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

108 communities 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 - $1Ms
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 - $600Ks
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 - $600Ks
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 - $700Ks
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 - $700Ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 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
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
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
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
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 - $900Ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
No reviews yet Pelican Bay Daytona Beach
$100Ks - $500Ks
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
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Questions? Call us: (689) 407-5757
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $300Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $900Ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes
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
No reviews yet Venetian Bay
$200Ks - $2Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
3.8 rating (6 reviews) Trilogy® Orlando
$300Ks - $500Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
3.8 rating (6 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
$400Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 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
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $300Ks
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 - $500Ks
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
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 (5 reviews) SummerGlen
$200Ks - $500Ks
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
No reviews yet Breakaway Trails
$400Ks - $1Ms
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
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
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
$200Ks - $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
No reviews yet Pine Run Estates
<$100k - $300Ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
No reviews yet 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
No reviews yet Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
On Top of the World 9617 SW 102ND TER, OCALA, FL, 34481, Ocala, FL 34481
$449,900

2 beds

|

2 baths

|

1,983 sq ft

|

House

9617 SW 102ND TER, OCALA, FL, 34481
Community: On Top of the World
Carillon Lakes 3374 WATERLUTE WAY, LAKELAND, FL, 33811, Lakeland, FL 33811
$375,000

3 beds

|

3 baths

|

1,891 sq ft

|

House

3374 WATERLUTE WAY, LAKELAND, FL, 33811
Community: Carillon Lakes
Ocala Preserve 5333 NW 33RD PL, OCALA, FL, 34482, Ocala, FL 34482
$275,000

2 beds

|

2 baths

|

1,368 sq ft

|

Halfplex

5333 NW 33RD PL, OCALA, FL, 34482
Community: Ocala Preserve
The Lakes at Harmony 3144 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773
$419,900

3 beds

|

2 baths

|

1,852 sq ft

|

House

3144 SONGBIRD CIR, HARMONY, FL, 34773
Pelican Bay Daytona Beach 149 BLUE HERON DR C, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$190,000

2 beds

|

2 baths

|

1,192 sq ft

|

Condo

149 BLUE HERON DR C, DAYTONA BEACH, FL, ...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 503 FINSBURY CIR A, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$179,000

2 beds

|

2 baths

|

1,085 sq ft

|

Condo

503 FINSBURY CIR A, SUN CITY CENTER, FL,...
Community: Sun City Center
On Top of the World 9460 SW 84TH TER E, OCALA, FL, 34481, Ocala, FL 34481
$137,000

2 beds

|

2 baths

|

994 sq ft

|

Villa

9460 SW 84TH TER E, OCALA, FL, 34481
Community: On Top of the World
Silver Lakes 6118 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$254,000

3 beds

|

2 baths

|

1,510 sq ft

|

House

6118 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
The Villages® 1087 JACKSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$359,000

2 beds

|

2 baths

|

1,123 sq ft

|

House

1087 JACKSON ST, THE VILLAGES, FL, 32162
Community: The Villages®
On Top of the World 8685 SW 94TH LN B, OCALA, FL, 34481, Ocala, FL 34481
$187,500

2 beds

|

2 baths

|

1,571 sq ft

|

Villa

8685 SW 94TH LN B, OCALA, FL, 34481
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.
Oak Run 11741 SW 72ND CIR, OCALA, FL, 34476, Ocala, FL 34476
$299,000

3 beds

|

2 baths

|

1,544 sq ft

|

House

11741 SW 72ND CIR, OCALA, FL, 34476
Community: Oak Run
The Lakes at Harmony 3285 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773
$530,990

3 beds

|

3 baths

|

1,955 sq ft

|

House

3285 SONGBIRD CIR, HARMONY, FL, 34773
Quail Meadow 5040 NW 35TH ST, OCALA, FL, 34482, Ocala, FL 34482
$349,888

3 beds

|

2 baths

|

2,150 sq ft

|

House

5040 NW 35TH ST, OCALA, FL, 34482
Community: Quail Meadow
Sun City Center 2313 GRENOBLE PL # 2313, SUN CITY CENTER..., Sun City Center, FL 33573
$210,000

2 beds

|

2 baths

|

1,008 sq ft

|

Condo

2313 GRENOBLE PL # 2313, SUN CITY CENTER...
Community: Sun City Center
Twin Lakes 2454 DREAM HOME CT, SAINT CLOUD, FL, 347..., Saint Cloud, FL 34772
$777,900

3 beds

|

3 baths

|

2,208 sq ft

|

House

2454 DREAM HOME CT, SAINT CLOUD, FL, 347...
Community: Twin Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Twin Lakes 2458 DREAM HOME CT, SAINT CLOUD, FL, 347..., Saint Cloud, FL 34772
$961,900

3 beds

|

3 baths

|

2,966 sq ft

|

House

2458 DREAM HOME CT, SAINT CLOUD, FL, 347...
Community: Twin Lakes
Pine Run Estates 10300 SW 98TH TER, OCALA, FL, 34481, Ocala, FL 34481
$155,000

2 beds

|

2 baths

|

960 sq ft

|

House

10300 SW 98TH TER, OCALA, FL, 34481
Community: Pine Run Estates
Kings Ridge 3813 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$325,000

3 beds

|

2 baths

|

1,572 sq ft

|

House

3813 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
Ocala Palms 1956 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$387,000

3 beds

|

2 baths

|

1,806 sq ft

|

House

1956 NW 50TH CIR, OCALA, FL, 34482
Community: Ocala Palms
On Top of the World 9662 SW 95TH CT A, OCALA, FL, 34481, Ocala, FL 34481
$174,500

2 beds

|

2 baths

|

1,412 sq ft

|

Villa

9662 SW 95TH CT A, OCALA, FL, 34481
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.
The Villages® 4157 COLLERETTE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$489,900

3 beds

|

2 baths

|

1,949 sq ft

|

House

4157 COLLERETTE CT, THE VILLAGES, FL, 32...
Community: The Villages®
SummerGlen 1706 SW 156TH LN, OCALA, FL, 34473, Ocala, FL 34473
$257,900

3 beds

|

2 baths

|

1,676 sq ft

|

House

1706 SW 156TH LN, OCALA, FL, 34473
Community: SummerGlen
The Villages® 919 CAMINO DEL REY DR, THE VILLAGES, FL,..., The Villages, FL 32159
$465,000

3 beds

|

2 baths

|

1,634 sq ft

|

House

919 CAMINO DEL REY DR, THE VILLAGES, FL,...
Community: The Villages®
Stonecrest 12333 SE 177TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$364,000

3 beds

|

2 baths

|

1,904 sq ft

|

House

12333 SE 177TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
New On Top of the World 8685 SW 94TH LN H, OCALA, FL, 34481, Ocala, FL 34481
$149,000

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
New Trilogy® Orlando 108 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736
$350,000

3 beds

|

2 baths

|

1,974 sq ft

|

House

108 CRESCENT MOON DR, GROVELAND, FL, 347...
Community: Trilogy® Orlando
El Dorado 2065 SW 37TH STREET RD, OCALA, FL, 34471, Ocala, FL 34471
$889,500

4 beds

|

3 baths

|

4,092 sq ft

|

House

2065 SW 37TH STREET RD, OCALA, FL, 34471
Community: El Dorado
New Del Webb Minneola 1316 ORANGE VALLEY RD, MINNEOLA, FL, 347..., Minneola, FL 34715
$439,000

2 beds

|

2 baths

|

1,405 sq ft

|

House

1316 ORANGE VALLEY RD, MINNEOLA, FL, 347...
Community: Del Webb Minneola
On Top of the World 8290 SW 92ND CIR, OCALA, FL, 34481, Ocala, FL 34481
$599,999

3 beds

|

3 baths

|

2,893 sq ft

|

House

8290 SW 92ND CIR, OCALA, FL, 34481
Community: On Top of the World
Venetian Bay 495 VENETIAN VILLA DR, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168
$630,000

5 beds

|

3 baths

|

2,909 sq ft

|

House

495 VENETIAN VILLA DR, NEW SMYRNA BEACH,...
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.
New The Villages® 17694 SE 84TH PEYTON CT, THE VILLAGES, F..., The Villages, FL 32162
$399,000

3 beds

|

2 baths

|

1,607 sq ft

|

Villa

17694 SE 84TH PEYTON CT, THE VILLAGES, F...
Community: The Villages®
Cherrywood 10350 SW 62ND TERRACE RD, OCALA, FL, 344..., Ocala, FL 34476
$190,000

2 beds

|

2 baths

|

1,667 sq ft

|

House

10350 SW 62ND TERRACE RD, OCALA, FL, 344...
Community: Cherrywood
New The Villages® 7963 SE 174TH BELHAVEN LOOP, THE VILLAGE..., The Villages, FL 32162
$314,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

7963 SE 174TH BELHAVEN LOOP, THE VILLAGE...
Community: The Villages®
The Villages® 1258 WEATON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$359,000

3 beds

|

2 baths

|

1,477 sq ft

|

House

1258 WEATON CT, THE VILLAGES, FL, 32162
Community: The Villages®
New Ocala Palms 5941 NW 26TH LN, OCALA, FL, 34482, Ocala, FL 34482
$359,900

3 beds

|

3 baths

|

1,781 sq ft

|

House

5941 NW 26TH LN, OCALA, FL, 34482
Community: Ocala Palms
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pelican Bay Daytona Beach 108 GRAY DOVE CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32119
$189,000

2 beds

|

2 baths

|

1,183 sq ft

|

House

108 GRAY DOVE CT, DAYTONA BEACH, FL, 321...
The Villages® 17324 SE 82ND PECAN TER, THE VILLAGES, F..., The Villages, FL 32162
$285,900

2 beds

|

2 baths

|

1,358 sq ft

|

Villa

17324 SE 82ND PECAN TER, THE VILLAGES, F...
Community: The Villages®
New Pennbrooke Fairways 127 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$153,000

2 beds

|

2 baths

|

1,086 sq ft

|

Manufactured Home

127 WESTWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Sun City Center 2020 NANTUCKET DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$219,900

2 beds

|

2 baths

|

1,125 sq ft

|

Condo

2020 NANTUCKET DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
Solivita 200 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$222,000

2 beds

|

2 baths

|

1,388 sq ft

|

House

200 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita

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108 communities near Winter Garden
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