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

98 communities near Winter Park

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The Savannahs

$400ks - $500ks

The Savannahs, West Melbourne, FL

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

Freedom Homes at Grand Re...

$300ks - $400ks

Freedom Homes at Grand Re..., Bunnell, FL

Resale Only | 55+ age-restricted | Built 2018 - 2022 | 55 homes

Royal Palm

$200ks - $300ks

Royal Palm, Port Orange, FL

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

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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

Preserve at Lakeside Land...

$200ks - $300ks

Preserve at Lakeside Land..., Winter Haven, FL

Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes

Oakview

$100ks - $200ks

Oakview, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes

2 rating (1 review)

Heritage Landings

$200ks - $300ks

Heritage Landings, Lakeland, FL

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

Compass Pointe

$200ks - $300ks

Compass Pointe, West Melbourne, FL

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

Grand Isle

$400ks

Grand Isle, Melbourne, FL

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

Ormond Renaissance

$300ks - $400ks

Ormond Renaissance, Ormond Beach, FL

New Construction | 55+ age-restricted | Built 2016 - present | 280 homes

5 rating (1 review)

Cypress Lakes

$100ks

Cypress Lakes, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes

Fountain View

$300ks - $400ks

Fountain View, Ormond Beach, FL

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

Lennar at Sanctuary at We...

$300ks - $500ks

Lennar at Sanctuary at We..., Clermont, FL

New Construction | 55+ age-restricted | Built 2025 - 2026 | 203 homes

Serenity Reserve

$400ks

Serenity Reserve, St. Cloud, FL

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes

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Questions? Call us: (888) 625-4885

Enclave at VillageWalk

$700ks - $1Ms

Enclave at VillageWalk, Orlando, FL

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

Poinsettia Heights

$100ks - $200ks

Poinsettia Heights, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes

1 2 3

The Villages®

$359,000

3 beds

2 baths

1,484 sq ft

Villa

2137 LOCKLIN LN, THE VILLAGES, FL, 32163

Community: The Villages®

Spruce Creek Country Club

9561 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$329,900

2 beds

2 baths

1,652 sq ft

House

Community: Latitude Margaritaville

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Questions? Call us: (888) 625-4885

The Villages®

$349,900

2 beds

2 baths

1,258 sq ft

Villa

1075 BURNETTOWN PL, THE VILLAGES, FL, 32...

Community: The Villages®

The Villages®

$429,900

3 beds

2 baths

1,612 sq ft

Villa

2289 SWANSEA TER, THE VILLAGES, FL, 3216...

1339 LAJOLLA CIR, THE VILLAGES, FL, 3215...

1930 RHETT RD, THE VILLAGES, FL, 32163

Community: The Villages®

Baytree

615 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778

$285,000

3 beds

2 baths

1,440 sq ft

House

615 JUNIPER WAY, TAVARES, FL, 32778

Community: Baytree

The Villages®

$299,900

3 beds

2 baths

1,392 sq ft

House

17648 SE 93RD BUTLER CT, THE VILLAGES, F...

Community: The Villages®

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The Villages®

$269,900

2 beds

2 baths

1,344 sq ft

House

1707 GOMEZ PL, THE VILLAGES, FL, 32162

Community: The Villages®

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®

$349,900

2 beds

2 baths

1,146 sq ft

Villa

1214 SAN BERNARDO RD, THE VILLAGES, FL, ...

Community: The Villages®

The Villages®

4946 NE 124TH RD, OXFORD, FL, 34484, Oxford, FL 34484

$380,000

3 beds

3 baths

2,547 sq ft

House

4946 NE 124TH RD, OXFORD, FL, 34484

Community: The Villages®

Breakaway Trails

1 CROOKED BRIDGE WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174

$725,000

5 beds

3 baths

3,193 sq ft

House

House

7800 CHASE RD, LAKELAND, FL, 33810

The Villages®

$252,900

2 beds

2 baths

963 sq ft

House

6225 DINGMAN WAY, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$349,000

2 beds

2 baths

1,100 sq ft

House

1019 GOLDEN GROVE DR, THE VILLAGES, FL, ...

Community: The Villages®

Latitude Margaritaville

121 SPONGECAKE DR, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124

$689,900

2 beds

2 baths

1,681 sq ft

House

121 SPONGECAKE DR, DAYTONA BEACH, FL, 32...

Community: Latitude Margaritaville

Arlington Ridge

27040 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748

$390,000

3 beds

2 baths

2,001 sq ft

House

27040 CAMERONS RUN, LEESBURG, FL, 34748

Community: Arlington Ridge

The Villages®

$379,900

3 beds

2 baths

1,982 sq ft

House

930 RAMOS DR, THE VILLAGES, FL, 32159

Community: The Villages®

Highland Lakes

26162 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$252,000

2 beds

2 baths

1,440 sq ft

House

26162 NEWCOMBE CIR, LEESBURG, FL, 34748

Community: Highland Lakes

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

Questions? Call us: (888) 625-4885

The Villages®

$449,000

3 beds

2 baths

2,230 sq ft

House

460 LOMA PASEO DR, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$1,600,000

3 beds

2 baths

2,033 sq ft

House

3720 VINELAND AVE, THE VILLAGES, FL, 321...

Community: The Villages®

Frequently Asked Questions

What size 55+ communities are there in Winter Park?

Of the 1 55+ community in Winter Park, it is a rental. By size, 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.

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98 communities

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

98 communities near Winter Park

2,709 homes near Winter Park

3 beds

2 baths

1,484 sq ft

Villa

2 beds

2 baths

1,652 sq ft

House

3 beds

2 baths

2,680 sq ft

House

3 beds

2 baths

1,668 sq ft

House

2 beds

2 baths

1,308 sq ft

House

2 beds

2 baths

1,258 sq ft

Villa

3 beds

2 baths

1,612 sq ft

Villa

3 beds

2 baths

1,925 sq ft

House

3 beds

2 baths

1,553 sq ft

House

2 beds

2 baths

1,094 sq ft

Villa

2 beds

2 baths

1,574 sq ft

House

3 beds

2 baths

1,837 sq ft

Villa

2 beds

2 baths

1,121 sq ft

Villa

2 beds

2 baths

1,434 sq ft

Villa

3 beds

2 baths

1,440 sq ft

House

3 beds

2 baths

1,392 sq ft

House

2 beds

2 baths

1,344 sq ft

House

3 beds

3 baths

2,365 sq ft

House

2 beds

2 baths

1,146 sq ft

Villa

3 beds