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Winter Garden, FL 55+ active adult communities & homes for sale - Page 88

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
Breakaway Trails 27 LAKE VISTA WAY, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$780,000

4 beds

|

4 baths

|

3,505 sq ft

|

House

27 LAKE VISTA WAY, ORMOND BEACH, FL, 321...
Community: Breakaway Trails
Quail Meadow 1795 NW 44TH COURT RD, OCALA, FL, 34482, Ocala, FL 34482
$348,500

5 beds

|

3 baths

|

2,445 sq ft

|

House

1795 NW 44TH COURT RD, OCALA, FL, 34482
Community: Quail Meadow
Solivita 172 ACADIA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$254,900

2 beds

|

2 baths

|

1,392 sq ft

|

House

172 ACADIA DR, KISSIMMEE, FL, 34759
Community: Solivita
Southshore Bay 17245 STAR BANKS ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$390,000

3 beds

|

3 baths

|

2,128 sq ft

|

House

17245 STAR BANKS ST, WIMAUMA, FL, 33598
Community: Southshore Bay
On Top of the World 10553 SW 98TH PL, OCALA, FL, 34481, Ocala, FL 34481
$650,000

3 beds

|

3 baths

|

2,907 sq ft

|

House

10553 SW 98TH PL, 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
Cindy Certified
4030 SOLAMOR ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$355,000

3 beds

|

2 baths

|

1,742 sq ft

|

Townhouse

4030 SOLAMOR ST, LAKELAND, FL, 33810
Cindy Certified
1431 SAGUARO ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$285,190

4 beds

|

3 baths

|

1,978 sq ft

|

House

1431 SAGUARO ST, DAVENPORT, FL, 33837
On Top of the World 7819 SW 88TH STREET RD, OCALA, FL, 34476, Ocala, FL 34476
$319,900

3 beds

|

2 baths

|

1,874 sq ft

|

House

7819 SW 88TH STREET RD, OCALA, FL, 34476
Community: On Top of the World
Latitude Margaritaville 410 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$505,000

2 beds

|

2 baths

|

1,848 sq ft

|

House

410 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Spruce Creek Country Club 9050 SE 135TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$249,000

2 beds

|

2 baths

|

1,867 sq ft

|

House

9050 SE 135TH LOOP, SUMMERFIELD, FL, 344...
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 10319 SE 177TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$224,900

2 beds

|

2 baths

|

1,143 sq ft

|

House

10319 SE 177TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Stone Creek 9823 SW 72ND LN, OCALA, FL, 34481, Ocala, FL 34481
$399,900

2 beds

|

2 baths

|

1,904 sq ft

|

House

9823 SW 72ND LN, OCALA, FL, 34481
Community: Stone Creek
Cindy Certified
32325 WISHING HAVEN DR, SAN ANTONIO, FL,..., San Antonio, FL 33576
$397,000

4 beds

|

2 baths

|

1,936 sq ft

|

House

32325 WISHING HAVEN DR, SAN ANTONIO, FL,...
Ocala Palms 5245 NW 21ST LOOP, OCALA, FL, 34482, Ocala, FL 34482
$274,000

3 beds

|

2 baths

|

1,719 sq ft

|

House

5245 NW 21ST LOOP, OCALA, FL, 34482
Community: Ocala Palms
Cresswind at Victoria Gardens 112 BELLINGRATH TER, DELAND, FL, 32724, Deland, FL 32724
$499,900

3 beds

|

2 baths

|

2,546 sq ft

|

House

112 BELLINGRATH TER, DELAND, FL, 32724
Cherrywood 6115 SW 104TH ST, OCALA, FL, 34476, Ocala, FL 34476
$197,400

3 beds

|

2 baths

|

1,597 sq ft

|

House

6115 SW 104TH ST, OCALA, FL, 34476
Community: Cherrywood
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 834 TREMONT GREENS LN 137, SUN CITY CENT..., Sun City Center, FL 33573
$219,000

2 beds

|

2 baths

|

1,173 sq ft

|

Condo

834 TREMONT GREENS LN 137, SUN CITY CENT...
Community: Sun City Center
On Top of the World 9951 SW 88TH COURT RD C, OCALA, FL, 3448..., Ocala, FL 34481
$95,000

2 beds

|

3 baths

|

1,853 sq ft

|

Villa

9951 SW 88TH COURT RD C, OCALA, FL, 3448...
Community: On Top of the World
Venetian Bay 3470 TESORO CIR, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$875,000

3 beds

|

3 baths

|

2,852 sq ft

|

House

3470 TESORO CIR, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Cindy Certified
10616 GREAT CORMORANT DR, RIVERVIEW, FL,..., Riverview, FL 33579
$428,900

4 beds

|

3 baths

|

2,057 sq ft

|

House

10616 GREAT CORMORANT DR, RIVERVIEW, FL,...
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.
Ocala Palms 5110 NW 19TH PL, OCALA, FL, 34482, Ocala, FL 34482
$179,000

2 beds

|

2 baths

|

1,177 sq ft

|

House

5110 NW 19TH PL, OCALA, FL, 34482
Community: Ocala Palms
Sun City Center 1001 AUGUSTA DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$249,900

3 beds

|

2 baths

|

1,518 sq ft

|

House

1001 AUGUSTA DR, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Solivita 305 ROCK SPRINGS DR, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$474,900

3 beds

|

3 baths

|

2,454 sq ft

|

House

305 ROCK SPRINGS DR, KISSIMMEE, FL, 3475...
Community: Solivita
Breakaway Trails 71 CARRIAGE CREEK WAY, ORMOND BEACH, FL,..., Ormond Beach, FL 32174
$420,000

4 beds

|

3 baths

|

2,295 sq ft

|

House

71 CARRIAGE CREEK WAY, ORMOND BEACH, FL,...
Community: Breakaway Trails
Stone Creek 9432 SW 56TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$425,000

3 beds

|

3 baths

|

2,116 sq ft

|

House

9432 SW 56TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Lake Ashton 4632 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$399,900

3 beds

|

2 baths

|

2,354 sq ft

|

House

4632 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Solivita 308 BEACON AVE, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$310,000

2 beds

|

2 baths

|

2,038 sq ft

|

House

308 BEACON AVE, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cresswind Lakewood Ranch 4952 SURFSIDE CIR, BRADENTON, FL, 34211, Bradenton, FL 34211
$840,000

3 beds

|

3 baths

|

2,884 sq ft

|

House

4952 SURFSIDE CIR, BRADENTON, FL, 34211
The Reserve at Victoria 986 MEGANO BLVD, DELAND, FL, 32724, Deland, FL 32724
$477,025

3 beds

|

2 baths

|

1,776 sq ft

|

House

986 MEGANO BLVD, DELAND, FL, 32724
Lake Ashton 4360 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$369,900

3 beds

|

2 baths

|

2,265 sq ft

|

House

4360 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
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.
Venetian Bay 3621 CASELLO DR, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$349,900

3 beds

|

3 baths

|

1,827 sq ft

|

Townhouse

3621 CASELLO DR, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Valencia Lakes 15644 AURORA LAKE CIR, WIMAUMA, FL, 3359..., Wimauma, FL 33598
$324,900

3 beds

|

2 baths

|

1,800 sq ft

|

Villa

15644 AURORA LAKE CIR, WIMAUMA, FL, 3359...
Community: Valencia Lakes
Lake Henry Estates 422 HARBOURVIEW DR, HAINES CITY, FL, 338..., Haines City, FL 33844
$284,900

3 beds

|

2 baths

|

1,793 sq ft

|

House

422 HARBOURVIEW DR, HAINES CITY, FL, 338...
Community: Lake Henry Estates
SummerGlen 15788 SW 11TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473
$290,000

3 beds

|

2 baths

|

1,827 sq ft

|

House

15788 SW 11TH TERRACE RD, OCALA, FL, 344...
Community: SummerGlen
Cindy Certified
783 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$319,304

4 beds

|

2 baths

|

1,840 sq ft

|

House

783 SUNSHOWER DR, LADY LAKE, FL, 32159
Cindy Certified
19341 LOCHSIDE LN, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$707,419

4 beds

|

4 baths

|

2,582 sq ft

|

House

19341 LOCHSIDE LN, MOUNT DORA, FL, 32757
Venetian Bay 2912 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$352,000

3 beds

|

3 baths

|

1,779 sq ft

|

House

2912 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Solivita 684 SAN AUGUSTO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$519,000

3 beds

|

3 baths

|

2,363 sq ft

|

House

684 SAN AUGUSTO DR, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 9698 SW 103RD TER, OCALA, FL, 34481, Ocala, FL 34481
$244,900

2 beds

|

2 baths

|

1,342 sq ft

|

House

9698 SW 103RD TER, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
2928 CANARY LN, TAVARES, FL, 32778, Tavares, FL 32778
$355,000

4 beds

|

2 baths

|

1,846 sq ft

|

House

2928 CANARY LN, TAVARES, FL, 32778
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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