedroom! Enjoy the amazing view of Lake Ruby while relaxing on the back patio, which is accessible from the living room and primary bedroom! This home is equipped with a solar panels. BONUS: SOLAR PANELS WILL NOW BE PAID OFF AT CLOSING! This will allow the buyer to benefit from the energy savings from day one! With 3 bedrooms, 2 bathrooms and over 1,500 square feet of living area this home provides ample space. This home sits on just over 1/4 acre, which is the largest lot in the community! Windows and sliding doors were replaced in 2024! Recent kitchen upgrades include: countertops, backsplash and appliances in 2024. The home is also equipped with water filtration, reverse osmosis and an ADT security system. Lake Ruby connects via canal with Lake Bess, providing more area to explore while fishing, boating, etc. Lake Ruby is a 259 acre lake and the access to Lake Bess offers enjoyment of another 146 acres of water. Both lakes have slalom courses and ramps, fitting for the “Water Ski Capital of the World”. Skiing is allowed on Lake Ruby so build a dock and bring a boat in! The laundry room provides a space to complete that chore within the comfort of your home. Winter Haven is centrally located which provides easy access to many parts of the state. The theme parks and airports of Orlando and Tampa are approximately one hour drives in their respective directions. LegoLand, Publix, Wal-Mart and the AdventHealth ER are all within 5 minutes of this home! Buyer and buyer’s agent are responsible for verifying information. Schedule your showing today!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Bobby Desanto (863-604-7466)
390 16TH ST NE, WINTER HAVEN, FL 33881
$238,900127 Days on yellowkey MLS ID: P4937879
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $1,000 (0.4%) on 04/07/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2178 Built: 1959 Tax: $3,631 (2025)Community: Lake Elbert Heights Unit 02 02 RepSingle Family
Taxes:$3,631
Elementary School: Elbert Elem
High School: Winter Haven Senior
Remarks: Under contract-accepting backup offers. The seller is OFFERING UP TO $14,000 toward a NEW ROOF or may apply this contribution toward the BUYER'S CLOSING COSTS, providing added flexibility and value. This spacious 4-bedroom, 3-bath ranch-style home offers an impressive amount of living space (2,178 sqft) filled with natural light and designed for comfort and flexibility. The many windows throughout the home create a bright, welcoming atmosphere, while multiple living areas provide room to spread out and enjoy. The remodeled kitchen features a refrigerator, dishwasher, and range, along with a convenient breakfast bar and adjacent dining area—perfect for everyday living and entertaining. A formal living room greets you at the front entry, and the oversized family room offers exceptional gathering space, complete with a built-in desk and direct access to the screened lanai. The generous primary suite includes a walk-in closet, garden tub, separate shower, and an additional wall A/C unit for added comfort. A desirable mini–master suite with its own private bath provides ideal space for guests, extended family, or a private home office. Built-in cabinetry throughout the home adds both character and abundant storage. Situated on a large corner lot, the expansive yard offers endless possibilities for outdoor living, recreation, or future enhancements. The chain-link fenced backyard provides security and functionality while maintaining an open feel. With no HOA restrictions, you’ll enjoy the freedom to personalize the property to suit your needs. Combining space, natural light, a sizable yard, and the advantage of no HOA, this property delivers comfort, flexibility, and room to grow.
Listing Agent: Michelle Heath (863-528-3123)
1117 MICHELANGELO LN, WINTER HAVEN, FL 33884
$384,90098 Days on yellowkey MLS ID: O6392049
REDUCED by $5,100 (1.3%) on 06/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2023Monthly Fee: $89 Tax: $4,323 (2025)Community: Estates/Lk FlorenceSingle Family
Taxes:$4,323
Remarks: Welcome to this beautifully maintained 2023-built home offering the perfect blend of modern design, functionality, and space to grow! Located in a desirable Winter Haven community, this move-in ready residence feels just like new construction without the wait. This spacious home features 4 bedrooms and 2.5 bathrooms, with all bedrooms thoughtfully located upstairs for added privacy and separation from the main living areas. The versatile floor plan is ideal for both everyday living and entertaining, offering a seamless flow throughout the home. The kitchen and living spaces showcase a clean, modern aesthetic, perfect for today’s lifestyle, while large windows bring in plenty of natural light. Whether you're starting a family or need more room to grow, this layout adapts to your needs with ease. Step outside to a huge fully fenced backyard with endless possibilities, create your dream outdoor oasis, add a pool, or design the perfect space for gatherings and play. Conveniently located just minutes from Legoland, shopping, dining, and major roadways, this home combines comfort, location, and value all in one. Don’t miss your opportunity to own a practically new home in one of Winter Haven’s growing areas!
Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)
Listing Agent: Nellymar Albelo Pllc (407-435-1939)
851 VIENNA DR, WINTER HAVEN, FL 33884
$279,90073 Days on yellowkey MLS ID: L4961034
REDUCED by $5,100 (1.8%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1569 Built: 2022Monthly Fee: $15 Tax: $6,253 (2025)Community: Villamar Ph 2Spa: NoSingle Family
Taxes:$6,253
Remarks: Better Than New 2022 Home – Move-In Ready! VA Assumable Mortgage!!! Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, located on a desirable corner lot in the sought-after Villamar community of Winter Haven. Built in 2022, this home offers modern living without the wait for new construction. Step inside to an open and inviting floor plan featuring tile flooring throughout the main living areas, with comfortable bedrooms and a spacious primary suite. The kitchen comes equipped with appliances and flows seamlessly into the living and dining areas, making it perfect for everyday living and entertaining. Enjoy outdoor living in the screened lanai, ideal for relaxing or hosting guests. The home also includes an irrigation system and established landscaping, features often not included in new builds. Located in a community with resort-style amenities including a pool, playground, and sidewalks, and just minutes from shopping, dining, and local schools, this home offers both convenience and lifestyle. Skip the construction wait, this home is vacant and ready for immediate move-in! Don’t miss your opportunity to own a newer home in a growing area at an incredible value. Schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Regina Moran Pa (863-698-0748)
1787 LAKEHILL DR, WINTER HAVEN, FL 33884
$759,90059 Days on yellowkey MLS ID: P4938572
2 Days Off yellowkey (back on 5/31/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2944 Built: 2024Monthly Fee: $86 Tax: $1,460 (2024)Community: Woodpointe Phase ThreeSingle Family
Taxes:$1,460
Remarks: Be the first to own this stunning 2024-built semi-custom home located in the gated, lakefront community of Woodpointe in Winter Haven’s desirable 33884 zip code. Thoughtfully designed with both comfort and functionality in mind, this spacious residence features 4 bedrooms, 3.5 bathrooms, and an incredibly smart split-bedroom floorplan that offers privacy and flexibility for modern living. The seamless flow and attention to detail throughout brings you first to the expansive living area that encompasses the living, kitchen, and dining rooms complimented with a walk-in pantry and bonus room that's perfect for an office, playroom, gym, or anything your hobbies and interests desire. The primary suite is a true retreat, complete with a luxurious en-suite bath and a huge walk-in closet that conveniently connects directly to the oversized laundry room—making everyday living effortless and latenight chores not disturbing family and guests. On the opposite side of the home, the additional bedrooms are well-appointed and thoughtfully positioned to maximize space and privacy, including another bedroom with ensuite bath, plus two additional bedrooms and another full bathroom. A convenient half bath is located near the garage entry, where you'll also find a practical "mud" area perfect for keeping things organized after a long day. Situated on just over one-third of an acre, the property offers ample outdoor space with room to create your ideal backyard oasis. As part of the exclusive Woodpointe community, residents enjoy the peace of a gated neighborhood along with access to beautiful lakefront surroundings. This home blends modern convenience, smart design, and a prime location—making it an exceptional opportunity in one of Winter Haven’s most sought-after areas. The Woodpointe community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando and Tampa International Airports, and the gulf-side beaches of Tampa/St. Pete. See this home in person to really appreciate ALL that it has to offer!
Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)
Listing Agent: Kayly Malinas, Pa (863-258-1426)
1908 CROSSROADS BLVD, WINTER HAVEN, FL 33881
$419,000329 Days on yellowkey MLS ID: P4935563
REDUCED by $900 (0.2%) on 05/30/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2781 Built: 2008Monthly Fee: $133 Tax: $3,762 (2024)Community: Crossroads At Lake RegionSingle Family
Taxes:$3,762
Remarks: Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake Region Welcome to this beautifully maintained residence located in the highly desirable gated community of Crossroads at Lake Region. This spacious four-bedroom, three-bathroom home with a dedicated office offers the perfect blend of comfort and functionality. As you arrive, you’re welcomed by a handsome paver driveway that adds both charm and curb appeal. Step inside to soaring vaulted ceilings and an open-concept floor plan, ideal for both everyday living and entertaining. Expansive living and dining areas flow effortlessly, creating a bright, airy feel throughout the home. The oversized primary suite, located just off the main living area, is a true retreat. It features a luxurious en suite bathroom complete with a large soaking tub, separate walk-in shower, dual sinks, and a spacious walk-in closet. Fresh interior paint gives the home a crisp, updated look, and a new roof provides added peace of mind. A private office offers the perfect space to work from home or can easily flex to fit your lifestyle. This home is situated just a short distance away from the community pool and hot tub. This one checks all the boxes!
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Jill Lingenfelter (863-242-0900)
8 THE VILLAGE BLVD, WINTER HAVEN, FL 33880
$349,90050 Days on yellowkey MLS ID: O6404562
1 Days Off yellowkey (back on 5/31/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1973 Built: 2002Monthly Fee: $79 Tax: $2,778 (2025)Community: Village Spirit Lake Ph 02Single Family
Taxes:$2,778
Remarks: Under contract-accepting backup offers. Welcome to 8 The Village Blvd—nestled in a highly desirable gated community in Winter Haven with exclusive access to beautiful Spirit Lake! This well-maintained former model home offers 3 bedrooms, 2 baths, and a 2-car garage, combining comfort, style, and thoughtful upgrades throughout. Step inside to an inviting open floorplan featuring gleaming wood floors, a formal dining area overlooking the spacious front yard, and a stunning magnolia tree that enhances the home’s curb appeal. The kitchen is designed to impress with Corian countertops, upgraded appliances, and abundant cabinet and counter space, flowing seamlessly into a bright breakfast nook with views of the backyard and large screened lanai. The split-bedroom layout provides privacy, with two generously sized guest bedrooms and a full bath (with lanai access) tucked away on one side of the home. The spacious primary suite is located on the opposite side and features sliding glass doors to the lanai, dual walk-in closets, and a luxurious en-suite bath complete with a garden tub, separate shower, and ample counter space. Major updates offer peace of mind, including a new roof (May 2023), upgraded 50-gallon water heater (2021), new garage door opener (2022), upgraded main electrical panel (2024), and a Brinks Home Security System and Goodman AC (2025) with transferable warranty. The 2-car garage includes a Chamberlain opener (2022), built-in shelving, and a pegboard—perfect for organization. Enjoy all the amenities this sought-after gated community has to offer, including a clubhouse, recently refinished pool, tennis and basketball courts, updated exterior lighting, and a freshly painted entrance and clubhouse. Residents also enjoy private access to Spirit Lake via a boat ramp and dock. This move-in-ready home is truly “neat as a pin” and ready for its next owner. Survey and floorplan available—schedule your private showing today!
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (904-447-8922)
2014 10TH ST NW, WINTER HAVEN, FL 33881
$215,000161 Days on yellowkey MLS ID: O6374317
REDUCED by $5,000 (2.3%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1229 Built: 1953 Tax: $2,753 (2024)Community: Villa ManorSingle Family
Taxes:$2,753
Elementary School: Frank E. Brigham Academy
Remarks: One or more photo(s) has been virtually staged. Step into this renovated farmhouse charm : 2-bedroom, 2-bathroom home, nestled on a spacious lot in the established Villa Manor neighborhood. NO HOA This move-in-ready residence presents luxury finishes, laminate flooring throughout, a sleek new kitchen with updated cabinets, carrara white quarts countertops, and stainless steel appliances, and a freshly tiled bathroom with contemporary finishes. Fresh interior and exterior paint, and upgraded lighting fixtures. Roof 2020 - - Repipe 2025 - The large backyard offers plenty of space for outdoor living or future expansion. Located minutes from local schools, parks, and downtown Winter Haven’s shops and restaurants, this home is perfect for first-time buyers, downsizers, or investors seeking turnkey potential.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
3268 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881
$300,00027 Days on yellowkey MLS ID: S5150893
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 2020Monthly Fee: $43 Tax: $3,896 (2025)Community: Country Walk/Winter Winter HavSingle Family
Taxes:$3,896
Remarks: Experience elevated living in this beautifully maintained 3 bedroom, 2 bathroom residence located in the highly desirable Country Walk community in Winter Haven. Designed with style and comfort in mind, this home showcases custom luxury finishes throughout the living room and bedrooms, creating an elegant and inviting atmosphere. The open concept layout offers the perfect blend of functionality and sophistication, while the modern kitchen serves as the centerpiece of the home with sleek cabinetry, quartz countertops, and ample space for cooking and entertaining. The spacious primary suite provides a private retreat with a walk in closet and a beautifully appointed bathroom. Step outside and enjoy the extended paver patio, an ideal space for relaxing or hosting family and friends, all enclosed by a white PVC privacy fence that enhances both comfort and privacy. Conveniently located near shopping, dining, schools, medical facilities, and major highways, this home is also just minutes from LEGOLAND Florida Resort and many of Central Florida’s most popular attractions. Combining stylish interior design, exceptional outdoor living, and a prime location, this residence offers an outstanding opportunity to enjoy the best of the Florida lifestyle.
Listing Agent: Maria Santacruz (407-552-8213)
5312 NICKLAUS DR, WINTER HAVEN, FL 33884
$334,90027 Days on yellowkey MLS ID: O6411968
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 2006Monthly Fee: $5 Tax: $7,640 (2025)Community: Lake Ashton West Ph 01Single Family
Taxes:$7,640
Remarks: Welcome to resort-style living in the highly sought-after Lake Ashton Golf Club Community! This impeccably maintained home is nestled on a quiet and secluded street, offering the perfect combination of privacy, comfort, and an active Florida lifestyle. From the moment you arrive, you will appreciate the pride of ownership and pristine condition of this beautiful residence. Designed for both everyday living and entertaining, the home offers spacious living areas, abundant natural light, and a floor plan that flows effortlessly throughout. One of the most valuable features of this property is that the CDD bond has been fully paid off, providing significant long-term savings and added value for the new owner. Lake Ashton is one of Central Florida's premier gated 55+ communities, offering an unmatched array of amenities and activities. Residents enjoy access to two private 18-hole championship golf courses, including one of the most challenging and highly regarded courses in the region, making it a favorite among golf enthusiasts. The community also features two expansive clubhouses, a state-of-the-art health and fitness center, resort-style pools, tennis and pickleball courts, bowling lanes, movie theater, ballroom, restaurant and lounge, arts and crafts facilities, numerous social clubs, and a private marina with access to beautiful Lake Ashton. Whether you are looking for an active retirement, a seasonal retreat, or your forever home, this exceptional property offers the perfect opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today and discover why so many residents proudly call Lake Ashton home.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (305-361-5722)
Listing Agent: Emily Bastos Porto (407-969-9830)
1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881
$285,000145 Days on yellowkey MLS ID: O6375346
REDUCED by $10,000 (3.4%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1584 Built: 2015Monthly Fee: $32 Tax: $4,387 (2025)Community: Brenton ManorSingle Family
Taxes:$4,387
Remarks: Welcome home to Brenton Manor! This move-in ready 3-bedroom, 2-bathroom split-plan home checks every box — and then some. The open-concept kitchen flows seamlessly into the great room, creating the perfect space for entertaining or relaxing after a long day. Step outside to your private, fully fenced backyard with no rear neighbors — your own Florida oasis. Big-ticket updates have already been done for you: brand-new 2026 HVAC with UV ray lights and professionally cleaned ductwork, 2026 whole-home water softener system, 2025 tankless water heater, 2025 fresh exterior paint, 2025 gutters, and a 2023 roof. Both bathrooms feature updated showers, so all you need to do is move in and enjoy. Conveniently located near top medical facilities, BayCare Winter Haven Hospital just minutes away, and the nationally recognized Lakeland Regional Health nearby. Everyday conveniences are just as close, with shopping, dining, and retail options all within a short drive. Ideally located for commuters and travelers, this community offers. Ideally located for commuters and travelers, this community offers quick access to Interstate 4, the Polk Parkway (SR-570), and US-27—placing Tampa and Orlando approximately 30 to 40 minutes away and the world-famous theme parks just 35 miles away. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Cynthia Davis (407-619-2937)
215 KILMER LN, WINTER HAVEN, FL 33884
$379,99828 Days on yellowkey MLS ID: O6409847
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 1965 Tax: $3,503 (2025)Community: Fla Highlands Co SubSingle Family
Taxes:$3,503
Remarks: Fully Occupied Income Property | 3 Units | $4,300/mo Gross Rent | No Vacancy | Winter Haven Rare turnkey income property generating $4,300/month in gross rent — fully occupied with zero vacancy. This versatile multi-income single-family property features two interior apartments plus a separate rear cabin, each independently rented with established tenants in place. Landlord expenses are minimal: owner covers water (~$25/mo) and basic WiFi ($50/mo). Tenants handle electricity, lawn maintenance, and all other utilities — maximizing net cash flow from day one. 4 bedrooms | 2 bathrooms | 1,680 sq ft | Built 1965 | Polk County | Minutes from US-27, downtown Winter Haven, and Legoland Florida. Ideal for the buy-and-hold investor seeking immediate cash flow with low management overhead. Current leases transfer at closing. All financing welcome: Conventional | DSCR Loan | Cash.
Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)
Listing Agent: Elizabeth Rodriguez (407-480-8829)
836 VIENNA DR, WINTER HAVEN, FL 33884
$334,84635 Days on yellowkey MLS ID: L4962097
1 Days Off yellowkey (back on 5/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1970 Built: 2020Monthly Fee: $67 Tax: $4,800 (2025)Community: VillamarSingle Family
Taxes:$4,800
High School: Lake Gibson High
Middle School: McLaughlin Academy Of Excellence
Remarks: One or more photo(s) has been virtually staged. Spacious 3-Bedroom in Desirable VillaMar! Welcome to this stunning new construction home in the heart of Winter Haven's VillaMar community—where modern design meets comfort and convenience. This single-story home offers 3 bedrooms and 2 full baths, and an open floor plan for a seamless living experience. Step inside through a foyer that leads into an open-concept main floor, perfect for entertaining. The gourmet kitchen boasts a large island, custom wood cabinetry with crown molding, a stainless-steel appliance package, and a spacious pantry attached to a convenient laundry room. Generously sized bedrooms, including a luxury primary suite with a garden tub/shower combo and dual sinks are awaiting you. Interior Highlights: Recessed LED lighting, vaulted ceilings, and knock-down textured walls Tile flooring in kitchen, laundry, foyer, and baths Stain-resistant carpet, brushed nickel fixtures, and 5-panel smooth doors Prewired for ceiling fans in all bedrooms & family room Indoor laundry with 220V outlet and garage door opener prewires Generous walk-in closets and upgraded baseboards throughout Exterior Features: 30-year dimensional shingles, cementitious masonry finish, and termite treatment Insulated fiberglass doors, decorative coach lights, and professionally landscaped yard Low-maintenance aluminum fascia and vinyl soffits Garden hose bibs, exterior outlets, and deadbolt security on all doors Built for Efficiency & Durability: Double-pane tilt-in windows, 15 SEER heat pump, and R-38 ceiling insulation Energy-efficient Whirlpool appliances Engineered wood studs 16” O.C., vapor barrier slabs, and a built-in tubes-in-wall pest control system Unbeatable Location: VillaMar is just 10 minutes to downtown Winter Haven, and only 5 minutes to schools, shopping, and dining. Nestled between Tampa and Orlando—both an hour away—it’s ideal for commuting or weekend getaways. Enjoy proximity to LEGOLAND Florida, Willowbrook Golf Course, and more. Within the community, residents will enjoy planned amenities for every stage of life.
Listing is courtesy of: ADAMS HOMES REALTY (863-619-8120)
Listing Agent: Claudia Gutierrez Alvarez (602-800-4341)
3308 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881
$314,990121 Days on yellowkey MLS ID: O6385130
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1851 Built: 2020Monthly Fee: $30 Tax: $4,862 (2025)Community: Country Walk/Winter Haven Ph 2Single Family
Taxes:$4,862
Remarks: Welcome to this stunning 4-bedroom, 2-bath home located in a vibrant and growing neighborhood. Built in 2020, this modern residence offers the perfect blend of style, comfort, and functionality—ideal for today’s lifestyle. Step inside to discover a bright and spacious open-concept floor plan, perfect for both everyday living and entertaining. The gourmet kitchen is a true centerpiece, featuring rich espresso cabinetry, gleaming granite countertops, stainless-steel appliances, and a massive center island with sink—ideal for hosting gatherings or preparing family meals. Retreat to the primary suite, complete with a generous walk-in closet, dual vanities and a walk-in shower. Three additional bedrooms provide ample space for family, guests, or a home office. Enjoy Florida living at its best on the covered patio, overlooking a large, fully fenced backyard—perfect for summer barbecues, pets, play, and relaxing evenings under the stars. With modern finishes, thoughtful design, and move-in-ready condition, this home is a must-see. Don’t miss your opportunity to own this exceptional property—schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Humberto Cuevas (407-725-9971)
3015 AVENUE I NW, WINTER HAVEN, FL 33881
$179,000421 Days on yellowkey MLS ID: O6304872
2 Days Off yellowkey (back on 5/29/2026)
REDUCED by $800 (0.4%) on 04/28/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1050 Built: 1959 Tax: $1,951 (2024)Community: Westwood SubSingle Family
Taxes:$1,951
Remarks: Under contract-accepting backup offers. Nice home 3/1 in Winter Heven
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Maritza Cruz (863-512-0009)
2130 34TH ST NW, WINTER HAVEN, FL 33881
$145,00063 Days on yellowkey MLS ID: A4691160
1 Days Off yellowkey (back on 5/29/2026)
REDUCED by $20,000 (12.1%) on 05/14/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1068 Built: 1960 Tax: $2,134 (2025)Community: InwoodSingle Family
Taxes:$2,134
Elementary School: Fred G. Garnier Elem
High School: Auburndale High School
Middle School: Westwood Middle
Remarks: This property is zoned for a duplex and features a large backyard, offering excellent potential for investors. The home is being sold as-is and will be delivered with all items currently inside. Located in a great family-friendly neighborhood, with a new Publix plaza opening nearby adding even more value and convenience to the area.
Listing is courtesy of: FLATFEE.COM (954-965-3990)
Listing Agent: Cliff Glansen
516 LAKE DEXTER BLVD, WINTER HAVEN, FL 33884
$225,000222 Days on yellowkey MLS ID: P4937043
3 Days Off yellowkey (back on 5/29/2026)
REDUCED by $5,000 (2.2%) on 05/16/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1131 Built: 1986Monthly Fee: $31 Tax: $3,136 (2024)Community: Lake Dexter Woods 01Single Family
Taxes:$3,136
Remarks: Under contract-accepting backup offers. This beautifully updated move-in-ready home sits in a quiet, established community on Lake Dexter, one of Winter Haven’s pristine spring-fed lakes. The neighborhood offers an exceptional lifestyle with private access to a residents-only boat ramp, a sparkling saltwater community pool, and a serene waterfront park complete with a fishing dock, gazebo, playground, and shady green space to enjoy year-round. It’s a rare setting—peaceful, well-maintained, and so close to everything that you can even walk to Legoland. Inside, the home feels bright, airy, and inviting, thanks to thoughtful updates and fresh finishes throughout. The layout is comfortable and functional, featuring a spacious primary suite, two additional bedrooms, and two full bathrooms. The third office or bedroom sits just off the kitchen and is framed by French doors, making it the perfect space for a home office, guest room, or flex space to fit your lifestyle. The seller has invested in quality improvements, including a brand-new roof, fresh interior and exterior paint, a new electric water heater, a full water-softening system, updated light fixtures and hardware, refreshed landscaping, a newly rescreened back patio, and recent servicing of both the AC and irrigation systems. The main living areas feature attractive luxury laminate flooring, adding warmth and style, while the screened back porch provides a quiet, private place to relax overlooking the neatly manicured yard. Winter Haven’s central location between Tampa and Orlando puts major attractions, beaches, airports, and dining just a short drive away, making this an ideal full-time residence or a low-maintenance Florida getaway. This charming home truly checks all the boxes for comfort, convenience, and easy Florida living. All measurements are approximate and should be verified by the buyer or buyer’s agent.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Emily Ward (863-632-1865)
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