Winter Park, FL 55+ active adult communities & homes for sale - Page 12

2,259 homes near Winter Park

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4 rating (17 reviews)

The Villages®

$100ks - $1Ms

The Villages®, The Villages, FL

New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes

4.7 rating (18 reviews)

Solivita

$300ks - $700ks

Solivita, Kissimmee, FL

New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes

3.6 rating (48 reviews)

Latitude Margaritaville

$300ks - $800ks

Latitude Margaritaville, Daytona Beach, FL

Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes

4.5 rating (11 reviews)

Spruce Creek Country Club

$100ks - $400ks

Spruce Creek Country Club, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes

Venetian Bay

$300ks - $1Ms

Venetian Bay, New Smyrna Beach, FL

New and Resale | Age-targeted | Built 2004 - present | 1,561 homes

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5 rating (2 reviews)

Plantation at Leesburg

$100ks - $300ks

Plantation at Leesburg, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes

5 rating (1 reviews)

Plantation Bay Golf &...

$400ks - $2Ms

Plantation Bay Golf &..., Ormond Beach, FL

New and Resale | Age-targeted | Built 1988 - present | 3,500 homes

5 rating (3 reviews)

Stonecrest

$200ks - $500ks

Stonecrest, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes

5 rating (3 reviews)

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes

Grand Haven

$200ks - $800ks

Grand Haven, Palm Coast, FL

New and Resale | Age-targeted | Built 1997 - present | 1,901 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.

Halifax Plantation

$300ks - $1Ms

Halifax Plantation, Ormond Beach, FL

New and Resale | Age-targeted | Built 1980 - present | 1,000 homes

5 rating (8 reviews)

Royal Highlands

$200ks - $400ks

Royal Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes

Pelican Bay Daytona Beach

$100ks - $600ks

Pelican Bay Daytona Beach, Daytona Beach, FL

Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes

5 rating (3 reviews)

Twin Lakes

$200ks - $600ks

Twin Lakes, St. Cloud, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes

3.8 rating (6 reviews)

Trilogy® Orlando

$200ks - $500ks

Trilogy® Orlando, Groveland, FL

Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes

2.8 rating (6 reviews)

Arlington Ridge

$200ks - $500ks

Arlington Ridge, Leesburg, FL

New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes

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Questions? Call us: (888) 625-4885

5 rating (1 reviews)

Sandpiper Golf & Coun...

$100ks - $300ks

Sandpiper Golf & Coun..., Lakeland, FL

New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes

5 rating (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes

3.8 rating (4 reviews)

Spruce Creek South

$100ks - $200ks

Spruce Creek South, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes

5 rating (1 reviews)

Cresswind at Victoria Gar...

$200ks - $500ks

Cresswind at Victoria Gar..., DeLand, FL

Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes

4 rating (2 reviews)

Harbor Hills Country Club

$300ks - $900ks

Harbor Hills Country Club, Lady Lake, FL

New and Resale | Age-targeted | Built 1989 - present | 940 homes

3.6 rating (5 reviews)

Heritage Hills

$200ks - $400ks

Heritage Hills, Clermont, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

New and Resale | Age-targeted | Built 1985 - present | 976 homes

5 rating (1 reviews)

Del Webb Sunbridge

$400ks - $800ks

Del Webb Sunbridge, St. Cloud, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes

1 rating (1 reviews)

Sullivan Ranch

$200ks - $500ks

Sullivan Ranch, Mount Dora, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes

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Questions? Call us: (888) 625-4885

4 rating (4 reviews)

Lakes of Mount Dora

$300ks - $900ks

Lakes of Mount Dora, Mount Dora, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes

Summer Trees

$200ks - $400ks

Summer Trees, Port Orange, FL

Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes

The Lakes at Harmony

$200ks - $400ks

The Lakes at Harmony, Harmony, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 400 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

The Country Club of Mount...

$200ks - $1Ms

The Country Club of Mount..., Mount Dora, FL

Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

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

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

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

4.4 rating (16 reviews)

Del Webb Orlando

$200ks - $500ks

Del Webb Orlando, Davenport, FL

Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes

The Timbers at Everlands

$200ks - $500ks

The Timbers at Everlands, Palm Bay, FL

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

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

Questions? Call us: (888) 625-4885

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

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes

1 2...3

Solivita

380 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$295,000

3 beds

2 baths

1,786 sq ft

House

380 SORRENTO RD, KISSIMMEE, FL, 34759

Community: Solivita

Indian River Colony Club

1527 FRONTIER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$290,000

3 beds

2 baths

2,431 sq ft

House

1527 FRONTIER DR, MELBOURNE, FL, 32940

Community: Indian River Colony Club

Arlington Ridge

4834 INDEPENDENCE TRL, LEESBURG, FL, 347..., Leesburg, FL 34748

$319,900

2 beds

2 baths

1,772 sq ft

House

4834 INDEPENDENCE TRL, LEESBURG, FL, 347...

Community: Arlington Ridge

Breakaway Trails

56 CIRCLE CREEK WAY, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174

$468,300

3 beds

2 baths

1,748 sq ft

House

56 CIRCLE CREEK WAY, ORMOND BEACH, FL, 3...

Community: Breakaway Trails

Royal Highlands

21230 ROYAL ST GEORGES LN, LEESBURG, FL,..., Leesburg, FL 34748

$225,000

3 beds

2 baths

1,409 sq ft

House

21230 ROYAL ST GEORGES LN, LEESBURG, FL,...

House

16581 SE 77TH NORTHRIDGE CT, THE VILLAGE...

6209 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...

Community: Heritage - The Cottages of Sanders Grove

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Questions? Call us: (888) 625-4885

Spruce Creek Country Club

9921 SE 138TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$289,900

2 beds

2 baths

1,872 sq ft

House

9921 SE 138TH LOOP, SUMMERFIELD, FL, 344...

Community: Spruce Creek Country Club

Heritage - The Cottages of Sanders Grove

6201 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762

$341,535

4 beds

2 baths

1,625 sq ft

House

6201 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...

Community: Heritage - The Cottages of Sanders Grove

Plantation at Leesburg

25245 QUAIL CROFT PL, LEESBURG, FL, 3474..., Leesburg, FL 34748

$240,000

2 beds

2 baths

1,653 sq ft

House

25245 QUAIL CROFT PL, LEESBURG, FL, 3474...

Community: Plantation at Leesburg

Latitude Margaritaville

500 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$399,900

2 beds

2 baths

1,464 sq ft

House

500 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...

Community: Latitude Margaritaville

Halifax Plantation

3767 CARRICK DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$690,000

3 beds

3 baths

2,708 sq ft

House

3767 CARRICK DR, ORMOND BEACH, FL, 32174

Community: Halifax Plantation

Sullivan Ranch

30040 DONNINGTON LOOP, MOUNT DORA, FL, 3..., Mount Dora, FL 32757

$589,900

4 beds

3 baths

2,432 sq ft

House

30040 DONNINGTON LOOP, MOUNT DORA, FL, 3...

Community: Sullivan Ranch

Venetian Bay

3073 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$315,000

3 beds

3 baths

1,614 sq ft

House

3073 MELETO BLVD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Latitude Margaritaville

424 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124

$639,900

2 beds

3 baths

2,116 sq ft

House

424 MARGARITAVILLE AVE, DAYTONA BEACH, F...

Community: Latitude Margaritaville

Solivita

1284 BONITA CANYON DR, POINCIANA, FL, 34..., Poinciana, FL 34759

$290,000

3 beds

2 baths

1,917 sq ft

House

1284 BONITA CANYON DR, POINCIANA, FL, 34...

Community: Solivita

Plantation Bay Golf & Country Club

43 GALE LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$525,000

3 beds

2 baths

2,169 sq ft

House

43 GALE LN, ORMOND BEACH, FL, 32174

Community: Plantation Bay Golf & Country Club

Summit Greens

2371 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711

$329,000

2 beds

2 baths

1,601 sq ft

House

2371 CALEDONIAN ST, CLERMONT, FL, 34711

Community: Summit Greens

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

Questions? Call us: (888) 625-4885

Scottish Highlands

1622 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788

$299,000

2 beds

2 baths

1,532 sq ft

House

1622 NEW ABBEY AVE, LEESBURG, FL, 34788

Community: Scottish Highlands

The Villages®

$259,000

2 beds

2 baths

1,160 sq ft

House

17421 SE 78TH HARMONY CIR, THE VILLAGES,...

Community: The Villages®

Twin Lakes

5027 E FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772

$399,000

3 beds

2 baths

1,456 sq ft

House

5027 E FOUNTAINWOOD DR, ST CLOUD, FL, 34...

Community: Twin Lakes

Bridgewater at Viera

1393 GREAT BELT CIR, MELBOURNE, FL, 3294..., Melbourne, FL 32940

$794,900

3 beds

4 baths

2,807 sq ft

House

1393 GREAT BELT CIR, MELBOURNE, FL, 3294...

Community: Bridgewater at Viera

Colonnades

4903 DAWNVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811

$205,900

2 beds

2 baths

1,153 sq ft

House

4903 DAWNVIEW LN, LAKELAND, FL, 33811

Community: Colonnades

Stonecrest

17812 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$310,000

3 beds

2 baths

1,557 sq ft

House

17812 SE 113TH TER, SUMMERFIELD, FL, 344...

Community: Stonecrest

Solivita

1390 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759

$320,000

2 beds

2 baths

1,719 sq ft

House

1390 HARBOR RIDGE DR, KISSIMMEE, FL, 347...

Community: Solivita

Pelican Bay Daytona Beach

628 PELICAN BAY DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119

$525,000

4 beds

3 baths

3,623 sq ft

House

628 PELICAN BAY DR, DAYTONA BEACH, FL, 3...

Community: Pelican Bay Daytona Beach

Stonecrest

17898 SE 125TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$294,940

3 beds

2 baths

1,353 sq ft

House

17898 SE 125TH CIR, SUMMERFIELD, FL, 344...

Community: Stonecrest

Sullivan Ranch

20945 OLDENBURG LOOP, MOUNT DORA, FL, 32..., Mount Dora, FL 32757

$399,900

3 beds

2 baths

2,164 sq ft

House

20945 OLDENBURG LOOP, MOUNT DORA, FL, 32...

Community: Sullivan Ranch

Cresswind at Victoria Gardens

1609 VICTORIA GARDENS DR, DELAND, FL, 32..., Deland, FL 32724

$485,000

4 beds

3 baths

2,640 sq ft

House

1609 VICTORIA GARDENS DR, DELAND, FL, 32...

Community: Cresswind at Victoria Gardens

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

Questions? Call us: (888) 625-4885

Royal Highlands

21932 ROYAL ST GEORGES LN, LEESBURG, FL,..., Leesburg, FL 34748

$385,000

3 beds

2 baths

1,684 sq ft

House

21932 ROYAL ST GEORGES LN, LEESBURG, FL,...

Community: Royal Highlands

Stonecrest

11227 SE 172ND PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$445,000

3 beds

2 baths

1,735 sq ft

House

11227 SE 172ND PL, SUMMERFIELD, FL, 3449...

Community: Stonecrest

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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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2,259 homes

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Winter Park, FL 55+ active adult communities & homes for sale - Page 12

95 communities near Winter Park

2,259 homes near Winter Park

3 beds

2 baths

1,786 sq ft

House

3 beds

2 baths

2,431 sq ft

House

2 beds

2 baths

1,772 sq ft

House

3 beds

2 baths

1,748 sq ft

House

3 beds

2 baths

1,409 sq ft

House

2 beds

2 baths

2,124 sq ft

House

3 beds

2 baths

3,163 sq ft

House

2 beds

2 baths

1,718 sq ft

House

3 beds

2 baths

1,407 sq ft

House

3 beds

2 baths

1,850 sq ft

House

2 beds

2 baths

1,687 sq ft

House

2 beds

2 baths

1,136 sq ft

Villa

3 beds

2 baths

1,983 sq ft

House

3 beds

2 baths

2,312 sq ft

House

2 beds

2 baths

1,498 sq ft

House

4 beds

2 baths

1,758 sq ft

House

2 beds

2 baths

1,872 sq ft

House

4 beds

2 baths

1,625 sq ft

House

2 beds

2 baths

1,653 sq ft

House

2 beds