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Winter Garden, FL 55+ active adult communities & homes for sale - Page 91

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
Cindy Certified
2015 CHICKASAW BLVD, DAVENPORT, FL, 3383..., Davenport, FL 33837
$330,000

3 beds

|

2 baths

|

1,725 sq ft

|

House

2015 CHICKASAW BLVD, DAVENPORT, FL, 3383...
Tampa Bay Golf and Country Club 29327 ZELLER AVE, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$230,000

2 beds

|

2 baths

|

1,421 sq ft

|

House

29327 ZELLER AVE, SAN ANTONIO, FL, 33576
On Top of the World 8368 SW 79TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$269,000

3 beds

|

2 baths

|

2,024 sq ft

|

House

8368 SW 79TH CIR, OCALA, FL, 34476
Community: On Top of the World
On Top of the World 9759 SW 97TH LN, OCALA, FL, 34481, Ocala, FL 34481
$179,000

2 beds

|

2 baths

|

1,732 sq ft

|

House

9759 SW 97TH LN, OCALA, FL, 34481
Community: On Top of the World
Sun City Center 2016 E VIEW DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$385,000

2 beds

|

2 baths

|

2,213 sq ft

|

House

2016 E VIEW DR, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Arlington Ridge 27343 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$319,000

3 beds

|

2 baths

|

1,607 sq ft

|

House

27343 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Del Webb Orlando 536 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$309,000

3 beds

|

2 baths

|

1,508 sq ft

|

House

536 ARENA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Jovita Golf and Country Club 13143 PALMILLA CIR, DADE CITY, FL, 33525, Dade City, FL 33525
$549,900

3 beds

|

3 baths

|

2,750 sq ft

|

Villa

13143 PALMILLA CIR, DADE CITY, FL, 33525
Sun City Center 1811 BEDFORD LN 166, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$104,900

1 beds

|

2 baths

|

800 sq ft

|

Condo

1811 BEDFORD LN 166, SUN CITY CENTER, FL...
Community: Sun City Center
Sun City Center 1811 BEDFORD LN, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$104,900

1 beds

|

2 baths

|

800 sq ft

|

Condo

1811 BEDFORD LN, SUN CITY CENTER, FL, 33...
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.
Spruce Creek South 10599 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$212,500

2 beds

|

2 baths

|

1,008 sq ft

|

House

10599 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Cresswind Lakewood Ranch 16743 SERAPHIC TRL, BRADENTON, FL, 34211, Bradenton, FL 34211
$715,000

5 beds

|

4 baths

|

2,939 sq ft

|

House

16743 SERAPHIC TRL, BRADENTON, FL, 34211
Pennbrooke Fairways 32512 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$234,000

3 beds

|

2 baths

|

1,312 sq ft

|

House

32512 OAK PARK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Stone Creek 7527 SW 97TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481
$564,950

3 beds

|

4 baths

|

2,604 sq ft

|

House

7527 SW 97TH TERRACE RD, OCALA, FL, 3448...
Community: Stone Creek
On Top of the World 8546 SW 79TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$263,900

2 beds

|

2 baths

|

1,497 sq ft

|

House

8546 SW 79TH AVE, OCALA, FL, 34476
Community: On Top of the World
The Villages® 17627 SE 88TH COVINGTON CIR, THE VILLAGE..., The Villages, FL 32162
$600,000

3 beds

|

2 baths

|

2,460 sq ft

|

House

17627 SE 88TH COVINGTON CIR, THE VILLAGE...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Oak Run 10987 SW 86TH TER, OCALA, FL, 34481, Ocala, FL 34481
$184,900

2 beds

|

2 baths

|

1,432 sq ft

|

House

10987 SW 86TH TER, OCALA, FL, 34481
Community: Oak Run
The Villages® 1067 CARVER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$352,829

2 beds

|

2 baths

|

1,270 sq ft

|

Villa

1067 CARVER CT, THE VILLAGES, FL, 32163
Community: The Villages®
On Top of the World 10564 SW 98TH LN, OCALA, FL, 34481, Ocala, FL 34481
$399,999

2 beds

|

2 baths

|

1,983 sq ft

|

House

10564 SW 98TH LN, OCALA, FL, 34481
Community: On Top of the World
Sun City Center 201 KINGS BLVD 13, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$89,900

2 beds

|

2 baths

|

960 sq ft

|

Condo

201 KINGS BLVD 13, 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.
Sun City Center 1305 SPRY CT, SUN CITY CENTER, FL, 33573, Sun City Center, FL 33573
$139,900

2 beds

|

2 baths

|

1,219 sq ft

|

Condo

1305 SPRY CT, SUN CITY CENTER, FL, 33573
Community: Sun City Center
Cindy Certified
262 TANAGER AVE, SEBRING, FL, 33870, Sebring, FL 33870
$385,000

4 beds

|

3 baths

|

1,735 sq ft

|

House

262 TANAGER AVE, SEBRING, FL, 33870
Royal Highlands 21202 BRAVEHEART DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$290,000

3 beds

|

2 baths

|

1,588 sq ft

|

House

21202 BRAVEHEART DR, LEESBURG, FL, 34748
Community: Royal Highlands
Tohoqua Reserve 1991 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$479,900

3 beds

|

2 baths

|

2,056 sq ft

|

House

1991 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Pelican Bay Daytona Beach 102 BOB WHITE CT 102C, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$179,000

2 beds

|

2 baths

|

1,165 sq ft

|

Condo

102 BOB WHITE CT 102C, DAYTONA BEACH, FL...
Pelican Bay Daytona Beach 102 BOB WHITE CT C, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$179,000

2 beds

|

2 baths

|

1,165 sq ft

|

Condo

102 BOB WHITE CT C, DAYTONA BEACH, FL, 3...
On Top of the World 9602 SW 93RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$239,900

2 beds

|

2 baths

|

1,517 sq ft

|

House

9602 SW 93RD LOOP, 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
Ocala Preserve 5672 NW 40TH PL, OCALA, FL, 34482, Ocala, FL 34482
$440,000

2 beds

|

2 baths

|

1,938 sq ft

|

House

5672 NW 40TH PL, OCALA, FL, 34482
Community: Ocala Preserve
Cindy Certified
9537 BLACK WALNUT DR, CLERMONT, FL, 3471..., Clermont, FL 34715
$395,000

4 beds

|

2 baths

|

1,846 sq ft

|

House

9537 BLACK WALNUT DR, CLERMONT, FL, 3471...
The Villages® 903 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$460,000

3 beds

|

2 baths

|

1,836 sq ft

|

House

903 RAMOS DR, THE VILLAGES, FL, 32159
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.
Cindy Certified
10471 BRIDGEGATE HEIGHTS LOOP, SAN ANTON..., San Antonio, FL 33576
$529,900

4 beds

|

4 baths

|

2,828 sq ft

|

House

10471 BRIDGEGATE HEIGHTS LOOP, SAN ANTON...
On Top of the World 8364 SW 79TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$275,000

3 beds

|

2 baths

|

2,032 sq ft

|

House

8364 SW 79TH CIR, OCALA, FL, 34476
Community: On Top of the World
Spruce Creek Country Club 13520 SE 87TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$335,000

2 beds

|

2 baths

|

1,554 sq ft

|

House

13520 SE 87TH CIR, SUMMERFIELD, FL, 3449...
Oak Run 10967 SW 81ST AVE, OCALA, FL, 34481, Ocala, FL 34481
$180,000

2 beds

|

2 baths

|

1,224 sq ft

|

House

10967 SW 81ST AVE, OCALA, FL, 34481
Community: Oak Run
Latitude Margaritaville 472 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$405,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

472 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Cindy Certified
14501 GROVE RESORT AVE # 1603, WINTER GA..., Winter Garden, FL 34787
$350,000

3 beds

|

2 baths

|

1,396 sq ft

|

Condotel

14501 GROVE RESORT AVE # 1603, WINTER GA...
The Villages® 2845 CHARITY LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$309,900

2 beds

|

2 baths

|

1,206 sq ft

|

House

2845 CHARITY LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
Cindy Certified
808 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$334,990

3 beds

|

2 baths

|

1,761 sq ft

|

House

808 SUNSHOWER DR, LADY LAKE, FL, 32159
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Four Seasons at Orlando 2074 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$569,000

3 beds

|

2 baths

|

2,130 sq ft

|

House

2074 FLORA PASS PL, KISSIMMEE, FL, 34747
Twin Lakes 4921 CATALPA DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$539,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

4921 CATALPA DR, 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.

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3,776 homes
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