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Winter Garden, FL 55+ active adult communities & homes for sale - Page 59

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.
123...4
Lakes of Mount Dora 8113 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$375,000

2 beds

|

2 baths

|

1,806 sq ft

|

House

8113 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Plantation at Leesburg 3851 MANOR OAKS CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$339,999

3 beds

|

3 baths

|

2,555 sq ft

|

House

3851 MANOR OAKS CT, LEESBURG, FL, 34748
Pelican Bay Daytona Beach 537 PELICAN BAY DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$850,000

5 beds

|

5 baths

|

3,523 sq ft

|

House

537 PELICAN BAY DR, DAYTONA BEACH, FL, 3...
On Top of the World 8508 SW 84TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$398,500

3 beds

|

2 baths

|

2,278 sq ft

|

House

8508 SW 84TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Scottish Highlands 32 GORDON CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$252,000

2 beds

|

2 baths

|

1,528 sq ft

|

House

32 GORDON CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
17733 CANOPY PL, BRADENTON, FL, 34211, Bradenton, FL 34211
$434,900

4 beds

|

2 baths

|

1,828 sq ft

|

House

17733 CANOPY PL, BRADENTON, FL, 34211
Cindy Certified
5148 BRICKWOOD RISE DR, WIMAUMA, FL, 335..., Wimauma, FL 33598
$274,900

2 beds

|

2 baths

|

1,468 sq ft

|

House

5148 BRICKWOOD RISE DR, WIMAUMA, FL, 335...
Twin Lakes 2789 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$499,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

2789 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Cindy Certified
14535 SW 68TH TER, OCALA, FL, 34473, Ocala, FL 34473
$279,000

3 beds

|

2 baths

|

1,543 sq ft

|

House

14535 SW 68TH TER, OCALA, FL, 34473
Cresswind Lakewood Ranch 16942 SAVORY MIST CIR, BRADENTON, FL, 34..., Bradenton, FL 34211
$740,000

4 beds

|

3 baths

|

2,559 sq ft

|

House

16942 SAVORY MIST CIR, BRADENTON, FL, 34...
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.
Pelican Bay Daytona Beach 176 PALM SPARROW CT, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$245,000

2 beds

|

2 baths

|

1,461 sq ft

|

House

176 PALM SPARROW CT, DAYTONA BEACH, FL, ...
Cindy Certified
26220 FEATHERGRASS CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$285,000

3 beds

|

2 baths

|

1,432 sq ft

|

House

26220 FEATHERGRASS CIR, LEESBURG, FL, 34...
On Top of the World 9858 SW 90TH ST, OCALA, FL, 34481, Ocala, FL 34481
$375,000

3 beds

|

3 baths

|

2,711 sq ft

|

House

9858 SW 90TH ST, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
4475 CAICOS DR, TAVARES, FL, 32778, Tavares, FL 32778
$225,000

3 beds

|

2 baths

|

1,528 sq ft

|

House

4475 CAICOS DR, TAVARES, FL, 32778
Summit Greens 2361 PRAIRIE DUNES, CLERMONT, FL, 34711, Clermont, FL 34711
$344,000

2 beds

|

2 baths

|

1,565 sq ft

|

House

2361 PRAIRIE DUNES, CLERMONT, FL, 34711
Community: Summit Greens
El Dorado 2065 SW 37TH STREET RD, OCALA, FL, 34471, Ocala, FL 34471
$874,999

4 beds

|

3 baths

|

4,092 sq ft

|

House

2065 SW 37TH STREET RD, OCALA, FL, 34471
Community: El Dorado
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Royal Highlands 4646 INVERNESS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$289,900

3 beds

|

2 baths

|

2,020 sq ft

|

House

4646 INVERNESS DR, LEESBURG, FL, 34748
Community: Royal Highlands
Cindy Certified
1932 CHICKASAW BLVD, DAVENPORT, FL, 3383..., Davenport, FL 33837
$379,900

4 beds

|

2 baths

|

1,928 sq ft

|

House

1932 CHICKASAW BLVD, DAVENPORT, FL, 3383...
The Villages® 3461 EARL WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$545,000

3 beds

|

2 baths

|

1,903 sq ft

|

House

3461 EARL WAY, THE VILLAGES, FL, 32163
Community: The Villages®
Thunderbird Hill 3726 CAMRY CT, SEBRING, FL, 33872, Sebring, FL 33872
$225,000

2 beds

|

2 baths

|

1,622 sq ft

|

Villa

3726 CAMRY CT, SEBRING, FL, 33872
Community: Thunderbird Hill
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.
Sun City Center 402 DORCHESTER PL 31, SUN CITY CENTER, F..., Sun City Center, FL 33573
$105,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

402 DORCHESTER PL 31, SUN CITY CENTER, F...
Community: Sun City Center
Pine Run Estates 9050 SW 101 ST LN, OCALA, FL, 34481, Ocala, FL 34481
$145,500

2 beds

|

1 baths

|

864 sq ft

|

House

9050 SW 101 ST LN, OCALA, FL, 34481
Community: Pine Run Estates
Cindy Certified
321 ROADRUNNER AVE, SEBRING, FL, 33870, Sebring, FL 33870
$309,000

3 beds

|

2 baths

|

1,500 sq ft

|

House

321 ROADRUNNER AVE, SEBRING, FL, 33870
Cindy Certified
14 DEERFIELD CT, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$650,000

4 beds

|

3 baths

|

2,531 sq ft

|

House

14 DEERFIELD CT, ORMOND BEACH, FL, 32174
Scottish Highlands 1305 MORAY CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$212,900

3 beds

|

2 baths

|

1,569 sq ft

|

House

1305 MORAY CT, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 1213 EL ESPARZA LN, THE VILLAGES, FL, 32..., The Villages, FL 32159
$379,900

3 beds

|

2 baths

|

1,404 sq ft

|

House

1213 EL ESPARZA LN, THE VILLAGES, FL, 32...
Community: The Villages®
Twin Lakes 5038 DANCY LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$424,990

2 beds

|

2 baths

|

1,707 sq ft

|

House

5038 DANCY LN, ST CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Valencia Lakes 4905 SANDY GLEN WAY, WIMAUMA, FL, 33598, Wimauma, FL 33598
$380,000

2 beds

|

2 baths

|

2,001 sq ft

|

House

4905 SANDY GLEN WAY, WIMAUMA, FL, 33598
Community: Valencia Lakes
On Top of the World 9256 SW 82ND TER E, OCALA, FL, 34481, Ocala, FL 34481
$199,999

2 beds

|

2 baths

|

1,409 sq ft

|

Villa

9256 SW 82ND TER E, OCALA, FL, 34481
Community: On Top of the World
The Villages® 1203 GRANADA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$229,999

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

1203 GRANADA CT, THE VILLAGES, FL, 32159
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.
Cindy Certified
2202 WILDBERRY WAY WAY, MINNEOLA, FL, 34..., Minneola, FL 34715
$440,000

3 beds

|

2 baths

|

1,483 sq ft

|

House

2202 WILDBERRY WAY WAY, MINNEOLA, FL, 34...
Cherrywood 5880 SW 102 102, OCALA, FL, 34476, Ocala, FL 34476
$220,000

2 beds

|

2 baths

|

1,384 sq ft

|

House

5880 SW 102 102, OCALA, FL, 34476
Community: Cherrywood
Stone Creek 9824 SW 72ND LN, OCALA, FL, 34481, Ocala, FL 34481
$359,000

2 beds

|

2 baths

|

1,904 sq ft

|

House

9824 SW 72ND LN, OCALA, FL, 34481
Community: Stone Creek
Stone Creek 8479 SW 52ND LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$338,900

3 beds

|

2 baths

|

1,663 sq ft

|

House

8479 SW 52ND LANE RD, OCALA, FL, 34481
Community: Stone Creek
Spruce Creek Country Club 12771 SE 92ND TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$284,900

2 beds

|

2 baths

|

1,307 sq ft

|

House

12771 SE 92ND TER, SUMMERFIELD, FL, 3449...
Plantation at Leesburg 24044 PEEKSKILL ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,000

2 beds

|

3 baths

|

2,634 sq ft

|

House

24044 PEEKSKILL ST, LEESBURG, FL, 34748
Stone Creek 9335 SW 53RD PL, OCALA, FL, 34481, Ocala, FL 34481
$297,000

3 beds

|

2 baths

|

1,260 sq ft

|

House

9335 SW 53RD PL, OCALA, FL, 34481
Community: Stone Creek
Arbor Lakes 3640 E HIDDEN COVE TRL, HERNANDO, FL, 34..., Hernando, FL 34442
$330,000

3 beds

|

2 baths

|

1,734 sq ft

|

House

3640 E HIDDEN COVE TRL, HERNANDO, FL, 34...
Community: Arbor Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 791 ENISGROVE WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$439,000

3 beds

|

2 baths

|

1,956 sq ft

|

House

791 ENISGROVE WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Del Webb Sunbridge 2531 PINE PRESERVE CT, ST CLOUD, FL, 347..., St Cloud, FL 34771
$699,000

3 beds

|

4 baths

|

2,808 sq ft

|

House

2531 PINE PRESERVE CT, ST CLOUD, FL, 347...
Community: Del Webb Sunbridge
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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