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2746 Adeline Avenue, Winter Haven
$286,490
3 Beds ⋅ 2 Baths ⋅ O6452190 MLS
Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It also provides homeowners versatile design options. The kitchen features shaker-style cabinets, quartz countertops, and stainless steel appliances, which are sure to both turn heads and make meal prep easy. You’ll bever be too far from the action with the living and dining area right there. In every bedroom, besides the primary bedroom, you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom features luxury vinyl plank flooring that will be sure to stand out. It also has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity, and you also get additional privacy with a separate door for the toilet and shower. Contact us today and find your home at Willowbrook South. *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.*

2746 Adeline Avenue, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299
226 Sunfish Drive, Winter Haven
$345,000
4 Beds ⋅ 2 Baths ⋅ TB8560021 MLS
Welcome to 226 Sunfish Drive in Winter Haven, FL! Built in 2019, this spacious two-story home offers 4 bedrooms, 2 bathrooms, and approximately 2,746 square feet of living space. With a generous floor plan and plenty of room to spread out, this home provides flexibility for everyday living, entertaining, and relaxation. The two-story design offers ample space to accommodate a variety of lifestyles, while the backyard provides opportunities for outdoor enjoyment. Conveniently located in Winter Haven, with access to local shopping, dining, schools, and recreational activities. Whether you’re looking for additional living space or a place to make your own, this property offers plenty of potential. Don’t miss the opportunity to explore all this home has to offer. Schedule your showing today!

226 Sunfish Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS SUBURBAN TAMPA. murraycoleman@kw.com
3996 Giorgio Drive, Winter Haven
$280,000
3 Beds ⋅ 2 Baths ⋅ TB8557854 MLS ⋅ Meritage Homes BLDG.
Under Construction. Brand new, energy-efficient home available by Dec 2026! Enjoy open-concept living with a chef-inspired kitchen overlooking the great room and dining area. The spacious primary suite offers a peaceful retreat and includes a large walk-in closet. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3996 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860
3992 Giorgio Drive, Winter Haven
$389,650
4 Beds ⋅ 3 Baths ⋅ TB8557846 MLS ⋅ Meritage Homes BLDG.
Under Construction. Brand new, energy-efficient home available by Jan 2027! Entertain guests with ease with an open kitchen which overlooks the dining and great room. First floor flex space can be best used to fit your family's needs. Upstairs primary suite features an oversized walk-in closet. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3992 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860
3980 Giorgio Drive, Winter Haven
$340,000
4 Beds ⋅ 3 Baths ⋅ TB8557847 MLS ⋅ Meritage Homes BLDG.
Under Construction. Brand new, energy-efficient home available by Dec 2026! Open floor plan creates a unified living space with a large great room that overlooks the kitchen and dining area. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3980 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860
3965 Giorgio Drive, Winter Haven
$300,000
3 Beds ⋅ 2 Baths ⋅ TB8557848 MLS ⋅ Meritage Homes BLDG.
Under Construction. Brand new, energy-efficient home available by Dec 2026! Configure the flex room in the front of the home to an at home office space or hobby space for the kids. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3965 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860
3984 Giorgio Drive, Winter Haven
$335,000
4 Beds ⋅ 3 Baths ⋅ TB8557849 MLS ⋅ Meritage Homes BLDG.
Under Construction. Brand new, energy-efficient home available by Dec 2026! Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your family's needs and tech area is perfect for a home office. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3984 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860
3945 Giorgio Drive, Winter Haven
$345,000
4 Beds ⋅ 3 Baths ⋅ TB8557850 MLS ⋅ Meritage Homes BLDG.
Under Construction. Brand new, energy-efficient home available by Dec 2026! Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your family's needs and tech area is perfect for a home office. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3945 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860
2991 Plantation Road, Winter Haven
$465,000
4 Beds ⋅ 3 Baths ⋅ L4965961 MLS
Move in Ready in Cypresswood Plantations!! Located in the highly sought-after gated golf community of Cypresswood in Winter Haven. This beautiful custom built home features 4 bedrooms, 3 baths situated on a large, one-third acre lot and boasts 2,625 square feet of living area and offers the versatility of a triple-split floor plan. Fully equipped updated kitchen with granite countertops, island and maple wood cabinetry. The spacious floor plan includes a formal living and formal dining, family room with wood burning fireplace. Primary suite with crown molding and large primary bath, huge tiled shower, dual sinks, and granite countertops. Screened in lanai and whole house generator. Large two car side load garage. Enjoy the quiet, beautiful and peaceful views Cypresswood has to offer, along with a 24-hour manned gated entrance, golf community that features golf, tennis, fitness, community and clubhouse with restaurant and activities. Close to all Florida major attactions, shopping and medical facilities.

2991 Plantation Road, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
209 Fairway Circle, Winter Haven
$67,500
2 Beds ⋅ 2 Baths ⋅ 12038343 MLS
Discover an inviting lifestyle in this updated 2-bedroom, 2-bath home, ideally situated along the golf course in a desirable gated 55+ community of Swiss Golf & Tennis! With a welcoming interior, stylish laminate flooring throughout, and numerous recent improvements, this home offers a wonderful combination of comfort, convenience, and value. Step inside to an open living area featuring a built-in fireplace that creates an attractive focal point and adds warmth and character to the space. The spacious living room flows naturally into the dining area, creating a comfortable setting for everyday living or entertaining. Large windows bring in natural light, while the neutral interior provides a versatile backdrop for your own personal style. The home features a split-bedroom floor plan, with the bedrooms situated on opposite sides of the home for added privacy. This thoughtful layout is ideal for a little extra separation between the primary bedroom and the guest bedroom. The kitchen features attractive gray cabinetry, ample storage, generous countertop space, stainless steel appliances, and a convenient breakfast bar with seating. Its open design allows you to stay connected with the living and dining areas, making it easy to entertain guests. Both bedrooms offer comfortable spaces to relax, while the two full bathrooms provide added convenience for residents and visitors alike. Laminate flooring extends throughout the home for a consistent appearance and easy-care maintenance. Numerous major updates add tremendous appeal and peace of mind. The roof was replaced in 2019, and the AC system, tankless water heater, electrical, and plumbing were updated in 2026. The kitchen appliances are approximately one year old, offering a modern look and added convenience. The golf course setting adds to the appeal, offering a scenic backdrop right outside your home. Whether you're looking to downsize, enjoy a more relaxed pace, or embrace the lifestyle of a 55+ community, this well-updated home is ready for its next owner. With its split-bedroom layout, inviting living space, built-in fireplace, attractive kitchen, extensive improvements, and golf course location, this property is one to put on your must-see list! Property address is 209 Fairway Circle, Winter Haven, FL 33881. 2026 current monthly lot rent is $794.97. All listing information given to Sun Resales, Inc., is considered appropriate and reliable. Measurements are approximate. The buyer assumes full responsibility for obtaining all current rates of lot rent, fees, and pass on costs. Additionally, the buyer is responsible for obtaining all rules, regulations, pet policies, etc., associated with the community, park, or home from the community park manager. Sun Resales, Inc. is not responsible for quoting of said fees or policies. OUT OF TOWN!?!? NO WORRIES, WE CAN DO VIRTUAL SHOWINGS AND WE ARE ABLE TO DO PAPERWORK REMOTELY. Contact Cindy Minnick with Sun Resales

209 Fairway Circle, Winter Haven

Listing courtesy of Cindy Minnick with Sun Resales, Inc.
3976 Giorgio Drive, Winter Haven
$285,000
4 Beds ⋅ 2 Baths ⋅ TB8557852 MLS ⋅ Meritage Homes BLDG.
Under Construction. Brand new, energy-efficient home available by Dec 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3976 Giorgio Drive, Winter Haven

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860
876 Sand Trap Circle, #876 Unit #876, Winter Haven
$36,900
2 Beds ⋅ 1 Baths ⋅ 12038215 MLS
2 Bed | 1 Bath | 700 square foot | $36,900 (Hidden Golf Club- Lot 876) Pay only $299 a month Lot Rent for 6 months! Enjoy the best of the Florida lifestyle in this beautifully renovated home located in a highly sought-after 55+ community! Thoughtfully updated from top to bottom, this move-in-ready gem features all-new everything, including a brand-new roof for added peace of mind. Offering two bedrooms plus a versatile bonus space perfect for a home office, hobby room, guest area, or additional living space, this home combines modern updates with flexible living. Home also features an 8 x 11 screened room perfect for relaxing or entertaining! Large shed and spacious carport with additional concrete pad perfect for your golf cart. Don't miss your opportunity to enjoy comfortable, carefree Florida living in a desirable community! Enjoy Community Amenities such as a private golf course with one-year FREE golf membership, clubhouse with organized activities and social events, 2 Heated swimming pools & spa- one overlooking the lake! Tennis and pickleball courts, fitness center and walking trail. As well as on-site restaurant and pub directly on beautiful Lake Henry! Gated entry and pet friendly. This welcoming community offers a perfect blend of relaxation, recreation, and social connection. Don't miss out on this gem in a peaceful, active adult neighborhood. Call and schedule a showing today!

876 Sand Trap Circle, #876 Unit #876, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities
525 Vittorio Drive, Winter Haven
$316,900
4 Beds ⋅ 2 Baths ⋅ L4965984 MLS
New construction home with 2005 square feet on one-story including 3 bedrooms plus a den, 2 baths, and an open living area. Enjoy an open kitchen with Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious 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 showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

525 Vittorio Drive, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999
1704 Woodmount Lane, Winter Haven
$139,900
3 Beds ⋅ 2 Baths ⋅ 12038163 MLS
3 Bed | 2 Bath | 1512 Sq. Ft. |Lot 517 | $139,900 Welcome to your new 3-bedroom, 2-bath manufactured home located in the beautiful Four Lakes Golf Club community. This charming residence features a spacious split bedroom floor plan, offering privacy and comfort for the whole family. The master bedroom is generously sized, complete with a cedar closet and direct access to a large master bathroom that boasts a huge soaking tub-perfect for relaxing after a long day. The home comes fully furnished, so you can move in without any hassle. Enjoy cooking in the updated kitchen equipped with brand new stainless steel appliances, including a washer and dryer for added convenience. A long, wide driveway leads to a 16' x 16' workshop, providing ample space for hobbies, storage, or projects. This home's prime location is just a short walk from the clubhouse, and as a bonus, it includes one year of free golf membership at Four Lakes Golf Club, making it an ideal choice for golf enthusiasts. Don't miss this opportunity to experience relaxed living in a vibrant community with excellent amenities!

1704 Woodmount Lane, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities
1035 Hook lane, #1035 Unit #1035, Winter Haven
$74,900
2 Beds ⋅ 2 Baths ⋅ 12038184 MLS
2 Bed | 2 Bath | 1539 square foot | $74,900 (Swiss Golf and Tennis- Lot 1035) This spacious and fully furnished home has been very well-maintained! Located in a highly desirable 55+ community and is completely turn-key. Gorgeous corner lot with pond view and no rear neighbors in beautiful location in the community! Highlights include: Newer Roof and AC done in 2024. Huge eat in kitchen with island and newer cabinets. King size primary suite with walk in closet, ensuite bath featuring a garden tub and walk-in shower. Freshly renovated guest bath with tile walk in shower and vanity space. Home also has bonus office/craft space with large pantry. Massive lanai with AC that overlooks pond, plus outdoor patio perfect for relaxing and grilling. Double carport for plenty of parking and huge shed with double doors for all your storage needs. This home has so much to offer-definitely a must-see! This home gives you access to a relaxed, resort-style lifestyle. Enjoy the beautifully maintained 18-hole golf course. One-year FREE golf membership with your purchase! Unwind at the heated pool and spa overlooking beautiful Lake Henry. The community also features an on-site restaurant and pub. Residents also enjoy a variety of recreational activities including tennis, pickleball, and shuffleboard. Call today to schedule a tour!

1035 Hook lane, #1035 Unit #1035, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities
251 Lake Link, Winter Haven
$579,900
3 Beds ⋅ 2 Baths ⋅ L4965972 MLS
Welcome to your own slice of Florida WATERFRONT LIVING! Situated on an oversized .41-acre lot in the desirable GATED COMMUNITY of Lakewood, this 3-bedroom, 2-bath POOL HOME offers a wonderful combination of indoor comfort, outdoor entertaining, and lakefront lifestyle. Accessed by crossing a private bridge, this unique community offers a distinctive setting, and the home is POSITIONED ON LAKE LINK, WHICH HAS A CANAL CONNECTING DIRECTLY TO LAKE OTIS. Enjoy skiing, fishing, or just hanging out on the lake! Inside, the thoughtfully designed split floorplan provides privacy and functionality, with the primary suite separated from the secondary bedrooms. The pool has recent updates including a new variable speed pool pump, new skimmer, new piping, new jets, and a new pool light. The pool also includes a robotic surface cleaner and robotic skimmer skimmer. Beautiful new luxury vinyl plank flooring flows throughout the home, creating a fresh, updated feel. The updated kitchen offers a modern touch and the window to the pool deck is perfect for cooking, entertaining, or an indoor-outdoor BBQ. The primary suite is spacious, and features an updated master bath, dual walk-in closets, and an oversized sliding glass door out to the pool deck. The additional bedrooms offer flexibility for guests, family, or a home office, and the guest bathroom offers a door straight to the pool deck so your guests can use the bathroom without tracking water in the main house. Step outside to discover one of the home's standout features: an oversized swimming pool surrounded by an expansive paver pool deck, offering plenty of room for lounging, entertaining, and enjoying the Florida sunshine. The large lot provides additional space to enjoy the outdoors and is a perfect place to host a party! Big-ticket improvements offer added peace of mind, including a NEW ROOF IN 2024, A NEW ELECTRICAL PANEL IN 2024, AND A NEW HVAC SYSTEM IN 2025. New insulation has also been added in the attic to improve efficiency. Desirable location, updated major appliances, lakefront living, what’s not to love! Schedule your private showing today!

251 Lake Link, Winter Haven

Listing courtesy of WATSON REALTY CORP.. 407-589-1600
100 El Camino Drive Unit 208, Winter Haven
$139,900
1 Beds ⋅ 1 Baths ⋅ O6451540 MLS ⋅ 100 BLDG.
OWNER MOTIVATED Beautiful Condo, Tastefully remodeled, completely updated in 2023. All new appliances, granite counter tops, remote controlled fans, Kitchen and bathroom new cabinets. Come enjoy Florida Living or just retire in style or enjoy it as your Winter Getaway. A small Bonus space may be used as a second sleeping quarters for additional guests. Conveniently located near shopping centers, restaurants, hospitals, churches and more. HOA fees cover your cable, internet, water, sewer, trash pick up and natural gas. Exclusive Carport. Seller will assist you with closing costs or interest rate buy down if needed.

100 El Camino Drive Unit 208, Winter Haven

Listing courtesy of CAPITAL HOMES INC. 800-642-0668
517 Vittorio Drive, Winter Haven
$289,900
3 Beds ⋅ 3 Baths ⋅ L4965970 MLS
New construction home with 1568 square feet on two-story including 3 bedrooms with loft, 2.5 baths, and an open living area. Enjoy an open kitchen, Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious 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, and a tiled shower. Bedrooms 2 and 3 share a bathroom. Plus, 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

517 Vittorio Drive, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999
4490 Rapallo Avenue, Winter Haven
$259,900
3 Beds ⋅ 2 Baths ⋅ L4965968 MLS
New construction home with 1358 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a raised bar, fully open to the 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 private en-suite bath, a tiled shower. Plus, enjoy a covered lanai, 1-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 decor do not convey."

4490 Rapallo Avenue, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999
345 Meredith Boulevard, Winter Haven
$299,990
3 Beds ⋅ 2 Baths ⋅ O6451711 MLS
Under Construction. Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! This Flagler plan is available in a Traditional exterior design. The covered porch opens to a gracious foyer with adjacent flex space and leads to the open island kitchen, cafe and family room. The private garage opens to a hallway with 2 secondary bedrooms and full bathroom with dual sink vanity. The primary suite boasts a large walk-in closet and ensuite bathroom that includes a shower and private water closet.

345 Meredith Boulevard, Winter Haven

Listing courtesy of DRB GROUP REALTY, LLC. 407-270-2747
2434 Edwin Street Ne, Winter Haven
$100,000
3 Beds ⋅ 1 Baths ⋅ L4965496 MLS
NVESTOR OPPORTUNITY! Bring your vision and transform this property into its full potential. This home is ready for a complete renovation and offers an opportunity for an investor, rehabber, or buyer looking for a project. Property is being sold AS-IS. No appliances are included. Buyer and buyer’s agent are responsible for verifying all property information, measurements, condition, utilities, and intended use. Cash only. Schedule your showing and explore the possibilities! Property must be physically seen before submitting offers.

2434 Edwin Street Ne, Winter Haven

Listing courtesy of HARPER REALTY FL, LLC. 863-687-8020
4171 Rolling Oaks Drive, Winter Haven
$190,000
3 Beds ⋅ 3 Baths ⋅ P4940221 MLS
Welcome to this beautifully maintained 3-bedroom, 3-bath home located in the desirable Oakwood Estates, a gated 55+ community in Winter Haven, Florida! This spacious home offers an inviting open floor plan with comfortable living and dining areas, perfect for everyday living and entertaining. The kitchen features ample cabinetry, generous countertop space, and a functional layout. Each of the three bedrooms offers its own bathroom and walk-in closet, providing comfort, privacy, and convenience for family and guests. Enjoy the enclosed patio, ideal for relaxing or entertaining year-round. Additional features include a covered carport, a spacious workshop, and a dedicated laundry area. This home has numerous upgrades throughout and has been lovingly maintained! BEST OF ALL, YOU OWN THE LAND — NO LOT RENT! Enjoy the benefits of ownership with only a low monthly community fee. CO-OP COMMUNITY Oakwood Estates offers an active lifestyle with exceptional amenities, including a clubhouse, two swimming pools, fitness center, shuffleboard, tennis courts, and a full calendar of social activities. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers the perfect combination of comfort, convenience, and community living. Don’t miss this wonderful opportunity to enjoy Florida living at its finest! Schedule your private showing today! Watch the short video and explore the 360° Interactive Aerial Virtual Tour for an even closer look at this home and its surroundings. Enjoy the freedom to zoom in and out, explore the property from every angle, and see as far as the eye can see!

4171 Rolling Oaks Drive, Winter Haven

Listing courtesy of STACEY TOWNS REALTY LLC. 863-422-1585
40th Street Nw, Winter Haven
$52,000
L4965494 MLS
Great opportunity to own a vacant residential lot in an established Winter Haven neighborhood. Whether you’re looking to build for yourself or add land to your investment portfolio, this property offers plenty of potential. Conveniently located near local shopping, schools, dining, and major roadways. Buyer and/or buyer’s agent to verify zoning, lot dimensions, utilities, building requirements, and all intended uses with the appropriate governmental authorities. Drive by and take a look at the possibilities this property! Lot will be cleared of all structures before closing.

40th Street Nw, Winter Haven

Listing courtesy of HARPER REALTY FL, LLC. 863-687-8020
1085 Brenton Manor Drive, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ S5159890 MLS
Virtually Staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-story home in a highly desirable Winter Haven community with low HOA fees! Built in 2015, this property features complete ceramic tile flooring throughout, a new roof installed in 2024, Paid Off Solar Panels and a fully fenced backyard for added privacy. The open living area highlights a custom 3D feature wall with a fireplace, creating a cozy and stylish focal point. Complete with a 2-car garage and all appliances included, this home offers modern comfort and key upgrades. Located in the vibrant Chain of Lakes region near boating and outdoor recreation, plus just 20 minutes from LEGOLAND Florida Resort and 30 miles from Walt Disney World. Schedule your showing today!

1085 Brenton Manor Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES. 407-566-1800
5203 ORCHID TREE LANE, Winter Haven
$39,990
2 Beds ⋅ 2 Baths ⋅ 12034941 MLS
A view of the community tea house will provide a distinctive backdrop to this two-bedroom, two-bathroom manufactured home at 5203 Orchid Tree Lane in Winter Haven. Offered as an estate sale, this new listing is ideal for buyers prepared to give the residence a little attention while enjoying its wonderful floor plan. The seller is seeking a quick closing. An air-conditioning system installed in 2025 provides a significant recent improvement, and the stove was added in February 2025. Most furnishings will remain with the home, helping make the transition easier. Certain items are excluded, so buyers should request the complete list from the listing agent before submitting an offer. Independent inspections are encouraged to assess the property's present condition and any desired repairs or updates. Winter Haven Oaks is a 55+ community offering two clubhouses, two heated swimming pools, pickleball courts, an on-site exercise facility, planned activities, and neighborhood events. Monthly lot rent is currently $568 and will remain at the seller's existing rate through the end of the year. After that, lot rent will adjust to the community's market rate. The pet policy allows up to two pets, each weighing 40 pounds or less. Prospective residents should verify park approval procedures, regulations, and current fees. Located on Winter Haven's southwest side, the community provides convenient access to Polk Parkway and Highway 60. Publix Super Market at Spirit Lake Crossing, a boat launch, public transportation, and the Winter Haven train station are also nearby. Arrange your private showing today. Visit the listing agent's website to explore the virtual tour, then schedule a private, in-person showing! Out of town? No worries! Virtual showings are available, and paperwork with our company can be completed remotely. Feel free to call, text, or email me. I look forward to helping you call your new house a home! All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Our company does not and cannot guarantee or warrant the accuracy of this information or the condition of this property. Measurements are approximate. Some photographs may have been digitally enhanced and may not reflect the property's current appearance. The buyer assumes full responsibility for obtaining current lot rent, fees, and pass-through costs, as well as all rules, regulations, and pet policies associated with the community, park, or home, directly from the community or park manager. Our company is not responsible for quoting these fees or policies. Pricing excludes administrative fees, tags, state and county taxes, and title fees. Financing is available through third-party lenders. Please contact the sales agent for additional information.

5203 ORCHID TREE LANE, Winter Haven

Listing courtesy of Chrissy Walter with Sunset Home Sales
5007 Abigail Drive, Winter Haven
$274,990
4 Beds ⋅ 2 Baths ⋅ G5119301 MLS
Virtually Staged. Under Construction. Welcome to the Bradley, the perfect combination of comfort, style, and functionality. This inviting single-story floor plan features 4 bedrooms, 2 bathrooms, and a 2-car garage, with an open-concept layout that's ideal for everyday living and entertaining. Tile flooring extends throughout the main living areas, creating a seamless and durable finish, while the spacious great room flows effortlessly into the dining area and kitchen.

5007 Abigail Drive, Winter Haven

Listing courtesy of OLYMPUS EXECUTIVE REALTY INC. mls@oerfl.com
3947 Cypress Landing W, Winter Haven
$309,000
3 Beds ⋅ 2 Baths ⋅ TB8559476 MLS
BEAUTIFUL 3-BEDROOM, 2-BATH HOME IN CYPRESS LANDING ON LAKE DEXTER! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage, located in the desirable Cypress Landing community on Lake Dexter in Winter Haven! Featuring extensive recent updates, spacious living areas, and fantastic community amenities, this home offers the perfect blend of comfort, convenience, and Florida living. Extensive Recent Updates! Major improvements include a new roof and updated in 2022, along with numerous renovations completed this year. Updates include a renovated kitchen with new countertops, new bathroom vanities, updated flooring, new lighting and fans, plumbing fixtures, fresh paint and texture, new interior doors, updated trim, new electrical improvements and pluming, and new appliances, including a range, microwave, and dishwasher. A new DECA drainage system was also recently installed in the rear of the home. Upon entering, you are welcomed by an extended foyer that opens into a spacious living area. The generously sized primary suite offers sliding glass doors leading to the lanai, along with an attached primary bathroom featuring a walk-in shower and walk-in closet. Additional highlights include an impressive 26' x 11' sunroom overlooking the backyard—an ideal space for relaxing, entertaining, or enjoying your morning coffee. Enjoy the Cypress Landing Lifestyle! Community amenities include pickleball and tennis courts, a heated swimming pool, a clubhouse, a private boat ramp with water access, and a variety of social clubs and activities for residents to enjoy. Conveniently situated in the heart of Winter Haven, this home offers easy access to shopping, restaurants, entertainment, and local social events, with convenient commutes to Lakeland, Orlando, and Kissimmee. With its extensive updates, spacious floor plan, inviting living spaces, and desirable lake community amenities, this home is a wonderful opportunity to enjoy the best of Winter Haven living!

3947 Cypress Landing W, Winter Haven

Listing courtesy of LING REALTY, LLC. 813-731-5415
718 Eagle Landing Boulevard, Winter Haven
$339,998
4 Beds ⋅ 3 Baths ⋅ O6451407 MLS
Welcome to 718 Eagle Landing Boulevard, a stunning, nearly new 4-bedroom, 2.5-bathroom home that perfectly blends modern style, comfort, and peaceful surroundings! Built just three years ago and barely lived in, this beautiful home has recently undergone fantastic upgrades, including brand-new luxury vinyl flooring throughout all bedrooms and the staircase, with absolutely NO CARPET anywhere in the home! Situated on one of the most desirable lots in the community, this home enjoys a beautiful, wide-open wooded backdrop with NO REAR NEIGHBORS, offering a rare sense of privacy and tranquility. Tucked away toward the quiet rear of the neighborhood, its peaceful setting makes it feel like your own private retreat. Step inside and immediately appreciate the sleek, modern interior, inviting living spaces, and abundance of natural light that fills the home. The thoughtfully designed layout offers four generously sized bedrooms, 2.5 bathrooms, and a spacious garage, providing plenty of room for comfortable everyday living. The oversized primary suite is a true highlight, featuring an exceptionally spacious bedroom, a generous walk-in closet, and an additional storage or closet area for even more convenience. Located in beautiful Winter Haven, famously known as the Chain of Lakes City, this home places you in one of Central Florida's most charming destinations, celebrated for its picturesque lakes, outdoor recreation, and relaxed Florida lifestyle. Enjoy convenient access to Chain of Lakes Park, a recreational destination near Lake Lulu offering sports facilities, open green spaces, and opportunities to enjoy the outdoors. Just a short drive away, discover the excitement of LEGOLAND Florida Resort and the new SEA LIFE Florida Aquarium, along with a wonderful variety of shopping, dining, and entertainment options. Whether you're drawn to lakeside adventures, outdoor activities, or local attractions, Winter Haven offers something for everyone! With its fresh upgrades, contemporary finishes, exceptional lot, and barely lived-in condition, this home offers the look and feel of new construction without the wait! Whether you're enjoying the bright, welcoming interior or the peaceful wooded views out back, every detail makes this property a wonderful place to call home. Homes with this combination of privacy, location, condition, and modern upgrades are hard to find! Don't miss your opportunity to make this exceptional home yours. Schedule your private showing today!

718 Eagle Landing Boulevard, Winter Haven

Listing courtesy of M2M REALTY. 407-401-2275
1638 Seth Drive, Winter Haven
$408,888
5 Beds ⋅ 3 Baths ⋅ S5159911 MLS
Room to spread out in Pinnacle Point! Built in 2022, this two-story Winter Haven home offers 5 bedrooms, 3 full bathrooms, and approximately 2,892 square feet of heated living space on a 0.17-acre corner lot. The living room and kitchen are located on the first floor, while the primary bedroom is upstairs. A two-car attached garage provides parking and storage space. With five bedrooms, there’s flexibility for guests, a home office, or hobbies. Enjoy no CDD fees and an HOA fee of $214 per quarter. Located in Central Florida between Tampa and Orlando, Pinnacle Point offers convenient access to shopping, dining, schools, parks, and medical facilities. Nearby LEGOLAND Florida Resort adds another option for recreation, while access to major highways connects you to destinations throughout the region.

1638 Seth Drive, Winter Haven

Listing courtesy of REAL BROKER, LLC. 855-450-0442
593 Terranova Circle, Winter Haven
$359,000
3 Beds ⋅ 2 Baths ⋅ O6450720 MLS
Welcome to this beautifully maintained 3-bedroom, 2-bath home in the desirable gated community of Terranova! Featuring an open floor plan, vaulted ceilings, and a private screened and heated pool, this home offers comfortable Florida living. Enjoy attractive landscaping with Naval orange and Clementine trees, a screened front porch, energy-efficient Pella windows, and a spacious living room with built-in shelving. The kitchen features ample counter space, appliances, and a breakfast bar overlooking the living area. A separate breakfast nook offers flexible space for dining or a home office. The split-bedroom floor plan provides privacy, with two guest bedrooms and a full bath on one side and a spacious primary suite on the other. The primary suite features dual vanities, a garden tub, a separate shower, and a walk-in closet with custom shelving. The fully fenced backyard features an enclosed lanai, heated screened pool, spacious pool deck, and storage shed. Recent updates include a 2017 roof, upgraded A/C (2014), replaced flooring, upgraded front door, French doors, new garage door opener, and brand-new pool screens. Additional features include a 2-car garage, washer and dryer, and select furnishings, including Sleep Number beds, recliners, and outdoor furniture. Meticulously maintained and ready to enjoy, this Terranova home is a must-see!

593 Terranova Circle, Winter Haven

Listing courtesy of LA ROSA REALTY PREMIER LLC. 407-401-9076

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