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

93 communities near Winter Park

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Baytree

$100ks - $300ks

Baytree, Tavares, FL

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

Royal Palm

$200ks - $300ks

Royal Palm, Port Orange, FL

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

Oakview

$100ks - $200ks

Oakview, Winter Haven, FL

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

Serenity Reserve

$400ks

Serenity Reserve, St. Cloud, FL

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

The Wellington

$100ks - $200ks

The Wellington, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes

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

Questions? Call us: (888) 625-4885

Archers Mill

$300ks - $500ks

Archers Mill, Ormond Beach, FL

New Construction | Age-targeted | 94 homes

5 rating (1 reviews)

Cypress Lakes

$100ks

Cypress Lakes, Lakeland, FL

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

5 rating (1 reviews)

Silver Lakes

$100ks - $300ks

Silver Lakes, Lakeland, FL

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

Poinsettia Heights

$100ks - $200ks

Poinsettia Heights, Winter Haven, FL

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

Preserve at Lakeside Land...

$200ks - $300ks

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

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

Freedom Homes at Grand Re...

$300ks - $400ks

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

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

Ormond Renaissance

$300ks - $400ks

Ormond Renaissance, Ormond Beach, FL

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

1 2 3

New The Villages®

3189 DARIEN WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162

$895,000

3 beds

2 baths

1,727 sq ft

House

3189 DARIEN WAY, THE VILLAGES, FL, 32162

Community: The Villages®

New Del Webb Orlando

418 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837

$346,500

3 beds

2 baths

1,713 sq ft

House

418 DEL SOL AVE, DAVENPORT, FL, 33837

Community: Del Webb Orlando

New Sullivan Ranch

30115 CHEVAL ST, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$434,900

3 beds

2 baths

2,164 sq ft

House

30115 CHEVAL ST, MOUNT DORA, FL, 32757

Community: Sullivan Ranch

New Kings Ridge

3422 CHESSINGTON ST, CLERMONT, FL, 34711, Clermont, FL 34711

$409,900

3 beds

2 baths

2,031 sq ft

House

3422 CHESSINGTON ST, CLERMONT, FL, 34711

Community: Kings Ridge

New The Villages®

712 SHELTON ST, THE VILLAGES, FL, 32163, The Villages, FL 32163

$315,000

3 beds

2 baths

1,352 sq ft

House

712 SHELTON ST, THE VILLAGES, FL, 32163

Community: The Villages®

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New Heritage Landings

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

$334,900

3 beds

2 baths

1,685 sq ft

House

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

Community: Heritage Landings

New Lakes at Laurel Highlands

$334,900

3 beds

2 baths

1,685 sq ft

House

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

Community: Lakes at Laurel Highlands

New The Villages®

1120 BERNARDO BLVD, THE VILLAGES, FL, 32..., The Villages, FL 32159

$395,000

2 beds

2 baths

1,156 sq ft

Villa

1120 BERNARDO BLVD, THE VILLAGES, FL, 32...

Community: The Villages®

New The Villages®

2741 PERSIMMON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32162

$799,900

3 beds

2 baths

1,978 sq ft

House

2741 PERSIMMON LOOP, THE VILLAGES, FL, 3...

Community: The Villages®

New Sandpiper Golf & Country Club

6068 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809

$345,000

2 beds

2 baths

1,762 sq ft

House

6068 SWALLOW DR, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

New Indian River Colony Club

1618 FRONTIER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$319,321

2 beds

2 baths

1,664 sq ft

House

1618 FRONTIER DR, MELBOURNE, FL, 32940

Community: Indian River Colony Club

New Cresswind at Victoria Gardens

203 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724

$415,000

3 beds

2 baths

1,847 sq ft

House

203 HERON POINT WAY, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

New Highland Lakes

25904 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$337,500

3 beds

2 baths

2,153 sq ft

House

25904 NEWCOMBE CIR, LEESBURG, FL, 34748

Community: Highland Lakes

New Del Webb Orlando

344 ALICANTE CT, DAVENPORT, FL, 33837, Davenport, FL 33837

$485,000

4 beds

3 baths

2,643 sq ft

House

344 ALICANTE CT, DAVENPORT, FL, 33837

Community: Del Webb Orlando

New Lakes of Mount Dora

2003 BAYSIDE AVE, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$525,000

3 beds

2 baths

1,864 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

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

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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...

Community: The Villages®

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

Questions? Call us: (888) 625-4885

New Royal Harbor

5190 CHINA SEA DR, TAVARES, FL, 32778, Tavares, FL 32778

$300,000

3 beds

2 baths

1,442 sq ft

House

5190 CHINA SEA DR, TAVARES, FL, 32778

Community: Royal Harbor

New Silver Lakes

6257 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810

$319,000

3 beds

2 baths

1,759 sq ft

House

6257 SILVER LAKES DR, LAKELAND, FL, 3381...

Community: Silver Lakes

New Trilogy® Orlando

603 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736

$500,000

2 beds

2 baths

1,918 sq ft

House

603 CONSERVATION BLVD, GROVELAND, FL, 34...

Community: Trilogy® Orlando

New Pelican Bay Daytona Beach

108 LOON CT, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119

$314,900

3 beds

2 baths

1,661 sq ft

House

108 LOON CT, DAYTONA BEACH, FL, 32119

Community: Pelican Bay Daytona Beach

New Venetian Bay

3455 PEGASO AVE, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168

$449,900

3 beds

2 baths

2,174 sq ft

House

3455 PEGASO AVE, NEW SMYRNA BEACH, FL, 3...

Community: Venetian Bay

New Royal Highlands

5745 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748

$299,000

2 beds

2 baths

1,280 sq ft

House

5745 KING JAMES AVE, LEESBURG, FL, 34748

Community: Royal Highlands

New The Villages®

2378 YOUNGMANN LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163

$399,900

3 beds

2 baths

1,611 sq ft

House

2378 YOUNGMANN LOOP, THE VILLAGES, FL, 3...

Community: The Villages®

New The Villages®

4258 WIDMANN PL, THE VILLAGES, FL, 32163, The Villages, FL 32163

$527,000

3 beds

2 baths

1,959 sq ft

House

4258 WIDMANN PL, THE VILLAGES, FL, 32163

Community: The Villages®

New Grand Haven

200 RIVERFRONT DR D103, PALM COAST, FL, ..., Palm Coast, FL 32137

$375,000

3 beds

2 baths

1,762 sq ft

Condo

200 RIVERFRONT DR D103, PALM COAST, FL, ...

Community: Grand Haven

New Spruce Creek South

9565 SE 173RD PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$249,900

3 beds

2 baths

1,704 sq ft

House

9565 SE 173RD PL, SUMMERFIELD, FL, 34491

Community: Spruce Creek South

New Summer Trees

125 CROOKED PINE RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128

$289,900

2 beds

2 baths

1,180 sq ft

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!

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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.

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93 communities

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

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