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

93 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

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

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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)

Palms at Serenoa

$200ks - $400ks

Palms at Serenoa, Clermont, FL

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

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3.8 rating (5 reviews)

Traditions at Lake Ruby

$200ks - $300ks

Traditions at Lake Ruby, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 homes

4.1 rating (9 reviews)

Indian River Colony Club

$200ks - $400ks

Indian River Colony Club, Melbourne, FL

New and Resale | 55+ age-restricted | Built 1986 - present | 777 homes

Lakeside Landings

$100ks - $300ks

Lakeside Landings, Oxford, FL

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

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

Lakes at Laurel Highlands

$200ks - $300ks

Lakes at Laurel Highlands, Lakeland, FL

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

Tohoqua Reserve

$300ks - $600ks

Tohoqua Reserve, Kissimmee, FL

New Construction | 55+ age-restricted | Built 2021 - present | 258 homes

Del Webb Minneola

$400ks - $700ks

Del Webb Minneola, Minneola, FL

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

Lake James

$300ks

Lake James, Lakeland, FL

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

Del Webb at Viera

$400ks - $1Ms

Del Webb at Viera, Melbourne, FL

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

Highland Fairways

$100ks - $300ks

Highland Fairways, Lakeland, FL

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

Lake Henry Estates

$100ks - $300ks

Lake Henry Estates, Haines City, FL

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

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

Questions? Call us: (888) 625-4885

Huntington at Hunter's Ri...

$300ks

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

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

Vienna Square

$100ks - $200ks

Vienna Square, Winter Haven, FL

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

Cresswind DeLand

$300ks - $500ks

Cresswind DeLand, DeLand, FL

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

Colonnades

$100ks - $200ks

Colonnades, Lakeland, FL

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

5 rating (2 reviews)

American Village

$300ks

American Village, Palm Coast, FL

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

Heritage - The Cottages o...

$300ks

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

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

Cresswind at Lake Harris

$300ks - $500ks

Cresswind at Lake Harris, Tavares, FL

New Construction | 55+ age-restricted | Built 2025 - present | 625 homes

2 rating (1 reviews)

Heritage Landings

$200ks - $300ks

Heritage Landings, Lakeland, FL

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

3.9 rating (7 reviews)

Summit Greens

$300ks - $400ks

Summit Greens, Clermont, FL

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

Summit Chase Villas

$100ks

Summit Chase Villas, Tavares, FL

Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes

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Carmel Condominium

$100ks

Carmel Condominium, Rockledge, FL

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

Fountain View

$300ks - $400ks

Fountain View, Ormond Beach, FL

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

Alamanda Key

$300ks - $500ks

Alamanda Key, Melbourne, FL

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

Carlsberg Estates on Lake...

$200ks

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

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

5 rating (4 reviews)

Carillon Lakes

$200ks - $400ks

Carillon Lakes, Lakeland, FL

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

Alhambra Villas Condomini...

$100ks - $200ks

Alhambra Villas Condomini..., DeLand, FL

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

Spring Lake Towers

$100ks

Spring Lake Towers, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 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

Compass Pointe

$200ks - $300ks

Compass Pointe, West Melbourne, FL

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

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Questions? Call us: (888) 625-4885

5 rating (4 reviews)

Grand Isle

$400ks

Grand Isle, Melbourne, FL

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

The Savannahs

$400ks - $500ks

The Savannahs, West Melbourne, FL

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 125 homes

712 SHELTON ST, THE VILLAGES, FL, 32163

Community: The Villages®

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Questions? Call us: (888) 625-4885

New Heritage Landings

2778 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811

$334,900

3 beds

2 baths

1,685 sq ft

House

2003 BAYSIDE AVE, MOUNT DORA, FL, 32757

Community: Lakes of Mount Dora

New Pelican Bay Daytona Beach

340 BOB WHITE CT 3400, DAYTONA BEACH, FL..., Daytona Beach, FL 32119

$169,900

2 beds

2 baths

1,093 sq ft

Condo

340 BOB WHITE CT 3400, DAYTONA BEACH, FL...

Community: Pelican Bay Daytona Beach

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New Lake Ashton

4072 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$280,000

2 beds

2 baths

1,530 sq ft

House

4072 DUNMORE DR, LAKE WALES, FL, 33859

Community: Lake Ashton

New Stonecrest

11081 SE 167TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$439,000

3 beds

3 baths

2,068 sq ft

House

11081 SE 167TH PL, SUMMERFIELD, FL, 3449...

Community: Stonecrest

New Bridgewater at Viera

9503 ALISTER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$370,000

3 beds

2 baths

1,565 sq ft

House

9503 ALISTER DR, MELBOURNE, FL, 32940

Community: Bridgewater at Viera

New Lake James

7835 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810

$479,000

3 beds

2 baths

2,175 sq ft

House

7835 LAKE JAMES BLVD, LAKELAND, FL, 3381...

Community: Lake James

New Grand Haven

4 CHINIER ST, PALM COAST, FL, 32137, Palm Coast, FL 32137

$600,000

3 beds

2 baths

1,906 sq ft

House

4 CHINIER ST, PALM COAST, FL, 32137

Community: Grand Haven

New Spring Lake Towers

700 MIRROR TER 507, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881

$164,900

2 beds

2 baths

1,351 sq ft

Condo

700 MIRROR TER 507, WINTER HAVEN, FL, 33...

Community: Spring Lake Towers

New Lake Ashton

5312 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$334,900

3 beds

2 baths

1,700 sq ft

House

5312 NICKLAUS DR, WINTER HAVEN, FL, 3388...

Community: Lake Ashton

New Stonecrest

17808 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$349,500

3 beds

3 baths

2,282 sq ft

Villa

17808 SE 115TH CT, SUMMERFIELD, FL, 3449...

Community: Stonecrest

New The Villages®

401 CALHOUN CT, THE VILLAGES, FL, 32162, The Villages, FL 32162

$400,000

3 beds

2 baths

1,663 sq ft

Villa

401 CALHOUN CT, THE VILLAGES, FL, 32162

Community: The Villages®

New Royal Highlands

20618 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748

$324,900

3 beds

2 baths

1,945 sq ft

House

20618 QUEEN ALEXANDRA DR, LEESBURG, FL, ...

Community: Royal Highlands

New The Villages®

897 FOLKSTONE WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162

$449,900

3 beds

2 baths

1,939 sq ft

House

897 FOLKSTONE WAY, THE VILLAGES, FL, 321...

House

125 CROOKED PINE RD, PORT ORANGE, FL, 32...

Community: Summer Trees

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

Questions? Call us: (888) 625-4885

New Plantation Bay Golf & Country Club

814 WESTLAKE DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$750,000

4 beds

3 baths

2,619 sq ft

House

814 WESTLAKE DR, ORMOND BEACH, FL, 32174

Community: Plantation Bay Golf & Country Club

New Breakaway Trails

38 WINDING CREEK WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174

$999,000

5 beds

5 baths

3,802 sq ft

House

38 WINDING CREEK WAY, ORMOND BEACH, FL, ...

Community: Breakaway Trails

Frequently Asked Questions

What size 55+ communities are there in Winter Park?

In Winter Park, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Winter Park?

The smallest 55+ community in Winter Park has 178 homes, the largest has 178 homes, and the average community consists of 178 homes.

Are there new 55+ homes available in Winter Park?

Yes, there is new 55+ home available in Winter Park. The most recent community started in Winter Park include Rosalia Winter Park. There is also 1 community in Winter Park that offers new construction homes, including Rosalia Winter Park.

Are there gated 55+ communities in Winter Park?

Yes, there is gated 55+ community in Winter Park. The only 55+ community in Winter Park is gated. For instance, Rosalia Winter Park is a gated community with 178 homes.

Want more information about active adult communities around Winter Park?

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93 communities

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

93 communities near Winter Park

2,350 homes near Winter Park

3 beds

2 baths

1,727 sq ft

House

3 beds

2 baths

1,713 sq ft

House

3 beds

2 baths

2,164 sq ft

House

3 beds

2 baths

2,031 sq ft

House

3 beds

2 baths

1,352 sq ft

House

3 beds

2 baths

1,685 sq ft

House

3 beds

2 baths

1,685 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

3 beds

2 baths

1,978 sq ft

House

2 beds

2 baths

1,762 sq ft

House

2 beds

2 baths

1,664 sq ft

House

3 beds

2 baths

1,847 sq ft

House

3 beds

2 baths

2,153 sq ft

House

4 beds

3 baths

2,643 sq ft

House

3 beds

2 baths

1,864 sq ft

House

2 beds

2 baths

1,093 sq ft

Condo

2 beds

2 baths

1,530 sq ft

House

3 beds

3 baths

2,068 sq ft

House

3 beds

2 baths

1,565 sq ft

House

3 beds