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Winter Garden, FL 55+ active adult communities & homes for sale - Page 57

3,517 homes near Winter Garden

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5 rating (1 reviews) Del Webb Oasis
$400Ks - $900Ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.1 rating (55 reviews) On Top of the World
$100Ks - $700Ks
On Top of the World, Ocala, FL
New and Resale | 55+ age-restricted | Built 1981 - present | 10,000 homes
3.8 rating (14 reviews) Sun City Center
<$100k - $500Ks
Sun City Center, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
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3.6 rating (48 reviews) Latitude Margaritaville
$300Ks - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
4.2 rating (10 reviews) Stone Creek
$200Ks - $900Ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
4.1 rating (29 reviews) Oak Run
$100Ks - $500Ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
5 rating (3 reviews) Twin Lakes
$200Ks - $600Ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
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Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.6 rating (5 reviews) Ocala Preserve
$200Ks - $600Ks
Ocala Preserve, Ocala, FL
New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $600Ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
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Questions? Call us: (689) 407-5757
5 rating (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
4 rating (7 reviews) Tampa Bay Golf and Countr...
$200Ks - $400Ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Ocala Palms
$100Ks - $400Ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300Ks - $600Ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
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Questions? Call us: (689) 407-5757
5 rating (5 reviews) SummerGlen
$100Ks - $400Ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 homes
5 rating (1 reviews) Legacy of Leesburg
$200Ks - $400Ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes
Breakaway Trails
$400Ks - $800Ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
Pine Run Estates
<$100k - $300Ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lake Jovita Golf and Coun...
$300Ks - $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale | Age-targeted | Built 1999 - present | 875 homes
Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
Solivita 328 INDIAN WELLS AVE, POINCIANA, FL, 347..., Poinciana, FL 34759
$323,500

2 beds

|

2 baths

|

1,548 sq ft

|

House

328 INDIAN WELLS AVE, POINCIANA, FL, 347...
Community: Solivita
Solivita 627 VINEYARD WAY, POINCIANA, FL, 34759, Poinciana, FL 34759
$229,000

2 beds

|

2 baths

|

1,071 sq ft

|

House

627 VINEYARD WAY, POINCIANA, FL, 34759
Community: Solivita
Venetian Bay 3447 LUNA BELLA LN, NEW SMYRNA BEACH, FL..., New Smyrna Beach, FL 32168
$495,000

3 beds

|

3 baths

|

2,167 sq ft

|

House

3447 LUNA BELLA LN, NEW SMYRNA BEACH, FL...
Community: Venetian Bay
Ridgehaven 437 BROOKHAVEN TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$482,370

3 beds

|

3 baths

|

2,181 sq ft

|

House

437 BROOKHAVEN TRL, ORMOND BEACH, FL, 32...
Community: Ridgehaven
Pine Run Estates 10300 SW 98TH TER, OCALA, FL, 34481, Ocala, FL 34481
$145,000

2 beds

|

2 baths

|

960 sq ft

|

House

10300 SW 98TH TER, OCALA, FL, 34481
Community: Pine Run Estates
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 10105 TURNBERRY LN, LEESBURG, FL, 34788, Leesburg, FL 34788
$399,950

4 beds

|

3 baths

|

2,070 sq ft

|

House

10105 TURNBERRY LN, LEESBURG, FL, 34788
Community: The Villages®
Venetian Bay 3088 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$440,000

2 beds

|

2 baths

|

1,003 sq ft

|

Townhouse

3088 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Venetian Bay 3069 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$395,000

2 beds

|

2 baths

|

1,003 sq ft

|

Townhouse

3069 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Venetian Bay 219 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$549,900

4 beds

|

3 baths

|

2,196 sq ft

|

House

219 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Venetian Bay 545 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$414,900

3 beds

|

2 baths

|

1,916 sq ft

|

House

545 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
Venetian Bay 3056 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$544,990

3 beds

|

4 baths

|

1,847 sq ft

|

Townhouse

3056 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Venetian Bay 424 LUNA BELLA LN 422, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168
$339,000

3 beds

|

3 baths

|

1,953 sq ft

|

Condo

424 LUNA BELLA LN 422, NEW SMYRNA BEACH,...
Community: Venetian Bay
On Top of the World 8685 SW 94TH LN H, OCALA, FL, 34481, Ocala, FL 34481
$129,000

2 beds

|

2 baths

|

1,414 sq ft

|

Villa

8685 SW 94TH LN H, OCALA, FL, 34481
Community: On Top of the World
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Liberty Village 7727 SW 74TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$290,000

2 beds

|

2 baths

|

1,548 sq ft

|

House

7727 SW 74TH LOOP, OCALA, FL, 34481
Community: Liberty Village
Del Webb Sunbridge 6376 SHIMMERING SHORES LN, SAINT CLOUD, ..., Saint Cloud, FL 34771
$474,900

2 beds

|

2 baths

|

1,781 sq ft

|

House

6376 SHIMMERING SHORES LN, SAINT CLOUD, ...
Community: Del Webb Sunbridge
Cresswind at Victoria Gardens 100 WETHERSFIELD CT, DELAND, FL, 32724, Deland, FL 32724
$299,500

3 beds

|

2 baths

|

1,575 sq ft

|

House

100 WETHERSFIELD CT, DELAND, FL, 32724
Majestic Oaks Ocala 6388 SW 89TH STREET RD, OCALA, FL, 34476, Ocala, FL 34476
$345,900

4 beds

|

2 baths

|

2,039 sq ft

|

House

6388 SW 89TH STREET RD, OCALA, FL, 34476
Community: Majestic Oaks Ocala
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Cherrywood 6027 SW 98TH STREET RD, OCALA, FL, 34476, Ocala, FL 34476
$229,000

3 beds

|

2 baths

|

1,484 sq ft

|

House

6027 SW 98TH STREET RD, OCALA, FL, 34476
Community: Cherrywood
Sandpiper Golf & Country Club 6004 SANDERLING DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$284,000

2 beds

|

2 baths

|

1,606 sq ft

|

House

6004 SANDERLING DR, LAKELAND, FL, 33809
Solivita 1260 BONITA CANYON DR, POINCIANA, FL, 34..., Poinciana, FL 34759
$365,000

2 beds

|

3 baths

|

2,053 sq ft

|

House

1260 BONITA CANYON DR, POINCIANA, FL, 34...
Community: Solivita
Sun City Center 1112 MCDANIEL ST # 78, SUN CITY CENTER, ..., Sun City Center, FL 33573
$265,000

2 beds

|

2 baths

|

1,629 sq ft

|

Condo

1112 MCDANIEL ST # 78, SUN CITY CENTER, ...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Carlsberg Estates on Lake Suzanne 4189 CANNES AVE, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$250,000

3 beds

|

2 baths

|

1,385 sq ft

|

House

4189 CANNES AVE, LAKE WALES, FL, 33859
Oak Run 8534 SW 108TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$179,900

2 beds

|

2 baths

|

1,160 sq ft

|

House

8534 SW 108TH PLACE RD, OCALA, FL, 34481
Community: Oak Run
Southshore Bay 17109 STAR BANKS ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$619,999

4 beds

|

3 baths

|

2,805 sq ft

|

House

17109 STAR BANKS ST, WIMAUMA, FL, 33598
Community: Southshore Bay
Oak Run 6664 SW 113TH PL, OCALA, FL, 34476, Ocala, FL 34476
$324,900

3 beds

|

2 baths

|

2,140 sq ft

|

House

6664 SW 113TH PL, OCALA, FL, 34476
Community: Oak Run
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Mirada 31451 MONIKER MAST LN, SAN ANTONIO, FL, ..., San Antonio, FL 33576
$240,000

2 beds

|

2 baths

|

1,405 sq ft

|

Villa

31451 MONIKER MAST LN, SAN ANTONIO, FL, ...
Community: Mirada
Highland Fairways 2206 GOLDEN HORSESHOE CIR, LAKELAND, FL,..., Lakeland, FL 33810
$181,999

2 beds

|

2 baths

|

1,274 sq ft

|

Manufactured Home

2206 GOLDEN HORSESHOE CIR, LAKELAND, FL,...
Community: Highland Fairways
Royal Palm 1481 ARECA PALM DR, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$439,000

4 beds

|

2 baths

|

2,229 sq ft

|

House

1481 ARECA PALM DR, PORT ORANGE, FL, 321...
Community: Royal Palm
Pelican Bay Daytona Beach 236 GULL DR, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119
$315,000

2 beds

|

2 baths

|

2,100 sq ft

|

House

236 GULL DR, DAYTONA BEACH, FL, 32119
Sun City Center 1308 BLUEWATER DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$277,000

2 beds

|

2 baths

|

1,516 sq ft

|

House

1308 BLUEWATER DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Highland Lakes 6419 BORG ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$270,000

3 beds

|

2 baths

|

1,964 sq ft

|

House

6419 BORG ST, LEESBURG, FL, 34748
Community: Highland Lakes
Spruce Creek Country Club 13729 SE 89TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$268,900

3 beds

|

2 baths

|

1,760 sq ft

|

House

13729 SE 89TH AVE, SUMMERFIELD, FL, 3449...
Valencia Lakes 15931 GOLDEN LAKES DR, WIMAUMA, FL, 3359..., Wimauma, FL 33598
$429,000

3 beds

|

2 baths

|

2,230 sq ft

|

House

15931 GOLDEN LAKES DR, WIMAUMA, FL, 3359...
Community: Valencia Lakes
Pelican Bay Daytona Beach 252 GULL DR, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119
$364,000

2 beds

|

3 baths

|

2,086 sq ft

|

House

252 GULL DR, DAYTONA BEACH, FL, 32119
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Villages® 1712 MORELOS RD, THE VILLAGES, FL, 32159, The Villages, FL 32159
$299,000

2 beds

|

2 baths

|

1,193 sq ft

|

House

1712 MORELOS RD, THE VILLAGES, FL, 32159
Community: The Villages®
Twin Lakes 2482 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$300,000

2 beds

|

2 baths

|

1,346 sq ft

|

Villa

2482 YELLOW BRICK RD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Lake Henry Estates 497 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$280,000

2 beds

|

2 baths

|

1,747 sq ft

|

House

497 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Alhambra Villas Condominiums 249 N HILL AVE 30, DELAND, FL, 32724, Deland, FL 32724
$199,500

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

249 N HILL AVE 30, DELAND, FL, 32724
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Latitude Margaritaville 710 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$559,900

2 beds

|

3 baths

|

1,743 sq ft

|

House

710 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
El Dorado 3575 SW 24TH AVENUE RD, OCALA, FL, 34471, Ocala, FL 34471
$850,000

5 beds

|

4 baths

|

4,100 sq ft

|

House

3575 SW 24TH AVENUE RD, OCALA, FL, 34471
Community: El Dorado

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