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Winter Garden, FL 55+ active adult communities & homes for sale - Page 32

3,769 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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 homes
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
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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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 (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 homes
5 rating (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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 (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
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
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
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
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
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.
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
4.7 rating (11 reviews) Valencia Lakes
$200ks - $700ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 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
Cindy Certified
18338 TAVERNSIDE TRL, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$378,990

3 beds

|

2 baths

|

1,565 sq ft

|

Villa

18338 TAVERNSIDE TRL, LAKEWOOD RANCH, FL...
Cherrywood 10121 SW 61ST TERRACE RD, OCALA, FL, 344..., Ocala, FL 34476
$287,000

3 beds

|

2 baths

|

2,033 sq ft

|

House

10121 SW 61ST TERRACE RD, OCALA, FL, 344...
Community: Cherrywood
Cindy Certified
18350 TAVERNSIDE TRL, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$377,990

3 beds

|

2 baths

|

1,565 sq ft

|

Villa

18350 TAVERNSIDE TRL, LAKEWOOD RANCH, FL...
Valencia Lakes 15824 AMBER FALLS DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$447,000

2 beds

|

2 baths

|

2,001 sq ft

|

House

15824 AMBER FALLS DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
Lakes of Mount Dora 8270 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$449,000

3 beds

|

2 baths

|

1,828 sq ft

|

House

8270 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
4004 PRIMA LAGO CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$429,900

4 beds

|

3 baths

|

2,110 sq ft

|

House

4004 PRIMA LAGO CIR, LAKELAND, FL, 33810
Palms at Serenoa 3899 WINGED ELM CT, CLERMONT, FL, 34714, Clermont, FL 34714
$465,000

4 beds

|

2 baths

|

2,069 sq ft

|

House

3899 WINGED ELM CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
Cindy Certified
3826 MASANIELLO WAY, WESLEY CHAPEL, FL, ..., Wesley Chapel, FL 33543
$657,430

3 beds

|

4 baths

|

2,140 sq ft

|

House

3826 MASANIELLO WAY, WESLEY CHAPEL, FL, ...
Heritage - The Cottages of Sanders Grove 6217 SANDERS GROVE CIR 1, OKAHUMKA, FL, ..., Okahumka, FL 34762
$363,389

4 beds

|

3 baths

|

1,938 sq ft

|

House

6217 SANDERS GROVE CIR 1, OKAHUMKA, FL, ...
Cindy Certified
18713 LOOKOUT RIDGE PL, LAKEWOOD RANCH, ..., Lakewood Ranch, FL 34211
$429,990

4 beds

|

2 baths

|

1,665 sq ft

|

House

18713 LOOKOUT RIDGE PL, LAKEWOOD RANCH, ...
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 - The Cottages of Sanders Grove 5715 5715 HIAWASSEE RD, OKAHUMKA, FL, 34..., Okahumka, FL 34762
$349,250

4 beds

|

3 baths

|

1,938 sq ft

|

House

5715 5715 HIAWASSEE RD, OKAHUMKA, FL, 34...
The Lakes at Harmony 3430 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773
$365,990

3 beds

|

2 baths

|

1,876 sq ft

|

House

3430 SAGEBRUSH ST, HARMONY, FL, 34773
Cormorant Point 3810 CORMORANT POINT DR, SEBRING, FL, 33..., Sebring, FL 33872
$235,000

2 beds

|

2 baths

|

1,341 sq ft

|

Townhome

3810 CORMORANT POINT DR, SEBRING, FL, 33...
Community: Cormorant Point
Heritage - The Cottages of Sanders Grove 6209 SANDERS GROVE CIR 1, OKAHUMKA, FL, ..., Okahumka, FL 34762
$343,445

4 beds

|

2 baths

|

1,758 sq ft

|

House

6209 SANDERS GROVE CIR 1, OKAHUMKA, FL, ...
Sun City Center 1811 BEDFORD LN 163, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$72,500

1 beds

|

2 baths

|

800 sq ft

|

Condo

1811 BEDFORD LN 163, SUN CITY CENTER, FL...
Community: Sun City Center
The Country Club of Mount Dora 1750 STAFFORD SPRINGS BLVD, MOUNT DORA, ..., Mount Dora, FL 32757
$420,000

2 beds

|

2 baths

|

1,288 sq ft

|

House

1750 STAFFORD SPRINGS BLVD, MOUNT DORA, ...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Heritage - The Cottages of Sanders Grove 6201 SANDERS GROVE CIR 1, OKAHUMKA, FL, ..., Okahumka, FL 34762
$341,535

4 beds

|

2 baths

|

1,625 sq ft

|

House

6201 SANDERS GROVE CIR 1, OKAHUMKA, FL, ...
Heritage - The Cottages of Sanders Grove 5719 HIAWASSEE RD 1, OKAHUMKA, FL, 34762, Okahumka, FL 34762
$329,990

4 beds

|

2 baths

|

1,625 sq ft

|

House

5719 HIAWASSEE RD 1, OKAHUMKA, FL, 34762
Heritage - The Cottages of Sanders Grove 6213 SANDERS GROVE CIR, OKAHUMKA, FL, 34..., Okahumka, FL 34762
$332,595

4 beds

|

2 baths

|

1,625 sq ft

|

House

6213 SANDERS GROVE CIR, OKAHUMKA, FL, 34...
Heritage - The Cottages of Sanders Grove 6205 SANDERS GROVE CIR 1, OKAHUMKA, FL, ..., Okahumka, FL 34762
$323,286

3 beds

|

2 baths

|

1,407 sq ft

|

House

6205 SANDERS GROVE CIR 1, OKAHUMKA, 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.
Heritage - The Cottages of Sanders Grove 5727 HIAWASSEE RD, OKAHUMKA, FL, 34762, Okahumka, FL 34762
$309,990

3 beds

|

2 baths

|

1,407 sq ft

|

House

5727 HIAWASSEE RD, OKAHUMKA, FL, 34762
Cindy Certified
410 CITROEN DR, SEBRING, FL, 33872, Sebring, FL 33872
$325,000

3 beds

|

2 baths

|

1,839 sq ft

|

House

410 CITROEN DR, SEBRING, FL, 33872
Latitude Margaritaville 826 SUNNY HORIZON CT, DAYTONA BEACH, FL,..., Daytona Beach, FL 32124
$749,000

2 beds

|

3 baths

|

2,339 sq ft

|

House

826 SUNNY HORIZON CT, DAYTONA BEACH, FL,...
The Country Club of Mount Dora 1901 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$875,000

4 beds

|

4 baths

|

4,502 sq ft

|

House

1901 EDGEWATER DR, MOUNT DORA, FL, 32757
JB Ranch 6369 SW 89TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$350,000

3 beds

|

2 baths

|

2,101 sq ft

|

House

6369 SW 89TH LOOP, OCALA, FL, 34476
Community: JB Ranch
Lake Ashton 4084 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$395,000

3 beds

|

2 baths

|

2,074 sq ft

|

House

4084 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Tohoqua Reserve 2726 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,900

2 beds

|

2 baths

|

1,559 sq ft

|

Villa

2726 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 714 CIMARRON AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$998,500

3 beds

|

2 baths

|

2,774 sq ft

|

House

714 CIMARRON AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
Sun City Center 703 HUXLEY PL, SUN CITY CENTER, FL, 3357..., Sun City Center, FL 33573
$197,000

2 beds

|

2 baths

|

1,141 sq ft

|

House

703 HUXLEY PL, SUN CITY CENTER, FL, 3357...
Community: Sun City Center
The Villages® 992 RIDGELAND PATH, THE VILLAGES, FL, 32..., The Villages, FL 32162
$427,500

3 beds

|

2 baths

|

1,703 sq ft

|

House

992 RIDGELAND PATH, THE VILLAGES, FL, 32...
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.
Esplanade at Highland Ranch 2612 FRAZEEK CT, CLERMONT, FL, 34715, Clermont, FL 34715
$445,000

3 beds

|

3 baths

|

1,827 sq ft

|

House

2612 FRAZEEK CT, CLERMONT, FL, 34715
Sun City Center 1828 FOXHUNT DR A, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$138,500

2 beds

|

2 baths

|

1,128 sq ft

|

Condo

1828 FOXHUNT DR A, SUN CITY CENTER, FL, ...
Community: Sun City Center
Heritage Hills 3601 SOLANA CIR A, CLERMONT, FL, 34711, Clermont, FL 34711
$285,899

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3601 SOLANA CIR A, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 2935 LURAVILLE RD, THE VILLAGES, FL, 321..., The Villages, FL 32163
$550,000

3 beds

|

2 baths

|

2,195 sq ft

|

House

2935 LURAVILLE RD, THE VILLAGES, FL, 321...
Community: The Villages®
Venetian Bay 3364 TORRE BLVD, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$434,900

3 beds

|

2 baths

|

1,939 sq ft

|

Halfplex

3364 TORRE BLVD, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Stone Creek 9876 SW 69TH LN, OCALA, FL, 34481, Ocala, FL 34481
$354,453

3 beds

|

2 baths

|

2,122 sq ft

|

House

9876 SW 69TH LN, OCALA, FL, 34481
Community: Stone Creek
Oak Run 6369 SW 117TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$234,900

2 beds

|

2 baths

|

1,624 sq ft

|

House

6369 SW 117TH LOOP, OCALA, FL, 34476
Community: Oak Run
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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
10952 SW 45TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$250,000

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
$174,900

1 beds

|

1 baths

|

894 sq ft

|

Condo

348 BOB WHITE CT 7, DAYTONA BEACH, FL, 3...
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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