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Winter Garden, FL 55+ active adult communities & homes for sale - Page 60

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
Solivita 394 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$475,000

2 beds

|

3 baths

|

1,850 sq ft

|

House

394 MONTEREY ST, KISSIMMEE, FL, 34759
Community: Solivita
Stone Creek 9125 SW 57TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$748,847

3 beds

|

4 baths

|

2,955 sq ft

|

House

9125 SW 57TH PLACE RD, OCALA, FL, 34481
Community: Stone Creek
Latitude Margaritaville 251 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$415,000

2 beds

|

2 baths

|

1,466 sq ft

|

Townhouse

251 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Stone Creek 9295 SW 60TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$345,000

3 beds

|

2 baths

|

1,695 sq ft

|

House

9295 SW 60TH LANE RD, OCALA, FL, 34481
Community: Stone Creek
Stonecrest 17585 SE 122ND TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$649,000

3 beds

|

3 baths

|

2,087 sq ft

|

House

17585 SE 122ND TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
900 AZALEA WALK CIR, DELAND, FL, 32724, Deland, FL 32724
$339,900

3 beds

|

2 baths

|

1,534 sq ft

|

House

900 AZALEA WALK CIR, DELAND, FL, 32724
Plantation at Leesburg 25517 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748
$369,000

3 beds

|

2 baths

|

2,381 sq ft

|

House

25517 LAUREL VALLEY RD, LEESBURG, FL, 34...
Cindy Certified
1040 CAMBRIDGE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33881
$243,500

3 beds

|

2 baths

|

1,727 sq ft

|

House

1040 CAMBRIDGE DR, WINTER HAVEN, FL, 338...
Spruce Creek Country Club 13685 SE 90TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$269,900

2 beds

|

2 baths

|

1,248 sq ft

|

House

13685 SE 90TH CT, SUMMERFIELD, FL, 34491
Stone Creek 9381 SW 56TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$431,134

2 beds

|

2 baths

|

1,923 sq ft

|

House

9381 SW 56TH LOOP, OCALA, FL, 34481
Community: Stone Creek
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.
Lakeside Landings 5011 BELTED KINGFISHER DR, OXFORD, FL, 3..., Oxford, FL 34484
$369,900

3 beds

|

2 baths

|

1,832 sq ft

|

House

5011 BELTED KINGFISHER DR, OXFORD, FL, 3...
Community: Lakeside Landings
The Villages® 712 ARTESIA AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$295,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

712 ARTESIA AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Archers Mill 345 E MERIMONT LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$554,999

4 beds

|

4 baths

|

2,862 sq ft

|

House

345 E MERIMONT LN, ORMOND BEACH, FL, 321...
Community: Archers Mill
The Villages® 1550 HILLCREST DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$189,900

2 beds

|

2 baths

|

1,196 sq ft

|

Manufactured Home

1550 HILLCREST DR, THE VILLAGES, FL, 321...
Community: The Villages®
Stonecrest 11363 SE 177TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$350,000

3 beds

|

3 baths

|

2,637 sq ft

|

House

11363 SE 177TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Spruce Creek Country Club 8588 SE 134TH ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$314,000

2 beds

|

2 baths

|

1,575 sq ft

|

House

8588 SE 134TH ST, SUMMERFIELD, FL, 34491
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 424 LAKE POINT CT 5A, SUN CITY CENTER, F..., Sun City Center, FL 33573
$110,000

1 beds

|

2 baths

|

675 sq ft

|

Condo

424 LAKE POINT CT 5A, SUN CITY CENTER, F...
Community: Sun City Center
On Top of the World 8086 SW 81ST LOOP, OCALA, FL, 34476, Ocala, FL 34476
$244,000

3 beds

|

2 baths

|

1,576 sq ft

|

House

8086 SW 81ST LOOP, OCALA, FL, 34476
Community: On Top of the World
Esplanade at Wiregrass Ranch 29534 GINNETTO DR, WESLEY CHAPEL, FL, 33..., Wesley Chapel, FL 33543
$789,000

3 beds

|

3 baths

|

2,376 sq ft

|

House

29534 GINNETTO DR, WESLEY CHAPEL, FL, 33...
Cindy Certified
2420 SW 159 LN, OCALA, FL, 34473, Ocala, FL 34473
$358,900

4 beds

|

3 baths

|

1,990 sq ft

|

House

2420 SW 159 LN, OCALA, FL, 34473
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.
Solivita 1155 N GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$485,000

3 beds

|

2 baths

|

2,719 sq ft

|

House

1155 N GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
Arlington Ridge 4110 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$359,000

3 beds

|

2 baths

|

1,857 sq ft

|

House

4110 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Southshore Bay 17206 STAR BANKS ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$345,000

2 beds

|

2 baths

|

1,761 sq ft

|

House

17206 STAR BANKS ST, WIMAUMA, FL, 33598
Community: Southshore Bay
Venetian Bay 367 CARYOTA CT, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$375,000

3 beds

|

2 baths

|

1,653 sq ft

|

House

367 CARYOTA CT, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Oak Run 8208 SW 108TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$175,500

2 beds

|

2 baths

|

988 sq ft

|

House

8208 SW 108TH LANE RD, OCALA, FL, 34481
Community: Oak Run
Venetian Bay 123 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$399,990

3 beds

|

2 baths

|

1,900 sq ft

|

House

123 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
Pelican Bay Daytona Beach 228 PALM SPARROW CT, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$248,000

3 beds

|

2 baths

|

1,648 sq ft

|

House

228 PALM SPARROW CT, DAYTONA BEACH, FL, ...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Summer Trees 114 HICKORY LN, PORT ORANGE, FL, 32128, Port Orange, FL 32128
$264,000

2 beds

|

2 baths

|

1,403 sq ft

|

House

114 HICKORY LN, PORT ORANGE, FL, 32128
Community: Summer Trees
Ocala Preserve 4550 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482
$309,990

3 beds

|

2 baths

|

1,844 sq ft

|

House

4550 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
Pennbrooke Fairways 830 OLD OAKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$379,247

3 beds

|

2 baths

|

1,976 sq ft

|

House

830 OLD OAKS LN, 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.
The Villages® 632 CORONACA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$569,900

3 beds

|

2 baths

|

1,957 sq ft

|

House

632 CORONACA CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Lakes at Harmony 3485 MIDDLEBROOK PL, HARMONY, FL, 34773, Harmony, FL 34773
$405,999

4 beds

|

2 baths

|

2,064 sq ft

|

House

3485 MIDDLEBROOK PL, HARMONY, FL, 34773
Liberty Village 7672 SW 74TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$380,000

4 beds

|

2 baths

|

2,292 sq ft

|

House

7672 SW 74TH LOOP, OCALA, FL, 34481
Community: Liberty Village
Cindy Certified
2146 RIDGE POINTE LN, CLERMONT, FL, 3471..., Clermont, FL 34715
$559,999

4 beds

|

3 baths

|

2,373 sq ft

|

House

2146 RIDGE POINTE LN, CLERMONT, FL, 3471...
Ocala Preserve 3862 NW 49TH CT, OCALA, FL, 34482, Ocala, FL 34482
$475,000

3 beds

|

3 baths

|

2,455 sq ft

|

House

3862 NW 49TH CT, OCALA, FL, 34482
Community: Ocala Preserve
The Villages® 16846 SE 80TH BELLAVISTA CIR, THE VILLAG..., The Villages, FL 32162
$550,000

3 beds

|

2 baths

|

1,906 sq ft

|

House

16846 SE 80TH BELLAVISTA CIR, THE VILLAG...
Community: The Villages®
Hidden Creek 2225 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$229,900

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

2225 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
Breakaway Trails 3 ECHO WOODS WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$574,000

4 beds

|

3 baths

|

2,506 sq ft

|

House

3 ECHO WOODS WAY, ORMOND BEACH, FL, 3217...
Community: Breakaway Trails
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Esplanade Of Tampa 8433 ALBERATA VISTA DR, TAMPA, FL, 33647, Tampa, FL 33647
$424,990

3 beds

|

2 baths

|

1,678 sq ft

|

House

8433 ALBERATA VISTA DR, TAMPA, FL, 33647
Community: Esplanade Of Tampa
Stone Creek 8876 SW 59TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$564,000

3 beds

|

2 baths

|

2,118 sq ft

|

House

8876 SW 59TH LANE RD, OCALA, FL, 34481
Community: Stone Creek
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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