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Winter Park, FL 55+ active adult communities & homes for sale - Page 27

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
Stonecrest 17786 SE 119TH AVENUE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$379,000

3 beds

|

2 baths

|

1,733 sq ft

|

House

17786 SE 119TH AVENUE RD, SUMMERFIELD, F...
Community: Stonecrest
Solivita 100 MERIDIAN AVE, POINCIANA, FL, 34759, Poinciana, FL 34759
$299,000

2 beds

|

2 baths

|

1,840 sq ft

|

House

100 MERIDIAN AVE, POINCIANA, FL, 34759
Community: Solivita
The Villages® 937 KAUSKA WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$369,000

3 beds

|

2 baths

|

1,558 sq ft

|

House

937 KAUSKA WAY, THE VILLAGES, FL, 32163
Community: The Villages®
Stonecrest 11961 SE 176TH PLACE RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$339,000

3 beds

|

2 baths

|

1,723 sq ft

|

House

11961 SE 176TH PLACE RD, SUMMERFIELD, FL...
Community: Stonecrest
Stonecrest 17577 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$365,900

3 beds

|

2 baths

|

1,543 sq ft

|

House

17577 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
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The Villages® 1923 USEPPA OAKS LN, THE VILLAGES, FL, 3..., The Villages, FL 32163
$455,000

3 beds

|

2 baths

|

1,875 sq ft

|

House

1923 USEPPA OAKS LN, THE VILLAGES, FL, 3...
Community: The Villages®
Summit Greens 1180 MESA VERDE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$344,900

2 beds

|

2 baths

|

1,508 sq ft

|

House

1180 MESA VERDE CT, CLERMONT, FL, 34711
Community: Summit Greens
Plantation Bay Golf & Country Club 673 ELK RIVER DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$449,900

3 beds

|

2 baths

|

2,271 sq ft

|

House

673 ELK RIVER DR, ORMOND BEACH, FL, 3217...
Indian River Colony Club 1332 PILGRIM AVE, MELBOURNE, FL, 32940, Melbourne, FL 32940
$350,000

2 beds

|

2 baths

|

1,650 sq ft

|

House

1332 PILGRIM AVE, MELBOURNE, FL, 32940
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.
New Arlington Ridge 26822 BULL RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$329,000

3 beds

|

2 baths

|

1,599 sq ft

|

House

26822 BULL RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
Stonecrest 17563 SE 122ND TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$550,000

3 beds

|

3 baths

|

2,071 sq ft

|

House

17563 SE 122ND TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 2544 ASHVILLE AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$625,000

3 beds

|

2 baths

|

2,485 sq ft

|

House

2544 ASHVILLE AVE, THE VILLAGES, FL, 321...
Community: The Villages®
Legacy of Leesburg 5313 TREASURE VIEW WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$279,990

3 beds

|

2 baths

|

1,479 sq ft

|

House

5313 TREASURE VIEW WAY, LEESBURG, FL, 34...
Community: Legacy of Leesburg
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 2530 SAFFRON LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$405,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

2530 SAFFRON LN, THE VILLAGES, FL, 32162
Community: The Villages®
Cresswind at Victoria Gardens 1128 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724
$558,600

2 beds

|

3 baths

|

2,670 sq ft

|

House

1128 HERON POINT WAY, DELAND, FL, 32724
Carillon Lakes 3413 WATERLUTE WAY, LAKELAND, FL, 33811, Lakeland, FL 33811
$294,900

3 beds

|

2 baths

|

1,811 sq ft

|

House

3413 WATERLUTE WAY, LAKELAND, FL, 33811
Community: Carillon Lakes
Grand Haven 24 SAINT ANDREWS CT, PALM COAST, FL, 321..., Palm Coast, FL 32137
$570,000

4 beds

|

2 baths

|

2,200 sq ft

|

House

24 SAINT ANDREWS CT, PALM COAST, FL, 321...
Community: Grand Haven
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.
The Villages® 1751 BRANDENBURG CT, THE VILLAGES, FL, 3..., The Villages, FL 32163
$334,900

2 beds

|

2 baths

|

1,220 sq ft

|

Villa

1751 BRANDENBURG CT, THE VILLAGES, FL, 3...
Community: The Villages®
Plantation Bay Golf & Country Club 1157 KILKENNY LN, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$409,000

3 beds

|

2 baths

|

1,910 sq ft

|

House

1157 KILKENNY LN, ORMOND BEACH, FL, 3217...
The Villages® 1818 TRIMARCHE TER, THE VILLAGES, FL, 32..., The Villages, FL 32163
$474,900

3 beds

|

2 baths

|

1,630 sq ft

|

House

1818 TRIMARCHE TER, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 2973 KRAMER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$335,000

3 beds

|

2 baths

|

1,403 sq ft

|

House

2973 KRAMER CT, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Pennbrooke Fairways 131 WILLOW BROOK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$242,900

3 beds

|

2 baths

|

1,720 sq ft

|

House

131 WILLOW BROOK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 1617 HILTON HEAD BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$169,900

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

1617 HILTON HEAD BLVD, LADY LAKE, FL, 32...
Community: The Villages®
Del Webb Sunbridge 2458 CLIFF WAY, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771
$402,900

2 beds

|

2 baths

|

1,584 sq ft

|

Villa

2458 CLIFF WAY, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
Plantation Bay Golf & Country Club 842 ALDENHAM LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$358,500

2 beds

|

2 baths

|

1,562 sq ft

|

Townhouse

842 ALDENHAM LN, ORMOND BEACH, FL, 32174
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.
Spruce Creek South 10767 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$239,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

10767 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
Stonecrest 17739 SE 121ST TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$314,900

2 beds

|

2 baths

|

1,572 sq ft

|

House

17739 SE 121ST TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Stonecrest 11735 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$439,000

3 beds

|

2 baths

|

1,777 sq ft

|

House

11735 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Plantation at Leesburg 4849 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$419,000

3 beds

|

3 baths

|

2,607 sq ft

|

House

4849 SABLE RIDGE CT, LEESBURG, FL, 34748
New Spruce Creek South 17973 SE 104TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$255,000

3 beds

|

2 baths

|

1,526 sq ft

|

House

17973 SE 104TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Want to learn more about 55+ communities in Winter Park? 55places can help!
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The Villages® 17659 SE 92ND GRANTHAM TER, THE VILLAGES..., The Villages, FL 32162
$269,000

3 beds

|

2 baths

|

1,253 sq ft

|

House

17659 SE 92ND GRANTHAM TER, THE VILLAGES...
Community: The Villages®
The Villages® 1253 ZYDECO CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$327,000

2 beds

|

2 baths

|

1,152 sq ft

|

Villa

1253 ZYDECO CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 3024 BURBANK LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$304,900

2 beds

|

2 baths

|

1,248 sq ft

|

House

3024 BURBANK LN, THE VILLAGES, FL, 32162
Community: The Villages®
Solivita 699 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$440,000

2 beds

|

2 baths

|

2,211 sq ft

|

House

699 VILLA PARK RD, POINCIANA, 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.
Ridgehaven 1336 OAKHAVEN AVE, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$441,680

4 beds

|

3 baths

|

2,337 sq ft

|

House

1336 OAKHAVEN AVE, ORMOND BEACH, FL, 321...
Community: Ridgehaven
Twin Lakes 2717 GREENLANDS ST, SAINT CLOUD, FL, 347..., Saint Cloud, FL 34772
$499,900

3 beds

|

2 baths

|

1,863 sq ft

|

House

2717 GREENLANDS ST, SAINT CLOUD, FL, 347...
Community: Twin Lakes
Lake Henry Estates 514 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$217,000

2 beds

|

2 baths

|

1,279 sq ft

|

House

514 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Scottish Highlands 304 BRIGADOON CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$210,000

2 beds

|

2 baths

|

1,278 sq ft

|

House

304 BRIGADOON CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 5810 PENNEY LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$599,900

3 beds

|

2 baths

|

2,016 sq ft

|

House

5810 PENNEY LN, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 3102 RAVEN CROFT TER, THE VILLAGES, FL, ..., The Villages, FL 32163
$525,000

3 beds

|

2 baths

|

1,965 sq ft

|

House

3102 RAVEN CROFT TER, THE VILLAGES, FL, ...
Community: The Villages®

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