Winter Haven Homes For Sale & Real Estate - 1041 homes

Remarks: Under contract-accepting backup offers. Welcome to your own private backyard retreat in the heart of Winter Haven! This beautifully maintained 3-bedroom, 2-bath pool home sits on a spacious .31-acre lot with NO HOA and offers the perfect blend of comfort, convenience, and Florida living. The true showstopper is the incredible approximately *983-square-foot covered lanai*, creating an expansive outdoor living space rarely found in homes of this size. Perfect for entertaining, relaxing, outdoor dining, or even a home gym, this massive covered retreat overlooks the sports-style pool, oversized fenced backyard, custom playground, firepit, raised irrigated garden beds, and turf-and-tile entertaining area. Best of all, enjoy spectacular *LEGOLAND fireworks* views right from your own backyard. Inside, you'll find a bright and inviting floor plan with generous living spaces, comfortable bedrooms, and a well-appointed kitchen that flows seamlessly into the living and dining areas. Recent updates provide peace of mind, including a New Roof (2023), New Covered Lanai (2023), whole-home re-plumbing (2024), reverse osmosis system in the kitchen (2024), stainless steel dishwasher (2021), gas water heater (2021), irrigation system for yard (2023), updated light fixtures throughout, Ring security system with automatic flood lights, and added recessed lighting in the living room and kitchen. The outdoor space was thoughtfully enhanced in 2024 with stained fencing, rocked and irrigated landscape borders, a fully sealed playground, and beautifully designed gathering spaces that make this property ideal for everyday living and entertaining alike. Conveniently located just minutes from Downtown Winter Haven, LEGOLAND Florida Resort, major hospitals, shopping, dining, and everyday conveniences, this move-in-ready home offers the perfect combination of location, lifestyle, and value. Don't miss this rare opportunity to own a beautifully updated pool home with an extraordinary outdoor living experience. Schedule your private showing today!

Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)

Listing Agent: Jenna Henderson (850-524-3843)

Remarks: Under Construction. Under construction. This new construction build sits on almost an acre (.72) and is a comfortable and cozy home with 3 bedrooms, 2 bathrooms and 1,467 square feet of living space. The foyer opens to the spacious dining and great rooms, with raised ceilings throughout the home, and there's convenient access to the outdoor patio from the living space. The kitchen features a large island. The primary bathroom boasts a separate shower and tub, and this home comes equipped with ample storage space including two oversized primary walk-in closets, a pantry in the kitchen, a linen closet and a coat closet. The spacious (413 sq ft) 2-car garage provides additional storage and laundry space. This home is located in a quiet neighborhood off Winter Lake Rd, close to all of the amenities Lakeland or Winter Haven have to offer! With no HOA, there's room for your boat, RV, or other outdoor vehicles. USDA FINANCING AVAILABLE FOR ELIGIBLE BUYERS, WITH NO MONEY DOWN. CALL TODAY FOR MORE DETAILS.

Listing is courtesy of: PORCHLIGHT HOMES LLC (863-529-3369)

Listing Agent: Angie Reynolds (863-838-1090)

Remarks: Under Construction. The Astor is one of our one-story floorplans featured in Harmony at Lake Eloise in Winter Haven, Florida. With 3 exteriors to choose from, the Astor is sure to turn heads. Inside this 3 bedroom, 2 bathroom home, you’ll find 1,565 square feet of comfortable living. This home offers a two-car garage and covered porch in the rear of the home. As you enter, you're greeted with a spacious living area, coat and linen storage closets and dedicated laundry room. The kitchen located in the center of the home features quartz countertops, an island, stainless steel appliances and a pantry. You’ll never be too far from the action with the living and dining area to the immediate left and right. The primary bedroom has an attached bathroom that features a walk-in closet, double sink vanity and all the space you need to get ready in the morning. Every bedroom features carpeted floors and a closet. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. Like all homes in Harmony at Lake Eloise, the Astor includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away.*Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)

Remarks: Under Construction. Ready in August 2026! The Atwood floor plan features 3 bedrooms, 2 full baths, approximately 1,600 sq. ft., an open-concept design, spacious kitchen island, private primary suite, and thoughtfully designed living spaces that combine comfort, style, and everyday functionality in a growing Central Florida location. Willowbrook North offers modern single-family homes in a boutique Winter Haven community near Lake Fannie and Willowbrook Golf Club, with convenient access to shopping, dining, Downtown Winter Haven, US-27, and I-4.

Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)

Listing Agent: Adam Schott (407-270-2747)

Remarks: Welcome to this beautifully maintained waterfront home on an oversized lot in the desirable Island Lakes community. This contemporary residence combines comfort, functionality, and breathtaking lake views. Step inside to discover an open-concept floor plan with soaring cathedral ceilings, abundant natural light, and a desirable split-bedroom layout. The spacious primary suite has views of the lake and access to the screened in back porch. The ensuite includes a large walk-in closet, dual vanity, soaking tub, shower and private water closet. The comfortable great room flows seamlessly into the kitchen and dining areas, creating the perfect setting for everyday living and entertaining. Secondary bedrooms are generously sized and perfect for family and guests. The true highlight of this property is the direct frontage on Lake Rochelle, part of Winter Haven's renowned Chain of Lakes. Your private dock is perfect for fishing or parking your boat. Enjoy peaceful views and breezes from the screened rear porch overlooking the water. Roof replaced in 2024, all new LVP in the family and dining rooms. Whether you enjoy boating, fishing, water sports, or simply relaxing by the lake, this property offers the Florida lifestyle you've been dreaming of. Pack your bags and move in today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Amy Moline (407-506-7447)

Remarks: This charming 4-bedroom, 2-bathroom new construction build features an open floor plan and 1,778 square feet of living space, all while sitting on a .73 acre lot. The spacious great room, with high vaulted ceilings is perfect for family movie nights in, with convenient access to the back patio. The large open kitchen caters to family living as well as entertaining with its lengthy seated bar for that delicious morning breakfast, and is located perfectly in between the great room and dining area. The ample primary bedroom is enhanced by its dual-sink vanity bathroom and walk-in closet featuring a linen closet within. Additionally, the spacious garage provides additional storage and leads directly into the home’s designated laundry space. This home is located in a quiet neighborhood off Winter Lake Rd, close to all of the amenities Lakeland or Winter Haven have to offer! With no HOA, there's room for your boat, RV, or other outdoor vehicles. USDA FINANCING AVAILABLE FOR ELIGIBLE BUYERS, WITH NO MONEY DOWN. CALL TODAY FOR MORE DETAILS.

Listing is courtesy of: PORCHLIGHT HOMES LLC (863-529-3369)

Listing Agent: Angie Reynolds (863-838-1090)

Remarks: PRICE REDUCED!!! This is the best Deal in Harmony on Lake Eloise, and the seller will also assist with buyer's loan closing cost! The Seller has upgraded everything with custom finishes throughout! The open, light and bright floor plan is perfect for entertaining with a welcoming kitchen that is the heart of the home & features a solid-surface island large enough to seat six guests. Stainless appliances and a spacious pantry are just a couple of amenities creating the perfect place for "the chef". The spacious primary suite offers a generous walk-in closet, dual sinks and a walk-in shower. The additional bedrooms are of ample size and beautifully positioned to allow privacy for all. Enjoy the Florida lifestyle with two covered patios! Outdoor living on the rear patio is complete with a fabulous porch swing, perfect for cookouts and relaxing. The large backyard is surrounded by beautifully enhanced landscaping in a tropical setting to ensure privacy. This home is one-of-a-kind and feels like a custom-built property, the upgrades include the following: High-end water treatment system, interior and exterior repaint completed, crown molding throughout, French doors, recessed lighting in 3 rooms, ceiling fans, light fixtures, patio swing, custom window treatments, upgraded guest bathroom vanity, framed mirrors, designer hardware for showers and sinks, extensive landscaping and rear irrigation & more! Located between Tampa & Orlando in the master community of "Harmony on Lake Eloise", a premier lakefront community with all of the "amenities" - resort style pool, gazebos and picnic area, sidewalks, scenic walking paths, ponds and designated bicycle access way, just minutes from medical, shopping, downtown area with upscale dining, minutes to boating on the chain of lakes, local schools & LEGOLAND. Harmony is also located in close proximity to the Polk Parkway for easy access to Lakeland, Tampa & Orlando. Call today for an appointment to see all this beautiful home and neighborhood has to enjoy!!!

Listing is courtesy of: THE K TEAM REAL ESTATE SERVICES LLC (863-604-1601)

Listing Agent: Cathy Kluytenaar (863-604-6220)

Remarks: Discover this stunning 2023-built home in the growing Lucerne Park area of Winter Haven, offering the perfect blend of space, comfort, and modern design. Situated on an oversized lot, this 4-bedroom, 3-bath home with a 3-car garage features over 3,000 square feet of living space with an open and functional floor plan ideal for entertaining and everyday living. The large kitchen overlooks the main living area, creating a bright and welcoming space for gatherings. The spacious primary suite features a walk-in closet and private bathroom, while the additional bedrooms provides flexibility for family, guests, or a home office. Enjoy the oversized backyard with plenty of room to relax, entertain, or create your dream outdoor oasis. Conveniently located near shopping, dining, schools, and just minutes from LEGOLAND Florida Resort, this move-in ready home is a fantastic opportunity in one of Winter Haven’s growing communities.Seller is offering a contribution toward the buyer’s closing costs, helping reduce out-of-pocket expenses at closing.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Jessica Delgado (407-520-0159)

Remarks: New construction home with 1819 square feet on one-story including 4 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with, Quartz countertops Samsung stainless steel appliances, a walk-in pantry, and a spacious counter height island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. "Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey.

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: Under Construction. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Welcome to your own slice of paradise! Set on a picturesque lot with serene water views, this stunning pool home offers the lifestyle buyers dream about. Enjoy morning coffee overlooking the water, afternoons by the sparkling screened pool, and evenings entertaining on the expansive lanai. Designed for both relaxation and gathering with family and friends, this home seamlessly blends indoor comfort with exceptional outdoor living. Located in one of Winter Haven's established communities, you'll enjoy the perfect balance of peaceful surroundings and everyday convenience. This is more than a home—it's a lifestyle. Highlights include: Private screened swimming pool Spacious covered lanai for outdoor entertaining Well-maintained home with inviting living spaces Desirable Winter Haven location Convenient access to shopping, dining, and recreation Ideal for enjoying the Florida lifestyle year-round **Home is currently on AirBnb so showings are limited based on bookings ** FREE Incentive: Sellers preferred lender offering a 1-0 temporary rate buydown and/or lender credits up to 1 point for qualified buyers.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Brooke Bass (813-763-7103)

Remarks: Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Picture yourself in this top-floor, 3-bedroom, 2-bathroom condo with a Sun/Florida room, nestled in the desirable Imperial Harbor community of Winter Haven. With easy access via an elevator, this is the peaceful 55+ retreat you’ve been searching for!Imagine waking up and enjoying a morning stroll to the private community dock on Lake Howard, where you can cast a fishing line or set off on a boat ride—and yes, boat docking is INCLUDED in your HOA dues! Spend your afternoons soaking in the heated pool, staying active in the fitness center, or playing a friendly round of shuffleboard or billiards. This is truly resort-style living at its finest. Centrally located only about 45 minutes to Tampa or Orlando.Step inside to discover a bright, open layout with a spacious kitchen, perfect for entertaining. The primary suite boasts a walk-in closet, while the additional bedrooms provide plenty of space for guests, hobbies, or a home office. Plus, the in-unit laundry closet comes equipped with a washer and dryer for ultimate convenience.Best of all, your water, basic cable, and internet are included, making for effortless, low-maintenance living. This is the dream lifestyle you deserve—schedule your private tour today and make it yours!

Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)

Listing Agent: Justin Cans (347-238-0790)

Remarks: Don't miss this move-in ready, recently updated 3 bedroom, 2 bathroom block home with a 2-car garage, situated on a spacious 7,370 sq ft lot in Winter Haven. This 1994 built home features a recently remodeled kitchen with quartz countertops, shaker cabinets, stainless steel appliances, luxury vinyl plank flooring, updated bathrooms, and fresh paint throughout! Major components like the roof and A/C have both been updated in recent years, with plenty of life remaining for added peace of mind. The open living room features a shiplapped fire place. Out back, enjoy the newly installed paver patio, perfect for grilling, relaxing, or entertaining in the spacious yard. This is a great value for a well-updated home with both indoor and outdoor space at an affordable price point with a low HOA! FHA and VA friendly! *Some photos have been virtually staged*

Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)

Listing Agent: Philip Bach, Pa (786-351-2294)

Remarks: Under Construction. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Attention investors, landlords, and value-add buyers! Opportunity knocks at 132 Longfellow Rd in SE Winter Haven. This block home offers approximately 1,470 square feet with 2 bedrooms, 1.5 baths, a spacious lot, and strong upside potential. Located in an established neighborhood close to shopping, restaurants, schools, and major commuter routes, this property presents an excellent opportunity for renovation, rental hold, or resale. The seller is seeking the strongest offer and intends to review all offers submitted within the first 10 days on market. Cash buyers, investors, and buyers looking for a project are encouraged to take a look. Whether you're expanding your rental portfolio, looking for your next flip, or searching for a value-add property in a desirable Winter Haven location, this is one you'll want to evaluate quickly. Property is being sold as-is. Schedule your showing today and submit your highest and best offer before the review period ends.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Chad Lindsey (863-660-7837)

Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 6053 Southern Oaks Drive SE in the highly desirable Garden Grove Oaks, a friendly 55+ community where you own your land—no lot rent! This beautifully maintained and fully furnished 2-bedroom, 2-bath home offers 1,104 square feet of comfortable living space, plus an additional 190-square-foot Florida Room featuring all-new windows, creating the perfect spot to relax, entertain, or enjoy your morning coffee. The bright, inviting interior features an inside laundry room and comes complete with new kitchen appliances, making this home truly move-in ready. Major updates provide peace of mind, including energy-efficient windows installed throughout the home in 2020, a new water heater (2022), insulated Florida room roof update (2023), A/C replaced in 2019, and a roof installed in 2016. Whether you're looking for a year-round residence or the perfect Florida retreat, this home offers low-maintenance living in one of Winter Haven's most sought-after active adult communities. Garden Grove Oaks features a clubhouse, heated pool and spa, shuffleboard, and a full calendar of social activities—all with a low HOA and the added benefit of land ownership. Conveniently located near shopping, restaurants, medical facilities, golf courses, and major highways, this home is ready for you to start enjoying the Florida lifestyle.

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Anita Lowe (863-269-6461)

Remarks: Virtually Staged. Move-In Incentive Available! Qualified buyers who finance with our affiliated lender may choose one of the following: a 4.5 interest rate or $5,000 toward closing costs (buyer must qualify; incentive applies only when using our affiliated lender). Welcome to this stunning 3-bedroom, 2.5-bath two-story home located on a quiet cul-de-sac in the desirable Lake Lucerne II community. Built in 2024 and beautifully enhanced with thoughtful upgrades, this home offers the peace of new construction with the added value buyers are looking for. The backyard is truly a showstopper, featuring a screened enclosure and backing up to conservation land with a serene pond view, creating the perfect setting to enjoy your morning coffee or unwind at the end of the day. Vinyl fencing along the sides and a rear metal fence preserve privacy without obstructing the view. Inside, the home features high ceilings throughout, luxury vinyl flooring (with carpeted stairs and tile in bathrooms and laundry), an open-concept floor plan, and elegant design touches including a detailed foyer wall and a charming electric fireplace in the living room. The upgraded kitchen boasts stone countertops, beautiful cabinetry, stainless steel appliances, a large island with bar seating, and a pantry, making it ideal for both everyday living and entertaining. Downstairs also includes a flex room perfect for a home office or guest space, a half bath, and a 2-car garage. Upstairs, a spacious loft offers endless possibilities, family room, playroom, or potential 4th bedroom. The primary suite is a true retreat, featuring tray ceilings, generous space for a king-sized bed, and an upgraded California Closet–designed walk-in closet offering exceptional storage and organization. The primary bath includes dual sinks and a walk-in shower. Two additional bedrooms, a full bath, and a well-appointed laundry room with sink complete the upper level. Additional upgrades include a whole-home water filtration system, security system, and a hybrid heat-pump water heater that efficiently heats water while cooling the garage. Enjoy resort-style living with no CDD, a community clubhouse, two pools, and a playground. Conveniently located near shopping, golf courses, and with easy access to I-4, you’re perfectly positioned between Orlando and Tampa, sunrise to sunset. This home is move-in ready and truly special. Schedule your private showing today and experience it for yourself.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Luisa Hurtado (646-259-1153)

Remarks: NEW LISTING IN CENTRAL FLORIDA. CONDO IN 55+ Gated Community. This condominium provides 1.347 SF of living area 2 bedrooms, 2 baths, Bonus room with views of Spring Lake & is located in the beautiful City of Winter Haven. Lakeridge Condominiums offers a maintenance free lifestyle with heated pool, tennis, shuffleboard, community room, gated secured entrances and covered assigned parking space. Water, sewer, cable, internet, trash removal and use of recreational facilities are included in the monthly fee. This well appointed move in ready condo has a large bright kitchen with lots of cabinets, great counter space, appliances and pantry closet. The kitchen overlooks the great room that also adjoins the additional bonus area and storage closet. The primary bedroom has a walk in closet & bathroom with a walk in shower. Beautiful views of Spring Lake can be enjoyed from the Primary bedroom & living areas. Washer/Dryer are included. Convenient to shopping, groceries & restaurants. Extra assigned storage bin on same floor. Lakeridge Condominiums is an age restricted, well maintained & well managed community.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Lisa Simpson (863-412-0393)

Remarks: Virtually Staged. NO CDD!! Newer 4 bedroom home for sale in Winter Haven, Florida, located in the Lake Lucerne II community in Polk County with no CDD fees and a low quarterly HOA. Built in 2023 by KB Home, this single-story residence offers approximately 1,707 square feet of modern living space designed for comfort, accessibility, and long-term value. Thoughtfully designed with universal design features, the home includes 36-inch interior doorways, a no-step entry, and a smooth, open floor plan that allows for easy movement throughout the property. The split-bedroom layout provides added privacy, making it ideal for families, multigenerational living, or guests. Inside, 18-inch ceramic tile runs through most of the main living areas, creating a clean and cohesive look. The spacious primary suite features a walk-in closet and automatic window blinds for added convenience. The kitchen serves as the focal point of the home, offering granite countertops, stainless steel appliances, and a seamless connection to the great room, making it well suited for everyday living and entertaining. Outdoor living is enhanced by an extended covered lanai and a fully vinyl-fenced backyard, providing space for pets, gatherings, or private relaxation. Situated on a 0.17-acre lot, the property offers manageable outdoor space without high maintenance requirements. Additional features include a two-car attached garage, public water and sewer, access to a community pool, and location in Flood Zone X. Conveniently positioned in Winter Haven with access to Highway 17 and the I-4 corridor, this home allows for an easy commute to Lakeland, Tampa, and Orlando while maintaining the comfort of a residential neighborhood setting. Eligible for FHA, VA, conventional, or cash financing, this property is ideal for buyers searching for a move-in ready 4 bedroom home built in 2023 in Winter Haven with modern construction, accessibility features, and no CDD fees.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Jacqueline Mazurowski (863-206-0110)