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Winter Garden, FL 55+ active adult communities & homes for sale - Page 4

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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 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
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 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
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
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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 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 Mirada 31687 PARKLAND BAY WAY, SAN ANTONIO, FL,..., San Antonio, FL 33576
$385,000

2 beds

|

2 baths

|

1,959 sq ft

|

House

31687 PARKLAND BAY WAY, SAN ANTONIO, FL,...
Community: Mirada
New Stone Creek 9531 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$449,900

2 beds

|

3 baths

|

2,299 sq ft

|

House

9531 SW 70TH LOOP, OCALA, FL, 34481
Community: Stone Creek
New The Villages® 1241 TARFLOWER TER, THE VILLAGES, FL, 32..., The Villages, FL 32163
$497,000

3 beds

|

2 baths

|

1,956 sq ft

|

House

1241 TARFLOWER TER, THE VILLAGES, FL, 32...
Community: The Villages®
New On Top of the World 8519 SW 91ST ST F, OCALA, FL, 34481, Ocala, FL 34481
$199,900

2 beds

|

2 baths

|

1,856 sq ft

|

House

8519 SW 91ST ST F, OCALA, FL, 34481
Community: On Top of the World
New Lakes of Mount Dora 3003 NEW HAVEN PL, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$375,000

3 beds

|

2 baths

|

1,794 sq ft

|

House

3003 NEW HAVEN PL, MOUNT DORA, FL, 32757
Community: Lakes of Mount Dora
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Sun City Center 202 GLOUCESTER BLVD 357, SUN CITY CENTER..., Sun City Center, FL 33573
$155,900

2 beds

|

2 baths

|

1,132 sq ft

|

Condo

202 GLOUCESTER BLVD 357, SUN CITY CENTER...
Community: Sun City Center
New Sun City Center 1604 ALEXANDER CROSSING WAY, SUN CITY CE..., Sun City Center, FL 33573
$339,000

2 beds

|

2 baths

|

1,343 sq ft

|

House

1604 ALEXANDER CROSSING WAY, SUN CITY CE...
Community: Sun City Center
New
Cindy Certified
16437 FERNRIDGE ST, CLERMONT, FL, 34714, Clermont, FL 34714
$439,900

4 beds

|

3 baths

|

2,081 sq ft

|

House

16437 FERNRIDGE ST, CLERMONT, FL, 34714
New Thunderbird Hill 3838 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$179,000

2 beds

|

2 baths

|

1,035 sq ft

|

Villa

3838 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
New Cresswind DeLand 1209 BRUSH CREEK DR, DELAND, FL, 32724, Deland, FL 32724
$568,780

2 beds

|

2 baths

|

2,029 sq ft

|

House

1209 BRUSH CREEK DR, DELAND, FL, 32724
Community: Cresswind DeLand
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 On Top of the World 8346 SW 84TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$308,999

3 beds

|

2 baths

|

1,701 sq ft

|

House

8346 SW 84TH PLACE RD, OCALA, FL, 34481
Community: On Top of the World
New
Cindy Certified
988 CAMBRIDGE DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33881
$299,900

4 beds

|

2 baths

|

1,867 sq ft

|

House

988 CAMBRIDGE DR, WINTER HAVEN, FL, 3388...
New Pennbrooke Fairways 1145 EAGLES LNDG, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,900

3 beds

|

2 baths

|

1,639 sq ft

|

House

1145 EAGLES LNDG, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
New Lakeside Landings 10371 ADDISON SHORE WAY, OXFORD, FL, 344..., Oxford, FL 34484
$425,000

4 beds

|

3 baths

|

2,016 sq ft

|

House

10371 ADDISON SHORE WAY, OXFORD, FL, 344...
Community: Lakeside Landings
New Summer Trees 115 CYPRESS POND RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128
$209,900

2 beds

|

2 baths

|

1,340 sq ft

|

House

115 CYPRESS POND RD, PORT ORANGE, FL, 32...
Community: Summer Trees
New Marion Landing 6942 SW 86TH ST, OCALA, FL, 34476, Ocala, FL 34476
$195,000

3 beds

|

2 baths

|

1,200 sq ft

|

Manufactured Home

6942 SW 86TH ST, OCALA, FL, 34476
Community: Marion Landing
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New On Top of the World 10193 SW 84TH STREET RD, OCALA, FL, 3448..., Ocala, FL 34481
$547,540

3 beds

|

3 baths

|

2,211 sq ft

|

House

10193 SW 84TH STREET RD, OCALA, FL, 3448...
Community: On Top of the World
New Legacy of Leesburg 5127 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$349,900

3 beds

|

2 baths

|

2,386 sq ft

|

House

5127 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
New
Cindy Certified
11 HONEYBELL WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$371,990

4 beds

|

2 baths

|

1,828 sq ft

|

House

11 HONEYBELL WAY, ORMOND BEACH, FL, 3217...
New Sun City Center 2630 LANCASTER DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$199,900

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

2630 LANCASTER DR, SUN CITY CENTER, FL, ...
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.
New Sun City Center 1814 FOXHUNT DR A, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$114,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

1814 FOXHUNT DR A, SUN CITY CENTER, FL, ...
Community: Sun City Center
New The Villages® 3254 ZIPPERER WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$550,000

3 beds

|

2 baths

|

1,654 sq ft

|

House

3254 ZIPPERER WAY, THE VILLAGES, FL, 321...
Community: The Villages®
New
Cindy Certified
34024 SKY BLOSSOM CIR, LEESBURG, FL, 347..., Leesburg, FL 34788
$331,500

4 beds

|

2 baths

|

1,850 sq ft

|

House

34024 SKY BLOSSOM CIR, LEESBURG, FL, 347...
New Sandpiper Golf & Country Club 6303 EGRET DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$269,000

2 beds

|

2 baths

|

1,335 sq ft

|

House

6303 EGRET DR, LAKELAND, FL, 33809
New The Villages® 2182 KAYLEE DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

1,499 sq ft

|

House

2182 KAYLEE DR, THE VILLAGES, FL, 32162
Community: The Villages®
New Spruce Creek South 10255 SE 178TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$239,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

10255 SE 178TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
New Pelican Bay Daytona Beach 172 BERMUDA PETREL CT, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$259,000

3 beds

|

3 baths

|

2,010 sq ft

|

House

172 BERMUDA PETREL CT, DAYTONA BEACH, FL...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New
Cindy Certified
2693 PORTADOWN ST, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$402,360

4 beds

|

2 baths

|

1,850 sq ft

|

House

2693 PORTADOWN ST, ORMOND BEACH, FL, 321...
New The Country Club of Mount Dora 8021 SAINT JAMES WAY, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$475,000

3 beds

|

2 baths

|

2,371 sq ft

|

House

8021 SAINT JAMES WAY, MOUNT DORA, FL, 32...
New Del Webb Lakehaven 15559 PEACEFUL PINES ALY, CLERMONT, FL, ..., Clermont, FL 34714
$545,350

5 beds

|

3 baths

|

2,603 sq ft

|

House

15559 PEACEFUL PINES ALY, CLERMONT, FL, ...
Community: Del Webb Lakehaven
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 Pennbrooke Fairways 1040 EAGLES LNDG, LEESBURG, FL, 34748, Leesburg, FL 34748
$274,247

2 beds

|

2 baths

|

1,752 sq ft

|

House

1040 EAGLES LNDG, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
New The Villages® 4398 PEZZULLO CIR, THE VILLAGES, FL, 321..., The Villages, FL 32163
$995,000

4 beds

|

3 baths

|

3,325 sq ft

|

House

4398 PEZZULLO CIR, THE VILLAGES, FL, 321...
Community: The Villages®
New
Cindy Certified
15302 HONEYBELL DR, WINTER GARDEN, FL, 3..., Winter Garden, FL 34787
$575,000

3 beds

|

2 baths

|

1,979 sq ft

|

House

15302 HONEYBELL DR, WINTER GARDEN, FL, 3...
New SummerGlen 15673 SW 11TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473
$269,000

3 beds

|

2 baths

|

1,768 sq ft

|

House

15673 SW 11TH TERRACE RD, OCALA, FL, 344...
Community: SummerGlen
New Twin Lakes 5031 DANCY LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$399,000

2 beds

|

2 baths

|

1,422 sq ft

|

House

5031 DANCY LN, ST CLOUD, FL, 34772
Community: Twin Lakes
New Pennbrooke Fairways 752 OLD OAKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

3 beds

|

2 baths

|

1,620 sq ft

|

House

752 OLD OAKS LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
New Stone Creek 6382 SW 97TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481
$366,663

2 beds

|

2 baths

|

1,701 sq ft

|

House

6382 SW 97TH TERRACE RD, OCALA, FL, 3448...
Community: Stone Creek
New
Cindy Certified
3819 FRACCARETA WAY, WESLEY CHAPEL, FL, ..., Wesley Chapel, FL 33543
$484,259

3 beds

|

2 baths

|

1,925 sq ft

|

House

3819 FRACCARETA WAY, WESLEY CHAPEL, FL, ...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Plantation at Leesburg 4952 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$240,000

2 beds

|

2 baths

|

1,289 sq ft

|

House

4952 HERON RUN CIR, LEESBURG, FL, 34748
New Stone Creek 9524 SW 64TH LN, OCALA, FL, 34481, Ocala, FL 34481
$388,888

2 beds

|

2 baths

|

1,906 sq ft

|

House

9524 SW 64TH LN, OCALA, FL, 34481
Community: Stone Creek
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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