Displaying: For Sale
Location: Winter Haven
Property Type(s): Single Family
Price: $300,000 to $399,000
Do Not Show Listings
Winter Haven - 287 properties found
8 THE VILLAGE BLVD, WINTER HAVEN, FL 33880
$349,90049 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,778
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
3268 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881
$300,00026 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 is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Maria Santacruz (407-552-8213)
5312 NICKLAUS DR, WINTER HAVEN, FL 33884
$334,90026 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)
215 KILMER LN, WINTER HAVEN, FL 33884
$379,99827 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
$334,84634 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
Elementary School: Chain O Lakes Elem
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
$314,990120 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)
5755 MARSH LANDINGS DR, WINTER HAVEN, FL 33881
$335,00035 Days on yellowkey MLS ID: L4962032
2 Days Off yellowkey (back on 5/29/2026)
INCREASED by $10,100 (3.1%) on 05/28/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2696 Built: 2017Monthly Fee: $15 Tax: $6,852 (2025)Community: Lakeside Landings Phase OneSingle Family
Taxes:$6,852
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 5755 Marsh Landing Drive in Winter Haven, Florida! This spacious 5-bedroom, 3-bathroom home with a loft offers 3,172 square feet under roof is and is priced to sell. Built in 2017 and recently refreshed, this home features new interior and exterior paint, luxury vinyl plank flooring and tile throughout. The kitchen features new stainless-steel appliances, huge cabinets, and a functional design overlooking the main living area. The spacious primary suite offers two large walk-in closets and a private en suite, while the additional bedrooms and upstairs loft provide flexible space for family, guests, a home office, game room, or media area. Additional updates include a 2026 roof, updated lighting, and trendy new hardware. Outside, enjoy the amazing benefit of no rear neighbors, giving the backyard a more open and peaceful feel. Conveniently located in Winter Haven, this home offers easy access to shopping, dining, schools, medical facilities, and the area’s Chain of Lakes. This move-in-ready home combines space, updates, and location — schedule your private showing today!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Jason Stone (863-838-8972)
132 ALACHUA DR, WINTER HAVEN, FL 33884
$320,000120 Days on yellowkey MLS ID: P4937917
REDUCED by $1,000 (0.3%) on 05/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2466 Built: 1976 Tax: $3,975 (2025)Community: Eloise Woods Lake Mariam UnSingle Family
Taxes:$3,975
Remarks: Beautiful and spacious family home with room for everyone to spread out and enjoy. Featuring over 2,400 square feet of living space, this home offers a warm and functional layout perfect for everyday living, entertaining, and creating lasting memories.??The open kitchen and living area serve as the heart of the home, complete with granite countertops, stainless steel appliances, abundant cabinet space, and a large breakfast bar where family and friends naturally gather. Natural light fills the home, while updated finishes and modern touches create a comfortable, move-in-ready feel.??One of the home’s standout features is the oversized bonus room — ideal for a playroom, media room, home office, homeschool space, gym, or second family room. The flexible layout allows the home to grow with your family’s needs.??Outside, the spacious yard offers endless potential for kids, pets, entertaining, gardening, or even adding a future pool. With no HOA, you have the freedom to truly make the property your own.?Conveniently located near schools, shopping, restaurants, and everything Winter Haven has to offer, this is a wonderful opportunity to own a great family home with space, flexibility, and value.*Agents, please read MLS realtor remarks.*
Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)
Listing Agent: Renee Butler (863-294-6773)
517 ITUNA CIR, WINTER HAVEN, FL 33881
$313,71027 Days on yellowkey MLS ID: L4962260
0 Days Off yellowkey (back on 5/28/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1715 Built: 2026Monthly Fee: $50Community: Harbor At Lake HenrySingle Family
Taxes:$0
Remarks: Under Construction. New construction home with 1715 square feet on one-story including 4 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty ***Please note - Virtual Tour/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
541 ADRIEL AVE, WINTER HAVEN, FL 33880
$345,00050 Days on yellowkey MLS ID: S5149295
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2280 Built: 2007Monthly Fee: $9 Tax: $4,216 (2025)Community: Ridge Acres Ph 02Single Family
Taxes:$4,216
Remarks: Under contract-accepting backup offers. Welcome home to 541 Adriel Avenue — where Florida living meets wide-open space. Set on an expansive 0.69-acre estate-style lot, this 4-bedroom Florida ranch offers a rare combination of privacy, square footage, and modern peace of mind. Step through the arched entry into a sun-filled great room with soaring vaulted ceilings, elegant archways, and a thoughtfully designed open floor plan. The kitchen features rich granite countertops, stainless steel appliances, oak cabinetry, and a center island built for entertaining. The primary suite includes a private bath with a garden soaking tub and separate walk-in shower. Beyond the formal dining room, French doors open to a generous Florida room with a full secondary kitchen — granite counters, gas range, and abundant cabinetry. The fully fenced backyard backs to open land with no rear neighbors, offering room for RVs, trailers, or future expansion. New roof and AC in 2025. USDA-eligible. Schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Javier Herrera Jimenez (863-259-9010)
1019 ROBIN LN, WINTER HAVEN, FL 33884
$305,00037 Days on yellowkey MLS ID: P4938690
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1390 Built: 2003Monthly Fee: $38 Tax: $3,920 (2025)Community: Audubon PlaceSingle Family
Taxes:$3,920
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Under contract-accepting backup offers. This wonderful 3-bedroom, 2-bath home is sited in the desirable community of Audubon Place just a short walk to the Audubon Nature trail. Upon arrival, you’ll be greeted by a charming covered entrance, a paved walkway, and a lushly landscaped yard. This desirable split bedroom floor plan offers high ceilings throughout, enhancing the spacious feel of the home. The living room is warm and inviting with wood laminate flooring and a glass door that extends your living space into the screened-in lanai. The remodeled kitchen features custom cabinetry with crown molding, oil-rubbed bronze hardware, soft-close hinges, and undermount lighting. The breakfast bar, adorned with pendant lighting and granite countertops, adds both style and functionality. The upgraded appliance suite includes a gas range and a pantry with pull-out shelves, perfect for all your cooking needs. A charming breakfast nook overlooks the front yard, providing a cozy spot for morning coffee. The primary bedroom is a true retreat, offering views of the back patio and a walk-in closet. The en-suite bath, accessed through a pocket door, continues the custom cabinetry theme with dual sinks, bronze hardware, soft-close hinges, and granite countertops. The seated walk-in shower features decorative listello tile surround and French glass door access. Custom upgrades extend to the guest bathroom as well. For outdoor relaxation, this property won't disappoint. The lovely screened lanai with a ceiling fan and patio provides an ideal space for entertaining. The picturesque, fenced-in backyard features an array of landscape plantings, creating a serene environment. Other amenities include Two well-appointed guest bedrooms, Solid surface flooring throughout, Glass storm entrance door with transom window and smart lock access, Gas water heater 2019, Washer and gas dryer, Pull-down attic stairs, In-wall pest system, Gutters, Irrigation system with shallow well, New roof (2022), HVAC system (2018), Water Softener System, Amcrest smart home doorbell with cameras, Double-pane windows, Paved driveway, Keyless garage door pad, Utility sink in garage, 2-car garage with workbench, garage door opener, and keyless entry pad. This beautiful property is located in an established community on a cul-de-sac, centrally located close to shopping, schools, restaurants, and Legoland. This home is truly a gem, offering comfort, style, and convenience in one perfect package.
Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)
Listing Agent: Eileen Belanger (863-221-0229)
3901 GIORGIO DR, WINTER HAVEN, FL 33884
$329,990149 Days on yellowkey MLS ID: O6375585
REDUCED by $1,270 (0.4%) on 05/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1840 Built: 2026Monthly Fee: $154 Tax: $2,005 (2026)Community: VillamarSpa: NoSingle Family
Taxes:$2,005
High School: Lake Region High
Tax Year: 2026
Remarks: Under Construction. Brand new, energy-efficient home available by Feb 2026! Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy. 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)
1210 ZAMBRANA CT, WINTER HAVEN, FL 33884
$339,00055 Days on yellowkey MLS ID: O6401308
REDUCED by $36,000 (9.6%) on 05/26/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2360 Built: 2021Monthly Fee: $13 Tax: $6,968 (2024)Community: Villamar Ph 2Single Family
Taxes:$6,968
Tax Year: 2024
Remarks: Welcome to your next home in the heart of Winter Haven! Located on a peaceful cul-de-sac, this charming property at 1210 Zambrana Ct offers the perfect blend of comfort, space, and convenience. Featuring a bright and open layout, this home is designed for both relaxing and entertaining. Enjoy spacious living areas filled with natural light, a functional kitchen with plenty of storage, and well-sized bedrooms that provide comfort for the whole family. The outdoor space offers the perfect setting to unwind or host gatherings, while the location places you just minutes from shopping, dining, and everyday essentials. Whether you're looking for your primary residence or a great investment opportunity, this home checks all the boxes.
Listing is courtesy of: PAK HOME REALTY (909-351-5105)
Listing Agent: Ivanna Mendoza Heredia (417-335-1572)
1806 17TH ST NW, WINTER HAVEN, FL 33881
$360,00048 Days on yellowkey MLS ID: L4961741
0 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1750 Built: 1925 Tax: $2,771 (2025)Community: Kenilworth ParkSingle Family
Taxes:$2,771
Elementary School: Inwood Elem
Middle School: Westwood Middle
Remarks: Mediterranean Revival residence combining historic charm, remarkable updates, and an ideal Central Florida location. Welcome to 1806 17th St NW in the "Chain of Lakes City" of Winter Haven. Discover this beautifully restored and extensively renovated Spanish bungalow, thoughtfully updated in 2021–2022 while preserving its timeless character. Major system improvements include a new roof, new electrical, new plumbing, new HVAC systems with ductwork, and a well-fed sprinkler system—rare peace of mind for a historic home. Additional upgrades include refinished hardwood floors, replastered and retextured walls, remodeled kitchen and baths, fresh interior and exterior paint, Tiffany-style fans, and period-inspired lighting. With city water and sewer, this historic property offers the charm of another era without sacrificing modern convenience. Ideally positioned across from Lake Cannon and near Lake Mirror on the scenic Winter Haven Chain of Lakes, the home is surrounded by tree-lined streets, beautifully preserved residences, and refreshing lake breezes. Curb appeal shines with textured stucco, arched windows, mature palms, and an oversized double lot. A covered two-car carport, new concrete driveway, detached workshop, and professional landscaping complete the exterior setting. Inside, warm and inviting living spaces are filled with architectural detail and authentic character. The formal living room features Saltillo tile floors, beadboard ceilings, and arched windows overlooking lush gardens. Nearby, the family room showcases original hardwood floors, a coved ceiling, and a gas-burning brick fireplace. A cozy computer nook creates the perfect work or study space. The formal dining room highlights softly curved ceilings, arched transitions, and charming glass-front corner built-ins. The updated kitchen blends vintage styling with modern function, featuring wood cabinetry, soft-close drawers, granite countertops, stainless steel appliances, and a walk-in pantry with laundry connections. Three bedrooms and two beautifully remodeled baths include a private primary suite with French doors opening directly to the rear patio. Outdoor living is equally impressive, offering a secluded patio and expansive backyard ideal for entertaining, gardening, or simply relaxing beneath the shade of mature landscaping. The detached 18x19 workshop with roll-up door, electricity, and concrete slab provides exceptional flexibility for woodworking, hobbies, storage, or creative space. Located just minutes from downtown Winter Haven, shopping, dining, medical facilities, and major highways, this move-in-ready historic residence also offers convenient access to public boat ramps and the full Chain of Lakes lifestyle. A rare opportunity to own a thoughtfully restored Spanish bungalow where timeless architecture and modern upgrades blend seamlessly.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
5453 SAN PIETRO DR, WINTER HAVEN, FL 33884
$357,49970 Days on yellowkey MLS ID: TB8497895
REDUCED by $2,000 (0.6%) on 05/26/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2470 Built: 2026Monthly Fee: $53 Tax: $4,690 (2025)Community: Villa MarSingle Family
Taxes:$4,690
Elementary School: Pinewood Elem
Remarks: Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Indigo - Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
5764 ROYAL HILLS CIR, WINTER HAVEN, FL 33881
$339,000137 Days on yellowkey MLS ID: O6379870
REDUCED by $10,500 (3.0%) on 05/19/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2278 Built: 2007Monthly Fee: $25 Tax: $4,478 (2025)Community: Royal HillsSpa: NoSingle Family
Taxes:$4,478
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Middle School: Boone Middle
Remarks: One or more photo(s) has been virtually staged. Motivated Seller!! *Welcome to this spacious Move-in-ready 4 bedroom, 2.5 bathroom home tucked away in the heart of Royal Hills, Winter Haven. The Home has recent upgrades including freshly painted Exterior in 2025, Roof 2024. The entire upper level has been revitalized with well-maintained carpeting while the ground floor showcases ceramic tile throughout. The kitchen contains Sleek granite countertops for that touch of sophistication,Stainless-steel appliances along with bright light fixtures.The home also has a BONUS Room on the ground level - perfect for a Home office or Media Room and a HUGE Fenced backyard. Conveniently situated near US-27, this property offers quick access to interstate travel and shopping centers. Don't let the opportunity slip by to make this beautiful house your next family home
Listing is courtesy of: MILLENNIUM REALTY CENTER LLC (407-843-8996)
Listing Agent: Phabie Terzier (407-692-7452)
6006 COUNTRY WALK LN, WINTER HAVEN, FL 33880
$345,000393 Days on yellowkey MLS ID: S5126942
1 Days Off yellowkey (back on 5/23/2026)
REDUCED by $14,999 (4.2%) on 04/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1809 Built: 2004Monthly Fee: $21 Tax: $4,291 (2024)Community: Country Walk Ph 03Single Family
Taxes:$4,291
Elementary School: Eagle Lake Elem
Remarks: Motivated seller alert! USDA financing eligible for qualified buyers! Welcome to 6006 Country Walk Lane in Winter Haven, where space, privacy, and value come together. This beautifully maintained 4-bedroom, 2-bath home offers 1,809 square feet of comfortable living on an expansive 0.36-acre fully fenced lot in the established Country Walk community with low HOA dues of just $29 a month. Major updates have already been completed, including a roof replaced in 2023, brand-new stainless steel dishwasher, water softener system, and a new back door with built-in doggy door. The home features a desirable split floor plan for added privacy and no carpet throughout, creating a clean, low-maintenance living environment. A 10x16 storage shed and spacious backyard provide plenty of room to entertain, garden, or even add a pool. Unlike nearby new construction, this property offers land, privacy, and an established neighborhood setting without the wait. The sellers are highly motivated and willing to contribute toward buyer closing costs. Don’t miss this opportunity to secure one of the best lot values in Winter Haven. You’ll appreciate the thoughtful upgrades throughout—no carpet anywhere, a split floor plan for added privacy, and recent improvements designed for easy living, including a brand-new stainless-steel dishwasher, Maytag soft-water system, new back door with built-in doggie door, 10×16 storage shed, fully fenced yard, and even a hot tub—perfect for relaxing on those warm Florida evenings. Situated on a spacious 0.36-acre lot with low HOA dues of just $29/month, this move-in-ready home offers room to breathe while remaining conveniently close to the Polk Parkway, providing easy access to both Tampa and Orlando. Homes with this combination of space, upgrades, and incentives. Schedule your private showing today and experience why Country Walk living truly feels like Florida bliss!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Anna Impiduglia (407-861-6223)
5871 WINDRIDGE DR, WINTER HAVEN, FL 33881
$359,00033 Days on yellowkey MLS ID: O6409535
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3050 Built: 2005Monthly Fee: $38 Tax: $4,936 (2025)Community: WindridgeSingle Family
Taxes:$4,936
Remarks: REMODELED! LOW HOA FEE! This 4-bedroom, 3.5-bath home is located in a desirable Winter Haven area and shows like a model. Recent upgrades include new 100% waterproof luxury vinyl flooring throughout the entire home, fresh interior and exterior paint, and epoxy countertops in the kitchen and all bathrooms. The first floor features formal living and dining areas, perfect for entertaining along with an open-concept kitchen, laundry room, and a spacious family room ideal for relaxing. The kitchen is equipped with a chef's island and built-in features, offering ample storage and prep space. Upstairs, you'll find a large loft area that can serve as a home office or additional living space. The second floor also includes three secondary bedrooms, including a generous junior suite with its own private bathroom and large closet, plus an additional shared bathroom. The oversized master suite offers two walk-in closets and a luxurious bathroom with a garden tub and separate shower. Conveniently located near I-4 and Hwy 27, this home provides easy access to shopping, schools, restaurants, medical facilities, and Legoland. Move-in ready and A must-ses!
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Sandy Ou (407-573-2121)
2371 BRASSIE CT, WINTER HAVEN, FL 33884
$318,000105 Days on yellowkey MLS ID: O6389688
REDUCED by $1,999 (0.6%) on 05/20/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2522 Built: 2022Monthly Fee: $15 Tax: $6,349 (2025)Community: Villamar Ph 3Single Family
Taxes:$6,349
Remarks: Back on Market one more chance for you.This stunning 5-bedroom, 3-bathroom home offers the perfect blend of modern comfort, energy efficiency, and scenic beauty. Located in the desirable VillaMar community, this spacious home features an open-concept layout ideal for family living and entertaining. Enjoy peaceful mornings with breathtaking pond views right in your backyard — your private retreat for relaxation and tranquility. The home also includes solar panels, helping you save on energy bills while living sustainably. With elegant finishes, a large kitchen, and plenty of natural light throughout, this home is move-in ready and waiting for its new owners. Features resort-style community amenities including a zero-entry swimming pool with a lap lane, a playground, a dog park and sidewalks.Conveniently located near shopping, restaurants, and top-rated schools — this is the lifestyle you’ve been looking for in Winter Haven!
Listing Agent: Karina Turcios (407-346-7606)
455 MAJESTIC GARDENS BLVD, WINTER HAVEN, FL 33880
$349,900188 Days on yellowkey MLS ID: B4902136
2 Days Off yellowkey (back on 5/24/2026)
REDUCED by $5,100 (1.4%) on 04/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1625 Built: 2009Monthly Fee: $29 Tax: $4,241 (2025)Community: Gardens Ph 01Spa: YesSingle Family
Taxes:$4,241
Remarks: Under contract-accepting backup offers. PRICE ADJUSTMENT....Located within a desirable gated community, this beautifully maintained home at 455 Majestic Gardens Blvd offers both comfort and functionality. Featuring a 1-year-old roof and an open floor plan, the home is designed for effortless everyday living and entertaining. The kitchen is appointed with granite countertops and flows seamlessly into a spacious family room. Tile and laminate flooring run throughout the home, adding durability and style. A bonus room provides flexible space ideal for a home office or additional sitting area. Step outside to your private backyard oasis with a fully fenced yard, inground swimming pool with spa, and a paver deck—perfect for relaxing or hosting gatherings. This home combines modern updates, versatile living spaces, and resort-style outdoor living in a secure, gated setting. This home boasts a 30 panel solar system that generates 16,447 kwz per year. The pool is heated by a separate propane system.
Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)
Listing Agent: Craig Burke (863-899-5010)
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