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

124 communities 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
4.5 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
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 (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes
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
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) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 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
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
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) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
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Questions? Call us: (689) 407-5757
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
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
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.
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
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 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.
123...4
New Valencia Lakes 4904 ROCK ISLAND CT, WIMAUMA, FL, 33598, Wimauma, FL 33598
$349,900

3 beds

|

2 baths

|

1,868 sq ft

|

House

4904 ROCK ISLAND CT, WIMAUMA, FL, 33598
Community: Valencia Lakes
New Latitude Margaritaville 294 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$363,999

2 beds

|

2 baths

|

1,308 sq ft

|

House

294 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
New The Villages® 486 TROY LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$520,000

3 beds

|

2 baths

|

1,978 sq ft

|

House

486 TROY LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 1075 BURNETTOWN PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$349,900

2 beds

|

2 baths

|

1,258 sq ft

|

Villa

1075 BURNETTOWN PL, THE VILLAGES, FL, 32...
Community: The Villages®
New The Villages® 2289 SWANSEA TER, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$429,900

3 beds

|

2 baths

|

1,612 sq ft

|

Villa

2289 SWANSEA TER, THE VILLAGES, FL, 3216...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Trilogy® Orlando 306 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$350,000

3 beds

|

2 baths

|

1,925 sq ft

|

House

306 ALCOVE DR, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Arlington Ridge 4650 SHENANDOAH RIVER TRL, LEESBURG, FL,..., Leesburg, FL 34748
$610,000

4 beds

|

3 baths

|

2,601 sq ft

|

House

4650 SHENANDOAH RIVER TRL, LEESBURG, FL,...
Community: Arlington Ridge
On Top of the World 8533 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481
$645,000

3 beds

|

2 baths

|

2,969 sq ft

|

House

8533 SW 91ST CIR, OCALA, FL, 34481
Community: On Top of the World
The Villages® 1507 BARRERA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$329,900

3 beds

|

2 baths

|

1,553 sq ft

|

House

1507 BARRERA CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1339 LAJOLLA CIR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$319,900

2 beds

|

2 baths

|

1,094 sq ft

|

Villa

1339 LAJOLLA CIR, THE VILLAGES, FL, 3215...
Community: The Villages®
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.
On Top of the World 10075 SW 91ST PL, OCALA, FL, 34481, Ocala, FL 34481
$255,000

2 beds

|

2 baths

|

1,766 sq ft

|

House

10075 SW 91ST PL, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 9947 SW 100TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34481
$275,000

2 beds

|

2 baths

|

1,469 sq ft

|

House

9947 SW 100TH TERRACE RD, OCALA, FL, 344...
Community: On Top of the World
Solivita 513 BARCELONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$295,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

513 BARCELONA DR, KISSIMMEE, FL, 34759
Community: Solivita
The Villages® 1068 BURNETTOWN PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$614,500

3 beds

|

2 baths

|

1,837 sq ft

|

Villa

1068 BURNETTOWN PL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1606 CAMPOS DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$260,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1606 CAMPOS DR, THE VILLAGES, FL, 32162
Community: The Villages®
On Top of the World 8591 SW 93RD PL C, OCALA, FL, 34481, Ocala, FL 34481
$197,000

2 beds

|

2 baths

|

1,755 sq ft

|

Villa

8591 SW 93RD PL C, 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
The Villages® 3369 OVERLAND TER, THE VILLAGES, FL, 321..., The Villages, FL 32163
$399,900

3 beds

|

2 baths

|

1,416 sq ft

|

Villa

3369 OVERLAND TER, THE VILLAGES, FL, 321...
Community: The Villages®
On Top of the World 9791 SW 82ND STREET RD, OCALA, FL, 34481, Ocala, FL 34481
$540,000

3 beds

|

3 baths

|

2,893 sq ft

|

House

9791 SW 82ND STREET RD, OCALA, FL, 34481
Community: On Top of the World
The Villages® 1930 RHETT RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$319,900

2 beds

|

2 baths

|

1,434 sq ft

|

Villa

1930 RHETT RD, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 17173 SE 79TH MCLAWREN TER, THE VILLAGES..., The Villages, FL 32162
$362,900

3 beds

|

2 baths

|

1,493 sq ft

|

House

17173 SE 79TH MCLAWREN TER, THE VILLAGES...
Community: The Villages®
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.
On Top of the World 9037 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481
$224,900

3 beds

|

2 baths

|

1,584 sq ft

|

House

9037 SW 91ST CIR, OCALA, FL, 34481
Community: On Top of the World
Baytree 615 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$285,000

3 beds

|

2 baths

|

1,440 sq ft

|

House

615 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
The Villages® 17648 SE 93RD BUTLER CT, THE VILLAGES, F..., The Villages, FL 32162
$299,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

17648 SE 93RD BUTLER CT, THE VILLAGES, F...
Community: The Villages®
Sun City Center 213 GLENELLEN PL, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$164,500

2 beds

|

2 baths

|

1,008 sq ft

|

Condo

213 GLENELLEN PL, SUN CITY CENTER, FL, 3...
Community: Sun City Center
The Villages® 1707 GOMEZ PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$279,900

2 beds

|

2 baths

|

1,344 sq ft

|

House

1707 GOMEZ PL, THE VILLAGES, FL, 32162
Community: The Villages®
On Top of the World 9343 SW 102ND AVENUE RD, OCALA, FL, 3448..., Ocala, FL 34481
$459,000

2 beds

|

2 baths

|

2,104 sq ft

|

House

9343 SW 102ND AVENUE RD, OCALA, FL, 3448...
Community: On Top of the World
Stone Creek 9534 SW 65TH PL, OCALA, FL, 34481, Ocala, FL 34481
$386,900

2 beds

|

2 baths

|

1,964 sq ft

|

House

9534 SW 65TH PL, OCALA, FL, 34481
Community: Stone Creek
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Twin Lakes 2777 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$550,000

3 beds

|

3 baths

|

2,365 sq ft

|

House

2777 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
The Villages® 1214 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$359,900

2 beds

|

2 baths

|

1,146 sq ft

|

Villa

1214 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®
Marion Landing 6185 SW 84TH ST, OCALA, FL, 34476, Ocala, FL 34476
$225,000

3 beds

|

2 baths

|

1,682 sq ft

|

House

6185 SW 84TH ST, OCALA, FL, 34476
Community: Marion Landing
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.
On Top of the World 9359 SW 94TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$397,000

3 beds

|

2 baths

|

2,165 sq ft

|

House

9359 SW 94TH LOOP, OCALA, FL, 34481
Community: On Top of the World
The Villages® 4946 NE 124TH RD, OXFORD, FL, 34484, Oxford, FL 34484
$395,000

3 beds

|

3 baths

|

2,547 sq ft

|

House

4946 NE 124TH RD, OXFORD, FL, 34484
Community: The Villages®
Sun City Center 302 ANDOVER PL 167, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$95,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

302 ANDOVER PL 167, SUN CITY CENTER, FL,...
Community: Sun City Center
Oak Run 8038 SW 108TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$162,900

2 beds

|

2 baths

|

1,096 sq ft

|

House

8038 SW 108TH LOOP, OCALA, FL, 34481
Community: Oak Run
Breakaway Trails 1 CROOKED BRIDGE WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$750,000

5 beds

|

3 baths

|

3,193 sq ft

|

House

1 CROOKED BRIDGE WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
Del Webb Sunbridge 2743 RIVER CREEK LN, ST CLOUD, FL, 34771, St Cloud, FL 34771
$648,500

3 beds

|

3 baths

|

2,321 sq ft

|

House

2743 RIVER CREEK LN, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
The Villages® 1806 QUEENSBURY TER, THE VILLAGES, FL, 3..., The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

1806 QUEENSBURY TER, THE VILLAGES, FL, 3...
Community: The Villages®
Stonecrest 12271 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$389,000

4 beds

|

3 baths

|

2,246 sq ft

|

House

12271 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Latitude Margaritaville 224 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$357,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

224 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Cresswind at Victoria Gardens 1157 AVERY MEADOWS WAY, DELAND, FL, 3272..., Deland, FL 32724
$449,700

2 beds

|

2 baths

|

1,928 sq ft

|

House

1157 AVERY MEADOWS WAY, DELAND, FL, 3272...
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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