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Winter Garden, FL 55+ active adult communities & homes for sale - Page 3

124 communities near Winter Garden

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3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
4 rating (4 reviews) High Vista at Ridgewood L...
$200ks - $300ks
High Vista at Ridgewood L..., Davenport, FL
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 623 homes
Del Webb Lakehaven
$400ks - $800ks
Del Webb Lakehaven, Clermont, FL
New Construction | 55+ age-restricted | Built 2026 - present
5 rating (1 reviews) Del Webb Oasis
$400ks - $700ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
Cresswind at Hammock Oaks
$300ks - $500ks
Cresswind at Hammock Oaks, Lady Lake, FL
New and Resale | 55+ age-restricted | Built 2024 - 2025 | 141 homes
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Cresswind DeLand
$300ks - $500ks
Cresswind DeLand, DeLand, FL
New Construction | 55+ age-restricted | Built 2023 - present | 600 homes
1 rating (1 reviews) Windermere
$100ks - $200ks
Windermere, Inverness, FL
Resale Only | Age-targeted | Built 1989 - present | 180 homes
Esplanade Of Tampa
$500ks - $700ks
Esplanade Of Tampa, Tampa, FL
Resale Only | Age-targeted | Built 2015 - 2019 | 300 homes
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 homes
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 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.
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 homes
Encore at Fishhawk Ranch
$200ks - $500ks
Encore at Fishhawk Ranch, Lithia, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 240 homes
Lake James
$300ks
Lake James, Lakeland, FL
New and Resale | 55+ age-restricted | Built 2004 - present | 216 homes
Alhambra Villas Condomini...
$100ks - $200ks
Alhambra Villas Condomini..., DeLand, FL
Resale Only | 55+ age-restricted | Built 1970 - 1972 | 60 homes
Del Webb Catalina
$300ks - $1Ms
Del Webb Catalina, Lakewood Ranch, FL
New Construction | 55+ age-restricted | Built 2023 - present | 1,300 homes
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (1 reviews) Silver Lakes
$100ks - $300ks
Silver Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1996 - 2001 | 148 homes
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 homes
3 rating (1 reviews) Cormorant Point
$100ks - $200ks
Cormorant Point, Sebring, FL
Resale Only | 55+ age-restricted | Built 1981 - 2007 | 150 homes
Hidden Creek
$100ks - $200ks
Hidden Creek, Sebring, FL
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 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 (4 reviews) Carillon Lakes
$200ks - $400ks
Carillon Lakes, Lakeland, FL
Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes
El Dorado
$400ks - $600ks
El Dorado, Ocala, FL
Resale Only | Age-targeted | Built 1978 - 2003 | 56 homes
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
Marco Polo Village
$200ks - $300ks
Marco Polo Village, Ocala, FL
New and Resale | 55+ age-restricted | Built 1998 - present | 261 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
Royal Palm
$200ks - $300ks
Royal Palm, Port Orange, FL
Resale Only | 55+ age-restricted | Built 2002 - 2016 | 458 homes
Villas On The Green
$200ks - $300ks
Villas On The Green, Riverview, FL
Resale Only | 55+ age-restricted | Built 1989 - 1992 | 105 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Tarawood
$200ks
Tarawood, Floral City, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 150 homes
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Archers Mill
$300ks - $500ks
Archers Mill, Ormond Beach, FL
New Construction | Age-targeted | 94 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.
Enclave at VillageWalk
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Fountain View
$300ks - $400ks
Fountain View, Ormond Beach, FL
New Construction | 55+ age-restricted | Built 2023 - present | 100 homes
2 rating (1 reviews) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Bridgewater Landing
$200ks - $300ks
Bridgewater Landing, Riverview, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 64 homes
5 rating (1 reviews) Cypress Lakes
$100ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Ashley Oaks
$100ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes
Ormond Renaissance
$300ks - $400ks
Ormond Renaissance, Ormond Beach, FL
New Construction | 55+ age-restricted | Built 2016 - present | 280 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.
New The Villages® 1068 BURNETTOWN PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$629,900

3 beds

|

2 baths

|

1,837 sq ft

|

Villa

1068 BURNETTOWN PL, THE VILLAGES, FL, 32...
Community: The Villages®
New Cherrywood 9940 SW 61ST TER, OCALA, FL, 34476, Ocala, FL 34476
$236,000

3 beds

|

2 baths

|

1,623 sq ft

|

House

9940 SW 61ST TER, OCALA, FL, 34476
Community: Cherrywood
New On Top of the World 8591 SW 93RD PL C, OCALA, FL, 34481, Ocala, FL 34481
$199,999

2 beds

|

2 baths

|

1,755 sq ft

|

Villa

8591 SW 93RD PL C, OCALA, FL, 34481
Community: On Top of the World
The Villages® 1930 RHETT RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$319,900

2 beds

|

2 baths

|

1,434 sq ft

|

Villa

1930 RHETT RD, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 2643 JUPITER WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$775,000

3 beds

|

2 baths

|

1,943 sq ft

|

House

2643 JUPITER WAY, 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
On Top of the World 9037 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481
$232,000

3 beds

|

2 baths

|

1,584 sq ft

|

House

9037 SW 91ST CIR, OCALA, FL, 34481
Community: On Top of the World
Baytree 615 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$250,000

3 beds

|

2 baths

|

1,209 sq ft

|

House

615 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
The Villages® 17648 SE 93RD BUTLER CT, THE VILLAGES, F..., The Villages, FL 32162
$299,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

17648 SE 93RD BUTLER CT, THE VILLAGES, F...
Community: The Villages®
Sun City Center 213 GLENELLEN PL, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$179,900

2 beds

|

2 baths

|

1,008 sq ft

|

Condo

213 GLENELLEN PL, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Stone Creek 9137 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$264,000

2 beds

|

2 baths

|

1,437 sq ft

|

House

9137 SW 70TH 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.
The Villages® 1707 GOMEZ PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$279,900

2 beds

|

2 baths

|

1,344 sq ft

|

House

1707 GOMEZ PL, THE VILLAGES, FL, 32162
Community: The Villages®
On Top of the World 9343 SW 102ND AVENUE RD, OCALA, FL, 3448..., Ocala, FL 34481
$469,000

2 beds

|

2 baths

|

2,104 sq ft

|

House

9343 SW 102ND AVENUE RD, OCALA, FL, 3448...
Community: On Top of the World
Stone Creek 5942 SW 93 CIR, OCALA, FL, 34481, Ocala, FL 34481
$349,000

2 beds

|

2 baths

|

1,656 sq ft

|

House

5942 SW 93 CIR, OCALA, FL, 34481
Community: Stone Creek
Twin Lakes 2777 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$550,000

3 beds

|

3 baths

|

2,365 sq ft

|

House

2777 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
The Villages® 1214 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$359,900

2 beds

|

2 baths

|

1,146 sq ft

|

Villa

1214 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®
Marion Landing 6185 SW 84TH ST, OCALA, FL, 34476, Ocala, FL 34476
$225,000

3 beds

|

2 baths

|

1,682 sq ft

|

House

6185 SW 84TH ST, OCALA, FL, 34476
Community: Marion Landing
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 8645 SW 94TH LN C, OCALA, FL, 34481, Ocala, FL 34481
$129,500

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

8645 SW 94TH LN C, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 9359 SW 94TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$397,000

3 beds

|

2 baths

|

2,165 sq ft

|

House

9359 SW 94TH LOOP, OCALA, FL, 34481
Community: On Top of the World
The Villages® 4946 NE 124TH RD, OXFORD, FL, 34484, Oxford, FL 34484
$405,000

3 beds

|

3 baths

|

2,547 sq ft

|

House

4946 NE 124TH RD, OXFORD, FL, 34484
Community: The Villages®
Sun City Center 302 ANDOVER PL 167, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$95,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

302 ANDOVER PL 167, SUN CITY CENTER, FL,...
Community: Sun City Center
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 8038 SW 108TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$162,900

2 beds

|

2 baths

|

1,096 sq ft

|

House

8038 SW 108TH LOOP, OCALA, FL, 34481
Community: Oak Run
Breakaway Trails 1 CROOKED BRIDGE WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$765,000

5 beds

|

3 baths

|

3,193 sq ft

|

House

1 CROOKED BRIDGE WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
The Villages® 1806 QUEENSBURY TER, THE VILLAGES, FL, 3..., The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

1806 QUEENSBURY TER, THE VILLAGES, FL, 3...
Community: The Villages®
Arlington Ridge 26669 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748
$350,000

3 beds

|

2 baths

|

1,718 sq ft

|

House

26669 OTTER CREEK LN, LEESBURG, FL, 3474...
Community: Arlington Ridge
Stonecrest 12271 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$396,000

4 beds

|

3 baths

|

2,246 sq ft

|

House

12271 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Trilogy® Orlando 615 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736
$349,900

2 beds

|

3 baths

|

2,009 sq ft

|

House

615 CONSERVATION BLVD, GROVELAND, FL, 34...
Community: Trilogy® Orlando
Latitude Margaritaville 224 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$357,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

224 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Stone Creek 9027 SW 52ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$405,000

2 beds

|

2 baths

|

1,976 sq ft

|

House

9027 SW 52ND PLACE RD, OCALA, FL, 34481
Community: Stone Creek
Cresswind at Victoria Gardens 1157 AVERY MEADOWS WAY, DELAND, FL, 3272..., Deland, FL 32724
$459,900

2 beds

|

2 baths

|

1,928 sq ft

|

House

1157 AVERY MEADOWS WAY, DELAND, FL, 3272...
Lake Jovita Golf and Country Club 13915 CARRYBACK DR, DADE CITY, FL, 33525, Dade City, FL 33525
$1,195,000

4 beds

|

3 baths

|

3,613 sq ft

|

House

13915 CARRYBACK DR, DADE CITY, FL, 33525
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.
Lake Ashton 4193 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$535,000

3 beds

|

2 baths

|

2,058 sq ft

|

House

4193 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Latitude Margaritaville 444 LIME AVE, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$359,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

444 LIME AVE, DAYTONA BEACH, FL, 32124
Mirada 10799 GABLE DIG LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$299,900

2 beds

|

3 baths

|

1,747 sq ft

|

Villa

10799 GABLE DIG LOOP, SAN ANTONIO, FL, 3...
Community: Mirada
Stone Creek 5882 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481
$294,900

2 beds

|

2 baths

|

1,469 sq ft

|

House

5882 SW 93RD CIR, OCALA, FL, 34481
Community: Stone Creek
Spruce Creek Country Club 9512 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$399,900

2 beds

|

3 baths

|

2,475 sq ft

|

House

9512 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Latitude Margaritaville 373 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$399,900

2 beds

|

2 baths

|

1,466 sq ft

|

House

373 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
The Villages® 5845 STORMS AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$1,042,000

3 beds

|

2 baths

|

2,627 sq ft

|

House

5845 STORMS AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Cindy Certified
4336 NW 55TH CT, OCALA, FL, 34482, Ocala, FL 34482
$295,000

4 beds

|

2 baths

|

2,034 sq ft

|

House

4336 NW 55TH CT, OCALA, FL, 34482
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Stone Creek 9419 SW 53RD PL, OCALA, FL, 34481, Ocala, FL 34481
$329,900

2 beds

|

2 baths

|

1,432 sq ft

|

House

9419 SW 53RD PL, OCALA, FL, 34481
Community: Stone Creek
On Top of the World 7948 SW 89TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$358,900

2 beds

|

2 baths

|

1,737 sq ft

|

House

7948 SW 89TH LOOP, OCALA, FL, 34476
Community: On Top of the World
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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