Winter Park, FL 55+ active adult communities & homes for sale - Page 2

91 communities near Winter Park

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5 rating (1 reviews)

VillageWalk at Lake Nona

$300ks - $700ks

VillageWalk at Lake Nona, Orlando, FL

Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 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

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes

5 rating (2 reviews)

Bridgewater at Viera

$300ks - $800ks

Bridgewater at Viera, Melbourne, FL

Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 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

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The Timbers at Everlands

$200ks - $500ks

The Timbers at Everlands, Palm Bay, FL

New Construction | 55+ age-restricted | Built 2023 - present | 450 homes

Lakeside Landings

$100ks - $300ks

Lakeside Landings, Oxford, FL

New and Resale | Age-targeted | Built 2005 - present | 700 homes

Ridgehaven

$300ks - $600ks

Ridgehaven, Ormond Beach, FL

New Construction | 55+ age-restricted

5 rating (1 reviews)

Esplanade at Highland Ran...

$300ks - $600ks

Esplanade at Highland Ran..., Clermont, FL

Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 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.

Colonnades

$100ks - $200ks

Colonnades, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 homes

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

Cresswind at Hammock Oaks

$300ks - $500ks

Cresswind at Hammock Oaks, Lady Lake, FL

New and Resale | 55+ age-restricted | Built 2024 - 2025 | 141 homes

Del Webb Minneola

$400ks - $700ks

Del Webb Minneola, Minneola, FL

New Construction | 55+ age-restricted | Built 2020 - present

Highland Fairways

$100ks - $300ks

Highland Fairways, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes

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Lakes at Laurel Highlands

$200ks - $300ks

Lakes at Laurel Highlands, Lakeland, FL

New Construction | Age-targeted | Built 2017 - present | 65 homes

Cresswind DeLand

$300ks - $500ks

Cresswind DeLand, DeLand, FL

New Construction | 55+ age-restricted | Built 2023 - present | 600 homes

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Huntington at Hunter's Ri...

$300ks

Huntington at Hunter's Ri..., Ormond Beach, FL

New Construction | 55+ age-restricted | Built 2015 - present | 326 homes

Lake James

$300ks

Lake James, Lakeland, FL

New and Resale | 55+ age-restricted | Built 2004 - present | 216 homes

Vienna Square

$100ks - $200ks

Vienna Square, Winter Haven, FL

New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes

3.9 rating (7 reviews)

Summit Greens

$300ks - $400ks

Summit Greens, Clermont, FL

Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes

5 rating (2 reviews)

Palms at Serenoa

$200ks - $400ks

Palms at Serenoa, Clermont, FL

New Construction | 55+ age-restricted | Built 2018 - present | 570 homes

5 rating (2 reviews)

American Village

$300ks

American Village, Palm Coast, FL

New Construction | 55+ age-restricted | Built 2018 - present | 141 homes

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Del Webb at Viera

$400ks - $1Ms

Del Webb at Viera, Melbourne, FL

New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes

Lake Henry Estates

$100ks - $300ks

Lake Henry Estates, Haines City, FL

Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes

Carlsberg Estates on Lake...

$200ks

Carlsberg Estates on Lake..., Lake Wales, FL

Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes

2 rating (1 reviews)

Heritage Landings

$200ks - $300ks

Heritage Landings, Lakeland, FL

New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes

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Carmel Condominium

$100ks

Carmel Condominium, Rockledge, FL

Resale Only | 55+ age-restricted | Built 1996 - 1996 | 60 homes

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

5 rating (1 reviews)

Silver Lakes

$100ks - $300ks

Silver Lakes, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1996 - 2001 | 148 homes

5 rating (4 reviews)

Grand Isle

$400ks

Grand Isle, Melbourne, FL

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 336 homes

Alhambra Villas Condomini...

$100ks - $200ks

Alhambra Villas Condomini..., DeLand, FL

Resale Only | 55+ age-restricted | Built 1970 - 1972 | 60 homes

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5 rating (4 reviews)

Carillon Lakes

$200ks - $400ks

Carillon Lakes, Lakeland, FL

Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes

Baytree

$100ks - $300ks

Baytree, Tavares, FL

Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes

Heritage - The Cottages o...

$300ks

Heritage - The Cottages o..., Okahumpka, FL

New Construction | 55+ age-restricted | Built 2022 - present | 179 homes

Enclave at VillageWalk

$700ks - $1Ms

Enclave at VillageWalk, Orlando, FL

Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes

5 rating (1 reviews)

Park Place

$200ks - $400ks

Park Place, Palm Coast, FL

Resale Only | 55+ age-restricted | Built 2015 - present | 123 homes

Want to learn more about 55+ rental communities in Winter Park? 55places can help!

Questions? Call us: (888) 625-4885

Alamanda Key

$300ks - $500ks

Alamanda Key, Melbourne, FL

Resale Only | 55+ age-restricted | Built 2005 - 2021 | 300 homes

Archers Mill

$300ks - $500ks

Archers Mill, Ormond Beach, FL

New Construction | Age-targeted | 94 homes

Royal Palm

$200ks - $300ks

Royal Palm, Port Orange, FL

Resale Only | 55+ age-restricted | Built 2002 - 2016 | 458 homes

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Fountain View

$300ks - $400ks

Fountain View, Ormond Beach, FL

New Construction | 55+ age-restricted | Built 2023 - present | 100 homes

Compass Pointe

$200ks - $300ks

Compass Pointe, West Melbourne, FL

Resale Only | 55+ age-restricted | Built 1999 - 2004 | 155 homes

1 2...3

New The Villages®

481 ISLAND HOUSE PATH, THE VILLAGES, FL,..., The Villages, FL 32163

$529,900

3 beds

3 baths

1,903 sq ft

House

481 ISLAND HOUSE PATH, THE VILLAGES, FL,...

Community: The Villages®

New Lakes of Mount Dora

3954 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757

$749,000

3 beds

3 baths

2,630 sq ft

House

3954 KENNEBUNK LOOP, MOUNT DORA, FL, 327...

Community: Lakes of Mount Dora

New Latitude Margaritaville

218 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124

$392,900

2 beds

2 baths

1,303 sq ft

Villa

218 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...

Community: Latitude Margaritaville

New Plantation Bay Golf & Country Club

31 MAGNOLIA CT, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$1,195,000

7 beds

5 baths

3,863 sq ft

House

31 MAGNOLIA CT, ORMOND BEACH, FL, 32174

Community: Plantation Bay Golf & Country Club

New The Villages®

17870 SE 92ND AMORY AVE, THE VILLAGES, F..., The Villages, FL 32162

$275,000

2 beds

2 baths

1,136 sq ft

House

17870 SE 92ND AMORY AVE, THE VILLAGES, F...

Community: The Villages®

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Questions? Call us: (888) 625-4885

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New Cresswind DeLand

1241 TRIDENT LOOP, DELAND, FL, 32724, Deland, FL 32724

$534,555

3 beds

3 baths

1,974 sq ft

House

1241 TRIDENT LOOP, DELAND, FL, 32724

Community: Cresswind DeLand

New Cresswind DeLand

1293 TWIN FARMS CT, DELAND, FL, 32724, Deland, FL 32724

$579,990

2 beds

2 baths

2,029 sq ft

House

1293 TWIN FARMS CT, DELAND, FL, 32724

Community: Cresswind DeLand

New Sullivan Ranch

30139 HACKNEY LOOP, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757

$459,900

4 beds

3 baths

2,432 sq ft

House

30139 HACKNEY LOOP, MOUNT DORA, FL, 3275...

Community: Sullivan Ranch

New Highland Lakes

26245 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$295,000

3 beds

3 baths

2,377 sq ft

House

26245 NEWCOMBE CIR, LEESBURG, FL, 34748

Community: Highland Lakes

New The Villages®

1251 EUREKA MILL RUN, THE VILLAGES, FL, ..., The Villages, FL 32162

$785,000

3 beds

2 baths

2,000 sq ft

House

1251 EUREKA MILL RUN, THE VILLAGES, FL, ...

Community: The Villages®

New Del Webb Sunbridge

6410 TRAILBLAZE BND, ST CLOUD, FL, 34771, St Cloud, FL 34771

$789,900

4 beds

3 baths

2,462 sq ft

House

6410 TRAILBLAZE BND, ST CLOUD, FL, 34771

Community: Del Webb Sunbridge

New Spruce Creek South

10622 SE 179TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$255,000

3 beds

2 baths

1,450 sq ft

House

10622 SE 179TH LN, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

New The Villages®

2849 LEICESTER TER, THE VILLAGES, FL, 32..., The Villages, FL 32162

$400,000

3 beds

2 baths

1,413 sq ft

Villa

2849 LEICESTER TER, THE VILLAGES, FL, 32...

Community: The Villages®

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New High Vista at Ridgewood Lakes

331 CUNNINGHAM DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$375,000

2 beds

2 baths

2,599 sq ft

House

331 CUNNINGHAM DR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

New The Country Club of Mount Dora

1880 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$679,000

4 beds

2 baths

2,343 sq ft

House

1880 EDGEWATER DR, MOUNT DORA, FL, 32757

House

17617 SE 80TH ALTAMAHA CT, THE VILLAGES,...

Community: The Villages®

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New Breakaway Trails

53 CREEK BLUFF WAY, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174

$429,900

3 beds

2 baths

2,246 sq ft

House

53 CREEK BLUFF WAY, ORMOND BEACH, FL, 32...

Community: Breakaway Trails

New Latitude Margaritaville

206 ST SOMEWHERE DR, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124

$464,900

2 beds

2 baths

1,616 sq ft

House

206 ST SOMEWHERE DR, DAYTONA BEACH, FL, ...

Community: Latitude Margaritaville

New Grand Haven

23 AUGUSTA TRL, PALM COAST, FL, 32137, Palm Coast, FL 32137

$699,000

3 beds

3 baths

2,903 sq ft

House

23 AUGUSTA TRL, PALM COAST, FL, 32137

Community: Grand Haven

New Spruce Creek Country Club

13131 SE 91ST COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491

$359,000

3 beds

2 baths

1,720 sq ft

House

13131 SE 91ST COURT RD, SUMMERFIELD, FL,...

House

1253 ADDISON AVE, THE VILLAGES, FL, 3216...

House

10174 LAKE MIONA WAY, OXFORD, FL, 34484

Community: Lakeside Landings

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New The Villages®

1460 CRESTWOOD LN, THE VILLAGES, FL, 321..., The Villages, FL 32162

$284,900

2 beds

2 baths

1,156 sq ft

Villa

1460 CRESTWOOD LN, THE VILLAGES, FL, 321...

Community: The Villages®

New Del Webb Sunbridge

2873 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771

$715,000

3 beds

3 baths

2,270 sq ft

House

2873 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...

Community: Del Webb Sunbridge

New Arlington Ridge

26605 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748

$365,000

3 beds

2 baths

2,236 sq ft

House

26605 AUGUSTA SPRINGS CIR, LEESBURG, FL,...

Community: Arlington Ridge

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New The Villages®

16852 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162

$339,000

2 beds

2 baths

1,353 sq ft

House

16852 SE 96TH CHAPELWOOD CIR, THE VILLAG...

Community: The Villages®

New The Villages®

5608 MINDY PL, THE VILLAGES, FL, 32163, The Villages, FL 32163

$279,900

2 beds

2 baths

1,148 sq ft

Villa

5608 MINDY PL, THE VILLAGES, FL, 32163

Community: The Villages®

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91 communities

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Winter Park, FL 55+ active adult communities & homes for sale - Page 2

91 communities near Winter Park

2,506 homes near Winter Park

3 beds

3 baths

1,903 sq ft

House

3 beds

3 baths

2,630 sq ft

House

2 beds

2 baths

1,303 sq ft

Villa

7 beds

5 baths

3,863 sq ft

House

2 beds

2 baths

1,136 sq ft

House

3 beds

3 baths

1,974 sq ft

House

2 beds

2 baths

2,029 sq ft

House

4 beds

3 baths

2,432 sq ft

House

3 beds

3 baths

2,377 sq ft

House

3 beds

2 baths

2,000 sq ft

House

4 beds

3 baths

2,462 sq ft

House

3 beds

2 baths

1,450 sq ft

House

3 beds

2 baths

1,413 sq ft

Villa

2 beds

2 baths

2,599 sq ft

House

4 beds

2 baths

2,343 sq ft

House

3 beds

2 baths

1,485 sq ft

House

3 beds

2 baths

1,858 sq ft

House

3 beds

2 baths

1,866 sq ft

House

2 beds

2 baths

2,006 sq ft

House

3 beds