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Winter Garden, FL 55+ active adult communities & homes for sale - Page 36

3,497 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 (56 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
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
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
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 (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 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.
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
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
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
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 (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 - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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
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
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
5 rating (1 reviews) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 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.
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
5 rating (1 reviews) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 homes
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 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
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.
12...3
Palm Cay 11087 SW 77TH CT, OCALA, FL, 34476, Ocala, FL 34476
$175,000

2 beds

|

2 baths

|

1,110 sq ft

|

House

11087 SW 77TH CT, OCALA, FL, 34476
Community: Palm Cay
Sun City Center 101 CAMBRIDGE TRL 205, SUN CITY CENTER, ..., Sun City Center, FL 33573
$89,900

2 beds

|

2 baths

|

960 sq ft

|

Condo

101 CAMBRIDGE TRL 205, SUN CITY CENTER, ...
Community: Sun City Center
The Villages® 5562 LANSING DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$124,000

2 beds

|

2 baths

|

784 sq ft

|

Manufactured Home

5562 LANSING DR, WILDWOOD, FL, 34785
Community: The Villages®
Stonecrest 17850 SE 125 CIR, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$399,500

3 beds

|

3 baths

|

2,423 sq ft

|

House

17850 SE 125 CIR, SUMMERFIELD, FL, 34491
Community: Stonecrest
Spruce Creek Country Club 13811 SE 85TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$389,000

3 beds

|

2 baths

|

1,823 sq ft

|

House

13811 SE 85TH CIR, SUMMERFIELD, FL, 3449...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Oak Run 6318 SW 117TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$279,900

3 beds

|

2 baths

|

1,921 sq ft

|

House

6318 SW 117TH LOOP, OCALA, FL, 34476
Community: Oak Run
Latitude Margaritaville 273 COMPASS ROSE DR, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$629,000

2 beds

|

3 baths

|

2,067 sq ft

|

House

273 COMPASS ROSE DR, DAYTONA BEACH, FL, ...
The Villages® 2364 HAVANA TRL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$655,000

3 beds

|

2 baths

|

2,318 sq ft

|

House

2364 HAVANA TRL, THE VILLAGES, FL, 32162
Community: The Villages®
Esplanade at Wiregrass Ranch 4292 GRATICOLA RD, WESLEY CHAPEL, FL, 33..., Wesley Chapel, FL 33543
$800,000

3 beds

|

3 baths

|

2,397 sq ft

|

House

4292 GRATICOLA RD, WESLEY CHAPEL, FL, 33...
On Top of the World 10145 SW 89TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$348,000

2 beds

|

2 baths

|

2,078 sq ft

|

House

10145 SW 89TH LOOP, OCALA, FL, 34481
Community: On Top of the World
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® 110 CHULA VISTA AVE, THE VILLAGES, FL, 3..., The Villages, FL 32159
$424,000

3 beds

|

2 baths

|

2,038 sq ft

|

House

110 CHULA VISTA AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Spruce Creek Country Club 9255 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$489,000

3 beds

|

2 baths

|

2,806 sq ft

|

House

9255 SE 120TH LOOP, SUMMERFIELD, FL, 344...
Latitude Margaritaville 444 LIME AVE, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$369,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

444 LIME AVE, DAYTONA BEACH, FL, 32124
Solivita 280 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$389,900

2 beds

|

2 baths

|

2,105 sq ft

|

House

280 INDIAN WELLS AVE, KISSIMMEE, FL, 347...
Community: Solivita
Lake Ashton 5365 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$599,900

3 beds

|

2 baths

|

2,591 sq ft

|

House

5365 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Latitude Margaritaville 572 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$385,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

572 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Breakaway Trails 85 SHADOWCREEK WAY, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$775,000

5 beds

|

4 baths

|

4,420 sq ft

|

House

85 SHADOWCREEK WAY, ORMOND BEACH, FL, 32...
Community: Breakaway Trails
Ocala Preserve 4583 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482
$331,990

4 beds

|

2 baths

|

2,034 sq ft

|

House

4583 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
Ocala Preserve 4015 NW 44TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$263,155

2 beds

|

2 baths

|

1,614 sq ft

|

House

4015 NW 44TH CIR, OCALA, FL, 34482
Community: Ocala Preserve
The Villages® 508 SAINT ANDREWS BLVD, THE VILLAGES, FL..., The Villages, FL 32159
$259,500

2 beds

|

2 baths

|

1,532 sq ft

|

Manufactured Home

508 SAINT ANDREWS BLVD, THE VILLAGES, FL...
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.
Thunderbird Hill 3838 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$189,900

2 beds

|

2 baths

|

1,035 sq ft

|

Villa

3838 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Mirada 10799 GABLE DIG LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$325,000

2 beds

|

3 baths

|

1,747 sq ft

|

Villa

10799 GABLE DIG LOOP, SAN ANTONIO, FL, 3...
Community: Mirada
Tohoqua Reserve 1845 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$354,900

2 beds

|

2 baths

|

1,579 sq ft

|

House

1845 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
The Villages® 2028 GLENARDEN PATH, THE VILLAGES, FL, 3..., The Villages, FL 32163
$499,900

3 beds

|

2 baths

|

1,927 sq ft

|

House

2028 GLENARDEN PATH, THE VILLAGES, FL, 3...
Community: The Villages®
Heritage Hills 3624 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$269,900

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3624 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Valencia Lakes 16015 CAPE CORAL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$850,500

3 beds

|

3 baths

|

3,302 sq ft

|

House

16015 CAPE CORAL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
Latitude Margaritaville 264 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$615,000

2 beds

|

2 baths

|

1,922 sq ft

|

House

264 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 9702 SW 92ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$249,900

2 beds

|

2 baths

|

1,500 sq ft

|

House

9702 SW 92ND PLACE RD, OCALA, FL, 34481
Community: On Top of the World
Oak Run 8145 SW 108 ST, OCALA, FL, 34481, Ocala, FL 34481
$274,900

2 beds

|

2 baths

|

1,579 sq ft

|

House

8145 SW 108 ST, OCALA, FL, 34481
Community: Oak Run
Highland Lakes 27110 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,900

3 beds

|

2 baths

|

1,531 sq ft

|

House

27110 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland 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.
Spruce Creek Country Club 12463 SE 93RD COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$474,500

3 beds

|

3 baths

|

2,459 sq ft

|

House

12463 SE 93RD COURT RD, SUMMERFIELD, FL,...
SummerGlen 15681 SW 16TH TER, OCALA, FL, 34473, Ocala, FL 34473
$458,000

3 beds

|

3 baths

|

2,235 sq ft

|

House

15681 SW 16TH TER, OCALA, FL, 34473
Community: SummerGlen
Colonnades 4825 GOLDENVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$205,000

2 beds

|

2 baths

|

1,034 sq ft

|

House

4825 GOLDENVIEW LN, LAKELAND, FL, 33811
Community: Colonnades
The Villages® 1609 GIBBES WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$320,000

2 beds

|

2 baths

|

1,156 sq ft

|

House

1609 GIBBES WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Cresswind at Hammock Oaks 574 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$439,990

3 beds

|

2 baths

|

1,724 sq ft

|

House

574 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32...
The Country Club of Mount Dora 2040 PARK FOREST BLVD, MOUNT DORA, FL, 3..., Mount Dora, FL 32757
$730,000

3 beds

|

3 baths

|

3,174 sq ft

|

House

2040 PARK FOREST BLVD, MOUNT DORA, FL, 3...
The Villages® 17984 SE 89TH ROTHWAY CT, THE VILLAGES, ..., The Villages, FL 32162
$429,900

3 beds

|

2 baths

|

2,303 sq ft

|

House

17984 SE 89TH ROTHWAY CT, THE VILLAGES, ...
Community: The Villages®
Royal Harbor 4913 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778
$328,900

3 beds

|

2 baths

|

2,087 sq ft

|

House

4913 RAINBOW TROUT RD, TAVARES, FL, 3277...
Community: Royal Harbor
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Thunderbird Hill 3916 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$190,000

2 beds

|

2 baths

|

1,103 sq ft

|

Townhouse

3916 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Solivita 352 HAMRICK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$540,000

3 beds

|

3 baths

|

3,078 sq ft

|

House

352 HAMRICK 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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3,497 homes
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