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Winter Garden, FL 55+ active adult communities & homes for sale - Page 54

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
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
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
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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
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
Mirada 31516 CABANA RYE AVE, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$459,900

3 beds

|

3 baths

|

2,387 sq ft

|

House

31516 CABANA RYE AVE, SAN ANTONIO, FL, 3...
Community: Mirada
Valencia Lakes 4935 MARBLE SPRINGS CIR, WIMAUMA, FL, 33..., Wimauma, FL 33598
$325,000

3 beds

|

2 baths

|

1,800 sq ft

|

Villa

4935 MARBLE SPRINGS CIR, WIMAUMA, FL, 33...
Community: Valencia Lakes
The Villages® 9188 SE 166TH SPRUNG LN, THE VILLAGES, F..., The Villages, FL 32162
$335,000

3 beds

|

2 baths

|

1,437 sq ft

|

Villa

9188 SE 166TH SPRUNG LN, THE VILLAGES, F...
Community: The Villages®
Venetian Bay 225 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$535,000

3 beds

|

2 baths

|

1,839 sq ft

|

House

225 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
Carlsberg Estates on Lake Suzanne 4178 CANNES AVE, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$285,000

3 beds

|

3 baths

|

1,718 sq ft

|

House

4178 CANNES AVE, LAKE WALES, FL, 33859
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 2404 NANTUCKET GLEN PL 2404, SUN CITY CE..., Sun City Center, FL 33573
$190,000

2 beds

|

2 baths

|

1,113 sq ft

|

Condo

2404 NANTUCKET GLEN PL 2404, SUN CITY CE...
Community: Sun City Center
Esplanade at McKinnon Groves 17742 SEDONA ST, WINTER GARDEN, FL, 3478..., Winter Garden, FL 34787
$900,000

3 beds

|

3 baths

|

2,475 sq ft

|

House

17742 SEDONA ST, WINTER GARDEN, FL, 3478...
The Villages® 7618 SE 171ST SUN VALLEY PL, THE VILLAGE..., The Villages, FL 32162
$325,000

2 beds

|

2 baths

|

1,332 sq ft

|

Villa

7618 SE 171ST SUN VALLEY PL, THE VILLAGE...
Community: The Villages®
Sun City Center 1811 MILFORD CIR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$398,000

3 beds

|

3 baths

|

1,961 sq ft

|

House

1811 MILFORD CIR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Pennbrooke Fairways 228 GRAND VISTA TRL, LEESBURG, FL, 34748, Leesburg, FL 34748
$270,000

2 beds

|

2 baths

|

1,568 sq ft

|

House

228 GRAND VISTA TRL, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
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
11432 DRIFTING LEAF DR, RIVERVIEW, FL, 3..., Riverview, FL 33579
$629,000

4 beds

|

3 baths

|

2,468 sq ft

|

House

11432 DRIFTING LEAF DR, RIVERVIEW, FL, 3...
Solivita 766 CARMEL LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$399,000

3 beds

|

3 baths

|

2,320 sq ft

|

House

766 CARMEL LN, KISSIMMEE, FL, 34759
Community: Solivita
Stone Creek 5866 SW 87TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$339,585

2 beds

|

2 baths

|

1,656 sq ft

|

House

5866 SW 87TH AVE, OCALA, FL, 34481
Community: Stone Creek
Stone Creek 7199 SW 91ST CT, OCALA, FL, 34481, Ocala, FL 34481
$228,822

2 beds

|

2 baths

|

1,443 sq ft

|

House

7199 SW 91ST CT, OCALA, FL, 34481
Community: Stone Creek
The Villages® 8420 COUNTY RD A1, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$299,900

3 beds

|

2 baths

|

2,176 sq ft

|

Manufactured Home

8420 COUNTY RD A1, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 3452 BOSIE RUN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$950,000

3 beds

|

3 baths

|

2,192 sq ft

|

House

3452 BOSIE RUN, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Huntington at Hunter's Ridge 5 SHEAR WATER TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$379,000

3 beds

|

2 baths

|

1,826 sq ft

|

House

5 SHEAR WATER TRL, ORMOND BEACH, FL, 321...
Stonecrest 17879 SE 125TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$415,000

3 beds

|

3 baths

|

2,071 sq ft

|

House

17879 SE 125TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Cindy Certified
17007 BLISTER WING DR, WIMAUMA, FL, 3359..., Wimauma, FL 33598
$274,900

3 beds

|

2 baths

|

1,504 sq ft

|

House

17007 BLISTER WING DR, WIMAUMA, FL, 3359...
The Villages® 3602 PEPPERIDGE CIR, THE VILLAGES, FL, 3..., The Villages, FL 32163
$440,000

3 beds

|

2 baths

|

1,731 sq ft

|

House

3602 PEPPERIDGE CIR, THE VILLAGES, FL, 3...
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.
Esplanade at McKinnon Groves 11341 BOURBON ROSE CIR, WINTER GARDEN, F..., Winter Garden, FL 34787
$925,000

4 beds

|

5 baths

|

2,974 sq ft

|

House

11341 BOURBON ROSE CIR, WINTER GARDEN, F...
Cindy Certified
4711 SAN MARTINO DR, WESLEY CHAPEL, FL, ..., Wesley Chapel, FL 33543
$479,900

3 beds

|

2 baths

|

1,610 sq ft

|

House

4711 SAN MARTINO DR, WESLEY CHAPEL, FL, ...
On Top of the World 8640 SW 86TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$439,800

4 beds

|

2 baths

|

2,275 sq ft

|

House

8640 SW 86TH CIR, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
1947 ALTAVISTA CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$390,000

3 beds

|

2 baths

|

2,107 sq ft

|

House

1947 ALTAVISTA CIR, LAKELAND, FL, 33810
The Villages® 2129 MARGARITA DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$372,000

3 beds

|

2 baths

|

1,694 sq ft

|

House

2129 MARGARITA DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Country Club of Mount Dora 9076 SAINT ANDREWS WAY, MOUNT DORA, FL, ..., Mount Dora, FL 32757
$349,000

3 beds

|

2 baths

|

1,587 sq ft

|

House

9076 SAINT ANDREWS WAY, MOUNT DORA, FL, ...
On Top of the World 10247 SW 82ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$525,285

2 beds

|

2 baths

|

2,145 sq ft

|

House

10247 SW 82ND PLACE RD, 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
The Villages® 2716 LYALL LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$589,000

3 beds

|

2 baths

|

1,920 sq ft

|

House

2716 LYALL LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
Esplanade at McKinnon Groves 11275 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$400,000

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11275 SILVER TRUMPET LOOP, WINTER GARDEN...
Esplanade at McKinnon Groves 11279 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$432,318

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11279 SILVER TRUMPET LOOP, WINTER GARDEN...
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 10233 SW 82ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$549,230

3 beds

|

3 baths

|

2,373 sq ft

|

House

10233 SW 82ND PLACE RD, OCALA, FL, 34481
Community: On Top of the World
Stonecrest 11972 SE 176TH PLACE RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$315,000

3 beds

|

2 baths

|

1,738 sq ft

|

House

11972 SE 176TH PLACE RD, SUMMERFIELD, FL...
Community: Stonecrest
Cindy Certified
3625 SUBLETT LOOP, TAVARES, FL, 32778, Tavares, FL 32778
$457,000

4 beds

|

3 baths

|

2,053 sq ft

|

House

3625 SUBLETT LOOP, TAVARES, FL, 32778
Oak Run 7221 SW 115TH PL, OCALA, FL, 34476, Ocala, FL 34476
$305,000

3 beds

|

3 baths

|

1,527 sq ft

|

House

7221 SW 115TH PL, OCALA, FL, 34476
Community: Oak Run
Summit Greens 794 WOLF CREEK ST, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

3 beds

|

2 baths

|

1,747 sq ft

|

House

794 WOLF CREEK ST, CLERMONT, FL, 34711
Community: Summit Greens
Trilogy® Orlando 273 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$479,888

2 beds

|

3 baths

|

2,140 sq ft

|

House

273 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
On Top of the World 9082 SW 102ND CIR, OCALA, FL, 34481, Ocala, FL 34481
$209,999

2 beds

|

2 baths

|

1,581 sq ft

|

House

9082 SW 102ND CIR, OCALA, FL, 34481
Community: On Top of the World
Latitude Margaritaville 842 ATTITUDE AVE, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$659,900

2 beds

|

3 baths

|

2,303 sq ft

|

House

842 ATTITUDE AVE, DAYTONA BEACH, FL, 321...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 2241 WORTHINGTON GREENS DR, SUN CITY CEN..., Sun City Center, FL 33573
$229,900

3 beds

|

2 baths

|

1,617 sq ft

|

Villa

2241 WORTHINGTON GREENS DR, SUN CITY CEN...
Community: Sun City Center
Southshore Bay 16817 WHISPER ELM ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$399,999

2 beds

|

2 baths

|

1,956 sq ft

|

House

16817 WHISPER ELM ST, WIMAUMA, FL, 33598
Community: Southshore 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.

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