Winter Haven FL Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
1,686
Status:
NEW LISTING
MLS#:
TB8530630
Type:
Single Family
Subdivision:
ISLAND LAKES
Lot size:
0.15 Acres
Year built:
2006
A broker reciprocity listing Courtesy: HOMERIVER GROUP 813-600-5090
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ADDITIONAL INFORMATION

Embrace the opportunity to make this expansive 3-bedroom, 2-bathroom abode your new home. This residence is ready for immediate occupancy and boasts a prime location within the sought-after Island Lakes community. Residents here can easily access the Chain of Lakes via the nearby Lake Conine boat ramp perfect for fishing, water sports, or leisurely lake outings. Inside, discover an inviting, open layout ideal for entertaining or simply relishing in comfortable living, enhanced by lofty vaulted ceilings. The generous kitchen offers ample space, a cozy eating nook, and a practical cooking island. The home further encompasses an inviting master suite, a well-planned split bedroom design with two guest bedrooms. Step into the backyard and experience tranquility within the screened lanai and enclosed yard. This attractive residence is primed, and families imbue it with their personal touch. Ready for viewing

Beds:
4
Baths:
2.00
Sq.Ft.:
2,732
Status:
NEW LISTING
MLS#:
O6425670
Type:
Single Family
Subdivision:
VILLAMAR PH 4
Lot size:
0.14 Acres
Year built:
2022
A broker reciprocity listing Courtesy: OLYMPUS EXECUTIVE REALTY INC 407-469-0090
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ADDITIONAL INFORMATION

Need space for the whole family at an affordable price? This impressive home offers over 2,000 sq. ft. of living space, featuring 4 spacious bedrooms, 2 bathrooms, and an open great room! Located in the highly sought-after Villamar neighborhood, this home combines comfort, space, and convenience. Enjoy being just minutes from some of Central Florida’s top attractions, including LEGOLAND® Florida Resort, a major theme park filled with rides, shows, and interactive LEGO fun for all ages. Nearby, you’ll also find PEPPA PIG Theme Park Florida, ideal for younger children, as well as MINILAND USA® and LEGO® NINJAGO® World, offering immersive LEGO-themed experiences. This home is perfect for families looking for room to grow while staying close to entertainment, dining, and travel destinations.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,465
Status:
NEW LISTING
MLS#:
L4963446
Type:
Single Family
Subdivision:
TRADITIONS PH 02
Lot size:
0.19 Acres
Year built:
2008
A broker reciprocity listing Courtesy: TRADE WINDS REALTY 863-397-6944
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained, energy-efficient 4-bedroom, 3-bath home in the highly desirable Traditions at Ruby Lake, a premier 55+ gated community offering the very best of Florida resort-style living. Situated on an oversized lot, this exceptional home features a desirable split floor plan and soaring high ceilings that create a bright, open, and spacious feel throughout. Thoughtfully upgraded for both comfort and efficiency, the home offers a spacious, expanded screened lanai with brick pavers—the perfect outdoor retreat for entertaining or enjoying a quiet evening—enhanced by customizable LED lighting to create the ideal ambiance. Energy-saving features include foam-core insulation in the concrete block walls, new Andersen windows, and a freshly painted exterior. Inside, you'll find hardwood flooring in the primary bedroom and front bedroom, which also makes an ideal home office. The kitchen is beautifully appointed with custom cabinetry, granite countertops, slate stainless steel appliances, and abundant storage. Custom maple shelving in the pantry, laundry room, and both linen closets adds both elegance and functionality. The primary bath also features granite countertops, completing the home's high-quality finishes. Designed for comfortable everyday living and effortless entertaining, this home offers generous living spaces that provide both privacy and flexibility for family and guests. HOA dues provide exceptional value and include weekly lawn and landscape maintenance, Spectrum TV service, and exterior house painting every seven years. Residents also enjoy full access to the community's impressive lakefront clubhouse, featuring a resort-style pool and spa, sauna, showers, a fully equipped fitness center, staffed front desk, library, business center, billiards room, craft room, and a spacious ballroom that hosts meetings, dances, entertainment, guest speakers, clubs, and social events. Outdoor amenities are equally impressive and include tennis, basketball, bocce ball, shuffleboard, pickleball, three community boat docks, a picturesque lakeside gazebo, and a paved walking path along the lake—perfect for morning strolls or evening exercise. If you're looking for a move-in-ready home with exceptional upgrades, low-maintenance living, and an active, resort-style lifestyle, this is the one you won't want to miss!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,866
Status:
NEW LISTING
MLS#:
S5153756
Type:
Single Family
Subdivision:
LUCERNE PARK RESERVE
Lot size:
0.13 Acres
Year built:
2020
A broker reciprocity listing Courtesy: LPT REALTY 877-366-2213
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ADDITIONAL INFORMATION

Welcome to 297 Meadowbrook Boulevard, a well-maintained 3-bedroom, 2-bathroom home located in the Lucerne Park Reserve community of Winter Haven. Built in 2020, this single-story residence offers approximately 1,408 square feet of comfortable living space with a functional, open-concept floor plan designed for everyday living and entertaining. The kitchen flows seamlessly into the main living and dining areas, creating an inviting central gathering space. The primary suite features a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, a home office, hobbies, or additional living needs. A two-car attached garage offers convenient parking and storage. Residents can enjoy access to community amenities, including a swimming pool and playground. Conveniently situated near shopping, dining, schools, recreation, and major roadways, this property provides easy access to Winter Haven and the surrounding Central Florida area. Schedule your private showing today and explore everything this home has to provide!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,450
Status:
NEW LISTING
MLS#:
L4963600
Type:
Single Family
Subdivision:
LAKES/ LUCERNE PARK PH 3
Lot size:
0.12 Acres
Year built:
2017
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 863-687-2233
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ADDITIONAL INFORMATION

Welcome home to this beautifully maintained 3-bedroom, 2-bathroom home in the desirable Lakes at Lucerne Parkcommunity! From the moment you arrive, you'll appreciate the inviting curb appeal and functional split-bedroom floor plan designed for comfortable everyday living. The spacious living area flows seamlessly into the kitchen and dining space, creating the perfect setting for entertaining guests or enjoying quiet evenings at home. The primary suite offers a private retreat with an en-suite bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy the backyard with plenty of room to relax, garden, or create your own outdoor oasis. Conveniently located just minutes from shopping, restaurants, medical facilities, schools, and major roadways, this home offers easy access to everything Winter Haven has to offer, including the Chain of Lakes and LEGOLAND Florida Resort. Don't miss your opportunity to own this move-in-ready home—schedule your private showing today!

Beds:
5
Baths:
3.00
Sq.Ft.:
3,248
Status:
NEW LISTING
MLS#:
TB8530332
Type:
Single Family
Subdivision:
LUCERNE PARK RESERVE
Lot size:
0.15 Acres
Year built:
2021
A broker reciprocity listing Courtesy: HOMELIFE REALTY COASTAL PROPERTIES LLC 214-529-0173
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ADDITIONAL INFORMATION

Motivated Seller!! Welcome to this beautifully maintained home in the desirable Meadowbrook community of Winter Haven! From the moment you arrive, you'll appreciate the inviting curb appeal, functional layout, and comfortable living spaces designed for everyday living and entertaining. The open-concept floor plan flows seamlessly into the spacious kitchen and living area, creating the perfect place to gather with family and friends. The primary suite offers a relaxing retreat, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy the backyard, ideal for morning coffee, weekend barbecues, or simply unwinding after a long day. Conveniently located near shopping, dining, medical facilities, parks, and major roadways, this home offers the perfect balance of comfort and convenience. Whether you're a first-time homebuyer, growing family, or looking to downsize, this property is ready to welcome you home. Don't miss your opportunity to own this wonderful Winter Haven home.

Beds:
2
Baths:
1.00
Sq.Ft.:
840
Status:
NEW LISTING
MLS#:
P4939350
Type:
Condo
Subdivision:
WINTER HAVEN HARBOUR APTS CONDO
Lot size:
0.01 Acres
Year built:
1964
A broker reciprocity listing Courtesy: ASSOCIATE REALTY 863-618-4000
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ADDITIONAL INFORMATION

Peaceful oasis in a premier 55+ community! This lovely 2 bedroom, 1 bath second-floor condo in Winter Haven Harbour Apartments offers a perfect blend of comfort, functionality, and an active, low-maintenance lifestyle. Inside, you will find a spacious living room that flows effortlessly into a dedicated dining room, and a galley-style kitchen that maximizes counter space and storage, making meal preparation a breeze. Step onto your private balcony, where you can enjoy your morning coffee, read a book, or soak in the serene views. This wonderful active community offers fantastic resort-style perks, including a sparkling heated community pool, an active community center, and shuffleboard courts for fun with friends and neighbors. This home provides the ideal setting for your next chapter. Don't miss out, schedule your appointment today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,683
Status:
NEW LISTING
MLS#:
P4939187
Type:
Single Family
Subdivision:
LEISURE SHORES
Lot size:
0.22 Acres
Year built:
1967
A broker reciprocity listing Courtesy: TRUE FLORIDA REALTY LLC 863-337-9667
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bath home offering approximately 1,627 square feet of comfortable living space in the established Leisure Shores community of Winter Haven. Situated on a spacious 0.22-acre lot, this property is packed with features both inside and out. Step inside to an open floor plan with easy-to-maintain laminate flooring throughout, an updated kitchen featuring granite countertops, newer cabinetry, stainless steel appliances, and plenty of space for everyday living and entertaining. Energy-efficient double-pane windows and an updated sliding glass door help enhance comfort throughout the home. The backyard is designed for enjoying Florida living, complete with a screened lanai, an above-ground pool, a large side deck, and a fully fenced yard that’s perfect for relaxing or hosting family and friends. Need extra space? This property offers multiple detached structures, including a spacious air-conditioned shed that’s ideal for a home office, hobby room, gym, studio, or workshop, plus an additional storage shed for tools and equipment. For those with recreational vehicles or extra toys, you’ll appreciate the dedicated RV parking area with electrical hookup, along with a covered carport for everyday parking. Conveniently located near shopping, dining, schools, and everything Winter Haven has to offer, this home combines comfort, versatility, and outdoor living in one exceptional package. Schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,212
Status:
NEW LISTING
MLS#:
1082811
Type:
Single Family
Subdivision:
None
Lot size:
0.12 Acres
Year built:
1952
A broker reciprocity listing Courtesy: Jaime L Boone LLC 786-600-4465
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ADDITIONAL INFORMATION

Foreclosure Auction Ends July 27, 2026 at 10:00 AM EST. Discover this spacious 3-bedroom, 2-bathroom single-family home, offering a unique opportunity in a desirable Winter Haven neighborhood. The list price is the opening bid for the online auction. Sold As-is.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,329
Status:
NEW LISTING
MLS#:
P4939318
Type:
Single Family
Subdivision:
CYPRESSWOOD PLANTATIONS
Lot size:
0.38 Acres
Year built:
1994
A broker reciprocity listing Courtesy: JULIE MATTHEWS GROUP LLC 863-528-0037
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ADDITIONAL INFORMATION

Located on a quiet cut-de-sac in the desirable Plantations part of the guard gated golfing community of Cypresswood Golf & Country Club, this 4BR/3BA beauty w/ more than 2500 sq ft has upgrades galore & is just what you've been looking for! The home has a fantastic open floor plan w/ split bedrooms, volume ceilings, crown molding, double pane windows, plantation shutters, arched entryways, & super stylish hickory scraped wood looking tile throughout! The lovely formal dining room w/ it's arched entrances flows nicely just off the foyer, while another arch entry leads straight ahead into the spacious great room w/ a tray ceiling & French doors leading to the inviting Florida room. The large eat-in-kitchen features beautiful custom maple cabinets w/ pull-outs, new quartz countertops & tile backsplash, a breakfast bar, soft accent lighting over the cabinets & it comes equipped w/ all of the upgraded appliances including a new stainless steel refrigerator, microwave & gas range, as well as a new kitchen sink & faucet! The quaint breakfast nook has a beautiful picture window that provides lots of natural light while you're enjoying the serene backyard views. The primary suite is huge & features a cozy sitting area w/ French doors leading to the Florida rm & there's an ornate barn door entrance leading into the primary bathroom complete w/ a garden tub, nicely tiled step-in shower, double sink vanity w/ quartz countertop & a walk-in closet. The 2nd & 3rd BR's are situated on the other side of the living areas for added privacy & they have a Jack-n-Jill bath between them that has a double sink vanity w/ quartz countertop as well as a tub & shower combo. The 4th BR is located just down the hall from the Primary bedroom making it a nice option for a nursery/small child's room or an office. It would also be a nice guest room w/ the 3rd bathroom conveniently located right beside it w/ quartz countertop & a step-in shower w/ a nice glass enclosure. The large Florida rm has lots of windows overlooking the landscaped back yard & it even has a wet bar complete w/ mini fridge, a wine fridge & of course ...quartz countertops making it the perfect spot for entertaining. Additional features include an inside laundry room, a double car garage, fairly new C/H/A, a whole house gas generator, a water softner/purificiation system, central vac, & there's even a fire pit in the back yard on this 1/3+ acre property tucked away in Cypresswood Golf & Country Club, with lots of community amenities including a 24 hour manned gated entrance, a community pool for you to enjoy & not have to maintain, plus there's pickleball courts, tennis courts, a large clubhouse w/ fitness center, restaurant, pro shop & surrounded by the lovely golf course! Close to shopping, restaurants, medical, the new Publix, Legoland & more & Conveniently located in the heart of Central Florida between Orlando & Tamps and not far from all of the major attractions. All measurements are approximate and all info should be confirmed by buyers.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,013
Status:
NEW LISTING
MLS#:
10806884
Type:
Single Family
Subdivision:
LAKE SMART ESTATES
Lot size:
0.13 Acres
Year built:
2014
A broker reciprocity listing Courtesy: Federa Jamie Boone 786-600-4465
View additional info

ADDITIONAL INFORMATION

Foreclosure Auction Ends July 24, 2026 at 10:00 AM EST. Discover this inviting 3-bedroom, 2-bathroom single-family home, offering a great opportunity in the desirable Winter Haven area. Sold As-is. Explore more details and submit your bid through Federa Home App.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,396
Status:
NEW LISTING
MLS#:
O6425451
Type:
Single Family
Subdivision:
VILLAMAR PH 1
Lot size:
0.14 Acres
Year built:
2021
A broker reciprocity listing Courtesy: KELLER WILLIAMS ADVANTAGE III REALTY 407-207-0825
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ADDITIONAL INFORMATION

Virtually Staged. Welcome to 417 Corso Loop, a beautifully maintained 4-bedroom, 2-bath home nestled on a quiet cul-de-sac in the desirable Villamar community of Winter Haven. This open-concept floor plan offers comfortable living and effortless entertaining, while the spacious layout provides room for everyone. Enjoy resort-style community amenities, including a sparkling pool, and take advantage of the home's convenient location near shopping, dining, schools, and major roadways. Schedule your private showing today!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,446
Status:
NEW LISTING
MLS#:
P4939237
Type:
Single Family
Subdivision:
FLORENCE VILLAGE
Lot size:
0.16 Acres
Year built:
1961
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

Investor Alert! This solid 3-bedroom, 1-bathroom block home sits on a spacious lot in an established neighborhood with NO HOA. Fully fenced from front to back, the property offers a massive backyard and a generous front yard, complete with a charming enclosed front porch. Capitalize on excellent bones and recent big-ticket upgrade-brand-new roof installed in 2025. While the interior needs some cosmetic updating, it represents the ideal canvas for a savvy investor looking for a high-yield rental or a flip project. Enjoy a prime location just minutes from a local lake, park, community recreation center, sought-after magnet schools, and convenient public transit. Opportunities like this don't last long, so bring your vision and make an offer before it’s too late!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,081
Status:
NEW LISTING
MLS#:
L4963127
Type:
Single Family
Subdivision:
OVERLOOK RDG
Lot size:
0.2 Acres
Year built:
2013
A broker reciprocity listing Courtesy: FLORIDA REAL ESTATE COMPANY 863-701-3487
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ADDITIONAL INFORMATION

LOCATION!! Catch it while you can! This lovely 3/2/2residence is available NOW! With a new roof, water filtration system, fenced yard, and no carpet, recent exterior paint, this is prepared for your active daily lifestyle. Located close to Legoland, Highway 27, Publix, and more, this central Florida location is home to outdoor water sports, golf, and more! This home sits on a spacious, fenced lot, which offer privacy and safety for pets. The floor plan is spacious, with great room separating the accessory rooms providing privacy for restful times. The indoor laundry is conveniently located just inside from the garage entry. The owners suite will delight, with ample closet space and comfortably equipped en suite featuring soaking tub, separate shower, & private water closet. Recent updates include new roof, water filtration system, exterior paint. Sold AS IS for seller convenience.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,091
Status:
NEW LISTING
MLS#:
L4963480
Type:
Single Family
Subdivision:
LAKE SHIPP HEIGHTS
Lot size:
0.2 Acres
Year built:
1949
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 863-577-1234
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ADDITIONAL INFORMATION

Welcome Home! If you've been dreaming of homeownership but thought it was out of reach, this could be the opportunity you've been waiting for. This charming 2-bedroom, 1.5-bath home also features a versatile bonus room that could be used as a 3rd bedroom, home office, playroom, hobby room, or extra storage space. Situated in a well-established Winter Haven neighborhood, this home offers the perfect chance to begin building equity instead of paying rent. One of the standout features is NO HOA, giving you the freedom and flexibility that so many buyers are looking for. The fully fenced yard provides a great space for pets, kids, entertaining, or simply relaxing in your own private outdoor space. Whether you're a first-time homebuyer looking for a place to call your own or an investor searching for your next rental property, this home offers plenty of potential. The functional layout, cozy feel, and flexible living space make it easy to envision making it your own over time. Conveniently located near shopping, restaurants, schools, and major roadways, you'll enjoy easy access to everything Winter Haven and the surrounding area has to offer. Even better, the seller will be installing a BRAND-NEW ROOF prior to closing, giving the new owner added peace of mind and one less major expense to worry about. Your first home doesn't have to be your forever home—it just has to be your start. Come see the possibilities this home has to offer!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,524
Status:
NEW LISTING
MLS#:
TB8528830
Type:
Single Family
Subdivision:
LAKES/LUCERNE PARK PH 4
Lot size:
0.15 Acres
Year built:
2016
A broker reciprocity listing Courtesy: DALTON WADE INC 888-668-8283
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ADDITIONAL INFORMATION

Welcome to 524 Haines Trail in beautiful Winter Haven, Florida! This meticulously maintained 4-bedroom, 2-bathroom home offers 1,980 square feet of thoughtfully designed living space in a peaceful, quiet neighborhood. From the moment you arrive, you’ll appreciate the pride of ownership that shines throughout. This move-in-ready home features a 1-year-old roof, fresh interior and exterior paint, updated light fixtures, and beautiful luxury vinyl plank (LVP) flooring, creating a modern and inviting atmosphere. The spacious, open floor plan is perfect for everyday living and entertaining, while the built-in speaker system in the living room adds the perfect touch for movie nights, watching the big game, or enjoying your favorite music. Located in a NO flood zone with NO CDD fees and a low HOA, this home offers peace of mind and affordability without sacrificing convenience. The generous layout provides plenty of room for families, guests, or a home office, making it a versatile option for a variety of lifestyles. Conveniently located near shopping, dining, schools, parks, and major roadways, this exceptional home combines modern updates, outstanding condition, and an unbeatable location. Don’t miss your opportunity to own this pristine Winter Haven gem—schedule your private showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
930
Status:
NEW LISTING
MLS#:
P4939231
Type:
Condo
Subdivision:
GARDEN VILLAS 02 PH 01
Lot size:
0.01 Acres
Year built:
1991
A broker reciprocity listing Courtesy: LPT REALTY 877-366-2213
View additional info

ADDITIONAL INFORMATION

Welcome to your private Florida condo! Ideally situated just minutes from LEGOLAND and within an hour of both Tampa and Orlando, this unit offers the perfect balance of convenience and serenity. The home features a beautifully updated kitchen and bathrooms, complemented by sleek, modern tile flooring throughout. Positioned at the end of the building with no structures directly in front, this unit provides exceptional privacy. Whether you are looking to expand your investment portfolio or seeking a personal residence, this property is an excellent choice. A definite must-see—come make it your own!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,315
Status:
NEW LISTING
MLS#:
L4963504
Type:
Single Family
Subdivision:
AUDUBON PLACE SUB
Lot size:
0.18 Acres
Year built:
2001
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in the desirable Audubon Place community of Southeast Winter Haven. Offering exceptional curb appeal with fresh interior and exterior paint, this move-in-ready residence showcases quality craftsmanship and extensive updates, including a NEW ROOF (2023), a BRAND-NEW HVAC system with ALL NEW DUCTWORK (2025), and a REME HALO whole-home air purification system (2025) for enhanced indoor air quality and year-round comfort. Inside, you'll be welcomed by soaring 12-foot ceilings, elegant rounded corner walls, extensive crown molding, detailed architectural arches, and an open-concept floor plan designed to maximize space and natural light. Tray ceilings enhance every bedroom, adding an extra touch of sophistication throughout the home. The chef-inspired kitchen is beautifully appointed with granite countertops, stainless steel appliances, crisp white cabinetry, under-cabinet lighting, and a large walk-in pantry offering abundant storage. The adjoining living area features rich flooring, a tray ceiling, a built-in media alcove, and expansive windows that create a warm and inviting atmosphere. The private primary suite serves as a relaxing retreat with a tray ceiling, spacious walk-in closet, and a luxurious ensuite bathroom featuring granite countertops, a dual-sink vanity, a dedicated makeup station, a soaking tub, and a separate walk-in shower. The additional bedrooms are generously sized, while the oversized laundry room offers exceptional functionality with built-in cabinetry, a utility sink, and included Maytag commercial washer and dryer. Step outside to your own private backyard oasis featuring a beautiful paver lanai, matching paver walkway and 2 car garage with paver driveway and an expansive screened outdoor living space complete with ceiling fans and an included hot tub. The fully fenced backyard is surrounded by mature landscaping, providing the perfect setting for entertaining, relaxing, or enjoying Florida's year-round sunshine. For added value, the drapes and area rugs throughout the home will remain, making your move even easier. Located in a well-maintained community with a low HOA of just $38 per month, residents enjoy peaceful streets, attractive deed restrictions, and a prime location just minutes from shopping, restaurants, the Audubon Sanctuary with scenic walking trails, Garden Grove Elementary School, the Audubon Nature Trail, LEGOLAND Florida Resort, Peppa Pig Theme Park, Downtown Winter Haven, Winter Haven Hospital, and the area's renowned Chain of Lakes. With convenient access to Highway 27 and the Polk Parkway, commuting to both Orlando and Tampa is simple. Beautifully updated, thoughtfully maintained, and truly move-in ready, this exceptional home offers timeless style, modern comfort, and quality upgrades throughout.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,969
Status:
NEW LISTING
MLS#:
P4939302
Type:
Single Family
Subdivision:
LAKE SMART ESTATES
Lot size:
0.12 Acres
Year built:
2014
A broker reciprocity listing Courtesy: CENTURY 21 WATSON & MYERS REALTY 863-324-1000
View additional info

ADDITIONAL INFORMATION

Here's a polished version that flows naturally while highlighting the home's strongest selling points: **POND-VIEW MOVE-IN READY!** Wake up to peaceful pond views in this beautifully maintained, move-in-ready home featuring thoughtful updates throughout. Recent improvements include stylish tile flooring and a modern kitchen backsplash (2022), plus a **NEW ROOF (2023)** for added peace of mind. The kitchen is designed for both function and style with granite countertops, stainless steel appliances, and plenty of workspace. The spacious primary suite overlooks the pond and features a large walk-in closet and an oversized ensuite bathroom. A desirable split-bedroom floor plan provides added privacy for family and guests. Enjoy Florida living with access to fantastic community amenities, including a swimming pool and a community dock on nearby **Lake Smart**, offering access to the renowned Chain of Lakes. Bring your fishing poles and spend your days enjoying the water just a short walk from your front door. Conveniently located near **HWY 27, I-4, and HWY 60**, you'll be approximately **6 miles from LEGOLAND®, 4 miles from Winter Haven Hospital and Publix, and 6 miles from Winter Haven Regional Airport**, making commuting, shopping, dining, and entertainment easily accessible. Don't miss your opportunity to own this beautiful pond-view home—schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,180
Status:
NEW LISTING
MLS#:
L4963350
Type:
Single Family
Subdivision:
ST JAMES CROSSING
Lot size:
0.16 Acres
Year built:
2010
A broker reciprocity listing Courtesy: LIVE FLORIDA REALTY 863-868-8905
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ADDITIONAL INFORMATION

Welcome to this beautiful 3-bedroom, 2-bathroom waterfront home in the desirable community of Winter Haven! This home combines comfort and scenic views with a spacious, functional floor plan designed for everyday living and entertaining. Wake up to peaceful water views and enjoy relaxing evenings overlooking the tranquil waterfront from your own backyard. The primary suite provides a private retreat with an en-suite bathroom, while two additional bedrooms are flexible for family, guests, or a home office. Conveniently located near shopping, dining, schools, parks, and Winter Haven’s renowned chain of lakes, this property combines a peaceful setting with easy access to everything you need. Don’t miss the opportunity to own your own slice of waterfront paradise—schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,149
Status:
NEW LISTING
MLS#:
P4939268
Type:
Townhouse
Subdivision:
CYPRESSWOOD ENCLAVE PH 01
Lot size:
0.05 Acres
Year built:
1995
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

THIS HOUSE QUALIFIES FOR $0 DOWN!!! Welcome to 4 Enclaves Dr., Winter Haven, FL—an exceptional opportunity to own a beautifully maintained home in one of Winter Haven's desirable gated golf course communities. Perfectly situated on a corner lot at the end of a quiet cul-de-sac, this immaculate residence offers privacy with a private entrance, curb appeal, and a peaceful setting. HOA covers all outside maintenance, including the roof. From the moment you arrive, you'll appreciate the home's pristine condition and inviting exterior, complete with a 2-car garage and spacious yard. Inside, the home has been meticulously cared for, making it truly move-in ready. Unwind year-round on the screened-in porch, the perfect place to enjoy your morning coffee, entertain guests, or relax while taking in the Florida breeze. Beyond the home, you'll enjoy the lifestyle that makes Winter Haven so desirable. The community offers the security and exclusivity of gated living along with the beauty of a golf course setting. Just minutes away, you'll find LEGOLAND® Florida Resort, the charming shops and restaurants of Downtown Winter Haven, the area's famous Chain of Lakes for boating, fishing, and waterfront recreation, as well as nearby Bok Tower Gardens and an easy drive to both Orlando and Tampa for world-class entertainment, shopping, and airports. Strategically located by US27. If you've been searching for a home that combines an outstanding location, immaculate condition, and an exceptional Florida lifestyle, 4 Enclaves Dr. is ready to welcome you home. Schedule your private showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,304
Status:
NEW LISTING
MLS#:
P4939307
Type:
Single Family
Subdivision:
HAVEN GROVE MANOR
Lot size:
0.18 Acres
Year built:
1973
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
View additional info

ADDITIONAL INFORMATION

Welcome to 5 Moonlight Lane in Winter Haven, Florida! This charming 2-bedroom, 2-bath home offers 952 square feet of comfortable living space with 1,304 total square feet under roof. This home features a functional layout with inviting living area, a covered back porch perfect for relaxing or entertaining, and a storage shed providing additional outdoor storage and a spacious backyard offering room to enjoy outdoor activities, gardening, or gatherings. Enjoy the benefits of no HOA and no CDD fees while living in a convenient Winter haven location near shopping, dining, schools, and everyday amenities. This home is also just minutes from LEGOLAND Florida Resort and other local attractions. Conveniently located between Orlando and Tampa. Whether you are looking for a primary residence, seasonal home, or investment opportunity, this property offers comfort, convenience, and the opportunity to enjoy the Florida lifestyle.

Beds:
3
Baths:
2.00
Sq.Ft.:
3,179
Status:
NEW LISTING
MLS#:
L4963490
Type:
Single Family
Subdivision:
VILLAGE/SPIRIT LAKE PH 01
Lot size:
0.26 Acres
Year built:
1998
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
View additional info

ADDITIONAL INFORMATION

Saltwater pool. Boat parking. Private community boat ramp. Welcome to 315 Lanceolate Drive, a beautifully updated 4-bedroom, 2-bath home located in the gated community of The Village at Spirit Lake. Inside, you'll find a completely renovated kitchen and beautifully remodeled bathrooms, creating a fresh, modern feel while maintaining a comfortable and functional layout. Step outside to your own private retreat featuring a sparkling saltwater pool, screened lanai, and a fully fenced backyard—perfect for relaxing, entertaining, or enjoying Florida's year-round sunshine. The second bathroom provides direct access to the pool area, adding convenience for family and guests. Need extra space? The garage has been converted into two air-conditioned bonus rooms, offering incredible flexibility for a home office, gym, hobby room, playroom, or additional storage to fit your needs. The extended driveway provides the perfect place to park your boat, and residents of The Village at Spirit Lake enjoy exclusive access to a private community boat ramp on Spirit Lake. The neighborhood also features a brand-new playground, pickleball courts, a basketball court, clubhouse, gated entrance, and a very reasonable HOA. Ideally located just minutes from the Polk Parkway, commuting to Lakeland, Tampa, or Orlando is a breeze. The home is also located in unincorporated Polk County, allowing you to enjoy the benefit of county taxes only. Conveniently close to shopping, dining, schools, and Legoland Florida Resort, this move-in-ready home offers the perfect blend of updated finishes, flexible living space, and the Florida lifestyle you've been looking for. Schedule your private showing today and discover everything this exceptional home has to offer.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,736
Status:
NEW LISTING
MLS#:
R4911623
Type:
Single Family
Subdivision:
LAKE THOMAS ESTATES
Lot size:
0.22 Acres
Year built:
1984
A broker reciprocity listing Courtesy: MILLSHIRE REALTY 863-815-8000
View additional info

ADDITIONAL INFORMATION

Discover the perfect blend of style, comfort, and peace of mind in this beautifully updated 3-bedroom, 2-bath home that’s ready for you to move right in. Thoughtfully refreshed with fresh interior and exterior paint, this home offers a bright, welcoming atmosphere from the moment you arrive. The heart of the home is the stunning kitchen, featuring gorgeous granite countertops, sleek stainless steel appliances, and ample cabinet and counter space—perfect for preparing family meals, entertaining guests, or enjoying your morning coffee. The open and functional layout creates a warm, inviting flow that’s ideal for both everyday living and special gatherings. Enjoy the confidence that comes with major recent upgrades, including a brand-new roof and new energy-efficient A/C system, providing comfort and peace of mind for years to come. Retreat to the spacious primary suite, while two additional bedrooms allows for flexibility for family, guests, a home office, or hobby space. Every room has been thoughtfully refreshed, making this home truly move-in ready. Step outside and fall in love with the oversized backyard—just under a quarter acre—offering endless possibilities. Whether you envision weekend barbecues, kids play area, a flourishing garden, or simply relaxing under the Florida sunshine, this outdoor space is ready to bring your vision to life. The bonus storage shed provides valuable extra space for lawn equipment, tools, seasonal décor, or even your favorite DIY projects. Conveniently located near shopping, restaurants, schools, parks, and major roadways, this home combines everyday convenience with the charm of a quiet neighborhood. Whether you’re a first-time homebuyer, growing family, downsizing, or searching for a fantastic investment opportunity, this exceptional property checks all the boxes. Don’t miss your chance to own this beautifully updated Winter Haven gem. Schedule your private showing today and experience everything 362 Holly Ridge Road has for you!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,073
Status:
NEW LISTING
MLS#:
P4939300
Type:
Condo
Subdivision:
WINTER RDG CONDO
Lot size:
0.03 Acres
Year built:
1992
A broker reciprocity listing Courtesy: BROKERS REALTY OF CENTRAL FLOR 863-294-6773
View additional info

ADDITIONAL INFORMATION

Enjoy peaceful lakeside living at 207 Winter Ridge Blvd! This 2-bedroom, 2-bath condo is ready to move into. The home features an enclosed Florida room, primary bedroom with walk in closet, open floor plan, and stunning lake views. The community features a pool, clubhouse, shuffleboard, and a lot more. Call, text, or email for your private showing. *Agents, please read MLS remarks.*

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2026, My Florida Regional MLS DBA Stellar MLS.

Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) Program of the Space Coast Association of REALTORS®, Inc. Real estate listings held by brokerage firms other than the owner of this site are marked with the Space Coast Association of REALTORS®, Inc. logo and detailed information about them includes the name of the listing brokers. Copyright 2026 Space Coast Association of REALTORS®, Inc. All rights reserved.


Andrea D. Conner, License 367751, Xome Inc., License 65656, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. The broker providing this data believes it to be correct but advises interested parties to confirm them before relying on them in a purchase decision. Copyright 2026 Georgia MLS. All rights reserved.



Winter Haven Real Estate

Winter Haven is located in Florida. Winter Haven, Florida has a population of 48,707. Winter Haven is less family-centric than the surrounding county with 26.09% of the households containing married families with children. The county average for households married with children is 26.62%.

The median household income in Winter Haven, Florida is $50,842. The median household income for the surrounding county is $55,099 compared to the national median of $69,021. The median age of people living in Winter Haven is 41 years.

Winter Haven Weather

The average high temperature in July is 92.5 degrees, with an average low temperature in January of 49.7 degrees. The average rainfall is approximately 51.2 inches per year, with 0 inches of snow per year.

Winter Haven Map

Winter Haven Real Estate Market Conditions

  • Median sales price

    $280,000
    25.4%
    change since last quarter
  • # Active listings

    986
    30-day change

Winter Haven Schools and Demographics

Education near Winter Haven, FL

City County
High School Graduates 88.28 86.36
College Degree - 2 year 10 9.74
College Degree - 4 year 19.99 21.01
Graduate Degree 4.94 5.22
Expenditures per Student 10,984 10,984
Students per Teacher 17.8 17.8

Elementary Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Chain of Lakes Elementary School PK - 05 1,077 17.4 33884
Eagle Lake Elementary School PK - 05 473 15.8 33839
Elbert Elementary School PK - 05 638 15.6 33881
Frank E. Brigham Academy KG - 05 527 15.5 33880
Fred G. Garner Elementary School PK - 05 646 13.7 33881
Garden Grove Elementary School PK - 05 562 15.2 33884
Hartridge Academy KG - 05 237 18.2 33881
Highland City Elementary School PK - 05 428 13.8 33846
Inwood Elementary School PK - 05 412 15.3 33880
Jewett School of the Arts PK - 08 738 15.1 33881
John Snively Elementary PK - 05 467 15.6 33880
Lake Shipp Elementary School PK - 05 550 17.2 33880
Pinewood Elementary School PK - 05 678 14.7 33839
Wahneta Elementary School PK - 05 502 16.2 33880
Winter Haven Head Start PK - PK 35 17.5 33881

Middle Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Denison Middle School 06 - 08 842 15.9 33880
Jewett Middle Academy Magnet 06 - 08 606 18.4 33881
Westwood Middle School 06 - 08 821 15.5 33881

High Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Chain of Lakes Collegiate High School 11 - 12 291 32.3 33881
Lake Region High School 09 - 12 1,892 19.9 33839
New Beginnings High School 07 - 12 382 27.3 33881
Polk State College Collegiate High School 11 - 12 281 40.1 33881
Winter Haven Senior High School 09 - 12 1,953 22.2 33880

Ungraded Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Ridge Teen Parent Program 06 - 12 71 33881
Winter Haven Pace 01 - 12 5 33880

Demographics near Winter Haven, FL

City County
Neighborhood Type Suburban
Population 48,707 713,148
Population Density 1,520 397
Median Age 41 40.1
People per Household 2.7 2.8
Median Household Income 50,842 55,099
Average Income per Capita 27,296 27,909

Real estate near Winter Haven