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Winter Garden, FL 55+ active adult communities & homes for sale - Page 61

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
Trilogy® Orlando 228 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$390,000

2 beds

|

2 baths

|

2,197 sq ft

|

House

228 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 6080 ALLEN AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$315,000

2 beds

|

2 baths

|

1,266 sq ft

|

Villa

6080 ALLEN AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Oak Run 11262 SW 73RD CIR, OCALA, FL, 34476, Ocala, FL 34476
$259,999

3 beds

|

2 baths

|

1,574 sq ft

|

House

11262 SW 73RD CIR, OCALA, FL, 34476
Community: Oak Run
Cindy Certified
806 GRAND PARK CT, DELAND, FL, 32724, Deland, FL 32724
$339,900

4 beds

|

2 baths

|

1,830 sq ft

|

House

806 GRAND PARK CT, DELAND, FL, 32724
Spruce Creek North 6274 SW 106TH PL, OCALA, FL, 34476, Ocala, FL 34476
$210,000

2 beds

|

2 baths

|

1,008 sq ft

|

House

6274 SW 106TH PL, OCALA, FL, 34476
Community: Spruce Creek North
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
SummerGlen 15526 SW 11TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473
$350,958

3 beds

|

2 baths

|

1,647 sq ft

|

House

15526 SW 11TH TERRACE RD, OCALA, FL, 344...
Community: SummerGlen
Majestic Oaks Ocala 5419 SW 84TH PL, OCALA, FL, 34476, Ocala, FL 34476
$245,000

3 beds

|

2 baths

|

1,926 sq ft

|

House

5419 SW 84TH PL, OCALA, FL, 34476
Community: Majestic Oaks Ocala
Royal Highlands 4808 KILT CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$305,000

2 beds

|

2 baths

|

2,213 sq ft

|

House

4808 KILT CT, LEESBURG, FL, 34748
Community: Royal Highlands
Southshore Bay 17228 STAR BANKS ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$339,000

2 beds

|

2 baths

|

1,761 sq ft

|

House

17228 STAR BANKS ST, WIMAUMA, FL, 33598
Community: Southshore Bay
Summit Chase Villas 12520 ORANGEWOOD CT, TAVARES, FL, 32778, Tavares, FL 32778
$185,000

2 beds

|

2 baths

|

918 sq ft

|

Villa

12520 ORANGEWOOD CT, TAVARES, FL, 32778
Community: Summit Chase Villas
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
6087 SW 97TH PL, OCALA, FL, 34476, Ocala, FL 34476
$287,499

2 beds

|

2 baths

|

1,810 sq ft

|

House

6087 SW 97TH PL, OCALA, FL, 34476
The Villages® 8481 SE 168TH KITTREDGE LOOP, THE VILLAG..., The Villages, FL 32162
$839,000

3 beds

|

2 baths

|

2,523 sq ft

|

House

8481 SE 168TH KITTREDGE LOOP, THE VILLAG...
Community: The Villages®
Highland Fairways 3250 PEBBLE BEND DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$239,900

2 beds

|

2 baths

|

1,092 sq ft

|

House

3250 PEBBLE BEND DR, LAKELAND, FL, 33810
Community: Highland Fairways
Highland Fairways 3448 GLEN ABBEY LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$309,900

3 beds

|

2 baths

|

1,709 sq ft

|

House

3448 GLEN ABBEY LN, LAKELAND, FL, 33810
Community: Highland Fairways
Royal Harbor 3354 SAINT LUCIA CT, TAVARES, FL, 32778, Tavares, FL 32778
$384,900

2 beds

|

2 baths

|

1,925 sq ft

|

House

3354 SAINT LUCIA CT, TAVARES, FL, 32778
Community: Royal Harbor
Cindy Certified
14907 IMPERIAL PURPLE LN, WIMAUMA, FL, 3..., Wimauma, FL 33598
$290,000

4 beds

|

2 baths

|

1,817 sq ft

|

House

14907 IMPERIAL PURPLE LN, WIMAUMA, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 721 SHARON DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$155,000

2 beds

|

2 baths

|

768 sq ft

|

Manufactured Home

721 SHARON DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 723 HEATHROW AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$307,500

2 beds

|

2 baths

|

1,352 sq ft

|

House

723 HEATHROW AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
Latitude Margaritaville 252 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$462,900

2 beds

|

2 baths

|

1,558 sq ft

|

House

252 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
The Villages® 522 LOMA PASEO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$525,000

3 beds

|

2 baths

|

1,959 sq ft

|

House

522 LOMA PASEO DR, THE VILLAGES, FL, 321...
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® 1911 DEL NORTE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$315,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1911 DEL NORTE DR, THE VILLAGES, FL, 321...
Community: The Villages®
Oak Run 10920 SW 82ND TER, OCALA, FL, 34481, Ocala, FL 34481
$199,000

3 beds

|

2 baths

|

1,762 sq ft

|

House

10920 SW 82ND TER, OCALA, FL, 34481
Community: Oak Run
The Country Club of Mount Dora 8052 LAUREL RIDGE DR, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$675,000

3 beds

|

3 baths

|

2,650 sq ft

|

House

8052 LAUREL RIDGE DR, MOUNT DORA, FL, 32...
Kings Ridge 2112 SAINT IVES CT, CLERMONT, FL, 34711, Clermont, FL 34711
$399,000

3 beds

|

2 baths

|

2,028 sq ft

|

House

2112 SAINT IVES CT, CLERMONT, FL, 34711
Community: Kings Ridge
Del Webb Lakehaven 6807 SUNRISE COVE DR, CLERMONT, FL, 3471..., Clermont, FL 34714
$648,810

3 beds

|

2 baths

|

1,943 sq ft

|

House

6807 SUNRISE COVE DR, CLERMONT, FL, 3471...
Community: Del Webb Lakehaven
Del Webb Oasis 13175 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$755,000

3 beds

|

2 baths

|

2,054 sq ft

|

House

13175 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
Del Webb Lakehaven 6764 SUNRISE COVE DR, CLERMONT, FL, 3471..., Clermont, FL 34714
$448,940

2 beds

|

2 baths

|

1,655 sq ft

|

House

6764 SUNRISE COVE DR, CLERMONT, FL, 3471...
Community: Del Webb Lakehaven
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Oak Run 7734 SW 114TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$209,900

3 beds

|

2 baths

|

1,654 sq ft

|

House

7734 SW 114TH LOOP, OCALA, FL, 34476
Community: Oak Run
Legacy of Leesburg 5901 CANDLE GLOW PL, LEESBURG, FL, 34748, Leesburg, FL 34748
$320,000

3 beds

|

2 baths

|

1,978 sq ft

|

House

5901 CANDLE GLOW PL, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Twin Lakes 5003 DANCY LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$595,000

3 beds

|

3 baths

|

2,293 sq ft

|

House

5003 DANCY LN, ST CLOUD, FL, 34772
Community: Twin Lakes
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 101 CAMBRIDGE TRL 194, SUN CITY CENTER, ..., Sun City Center, FL 33573
$105,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

101 CAMBRIDGE TRL 194, SUN CITY CENTER, ...
Community: Sun City Center
Stone Creek 8348 SW 58TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$379,990

2 beds

|

2 baths

|

1,889 sq ft

|

House

8348 SW 58TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Cindy Certified
3042 KINGSMAN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$439,990

4 beds

|

3 baths

|

2,361 sq ft

|

House

3042 KINGSMAN TRL, ORMOND BEACH, FL, 321...
Lake Jovita Golf and Country Club 12649 OAK HOLLOW CT, DADE CITY, FL, 3352..., Dade City, FL 33525
$825,000

3 beds

|

3 baths

|

2,901 sq ft

|

House

12649 OAK HOLLOW CT, DADE CITY, FL, 3352...
The Villages® 1070 BERKSHIRE PL, THE VILLAGES, FL, 321..., The Villages, FL 32162
$289,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

1070 BERKSHIRE PL, THE VILLAGES, FL, 321...
Community: The Villages®
Spruce Creek South 9427 SE 174TH PLACE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$189,900

2 beds

|

1 baths

|

816 sq ft

|

House

9427 SE 174TH PLACE RD, SUMMERFIELD, FL,...
Community: Spruce Creek South
Del Webb Oasis 13361 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$859,900

4 beds

|

3 baths

|

3,172 sq ft

|

House

13361 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
Cindy Certified
2975 PARKFIELD RD, ST CLOUD, FL, 34772, St Cloud, FL 34772
$399,990

4 beds

|

3 baths

|

2,098 sq ft

|

House

2975 PARKFIELD RD, ST CLOUD, FL, 34772
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
4961 SW 88 PL, OCALA, FL, 34476, Ocala, FL 34476
$335,000

4 beds

|

2 baths

|

1,827 sq ft

|

House

4961 SW 88 PL, OCALA, FL, 34476
Solivita 2316 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$296,000

2 beds

|

2 baths

|

1,539 sq ft

|

Villa

2316 PALM TREE DR, KISSIMMEE, FL, 34759
Community: Solivita
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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