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Winter Park, FL 55+ active adult communities & homes for sale - Page 51

2,414 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
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
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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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
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 (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
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
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
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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 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
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) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 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) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
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Questions? Call us: (888) 625-4885
5 rating (2 reviews) Heritage Isle
$300ks - $500ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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.
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
Ridgehaven
$300ks - $600ks
Ridgehaven, Ormond Beach, FL
New Construction | 55+ age-restricted
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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
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
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
5 rating (2 reviews) Bridgewater at Viera
$300ks - $800ks
Bridgewater at Viera, Melbourne, FL
Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 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.
12...3
Venetian Bay 3328 MARSILI AVE, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$379,000

3 beds

|

2 baths

|

1,423 sq ft

|

House

3328 MARSILI AVE, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Villages® 8065 SE 175TH COLUMBIA PL, THE VILLAGES,..., The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,120 sq ft

|

House

8065 SE 175TH COLUMBIA PL, THE VILLAGES,...
Community: The Villages®
Grand Haven 14 IBIS CT, PALM COAST, FL, 32137, Palm Coast, FL 32137
$420,000

3 beds

|

2 baths

|

2,043 sq ft

|

House

14 IBIS CT, PALM COAST, FL, 32137
Community: Grand Haven
Grand Haven 150 W WATERSIDE PKWY, PALM COAST, FL, 32..., Palm Coast, FL 32137
$399,000

2 beds

|

2 baths

|

1,619 sq ft

|

House

150 W WATERSIDE PKWY, PALM COAST, FL, 32...
Community: Grand Haven
Stonecrest 11041 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$450,000

4 beds

|

3 baths

|

2,628 sq ft

|

House

11041 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek Country Club 13026 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$399,999

2 beds

|

3 baths

|

2,722 sq ft

|

House

13026 SE 97TH TERRACE RD, SUMMERFIELD, F...
Twin Lakes 2557 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$319,900

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2557 YELLOW BRICK RD, ST CLOUD, FL, 3477...
Community: Twin Lakes
Lakes of Mount Dora 8852 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$494,900

3 beds

|

2 baths

|

2,081 sq ft

|

House

8852 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Latitude Margaritaville 280 LAST MANGO, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$389,000

2 beds

|

2 baths

|

1,456 sq ft

|

Villa

280 LAST MANGO, DAYTONA BEACH, FL, 32124
Twin Lakes 5027 DANCY LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$515,000

3 beds

|

3 baths

|

2,197 sq ft

|

House

5027 DANCY LN, ST CLOUD, FL, 34772
Community: Twin 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.
Spruce Creek South 10337 SE 176 ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$239,800

3 beds

|

2 baths

|

1,526 sq ft

|

House

10337 SE 176 ST, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Spruce Creek South 10337 SE 176TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$239,800

3 beds

|

2 baths

|

1,526 sq ft

|

House

10337 SE 176TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Halifax Plantation 1480 KILRUSH DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$589,000

4 beds

|

3 baths

|

2,788 sq ft

|

House

1480 KILRUSH DR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Legacy of Leesburg 5304 FANTASY WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$318,000

3 beds

|

2 baths

|

2,087 sq ft

|

House

5304 FANTASY WAY, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Pennbrooke Fairways 32819 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$186,700

2 beds

|

2 baths

|

1,162 sq ft

|

House

32819 TIMBERWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Four Seasons at Orlando 1855 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$329,990

2 beds

|

2 baths

|

1,437 sq ft

|

Villa

1855 FLORA PASS PL, KISSIMMEE, FL, 34747
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 3009 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$299,000

3 beds

|

3 baths

|

1,614 sq ft

|

Townhouse

3009 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Halifax Plantation 3034 ADRIAN DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$545,000

4 beds

|

3 baths

|

2,641 sq ft

|

House

3034 ADRIAN DR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Spruce Creek Country Club 9211 SE 130TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$299,900

2 beds

|

2 baths

|

1,708 sq ft

|

House

9211 SE 130TH LOOP, SUMMERFIELD, FL, 344...
Lakeside Landings 4846 AUDREY MARIE CT, OXFORD, FL, 34484, Oxford, FL 34484
$424,700

3 beds

|

2 baths

|

2,200 sq ft

|

House

4846 AUDREY MARIE CT, OXFORD, FL, 34484
Community: Lakeside Landings
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.
Arlington Ridge 27343 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$327,000

3 beds

|

2 baths

|

1,607 sq ft

|

House

27343 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Del Webb Orlando 536 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$299,900

3 beds

|

2 baths

|

1,508 sq ft

|

House

536 ARENA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Indian River Colony Club 1332 PILGRIM AVE, MELBOURNE, FL, 32940, Melbourne, FL 32940
$335,000

2 beds

|

2 baths

|

1,650 sq ft

|

House

1332 PILGRIM AVE, MELBOURNE, FL, 32940
Grand Haven 15 CHINIER ST, PALM COAST, FL, 32137, Palm Coast, FL 32137
$879,990

3 beds

|

3 baths

|

2,517 sq ft

|

House

15 CHINIER ST, PALM COAST, FL, 32137
Community: Grand Haven
Esplanade at Highland Ranch 1023 TIMBERVALE TRL, CLERMONT, FL, 34715, Clermont, FL 34715
$499,900

3 beds

|

3 baths

|

2,287 sq ft

|

House

1023 TIMBERVALE TRL, CLERMONT, FL, 34715
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
Indian River Colony Club 1290 MAYFLOWER AVE, MELBOURNE, FL, 32940, Melbourne, FL 32940
$335,000

2 beds

|

2 baths

|

1,616 sq ft

|

House

1290 MAYFLOWER AVE, MELBOURNE, FL, 32940
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Harbor Hills Country Club 39023 GRIFFIN LNDG, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$499,000

3 beds

|

3 baths

|

2,833 sq ft

|

House

39023 GRIFFIN LNDG, LADY LAKE, FL, 32159
Lake Ashton 4048 PHOENICIAN WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$435,000

3 beds

|

2 baths

|

2,354 sq ft

|

House

4048 PHOENICIAN WAY, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Trilogy® Orlando 602 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736
$589,999

2 beds

|

3 baths

|

1,900 sq ft

|

House

602 CONSERVATION BLVD, GROVELAND, FL, 34...
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.
Venetian Bay 3367 TORRE BLVD, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$454,900

3 beds

|

2 baths

|

1,976 sq ft

|

Halfplex

3367 TORRE BLVD, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Pennbrooke Fairways 32512 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$234,000

3 beds

|

2 baths

|

1,312 sq ft

|

House

32512 OAK PARK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Halifax Plantation 2745 PORTADOWN ST, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$359,900

3 beds

|

2 baths

|

1,514 sq ft

|

House

2745 PORTADOWN ST, ORMOND BEACH, FL, 321...
Community: Halifax Plantation
Bridgewater at Viera 1473 GREAT BELT CIR, MELBOURNE, FL, 3294..., Melbourne, FL 32940
$420,000

3 beds

|

2 baths

|

1,598 sq ft

|

House

1473 GREAT BELT CIR, MELBOURNE, FL, 3294...
Venetian Bay 3555 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$625,000

3 beds

|

3 baths

|

2,472 sq ft

|

House

3555 MARIBELLA DR, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
The Villages® 17627 SE 88TH COVINGTON CIR, THE VILLAGE..., The Villages, FL 32162
$675,000

3 beds

|

2 baths

|

2,460 sq ft

|

House

17627 SE 88TH COVINGTON CIR, THE VILLAGE...
Community: The Villages®
Solivita 205 BELL TOWER XING, POINCIANA, FL, 3475..., Poinciana, FL 34759
$264,000

2 beds

|

2 baths

|

1,405 sq ft

|

House

205 BELL TOWER XING, POINCIANA, FL, 3475...
Community: Solivita
Royal Highlands 5133 LINKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,900

3 beds

|

2 baths

|

1,701 sq ft

|

House

5133 LINKS LN, LEESBURG, FL, 34748
Community: Royal Highlands
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Harbor Hills Country Club 39500 HILLRISE LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$622,000

4 beds

|

3 baths

|

2,544 sq ft

|

House

39500 HILLRISE LN, LADY LAKE, FL, 32159
The Villages® 5967 FREITAG AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$524,900

3 beds

|

2 baths

|

1,633 sq ft

|

Villa

5967 FREITAG AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
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.

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2,414 homes
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