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Winter Park, FL 55+ active adult communities & homes for sale - Page 25

2,398 homes near Winter Park

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4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300Ks - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
5 rating (1 reviews) Plantation Bay Golf &...
$200Ks - $3Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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.
Grand Haven
$300Ks - $1Ms
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
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5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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 (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Del Webb at Viera
$400Ks - $1Ms
Del Webb at Viera, Melbourne, FL
New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
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5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300Ks - $600Ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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
$200Ks - $700Ks
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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
Breakaway Trails
$400Ks - $800Ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
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4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 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
The Country Club of Mount...
$200Ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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.
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
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 (1 reviews) Royal Harbor
$200Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
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1 rating (1 reviews) Sullivan Ranch
$200Ks - $700Ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Highland Fairways
$100Ks - $300Ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Spruce Creek South 10462 SE 177TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$224,900

2 beds

|

2 baths

|

1,144 sq ft

|

House

10462 SE 177TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 1717 LILLY LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$245,000

2 beds

|

2 baths

|

1,856 sq ft

|

Manufactured Home

1717 LILLY LN, LADY LAKE, FL, 32159
Community: The Villages®
Grand Haven 34 SOUTHLAKE DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$459,000

3 beds

|

2 baths

|

2,371 sq ft

|

House

34 SOUTHLAKE DR, PALM COAST, FL, 32137
Community: Grand Haven
Carlsberg Estates on Lake Suzanne 231 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$249,900

2 beds

|

2 baths

|

1,406 sq ft

|

House

231 LAKE SUZANNE DR, LAKE WALES, FL, 338...
The Timbers at Everlands 1887 CERULEAN DR NW, PALM BAY, FL, 32907, Palm Bay, FL 32907
$275,000

3 beds

|

2 baths

|

1,436 sq ft

|

Townhouse

1887 CERULEAN DR NW, PALM BAY, FL, 32907
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The Villages® 2589 ERROL TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,900

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

2589 ERROL TER, THE VILLAGES, FL, 32162
Community: The Villages®
Lakes of Mount Dora 8683 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$475,000

3 beds

|

2 baths

|

1,968 sq ft

|

House

8683 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Trilogy® Orlando 176 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$549,000

2 beds

|

3 baths

|

2,074 sq ft

|

House

176 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Solivita 504 MILLIFIORA LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$245,000

2 beds

|

2 baths

|

1,512 sq ft

|

House

504 MILLIFIORA LN, KISSIMMEE, FL, 34759
Community: Solivita
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.
Del Webb Sunbridge 6212 CITRUS GROVE CT, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34771
$729,665

4 beds

|

3 baths

|

2,842 sq ft

|

House

6212 CITRUS GROVE CT, SAINT CLOUD, FL, 3...
Community: Del Webb Sunbridge
Lakes of Mount Dora 8228 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$514,990

2 beds

|

2 baths

|

2,161 sq ft

|

House

8228 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
The Villages® 16820 SE 74 SOULLIERE AVE, THE VILLAGES,..., The Villages, FL 32162
$369,000

3 beds

|

2 baths

|

1,635 sq ft

|

Villa

16820 SE 74 SOULLIERE AVE, THE VILLAGES,...
Community: The Villages®
Del Webb Sunbridge 6403 SHIMMERING SHORES LN, SAINT CLOUD, ..., Saint Cloud, FL 34771
$469,900

3 beds

|

2 baths

|

1,677 sq ft

|

House

6403 SHIMMERING SHORES LN, SAINT CLOUD, ...
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Solivita 223 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$238,000

3 beds

|

2 baths

|

1,827 sq ft

|

House

223 MONTEREY ST, KISSIMMEE, FL, 34759
Community: Solivita
Plantation at Leesburg 25720 BELLE ALLIANCE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$265,000

2 beds

|

2 baths

|

1,478 sq ft

|

House

25720 BELLE ALLIANCE, LEESBURG, FL, 3474...
The Villages® 2865 JUDAH ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$329,900

2 beds

|

2 baths

|

1,286 sq ft

|

Villa

2865 JUDAH ST, THE VILLAGES, FL, 32163
Community: The Villages®
Sandpiper Golf & Country Club 6065 MAGPIE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$265,000

2 beds

|

2 baths

|

1,501 sq ft

|

House

6065 MAGPIE DR, LAKELAND, FL, 33809
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.
Solivita 915 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$590,000

4 beds

|

3 baths

|

3,110 sq ft

|

House

915 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
Solivita 176 CAPE FLORIDA DR, POINCIANA, FL, 3475..., Poinciana, FL 34759
$375,000

2 beds

|

2 baths

|

1,440 sq ft

|

House

176 CAPE FLORIDA DR, POINCIANA, FL, 3475...
Community: Solivita
Stonecrest 17355 SE 110TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$428,000

3 beds

|

3 baths

|

2,179 sq ft

|

House

17355 SE 110TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
Indian River Colony Club 1527 FRONTIER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$325,000

4 beds

|

2 baths

|

2,431 sq ft

|

House

1527 FRONTIER DR, MELBOURNE, FL, 32940
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 3032 BRIDGEFIELD CT, THE VILLAGES, FL, 3..., The Villages, FL 32162
$899,900

3 beds

|

2 baths

|

2,501 sq ft

|

House

3032 BRIDGEFIELD CT, THE VILLAGES, FL, 3...
Community: The Villages®
The Savannahs 4156 CATGRASS LN, WEST MELBOURNE, FL, 32..., West Melbourne, FL 32904
$425,000

3 beds

|

2 baths

|

1,812 sq ft

|

House

4156 CATGRASS LN, WEST MELBOURNE, FL, 32...
Community: The Savannahs
Foxwood Lake Estates 4874 DEERWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$184,900

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

4874 DEERWOOD DR, LAKELAND, FL, 33810
Foxwood Lake Estates 1819 SHERWOOD HILL DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$151,000

2 beds

|

2 baths

|

1,568 sq ft

|

Manufactured Home

1819 SHERWOOD HILL DR, LAKELAND, FL, 338...
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.
Venetian Bay 3343 CATERINA DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$649,900

3 beds

|

2 baths

|

2,251 sq ft

|

House

3343 CATERINA DR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Plantation at Leesburg 3605 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748
$334,900

2 beds

|

2 baths

|

1,868 sq ft

|

House

3605 MOUNT HOPE LOOP, LEESBURG, FL, 3474...
The Villages® 7233 SE 171ST POND LN, THE VILLAGES, FL,..., The Villages, FL 32162
$365,000

2 beds

|

2 baths

|

1,918 sq ft

|

House

7233 SE 171ST POND LN, THE VILLAGES, FL,...
Community: The Villages®
Legacy of Leesburg 5510 CELEBRATION WAY, LEESBURG, FL, 3474..., Leesburg, FL 34748
$420,000

3 beds

|

3 baths

|

2,044 sq ft

|

House

5510 CELEBRATION WAY, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
Sullivan Ranch 20930 SULLIVAN RANCH BLVD, MOUNT DORA, F..., Mount Dora, FL 32757
$630,000

6 beds

|

4 baths

|

3,499 sq ft

|

House

20930 SULLIVAN RANCH BLVD, MOUNT DORA, F...
Community: Sullivan Ranch
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Latitude Margaritaville 306 LOW TIDE LN, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$585,000

3 beds

|

2 baths

|

1,848 sq ft

|

House

306 LOW TIDE LN, DAYTONA BEACH, FL, 3212...
Twin Lakes 5148 GARDENROW DR, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$329,200

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

5148 GARDENROW DR, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Twin Lakes 2759 BUCKEYE LN, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$339,380

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

2759 BUCKEYE LN, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Del Webb Sunbridge 6456 SHIMMERING SHORES LN, SAINT CLOUD, ..., Saint Cloud, FL 34771
$458,961

2 beds

|

2 baths

|

1,405 sq ft

|

House

6456 SHIMMERING SHORES LN, SAINT CLOUD, ...
Community: Del Webb Sunbridge
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.
Kings Ridge 3501 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$299,999

2 beds

|

2 baths

|

1,552 sq ft

|

House

3501 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
Spruce Creek Country Club 9541 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$359,900

3 beds

|

2 baths

|

1,936 sq ft

|

House

9541 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Solivita 917 SHOREHAVEN DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$449,900

3 beds

|

3 baths

|

2,325 sq ft

|

House

917 SHOREHAVEN DR, POINCIANA, FL, 34759
Community: Solivita
Solivita 101 PALAZZO LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$324,900

2 beds

|

2 baths

|

1,703 sq ft

|

House

101 PALAZZO LN, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Orlando 1991 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$299,900

2 beds

|

2 baths

|

1,437 sq ft

|

Villa

1991 KEY BAY TRL, KISSIMMEE, FL, 34747
Pelican Bay Daytona Beach 133 BLUE HERON DR D, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$188,000

2 beds

|

2 baths

|

1,242 sq ft

|

Condo

133 BLUE HERON DR D, DAYTONA BEACH, FL, ...

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2,398 homes
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