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Winter Garden, FL 55+ active adult communities & homes for sale - Page 58

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
Sun City Center 1905 HANSON CT 305, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$170,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

1905 HANSON CT 305, SUN CITY CENTER, FL,...
Community: Sun City Center
Cindy Certified
10952 SW 45TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$220,000

4 beds

|

2 baths

|

2,051 sq ft

|

House

10952 SW 45TH AVE, OCALA, FL, 34476
Pelican Bay Daytona Beach 348 BOB WHITE CT 7, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$167,000

1 beds

|

1 baths

|

894 sq ft

|

Condo

348 BOB WHITE CT 7, DAYTONA BEACH, FL, 3...
Cindy Certified
5178 SW 93 LN, OTHER, FL, 34476, Other, FL 34476
$1,199,999

4 beds

|

3 baths

|

2,823 sq ft

|

House

5178 SW 93 LN, OTHER, FL, 34476
Stone Creek 8344 SW 54TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$299,900

4 beds

|

2 baths

|

1,583 sq ft

|

House

8344 SW 54TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Spruce Creek Country Club 13650 SE 91ST AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$350,000

3 beds

|

2 baths

|

1,870 sq ft

|

House

13650 SE 91ST AVE, SUMMERFIELD, FL, 3449...
The Villages® 2875 RAIN LILY LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$624,000

3 beds

|

2 baths

|

1,965 sq ft

|

House

2875 RAIN LILY LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Plantation at Leesburg 4438 RIVER RIDGE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$280,000

2 beds

|

2 baths

|

1,871 sq ft

|

House

4438 RIVER RIDGE DR, LEESBURG, FL, 34748
The Villages® 17946 SE 87TH MELROSE CT, THE VILLAGES, ..., The Villages, FL 32162
$445,000

3 beds

|

2 baths

|

2,013 sq ft

|

House

17946 SE 87TH MELROSE CT, THE VILLAGES, ...
Community: The Villages®
Cindy Certified
26180 FEATHERGRASS CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$285,000

3 beds

|

2 baths

|

1,432 sq ft

|

House

26180 FEATHERGRASS CIR, LEESBURG, FL, 34...
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.
Colonnades 4976 PLEASANT HOLLOW TRL, LAKELAND, FL, ..., Lakeland, FL 33811
$210,000

2 beds

|

2 baths

|

1,543 sq ft

|

House

4976 PLEASANT HOLLOW TRL, LAKELAND, FL, ...
Community: Colonnades
Stone Creek 9645 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$285,000

2 beds

|

2 baths

|

1,300 sq ft

|

House

9645 SW 63RD LOOP, OCALA, FL, 34481
Community: Stone Creek
The Villages® 2311 GLADE RUN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$490,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

2311 GLADE RUN, THE VILLAGES, FL, 32162
Community: The Villages®
Cindy Certified
13529 CIRCA CROSSING DR, LITHIA, FL, 335..., Lithia, FL 33547
$360,000

2 beds

|

2 baths

|

1,525 sq ft

|

Townhouse

13529 CIRCA CROSSING DR, LITHIA, FL, 335...
The Villages® 728 CONGAREE LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$819,900

3 beds

|

3 baths

|

2,829 sq ft

|

House

728 CONGAREE LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
Palm Cay 11151 SW 76TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$199,000

2 beds

|

2 baths

|

1,297 sq ft

|

House

11151 SW 76TH AVE, OCALA, FL, 34476
Community: Palm Cay
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Spruce Creek South 17676 SE 102ND CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$279,900

3 beds

|

3 baths

|

1,988 sq ft

|

House

17676 SE 102ND CIR, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
On Top of the World 9153 SW 91ST TER, OCALA, FL, 34481, Ocala, FL 34481
$214,000

2 beds

|

2 baths

|

1,770 sq ft

|

House

9153 SW 91ST TER, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
740 PREAKNESS CIR, DELAND, FL, 32724, Deland, FL 32724
$369,900

4 beds

|

2 baths

|

2,029 sq ft

|

House

740 PREAKNESS CIR, DELAND, FL, 32724
Sun City Center 830 MCCALLISTER AVE, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$190,000

2 beds

|

2 baths

|

1,336 sq ft

|

Condo

830 MCCALLISTER AVE, 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.
The Villages® 13718 COUNTY RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$285,000

5 beds

|

3 baths

|

2,176 sq ft

|

Manufactured Home

13718 COUNTY RD, LADY LAKE, FL, 32159
Community: The Villages®
Solivita 278 ANASTASIA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$223,000

2 beds

|

2 baths

|

1,317 sq ft

|

Halfplex

278 ANASTASIA DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
4368 MERCEDES ST, SEBRING, FL, 33872, Sebring, FL 33872
$269,900

3 beds

|

2 baths

|

1,323 sq ft

|

House

4368 MERCEDES ST, SEBRING, FL, 33872
Cindy Certified
12610 HOURGLASS WAY, DADE CITY, FL, 3352..., Dade City, FL 33525
$380,000

4 beds

|

3 baths

|

1,988 sq ft

|

House

12610 HOURGLASS WAY, DADE CITY, FL, 3352...
The Villages® 5217 CAMBRIDGE CT, WILDWOOD, FL, 34785, Wildwood, FL 34785
$170,000

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

5217 CAMBRIDGE CT, WILDWOOD, FL, 34785
Community: The Villages®
Ocala Preserve 5208 NW 46TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$479,000

4 beds

|

3 baths

|

2,553 sq ft

|

House

5208 NW 46TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
Scottish Highlands 1117 BEN HOPE DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$315,000

2 beds

|

3 baths

|

2,280 sq ft

|

House

1117 BEN HOPE DR, LEESBURG, FL, 34788
Community: Scottish Highlands
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lake Jovita Golf and Country Club 13301 THOROUGHBRED DR, DADE CITY, FL, 33..., Dade City, FL 33525
$725,000

4 beds

|

3 baths

|

2,741 sq ft

|

House

13301 THOROUGHBRED DR, DADE CITY, FL, 33...
The Villages® 1012 DIEGO CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$414,900

3 beds

|

2 baths

|

1,976 sq ft

|

House

1012 DIEGO CT, LADY LAKE, FL, 32159
Community: The Villages®
Lake Jovita Golf and Country Club 12716 TRADITION DR, DADE CITY, FL, 33525, Dade City, FL 33525
$1,190,000

6 beds

|

4 baths

|

4,337 sq ft

|

House

12716 TRADITION DR, DADE CITY, FL, 33525
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
17066 OVAL RUM DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$299,000

3 beds

|

2 baths

|

1,516 sq ft

|

House

17066 OVAL RUM DR, WIMAUMA, FL, 33598
Cindy Certified
4372 MERCEDES ST, SEBRING, FL, 33872, Sebring, FL 33872
$279,900

3 beds

|

2 baths

|

1,468 sq ft

|

House

4372 MERCEDES ST, SEBRING, FL, 33872
Stone Creek 9530 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$325,000

2 beds

|

2 baths

|

1,708 sq ft

|

House

9530 SW 70TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Colonnades 4860 GOLDENVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$213,000

2 beds

|

2 baths

|

1,350 sq ft

|

House

4860 GOLDENVIEW LN, LAKELAND, FL, 33811
Community: Colonnades
Highland Lakes 27305 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$325,000

3 beds

|

2 baths

|

2,886 sq ft

|

House

27305 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Spruce Creek Preserve 11588 SW 139TH PL, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$209,000

2 beds

|

2 baths

|

1,296 sq ft

|

House

11588 SW 139TH PL, DUNNELLON, FL, 34432
The Country Club of Mount Dora 8059 LAUREL RIDGE DR, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$570,000

3 beds

|

3 baths

|

2,777 sq ft

|

House

8059 LAUREL RIDGE DR, MOUNT DORA, FL, 32...
Sullivan Ranch 21315 SORRAIA CV, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$425,000

4 beds

|

2 baths

|

2,164 sq ft

|

House

21315 SORRAIA CV, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1230 DESILVA ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$492,000

3 beds

|

2 baths

|

1,842 sq ft

|

House

1230 DESILVA ST, THE VILLAGES, FL, 32159
Community: The Villages®
Lake Jovita Golf and Country Club 34653 HEAVENLY LN, DADE CITY, FL, 33525, Dade City, FL 33525
$739,999

4 beds

|

3 baths

|

2,565 sq ft

|

House

34653 HEAVENLY LN, DADE CITY, FL, 33525
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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