Winter Haven FL Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
2,371
Status:
NEW LISTING
MLS#:
S5154100
Type:
Single Family
Subdivision:
FLA HIGHLANDS CO SUB
Lot size:
0.2 Acres
Year built:
1970
A broker reciprocity listing Courtesy: RE/MAX HERITAGE PROFESSIONALS 863-256-2188
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ADDITIONAL INFORMATION

Welcome to 118 Browning Circle, Winter Haven, FL, where comfort, thoughtful updates, and an unbeatable location come together to create the perfect place to call home. Nestled in a well-established neighborhood with no HOA, this beautifully maintained 3-bedroom, 2-bath home is truly move-in ready and offers the ideal blend of functionality and charm. Step inside to a spacious, open great room with attractive luxury vinyl flooring, creating a warm and inviting space for everyday living, family gatherings, or entertaining guests. The desirable split-bedroom floor plan provides added privacy, while the versatile third bedroom with built-in shelving makes an excellent home office, craft room, or guest bedroom. The kitchen offers abundant cabinet and counter space, a convenient pass-through window, and a cozy breakfast area, making meal preparation both practical and enjoyable. Just beyond, you'll fall in love with the expansive Florida Room, providing additional living space perfect for relaxing, entertaining, a game room, or simply enjoying Florida living year-round. The spacious primary suite features a private en-suite bathroom with a walk-in shower, while the indoor laundry room offers exceptional storage with multiple closets to help keep everything organized. Outside, the fully vinyl-fenced backyard creates your own private retreat. Enjoy beautiful mature landscaping, and a brick paver patio that's perfect for morning coffee, weekend barbecues, or quiet evenings outdoors. This home has been meticulously maintained and thoughtfully updated, giving buyers peace of mind for years to come, including: HVAC (2024), vinyl privacy fence (2024), attic insulation (2024), house replumbed (2022), brick paver patio (2023) Additional features include a spacious two-car garage with built-in shelving for extra storage and organization. Location is everything, and this home delivers. Just two blocks away, you'll enjoy access to the neighborhood park featuring a basketball court, playground, fishing pier, and community boat ramp. Plus, you're only minutes from LEGOLAND Florida Resort, shopping, restaurants, schools, medical facilities, and major roadways, making everyday convenience part of your lifestyle. If you've been searching for a home that offers space, updates, privacy, and an exceptional location, 118 Browning Circle is one you won't want to miss. Schedule your private showing today before it's gone!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,390
Status:
NEW LISTING
MLS#:
S5153935
Type:
Single Family
Subdivision:
LINCOLN SUB
Lot size:
0.15 Acres
Year built:
2026
A broker reciprocity listing Courtesy: RE/MAX HERITAGE PROFESSIONALS 863-256-2188
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ADDITIONAL INFORMATION

New Construction Opportunity in Northeast Winter Haven – Move-In Ready with Buyer Incentives Homeownership has never been more attainable. If you've been waiting for the right opportunity to purchase your first home, this brand-new construction in Northeast Winter Haven checks all the boxes. Offering the peace of mind that only a newly built home can provide, you'll enjoy modern finishes, energy-efficient construction, and the confidence of starting fresh—without the maintenance concerns that often come with older homes. Located in one of Winter Haven's growing northeast neighborhoods, you'll be just minutes from shopping, dining, medical facilities, parks, the Chain of Lakes, Downtown Winter Haven, and convenient access to US-27 for an easy commute throughout Polk County. The area continues to see ongoing investment and revitalization while still offering an affordable path into homeownership. Even better, this home comes complete with a full appliance package, a fenced backyard perfect for pets, family gatherings, or weekend barbecues, and a thoughtfully designed layout that makes everyday living simple and comfortable. Families will appreciate being near Jewett Academy, one of Polk County's respected magnet schools, along with numerous parks and recreational opportunities throughout Winter Haven. To make buying even easier, the builder is offering:? $10,000 toward buyer closing costs, prepaid expenses, or an interest rate buy-down? FREE appraisal when financing through the builder's preferred lender. Whether you're purchasing your very first home or simply looking for the advantages of brand-new construction, this property offers exceptional value in one of Central Florida's fastest-growing communities. Don't miss the opportunity to own a brand-new home with incentives that can significantly reduce your upfront costs.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,670
Status:
NEW LISTING
MLS#:
P4939356
Type:
Single Family
Subdivision:
OAKGROVE SUB
Lot size:
0.17 Acres
Year built:
2004
A broker reciprocity listing Courtesy: JULIE MATTHEWS GROUP LLC 863-528-0037
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ADDITIONAL INFORMATION

"A Step Above the Rest" describes this beautifully updated 3BR/2BA home w/ upgrades galore located on a quiet dead-end street in the Oakgrove part of the desirable Cypresswood Golf & Country Club community! This impeccably maintained home has lush landscaping & extensive curb appeal & offers an open concept with split bedrooms, volume ceilings, crown molding, plantation shutters & luxury wood laminate flooring throughout accompanied with lovely new tile flooring in the bathrooms. The inviting formal living & dining areas are adorned with arched entryways that lead into the remodeled kitchen & the spacious great room that boasts a tray ceiling & triple sliders leading to the large screened lanai. The lovely kitchen has updated cabinets with a new tile backsplash & pretty granite countertops w/ a waterfall edge, a bi-level breakfast bar, a pantry closet & it comes fully equipped with all of the upgraded appliances. The primary suite has a tray ceiling, sliders leading to the screened lanai, & a nice sized walk-in closet. The remodeled primary bath has duo vanities & sinks w/ quartz countertops & a nicely tiled step-in shower w/ a sleek glass enclosure. The hallway bathroom has also been remodeled & features a new vanity w/ quartz countertop & a freshly tiled tub & shower combo & it's conveniently located between the 2nd and 3rd bedrooms. You'll really love the large, extended screened lanai w/ it's stylish "brick looking" tiled floor, a remote controlled sun shade, doggy doorway options & it's all overlooking the beautifully landscaped privacy fenced back yard making it the perfect place for entertaining. There's even an extra covered patio w/ a gas line for your grill! Additional features include an inside laundry room, a double car garage, a whole-house gas generator, new hurricane windows in the formal areas plus hurricane shutters for all the other windows, custom honey comb shades on all the sliders & plantation shutters throughout! The roof & A/C system are both only about 4 years old! The 24 hour guard gated Cypresswood community features an 18-hole championship golf course, a wonderful clubhouse w/ pub/restaurant, fitness room, pro shop, junior Olympic swimming pool, pickle ball, tennis courts & more! Conveniently located near shopping, restaurants, medical, the new Publix & Legoland. Located in the heart of Central Florida between Orlando & Tampa and just minutes from Highway 27 leading to the I-4 corridor & all major attractions! All measurements are approximate & all info should be confirmed by buyer.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,370
Status:
NEW LISTING
MLS#:
O6425448
Type:
Single Family
Subdivision:
ASHTON COVEY PH ONE
Lot size:
0.16 Acres
Year built:
2025
A broker reciprocity listing Courtesy: KELLER WILLIAMS LEGACY REALTY 407-855-2222
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ADDITIONAL INFORMATION

Why wait to build when you can move into this nearly new 2025 Ryan Homes residence? This beautifully maintained 4-bedroom, 3-bath home offers 2,565 heated square feet with a desirable split-bedroom floor plan, including a private guest suite with its own full bath—perfect for guests or multigenerational living. The spacious kitchen features a large island, walk-in pantry, and overlooks the open-concept living and dining areas. The primary suite includes a walk-in shower and generous walk-in closet, while tile flooring throughout the main living areas and carpeted bedrooms provide both style and comfort. Additional highlights include a three-car garage, paver driveway, irrigation system, dedicated laundry room with garage access, low quarterly HOA, and no CDD. Conveniently located near shopping, dining, schools, parks, and major roadways, this home offers all the benefits of new construction without the wait. Schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,902
Status:
NEW LISTING
MLS#:
O6426451
Type:
Single Family
Subdivision:
ACREAGE
Lot size:
1.54 Acres
Year built:
1975
A broker reciprocity listing Courtesy: NEARBY REALTY 407-349-7533
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ADDITIONAL INFORMATION

If you've been waiting for a home on Crystal Beach Road, you already know they don't come available very often. It's one of those roads where neighbors wave, the pace slows down just enough, and people tend to stay for a long time. Now, here's your opportunity. Nestled on 1.5 beautiful acres with NO HOA, this property gives you the freedom to spread out, enjoy your space, and finally have room for all those hobbies you've been telling yourself you'll start someday. (Good news... the greenhouse is already here.) Sellers are also offering up to $10,000 in closing cost assistance for buyers. SCORE! Major updates include a new roof (2020), freshly painted siding (2021), storage sheds with tie-downs (2021), a complete water system (2023), garage door opener and motor (2024), and a brand-new A/C (2025). Septic system Cleaned and inspected (2024), giving you confidence that the big-ticket items have already been addressed. Inside, you'll find luxury vinyl plank flooring throughout, large closets, convenient attic storage, and an oversized garage with plenty of room for vehicles, tools, toys, or that workshop you've always wanted. And the extras? They're the kind buyers love because they're already here. The washer and dryer stay, the ride-on mower stays (your back says thank you), the greenhouse stays, and the property is equipped with a whole-home propane generator, so when everyone else is hoping the lights come back on, you'll simply keep living life. Florida weather? You're ready. Hurricane shutters for every window offer added protection and peace of mind when storm season rolls around. This isn't just another house with acreage—it's a home that's been cared for, thoughtfully updated, and prepared for its next chapter. Whether you're sipping coffee as the sun rises over your property, working in the greenhouse, tinkering in the oversized garage, or simply enjoying the quiet that comes with country living, this is the kind of place that feels like home the moment you pull into the driveway. Homes on Crystal Beach Road are rare for a reason. Come see why... and don't be surprised if you find yourself wanting to stay.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,492
Status:
NEW LISTING
MLS#:
O6426623
Type:
Single Family
Subdivision:
ELOISE WOODS LAKE ROY UNIT
Lot size:
0.25 Acres
Year built:
1963
A broker reciprocity listing Courtesy: PALMANO GROUP RE BROKERAGE LLC 321-214-1211
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ADDITIONAL INFORMATION

Located in one of Southeast Winter Haven's most desirable neighborhoods, just minutes from the Chain of Lakes and Lake Summit boat ramp, this beautifully updated 4-bedroom, 3-bath pool home offers nearly 2,500 square feet of living space with **no HOA**.Designed with flexibility in mind, the home features two spacious primary suites, multiple living areas, and a beautifully remodeled kitchen with quartz countertops, soft-close cabinetry, stainless steel appliances, and a workstation sink. Step outside to the screened lanai overlooking the private pool and enjoy the fully fenced backyard—perfect for entertaining, pets, and everyday living.Major updates include a NEW ROOF(2019), HVAC (2019), HOT WATER HEATER (2019), primary bathroom remodel (2019), kitchen remodel (2021), pool heater (2022), pool pump (2024), front and backyard irrigation system (2024), and guest bathroom remodel (2025)Offering quality updates, generous living space, and an exceptional location! Schedule your private showing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,045
Status:
NEW LISTING
MLS#:
L4963611
Type:
Single Family
Subdivision:
TRADITIONS PH 02
Lot size:
0.17 Acres
Year built:
2018
A broker reciprocity listing Courtesy: WEBPRO REALTY, LLC 877-277-8808
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ADDITIONAL INFORMATION

Welcome to resort style living in the highly sought-after gated community of Traditions in Winter Haven, FL! This beautifully maintained home offers the perfect blend of comfort, style and convenience. Featuring a desirable split bedroom floor plan in an open-concept design, the home is idea for both every day living and entertaining. At the heart of the home is the stunning island kitchen wit abundant cabinetry, generous counter space, and all appliances included. The spacious dining and living rooms flow seamlessly to the screened n lanai, where you can relax and enjoy your private backyard in peace. This move in ready home comes fully furnished, even including a golf cart, making your transition effortless. Located in the vibrant 55+ community of Traditions, residents enjoy an exceptional lifestyle with outstanding amenities, including a gorgeous clubhouse, resort-style pool, fitness center and a full calendar of social events and activities. Conveniently located near major highways, you'll have easy access to Central Florida's world famous them parks, restaurants, shopiing, golf, and everything the area is famous for. If you've been looking for an exceptional property for the best of Florida living, this property is ready to welcome you home. Schedule your private showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,378
Status:
NEW LISTING
MLS#:
P4939352
Type:
Condo
Subdivision:
ORCHID SPGS VILL 200 CONDO
Lot size:
0.01 Acres
Year built:
1971
A broker reciprocity listing Courtesy: QUINN & COMPANY REALTORS, LLC 863-412-2287
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ADDITIONAL INFORMATION

WELCOME TO THE SEVILLE BUILDING IN BEAUTIFUL ORCHID SPRINGS. THIS IS A LARGE (1,378 SQUARE FEET) TWO BEDROOM TWO BATH UNIT LOCATED ON THE THIRD FLOOR. ELEVATORS ARE POSITIONED IN THE CENTER OF THE BUILDING FOR RESIDENTS CONVENIENCE. THIS UNIT HAS BEEN UPGRADED AND IS READY FOR IT'S NEW OWNERS. THIS FLOORPLAN HAS A SPLIT- BEDROOM PLAN. THE RESIDENCE OVERLOOKS A BEAUTIFUL TROPICAL LAGOON. THE ROOF WAS REPLACED IN 2025 AND THE ENTIRE BUILDING IS CURRENTLY BEING PAINTED. THE GALLEY KITCHEN HAS BEEN REDONE AND HAS STAINLESS STEEL APPLIANCES. THE PRIMARY BEDROOM IS SPACIOUS WITH A REMODELED ENSUITE BATH WITH A HUGE WALK-IN CLOSET. THE SECOND BEDROOM HAS ACCESS TO ITS OWN UPDATED BATH ALSO. THE MONTHLY HOA FEE COVERS, GAS, WATER, TRASH, SEWER, CLUBHOUSE & POOL, EXTERIOR MAINTENANCE AND GROUNDS UPKEEP. THIS WELL-KEPT HOME IS PRICED TO SELL.

Beds:
3
Baths:
2.00
Sq.Ft.:
3,328
Status:
NEW LISTING
MLS#:
S5153946
Type:
Single Family
Subdivision:
WINTERSET GARDENS
Lot size:
0.3 Acres
Year built:
1965
A broker reciprocity listing Courtesy: WEICHERT REALTORS HALLMARK PRO 407-891-1220
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ADDITIONAL INFORMATION

Rarely does a home this unique come to market! Situated on a spacious .30-acre lot directly across the street from beautiful Lake Winterset, this fully renovated 3-bedroom, 2-bath mid-century modern pool home offers incredible character, modern updates, and NO mandatory HOA or CDD. An optional neighborhood HOA of just $100 per year provides access to the community boat ramp, connecting you to the renowned Winter Haven Chain of 22 Lakes, one of Central Florida's premier destinations for boating, fishing, and watersports. Unlike nearly any other Florida home, this property features an impressive 300+ square foot basement, a rare find that offers endless possibilities as a wine cellar, hobby room, workshop, fitness area, or additional storage. The home's distinctive architectural design is complemented by spectacular views of Lake Winterset from the living and dining rooms, where sliding glass doors open to a charming wraparound front porch—the perfect place to enjoy your morning coffee while taking in the peaceful lake scenery. Upstairs, a spacious bonus room provides flexibility as a potential fourth bedroom, media room, home office, or second living area and includes a private balcony overlooking the front of the property and the lake. The beautifully updated kitchen is designed for both everyday living and entertaining with quartz countertops, a center island, pantry, recessed lighting, tile backsplash, reverse osmosis system, garbage disposal, a window overlooking the screened pool, and a premium 2022 Samsung Bespoke appliance suite. The home's thoughtful split layout places all three spacious bedrooms down a private hallway away from the main living spaces. Wood-look tile flooring flows throughout the main living areas, while luxury vinyl plank flooring extends through the bedrooms, bathrooms, and upstairs bonus room. The spacious primary suite features dual vanities and a beautifully remodeled walk-in shower. Additional conveniences include an indoor laundry closet with the washer and dryer included, and a two-car garage. Step outside to your oversized screened, chlorinated pool complete with a diving board and removable safety fence, creating the perfect backyard retreat for entertaining family and friends year-round. Major improvements provide added peace of mind, including a new roof in 2025, a new pool pump and well pump in 2025, new A/C ductwork and attic insulation in 2025, windows replaced in 2019, A/C replaced in 2019, water heater replaced in 2019, and new appliances installed in 2022. Ideally located just a short drive from Disney, Universal, LEGOLAND, and other Central Florida attractions, this one-of-a-kind home combines timeless mid-century modern architecture, extensive modern updates, a rare basement, beautiful lake views, access to the Winter Haven Chain of Lakes, and a lifestyle that is truly hard to find. Don't miss this rare opportunity to own one of the area's most distinctive homes overlooking beautiful Lake Winterset.

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 Jack and Jill bathroom w/ walk-in tub 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
View additional info

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!

Open House:

Saturday, 7/25

More Open House Info >

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
View additional info

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.:
1,588
Status:
NEW LISTING
MLS#:
L4963580
Type:
Single Family
Subdivision:
KENSINGTON VIEW
Lot size:
0.13 Acres
Year built:
2020
A broker reciprocity listing Courtesy: LIVE FLORIDA REALTY 863-868-8905
View additional info

ADDITIONAL INFORMATION

Fresh Updates & Move-In Ready! Welcome home to 392 Kensington View Drive! This beautifully refreshed 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and functionality. The open-concept floor plan creates a bright, inviting living space that's ideal for both everyday living and entertaining. Enjoy the fresh feel of new interior and exterior paint, making this home truly move-in ready. Step outside to the spacious lanai, perfect for relaxing with your morning coffee or hosting family and friends. The new vinyl privacy fence provides a secure, private backyard for pets, play, or peaceful evenings outdoors. Additional features include an attached garage and a thoughtfully designed layout that maximizes space and natural light. Conveniently located near shopping, dining, schools, and major roadways, this home offers the perfect combination of comfort and convenience. Don't miss your opportunity to make this beautiful home yours—schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,747
Status:
NEW LISTING
MLS#:
P4939312
Type:
Single Family
Subdivision:
LAKE ASHTON WEST PH I
Lot size:
0.18 Acres
Year built:
2007
A broker reciprocity listing Courtesy: LAKE ASHTON REALTY INC. 863-221-5970
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ADDITIONAL INFORMATION

HOME FOR SALE IN LAKE ASHTON! Is 4052 Phoenician Way, Winter Haven, Florida YOUR next address? This 3 Bedroom, 2 Bath home with Golf Cart Entry is located on a large premium lot that abuts to the 13th Fairway of Lake Ashton's West Golf Course. The view from the wrap around covered and screened lanai includes a large pond that borders the 13th Hole with a farm pasture beyond. Home Highlights: CDD Debt Balance Paid in Full; Roof Replaced 2022; Water Heater Replaced 2022; A/C Heat Pump Replaced 2019. This home offers excellent curb appeal with a Widened Drive Way, Poured Curbing, Well Maintained Mature Landscape with Landscape Rock, Quoined Corners, Bay Window on the Front Bedroom, and arched Screened Entry. A paver walkway on the right side of the home connects the access door of the golf cart garage to the rear lanai. The interior of this home is warm and inviting with an Open and Spacious Living area. The Foyer, Dining, LR and Kitchen flow seamlessly together making entertaining a "breeze" in this home. The beautiful Bruce interlocking Engineered natural oak floors and the Plantation Shutters on the Side Lights of the Front Entry Door, Double Sliding Glass Doors in the Living Room, Bedroom 2 and Primary Bedroom accent the interior of this home- adding a touch of class. Crown molding gives definition to the Open Living area. The kitchen upgrades include: Granite counter tops, Maple Cabinets with raised panels, 3 banks of drawers, crown molding and a pantry. The refrigerator, microwave and disposal were replaced in 2026 and the range was replaced in 2023. A breakfast bar/snack bar and Dining areas are perfect for entertaining friends and family. Enter thru the 8' Front entry door with Eyebrow window above. To the left of the foyer are Bedrooms 2 and 3, a Linen Closet in the Hallway and a Guest Bathroom with shower/tub combo, accent window and comfort height vanity. A pocket door provides privacy to the Guest Bedroom area. The EXTENDED Primary Suite is located on the back on the home. It's the perfect place to relax after a long day in the sun. The Primary Suite offers a spacious sitting area and En-Suite with His/Her Walk in Closets, His/Her Separate Vanities, a large corner Soaking tub, a separate water room with a walk in shower with glass doors and linen closet. The laundry room is easily accessible from the garage and kitchen. It has cabinets for storage, a wash tub and the washer/dryer will be included in the sale of the home. The double car garage has hang down storage racks, attic access, storage cabinets, and an access door to the outside. There is a motorized screen on the garage door and a separate entry for the golf cart. The outdoor living space is a destination location in this home. The view is peaceful and the space is cozy with paver floor, ceiling fans and TV hook up. Make an appointment to tour this home today! Lake Ashton is a gated and guarded Florida Active Community with resort style amenities (2 Clubhouses with Movie Theater, Restaurant, Outdoor/Indoor Pools, Fitness Centers and More! Residents enjoy activities like Karaoke, Trivia, Dances, Entertainment Series, Holiday Events and so much more. You can stay busy living the Florida Retirement Dream every single day. For those that love the game of golf, there are (2) 18-Hole Golf Courses, a Pro Shop, Driving Range, Putting Green and the Eagles Nest (Hole 19). Don't wait to tour this home; tour it today!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,408
Status:
NEW LISTING
MLS#:
S5153207
Type:
Single Family
Subdivision:
INWOOD
Lot size:
0.34 Acres
Year built:
1955
A broker reciprocity listing Courtesy: AXEN REALTY, LLC 480-399-1218
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ADDITIONAL INFORMATION

**Calling all lake lovers!** Discover this charming 3-bedroom, 1-bath home situated on **nearly half an acre** in the heart of Winter Haven. Featuring a functional floor plan, a spacious yard, and **private rear access**, this property offers endless possibilities for outdoor entertaining, gardening, parking boats, RVs, or work vehicles, or even future expansion. No HOA. Conveniently located near shopping, dining, schools, and major roadways, you'll also enjoy easy access to Central Florida's top attractions. **LEGOLAND® Florida Resort is approximately 15 minutes away**, **Walt Disney World® Resort is about 35–40 minutes away**, and **Universal Orlando Resort** and **SeaWorld Orlando** are both within **45–50 minutes**, making this home an excellent choice for both homeowners and investors. Boating and fishing enthusiasts will appreciate the close proximity to several of Winter Haven's beautiful lakes, with a public boat ramp located just half a mile away, making it easy to enjoy Florida's year-round outdoor lifestyle. Whether you're a first-time homebuyer, looking to downsize, or searching for a fantastic investment opportunity, this property offers comfort, convenience, generous outdoor space, and tremendous potential. **Schedule your private showing today and discover everything this home has to offer!**

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:
2.00
Sq.Ft.:
2,336
Status:
NEW LISTING
MLS#:
O6424548
Type:
Single Family
Subdivision:
ELOISE WOODS EAST LAKE MARIAM UNIT
Lot size:
0.27 Acres
Year built:
1973
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY AT THE LAKES 407-566-1800
View additional info

ADDITIONAL INFORMATION

Short Sale. Welcome home to a place where everyday living feels a little more relaxed. Nestled in an established Winter Haven neighborhood, this inviting home offers a wonderful blend of comfort, convenience, and the Florida lifestyle. Step inside to a spacious family room that serves as the heart of the home, offering plenty of space for gathering with friends, enjoying family time, or simply relaxing after a busy day. Just beyond, the screened lanai and sparkling pool create a private outdoor retreat, perfect for morning coffee, weekend barbecues, or unwinding in the Florida sunshine. Enjoy the added flexibility of living with no HOA while being just minutes from shopping, dining, parks, and everyday conveniences. Winter Haven's renowned Chain of Lakes, vibrant downtown, golf courses, and local attractions are all within easy reach, making it easy to enjoy everything this Central Florida community provides. Convenient access to major roadways puts both Orlando and Tampa within reach, offering the best of both worlds with nearby entertainment, employment centers, airports, and attractions while allowing you to come home to a peaceful residential setting. If you're looking for a home that combines inviting indoor and outdoor living with an exceptional location, this property is ready to welcome its next owner.

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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

    1,004
    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