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Winter Park, FL 55+ active adult communities & homes for sale - Page 40

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
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 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) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - 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
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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
Lakes at Laurel Highlands 2756 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$330,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2756 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Royal Highlands 5133 LINKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$297,900

3 beds

|

2 baths

|

1,701 sq ft

|

House

5133 LINKS LN, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 7243 SE 172ND LEGACY LN, THE VILLAGES, F..., The Villages, FL 32162
$421,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

7243 SE 172ND LEGACY LN, THE VILLAGES, F...
Community: The Villages®
The Villages® 602 JUANITA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$434,900

2 beds

|

2 baths

|

1,776 sq ft

|

House

602 JUANITA CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1306 PEDRO CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$300,000

3 beds

|

2 baths

|

1,533 sq ft

|

House

1306 PEDRO CT, THE VILLAGES, FL, 32159
Community: The Villages®
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Stonecrest 12205 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$268,800

3 beds

|

2 baths

|

1,475 sq ft

|

House

12205 SE 173RD PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Spruce Creek Country Club 13103 SE 86TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$445,000

3 beds

|

2 baths

|

2,413 sq ft

|

House

13103 SE 86TH CT, SUMMERFIELD, FL, 34491
High Vista at Ridgewood Lakes 642 VISTA OAKS WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$324,000

3 beds

|

2 baths

|

1,781 sq ft

|

House

642 VISTA OAKS WAY, DAVENPORT, FL, 33837
Del Webb Orlando 224 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$439,900

3 beds

|

2 baths

|

1,926 sq ft

|

House

224 GRANADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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 2915 N ASCIANO CT, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$699,999

3 beds

|

3 baths

|

2,181 sq ft

|

House

2915 N ASCIANO CT, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
The Villages® 9199 SE 171ST COOPER LOOP, THE VILLAGES,..., The Villages, FL 32162
$420,000

3 beds

|

2 baths

|

1,850 sq ft

|

House

9199 SE 171ST COOPER LOOP, THE VILLAGES,...
Community: The Villages®
Lake Ashton 4148 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$570,000

3 beds

|

3 baths

|

2,808 sq ft

|

House

4148 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Lake James 8152 LAKE JAMES DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$489,900

3 beds

|

2 baths

|

2,175 sq ft

|

House

8152 LAKE JAMES DR, LAKELAND, FL, 33810
Community: Lake James
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Lakeside Landings 10063 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484
$429,800

3 beds

|

2 baths

|

2,066 sq ft

|

House

10063 LAKE MIONA WAY, OXFORD, FL, 34484
Community: Lakeside Landings
Summer Trees 6046 WINDING RIDGE LN, PORT ORANGE, FL, ..., Port Orange, FL 32128
$348,000

3 beds

|

2 baths

|

1,500 sq ft

|

House

6046 WINDING RIDGE LN, PORT ORANGE, FL, ...
Community: Summer Trees
Latitude Margaritaville 285 ISLAND BREEZE AVE, DAYTONA BEACH, FL..., Daytona Beach, FL 32124
$519,900

3 beds

|

2 baths

|

1,848 sq ft

|

Townhouse

285 ISLAND BREEZE AVE, DAYTONA BEACH, FL...
Lake Ashton 4072 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$355,000

3 beds

|

2 baths

|

1,820 sq ft

|

House

4072 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
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.
Summer Trees 125 CROOKED PINE RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128
$285,000

2 beds

|

2 baths

|

1,855 sq ft

|

House

125 CROOKED PINE RD, PORT ORANGE, FL, 32...
Community: Summer Trees
Spring Lake Towers 700 MIRROR TER 404, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$148,000

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 404, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Del Webb Minneola 1109 CANOPY VIEW WAY, MINNEOLA, FL, 3471..., Minneola, FL 34715
$609,120

3 beds

|

2 baths

|

2,214 sq ft

|

House

1109 CANOPY VIEW WAY, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
Royal Highlands 22125 DRAW BRIDGE DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$377,000

3 beds

|

2 baths

|

2,200 sq ft

|

House

22125 DRAW BRIDGE DR, LEESBURG, FL, 3474...
Community: Royal Highlands
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Summer Trees 79 CYPRESS POND RD # 79, PORT ORANGE, FL..., Port Orange, FL 32128
$227,000

2 beds

|

2 baths

|

888 sq ft

|

Condo

79 CYPRESS POND RD # 79, PORT ORANGE, FL...
Community: Summer Trees
The Savannahs 4464 CALADIUM CIR, WEST MELBOURNE, FL, 3..., West Melbourne, FL 32904
$399,900

4 beds

|

2 baths

|

2,051 sq ft

|

House

4464 CALADIUM CIR, WEST MELBOURNE, FL, 3...
Community: The Savannahs
Del Webb Sunbridge 2900 VOYAGER AVE, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771
$392,990

3 beds

|

3 baths

|

1,767 sq ft

|

Townhouse

2900 VOYAGER AVE, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
Del Webb Sunbridge 2904 VOYAGER AVE, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771
$364,990

3 beds

|

3 baths

|

1,744 sq ft

|

Townhouse

2904 VOYAGER AVE, SAINT CLOUD, FL, 34771
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.
Scottish Highlands 305 BRIGADOON CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$212,000

2 beds

|

2 baths

|

1,270 sq ft

|

House

305 BRIGADOON CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
High Vista at Ridgewood Lakes 46 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$349,000

3 beds

|

2 baths

|

1,816 sq ft

|

House

46 HIGH VISTA DR, DAVENPORT, FL, 33837
Twin Lakes 2600 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$659,000

3 beds

|

3 baths

|

2,935 sq ft

|

House

2600 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Legacy of Leesburg 5135 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$344,900

3 beds

|

2 baths

|

2,055 sq ft

|

House

5135 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Huntington at Hunter's Ridge 99 HUNTINGTON PL, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$499,700

3 beds

|

2 baths

|

2,238 sq ft

|

House

99 HUNTINGTON PL, ORMOND BEACH, FL, 3217...
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Huntington at Hunter's Ridge 42 HUNTINGTON PL, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$395,000

4 beds

|

2 baths

|

2,003 sq ft

|

House

42 HUNTINGTON PL, ORMOND BEACH, FL, 3217...
Spruce Creek South 10599 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$214,900

2 beds

|

2 baths

|

1,008 sq ft

|

House

10599 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Harbor Hills Country Club 6145 SPINNAKER LOOP, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$638,900

4 beds

|

3 baths

|

3,294 sq ft

|

House

6145 SPINNAKER LOOP, LADY LAKE, FL, 3215...
Silver Lakes 6323 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$430,000

3 beds

|

3 baths

|

1,902 sq ft

|

House

6323 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
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 514 SAN JOAQUIN RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$479,000

2 beds

|

3 baths

|

2,184 sq ft

|

House

514 SAN JOAQUIN RD, POINCIANA, FL, 34759
Community: Solivita
The Villages® 16899 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162
$305,000

2 beds

|

2 baths

|

1,452 sq ft

|

House

16899 SE 96TH CHAPELWOOD CIR, THE VILLAG...
Community: The Villages®
Pelican Bay Daytona Beach 100 BITTERN CT, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119
$499,000

4 beds

|

3 baths

|

3,140 sq ft

|

House

100 BITTERN CT, DAYTONA BEACH, FL, 32119
Carlsberg Estates on Lake Suzanne 284 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$218,900

2 beds

|

2 baths

|

1,170 sq ft

|

House

284 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 2948 BELLA FLORE TER, NEW SMYRNA BEACH, ..., New Smyrna Beach, FL 32168
$979,000

3 beds

|

3 baths

|

2,034 sq ft

|

House

2948 BELLA FLORE TER, NEW SMYRNA BEACH, ...
Community: Venetian Bay
Latitude Margaritaville 154 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$389,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

154 GYPSY PALACE LN, DAYTONA BEACH, FL, ...

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2,398 homes
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