Location: Winter Haven
Do Not Show Listings
356 STERLING DR, WINTER HAVEN, FL 33884
$332,000109 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,462
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
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)
5716 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881
$249,00035 Days on yellowkey MLS ID: S5149694
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1748 Built: 2018Monthly Fee: $12 Tax: $4,334 (2025)Community: Lakeside Landings Ph 01Single Family
Taxes:$4,334
Elementary School: Fred G. Garnier Elem
Remarks: Welcome to this newer 1 Story home! This 4-bedroom, 2-bath home offers 1,748 square feet of comfortable living space with an open-concept layout designed for both everyday living and entertaining. Enjoy a spacious kitchen overlooking the main living and dining areas, generously sized bedrooms, and a private primary suite with ample closet space and an en-suite bath. Natural light flows throughout the home, creating a warm and inviting atmosphere, while the outdoor space provides room to relax or entertain. Conveniently located near shopping, dining, schools, and major roadways, this home offers both comfort and convenience in a desirable community. This home is ready to be converted into your ideal living space. Don’t miss the opportunity to make this beautiful property your next home—schedule your private showing today! The home is being Sold in As Is condition without any Warranty nor Guarantee by seller. The buyer is responsible for verifying ALL property information, room sizes, utilities and condition. The buyer must deliver an updated copy of the preapproval letter or Proof of Funds dated within 30 days. The escrow deposit must be in form of Certified Funds and the check must be delivered to the Listing Broker within 48 hours of bid acceptance by HUD. The escrow check must be payable to the Buyer's closing Title Agent listed on the initial bid. Do Not make the escrow check payable to the Listing Broker and Do not wire nor deliver the escrow check to the title company. Failure to deliver the escrow check and pre-approval letter within 48 hours will result in bid cancellation by HUD and no extensions will be granted. HUD CASE: 093-914062 FINANCE ESCROW MAY APPLY FINANCE CODE: IE
Listing is courtesy of: REALTYCITY INC (863-438-6605)
Listing Agent: Jesse Carriedo (863-438-6605)
2335 BRASSIE CT, WINTER HAVEN, FL 33884
$295,529337 Days on yellowkey MLS ID: L4954447
REDUCED by $10,000 (3.3%) on 05/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2202 Built: 2025Monthly Fee: $17 Tax: $3,079 (2024)Community: Villa Mar Phase 3Single Family
Taxes:$3,079
Elementary School: Chain O Lakes Elem
Tax Year: 2024
Middle School: Berkley Accelerated Middle
Remarks: Under Construction. This two-story home features 4 bedrooms and 2 and a half baths. This Home begins with a two-story foyer opening up to the spacious first floor living spaces. The kitchen shines with abundant counter space and an island perfect for entertaining, Upstairs, you will find all four bedrooms and the designated laundry room. CUSTOM EXTERIOR includes 30-year mildew resistant dimensional shingles Cementitious masonry finish walls & gables, Termite treated with Bora care-renewable after 1st year Designer paint schemes Two convenient garden hose bibs, Dead bolt locks on all exterior doors, Low maintenance aluminum fascia and vinyl soffit Professionally landscaped yards, two exterior weatherproof electrical outlets, Insulated, fiberglass front & rear doors, Decorative coach lights on garage and front entry. EXCEPTIONAL INTERIOR includes Stain resistant designer carpet, Recessed LED lighting in kitchen & family room, Level 1 tile standard in kitchen, laundry, foyer, and bathrooms Prewire for ceiling fan and 4 LED discs in family room, Pre-wiring for ceiling fans in all bedrooms with dual switches LED Disc, with rocker switches in all bedrooms, Doorbell chimes and protective smoke detectors Knock down texture on all interior walls and ceiling, Generous walk in closets with ventilated shelving,6 TV/Cable jacks or phone jacks, Vaulted ceilings, Wood Window Sills Brushed nickel hinges, fixtures and door knobs Indoor laundry room, Upgraded 5 1/4 baseboards throughout,5 panel smooth finish interior doors with brushed nickel, lever door handles, Garage door opener prewire, Two tone Interior paint package 220-volt dryer outlet Custom cased openings, GOURMET KITCHEN includes Designer recessed lighting Custom wood cabinets with adjustable shelves Included 36” upper cabinets with crown molding and custom bump out Stainless steel double bowl sink. Single lever brushed nickel faucet with pull out sprayer, Energy efficient multi-cycle dishwasher, Smooth top stove with self-cleaning feature, Space saver microwave above the range, Ice maker connection Spacious pantry with ventilated shelving. LUXURY BATH AREA includes Easy care garden tub/shower combination in master bath, Elongated toilets, Pull out drawers in most cabinets, Dual rectangle sinks, Upgraded brushed nickel faucets ENERGY EFFICIENCY includes Double pane insulated windows with tilt-in sash for easy cleaning, Energy efficient Whirlpool appliance package,R-38 ceiling insulation, Continuous soffit attic ventilation, Off ridge roof ventilation,15 SEER Heat Pump with digital thermostat Low volume flush toilets CONSTRUCTION QUALITY includes Interior wood studs 16” on center, Professionally engineered roof truss system, Fiber reinforced concrete slabs with vapor barrier 200 AMP service, Engineered to meet or exceed all wind codes 50-gallon water heater, Finished garage interiors Concrete, block construction ,Tax built-in pest control system(tubes in wall) This community is only a short, 10-minute drive to downtown and less than 5 minutes to shopping, schools, and more! Winter Haven is perfectly situated in the middle of Tampa and Orlando, each of which is only an hour's drive away. Villa Mar is perfect for those seeking vacation amenities alongside neighborhood conveniences. Winter Haven is home to Legoland Florida, Willowbrook Golf Course, and Auburndale Speedway. Within Villa Mar itself, there will be many amenities to suit whatever stage of life your family is in.
Listing is courtesy of: ADAMS HOMES REALTY (863-619-8120)
Listing Agent: Claudia Gutierrez Alvarez (602-800-4341)
1533 LEAMINGTON LN, WINTER HAVEN, FL 33884
$304,366337 Days on yellowkey MLS ID: L4954446
REDUCED by $5,000 (1.6%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 2025Monthly Fee: $17 Tax: $3,122 (2024)Community: Villa Mar Phase 3Single Family
Taxes:$3,122
Remarks: Under Construction. Step into a home that instantly wraps you in warmth and possibility. Bathed in natural light from an impressive double window, this radiant space is more than just a room — it's a blank canvas ready for your next chapter. Imagine a serene home office, a play zone, an inspiring craft studio, or a cozy library nook — this flexible space effortlessly adapts to your lifestyle. Designed with both elegance and everyday ease in mind, The Sunlit Retreat blends smart functionality with modern charm, offering room to grow and spaces to thrive. Your perfect haven is ready. All it needs is you. Welcome to this beautifully crafted 4-bedroom, 3-bath, 2200 sq. ft home offering the perfect blend of style, functionality, and comfort. With a spacious open-concept layout, the kitchen, dining, and living areas flow seamlessly together — ideal for both everyday living and entertaining. The modern kitchen is a chef’s dream, featuring custom wood cabinetry with crown molding, a stainless steel appliance package (including a smooth-top stove, space-saver microwave, and energy-efficient dishwasher), a large pantry, and a designer backsplash. A spacious lanai extends your living area outdoors — perfect for relaxing or hosting gatherings. The Owner’s Suite, tucked privately at the back of the home, includes a luxury bath with dual rectangular sinks, an easy-care garden tub/shower combo, brushed nickel fixtures, and generous walk-in closet space. The three additional bedrooms are located on the opposite side of the home, offering flexibility for guests, family, or a home office setup. Interior highlights include: Vaulted ceilings and recessed LED lighting Tile flooring in high-traffic areas (kitchen, foyer, laundry, and baths) Stain-resistant designer carpet in living areas and bedrooms Prewiring for ceiling fans in all bedrooms and living room Indoor laundry room with access to both kitchen and garage 5¼" baseboards, two-tone paint, and 5-panel interior doors with brushed nickel hardware Generous storage throughout, including ventilated closet shelving Exterior and construction upgrades: Custom exterior with professionally landscaped yard 30-year mildew-resistant dimensional shingles Low-maintenance aluminum fascia and vinyl soffit Bora-Care termite treatment (renewable after 1st year) Insulated garage with decorative coach lights and prewiring for opener Energy-efficient features include: Double-pane insulated windows with tilt-in sashes R-38 attic insulation, continuous soffit ventilation, off-ridge roof vents 15 SEER heat pump with digital thermostat Energy-saving Whirlpool appliances and low-flow toilets This thoughtfully designed home checks every box — from curb appeal to comfort and convenience. Don’t miss your opportunity to own a move-in ready, modern retreat built for how you live today. Welcome to Villa Mar – Where Location Meets Lifestyle Just 10 minutes from vibrant Downtown Winter Haven and under 5 minutes from schools, shopping, and daily essentials, Villa Mar offers the perfect blend of convenience and leisure. Positioned midway between Tampa and Orlando—each just an hour away—you’re at the center of it all. Nearby attractions include Legoland Florida, Willowbrook Golf Course, and Auburndale Speedway. Whether you're raising a family, downsizing, or looking for vacation-style living, Villa Mar’s thoughtfully planned community amenities are designed to meet your needs at every stage of life.
717 BAYSIDE BLVD, WINTER HAVEN, FL 33881
$334,76555 Days on yellowkey MLS ID: L4961317
0 Days Off yellowkey (back on 5/11/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1819 Built: 2026Monthly Fee: $50Community: Harbor At Lake HenrySingle Family
Taxes:$0
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. New construction home with 1819 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 counter height 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)
1151 CAREFREE COVE DR, WINTER HAVEN, FL 33881
$425,000204 Days on yellowkey MLS ID: TB8450979
REDUCED by $10,000 (2.3%) on 05/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1734 Built: 1984 Tax: $4,375 (2024)Community: Carefree CoveSingle Family
Taxes:$4,375
Remarks: Looking for a peaceful lakefront pool home or well appointed AibBnB property? This beautiful 3-bedroom, 2-bath home sits on Lake Connie in Winter Haven’s northern Chain of Lakes and has been completely renovated to include a brand new roof, 4-ton A/C, luxury vinyl plank flooring, interior / exterior paint, and new water heater all installed in 2025. The interior living area includes new fixtures, new front and rear sliding glass doors. The kitchen features tons of solid wood cabinets, all new stainless steel appliances, and granite countertops. It includes both a breakfast area and a picturesque cutout with a stunning view of the pool area and lakefront! The laundry room is also built into the kitchen area and includes a unique custom built porthole window that provides both natural light and views to the Florida room and beyond. The kitchen flows into a large enclosed porch (Florida room) with tons of potential! It can include a second living room space, dining room, and even space for a game room or office area! The Florida room includes additional cabinets and a bar area with a granite countertop. From the Florida room you can access the screened open porch where you can enjoy views of boats cruising the lake, skiers cutting through the water, and bald eagles, ospreys, and herons scooping up fish! The primary bedroom features an en suite bathroom with jetted tub/shower, new vanity & fixtures, as well as a large closet. The 2nd bedroom also includes new ceiling fan and a large closet. The garage has been converted into the 3rd bedroom which is oversized with a very large closet and shiplap feature wall. Both bathrooms have been fully renovated with gorgeous subway tile in the showers, new ceramic tile floors and vanities with solid surfaces, as well a new toilets, and exhaust fans. Outside the house has been completely repainted including newly painted concrete from the front to the back of the property. The home features new screen in the pool cage, a brand new pool liner, with new multi-color LED pool light, as well as new light and fan fixtures on the back porch. There is a carport and large outdoor storage closet out front, and also a second driveway to park an extra vehicle or boat. The boathouse, which includes a roll-up door has also been newly painted is wired with electricity and could also function as a workshop. It features new lights, a new side door. The boathouse / workshop is approximately 10x20 feet and has tons of room for all your toys! The property includes its own large dock and a concrete slab along the beach area for launching your own boat. Furnishings in listing are available for separate purchase. As a potential AirBnB, the unit currently sleeps 7 including the pull out couch in the living room, but could potentially sleep 10 with the addition of a second bed in the 3rd bedroom and a second pull out couch in the enclosed porch area.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
6014 NAVONA WAY, WINTER HAVEN, FL 33884
$279,999150 Days on yellowkey MLS ID: TB8465873
INCREASED by $3,000 (1.1%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1615 Built: 2025Monthly Fee: $53 Tax: $2,688 (2025)Community: Villa MarSingle Family
Taxes:$2,688
Elementary School: Pinewood Elem
High School: Lake Region High
Remarks: One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a brand-new washer and dryer conveniently located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. 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)
2734 ROCHELLE DR, WINTER HAVEN, FL 33881
$450,00037 Days on yellowkey MLS ID: G5109004
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2829 Built: 2006Monthly Fee: $21 Tax: $5,183 (2025)Community: Lake Rochelle EstatesSingle Family
Taxes:$5,183
Remarks: Welcome to your dream lakefront retreat on picturesque Lake Rochelle, part of Winter Haven’s famous Chain O’ Lakes! This beautiful two-story, 4-bedroom, 2.5-bath home combines comfort, style, and Florida living at its finest. Step inside to a bright and spacious living room featuring stunning cathedral ceilings and breathtaking lake views. The kitchen offers ample counter space, a large pantry, and an inviting layout perfect for entertaining or family gatherings. The master bedroom is on the first floor with a walk-in closet and a stunning view to the lake. Upstairs loft area with 3 additional bedrooms and a jack-and-jill bathroom. Convenience meets functionality with a downstairs laundry room, two-car garage, and long driveway providing plenty of parking. The exterior has been freshly painted, giving the home a crisp, updated look that complements its serene waterfront setting. Enjoy mornings with coffee by the lake and evenings watching sunsets reflected on the water. Located just minutes from LEGOLAND, 30 minutes from Disney, and only two hours from both Florida coasts, you’ll have endless recreation and adventure at your doorstep. This lakefront gem blends natural beauty, modern comfort, and an unbeatable location — the perfect place to call home in the heart of Winter Haven, FL. Use Showtime feature to schedule your viewing.
Listing is courtesy of: GATAP REALTY (352-978-5459)
Listing Agent: Roberta San Juan (786-256-1139)
184 LAKE OTIS RD, WINTER HAVEN, FL 33884
$489,00082 Days on yellowkey MLS ID: L4960608
REDUCED by $10,999 (2.2%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2921 Built: 1969Monthly Fee: $100 Tax: $4,680 (2025)Community: Lakewood Tr 173Single Family
Taxes:$4,680
Elementary School: Elbert Elem
Remarks: Located in the highly sought-after gated community of Lakewood, this beautifully maintained home offers 4 bedrooms and 3.5 bathrooms, set on a lush, manicured lot with mature trees and attractive landscaping. Inside, you’ll find rich wood flooring throughout the spacious living and dining areas, as well as the kitchen and family room—perfect for both everyday living and entertaining. A standout feature is the expansive 480 sq ft detached game room, included in the total living area, complete with a full bathroom and generous closet space—ideal for conversion into a private guest house, in-law suite, or home office. The primary suite boasts a recently renovated en-suite bathroom and direct access to the large screened lanai and pool area, creating a relaxing retreat. Major updates include a roof replacement in 2017. This exceptional property offers space, flexibility, and charm—don’t miss your opportunity to make it yours!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steve Lockhart (863-289-9801)
1373 LUCERNE LOOP RD NE, WINTER HAVEN, FL 33881
$279,00039 Days on yellowkey MLS ID: TB8506713
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1746 Built: 2019Monthly Fee: $30 Tax: $4,363 (2025)Community: Lucerne ParkSingle Family
Taxes:$4,363
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Middle School: Boone Middle
Remarks: Situated in the heart of Central Florida's growing Polk County corridor, 1373 Lucerne Loop Road NE offers the kind of newer construction that is increasingly difficult to find at this price point. Winter Haven's continued growth, strong school access, and easy reach of both Tampa and Orlando make Lucerne Park a smart place to put down roots. The single-story layout was built in 2019 and designed with family living in mind. At 1,746 heated square feet, the home offers four bedrooms, two full baths, and an open kitchen and family room combination that keeps everyone connected. The kitchen features solid surface countertops, solid wood cabinets, a kitchen island, pantry, and a full appliance package. Tile flooring runs through the main living areas, with vinyl in all four bedrooms. The primary suite includes a walk-in closet and en-suite bath with dual sinks and a shower. Three additional bedrooms each offer built-in closet storage and flexibility for family, guests, or a dedicated home office. An interior laundry room, window treatments throughout, central air, and a two-car attached garage with opener provide the day-to-day practicality families rely on. The covered front and rear porches offer room to unwind, and the landscaped 0.15-acre homesite sits on a paved, sidewalk-lined street within a deed-restricted community where golf carts are welcome. Zoned for Lake Alfred Elementary, Boone Middle, and Haines City Senior High. HOA fees of $30 per month. Flood Zone X.
Listing is courtesy of: ENGEL & VOLKERS SOUTH TAMPA (813-448-2876)
Listing Agent: Desiree Swanz (813-727-1336)
2700 IDYLRIDGE WAY, WINTER HAVEN, FL 33881
$399,99097 Days on yellowkey MLS ID: L4960012
0 Days Off yellowkey (back on 5/8/2026)
REDUCED by $15,010 (3.6%) on 04/17/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1968 Built: 1962 Tax: $1,813 (2025)Community: Idyl Ridge ViewSpa: NoSingle Family
Taxes:$1,813
Remarks: Under contract-accepting backup offers. HUGE $15,000 PRICE DROP! Welcome to this completely renovated 4-bedroom, 3-bath POOL home in the highly desirable Idylridge community of Winter Haven. No expense has been spared in transforming this home into a modern, move-in ready masterpiece with high-end upgrades inside and out. Additional highlights include a brand-new roof with new soffit and fascia, two new AC units, new electrical including a 60-amp outdoor generator plug, a three-car carport, and a driveway that fits up to NINE vehicles. Inside, you’ll find a bright, open layout with all-new paint, luxury vinyl plank flooring, and luxury tile in the bathrooms. Each room features modern ceiling fans, and crown molding throughout, creating both comfort and style throughout the home. The stunning kitchen is a chef’s dream, featuring brand-new stainless steel appliances, granite countertops, a large new island, soft-close cabinet drawers, and a new walk-in pantry. A chef’s natural gas stove lets you cook while enjoying views of the pool and backyard, making this space perfect for entertaining or everyday living. The home offers TWO master suites, one with a large walk-in closet, plus two additional bedrooms and three fully updated bathrooms with contemporary fixtures and backlit mirrors for a sleek, contemporary feel. Step outside to your private backyard oasis with a refreshed pool featuring a brand-new liner, new screen enclosure, and new tile surrounding the deck. The large, fully fenced yard includes partially new fencing and three separate entrances with double gates, ideal for vehicles, boats, or recreational equipment. A 17 x 16 block shed on a slab with a brand-new metal roof provides extra storage or workshop space. Conveniently located in Winter Haven, the home is minutes from shopping, dining, parks, and the Chain of Lakes, as well as attractions like LEGOLAND Florida Resort. This fully renovated, move-in ready pool home offers space, style, and unmatched upgrades—inside and out. Don’t miss your opportunity to own a truly exceptional property in one of Winter Haven’s most sought-after neighborhoods.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
2791 ADELINE AVE, WINTER HAVEN, FL 33881
$286,840182 Days on yellowkey MLS ID: O6367908
REDUCED by $2,900 (1.0%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 2025Monthly Fee: $8 Tax: $3,456 (2025)Community: Willowbrook SouthSingle Family
Taxes:$3,456
Remarks: Under Construction. The Freeport II floor plan at Willowbrook South offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with a modern vanity. A convenient linen closet is positioned between the bathroom and bedrooms for easy storage. Further down the hallway, a third bedroom offers flexibility for a home office or guest space, alongside a private laundry area and direct access to the two-car garage. The heart of the home features a well-appointed kitchen with stainless steel appliances, overlooking the dining area, great room, and covered patio perfect for gatherings and family time. Tucked at the rear of the home, the primary bedroom offers a peaceful retreat with a walk-in closet and a spa-inspired bathroom featuring a double vanity sink and a spacious shower. Every home in Willowbrook South comes equipped with the Home Is Connected Smart Home Technology package, allowing you to control locks, thermostat, and more right from your smartphone whether you’re home or away. With its thoughtful design and modern features, the Freeport makes owning a new home in Winter Haven, FL both easy and enjoyable. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
2783 ADELINE AVE, WINTER HAVEN, FL 33881
$304,640175 Days on yellowkey MLS ID: O6369254
5 Days Off yellowkey (back on 5/8/2026)
REDUCED by $3,100 (1.0%) on 04/17/2026
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1708 Built: 2026Monthly Fee: $8 Tax: $3,455 (2025)Community: Willowbrook SouthSingle Family
Taxes:$3,455
Remarks: Under Construction. Let me Introduce you to our 5 Bed 2 Bath 1708sqft floor plan the Dundee. This home provides you with Luxury Vinyl Tile in all the wet areas and the living and dining rooms with Quartz Counter Tops in the Kitchen and Bathrooms. The Kitchen provides Stainless Steel Whirlpool Appliances that Including a Stove, Microwave, Refrigerator and Dishwasher, and a Washer and Dryer in the Laundry room. You have 4 Spare Bedrooms and an Owners Suite that can easily fit a King size bed with walk in closet. Beautiful Master bath with two Adult Vanity sinks and Quartz Countertops.
104 11TH ST SE, WINTER HAVEN, FL 33880
$279,90074 Days on yellowkey MLS ID: P4938332
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1792 Built: 1953 Tax: $3,956 (2025)Community: East El Otis Park RepSingle Family
Taxes:$3,956
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 3-bath home located in one of Winter Haven’s most established and sought-after neighborhoods. Situated on a spacious 0.26-acre lot, this property offers timeless character, mature surroundings, and a location rich in local history. A standout feature of the home is the private suite with its own entrance and full bathroom, ideal for guests, extended family, or a flexible work-from-home space. The layout provides both privacy and functionality, making it a rare find in this area. Recent updates include a newer roof (approx. 1 year old), updated electrical, a new water heater, and a newer A/C unit (2018), offering peace of mind on major systems. Enjoy the unique setting with nearby views of Lake Elbert to the north and Lake Otis to the south, surrounded by well-established homes and nearby lakefront properties. The home offers great bones and classic charm, presenting an excellent opportunity for buyers to update and personalize while investing in a premier location. Conveniently located near downtown Winter Haven, shopping, dining, and more.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Dave Westphal (863-287-3302)
3905 OSPREY POINTE CIR, WINTER HAVEN, FL 33884
$306,50083 Days on yellowkey MLS ID: P4938216
REDUCED by $3,500 (1.1%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1729 Built: 2005Monthly Fee: $210 Tax: $3,251 (2025)Community: Osprey PointeSingle Family
Taxes:$3,251
Remarks: Located in Osprey Pointe on Lake Ned, 3905 Osprey Pointe Cir. is everything you've been looking for in the heart of Central Florida. This 3 bed, 2 bath home was built to last and withstand anything that comes it's way. Using solid poured concrete tilt walls, the house is incredibly strong and comfortable. Offering over 1700 square feet of air conditioned space, you will never feel confined. The family room, kitchen and dining area have soaring vaulted ceilings, while the primary bedroom feels spacious with a beautiful tray ceiling. The kitchen has many upgrades including solid cabinets, granite counter tops and a natural gas range. You'll also have access to the community clubhouse, pool and dock. With a location just minutes from great shopping, restaurants, grocery stores, medical facilities and Legoland! This home is in great shape and has a wonderful location. It will not last long, come see it before it's gone.
Listing is courtesy of: STRAIGHT UP REALTY & PM LLC (863-698-7547)
Listing Agent: Cole Bataille (863-698-7547)
461 FISH HAWK DR, WINTER HAVEN, FL 33884
$425,000144 Days on yellowkey MLS ID: O6376115
REDUCED by $10,000 (2.3%) on 05/08/2026
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3920 Built: 2006Monthly Fee: $45 Tax: $6,577 (2024)Community: Hart Lake Cove Ph 02Single Family
Taxes:$6,577
Remarks: COMPLETE REMODELING * PRIME LOCATION * HOUSE & INVESTMENT * NEW ROOF 2026 Complete remodeling house6/5 near 4,000 square feet of living area. Short distance from parks as Legoland, restaurants, malls. Great location between Tampa and Orlando. Builders don't build this king of big houses anymore. Brand new fence, new floors, walls and update bathrooms inside, owner invested more than $50,000 on new updates. Price is reduced for a quick sale. Today construction cost is $200 square feet. Get this great deal for a fraction of the original price. All concrete block construction.
Listing Agent: Gino Dapello (954-790-0632)
528 CODY CALEB DR, WINTER HAVEN, FL 33884
$304,50057 Days on yellowkey MLS ID: L4961233
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2250 Built: 2005Monthly Fee: $23 Tax: $4,538 (2025)Community: Savannah EstatesSingle Family
Taxes:$4,538
Remarks: Under contract-accepting backup offers. Very clean and well-maintained 4 bedroom, 2.5 bathroom two-story home located in desirable SE Winter Haven! Roof is only 2 years old!! This spacious property offers a functional layout perfect for both everyday living and entertaining. The large kitchen opens seamlessly to the family room, creating a welcoming central gathering space, and features ample oak cabinetry for plenty of storage. Ceramic tile flooring is featured in all wet areas for easy maintenance. Step outside to enjoy the fully fenced backyard—ideal for pets, play, or relaxing in your own private outdoor space. Conveniently located with quick access to Hwy 27 and a straight drive to I-4, making commuting a breeze. Just minutes from shopping, dining, and entertainment, including Eagle Ridge Mall, the Cypress Gardens area, and Legoland. Don’t miss this opportunity to own a spacious home with room to grow in a great location!
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Tony Acosta (863-224-5956)
1303 37TH ST NW, WINTER HAVEN, FL 33881
$215,00040 Days on yellowkey MLS ID: TB8506143
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 640 Built: 1957 Tax: $1,707 (2025)Community: Inwood Unit 6Single Family
Taxes:$1,707
Elementary School: Inwood Elem
Middle School: Westwood Middle
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bath home located in the heart of Winter Haven. Thoughtfully updated with modern finishes while maintaining its charm, this spacious property offers flexible living areas and plenty of room to spread out. Recent renovations provide a fresh, move-in-ready feel throughout the home. Previous owners added extra rooms and expanded living spaces, offering versatility for a home office, guest space, or bonus room. Square footage to be confirmed by buyer, as additions may not reflect current public records. Conveniently located near shopping, dining, schools, and all that Winter Haven has to offer, this property is a fantastic opportunity for homeowners or investors alike.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Patrick Massey (931-337-1678)
912 AVENUE T SE, WINTER HAVEN, FL 33880
$295,000622 Days on yellowkey MLS ID: S5113072
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2149 Built: 1960 Tax: $1,575 (2023)Community: WoodmereSingle Family
Taxes:$1,575
Tax Year: 2023
Remarks: Location, Location! This charming 3-bedroom, 2-bath home, large living room and a huge family room ( could be a 4th bedroom) is situated in the vibrant and growing Winter Haven area. Conveniently close to LEGOLAND, shopping centers, hospitals, and medical offices, it offers both comfort and accessibility. Solar Panels( worth $44K) will be paid by seller at closing ! This home has a nice back yard and side porch. The spacious living and dining areas are perfect for family gatherings and entertaining friends. With generously sized bedrooms, tiled floors, and a custom-built kitchen, this home is ready for you to add your personal touch. With a bit of creativity and effort, this house has the potential to become your dream home. Motivated sellers.
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Lucy Martinez (863-521-4156)
6121 FOREST RIDGE WAY, WINTER HAVEN, FL 33881
$310,00071 Days on yellowkey MLS ID: TB8491651
REDUCED by $5,000 (1.6%) on 05/08/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2526 Built: 2017Monthly Fee: $90 Tax: $3,073 (2025)Community: Forest RidgeSingle Family
Taxes:$3,073
Remarks: One or more photo(s) has been virtually staged. $15,000 deduction on 5/8! 2500 sq ft for $310,000! Step into comfort, space, and opportunity in this move-in ready 4-bedroom, 2.5-bath home located in the established Forest Ridge community of Winter Haven—with no CDD. From the moment you arrive, the inviting covered front porch and mature landscaping set the tone for what’s inside. The thoughtfully designed layout offers the perfect balance of everyday comfort and flexible living. The main level features an open kitchen and living area, a versatile bonus room near the entry—ideal for a home office, playroom, or creative space—and a convenient half bath for guests. At the center of the home, the open-concept kitchen is built for connection, featuring a center island, black and stainless steel appliances, and seamless flow into the dining and living areas—perfect for entertaining or simply enjoying day-to-day life. Recently upgraded dishwasher and garbage disposal. Durable tile flooring and recently upgraded carpet throughout all the main living spaces and upstairs bedrooms adds a clean, modern feel and abundant natural light creates a bright, welcoming atmosphere. Upstairs, you’ll find all four bedrooms, including a spacious primary suite designed for relaxation, along with two full bathrooms and a conveniently located laundry area equipped with a smart washer and dryer. Each space is designed with comfort and functionality in mind. Step outside to a generously sized backyard ready for your vision—whether it’s a future pool, outdoor kitchen, garden, or play space, the possibilities are endless. Set within the peaceful surroundings of Forest Ridge, you’ll enjoy quiet streets while being just minutes from Highway 27 and a short drive to I-4, giving you easy access to shopping, dining, schools, and everything Central Florida has to offer. This home checks all the boxes—space, flexibility, location, and value. Schedule your private showing today and see the potential for yourself!
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Daniel Henzler (813-293-3603)
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