Winter Haven Retirement Communities

Winter Haven offers numerous options when searching for retirement or senior communities. There are several 55+ communities in Winter Haven including gated lakefront communities, golf course communities, condos, villas, mobile homes and more. If you are looking for an age restricted community, contact us and we will be happy to help.

To view homes for sale in this area, contact the The Stones Real Estate Firm!  To see all homes for sale in the city, click Winter Haven Real Estate.

Take a look at our FREE Buyer’s Guide.  You can also find other homes with our MLS Map Search. Read our blog to find Current Events, or browse information about Schools and Community Information.

If you would like more information about buying or selling in an adult lifestyle community, contact us. Michael Stone: 863.412.9733 – Deanna Stone: 863.412.2080

Price
Beds
Baths
For Sale / All Types
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New Listing - 5 hours online
$131,000
2
BED
2
TOTAL BATHS
1,132
SQFT
1591 Oakview Circle SE Winter Haven, FL 33880
Villa For Sale
- Active

The villa you are inquiring about is located in a quiet SE Winter Haven 55+ retirement community called Oakview. This is a clean, 2 BR/2 BA, Open Split BR plan. Ceiling fans in several rooms. You have two living areas and a nice sized screened in pa

New Listing - 5 hours online
$199,500
2
BED
2
TOTAL BATHS
1,599
SQFT
4088 Carteret Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

This Fabulous 2 Bedroom, 2 Bath with a Den Home is sited in the Desirable Maintenance Free Gate Community of Traditions at Lake Ruby. This Well Kept Home offers an Eat in Kitchen enhanced with Maplewood Cabinetry featuring Soft Close Hinges, Breakfas

New Listing - 2 days online
$89,900
2
BED
2
TOTAL BATHS
1,030
SQFT
333 Lake Howard Drive NW #203B Winter Haven, FL 33880
Condo For Sale
- Active

ENJOY THE BEAUTIFULLY MAINTAINED GROUNDS AND FANTASTIC VIEWS OF LAKE HOWARD FROM THIS VERY CLEAN AND WELL MAINTAINED 2 BEDROOM, 2 BATH CONDO LOCATED IN THE 55+ COMMUNITY OF IMPERIAL HARBOURS. THIS UNIT INCLUDES A LIVING ROOM/DINING ROOM COMBO WITH BR

New Listing - 3 days online
$83,500
2
BED
2
TOTAL BATHS
1,248
SQFT
6409 Oak Grove Drive SE Winter Haven, FL 33884
Mobile Home For Sale
- Active

Great Home in the desirable Garden Grove Oaks! This two bedroom two bath home has a great open floor plan and amazing space! New Roof in August of 2018 and updated plumbing. Cat friendly with cat walks throughout! Enjoy days in the pool, playing shuf

New Listing - 4 days online
$479,900
3
BED
2
TOTAL BATHS
2,459
SQFT
1036 Sawgrass Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

Move right into this AMAZING NEW HOME located in one of Florida's OUTSTANDING 55+ COMMUNITIES! This home has never been occupied and the owner has spared no expense with all the upgrades and custom features! The "CHEF'S KITCHEN" is equipped with st

New Listing - 5 days online
$267,000
2
BED
2
TOTAL BATHS
1,935
SQFT
3848 Traditions Boulevard N Winter Haven, FL 33884
Single Family Home For Sale
- Active

Located in gated 55+ community of Traditions just off of Thompson Nursery Road. This home is a great size for someone wanting to downsize or just come for those cold winter months. Don't suffer in the cold another winter! Come to sunny Florida and

New Listing - 6 days online
$309,900
3
BED
3
TOTAL BATHS
2,589
SQFT
3970 Bedford Avenue Winter Haven, FL 33884
Single Family Home For Sale
- Pending

ABSOLUTELY STUNNING 3 BEDROOM 3 BATH HOME PLUS AN OFFICE/DEN IN PHASE TWO OF TRADITIONS FEATURES A TRIPLE SPLIT FLOOR PLAN WITH TWO MASTER SUITES PLUS A 3-CAR GARAGE!!! You will love the large gathering room that leads out onto the screen enclosed pa

New Listing - a week online
$270,000
3
BED
2
TOTAL BATHS
2,320
SQFT
2584 Salzburg Loop Winter Haven, FL 33884
Single Family Home For Sale
- Active

Enjoy spacious living in this 3 Bedroom /2 Bath home in Vienna Square, a gated 55+ community in Winter Haven. The open floor plan offers tile in the entry, dining, living, kitchen and laundry room areas. The office is located directly off of the liv

New Listing - a week online
$64,900
2
BED
2
TOTAL BATHS
805
SQFT
4523 Redwood Street Winter Haven, FL 33880
Mobile Home For Sale
- Active

Check out this reasonably priced home in Oakwood Estates. This home is in excellent condition with all new paint inside. The AC is approximately 10 years old with a new compressor 5 years ago. The home is completely furnished...all you need to do

New Listing - a week online
$95,000
2
BED
2
TOTAL BATHS
987
SQFT
6357 Lolly Bay Loop NE Winter Haven, FL 33881
Single Family Home For Sale
- Active

VERY NICE AND MOVE IN READY FURNISHED 2BR 2BA MODULAR HOME BUILT OF WOOD AND SIDING. ONE CAR HEATED GARAGE. 55 AND OVER COMMUNITY WITH BACKGROUND CHECK. 17'X12' BEAUTIFUL ENCLOSED FLORIDA ROOM WITH VINYL WINDOWS AND SCREENS. NO REAR NEIGHBORS. ALL

New Listing - a week online
$85,000
2
BED
2
TOTAL BATHS
1,056
SQFT
6426 Jacaranda Avenue NE Winter Haven, FL 33881
Mobile Home For Sale
- Active

Move in ready furnished 2 bedroom 2 bath home located in a 55+ community. Formal living room and formal dining room, built in china cabinet, eating space in kitchen, enclosed Florida room. View of community pool and clubhouse. Community offers hea

New Listing - 2 weeks online
$78,500
2
BED
2
TOTAL BATHS
1,056
SQFT
411 Village Circle SW Winter Haven, FL 33880
Mobile Home For Sale
- Active

Lovely 2BR/2BA Home in Village Park, a 55+ community featuring a clubhouse, heated pool, shuffleboard, and motor home/boat parking. Great room with vaulted ceilings and sliding doors to the enclosed Florida room. Eating space in kitchen as well as a

New Listing - 2 weeks online
$177,000
2
BED
2
TOTAL BATHS
1,275
SQFT
3408 Grenville Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

TRADITIONS SINGLE FAMILY HOME! Brand New Listing! Welcome home to this Gated Community with amenities galore! This 2 Bedroom, 2 Bath home is well-maintained by the current owner. Open Kitchen overlooks the Dining Area! Large Great Room, nice size Mas

New Listing - 2 weeks online
$110,000
2
BED
2
TOTAL BATHS
1,232
SQFT
6076 Southern Oaks Drive SE Winter Haven, FL 33884
Mobile Home For Sale
- Active

AFFORDABLE FLORIDA LIVING AT ITS FINEST! Located in beautiful Garden Grove Oaks, this wonderful manufactured home makes it possible to enjoy all the perks of a fantastic 55+ community with tons of amenities & low monthly fees, plus you own the land,

New Listing - 2 weeks online
$94,500
2
BED
2
TOTAL BATHS
1,400
SQFT
6710 Canterbury Drive NE Winter Haven, FL 33881
Mobile Home For Sale
- Active

Enjoy this very nice home, new carpet, new air conditioner ,new dishwasher. Family room has large closet, Florida room has plenty of room to entertain, Furnished home. Enjoy the sun sets off the Florida room New 8x19 smith built shed This home sho

New Listing - 2 weeks online
$228,000
2
BED
2
TOTAL BATHS
1,530
SQFT
5109 Winged Foot Lane Winter Haven, FL 33884
Single Family Home For Sale
- Active

This 2 Bedroom, 2 Bath, 2 Car Garage Bali Home is located on a very private home site. The large Backyard has Very Upgraded Landscaping with Birds of Paradise and Palms to enjoy. This Home site backs up to the outside edge of the community. Some o

New Listing - 2 weeks online
$94,900
2
BED
2
TOTAL BATHS
1,347
SQFT
1776 6th Street NW #303 Winter Haven, FL 33881
Condo For Sale
- Active

NEW LISTING! Immaculate, move-in ready, 3rd floor condominium in the desirable 55+ community of Lakeridge Condominiums. This 2-bedroom, 2-bathroom unit has 1347 square feet and features beautiful lake views of Spring Lake! This unit is clean and well

New Listing - 2 weeks online
$95,000
2
BED
2
TOTAL BATHS
1,296
SQFT
6503 Raintree Lane NE Winter Haven, FL 33881
Mobile Home For Sale
- Active

Nicely furnished and well kept 2 bedroom with 2 bathrooms in 55 and over community. Roof, air conditioner and windows were replaced in 2005. Built in china cabinet in Dining Room. Very large master bedroom. Lg Florida Room on front of house looking o

New Listing - 2 weeks online
$52,000
2
BED
2
TOTAL BATHS
1,040
SQFT
178 Sweet Circle Winter Haven, FL 33884
Mobile Home For Sale
- Active

YOU OWN THE LAND! This is a super cute mobile home in a quaint neighborhood located Winter Haven is a must see. Yes, you do own the land!! This adorable 2 bedroom 2 bath has over 1,000 sqft with a large living room and even has a Jacuzzi on the back

New Listing - 2 weeks online
$289,900
3
BED
2
TOTAL BATHS
1,815
SQFT
5481 Hogan Lane Winter Haven, FL 33884
Single Family Home For Sale
- Pending

Priced about $60,000 below an identical new home with water frontage, this immaculate, open floor plan home being sold fully furnished is definitely one not to miss! The 4-year old three bedroom St Croix floor plan has been the snowbird home for its

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