Winter Haven Homes with Deed Restrictions Community Features

Winter Haven Homes with Deed Restrictions Community Features

Welcome to Winter Haven, Florida, a picturesque gem nestled in Polk County that offers a perfect blend of small-town charm and modern amenities. Known for its stunning lakes and vibrant community, Winter Haven is a haven for outdoor enthusiasts and families alike. With over 50 lakes, including the famous Chain of Lakes, residents can enjoy boating, fishing, and breathtaking sunsets year-round. The city is also home to a thriving downtown area, where you can find delightful boutiques, cozy cafes, and a variety of dining options that cater to every palate.

One of the standout features of Winter Haven is its welcoming neighborhoods, particularly those with deed restrictions. These communities are designed to maintain the aesthetic appeal and value of the homes, ensuring a harmonious environment for all residents. The deed restrictions often include guidelines on property maintenance, architectural designs, and landscaping, which promote a sense of pride in homeownership. Families will appreciate the well-kept parks, community amenities, and safe streets that these neighborhoods provide.

Additionally, Winter Haven boasts excellent schools, recreational facilities, and a rich cultural scene, making it an ideal place to raise a family or enjoy retirement. Whether you’re looking for a charming single-family home or a modern townhome, Winter Haven's deed-restricted communities offer a variety of options that cater to diverse lifestyles. Experience the warmth and vibrancy of Winter Haven—your perfect home awaits in this delightful Florida city!

Newest Winter Haven Homes with Deed Restrictions Community Features

$819,900
4 Beds ⋅ 3 Baths ⋅ Waterford Oaks SubDv. ⋅ 33884 Zip Code
Welcome to 9469 Waterford Oaks Drive, a beautifully maintained and spacious custom built home offering an exceptional combination of comfort, privacy, upgrades, and Florida living in the highly desirable, gated community of Waterford Oaks! A pavered, circular driveway provides an impressive approach to the home with plenty of space for vehicles and guests. Inside, the home features soaring ceilings, elegant archways, crown molding, custom built-ins, a beautiful fireplace, and generous living spaces throughout. The grand primary suite is a true private retreat, featuring two walk-in closets and an expansive primary bath with dual vanity areas, extensive cabinetry, and a large walk-in shower. A dedicated home office with custom built-in cabinetry and bookshelves provides an ideal work-from-home space. Upstairs offers even more flexibility with a large second living room/loft, spacious bedroom, and full bathroom—perfect for guests, family, or a private secondary living area. Outside, enjoy a private screened pool and hot tub/spa with a new spa heater, surrounded by an expansive pool deck with plenty of room for multiple outdoor seating and dining areas. The covered lanai features a high-end built-in outdoor grilling system with a direct gas connection, creating an exceptional space for entertaining year-round. Recent improvements include a new roof, new exterior paint, new hot tub/spa heater, full app-controlled pool automation system, Tesla charger installed in the garage, and multiple filtered-water systems throughout the home. A community boat ramp and dock on Lake Winterset on the Winter Haven Chain of Lakes is just a short distance away. With its spacious floor plan, grand primary suite, private upstairs living area, home office, fireplace, pool and spa, expansive outdoor entertaining space, and extensive recent upgrades, 9469 Waterford Oaks Drive is move-in ready and designed to enjoy the Florida lifestyle.

9469 Waterford Oaks Drive, Winter Haven
$320,480
3 Beds ⋅ 2 Baths ⋅ Harbor At Lake Henry SubDv. ⋅ 33881 Zip Code
Under Construction. New construction home with 1,545 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, 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/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey.

576 Ituna Circle, Winter Haven
$158,500
2 Beds ⋅ 2 Baths ⋅ Lucerne Park Fruit Assn SubDv. ⋅ 33881 Zip Code
Welcome to this spacious, meticulously maintained, and thoughtfully updated double-wide manufactured home on owned land in the highly sought-after 55+ lakefront community of Lake ’n Golf Estates in Winter Haven. Offering a versatile floor plan with multiple living areas, this home beautifully blends modern updates with the relaxed comfort of Florida living. The chef’s kitchen was fully renovated just three years ago and features new countertops, stainless steel appliances, and refreshed cabinetry. The wonderful dining room includes updated built-in cabinetry. Other major improvements include a full carport replacement three years ago, a new AC unit installed in 2020, a main roof replaced approximately three years ago, and a front Florida room whose roof was replaced about nine years ago. Inside you’ll find updated flooring throughout, a convenient indoor laundry room, a front Florida room with central air and heat, and an additional side Florida room with a wall AC unit—perfect for relaxing or entertaining. A spacious double workshop provides plenty of storage, hobby space, or room to park a golf cart. This home comes partially furnished (only furniture not included is master bedroom matching set and TV in living room). Lake ’n Golf Estates offers wonderful amenities including a pool and spa, shuffleboard courts, clubhouse, community lake access, and boat dock. Conveniently located near Highway 27 with easy access to shopping, restaurants, and medical facilities, the community also features impressively, OWN YOUR LAND AND SAVE THOUSANDS PER YEAR, HOA fees of just $550 per year and Move-in ready and packed with value, this home is a must-see—schedule your private showing today!

6703 Canterbury Drive Ne, Winter Haven
$239,900
3 Beds ⋅ 2 Baths ⋅ Winterset 03 A Condo Ph 01 SubDv. ⋅ 33884 Zip Code
3 bedroom, 2 bath ground-floor end-unit condo home with gorgeous views of Lake Winterset and a private 1 car garage—the perfect combination in one of Winter Haven’s most desirable gated communities. Welcome to 701 Magnolia Place, a spacious lakeview residence designed for easy single-level living with approximately 1,180 square feet, durable luxury vinyl plank flooring, and a comfortable, open layout. The living room is anchored by a fireplace and flows naturally into the dining area, creating an inviting space for everyday living and entertaining. The kitchen features white cabinetry, soft close drawers, newer stainless steel appliances, generous counter space, and an adjoining breakfast nook. The primary suite is spacious, measuring approximately 11x16, with lake views, a private bath with walk-in shower, generous closet space and direct access to the back patio. Two additional bedrooms provide flexibility for guests, a home office, hobby room, or den—a combination that makes this 3-bedroom floor plan especially hard to find in Winterset. A second full bath with tub and shower combo completes the interior. Step outside to the private screened porch, where wide-open green space and beautiful Lake Winterset views create the perfect place to enjoy your morning coffee, unwind at the end of the day, and watch sunsets you truly have to see to believe. As an end unit, the home enjoys an added sense of openness and privacy, while the attached one-car garage provides valuable parking and storage. Beyond the residence, the community of Winterset delivers on the Florida lifestyle. Residents have access to a heated lakefront swimming pool and spa, clubhouse, tennis and pickleball courts, shuffleboard, and a private boat ramp with direct access to the Winter Haven Chain of Lakes—opening the door to boating, fishing, water skiing, sunset cruises, and waterfront dining. Shopping, restaurants, medical facilities, LEGOLAND Florida Resort, and downtown Winter Haven are all just minutes away, while convenient routes toward Tampa and Orlando make the location equally appealing for everyday living and weekend adventures. Ground-floor living, an end-unit location, three bedrooms, private garage, screened porch, Chain of Lakes access, resort-style amenities, and gorgeous Lake Winterset views—701 Magnolia Place offers a combination that is difficult to find.

701 Magnolia Place, Winter Haven
$345,000
4 Beds ⋅ 2 Baths ⋅ Lake Lucerne Ii SubDv. ⋅ 33881 Zip Code
Virtually Staged. Newer home with NO CDD and large yard!!! Welcome home to this beautifully maintained 4 bedroom, 2 bath home offering 1,983 square feet of comfortable living space and modern finishes throughout. Built in 2023, this home features a desirable open split-floor plan designed for both everyday living and entertaining. The spacious kitchen boasts granite countertops, large island, stainless steel appliances, and plenty of room to gather with family and friends. The split-bedroom layout provides privacy for the primary suite while keeping the additional bedrooms conveniently accessible. Step outside to enjoy the large yard and relaxing covered lanai—perfect for morning coffee, outdoor dining, or entertaining. Additional highlights include a 2-car garage, new carpet, and no CDD. With its modern construction, spacious layout, and move-in-ready appeal, this home is a must-see!

1425 Engelberg Street, Winter Haven
$310,000
4 Beds ⋅ 2 Baths ⋅ Lake Smart Estates SubDv. ⋅ 33881 Zip Code
3D tour available! Welcome to this spacious 4-bedroom, 2-bath single-family home in the Lake Smart Estates community of Winter Haven. With an open-concept layout and 1,842 square feet of living space, the home offers plenty of room for everyday living and entertaining. Major updates provide added peace of mind, including a new roof in 2026, new A/C in 2024, and brand-new appliances in 2026. The kitchen offers generous cabinet and counter space and opens directly to the main living and dining areas. The primary suite features a walk-in closet and private bathroom with dual sinks and a spacious shower. An interior laundry room and attached two-car garage add everyday convenience. One of the property's biggest highlights is the oversized lot, one of the largest in the community. The expansive backyard provides exceptional outdoor space with plenty of possibilities for entertaining, play areas, gardening, or creating your own Florida outdoor retreat. Lake Smart Estates offers community amenities including a swimming pool, dock, gazebo, and water access. Golf enthusiasts will appreciate having Willowbrook Golf Course just minutes away, a public 18-hole course offering a driving range, putting green, chipping areas, and practice facilities. Conveniently located near US-17, the home provides easy access to Downtown Winter Haven, shopping, restaurants, schools, Polk State College, and everyday services. With four bedrooms, significant recent upgrades, an oversized yard, community amenities, and golf nearby, this move-in-ready home offers an excellent combination of indoor and outdoor space in a convenient Winter Haven location.

3695 Julius Estates Boulevard, Winter Haven
$655,000
4 Beds ⋅ 3 Baths ⋅ Eloise Pointe Ests Phase Two SubDv. ⋅ 33884 Zip Code
Welcome to Eloise Pointe Estates, an established gated community near the shores of Lake Eloise and the Winter Haven Chain of Lakes, just minutes from LEGOLAND Florida Resort. Tucked away at the end of a quiet cul-de-sac, this beautifully maintained 4-bedroom, 3-bathroom home offers 3,001 square feet of living space and an exceptional combination of privacy, comfort, and upgrades. Inside, the spacious kitchen features granite countertops, stainless steel appliances, custom solid-wood cabinetry, and beautiful flooring, with generous living and entertaining spaces throughout the home. The family room is equipped with built-in surround sound, and any mounted televisions will convey. The true showpiece is the private backyard retreat, featuring a heated pool surrounded by lush landscaping—perfect for relaxing, entertaining, or enjoying Florida living year-round. Major improvements include a newer roof, A/C system, carpet and padding, and updated pool equipment, providing added peace of mind for the next owner. The home is also equipped with a buried propane tank serving the indoor fireplace, on-demand hot water heater, gas stove, and outdoor grill connection—adding both comfort and efficiency. With its desirable cul-de-sac location, private pool, spacious floor plan, extensive upgrades, and proximity to shopping, dining, recreation, and Central Florida attractions, this Eloise Pointe Estates home is truly a standout. Schedule your private showing today and experience everything this exceptional property has to offer.

2428 Wildwood Court, Winter Haven
$316,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 4 SubDv. ⋅ 33884 Zip Code
Why wait to build when you can move right in? This 2023-built, 3-bedroom, 2-bath home in VillaMar Phase 4 offers 1,597 square feet and is ready for its next owner! SELLER IS OFFERING $10,000 TOWARD BUYER'S CLOSING COSTS! PLUS, THE 10-YEAR STRUCTURAL BUILDER WARRANTY IS STILL IN EFFECT, offering added peace of mind for the new owner. The open floor plan connects the kitchen, dining, and living areas, making it easy to entertain, host family and friends, or enjoy a night at home. SMART-HOME features include a central control hub, smart front-door lock, Wi-Fi-enabled thermostat, video doorbell, and connected lighting, allowing you to manage select features right from your smart device. Step outside and enjoy the Florida lifestyle without leaving the neighborhood! VillaMar offers resort-style amenities including a community pool, cabana, and playground, with dog parks nearby. The location puts you just minutes from LEGOLAND Florida and Peppa Pig Theme Park, Publix, Walmart, Eagle Ridge Mall, restaurants and shopping along Cypress Gardens Boulevard, and Downtown Winter Haven. US-27, US-17, and Highway 60 are also nearby, providing access to Lakeland, Orlando, and Tampa. WALT DISNEY WORLD is approximately 35 miles away, making weekend trips to the Orlando attractions an easy option. With an established neighborhood and a 2023-built home that's ready now, you can skip the building process, bring your belongings, and start enjoying VillaMar! All information is deemed reliable but is not guaranteed and should be independently verified.

3927 Palazzo Place, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Gardens SubDv. ⋅ 33880 Zip Code
Welcome home to this beautifully designed 3 bedroom , 2 bath split plan home located in a desirable gated community! The open layout creates a spacious, inviting feel, with a large kitchen overlooking the living areas - perfect for every day living and entertaining. Step outside to enjoy a large back yard, offering plenty of room for pets, play, gardening or creating your own outdoor oasis. Located in an area convenient to LEGOLAND, major highways shopping, restaraunts, and Central Florida's world-famous theme parks, this home puts everything you need within easy reach. Best of all, there is no CDD, No flood insurance required, and low HOA, making this an attractive opportunity for both homeowners and investors. A gated community, newer roof, paint and carpet, septic pumped in 2025, all makes this one worth seeing!

106 Majestic Gardens Court, Winter Haven
$140,000
2 Beds ⋅ 2 Baths ⋅ Imperial Villas SubDv. ⋅ 33880 Zip Code
Welcome to easy Florida living in desirable Imperial Villas! This well maintained 2 bedroom, 2 bath villa offers a bright, open layout with a comfortable flow. Roof Replaced 2020. The spacious primary suite includes a walkin closet and private bath, and the screened lanai is perfect for morning coffee or relaxing in the evening. Enjoy the heated community pool and a low maintenance lifestyle, with the HOA covering water, sewer, trash, and exterior maintenance. Conveniently located near Lake Howard, shopping, dining, and downtown Winter Haven, this home blends comfort and convenience. Schedule your private showing today.

345 24th Street Nw Unit 1, Winter Haven
$369,900
3 Beds ⋅ 2 Baths ⋅ Hartridge Hills SubDv. ⋅ 33881 Zip Code
Move-In Ready Custom Home in a Gated Community Near the Airport Ideally located for aviation professionals seeking convenient access to the airport or for families looking for a safe, gated community, this beautifully updated custom home offers the perfect blend of comfort, style, and convenience. Built in 1988, this spacious home features an open floor plan with soaring ceilings, stunning exposed wood beams, solid wood doors, and matching wood baseboards that create warmth and character throughout. The split-bedroom layout provides privacy, while the attached two-car garage adds everyday convenience. The recently remodeled interior showcases numerous upgrades, including luxury vinyl plank flooring, fresh interior paint, and updated lighting throughout. The beautifully renovated kitchen features custom wood cabinetry, granite countertops, and a full suite of matching Whirlpool appliances. Both bathrooms have been tastefully updated with new wood vanities, Delta fixtures, Kohler toilets, and stylish tile finishes. The primary bedroom offers the comfort of new carpeting, and the home features smooth ceilings throughout—no popcorn ceilings. Additional highlights include generous laundry room storage, fresh exterior paint, and numerous major improvements for peace of mind. A new roof was installed in March 2026, along with new double-insulated windows, new irrigation, and professional landscaping. Every major update has been completed—simply move in and enjoy. The HOA fee is just $150 per month and includes lawn mowing and fertilization, making it easy to maintain a beautiful yard year-round.

218 Lake Hartridge Drive Nw, Winter Haven
$198,900
2 Beds ⋅ 2 Baths ⋅ Vienna Square SubDv. ⋅ 33884 Zip Code
Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this 2 bedroom 2 bath Vienna Square Villa with pond and wooded view. Located next door to the clubhouse! The charming kitchen has upgraded ivory cabinets, and quartz counter tops. The oak floors flow from the kitchen, and great room giving a warm quality finish. The roof was replaced in 2022. Sold strictly AS-IS. No renting for the 1st 2 years of ownership in this charming 55+ community. This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low-maintenance lifestyle with reasonable fees, in a welcoming setting. Vienna Square is a beautifully maintained, amenity-rich community designed for easy living. Monthly fees include exterior paint, roof replacement, irrigation water, basic yard maintenance, and a Spectrum Internet/TV package. Residents enjoy access to a community pool, fitness center, billiards, movie nights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

1307 Innsbruck Ct, Winter Haven
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