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Winter Garden, FL 55+ active adult communities & homes for sale - Page 33

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
The Villages® 1424 WALNUT WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$569,000

3 beds

|

3 baths

|

2,337 sq ft

|

House

1424 WALNUT WAY, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1147 ELIZABETH CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$550,000

3 beds

|

2 baths

|

1,602 sq ft

|

Villa

1147 ELIZABETH CT, THE VILLAGES, FL, 321...
Community: The Villages®
Solivita 545 GENOA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$399,000

2 beds

|

2 baths

|

2,038 sq ft

|

House

545 GENOA DR, KISSIMMEE, FL, 34759
Community: Solivita
The Lakes at Harmony 3273 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773
$409,000

3 beds

|

3 baths

|

1,955 sq ft

|

House

3273 SONGBIRD CIR, HARMONY, FL, 34773
The Villages® 3984 MCDOWELL DR, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$569,900

3 beds

|

2 baths

|

1,926 sq ft

|

House

3984 MCDOWELL DR, THE VILLAGES, FL, 3216...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pelican Bay Daytona Beach 151 GREY WIDGEON CT, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$289,900

3 beds

|

3 baths

|

1,850 sq ft

|

Townhouse

151 GREY WIDGEON CT, DAYTONA BEACH, FL, ...
Oak Run 7319 SW 115TH PL, OCALA, FL, 34476, Ocala, FL 34476
$185,000

2 beds

|

2 baths

|

1,546 sq ft

|

House

7319 SW 115TH PL, OCALA, FL, 34476
Community: Oak Run
Stone Creek 8359 SW 54TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$270,000

3 beds

|

2 baths

|

1,260 sq ft

|

House

8359 SW 54TH LOOP, OCALA, FL, 34481
Community: Stone Creek
On Top of the World 7771 SW 80TH PLACE RD, OCALA, FL, 34476, Ocala, FL 34476
$298,888

2 beds

|

2 baths

|

1,495 sq ft

|

House

7771 SW 80TH PLACE RD, OCALA, FL, 34476
Community: On Top of the World
Cherrywood 6121 SW 103RD LOOP, OCALA, FL, 34476, Ocala, FL 34476
$184,900

2 beds

|

2 baths

|

1,119 sq ft

|

House

6121 SW 103RD LOOP, OCALA, FL, 34476
Community: Cherrywood
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.
Oak Run 10891 SW 89TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$199,000

2 beds

|

2 baths

|

1,432 sq ft

|

House

10891 SW 89TH AVE, OCALA, FL, 34481
Community: Oak Run
Oak Run 11496 SW 82ND COURT RD, OCALA, FL, 34481, Ocala, FL 34481
$255,000

2 beds

|

2 baths

|

1,715 sq ft

|

House

11496 SW 82ND COURT RD, OCALA, FL, 34481
Community: Oak Run
Sun City Center 1905 CANTERBURY LN E-9, SUN CITY CENTER,..., Sun City Center, FL 33573
$134,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

1905 CANTERBURY LN E-9, SUN CITY CENTER,...
Community: Sun City Center
Royal Harbor 3292 SEVEN SEAS DR, TAVARES, FL, 32778, Tavares, FL 32778
$369,900

3 beds

|

2 baths

|

1,870 sq ft

|

House

3292 SEVEN SEAS DR, TAVARES, FL, 32778
Community: Royal Harbor
Valencia Lakes 15939 CAPE CORAL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$599,000

3 beds

|

4 baths

|

3,018 sq ft

|

House

15939 CAPE CORAL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
The Villages® 2912 ASHER PATH, THE VILLAGES, FL, 32163, The Villages, FL 32163
$539,900

3 beds

|

2 baths

|

2,133 sq ft

|

House

2912 ASHER PATH, 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
Cresswind at Victoria Gardens 188 OLD MOSS CIR, DELAND, FL, 32724, Deland, FL 32724
$357,500

2 beds

|

2 baths

|

1,507 sq ft

|

House

188 OLD MOSS CIR, DELAND, FL, 32724
Tampa Bay Golf and Country Club 11204 COREY PAVIN LN, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$250,000

2 beds

|

2 baths

|

1,212 sq ft

|

House

11204 COREY PAVIN LN, SAN ANTONIO, FL, 3...
The Villages® 2940 GULLEY LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$425,000

3 beds

|

2 baths

|

1,525 sq ft

|

House

2940 GULLEY LN, THE VILLAGES, FL, 32163
Community: The Villages®
Stonecrest 17335 SE 111TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$349,900

3 beds

|

2 baths

|

1,829 sq ft

|

House

17335 SE 111TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
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.
Sun City Center 1801 BEDFORD LN 30, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$80,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

1801 BEDFORD LN 30, SUN CITY CENTER, FL,...
Community: Sun City Center
Plantation at Leesburg 25312 GREEN HERON DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$230,000

2 beds

|

2 baths

|

1,289 sq ft

|

House

25312 GREEN HERON DR, LEESBURG, FL, 3474...
Lakes at Laurel Highlands 1849 PRISTINE LOOP, LAKELAND, FL, 33811, Lakeland, FL 33811
$353,270

3 beds

|

2 baths

|

1,711 sq ft

|

House

1849 PRISTINE LOOP, LAKELAND, FL, 33811
Spruce Creek North 10957 SW 63RD AVE, OCALA, FL, 34476, Ocala, FL 34476
$209,000

3 beds

|

2 baths

|

1,496 sq ft

|

House

10957 SW 63RD AVE, OCALA, FL, 34476
Community: Spruce Creek North
Southshore Bay 17538 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$284,900

2 beds

|

3 baths

|

1,737 sq ft

|

Villa

17538 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
Lake Ashton 4152 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$489,000

3 beds

|

2 baths

|

2,255 sq ft

|

House

4152 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Spruce Creek Country Club 14023 SE 86TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$299,000

3 beds

|

2 baths

|

1,910 sq ft

|

House

14023 SE 86TH CIR, SUMMERFIELD, FL, 3449...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Plantation at Leesburg 5036 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$339,000

3 beds

|

3 baths

|

2,439 sq ft

|

House

5036 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
The Villages® 408 DUARTE LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$315,000

2 beds

|

2 baths

|

1,102 sq ft

|

Villa

408 DUARTE LN, THE VILLAGES, FL, 32159
Community: The Villages®
Tampa Bay Golf and Country Club 29451 SCHINNECOCK HILLS LN, SAN ANTONIO,..., San Antonio, FL 33576
$339,900

2 beds

|

2 baths

|

1,624 sq ft

|

House

29451 SCHINNECOCK HILLS LN, SAN ANTONIO,...
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.
Heritage Hills 3859 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$509,499

3 beds

|

3 baths

|

2,554 sq ft

|

House

3859 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
Sun City Center 1807 NEW BEDFORD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$259,000

2 beds

|

2 baths

|

1,599 sq ft

|

House

1807 NEW BEDFORD DR, SUN CITY CENTER, FL...
Community: Sun City Center
Heritage Hills 3752 QUAINT LN, CLERMONT, FL, 34711, Clermont, FL 34711
$419,900

3 beds

|

3 baths

|

2,006 sq ft

|

House

3752 QUAINT LN, CLERMONT, FL, 34711
Community: Heritage Hills
Pelican Bay Daytona Beach 537 BROWN PELICAN DR, DAYTONA BEACH, FL,..., Daytona Beach, FL 32119
$259,900

3 beds

|

2 baths

|

1,484 sq ft

|

Townhouse

537 BROWN PELICAN DR, DAYTONA BEACH, FL,...
The Villages® 1097 HOLLYHOCK WAY, THE VILLAGES, FL, 32..., The Villages, FL 32163
$408,000

3 beds

|

2 baths

|

1,561 sq ft

|

House

1097 HOLLYHOCK WAY, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 514 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$139,900

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

514 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Arlington Ridge 26601 BULL RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$330,000

2 beds

|

2 baths

|

1,913 sq ft

|

House

26601 BULL RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 5495 HAWKINS DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$849,000

3 beds

|

2 baths

|

2,061 sq ft

|

House

5495 HAWKINS DR, 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
Pine Run Estates 9961 SW 104TH PL, OCALA, FL, 34481, Ocala, FL 34481
$157,400

2 beds

|

2 baths

|

1,008 sq ft

|

House

9961 SW 104TH PL, OCALA, FL, 34481
Community: Pine Run Estates
The Villages® 720 SAN MARINO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$329,000

2 beds

|

2 baths

|

1,613 sq ft

|

House

720 SAN MARINO DR, THE VILLAGES, FL, 321...
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.

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3,497 homes
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