Winter Haven FL Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
2,034
Status:
Active
MLS#:
O6391604
Type:
Single Family
Subdivision:
Little Lake Estates
Lot size:
0.25 Acres
Year built:
1992
A broker reciprocity listing Courtesy: BEYCOME OF FLORIDA LLC 804-656-5007
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ADDITIONAL INFORMATION

Welcome to 523 Little Lake Court — a spacious 3-bedroom, 2-bath home on a generous lot in the heart of Winter Haven. Step through elegant double front doors with decorative glass and an arched transom into soaring vaulted ceilings that flow throughout the main living areas. The open layout features beautiful hardwood floors in the formal living and dining rooms, a large family room with a cozy fireplace and dramatic arched windows, and a kitchen with wihte cabinetry, a center island, and breakfast bar. The master suite has vaulted ceilings, a freestanding fireplace, French doors to the backyard, and an en-suite bath with a soaking tub, walk-in shower, and dual vanity beneath a stunning arched window. Additional highlights include an interior laundry room, an attached two-car garage, and a large fully fenced backyard with mature trees and a storage shed. Conveniently located just minutes from Little Lake with easy access to shopping, dining, and everything Winter Haven has to do.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,010
Status:
Active
MLS#:
S5146003
Type:
Single Family
Subdivision:
Bentley Place
Lot size:
0.13 Acres
Year built:
2006
A broker reciprocity listing Courtesy: TRANSCEND REALTY 407-518-7653
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ADDITIONAL INFORMATION

Welcome to 5445 Chandler in Winter Haven—a great opportunity for buyers looking to add their own personal touch! This home offers generous square footage and plenty of living space, giving you room to spread out, entertain, or reimagine the layout to fit your needs. The property has already seen some key updates, including a brand-new roof and fresh interior paint, providing a solid foundation for future improvements. Inside, you’ll find a functional layout with large living areas and ample space, making it ideal for those seeking both comfort and potential. While the home could use some additional updates and TLC, it presents an excellent chance for homeowners or investors to build equity and truly make it their own. Conveniently located near shopping, dining, and Winter Haven’s beautiful lakes, this property offers both space and opportunity. If you’re looking for a home with room to grow and the ability to add value, this is one you won’t want to miss!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,626
Status:
Active
MLS#:
O6392049
Type:
Single Family
Subdivision:
Estates/lk Florence
Lot size:
0.19 Acres
Year built:
2023
A broker reciprocity listing Courtesy: ORANGE SLICE PROPERTIES 863-632-9765
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained 2023-built home offering the perfect blend of modern design, functionality, and space to grow! Located in a desirable Winter Haven community, this move-in ready residence feels just like new construction without the wait. This spacious home features 4 bedrooms and 3 bathrooms, with all bedrooms thoughtfully located upstairs for added privacy and separation from the main living areas. The versatile floor plan is ideal for both everyday living and entertaining, offering a seamless flow throughout the home. The kitchen and living spaces showcase a clean, modern aesthetic, perfect for today’s lifestyle, while large windows bring in plenty of natural light. Whether you're starting a family or need more room to grow, this layout adapts to your needs with ease. Step outside to a huge fully fenced backyard with endless possibilities, create your dream outdoor oasis, add a pool, or design the perfect space for gatherings and play. Conveniently located just minutes from Legoland, shopping, dining, and major roadways, this home combines comfort, location, and value all in one. Don’t miss your opportunity to own a practically new home in one of Winter Haven’s growing areas!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,291
Status:
Active
MLS#:
TB8487328
Type:
Single Family
Subdivision:
Cypress Landing Ph 02
Lot size:
0.13 Acres
Year built:
1987
A broker reciprocity listing Courtesy: ELEVE REAL ESTATE LLC 813-562-5002
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Newly renovated 2 bedroom, 2 bathroom home with all the major updates already done for you — new roof, new floors ,new AC, and new water heater. This is a boater and fisher’s dream property located on beautiful Lake Dexter, Enjoy boating, water skiing, and freshwater fishing right from your backyard playground. The community offers a dock with boat slips available on a first-come, first-served basis, perfect for boats up to 24 feet. Residents also enjoy a clubhouse, pickleball courts, and tennis courts, making it easy to enjoy the Florida lifestyle. Whether you're looking for a full-time residence or a weekend lake retreat, this home offers the perfect mix of updates, amenities, and waterfront living.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,316
Status:
Active
MLS#:
O6390069
Type:
Single Family
Subdivision:
Lake Dexter Woods Ph 02
Lot size:
0.09 Acres
Year built:
1989
A broker reciprocity listing Courtesy: ENTERA REALTY LLC 888-216-6364
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ADDITIONAL INFORMATION

This move-in-ready, three-bedroom, two-bathroom home is located in the sought-after Lake Dexter Woods community. The residence features a functional layout designed for modern comfort and style, highlighted by an attached one-car garage and low-maintenance tile flooring throughout the entire home. The updated kitchen serves as a stylish centerpiece, equipped with beautiful granite countertops and sleek stainless-steel appliances. Outside, you can relax and enjoy the fresh air from your private porch and patio, which overlooks a fully fenced-in backyard, providing a secure space for outdoor entertaining or pets. The location offers a perfect blend of comfort and convenience, situated near top-rated schools, multiple grocery stores, and popular local attractions. Residents can enjoy a resort-style lifestyle with access to premium community amenities, including sparkling pools, tennis/pickleball courts, and more.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,719
Status:
Active
MLS#:
S5145776
Type:
Single Family
Subdivision:
Traditions Ph 01
Lot size:
0.12 Acres
Year built:
2006
A broker reciprocity listing Courtesy: RE/MAX HERITAGE PROFESSIONALS 863-256-2188
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Haven’s premier 55+ gated communities known for its vibrant lifestyle and exceptional amenities. Fully upgraded with a brand new HVAC system and water heater installed (both in March 2026), an updated roof (November 2023), updated kitchen appliances (2024), refreshed landscaping (2026), newer irrigation controller and bidet (2025), fresh interior paint (December 2025) and exterior paint (2024). This thoughtfully designed 2 bedroom, 2 bathroom home also includes a versatile office that can easily serve as a third bedroom, along with a spacious family room that provides additional living space for relaxing or entertaining. As you arrive, you’re welcomed by a covered and screened front entry. Inside, the open concept floor plan is enhanced by vaulted ceilings and a stylish blend of luxury vinyl flooring in the main living areas and ceramic tile in the kitchen, bathrooms and laundry room, creating both elegance and easy maintenance. The eat in kitchen is bright and inviting, featuring a closet pantry, stainless steel appliances that are just two years old and a comfortable dining space ideal for everyday meals. An interior laundry room is conveniently located just off the kitchen and provides direct access to the two car garage. Sliding glass doors from the living room lead to a screen enclosed patio, offering the perfect spot to unwind, entertain guests, or simply enjoy Florida’s beautiful year round weather. The primary suite serves as a relaxing retreat, highlighted by a tray ceiling, walk in closet and an ensuite bathroom with a double sink vanity and step-in shower. Outside, the property is beautifully framed by mature landscaping, with an attached two car garage, brick paved driveway and walkway that enhance the home’s inviting curb appeal. Residents of Traditions enjoy a true resort style lifestyle, featuring a lakefront clubhouse with a library, fitness center, card room, and billiards, as well as a resort style pool, hot tub and sauna. Additional amenities include tennis and shuffleboard courts, a dog park, a boat ramp and a dock overlooking Ruby Lake, providing endless opportunities for relaxation and recreation. The $484 monthly HOA fee covers lawn care (including bush/tree trimming and mulch replacement), exterior painting, cable, and internet. Ideally located near shopping, dining, and medical facilities with Publix opening soon just down the street, this home offers the perfect combination of comfort, convenience, and an active community lifestyle.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,621
Status:
Active
MLS#:
L4960230
Type:
Single Family
Subdivision:
Cypresswood Patio Homes
Lot size:
0.13 Acres
Year built:
1979
A broker reciprocity listing Courtesy: REMAX EXPERTS 863-802-5262
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ADDITIONAL INFORMATION

Now is your chance! Come and be a part of this active, Golf Course community and live in this beautifully maintained, updated home. Enjoy the peaceful screened courtyard with your cup of coffee, or watch the gorgeous Florida sunsets. The inside of the home has been lovingly kept up and updated. You won't want for space in this well thought out layout. Plenty of room for entertaining, or a quiet read alone. The garage has been set up for your perfect workspace or storage, whatever suits your needs. You have unlimited options with the screen garage door and a mini split that keeps everything cool when you need it! This golf course community is gated with a guard 24/7. Even if you don't golf, there will be something for you to do. Jr Olympic size pool, tennis courts, soon to be pickleball courts and a full service clubhouse with live music every weekend. Enjoy peace of mind knowing that the AC is less than a year old and the roof was replaced in 2022! Schedule your viewing today and welcome home!

Beds:
5
Baths:
3.00
Sq.Ft.:
3,974
Status:
Active
MLS#:
L4960173
Type:
Single Family
Subdivision:
Wyndham At Lake Winterset
Lot size:
0.69 Acres
Year built:
2001
A broker reciprocity listing Courtesy: LIVE FLORIDA REALTY 863-868-8905
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ADDITIONAL INFORMATION

Don’t miss the opportunity to own a home in the exclusive gated community of Wyndham, featuring manned security, fewer than 45 homes, and beautifully tree-lined streets shaded by mature oak trees. Situated on a private .69-acre lot, this exceptional one-story estate offers both privacy and space in one of the area’s most desirable neighborhoods. Expanded to 3,974 square feet, this beautifully updated home now offers 5 bedrooms and 3 bathrooms, including a 448-square-foot addition completed in July 2024 with two bedrooms and a full bathroom, making it ideal for guests, multi-generational living, or flexible space. Inside, the home showcases hardwood-style flooring throughout most of the living areas, with LVP and ceramic tile in the remaining spaces. The layout features a spacious formal dining room and a formal living room with a wood-burning fireplace overlooking the private enclosed pool area, creating a warm and inviting setting. The spacious kitchen is a chef’s dream, offering abundant cabinet and counter space, a mini wine and beverage refrigerator, and new appliances including a Bosch dishwasher and Frigidaire refrigerator, microwave, and range. Charming bay windows surround the breakfast nook, creating a bright and inviting space for casual dining. The kitchen flows seamlessly into the main living areas, providing open sightlines that make the space perfect for entertaining while enjoying abundant natural light. The private primary suite is located on its own wing of the home and features a separate sitting area, two walk-in closets, and a spa-like ensuite bathroom with a soaking tub, oversized shower, and dual vanities. This bedroom also features French doors leading directly to the pool area. The four additional bedrooms are generously sized, with two full bathrooms thoughtfully positioned for convenience and functionality for family and guests. Step outside to enjoy the fully enclosed saltwater pool and outdoor entertaining area, perfect for relaxing or hosting family and friends. Recent upgrades include a new roof (2023), a new AC system, a whole-house water softener, a kitchen filtration system, and the two-bedroom, one-bath addition (July 2024.) Additional highlights include a central vacuum system, pest control with a termite bond, a 3-car garage with built-in storage, a bonus room ideal for an office, gym, or playroom, and a mudroom conveniently located just off the garage for everyday organization. Residents of Wyndham enjoy community amenities including tennis and pickleball courts, as well as a playground, all within a short distance. Conveniently located near Highway 27, the home is less than an hour from Walt Disney World and approximately 1.5 hours from both Orlando International Airport (MCO) and Tampa International Airport (TPA). With shopping, dining, and everyday conveniences nearby, Winter Haven offers an exceptional quality of life with endless opportunities for recreation, adventure, and relaxation. Don't miss out on your new dream home and schedule your private showing today!

Beds:
5
Baths:
4.00
Sq.Ft.:
3,913
Status:
Active
MLS#:
L4959536
Type:
Single Family
Subdivision:
Lakewood
Lot size:
0.96 Acres
Year built:
1968
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 863-577-1234
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ADDITIONAL INFORMATION

Opportunities like this rarely come available in the gated Lakewood community. This beautifully updated lakefront pool home sits on a private one-acre lot and offers breathtaking sunset views across Lake Otis from your own backyard. Spend your evenings relaxing on the dock as the sun sets over the water, launch a kayak from the built-in racks, or enjoy weekends boating right from your covered dock. The backyard is designed for Florida living with a resurfaced pool, spacious screened patio, and incredible water views. Inside, the home offers 5 bedrooms and 3.5 bathrooms, including a highly desirable layout with two primary suites—one upstairs and one downstairs, perfect for guests or multi-generational living. Major updates provide peace of mind, including a new roof, two HVAC systems, new water heater, new flooring, and new carpet. The home also features all new double-pane impact windows and sliding doors, a newly resurfaced and retiled pool, and a new covered dock with kayak storage. The irrigation system pulls directly from the lake, so watering your lawn is never restricted by city water rules. Recent improvements include a re-screened patio, new gutters, new garage door, and a new privacy fence, making this home move-in ready. Imagine ending every day watching the sunset over Lake Otis from your own backyard. Homes like this rarely come on the market—schedule your private showing before it’s gone.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,978
Status:
Active
MLS#:
TB8485394
Type:
Single Family
Subdivision:
Villamar Ph 6/villamar Ph 6 &
Lot size:
0.13 Acres
Year built:
2024
A broker reciprocity listing Courtesy: RE/MAX REALTY UNLIMITED 813-684-0016
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ADDITIONAL INFORMATION

Welcome to this stunning 4-bedroom, 2-bathroom home located in the desirable community of Winter Haven. Situated on a quiet street in a well-maintained neighborhood, this modern residence offers a perfect blend of comfort, style, and functionality. The open-concept floor plan features a spacious living area with high ceilings, abundant natural light, and elegant finishes throughout. The gourmet kitchen boasts granite countertops, stainless steel appliances, a large island with breakfast bar seating, and ample cabinet space—ideal for both everyday living and entertaining. The primary suite includes a walk-in closet and a luxurious en-suite bathroom with dual vanities and a glass-enclosed shower. Three additional bedrooms provide plenty of space for family, guests, or a home office. The split-bedroom layout ensures privacy and convenience. Step outside to a covered lanai overlooking a beautifully landscaped backyard—perfect for relaxing or hosting gatherings. The property also includes a two-car garage, a laundry room, and energy-efficient features.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,336
Status:
Active
MLS#:
L4960100
Type:
Single Family
Subdivision:
Overlook Estates
Lot size:
0.28 Acres
Year built:
1987
A broker reciprocity listing Courtesy: LOCKHART & ASSOCIATES INC 863-293-1234
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ADDITIONAL INFORMATION

Spacious 2,336 SF pool home in the gated, tranquil Overlook Estates. This 4BR/2BA floorplan features a split-bedroom layout and generous living space including an eat-in kitchen, 17x18 vaulted family room, 10x16 dining room with bay window, and a large foyer. The master suite includes a dressing alcove and walk-in closet; an adjacent bedroom makes an ideal office or nursery. High-traffic areas feature tile flooring; sliding glass doors in three rooms recess into the wall and open to a 31x50 pool deck — perfect for indoor/outdoor living. Additional highlights: 95x130 lot, terraced front walkway, 7x8 laundry with cabinetry and utility sink, 22x23 garage with built-in storage. Ready for your finishing touches!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,522
Status:
Active
MLS#:
O6389688
Type:
Single Family
Subdivision:
Villamar Ph 3
Lot size:
0.11 Acres
Year built:
2022
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
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ADDITIONAL INFORMATION

Back on Market one more chance for you.This stunning 5-bedroom, 3-bathroom home offers the perfect blend of modern comfort, energy efficiency, and scenic beauty. Located in the desirable VillaMar community, this spacious home features an open-concept layout ideal for family living and entertaining. Enjoy peaceful mornings with breathtaking pond views right in your backyard — your private retreat for relaxation and tranquility. The home also includes solar panels, helping you save on energy bills while living sustainably. With elegant finishes, a large kitchen, and plenty of natural light throughout, this home is move-in ready and waiting for its new owners. Features resort-style community amenities including a zero-entry swimming pool with a lap lane, a playground, a dog park and sidewalks.Conveniently located near shopping, restaurants, and top-rated schools — this is the lifestyle you’ve been looking for in Winter Haven!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,234
Status:
Active
MLS#:
L4959932
Type:
Manufactured Home
Subdivision:
Garden Grove Oaks
Lot size:
0.11 Acres
Year built:
1995
A broker reciprocity listing Courtesy: LOCKHART & ASSOCIATES INC 863-293-1234
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ADDITIONAL INFORMATION

Priced to Sell! Fully furnished! Excellent opportunity in the desirable 55+ community of Garden Grove Oaks where you own your land and enjoy low HOA fees. Located at 6133 Grand Oaks Dr SE in Winter Haven, this home offers a great layout with spacious living and dining areas and plenty of natural light. The kitchen provides ample cabinet and counter space, and the primary bedroom includes a private en-suite bath. A second bedroom and bath provide space for guests or a home office. Enjoy relaxing on the screened porch overlooking the peaceful community setting.This home is being sold AS-IS and offers a fantastic opportunity for buyers looking to update and add their own personal touches. Garden Grove Oaks is a well-maintained community conveniently located near shopping, dining, medical facilities, and Winter Haven’s Chain of Lakes with easy access to major highways to Orlando and Tampa.Great value and priced for a quick sale — don’t miss this opportunity!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,282
Status:
Active
MLS#:
O6389154
Type:
Single Family
Subdivision:
Traditions Ph 01
Lot size:
0.18 Acres
Year built:
2015
A broker reciprocity listing Courtesy: KELLER WILLIAMS ADVANTAGE III 407-207-0825
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ADDITIONAL INFORMATION

Welcome to 4020 Carteret Dr in Winter Haven, a beautifully updated 4-bedroom, 3-bath home located in a desirable 55+ lakefront community with a 3-car garage offering comfort, convenience, and low-maintenance living in the heart of Central Florida. This thoughtfully designed home features stunning lake views, hardwood flooring, an updated kitchen with modern finishes, and stylish upgrades throughout. The spacious layout includes a mother-in-law suite, perfect for visiting family, guests, or additional privacy. Residents enjoy direct water access and a private community boat ramp, providing easy access to Winter Haven’s renowned Chain of Lakes, ideal for boating, fishing, and enjoying Florida’s outdoor lifestyle. The community also offers boat and water toy storage for a small fee, making it convenient to keep your boat or jet skis nearby and ready to use. One of the standout features of this home is the maintenance-free lifestyle. The HOA covers Cable, Internet, Exterior Home Maintenance including landscaping, mulch, and exterior painting, and More, allowing homeowners to enjoy their property without the typical upkeep responsibilities. Located just minutes from Cypress Gardens Boulevard, this home offers quick access to shopping, restaurants, grocery stores, golf courses, parks, and medical facilities. Residents are also close to LEGOLAND Florida Resort, and major roadways including US-27 and the Polk Parkway, making travel to Lakeland, Orlando, and Tampa convenient. If you’re searching for a Lake view home in Winter Haven, a low-maintenance home in a 55+ community, or a property with Ruby Lake access, 4020 Carteret Dr offers the perfect combination of location, lifestyle, and modern comfort in one of Polk County’s most established lake communities. Schedule a showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,512
Status:
Active
MLS#:
L4959857
Type:
Single Family
Subdivision:
Lake Ashton West Ph Ii North
Lot size:
0.19 Acres
Year built:
2021
A broker reciprocity listing Courtesy: LOCKHART & ASSOCIATES INC 863-293-1234
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ADDITIONAL INFORMATION

Live the lifestyle you’ve been dreaming about in Lake Ashton, Winter Haven’s premier 55+ gated community. This beautifully cared-for Ashton floor plan offers 3 bedrooms, 2 baths, a den, and 2,512 sq ft of thoughtfully designed space — but it’s the feeling of this home that truly stands out. From the manicured landscaping to the elegant leaded-glass French front doors, every detail reflects pride of ownership. Inside, natural light pours through plantation shutters and a full wall of 8’ sliding glass doors that draw your eye straight to your private backyard retreat. The kitchen is both stylish and welcoming, featuring Seacrest Birch cabinetry with soft-close drawers, designer Silestone countertops, and elevated details that make everyday living feel special. The primary suite is a peaceful escape with custom his-and-her closets and granite makeup vanity. The flexible den space is perfect for hobbies, guests, or a home office. As a certified Green Home by Environments for Living, you’ll enjoy energy efficiency and long-term savings. Step outside and this home truly shines. The oversized screened veranda with custom flooring, a beautifully designed outdoor kitchen, and a heated saltwater pool creates the perfect setting for quiet mornings, sunset swims, or entertaining friends year-round. The extended garage offers room for longer vehicles and even a golf cart, complete with epoxy floors and screened doors. And beyond your front door? Lake Ashton delivers resort-style living with golf, fitness center, clubhouse, pickle ball, tennis, dining, and endless activities — all in a vibrant, active community. This isn’t just a home. It’s the next chapter. Washer and dryer and front flag pole do not convey.Schedule your private showing today — you’re going to love it here.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,504
Status:
Active
MLS#:
O6389109
Type:
Single Family
Subdivision:
Harmony On Lake Eloise
Lot size:
0.1 Acres
Year built:
2026
A broker reciprocity listing Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC 407-250-7299
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ADDITIONAL INFORMATION

Under Construction. Find everything you need in Harmony on Lake Eloise! Located just minutes from world class theme parks and attractions, Harmony on Lake Eloise is the perfect community to call home with its beautiful Florida lifestyle and amenities. This community boasts stunning home sites. You'll enjoy the sparkling local lakes practically in your backyard and the best local restaurants and shopping are just a short drive away. Love the outdoors? Explore nearby parks and farmer’s markets. Your home at Harmony on Lake Eloisewill be in the center of it all!!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,601
Status:
Active
MLS#:
L4960079
Type:
Single Family
Subdivision:
Villamar
Lot size:
0.13 Acres
Year built:
2023
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 863-577-1234
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ADDITIONAL INFORMATION

Short Sale. Welcome to your 5 bedroom 3 bathroom home located conveniently in Winter Haven with easy access to dining, shopping, and major roadways. This home features tile flooring throughout the living areas and an open floor plan making it perfect for entertaining. There is a separate living room at the front of the home which could make the perfect office or library. The large kitchen provides a large island, granite countertops, updated lighting, tiled backsplash, stainless steel appliances, and a closet pantry. The large family room is adjacent to the kitchen. You’ll also find sliding doors to your outdoor patio and backyard. One of the 5 bedrooms is located downstairs with its own bathroom, the perfect spot for guests. The primary bedroom is upstairs and features an en-suite with a stand up shower, dual sink vanity and 2 walk in closets! The remaining bedrooms provide plenty of space and share the main hall bathroom with a dual sink vanity and tub/shower combo. This home checks all the boxes! Schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,278
Status:
Active
MLS#:
P4938088
Type:
Other
Subdivision:
Cypresswood
Lot size:
0.05 Acres
Year built:
1980
A broker reciprocity listing Courtesy: JOHN WEBB INC 863-422-2999
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ADDITIONAL INFORMATION

1 OWNER HOME!! Don't miss out on this 2 bed 2 bath tennis villa in the highly desired neighborhood of Cypresswood. The HOA takes care of the roof, lawn, paint, and exterior maintenance. Enjoy the security of living in a community with a 24 hour guard at the gate. There is plenty to do all within the community. There is a golf course, restaurant, community pool and tennis courts. The home has all new flooring, paint, and granite counter tops. Make your appointment TODAY!!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,680
Status:
Active
MLS#:
P4938087
Type:
Single Family
Subdivision:
Villamar Ph 3
Lot size:
0.11 Acres
Year built:
2022
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

***PRICE REDUCTION***Your turnkey oasis awaits! Welcome to a home that still feels brand new. This 2022-built gem in the peaceful Villa Mar community offers four spacious bedrooms and a bright, open floor plan designed for making memories. Whether you're hosting a dinner party in the modern kitchen or relaxing on your private, custom-screened lanai, every inch of this 1,680 sq. ft. home reflects quality and care. The interior boasts durable ceramic tile through the main living areas for a sleek, low-maintenance look, while the primary suite serves as a true retreat with elegant stone counters and dual vanities. Beyond the front door, the lifestyle is just as impressive. You’ll have access to fantastic community amenities like a resort-style pool, dog park, and playground, all while being located near top-rated schools. Best of all, you are just a short drive away from the world-class fun of Legoland, making this the perfect home base for weekend adventures. With a two-car garage and a generously sized laundry room, this home delivers the ultimate blend of style and convenience. Come see for yourself why this Villa Mar beauty is the perfect place to call home!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,244
Status:
Active
MLS#:
TB8484188
Type:
Single Family
Subdivision:
Peach Crossings
Lot size:
0.13 Acres
Year built:
2025
A broker reciprocity listing Courtesy: LGI REALTY- FLORIDA, LLC 904-449-3938
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ADDITIONAL INFORMATION

Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home designed for modern living. Conveniently located close to the community playground, this home offers easy access to outdoor fun while maintaining a peaceful setting. As you enter, a long and inviting foyer leads into the heart of the home. The first floor boasts a bright and open family room, perfect for gathering and entertaining. The modern kitchen features a large island, breakfast bar, and brand-new Whirlpool appliances, making meal prep effortless. A guest bedroom and full bathroom on the main level provide a comfortable space for visitors or a private home office. Upstairs, the master suite is a true retreat, offering plenty of space for a king-sized bed, dresser, and a cozy reading nook. The en-suite bathroom includes a dual sink vanity, a linen closet for extra storage, and a spacious walk-in closet to keep everything organized. The four additional bedrooms are generously sized, making them perfect for family members or adaptable spaces like a home office, playroom, or hobby room. With three full bathrooms, mornings are stress-free with plenty of space for everyone. A large upstairs laundry room with ample storage and a dedicated closet adds to the home’s convenience. Outside, the covered back patio and covered front porch provide great spots to relax and enjoy the fresh air. Located in the highly sought-after Peach Crossings community, this home is just minutes from top-rated Polk County schools, shopping, dining, and local attractions. With all upgrades included, this home is move-in ready! Schedule your private tour today!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,244
Status:
Active
MLS#:
TB8484190
Type:
Single Family
Subdivision:
Peach Crossings
Lot size:
0.13 Acres
Year built:
2025
A broker reciprocity listing Courtesy: LGI REALTY- FLORIDA, LLC 904-449-3938
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ADDITIONAL INFORMATION

Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home perfectly positioned on a corner lot with no side neighbors and no front neighbors. Located right next to the community playground, this home offers both privacy and convenience for families. As you step inside, a long and welcoming foyer sets the stage for the open and thoughtfully designed floor plan. The first floor features a bright and airy family room, a modern kitchen with a large island, breakfast bar, and brand-new Whirlpool appliances, plus a guest bedroom and full bathroom, perfect for visitors or a home office. Upstairs, the master retreat provides a peaceful escape with enough space for a king-sized bed, a dresser, and a cozy reading nook. The en-suite bathroom is designed for both comfort and functionality, offering a dual sink vanity, a linen closet for extra storage, and a spacious walk-in closet. The four additional bedrooms are generously sized, making them ideal for family members or for use as a home office, playroom, or hobby space. The home’s three full bathrooms ensure that mornings run smoothly for everyone. A large upstairs laundry room with plenty of storage and a dedicated closet adds extra convenience. Step outside and enjoy the covered back patio and covered front porch, perfect for relaxing and enjoying the open surroundings. Situated in the beautiful Peach Crossings community, this home offers easy access to top-rated Polk County schools, shopping, dining, and local attractions. With the playground just steps away, it’s an ideal location for families. With all upgrades included, this home is move-in ready! Schedule your private tour today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,645
Status:
Active
MLS#:
L4959992
Type:
Single Family
Subdivision:
Lake Bess Country Club
Lot size:
0.27 Acres
Year built:
1999
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 863-577-1234
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ADDITIONAL INFORMATION

MILLION DOLLAR GOLF COURSE VIEW out your back windows! No back yard neighbors ...JUST the peaceful golf course. BRIGHT & Open Home features Split floor plan with Great Room & Formal Dining together, nice for entertaining. Lovely Kitchen offers Breakfast Nook & CHARMING Built in Shelving. Primary Suite with Tray Ceiling, Walk-in Closet, Dual Sink Vanity, Large Tiled Shower, & Garden Tub with Jets. Crown Molding throughout adds personality! QUALITY Ceiling Fans. THREE SEASON ROOM with windows that lock delivers the Most Relaxing GOLF COURSE View. INSIDE Utility. Oversized Garage (28X25) will fit the LARGER VEHICLE, with Golf Cart Garage Door. EXTREMELY WELL MAINTAINED, which means A LOT! Roof/house/front walk/driveway just pressure washed 2025. A/C & heat pump 2019. Security system and smoke detectors updated in 2019. Lake Bess Country Club INCLUDES 1 of 49 shares to the golf club which = 2 memberships, unlimited Golfing, Driving Range, Putting Green, Community Pool, Clubhouse (conveniently located ACROSS THE STREET), & Lawn Maintenance. You will love this home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,426
Status:
Active
MLS#:
A11978099
Type:
Single Family
Subdivision:
BERRYHILL
Lot size:
0.23 Acres
Year built:
1997
Courtesy: United Real Estate Miami Lucy Elias 786-312-4145
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ADDITIONAL INFORMATION

Beautiful and spacious home located in a great neighborhood with excellent schools and a great community atmosphere. Situated on a large 10,019 sq ft lot, this property offers plenty of outdoor space with a very spacious yard and a screened porch, perfect for relaxing or entertaining. The home features an open-concept layout connecting the living room, kitchen, and dining area, creating a bright and inviting living space. The primary bedroom is generously sized and includes a large walk-in closet. Additional highlights include a double garage and well-designed living areas ideal for comfortable family living. Conveniently located just 1 mile from LEGOLAND, and approximately 35-45 minutes from the Disney parks, this home sits in the heart of Central Florida.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,639
Status:
Active
MLS#:
L4959947
Type:
Single Family
Subdivision:
Florida Highland Co
Lot size:
0.25 Acres
Year built:
1976
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Well-maintained 3-bedroom, 2-bath home located on a .25-acre corner lot with a peaceful wooded backdrop in desirable SE Winter Haven. This home offers a spacious layout with multiple living areas, including a large family room for everyday living and a formal living room with soaring ceilings that create a bright, open feel. A formal dining room with built-in cabinetry provides the perfect space for hosting dinners and gatherings. The updated kitchen features hardwood cabinetry, granite countertops, a custom tile backsplash, stainless steel appliances, a natural gas range, breakfast bar seating, and a closet pantry for added storage. The renovation also included updated flooring. The primary suite includes a remodeled en-suite bathroom with a modern vanity and tiled walk-in shower. A split-bedroom layout offers additional privacy, while the third bedroom with a walk-in closet works well as an office, guest room, or flex space. Outdoor living is just as inviting with a screen-enclosed lanai featuring built-in counter space and cabinetry, along with a beautiful paver deck in the backyard—perfect for relaxing or entertaining while enjoying the wooded setting. The home also features a paver driveway leading to a two-car garage. Additional highlights include a tile roof approximately 15 years old with an expected 50-year lifespan, A/C replaced just 1 year ago, and fresh exterior paint in 2025.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,302
Status:
Active
MLS#:
O6387742
Type:
Single Family
Subdivision:
Harmony On Lake Eloise Phase 4
Lot size:
0.13 Acres
Year built:
2026
A broker reciprocity listing Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC 407-250-7299
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ADDITIONAL INFORMATION

Under Construction. Welcome to Harmony at Lake Eloise, a new home community in Winter Haven. This community is currently offering 14 floorplans that range from single-story to two-story with 3 to 5 bedrooms, up to 3 bathrooms, and 2-3 car garages. Step inside and be greeted by an open floorplan meant for modern living. In the kitchen, you'll find shaker-style cabinets for that elegant touch, along with stainless-steel Whirlpool appliances including a cooktop, oven, and dishwasher. The house's exterior has block-on-block construction, architectural shingles, and stucco for a stylish and durable finish. Inside, smart home technology has been thoughtfully integrated, offering convenience and safety at your fingertips Homes in this neighborhood also come equipped with smart home technology, allowing you to easily control various aspects of your home. Whether it's adjusting the temperature or turning on the lights, convenience is at your fingertips. Living in Harmony at Lake Eloise, you'll enjoy access to all nearby amenities, including the chain of lakes, shopping centers, and golf courses. The convenient location also gives you easy access to major highways, so your commute is a breeze. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

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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 information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. © 2026 MIAMI Association of REALTORS®, all rights reserved.




Winter Haven 33884 Real Estate

Winter Haven is located in Florida. Winter Haven, Florida 33884has a population of 48,707. Winter Haven 33884 is less family-centric than the surrounding county with 24.73% 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 33884 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 33884 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

    $294,018
    25.4%
    change since last quarter
  • # Active listings

    390
    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
Davenport School of the Arts PK - 08 1,086 16 33837
Dundee Elementary Academy PK - 04 512 13.8 33838
Eagle Lake Elementary School PK - 05 473 15.8 33839
Eastside Elementary School PK - 05 1,040 16.3 33844
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
Horizons Elementary School PK - 05 1,059 16.8 33837
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
Loughman Oaks Elementary School PK - 05 1,027 15.1 33837
Pinewood Elementary School PK - 05 678 14.7 33839
South McKeel Academy PK - 08 1,167 16.7 33803
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
Crystal Lake Middle School 06 - 08 942 15.4 33801
Denison Middle School 06 - 08 842 15.9 33880
Discovery Academy of Lake Alfred 06 - 08 1,040 18.3 33850
Dundee Ridge Middle Academy 05 - 08 677 15.4 33838
Jere L. Stambaugh Middle 06 - 08 851 17.7 33823
Lake Alfred-Addair Middle School 06 - 08 827 18.4 33850
Lake Gibson Middle School 06 - 08 1,130 16.6 33809
Lake Marion Creek Middle School 05 - 08 964 18.2 34759
Lakeland Highlands Middle School 06 - 08 1,217 18.4 33813
Mulberry Middle School 06 - 08 1,035 18.2 33860
Shelley S. Boone Middle School 06 - 08 923 17.4 33844
Southwest Middle School 06 - 08 852 16.4 33803

High Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Auburndale Senior High School 09 - 12 1,640 19.5 33823
Bartow Senior High School 09 - 12 2,039 17 33830
George W. Jenkins Senior High 09 - 12 2,319 20 33813
Haines City Senior High School 09 - 12 2,422 20.4 33844
Kathleen Senior High School 09 - 12 2,124 19.9 33815
Lake Gibson Senior High School 09 - 12 1,834 19.9 33809
Lake Region High School 09 - 12 1,892 19.9 33839
Lake Wales Senior High School 09 - 12 1,439 22.1 33853
Lakeland Senior High School 09 - 12 2,139 18.3 33801
Ridge Community High School 09 - 12 2,462 20.9 33837
Tenoroc High School 09 - 12 1,170 16.3 33801
Winter Haven Senior High School 09 - 12 1,953 22.2 33880

Ungraded Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
* Davenport Community Campus 09 - 12 309 34.3 33837
* Highlands Youth Academy 09 - 12 80 7.3 33825
* Maynard A. Traviss Career Center 08 - 12 243 4 33803
* Polk County Sheriff's Central Center 07 - 12 32 16 33830
* Ridge Career Center 09 - 12 123 3.2 33881
* Transition School 11 - 12 59 33830
Bartow Youth Academy 06 - 12 22 11 33830
Bill Duncan Opportunity Center 06 - 12 169 12.1 33803
Davenport Adult and Career Education Center AE - AE 0 33837
Don E Woods Opportunity Center 06 - 12 127 9.1 33838
Doris A. Sanders Learning Center PK - 12 88 5.2 33801
East Area Adult School AE - AE 0 33823
ESE Countywide KG - 12 81 8.1 33801
Future School UG - UG 0 33830
Gause Academy of Leadership 06 - 12 240 12 33830
Jean O'Dell Learning Center PK - 12 77 7.7 33830
Karen M. Siegel Academy PK - 12 166 9.2 33850
McKeel Academy of Technology 06 - 12 1,166 16.2 33815
Mulberry Step Up Academy UG - UG 0 33860
New Horizons 06 - 12 16 16 33860
Pace Center for Girls 06 - 12 45 7.5 33815
Polk County Sheriffs Regional Detention Center 05 - 12 30 10 33830
Polk Full Time Eschool KG - 12 104 33801
Polk Halfway House 05 - 12 23 11.5 33830
Polk Pre-Collegiate Academy 09 - 10 109 33823
Polk Virtual Franchise 06 - 12 0 33801
Polk Virtual Instruction (Course Offerings) PK - 12 0 33801
Polk Virtual Instruction Program KG - 12 43 131 33801
Ridge Teen Parent Program 06 - 12 71 33881
Roosevelt Academy 06 - 12 290 11.6 33853
Sheriff's Youth Villa 05 - 12 7 3.5 33830
West Area Adult/Community School AE - AE 0 33815
Winter Haven Pace 01 - 12 5 33880

Demographics near Winter Haven, FL 33884

Zip Code City
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