Winter Haven Homes with Buyer Approval Required Community Features

Winter Haven Homes with Buyer Approval Required Community Features

Welcome to Winter Haven, Florida – a captivating city nestled in the heart of Polk County, renowned for its stunning lakes and vibrant community spirit. Known as the "Chain of Lakes City," Winter Haven boasts over 50 sparkling lakes, making it a paradise for water enthusiasts and nature lovers alike. The picturesque scenery is complemented by a rich array of recreational activities, from fishing and boating to hiking and bird watching.

Winter Haven is not only a haven for outdoor activities but also a thriving hub for culture and entertainment. The city is home to the famous LEGOLAND Florida Resort, offering fun-filled adventures for families and visitors of all ages. With charming downtown shops, delightful dining options, and a calendar full of local events, there's always something exciting happening in this welcoming community.

For those considering a move to Winter Haven, the housing market offers a variety of options, including homes within communities that require buyer approval. These exclusive neighborhoods are designed to foster a close-knit community atmosphere while ensuring that residents enjoy a high standard of living. With well-maintained amenities and a focus on community engagement, these homes provide a perfect blend of comfort and security.

Whether you're drawn to the serene lakes, the vibrant community, or the charming homes, Winter Haven is a city that truly has it all. Experience the warmth of Florida living and discover your dream home in this enchanting city today!

Newest Winter Haven Homes with Buyer Approval Required Community Features

$145,000
3 Beds ⋅ 2 Baths ⋅ Imperial Harboursphases 01 & 02 SubDv. ⋅ 33880 Zip Code
**Welcome to Imperial Harbours, a beautifully maintained 55+ active community surrounded by gorgeous landscaping and offering access to Winter Haven’s Chain of Lakes!** This spacious **3-bedroom, 2-bath second-floor corner condo** offers over 1,226 sq. ft. of comfortable living with an open-concept living/dining area, lovely kitchen with beautiful countertops and abundant cabinetry, plus an enclosed bonus room perfect for an office, sitting area, or hobby space. The generous primary suite features a private bath and large walk-in closet. Enjoy the peace of mind of a **BRAND-NEW A/C**, newer double-pane windows, updated bathroom vanities, fresh interior paint, and an in-unit washer and dryer. Additional features include an exterior storage unit, elevator access, covered assigned parking, guest parking, and community car wash. Enjoy resort-style amenities including a **heated pool, fitness room, billiards, recreation room, shuffleboard, BBQ grills, gazebo, fishing, dock access, and nearby boat ramp.** HOA includes **water, internet, cable, and trash!** Conveniently located near hospitals, restaurants, shopping, and everyday essentials. **Come experience the Florida lifestyle at Imperial Harbours—schedule your private showing today!**

333 Lake Howard Drive Nw Unit 204D, Winter Haven
$175,000
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Welcome home to 6107 Grand Oaks Dr SE, nestled in the friendly Garden Grove Oaks 55+ community, where YOU OWN YOUR LAND—NO LOT RENT! Situated on a beautifully landscaped DOUBLE LOT, this charming 2-bedroom, 2-bath home offers plenty of space inside and out. The second lot is a true highlight, featuring beautiful landscaping and a large pergola that creates the perfect spot to relax, entertain, or simply enjoy the Florida sunshine.Inside, you'll love the beautiful kitchen with gas range, spacious primary bedroom with walk-in closet, and air-conditioned side porch providing additional year-round living space. Double-pane windows installed in 2017 come with a transferable lifetime warranty, while the vinyl roof-over installed in 2013 also carries a lifetime warranty. Natural gas heating, clothes dryer, and hot water heater add to the home's comfort and convenience. Garden Grove Oaks offers a welcoming 55+ lifestyle with a clubhouse, heated community pool and spa, shuffleboard and a variety of activities to enjoy. Conveniently located in SE Winter Haven near shopping, restaurants, medical facilities and Hwy 27, everything you need is just minutes away. Come discover the extra space, comfortable Florida lifestyle, and wonderful community!

6107 Grand Oaks Drive Se, Winter Haven
$107,000
2 Beds ⋅ 2 Baths ⋅ Imperial Harboursphases 01 & 02 SubDv. ⋅ 33880 Zip Code
This fully furnished 2-bedroom, 2-bathroom condominium is located on the third floor of the Imperial Harbours 55+ active community in Winter Haven, Florida. Situated directly along Lake Howard with direct entry to the Chain of Lakes, the 1,134-square-foot unit offers water views, updated laminate flooring, a walk-in primary closet, and a dedicated Florida room. Residents enjoy a low-maintenance lifestyle with a monthly $440 condo fee covering community pool access, dock and fishing pier amenities, cable TV, and exterior insurance, along with an assigned carport space and elevator access. A perfect winter home...no snow shovel needed!

333 Lake Howard Drive Nw Unit 302B, Winter Haven
$198,000
2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates Add SubDv. ⋅ 33881 Zip Code
Welcome to this UPDATED & WELL-MAINTAINED home located in Lake N Golf Estates, a desirable LAKEFRONT, LAND-OWNED, no pet 55+ community in Winter Haven. This SPACIOUS home features an OPEN FLOOR PLAN with vaulted ceilings and offers 2 bedrooms and 2 bathrooms, plus a living room, family room, dining room, dinette, bonus room, office, walk in storage closet, enclosed Florida room, and a workshop, providing over 2600 total SF. This home also comes partially furnished. The spacious island kitchen features GRANITE countertops, a breakfast bar, coffee bar, glass cooktop, Stainless appliances and a walk-in pantry. The family room has a built-in entertainment center with cabinets, TV included. Dinette has wainscoting. The dining room has a bay window. Both bedrooms have walk in closets. The home office has a mini-split air conditioner and comes equipped with a large desk/workstation and bookshelves. Numerous major updates were completed in 2024, including a NEW ROOF, A/C, CARPORT, SIDING, ELECTRICAL BREAKER BOX and REFRIGERATOR, upgraded insulation in roof over carport and enclosed Florida room. Additional improvements include updated Window World windows, updated flooring and a water purifier, making this home truly move-in ready. A GOLF CART IS ALSO INCLUDED! Oversized lot (126x51). Lake N Golf Estates offers an affordable Florida lifestyle with LOW HOA FEES of just $550 per year. Residents enjoy access to community amenities including a swimming pool, spa, clubhouse, shuffleboard, community boat ramp and dock, with boat slips available subject to availability. Conveniently located near Hwy 27 with easy access to shopping, dining, medical facilities and everything Winter Haven has to offer. Don't miss the opportunity to enjoy comfortable Florida living in this established lakefront community!

6627 Westchester Drive Ne, Winter Haven
$134,990
1 Beds ⋅ 1 Baths ⋅ Fairview Village SubDv. ⋅ 33881 Zip Code
Welcome Home to Easy Florida Living! Come discover this beautifully maintained 2023 Skyline Park Model, installed in August 2022 and thoughtfully designed with comfort, convenience, and relaxation in mind. From the moment you arrive, you’ll appreciate the new concrete driveway, newer roof, central air, spacious storage, and inviting outdoor living opportunities. Inside, the home offers an open and comfortable layout with a large pantry, dining island, electric fireplace, walk-in shower, and a bedroom spacious enough for a king-size bed. The home is being offered with many furnishings and features, including a French-door refrigerator, electric range, microwave, washer/dryer combo, water softener, blinds, generator ready and more. The lifestyle is just as appealing! The 99-year perpetual lease is renewable for only $1, while the current $90 monthly association fee includes water, sewer, trash, seasonal lawn maintenance, heated pool access, clubhouse, and a variety of community activities. Enjoy shuffleboard, horseshoes, billiards, ping pong, and a community dock with direct canal access to Lake Henry, complete with a pier bench and fire pit. Whether you’re looking for a seasonal retreat, a comfortable Florida getaway, or a place to enjoy the relaxed community lifestyle, this one is ready for you to come see and fall in love with it! Financing Available!

7060 Fairview Village Circle, Winter Haven
$115,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
OVER $19,000 IN RECENT UPGRADES MEANS THE BIG-TICKET WORK HAS ALREADY BEEN DONE! This fully furnished Oakwood Estates home features a new roof (2023), plus new HVAC, electric water heater, rain gutters, and exterior porch tile (2024). Step inside to a bright, welcoming interior filled with natural light from double-pane windows. Luxury vinyl plank flooring flows throughout. The kitchen features stainless steel appliances, white cabinetry, wood-look countertops, and a newer sink. Built-in cabinetry adds charm and storage to the dining area, which opens to a spacious living room. Both bedrooms are generously sized, with a walk-in closet in the primary. A separate laundry room includes the washer and dryer. Enjoy additional living space in the Florida room and enclosed lanai, perfect for relaxing and enjoying the Florida lifestyle. Hurricane shutters, vinyl siding, and an updated electrical panel add even more value. Oakwood Estates is a gated, resident-owned 55+ community with two heated pools, two clubhouses, pickleball and tennis courts, shuffleboard, bocce ball, miniature golf, a fishing lake and pier, RV and boat storage, library, activities center, and an active social calendar. Major updates done, furnishings included, and ready for you to move in and enjoy!

4332 Cherrywood Street, Winter Haven
$179,000
2 Beds ⋅ 2 Baths ⋅ Brookhaven Village SubDv. ⋅ 33881 Zip Code
Beautifully maintained 2-bedroom, 2-bathroom furnished home located in a well-established 55+ community that combines comfort with convenience. Roof 2025, A/C 2025, Water Softener 2026, New Carport/Shed (Right) & fresh paint. Low HOA fee of just $34 per month, giving residents access to a clubhouse, swimming pool, and planned activities. Conveniently located near shopping, dining, medical facilities, and everything. Winter Haven has to offer, this home provides excellent value and peace of mind. Schedule your private showing today.

6458 Hollyberry Lane Ne, Winter Haven
$200,000
2 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 01 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 home. This one can be a real charmer with your personal touches. Bright, light, and open floor plan. 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!

2338 Salzburg Loop, Winter Haven
$147,500
2 Beds ⋅ 2 Baths ⋅ Lakeridge Condo SubDv. ⋅ 33881 Zip Code
Welcome to Lakeridge — Easy Florida Living with Beautiful Spring Lake Views! Take a look at this fantastic move-in-ready 2-bedroom, 2-bathroom condo in Lakeridge, a gated 55+ community in Winter Haven with great lake views. With 1,347 square feet of living space, this home offers plenty of room to relax, along with thoughtful updates and beautiful views of Spring Lake. As you step inside, you'll find an updated kitchen with plenty of updates including, soft close cabinets and drawers, granite counter tops, a pantry closet, and stainless-steel appliances. The kitchen opens into the spacious great room, making it easy to cook, visit, and entertain at the same time. The 26' x 14' great room flows into the Florida/bonus room, a comfortable spot to unwind while enjoying the lake view. Furnishings are negotiable! There's also a large storage closet for added convenience in the Florida room. The primary bedroom is approximately 16' x 14', with plenty of space for a king-size bed. It includes a walk-in closet and a private bathroom with a walk-in shower and double vanity. Spring Lake views can be enjoyed from both the primary bedroom and the main living areas. Recent updates include new energy-efficient, double pained windows, carpet and tile. The washer and dryer are included, along with all of the stainless-steel kitchen appliances, so you can move in and settle right away. The entertainment system-65" Smart TV, 5-speaker Surround System w/Subwoofer, Blue Ray, Stereo with AM/FM Radio, Speakers, and Antenna is also included and complements the built-in electric fireplace, creating a cozy space for relaxing or spending time in your space. Lakeridge makes everyday living easy and low maintenance. The monthly condominium fee includes water, sewer, cable, fiber-optic internet, trash removal, reserves, and use of the recreational facilities. Residents can enjoy a heated pool, tennis courts, shuffleboard, a community room, gated entrances, and a covered assigned parking space. An additional assigned storage bin is conveniently located on the same floor. The community also offers social activities for residents who enjoy meeting neighbors and staying involved. When you need to run errands, Lakeridge is close to shopping, grocery stores, restaurants, medical offices, and the hospital. Lakeridge is an age-restricted 55+ community. One small pet may be approved. The property is non-smoking, and an electric vehicle charger is available on-site for owners. If you're looking for a spacious condo with lake views, comfortable living areas, included amenities, and a maintenance-free lifestyle, this home is worth seeing. It could be the comfortable Florida retreat you've been waiting for. Information is believed to be accurate but is not guaranteed. Measurements are approximate.

1776 6th Street Nw Unit 504, Winter Haven
$54,900
2 Beds ⋅ 1 Baths ⋅ Lakeside Ranch For Mobile Homes SubDv. ⋅ 33881 Zip Code
Welcome to Lakeside Ranch, a desirable 55+ community in Winter Haven. This charming 2-bedroom, 1-bath home offers the added benefit of land ownership with NO lot rent! Features include a newer roof and hurricane shutters for added peace of mind. Enjoy a relaxed Florida lifestyle with lake access and community boat ramps, perfect for boating, fishing, and enjoying the outdoors. A great opportunity for year-round living or a seasonal Florida retreat.

213 Lakeside Ranch Circle, Winter Haven
$119,000
2 Beds ⋅ 2 Baths ⋅ Lakeridge Condo SubDv. ⋅ 33881 Zip Code
Virtually Staged. Virtually staged bedroom. CENTRAL FLORIDA LAKE VIEW CONDO- THIS IS THE ONLY GATED 55+ CONDOMINIUM COMPLEX IN WINTER HAVEN. (Slightly younger buyer could possibly get approved.) NEW ENERGY-EFFICIENT WINDOWS IN THIS IMMACULATE, MOVE-IN READY 2 BEDROOM 2 BATH CONDO. WATER HEATER is 2025 & CENTRAL AIR CONDITIONER is a 2020. The kitchen is larger than most condo kitchens & the unit has a total of 1,347 sq. ft. of living area. MONTHLY FEE INCLUDES-WATER, SEWER, CABLE, FIBER OPTIC INTERNET, TRASH REMOVAL, CONDO RESERVES & use of recreational facilities- HEATED POOL, tennis, shuffleboard, community room, gated entrances & covered assigned parking space. All appliances & washer/dryer are included. The 26'x14' great room adjoins the additional FL/bonus room with large storage closet. The 16X14 foot master bedroom easily accommodates a king-size bed & has a walk-in closet & en-suite bathroom with walk-in shower. The 2nd bedroom includes a space-saving drop-down Murphy bed. The 2nd bathroom has a tub/shower combination. The linen closet is near the washer & dryer for convenience. Lakeridge is close to shopping, places of worship, groceries, restaurants, medical offices & hospital. Extra assigned storage on the same floor. Social activities available, if you wish to participate. Lakeridge is well-maintained, well-managed & passed inspections & studies with flying colors. Electric car charger on site for owners use. YOU ONLY HAVE TO PAY FOR YOUR ELECTRICITY HERE, AS EVERYTHING ELSE IS INCLUDED IN THE MONTHLY FEE. ONE SMALL PET MAY BE APPROVED. NON SMOKING PROPERTY. Quick Closing is available. Information believed to be accurate but not guaranteed. Measurements are approximate.

1776 6th Street Nw Unit 409, Winter Haven
$135,000
2 Beds ⋅ 2 Baths ⋅ Winter Ridge Condo SubDv. ⋅ 33881 Zip Code
Welcome to 242 Winter Ridge Drive in Winter Haven! This charming 2-bedroom, 2-bathroom home offers a comfortable and inviting open floor plan designed for easy everyday living and entertaining. The spacious living and dining areas flow seamlessly together, creating a bright, welcoming feel throughout the main living space. Both bedrooms offer plenty of room and privacy, with two full bathrooms adding convenience for homeowners and guests alike. Whether you're searching for a primary residence, seasonal Florida getaway, or low-maintenance home, this property offers plenty of potential. Conveniently located in Winter Haven with easy access to shopping, dining, medical facilities, and all that Central Florida has to offer. Schedule your private showing today and come see what 242 Winter Ridge has to offer!

242 Winter Ridge Boulevard Unit 242, Winter Haven
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