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Winter Park, FL 55+ active adult communities & homes for sale - Page 8

2,513 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
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
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
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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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 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) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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.
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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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 (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
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Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 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
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
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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.
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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
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
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Questions? Call us: (888) 625-4885
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
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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
5 rating (2 reviews) Heritage Isle
$300ks - $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.
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$200ks - $600ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
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Questions? Call us: (888) 625-4885
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
3.8 rating (5 reviews) Traditions at Lake Ruby
$200ks - $300ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 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
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
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.
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
12...3
Royal Harbor 4913 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778
$349,000

3 beds

|

2 baths

|

2,087 sq ft

|

House

4913 RAINBOW TROUT RD, TAVARES, FL, 3277...
Community: Royal Harbor
Solivita 352 HAMRICK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$540,000

3 beds

|

3 baths

|

3,078 sq ft

|

House

352 HAMRICK DR, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Orlando 112 CASTELLON CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$429,900

2 beds

|

2 baths

|

1,961 sq ft

|

House

112 CASTELLON CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
The Villages® 9175 SE 169TH BENTLEY ST, THE VILLAGES, ..., The Villages, FL 32162
$330,000

3 beds

|

2 baths

|

2,315 sq ft

|

House

9175 SE 169TH BENTLEY ST, THE VILLAGES, ...
Community: The Villages®
Esplanade at Highland Ranch 2535 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$799,000

3 beds

|

4 baths

|

3,011 sq ft

|

House

2535 STARGRASS CIR, CLERMONT, FL, 34715
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1222 DUSTIN DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$320,000

2 beds

|

2 baths

|

1,236 sq ft

|

House

1222 DUSTIN DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 9155 SE 167TH FORD ST, THE VILLAGES, FL,..., The Villages, FL 32162
$379,000

3 beds

|

2 baths

|

1,604 sq ft

|

Villa

9155 SE 167TH FORD ST, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 2051 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$370,000

3 beds

|

2 baths

|

1,908 sq ft

|

House

2051 PALO ALTO AVE, THE VILLAGES, FL, 32...
Community: The Villages®
Venetian Bay 3058 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$414,900

2 beds

|

2 baths

|

1,003 sq ft

|

Townhouse

3058 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
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® 4904 NE 123RD LN, OXFORD, FL, 34484, Oxford, FL 34484
$299,990

4 beds

|

4 baths

|

1,912 sq ft

|

House

4904 NE 123RD LN, OXFORD, FL, 34484
Community: The Villages®
Stonecrest 11180 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$297,000

2 beds

|

2 baths

|

1,417 sq ft

|

House

11180 SE 175TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 807 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$172,000

2 beds

|

2 baths

|

1,430 sq ft

|

Manufactured Home

807 OAK BLVD, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 3404 CARRABELLE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$275,000

2 beds

|

2 baths

|

1,188 sq ft

|

House

3404 CARRABELLE CT, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek Country Club 9243 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$439,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

9243 SE 120TH LOOP, SUMMERFIELD, FL, 344...
Sullivan Ranch 21709 HIDDEN CREEK LN, MOUNT DORA, FL, 3..., Mount Dora, FL 32757
$674,500

5 beds

|

5 baths

|

3,814 sq ft

|

House

21709 HIDDEN CREEK LN, MOUNT DORA, FL, 3...
Community: Sullivan Ranch
Latitude Margaritaville 794 JOLLYMON WAY, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$698,900

2 beds

|

3 baths

|

2,067 sq ft

|

House

794 JOLLYMON WAY, DAYTONA BEACH, FL, 321...
Trilogy® Orlando 127 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$315,000

2 beds

|

2 baths

|

1,269 sq ft

|

House

127 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® 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.
The Villages® 1239 CHAPARRAL DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$320,000

2 beds

|

2 baths

|

1,216 sq ft

|

House

1239 CHAPARRAL DR, THE VILLAGES, FL, 321...
Community: The Villages®
Lake Henry Estates 543 CLUBHILL DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$255,000

2 beds

|

2 baths

|

1,864 sq ft

|

House

543 CLUBHILL DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Compass Pointe 969 DANVILLE CIR, MELBOURNE, FL, 32904, Melbourne, FL 32904
$309,900

3 beds

|

2 baths

|

1,828 sq ft

|

House

969 DANVILLE CIR, MELBOURNE, FL, 32904
Community: Compass Pointe
Summer Trees 47 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$269,000

2 beds

|

2 baths

|

1,502 sq ft

|

House

47 CROOKED PINE RD, PORT ORANGE, FL, 321...
Community: Summer Trees
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1277 NORTHBROOK PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,653 sq ft

|

House

1277 NORTHBROOK PL, THE VILLAGES, FL, 32...
Community: The Villages®
Lake Ashton 4184 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$349,900

3 beds

|

2 baths

|

1,816 sq ft

|

House

4184 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Del Webb at Viera 3013 TIDEPOOL PL, MELBOURNE, FL, 32940, Melbourne, FL 32940
$459,982

3 beds

|

2 baths

|

1,640 sq ft

|

House

3013 TIDEPOOL PL, MELBOURNE, FL, 32940
Community: Del Webb at Viera
Plantation Bay Golf & Country Club 440 LONG COVE RD, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$574,900

3 beds

|

2 baths

|

2,172 sq ft

|

House

440 LONG COVE RD, ORMOND BEACH, FL, 3217...
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.
Carillon Lakes 3850 SERENADE LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$289,999

2 beds

|

2 baths

|

1,812 sq ft

|

Condo

3850 SERENADE LN, LAKELAND, FL, 33811
Community: Carillon Lakes
The Villages® 3154 MACK ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$350,000

3 beds

|

2 baths

|

1,440 sq ft

|

House

3154 MACK ST, THE VILLAGES, FL, 32163
Community: The Villages®
Sullivan Ranch 21714 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$329,995

3 beds

|

2 baths

|

1,769 sq ft

|

House

21714 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Scottish Highlands 1315 NOBLE CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$299,000

2 beds

|

2 baths

|

1,176 sq ft

|

House

1315 NOBLE CT, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 733 JASON DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$339,900

3 beds

|

2 baths

|

1,446 sq ft

|

House

733 JASON DR, LADY LAKE, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Sandpiper Golf & Country Club 6307 EGRET DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$269,000

2 beds

|

2 baths

|

1,395 sq ft

|

House

6307 EGRET DR, LAKELAND, FL, 33809
Arlington Ridge 3514 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$455,000

3 beds

|

2 baths

|

2,236 sq ft

|

House

3514 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 12371 NE 48TH CIR, OXFORD, FL, 34484, Oxford, FL 34484
$461,000

4 beds

|

3 baths

|

2,611 sq ft

|

House

12371 NE 48TH CIR, OXFORD, FL, 34484
Community: The Villages®
Del Webb Orlando 1032 SALAMANCA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$319,900

2 beds

|

2 baths

|

1,455 sq ft

|

House

1032 SALAMANCA PL, 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.
Solivita 505 MILLIFIORA LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$290,000

2 beds

|

2 baths

|

1,548 sq ft

|

House

505 MILLIFIORA LN, KISSIMMEE, FL, 34759
Community: Solivita
The Villages® 1041 REIDVILLE RD, THE VILLAGES, FL, 321..., The Villages, FL 32162
$379,000

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

1041 REIDVILLE RD, THE VILLAGES, FL, 321...
Community: The Villages®
Highland Lakes 6122 WADE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$266,500

3 beds

|

2 baths

|

1,961 sq ft

|

House

6122 WADE ST, LEESBURG, FL, 34748
Community: Highland Lakes
Venetian Bay 3207 MEDICI BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$799,900

4 beds

|

3 baths

|

2,708 sq ft

|

House

3207 MEDICI BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Kings Ridge 2225 ELVERSON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$349,900

3 beds

|

2 baths

|

1,892 sq ft

|

House

2225 ELVERSON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Kings Ridge 2319 ADDISON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

3 beds

|

2 baths

|

1,875 sq ft

|

House

2319 ADDISON AVE, CLERMONT, FL, 34711
Community: Kings Ridge

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2,513 homes
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