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Winter Garden, FL 55+ active adult communities & homes for sale - Page 16

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.
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes
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) 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 (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) Cresswind at Victoria Gar...
$300ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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
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
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
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 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
Scottish Highlands 1032 SCOTCH PINE CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$239,900

3 beds

|

2 baths

|

1,685 sq ft

|

House

1032 SCOTCH PINE CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Lakeside Landings 5310 BOWLINE CT 1, OXFORD, FL, 34484, Oxford, FL 34484
$214,900

2 beds

|

2 baths

|

1,281 sq ft

|

Condo

5310 BOWLINE CT 1, OXFORD, FL, 34484
Community: Lakeside Landings
Kings Ridge 3810 SCARBOROUGH CT, CLERMONT, FL, 34711, Clermont, FL 34711
$435,000

3 beds

|

2 baths

|

1,996 sq ft

|

House

3810 SCARBOROUGH CT, CLERMONT, FL, 34711
Community: Kings Ridge
Latitude Margaritaville 631 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$464,500

3 beds

|

2 baths

|

1,608 sq ft

|

House

631 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
SummerGlen 15625 SW 13TH CIR, OCALA, FL, 34473, Ocala, FL 34473
$259,890

3 beds

|

2 baths

|

1,374 sq ft

|

House

15625 SW 13TH CIR, OCALA, FL, 34473
Community: SummerGlen
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
823 ANDREW ST, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881
$345,190

4 beds

|

3 baths

|

2,061 sq ft

|

House

823 ANDREW ST, WINTER HAVEN, FL, 33881
On Top of the World 8969 SW 95TH ST B, OCALA, FL, 34481, Ocala, FL 34481
$144,900

2 beds

|

2 baths

|

1,427 sq ft

|

Villa

8969 SW 95TH ST B, OCALA, FL, 34481
Community: On Top of the World
Stone Creek 7672 SW 94TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$279,900

2 beds

|

2 baths

|

1,433 sq ft

|

House

7672 SW 94TH CIR, OCALA, FL, 34481
Community: Stone Creek
The Villages® 1645 HOLLOW BRANCH WAY, THE VILLAGES, FL..., The Villages, FL 32162
$565,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

1645 HOLLOW BRANCH WAY, THE VILLAGES, FL...
Community: The Villages®
Spruce Creek Country Club 9191 SE 118TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$314,900

2 beds

|

2 baths

|

1,575 sq ft

|

House

9191 SE 118TH LOOP, SUMMERFIELD, FL, 344...
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 3102 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$419,900

3 beds

|

3 baths

|

1,916 sq ft

|

House

3102 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Plantation at Leesburg 3916 MANOR OAKS CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,900

2 beds

|

2 baths

|

1,617 sq ft

|

House

3916 MANOR OAKS CT, LEESBURG, FL, 34748
Spruce Creek Country Club 13662 SE 89TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$278,900

2 beds

|

2 baths

|

1,346 sq ft

|

House

13662 SE 89TH CT, SUMMERFIELD, FL, 34491
The Villages® 920 SILVER OAK AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$205,000

2 beds

|

2 baths

|

1,344 sq ft

|

Manufactured Home

920 SILVER OAK AVE, THE VILLAGES, FL, 32...
Community: The Villages®
Cindy Certified
17825 GULF RANCH PL, BRADENTON, FL, 3421..., Bradenton, FL 34211
$650,000

3 beds

|

3 baths

|

2,045 sq ft

|

House

17825 GULF RANCH PL, BRADENTON, FL, 3421...
Lake Jovita Golf and Country Club 13353 CARNOUSTIE CIR, DADE CITY, FL, 335..., Dade City, FL 33525
$1,249,000

6 beds

|

4 baths

|

4,572 sq ft

|

House

13353 CARNOUSTIE CIR, DADE CITY, FL, 335...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
8674 SW 46TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$249,990

3 beds

|

2 baths

|

1,504 sq ft

|

House

8674 SW 46TH AVE, OCALA, FL, 34476
Cindy Certified
10966 DELTA HUFF CT, SAN ANTONIO, FL, 33..., San Antonio, FL 33576
$410,000

4 beds

|

3 baths

|

2,046 sq ft

|

House

10966 DELTA HUFF CT, SAN ANTONIO, FL, 33...
The Villages® 1800 ST JAMES CIR, THE VILLAGES, FL, 321..., The Villages, FL 32162
$1,749,000

3 beds

|

3 baths

|

3,591 sq ft

|

House

1800 ST JAMES CIR, THE VILLAGES, FL, 321...
Community: The Villages®
Sun City Center 2227 GREENHAVEN DR 367, SUN CITY CENTER,..., Sun City Center, FL 33573
$120,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

2227 GREENHAVEN DR 367, SUN CITY CENTER,...
Community: Sun City Center
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.
Cormorant Point 2906 WATERWOOD DR, SEBRING, FL, 33872, Sebring, FL 33872
$215,500

2 beds

|

2 baths

|

1,560 sq ft

|

House

2906 WATERWOOD DR, SEBRING, FL, 33872
Community: Cormorant Point
Del Webb Oasis 15193 AQUA SOL LN, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$459,900

3 beds

|

2 baths

|

1,579 sq ft

|

Villa

15193 AQUA SOL LN, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
Latitude Margaritaville 232 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$414,900

2 beds

|

2 baths

|

1,466 sq ft

|

House

232 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...
Cindy Certified
4201 TALBOT ST, SEBRING, FL, 33872, Sebring, FL 33872
$299,000

3 beds

|

2 baths

|

1,492 sq ft

|

House

4201 TALBOT ST, SEBRING, FL, 33872
Pelican Bay Daytona Beach 105 OYSTER CATCHER CT, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$250,000

2 beds

|

2 baths

|

1,646 sq ft

|

House

105 OYSTER CATCHER CT, DAYTONA BEACH, FL...
Solivita 601 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$234,000

2 beds

|

2 baths

|

1,258 sq ft

|

House

601 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
The Villages® 16969 SE 92ND PELHAM AVE, THE VILLAGES, ..., The Villages, FL 32162
$335,000

3 beds

|

2 baths

|

1,717 sq ft

|

House

16969 SE 92ND PELHAM AVE, THE VILLAGES, ...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
1112 FOX PATH, DAVENPORT, FL, 33837, Davenport, FL 33837
$272,500

3 beds

|

2 baths

|

1,725 sq ft

|

House

1112 FOX PATH, DAVENPORT, FL, 33837
Breakaway Trails 91 DEEP WOODS WAY, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$799,900

5 beds

|

3 baths

|

3,208 sq ft

|

House

91 DEEP WOODS WAY, ORMOND BEACH, FL, 321...
Community: Breakaway Trails
Cindy Certified
11185 ARNOLD LOOP, SAN ANTONIO, FL, 3357..., San Antonio, FL 33576
$319,340

3 beds

|

2 baths

|

1,366 sq ft

|

House

11185 ARNOLD LOOP, SAN ANTONIO, FL, 3357...
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.
Sullivan Ranch 22004 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$299,900

3 beds

|

2 baths

|

2,130 sq ft

|

House

22004 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Cindy Certified
13533 CIRCA CROSSING DR, LITHIA, FL, 335..., Lithia, FL 33547
$340,000

2 beds

|

2 baths

|

1,525 sq ft

|

Villa

13533 CIRCA CROSSING DR, LITHIA, FL, 335...
On Top of the World 12891 SW 87TH AVE, OCALA, FL, 34473, Ocala, FL 34473
$259,990

3 beds

|

2 baths

|

1,263 sq ft

|

House

12891 SW 87TH AVE, OCALA, FL, 34473
Community: On Top of the World
Twin Lakes 4922 CATALPA DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$389,900

3 beds

|

2 baths

|

1,456 sq ft

|

House

4922 CATALPA DR, ST CLOUD, FL, 34772
Community: Twin Lakes
The Villages® 1232 CABELLA CIR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$440,000

3 beds

|

2 baths

|

2,146 sq ft

|

House

1232 CABELLA CIR, THE VILLAGES, FL, 3215...
Community: The Villages®
Stonecrest 17031 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$355,000

3 beds

|

2 baths

|

1,925 sq ft

|

House

17031 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Cindy Certified
5339 HAVEN VIEW DR, CLERMONT, FL, 34714, Clermont, FL 34714
$410,490

2 beds

|

2 baths

|

1,779 sq ft

|

House

5339 HAVEN VIEW DR, CLERMONT, FL, 34714
The Villages® 1110 EBLING LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$579,000

3 beds

|

3 baths

|

1,977 sq ft

|

House

1110 EBLING LOOP, 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
On Top of the World 9469 SW 93RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$229,000

2 beds

|

2 baths

|

1,573 sq ft

|

House

9469 SW 93RD LOOP, OCALA, FL, 34481
Community: On Top of the World
Spruce Creek South 17870 SE 107TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$215,000

2 beds

|

2 baths

|

1,150 sq ft

|

House

17870 SE 107TH TER, SUMMERFIELD, FL, 344...
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.

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