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

3,573 homes near Winter Garden

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No reviews yet Del Webb Oasis
$400Ks - $1Ms
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.1 rating (55 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
3.8 rating (14 reviews) Sun City Center
<$100k - $600Ks
Sun City Center, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes
4.7 rating (18 reviews) Solivita
$100Ks - $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
3.6 rating (46 reviews) Latitude Margaritaville
$300Ks - $700Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
4.2 rating (10 reviews) Stone Creek
$200Ks - $800Ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
4.1 rating (29 reviews) Oak Run
$100Ks - $500Ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
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 - $400Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 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
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
5 rating (3 reviews) Twin Lakes
$200Ks - $900Ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
No reviews yet Pelican Bay Daytona Beach
$100Ks - $500Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.6 rating (5 reviews) Ocala Preserve
$200Ks - $600Ks
Ocala Preserve, Ocala, FL
New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $300Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $900Ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes
5 rating (1 reviews) Cypress Lakes
$200Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 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
No reviews yet Venetian Bay
$200Ks - $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.
3.8 rating (6 reviews) Trilogy® Orlando
$300Ks - $600Ks
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
3.8 rating (6 reviews) Tampa Bay Golf and Countr...
$200Ks - $400Ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$400Ks - $900Ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 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
$100Ks - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $300Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Ocala Palms
$100Ks - $400Ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300Ks - $600Ks
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.
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) Legacy of Leesburg
$200Ks - $400Ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes
No reviews yet Breakaway Trails
$300Ks - $1Ms
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4.8 rating (6 reviews) Highland Lakes
$200Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.3 rating (15 reviews) Del Webb Orlando
$200Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
No reviews yet Pine Run Estates
<$100k - $400Ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
No reviews yet Lake Jovita Golf and Coun...
$300Ks - $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale | Age-targeted | Built 1999 - present | 875 homes
No reviews yet Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
The Lakes at Harmony 3144 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773
$419,900

3 beds

|

2 baths

|

1,852 sq ft

|

House

3144 SONGBIRD CIR, HARMONY, FL, 34773
Gatherings of Lake Nona 7517 LAUREATE BLVD UNIT 4206, ORLANDO, F..., Orlando, FL 32827
$370,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7517 LAUREATE BLVD UNIT 4206, ORLANDO, F...
Heritage Hills 3801 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$399,899

3 beds

|

2 baths

|

1,672 sq ft

|

House

3801 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
On Top of the World 9764 SW 100TH AVENUE RD, OCALA, FL, 3448..., Ocala, FL 34481
$309,900

2 beds

|

2 baths

|

1,579 sq ft

|

House

9764 SW 100TH AVENUE RD, OCALA, FL, 3448...
Community: On Top of the World
Sun City Center 1102 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$395,000

2 beds

|

2 baths

|

1,936 sq ft

|

House

1102 EMERALD DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pelican Bay Daytona Beach 149 BLUE HERON DR C, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$190,000

2 beds

|

2 baths

|

1,192 sq ft

|

Condo

149 BLUE HERON DR C, DAYTONA BEACH, FL, ...
Breakaway Trails 69 COQUINA RIDGE WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$749,000

5 beds

|

4 baths

|

2,878 sq ft

|

House

69 COQUINA RIDGE WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
Sun City Center 503 FINSBURY CIR A, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$179,000

2 beds

|

2 baths

|

1,085 sq ft

|

Condo

503 FINSBURY CIR A, SUN CITY CENTER, FL,...
Community: Sun City Center
On Top of the World 9460 SW 84TH TER E, OCALA, FL, 34481, Ocala, FL 34481
$137,000

2 beds

|

2 baths

|

994 sq ft

|

Villa

9460 SW 84TH TER E, OCALA, FL, 34481
Community: On Top of the World
Venetian Bay 3045 BORASSUS DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$459,000

2 beds

|

2 baths

|

1,828 sq ft

|

House

3045 BORASSUS DR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
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.
Silver Lakes 6118 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$254,000

3 beds

|

2 baths

|

1,510 sq ft

|

House

6118 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
Pelican Bay Daytona Beach 161 BLUE HERON DR C, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$228,400

2 beds

|

2 baths

|

1,192 sq ft

|

Condo

161 BLUE HERON DR C, DAYTONA BEACH, FL, ...
The Villages® 1087 JACKSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$359,000

2 beds

|

2 baths

|

1,123 sq ft

|

House

1087 JACKSON ST, THE VILLAGES, FL, 32162
Community: The Villages®
On Top of the World 9145 SW 90TH ST, OCALA, FL, 34481, Ocala, FL 34481
$235,000

2 beds

|

2 baths

|

1,777 sq ft

|

House

9145 SW 90TH ST, OCALA, FL, 34481
Community: On Top of the World
The Villages® 1307 GALINDO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$389,900

3 beds

|

2 baths

|

1,872 sq ft

|

House

1307 GALINDO PL, THE VILLAGES, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 8747 SW 98TH STREET RD F, OCALA, FL, 344..., Ocala, FL 34481
$149,900

2 beds

|

2 baths

|

1,198 sq ft

|

Villa

8747 SW 98TH STREET RD F, OCALA, FL, 344...
Community: On Top of the World
On Top of the World 8685 SW 94TH LN B, OCALA, FL, 34481, Ocala, FL 34481
$187,500

2 beds

|

2 baths

|

1,571 sq ft

|

Villa

8685 SW 94TH LN B, OCALA, FL, 34481
Community: On Top of the World
Oak Run 11741 SW 72ND CIR, OCALA, FL, 34476, Ocala, FL 34476
$299,000

3 beds

|

2 baths

|

1,544 sq ft

|

House

11741 SW 72ND CIR, OCALA, FL, 34476
Community: Oak Run
Lakes of Mount Dora 8339 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$883,000

4 beds

|

3 baths

|

2,602 sq ft

|

House

8339 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
The Lakes at Harmony 3285 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773
$530,990

3 beds

|

3 baths

|

1,955 sq ft

|

House

3285 SONGBIRD CIR, HARMONY, FL, 34773
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.
Quail Meadow 5040 NW 35TH ST, OCALA, FL, 34482, Ocala, FL 34482
$349,888

3 beds

|

2 baths

|

2,150 sq ft

|

House

5040 NW 35TH ST, OCALA, FL, 34482
Community: Quail Meadow
Sun City Center 2313 GRENOBLE PL # 2313, SUN CITY CENTER..., Sun City Center, FL 33573
$210,000

2 beds

|

2 baths

|

1,008 sq ft

|

Condo

2313 GRENOBLE PL # 2313, SUN CITY CENTER...
Community: Sun City Center
Twin Lakes 2454 DREAM HOME CT, SAINT CLOUD, FL, 347..., Saint Cloud, FL 34772
$777,900

3 beds

|

3 baths

|

2,208 sq ft

|

House

2454 DREAM HOME CT, SAINT CLOUD, FL, 347...
Community: Twin Lakes
Twin Lakes 2458 DREAM HOME CT, SAINT CLOUD, FL, 347..., Saint Cloud, FL 34772
$961,900

3 beds

|

3 baths

|

2,966 sq ft

|

House

2458 DREAM HOME CT, SAINT CLOUD, FL, 347...
Community: Twin Lakes
SummerGlen 15680 SW 13TH CIR, OCALA, FL, 34473, Ocala, FL 34473
$318,457

3 beds

|

2 baths

|

1,917 sq ft

|

House

15680 SW 13TH CIR, OCALA, FL, 34473
Community: SummerGlen
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Highlands Ridge 5116 BIRKDALE DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$389,000

2 beds

|

2 baths

|

1,495 sq ft

|

Villa

5116 BIRKDALE DR, AVON PARK, FL, 33825
Community: Highlands Ridge
El Dorado 3560 SW 24TH AVENUE RD, OCALA, FL, 34471, Ocala, FL 34471
$599,000

4 beds

|

3 baths

|

2,798 sq ft

|

House

3560 SW 24TH AVENUE RD, OCALA, FL, 34471
Community: El Dorado
Pine Run Estates 10300 SW 98TH TER, OCALA, FL, 34481, Ocala, FL 34481
$155,000

2 beds

|

2 baths

|

960 sq ft

|

House

10300 SW 98TH TER, OCALA, FL, 34481
Community: Pine Run Estates
Plantation at Leesburg 25307 LA GRANGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$265,000

2 beds

|

2 baths

|

1,333 sq ft

|

House

25307 LA GRANGE CT, LEESBURG, FL, 34748
Solivita 384 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$269,950

2 beds

|

2 baths

|

1,512 sq ft

|

House

384 GRAND CANAL DR, POINCIANA, 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.
Marion Landing 5021 SW 88TH ST, OCALA, FL, 34476, Ocala, FL 34476
$450,000

4 beds

|

3 baths

|

3,379 sq ft

|

House

5021 SW 88TH ST, OCALA, FL, 34476
Community: Marion Landing
Del Webb Orlando 333 ALMANSA ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$359,900

2 beds

|

2 baths

|

1,655 sq ft

|

House

333 ALMANSA ST, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Pelican Bay Daytona Beach 129 BLUE HERON DR A, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$219,900

3 beds

|

2 baths

|

1,347 sq ft

|

Condo

129 BLUE HERON DR A, DAYTONA BEACH, FL, ...
The Villages® 12312 NE 48TH LOOP, OXFORD, FL, 34484, Oxford, FL 34484
$289,900

4 beds

|

4 baths

|

1,912 sq ft

|

House

12312 NE 48TH LOOP, OXFORD, FL, 34484
Community: The Villages®
Highland Fairways 3647 WILDCAT RUN, LAKELAND, FL, 33810, Lakeland, FL 33810
$315,000

3 beds

|

2 baths

|

1,675 sq ft

|

House

3647 WILDCAT RUN, LAKELAND, FL, 33810
Community: Highland Fairways
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 1021 AUGUSTA DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$295,000

3 beds

|

2 baths

|

1,757 sq ft

|

House

1021 AUGUSTA DR, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Lake James 7903 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$515,900

2 beds

|

2 baths

|

1,990 sq ft

|

House

7903 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Kings Ridge 3813 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$325,000

3 beds

|

2 baths

|

1,572 sq ft

|

House

3813 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
Sun City Center 124 GLOUCESTER BLVD 355J, SUN CITY CENTE..., Sun City Center, FL 33573
$158,900

1 beds

|

2 baths

|

928 sq ft

|

Condo

124 GLOUCESTER BLVD 355J, SUN CITY CENTE...
Community: Sun City Center
Lake Ashton 4168 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$359,900

3 beds

|

2 baths

|

1,756 sq ft

|

House

4168 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton

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3,573 homes near Winter Garden
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