Winter Haven Homes with Deed Restrictions Community Features

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

$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

$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

$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

$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

$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

$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

$299,990

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

$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

$355,000

4 Beds ⋅ 2 Baths ⋅ G5118766 MLS

Virtually Staged. Move-in ready and built in 2024! This beautifully maintained 4-bedroom, 2-bath home offers nearly 1,900 sq. ft. of thoughtfully designed living space with an open-concept layout and desirable upgrades throughout. The spacious kitchen features quartz countertops, stainless-steel appliances, a large center island, and pantry, opening seamlessly to the living and dining areas. Tile flooring enhances the main living spaces, with carpet in the bedrooms. Additional features include an epoxy-finished garage floor, rain gutters, security cameras that convey, and solar panels. Enjoy Florida living on the enclosed screened lanai, complete with roll-down shades and patio furniture that convey, overlooking a fully fenced backyard. Located just minutes from Lake McLeod and a public boat dock, with convenient access to shopping, dining, schools, and major roadways. No CDD, low HOA fees that include high-speed internet, and a seller-provided one-year home warranty! A wonderful opportunity to own a move-in-ready home with valuable upgrades already in place. Schedule your private showing today!

2303 Jagger Lane, Winter Haven

$164,900

2 Beds ⋅ 2 Baths ⋅ P4940184 MLS

Welcome to Lake 'n Golf Estates, a 55+ lakefront community where YOU OWN THE LAND! No lot rent, no land lease, and an incredibly affordable HOA fee of just $550 annually, approximately $46/month! This beautifully upgraded, spacious double-wide manufactured home offers 1,534 sq ft of living space and 1,930 total sq ft, situated on a desirable corner lot with an oversized driveway, covered carport, enclosed Florida room, and additional bonus room and storage area What truly sets this property apart is the extensive list of improvements and upgrades completed by the current owners, offering tremendous value and peace of mind to the next homeowner. Major improvements include a NEW 2024 ROOF, NEW 2024 AIR CONDITIONING SYSTEM, whole-house DOUBLE-PANE WINDOWS including the sliding glass door, an upgraded 100-amp electrical panel with some new breakers, and significant plumbing improvements throughout the home. The sellers have invested in both the beauty and functionality of this property, a new induction stove, overhead range hood, garbage disposal, odor humidity fans in bathroom, updated bathroom vanities, new bathroom sinks and faucets, shower heads, toilets, interior doors, door hardware, ceiling fans, lighting, smoke detectors, and beautiful new baseboards throughout. Fresh interior paint, updated window coverings, and attractive plank flooring enhance the home's welcoming atmosphere. The spacious kitchen provides abundant cabinetry and counter space, while the open living and dining areas provide an inviting setting for entertaining family and friends. A convenient bar/coffee area with a newly installed sink adds another wonderful feature for gatherings . The large primary suite features a walk-in closet and private bathroom, a california king fits in this room comfortably, while the 2nd bedroom has its own bathroom access. There is an enclosed sunroom, featuring updated flooring, fresh paint, and blackout curtains. Beyond the cosmetic improvements, the owners have also addressed important exterior maintenance and drainage needs, including a French drain system, driveway drains, a new sump pump beneath the home, upgraded exterior plumbing with a convenient water shutoff valve, four new outdoor faucets, rebuilt rain gutters, new access beneath the home, additional ventilation turbines, landscaping, and a new mailbox and exterior lantern. A four-point inspection was completed in February 2025, adding to the property's documented maintenance history. And the lifestyle is just as impressive as the home! Lake 'n Golf Estates offers residents a heated community swimming pool, relaxing hot tub, clubhouse, shuffleboard courts, golf-cart-friendly streets, and community boating amenities with access to beautiful Lake Henry, perfect for fishing and enjoying Florida's waterfront lifestyle. Conveniently located near shopping, restaurants, medical facilities, Highway 27, and major Central Florida attractions, this community offers an appealing combination of recreation, convenience, and affordability. With DEEDED LAND, LOW ANNUAL HOA FEES, extensive upgrades, generous living space, and outstanding community amenities, this home presents an incredible opportunity to enjoy the Florida retirement lifestyle without the burden of expensive monthly lot rent. All appliances inclued and furnishings may be negotiable. Don't miss the opportunity to make this beautifully improved home your own and start enjoying everything Lake 'n Golf Estates has to enjoy!

6685 Briarhill Drive Ne, Winter Haven

$349,900

3 Beds ⋅ 2 Baths ⋅ P4940214 MLS

Tucked away on the golf course in the highly sought after Cypresswood Golf and Country Club community of SE Winter Haven with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family pool home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed private POOL deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle.Tucked away on the golf course with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed pool deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle. Whether you’re raising a family, welcoming visiting guests, or enjoying a seasonal escape, this home offers the space, setting, and lifestyle to fit every chapter. The Cypresswood community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando International Airport, and the gulf-side beaches of Tampa/St. Pete! Schedule your private showing today, and don't miss the opportunity to make this incredible home yours.

260 Greenfield Road, Winter Haven

Winter Haven Homes with Deed Restrictions Community Features

Newest Winter Haven Homes with Deed Restrictions Community Features

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