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Winter Garden, FL 55+ active adult communities & homes for sale - Page 37

3,776 homes near Winter Garden

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4 rating (17 reviews) The Villages®
$100ks - $1Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
3.8 rating (14 reviews) Sun City Center
$100ks - $800ks
Sun City Center, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes
4 rating (57 reviews) On Top of the World
$100ks - $600ks
On Top of the World, Ocala, FL
New and Resale | 55+ age-restricted | Built 1981 - present | 10,000 homes
4.2 rating (10 reviews) Stone Creek
$200ks - $500ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4.5 rating (11 reviews) Spruce Creek Country Club
$100ks - $400ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300ks - $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
5 rating (2 reviews) Plantation at Leesburg
$100ks - $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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.
4.6 rating (5 reviews) Ocala Preserve
$100ks - $500ks
Ocala Preserve, Ocala, FL
New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 homes
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
3.8 rating (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
5 rating (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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 (7 reviews) Tampa Bay Golf and Countr...
$200ks - $500ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
5 rating (8 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Pine Run Estates
$100ks - $200ks
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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 homes
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) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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.
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
4.7 rating (11 reviews) Valencia Lakes
$200ks - $700ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 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
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
Lake Jovita Golf and Coun...
$400ks - $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale | Age-targeted | Built 1999 - present | 875 homes
4.4 rating (9 reviews) Spruce Creek Preserve
$100ks - $200ks
Spruce Creek Preserve, Dunnellon, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 810 homes
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4 rating (2 reviews) Harbor Hills Country Club
$300ks - $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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.
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Plantation at Leesburg 5350 ASTOR ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,900

2 beds

|

2 baths

|

1,665 sq ft

|

House

5350 ASTOR ST, LEESBURG, FL, 34748
Cindy Certified
13542 CIRCA CROSSING DR, LITHIA, FL, 335..., Lithia, FL 33547
$335,000

2 beds

|

2 baths

|

1,435 sq ft

|

Townhouse

13542 CIRCA CROSSING DR, LITHIA, FL, 335...
Huntington at Hunter's Ridge 6 FOX LAIR CT, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$357,500

3 beds

|

2 baths

|

1,637 sq ft

|

House

6 FOX LAIR CT, ORMOND BEACH, FL, 32174
SummerGlen 15547 SW 13TH CIR, OCALA, FL, 34473, Ocala, FL 34473
$263,000

3 beds

|

2 baths

|

1,666 sq ft

|

House

15547 SW 13TH CIR, OCALA, FL, 34473
Community: SummerGlen
Spruce Creek Country Club 13806 SE 93RD AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$305,000

2 beds

|

2 baths

|

1,346 sq ft

|

House

13806 SE 93RD AVE, SUMMERFIELD, FL, 3449...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Stone Creek 9508 SW 66TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$359,600

2 beds

|

2 baths

|

1,600 sq ft

|

House

9508 SW 66TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Stone Creek 9664 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$334,900

3 beds

|

2 baths

|

1,660 sq ft

|

House

9664 SW 63RD LOOP, OCALA, FL, 34481
Community: Stone Creek
Cindy Certified
1657 SW 167TH PL, OCALA, FL, 34473, Ocala, FL 34473
$299,990

4 beds

|

2 baths

|

1,806 sq ft

|

House

1657 SW 167TH PL, OCALA, FL, 34473
Spruce Creek Country Club 11985 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$339,900

2 beds

|

2 baths

|

1,591 sq ft

|

House

11985 SE 91ST CIR, SUMMERFIELD, FL, 3449...
Stone Creek 6107 SW 86TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$775,000

3 beds

|

3 baths

|

2,523 sq ft

|

House

6107 SW 86TH CIR, OCALA, FL, 34481
Community: Stone Creek
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.
Twin Lakes 2374 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$304,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2374 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Highlands Ridge 2806 S DOCKSIDE DR 35, AVON PARK, FL, 33..., Avon Park, FL 33825
$124,000

2 beds

|

2 baths

|

1,750 sq ft

|

Mobile Home

2806 S DOCKSIDE DR 35, AVON PARK, FL, 33...
Community: Highlands Ridge
Southshore Bay 5325 STOIC VALE DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$299,000

2 beds

|

2 baths

|

1,636 sq ft

|

Villa

5325 STOIC VALE DR, WIMAUMA, FL, 33598
Community: Southshore Bay
The Villages® 802 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$189,900

2 beds

|

4 baths

|

1,508 sq ft

|

Manufactured Home

802 OAK BLVD, WILDWOOD, FL, 34785
Community: The Villages®
JB Ranch 6457 SW 89TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$320,000

4 beds

|

2 baths

|

2,034 sq ft

|

House

6457 SW 89TH LOOP, OCALA, FL, 34476
Community: JB Ranch
Latitude Margaritaville 156 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$465,000

2 beds

|

2 baths

|

1,563 sq ft

|

House

156 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
1847 BUCKEYE RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$329,990

3 beds

|

2 baths

|

1,725 sq ft

|

House

1847 BUCKEYE RD, DAVENPORT, FL, 33837
Pelican Bay Daytona Beach 100 KINGBIRD CIR 1040, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$199,900

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

100 KINGBIRD CIR 1040, DAYTONA BEACH, FL...
On Top of the World 10586 SW 98TH PL, OCALA, FL, 34481, Ocala, FL 34481
$479,900

3 beds

|

3 baths

|

2,703 sq ft

|

House

10586 SW 98TH PL, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 8336 SW 77TH CT, OCALA, FL, 34476, Ocala, FL 34476
$294,500

3 beds

|

2 baths

|

1,947 sq ft

|

House

8336 SW 77TH CT, OCALA, FL, 34476
Community: On Top of the World
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.
Cindy Certified
120 PANDA WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$340,000

4 beds

|

2 baths

|

1,851 sq ft

|

House

120 PANDA WAY, DAVENPORT, FL, 33837
The Villages® 5805 CAMDYN CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$449,900

3 beds

|

2 baths

|

1,633 sq ft

|

Villa

5805 CAMDYN CT, THE VILLAGES, FL, 32163
Community: The Villages®
Cindy Certified
17307 BAL HARBOUR DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$624,900

3 beds

|

2 baths

|

2,123 sq ft

|

House

17307 BAL HARBOUR DR, WINTER GARDEN, FL,...
Esplanade at McKinnon Groves 11234 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$415,000

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11234 SILVER TRUMPET LOOP, WINTER GARDEN...
Cindy Certified
1799 ALTAVISTA CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$367,000

3 beds

|

2 baths

|

1,753 sq ft

|

House

1799 ALTAVISTA CIR, LAKELAND, FL, 33810
Trilogy® Orlando 243 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$485,000

3 beds

|

3 baths

|

2,534 sq ft

|

House

243 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Esplanade at McKinnon Groves 11199 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$447,118

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11199 SILVER TRUMPET LOOP, WINTER GARDEN...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
1005 CHELAN FALLS DR, DELAND, FL, 32724, Deland, FL 32724
$425,000

4 beds

|

3 baths

|

1,965 sq ft

|

House

1005 CHELAN FALLS DR, DELAND, FL, 32724
Esplanade at McKinnon Groves 11202 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$437,993

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11202 SILVER TRUMPET LOOP, WINTER GARDEN...
Spruce Creek South 10731 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$299,900

2 beds

|

2 baths

|

1,736 sq ft

|

House

10731 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
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.
Stone Creek 9163 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$414,414

2 beds

|

2 baths

|

2,028 sq ft

|

House

9163 SW 70TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Arlington Ridge 27143 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$339,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

27143 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Cresswind at Victoria Gardens 177 OLD MOSS CIR, DELAND, FL, 32724, Deland, FL 32724
$389,450

2 beds

|

2 baths

|

1,510 sq ft

|

House

177 OLD MOSS CIR, DELAND, FL, 32724
Spruce Creek Country Club 8907 SE 141ST LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$289,000

2 beds

|

2 baths

|

1,507 sq ft

|

House

8907 SE 141ST LOOP, SUMMERFIELD, FL, 344...
Cresswind at Lake Harris 1727 POINT GRACE RD, TAVARES, FL, 32778, Tavares, FL 32778
$659,990

3 beds

|

3 baths

|

2,490 sq ft

|

House

1727 POINT GRACE RD, TAVARES, FL, 32778
Palm Cay 8571 SW 105TH PL, OCALA, FL, 34481, Ocala, FL 34481
$169,000

2 beds

|

2 baths

|

1,032 sq ft

|

House

8571 SW 105TH PL, OCALA, FL, 34481
Community: Palm Cay
Latitude Margaritaville 384 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$394,900

2 beds

|

2 baths

|

1,466 sq ft

|

House

384 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Latitude Margaritaville 320 TIKI TER, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$499,900

3 beds

|

2 baths

|

1,848 sq ft

|

House

320 TIKI TER, DAYTONA BEACH, FL, 32124
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 611 LISBON LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$350,000

2 beds

|

2 baths

|

1,721 sq ft

|

House

611 LISBON LN, THE VILLAGES, FL, 32159
Community: The Villages®
Cindy Certified
5349 SANDPINE HAVEN LN, PORT ORANGE, FL,..., Port Orange, FL 32128
$355,000

3 beds

|

2 baths

|

1,750 sq ft

|

House

5349 SANDPINE HAVEN LN, PORT ORANGE, FL,...
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.

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3,776 homes
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