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Winter Haven, FL Rentals Homes and Communities

Winter Haven, Florida, is a charming city perfect for active adults 55+, known for its beautiful chain of lakes and relaxed lifestyle. With a warm climate and picturesque surroundings, Winter Haven offers plenty of outdoor activities, including boating, fishing, and watersports. Residents can explore the scenic beauty of Bok Tower Gardens, stroll along the historic downtown area, and enjoy local shops and restaurants. The city also boasts a vibrant arts and cultural scene, with theaters and music venues. Winter Haven provides a welcoming and engaging environment for a fulfilling retirement.

Rental retirement communities in Winter Haven FL feature the same homes and amenities as other communities, but offer short-term, seasonal, and annual rentals as well.

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Four Lakes Golf Club

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1432 Sq. Ft.

1676 Glen Abby Lane (LOT #718)
Winter Haven, FL 33881

718

BRIGHT & CHARMING HOME ON THE 11th GREEN! 2002 Jacobsen Lot 718 | $109,900 | 2 Bedroom | 2 Bath | 1,432 sq. ft. This well-maintained two-bedroom, two-bath home offers over 1,432 sq. ft. of living space. The interior features spectacular views of the ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

Four Lakes Golf Club

Exact Location MatchExact Location Match

3 Beds | 2 Baths | 1534 Sq. Ft.

1726 Glen Abby Lane (LOT #683)
Winter Haven, FL 33881

683

LAKEFRONT HOME - PRICED TO SELL! 2002 Jacobsen Lot 683 | $149,900 | 2 Bed | 2 Bath | 1,534 sq. ft. $10,000 price reduction PLUS - Receive 6 months FREE lot rent with purchase! Welcome "home" to this spectacular and stunning two bed, two bath home located ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

Four Lakes Golf Club

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1400 Sq. Ft.

1711 Woodmount Lane (LOT #527)
Winter Haven, FL 33881

527

UPDATED HOME ON INTERIOR LOT! 1999 Homes of Merit Lot 527 | $152,500 | Two Bed | Two Bath | 1,400 sq. ft. Welcome "home" to this completely remodeled two-bed, two-bath home offering 1, 400 sq. ft. of living space with a split-plan layout! The exterior ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

Four Lakes Golf Club

Exact Location MatchExact Location Match

3 Beds | 2 Baths | 2479 Sq. Ft.

1702 Glen Abby Lane (LOT #705)
Winter Haven, FL 33881

705

TRIPLE ENJOYMENT WITH A GOLF COURSE VIEW! 2002 Homes of Merit Lot 705 | $189,900 | 3 Bed | 2 Bath | 2,479 sq. ft. This three-bed, two-bath beauty is spacious and clean with updates throughout!  The interior provides over 2,000 sq. ft. of living space ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

Four Lakes Golf Club

Exact Location MatchExact Location Match

3 Beds | 2 Baths | 1677 Sq. Ft.

2435 Crooked Stick Drive (LOT #326)
Winter Haven, FL 33881

326

CLEAN AND COMFORTABLE 3 BED | 2 BATH WITH GARAGE! 1998 Jacobsen Lot 326 | $159,900 | 3 Bed | 2 Bath | 1,677 sq. ft. This split plan home is a favorite floor plan for so many reasons. Two traditional bedrooms, plus den with double French doors that could ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

Four Lakes Golf Club

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1474 Sq. Ft.

928 La Quinta Blvd. (LOT #210)
Winter Haven, FL 33881

210

CHARMING GOLF COURSE GETAWAY! 1998 Lot 210 | $129,900 | Two Bed | Two Bath | 1,474 sq. ft. Located on the main drive of La Quinta Blvd. is a darling two bed, two bath gem perfectly situated on the 9th tee of our private 18-hole Golf Course! This property ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

Four Lakes Golf Club

Exact Location MatchExact Location Match

2 Beds | 2 Baths

1263 Las Brisas Lane (LOT #419)
Winter Haven, FL 33881

419

SPLIT PLAN HOME ON GOLF COURSE! 1998 Nobility This two-bedroom split plan home is waiting for a discerning buyer to see the charm here that can translate into a dollhouse! Sold mostly unfurnished, the buyer will have a fun opportunity to create the ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

Four Lakes Golf Club

Exact Location MatchExact Location Match

3 Beds | 2 Baths | 2172 Sq. Ft.

2121 Lawsonia Loop (LOT #434)
Winter Haven, FL 33881

434

LAKEFRONT LIVING WITH PRIVATE DOCK! 1996 Jacobsen Lot 434 | $159,900 | 3 Bed | 2 Bath | 2,172 sq. ft. Nestled on the Chain of Lakes, you'll find a spacious three bed, two bath home with a 35 x 10 enclosed lanai that overlooks the Golf Course and tranquil ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

Four Lakes Golf Club

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1934 Sq. Ft.

2006 Wentworth Place (LOT #569)
Winter Haven, FL 33881

569

UNIQUE HOME ON GOLF COURSE! 2000 Homes of Merit Lot 569 | $109,000 | Two Bed | Two Bath | 1,934 sq. ft. Located on the quiet street of Wentworth Place, you’ll find a spacious and unique two bed, two bath with views of the 16th green. The close proximity ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

Four Lakes Golf Club

Exact Location MatchExact Location Match

3 Beds | 2 Baths | 1969 Sq. Ft.

1694 Glen Abby Lane (LOT #709)
Winter Haven, FL 33881

709

TRIPLE-WIDE BEAUTY ON GOLF COURSE AND POND! 2000 Homes of Merit Lot 709 | $178,500 | 3 Bed | 2 Bath | 1,969 sq. ft. This spacious and beautiful 3-bedroom, 2 bath home features two living areas with a dynamic open design that has been completely remodeled ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

The Hamptons Golf & Country Club - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1092 Sq. Ft.

153 Southhampton Blvd
Auburndale, FL 33823

Site # 153 Addr: 153 Southhampton Blvd

If you area discerning buyer looking for a home that is not too large you really do not want to pass on this gorgeous home. Many many updates starting with the home being fully furnished. New insulated windows throughout home - Jan. 2024. Laminate flooring ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

The Hamptons Golf & Country Club - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 960 Sq. Ft.

82 Vista Wy
Auburndale, FL 33823

Site # 082 Addr: 82 Vista Wy

If you are looking for a smaller home be sure you put this gorgeous home on your list. The home is right and the price is right !! Laminate flooring throughout the home adds a special touch. Large living room the full width of the home. New roof approximately ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

The Hamptons Golf & Country Club - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1196 Sq. Ft.

477 Goldenrod Cir N
Auburndale, FL 33823

Site # 477 Addr: 477 Goldenrod Cir N

Be sure you have an opportunity to see this gorgeous home. It has been extremely well taken care of by its owner. The color selections on the interior are well done and the home is extremely clean. Tile and laminate flooring throughout. Home comes partially ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

The Hamptons Golf & Country Club - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1008 Sq. Ft.

779 Royal Forest Dr
Auburndale, FL 33823

Site # 779 Addr: 779 Royal Forest Dr

This special offering is extremely rare ! Not often is a home available to buy where the bigger expense items have already been completed. How about a new metal roof that is only one month old !! The home Air Conditioner is only one month old !! Doesn ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

The Hamptons Golf & Country Club - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1107 Sq. Ft.

57 Southhampton Blvd
Auburndale, FL 33823

Site # 057 Addr: 57 Southhampton Blvd

This stunningly renovated home, located in a Premier 55+ Active Community is a must-see for anyone looking for a move-in ready gem! From the moment you step inside, you'll be greeted by fresh, modern appeal, thanks to the brand-new paint throughout. ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

The Hamptons Golf & Country Club - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1232 Sq. Ft.

245 Golf View Dr
Auburndale, FL 33823

Site # 245 Addr: 245 Golf View Dr

Located in a Premier 55+ Active Community this beautiful home comes with a new A/C unit (July 2024). This home also has one of the few Garage in this community with 2 closet plus a work bench. Inside this wonderful home you have plenty of room, at the ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

The Hamptons Golf & Country Club - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1232 Sq. Ft.

251 Lynhurst Dr
Auburndale, FL 33823

Site # 251 Addr: 251 Lynhurst Dr

Be sure you do not miss out on this special offering ! THE PRICE IS NEGOTIABLE ! THE SELLERS ARE EAGER TO SELL! The location is BEAUTIFUL ! The home is bright and airy inside ! This home overlooks the water and the 10th. hole ! It s a great place to ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

The Hamptons Golf & Country Club - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1316 Sq. Ft.

173 Golf View Dr
Auburndale, FL 33823

Site # 173 Addr: 173 Golf View Dr

Be sure you do not miss out on this SPECIAL OFFERING ! The home is beautiful, the location is OUTSTANDING, the water view from the rear lanai is gorgeous and the price of all this being offered is going to make it one of the best buys to come around ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

The Hamptons Golf & Country Club - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1904 Sq. Ft.

374 Inverrary Dr
Auburndale, FL 33823

Site # 374 Addr: 374 Inverrary Dr

IT S BIG IT S BEAUTIFUL IT S A TRIPLE WIDE ! If you are a discerning buyer looking for a larger home you really want to put this home on your list ! Tape/textured walls and laminate flooring throughout the home gorgeous. The third section is ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

The Hamptons Golf & Country Club - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1176 Sq. Ft.

279 Lynhurst Dr
Auburndale, FL 33823

Site # 279 Addr: 279 Lynhurst Dr

This gorgeous home has got to be seen to see all the many many updates that have been competed - almost too many to mention. Starting with laminate flooring throughout the home. New roof on home and carport. Insulated windows. Home A/C approximately ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Waterfront Living (or near), Rental Homes

Winter Haven, Florida, is a charming city perfect for active adults 55+, known for its beautiful chain of lakes and relaxed lifestyle. With a warm climate and picturesque surroundings, Winter Haven offers plenty of outdoor activities, including boating, fishing, and watersports. Residents can explore the scenic beauty of Bok Tower Gardens, stroll along the historic downtown area, and enjoy local shops and restaurants. The city also boasts a vibrant arts and cultural scene, with theaters and music venues. Winter Haven provides a welcoming and engaging environment for a fulfilling retirement.

Rental retirement communities in Winter Haven FL feature the same homes and amenities as other communities, but offer short-term, seasonal, and annual rentals as well.

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