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Winter Garden, FL 55+ active adult communities & homes for sale - Page 12

3,495 homes 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 - $2Ms
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 - $700Ks
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 - $500Ks
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 - $600Ks
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 - $900Ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
4.1 rating (29 reviews) Oak Run
$100Ks - $500Ks
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
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 (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
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 - $600Ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
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Questions? Call us: (689) 407-5757
Pelican Bay Daytona Beach
$100Ks - $400Ks
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
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $600Ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 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) 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
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
4 rating (7 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) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 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
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) 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 - $400Ks
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 - $400Ks
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
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Questions? Call us: (689) 407-5757
5 rating (5 reviews) SummerGlen
$100Ks - $400Ks
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
Breakaway Trails
$400Ks - $800Ks
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
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 (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
4.8 rating (6 reviews) Highland Lakes
$100Ks - $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
Pine Run Estates
<$100k - $300Ks
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
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
Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
Palm Cay 8449 SW 106TH PL, OCALA, FL, 34481, Ocala, FL 34481
$172,000

2 beds

|

2 baths

|

1,114 sq ft

|

House

8449 SW 106TH PL, OCALA, FL, 34481
Community: Palm Cay
New Palm Cay 8305 SW 107TH PL, OCALA, FL, 34481, Ocala, FL 34481
$249,000

3 beds

|

2 baths

|

1,404 sq ft

|

House

8305 SW 107TH PL, OCALA, FL, 34481
Community: Palm Cay
Palm Cay 8326 SW 107TH PL, OCALA, FL, 34481, Ocala, FL 34481
$205,000

3 beds

|

2 baths

|

1,404 sq ft

|

House

8326 SW 107TH PL, OCALA, FL, 34481
Community: Palm Cay
New Palm Cay 8329 SW 106TH ST, OCALA, FL, 34481, Ocala, FL 34481
$169,000

2 beds

|

2 baths

|

864 sq ft

|

House

8329 SW 106TH ST, OCALA, FL, 34481
Community: Palm Cay
Palm Cay 8274 SW 106TH PL, OCALA, FL, 34481, Ocala, FL 34481
$161,000

2 beds

|

1 baths

|

768 sq ft

|

House

8274 SW 106TH PL, OCALA, FL, 34481
Community: Palm Cay
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pennbrooke Fairways 651 TIMBERCREST DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$198,000

2 beds

|

2 baths

|

1,468 sq ft

|

House

651 TIMBERCREST DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
New Highlands Ridge 2701 E WATERVIEW DR, AVON PARK, FL, 3382..., Avon Park, FL 33825
$147,900

2 beds

|

2 baths

|

1,600 sq ft

|

Mobile Home

2701 E WATERVIEW DR, AVON PARK, FL, 3382...
Community: Highlands Ridge
New Sandpiper Golf & Country Club 6380 EGRET DR 19, LAKELAND, FL, 33809, Lakeland, FL 33809
$229,900

2 beds

|

2 baths

|

1,228 sq ft

|

House

6380 EGRET DR 19, LAKELAND, FL, 33809
Majestic Oaks Ocala 8895 SW 57TH COURT RD, OCALA, FL, 34476, Ocala, FL 34476
$288,800

3 beds

|

2 baths

|

1,864 sq ft

|

House

8895 SW 57TH COURT RD, OCALA, FL, 34476
Community: Majestic Oaks Ocala
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 9611 SW 71ST LOOP, OCALA, FL, 34481, Ocala, FL 34481
$495,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

9611 SW 71ST LOOP, OCALA, FL, 34481
Community: Stone Creek
Ocala Palms 5063 NW 18TH ST, OCALA, FL, 34482, Ocala, FL 34482
$209,000

2 beds

|

2 baths

|

1,207 sq ft

|

House

5063 NW 18TH ST, OCALA, FL, 34482
Community: Ocala Palms
Stonecrest 10952 SE 169TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$340,000

3 beds

|

2 baths

|

1,476 sq ft

|

House

10952 SE 169TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Twin Lakes 2410 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$369,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2410 DATURA LOOP, SAINT 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
On Top of the World 7980 SW 87TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$259,900

2 beds

|

2 baths

|

1,224 sq ft

|

House

7980 SW 87TH LOOP, OCALA, FL, 34476
Community: On Top of the World
Four Seasons at Orlando 1598 WHITEWOOD CT, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$490,000

3 beds

|

2 baths

|

2,066 sq ft

|

House

1598 WHITEWOOD CT, KISSIMMEE, FL, 34747
New Stone Creek 9652 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$243,342

2 beds

|

2 baths

|

1,367 sq ft

|

House

9652 SW 63RD LOOP, OCALA, FL, 34481
Community: Stone Creek
The Villages® 9653 SE 171ST ARGYLL ST, THE VILLAGES, F..., The Villages, FL 32162
$337,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

9653 SE 171ST ARGYLL ST, THE VILLAGES, F...
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.
The Villages® 2630 CARIBE DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,674 sq ft

|

House

2630 CARIBE DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 923 CAMINO DEL REY DR, THE VILLAGES, FL,..., The Villages, FL 32159
$339,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

923 CAMINO DEL REY DR, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 2940 GULLEY LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$459,900

3 beds

|

2 baths

|

1,525 sq ft

|

Villa

2940 GULLEY LN, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 849 YEMASSEE LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32162
$389,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

849 YEMASSEE LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 2921 EVINSTON CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$600,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

2921 EVINSTON CT, THE VILLAGES, FL, 3216...
Community: The Villages®
Spruce Creek Country Club 14280 SE 85TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$279,000

2 beds

|

2 baths

|

1,556 sq ft

|

House

14280 SE 85TH AVE, SUMMERFIELD, FL, 3449...
Spruce Creek Country Club 13178 SE 93RD TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$290,000

2 beds

|

2 baths

|

1,665 sq ft

|

House

13178 SE 93RD TERRACE RD, SUMMERFIELD, F...
Spruce Creek Country Club 9369 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$349,000

2 beds

|

2 baths

|

1,649 sq ft

|

House

9369 SE 124TH 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.
Del Webb Sunbridge 2479 PINE PRESERVE CT, SAINT CLOUD, FL, ..., Saint Cloud, FL 34771
$575,000

3 beds

|

2 baths

|

2,054 sq ft

|

House

2479 PINE PRESERVE CT, SAINT CLOUD, FL, ...
Community: Del Webb Sunbridge
Spruce Creek Country Club 9573 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$319,000

2 beds

|

2 baths

|

1,708 sq ft

|

House

9573 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Heritage Hills 3808 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$380,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

3808 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
Spruce Creek North 6468 SW 107TH PL, OCALA, FL, 34476, Ocala, FL 34476
$179,900

2 beds

|

2 baths

|

1,095 sq ft

|

House

6468 SW 107TH PL, OCALA, FL, 34476
Community: Spruce Creek North
The Villages® 3248 KILLINGTON LOOP, THE VILLAGES, FL, ..., The Villages, FL 32163
$525,000

3 beds

|

2 baths

|

1,842 sq ft

|

House

3248 KILLINGTON LOOP, THE VILLAGES, FL, ...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Marion Landing 8729 SW 60TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$255,900

2 beds

|

2 baths

|

1,721 sq ft

|

House

8729 SW 60TH CIR, OCALA, FL, 34476
Community: Marion Landing
VillageWalk at Lake Nona 11858 BARLETTA DR, ORLANDO, FL, 32827, Orlando, FL 32827
$608,000

3 beds

|

2 baths

|

1,941 sq ft

|

House

11858 BARLETTA DR, ORLANDO, FL, 32827
On Top of the World 7732 SW 86TH CT, OCALA, FL, 34481, Ocala, FL 34481
$320,000

2 beds

|

2 baths

|

1,344 sq ft

|

House

7732 SW 86TH CT, OCALA, FL, 34481
Community: On Top of the World
Royal Highlands 4701 INVERNESS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$375,000

3 beds

|

2 baths

|

1,929 sq ft

|

House

4701 INVERNESS DR, LEESBURG, FL, 34748
Community: Royal Highlands
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 9049 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481
$259,900

3 beds

|

2 baths

|

2,051 sq ft

|

House

9049 SW 91ST CIR, OCALA, FL, 34481
Community: On Top of the World
Plantation at Leesburg 3529 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748
$329,900

2 beds

|

2 baths

|

1,723 sq ft

|

House

3529 MOUNT HOPE LOOP, LEESBURG, FL, 3474...
The Villages® 2595 ASCOT LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$292,500

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2595 ASCOT LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
Spruce Creek Country Club 8924 SE 118TH LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$399,000

3 beds

|

2 baths

|

2,120 sq ft

|

House

8924 SE 118TH LN, SUMMERFIELD, FL, 34491
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 1102 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$375,000

2 beds

|

2 baths

|

1,936 sq ft

|

House

1102 EMERALD DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
The Villages® 555 RANDALL RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$625,000

3 beds

|

3 baths

|

1,905 sq ft

|

House

555 RANDALL RD, THE VILLAGES, FL, 32163
Community: The Villages®

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