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Winter Park, FL 55+ active adult communities & homes for sale - Page 34

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
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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
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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
Solivita 93 OAK LEAF DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$349,900

3 beds

|

2 baths

|

2,141 sq ft

|

House

93 OAK LEAF DR, POINCIANA, FL, 34759
Community: Solivita
Lakeside Landings 10351 ADDISON SHORE WAY, OXFORD, FL, 344..., Oxford, FL 34484
$359,900

4 beds

|

3 baths

|

2,003 sq ft

|

House

10351 ADDISON SHORE WAY, OXFORD, FL, 344...
Community: Lakeside Landings
Palms at Serenoa 17615 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$414,900

3 beds

|

2 baths

|

1,822 sq ft

|

House

17615 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Breakaway Trails 2 CREEK BEND WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$749,000

4 beds

|

4 baths

|

3,098 sq ft

|

House

2 CREEK BEND WAY, ORMOND BEACH, FL, 3217...
Community: Breakaway Trails
Carlsberg Estates on Lake Suzanne 483 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$249,900

3 beds

|

2 baths

|

1,406 sq ft

|

House

483 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
The Villages® 1611 ALHAMBRA WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$349,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

1611 ALHAMBRA WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Spruce Creek Country Club 13280 SE 92ND COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$314,900

2 beds

|

2 baths

|

1,274 sq ft

|

House

13280 SE 92ND COURT RD, SUMMERFIELD, FL,...
Royal Highlands 21850 TARTAN ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$359,900

3 beds

|

2 baths

|

2,159 sq ft

|

House

21850 TARTAN ST, LEESBURG, FL, 34748
Community: Royal Highlands
Solivita 524 MURANO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$259,990

2 beds

|

2 baths

|

1,504 sq ft

|

House

524 MURANO DR, POINCIANA, FL, 34759
Community: Solivita
Foxwood Lake Estates 4969 DEERWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$166,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

4969 DEERWOOD DR, LAKELAND, FL, 33810
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.
Esplanade at Highland Ranch 2330 HAMILTON RIDGE RD, CLERMONT, FL, 34..., Clermont, FL 34715
$449,900

2 beds

|

2 baths

|

1,778 sq ft

|

House

2330 HAMILTON RIDGE RD, CLERMONT, FL, 34...
Grand Haven 34 LAGARE ST, PALM COAST, FL, 32137, Palm Coast, FL 32137
$525,000

3 beds

|

2 baths

|

2,195 sq ft

|

House

34 LAGARE ST, PALM COAST, FL, 32137
Community: Grand Haven
The Villages® 814 ROSEAPPLE AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$192,000

2 beds

|

2 baths

|

967 sq ft

|

Manufactured Home

814 ROSEAPPLE AVE, LADY LAKE, FL, 32159
Community: The Villages®
Lakes of Mount Dora 3942 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$480,990

3 beds

|

2 baths

|

2,034 sq ft

|

House

3942 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
Lakes of Mount Dora 3961 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$401,990

3 beds

|

2 baths

|

1,614 sq ft

|

House

3961 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
Lakes at Laurel Highlands 2772 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$299,000

3 beds

|

2 baths

|

1,732 sq ft

|

House

2772 CANYON CREST DR, LAKELAND, FL, 3381...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Heritage Landings 2772 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$299,000

3 beds

|

2 baths

|

1,732 sq ft

|

House

2772 CANYON CREST DR, LAKELAND, FL, 3381...
Community: Heritage Landings
The Country Club of Mount Dora 1824 STAFFORD SPRINGS BLVD, MOUNT DORA, ..., Mount Dora, FL 32757
$414,000

2 beds

|

2 baths

|

1,609 sq ft

|

House

1824 STAFFORD SPRINGS BLVD, MOUNT DORA, ...
The Lakes at Harmony 7651 FIVE OAKS DR, HARMONY, FL, 34773, Harmony, FL 34773
$505,000

4 beds

|

3 baths

|

2,355 sq ft

|

House

7651 FIVE OAKS DR, HARMONY, FL, 34773
Plantation at Leesburg 4517 EAGLEWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$295,000

2 beds

|

2 baths

|

1,292 sq ft

|

House

4517 EAGLEWOOD DR, LEESBURG, FL, 34748
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® 646 STRATFORD LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$564,900

3 beds

|

3 baths

|

2,245 sq ft

|

House

646 STRATFORD LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Plantation at Leesburg 5024 LONG MEADOW DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$305,000

2 beds

|

2 baths

|

1,847 sq ft

|

House

5024 LONG MEADOW DR, LEESBURG, FL, 34748
Harbor Hills Country Club 39634 GROVE HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$619,000

3 beds

|

3 baths

|

2,278 sq ft

|

House

39634 GROVE HEIGHTS, LADY LAKE, FL, 3215...
VillageWalk at Lake Nona 11818 FIORE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$1,150,000

4 beds

|

3 baths

|

4,125 sq ft

|

House

11818 FIORE DR, ORLANDO, FL, 32827
Royal Highlands 4732 ST ANDREWS ARC, LEESBURG, FL, 34748, Leesburg, FL 34748
$235,000

2 beds

|

2 baths

|

1,295 sq ft

|

House

4732 ST ANDREWS ARC, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 904 MAYNARD PATH, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$598,000

3 beds

|

2 baths

|

1,944 sq ft

|

House

904 MAYNARD PATH, THE VILLAGES, FL, 3216...
Community: The Villages®
Royal Highlands 4921 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$279,999

3 beds

|

2 baths

|

1,414 sq ft

|

House

4921 GLEN COE ST, 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
Solivita 531 VIA VITALE CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$484,900

5 beds

|

3 baths

|

2,430 sq ft

|

House

531 VIA VITALE CT, KISSIMMEE, FL, 34759
Community: Solivita
Heritage Hills 3543 FAIRWATERS CT B, CLERMONT, FL, 3471..., Clermont, FL 34711
$285,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3543 FAIRWATERS CT B, CLERMONT, FL, 3471...
Community: Heritage Hills
The Villages® 5255 OXFORD CT, WILDWOOD, FL, 34785, Wildwood, FL 34785
$179,000

3 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

5255 OXFORD CT, WILDWOOD, FL, 34785
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.
Spruce Creek Country Club 9036 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$309,900

3 beds

|

2 baths

|

1,720 sq ft

|

House

9036 SE 120TH LOOP, SUMMERFIELD, FL, 344...
The Villages® 16938 SE 94TH SUNNYBROOK CIR, THE VILLAG..., The Villages, FL 32162
$262,000

2 beds

|

2 baths

|

1,163 sq ft

|

Villa

16938 SE 94TH SUNNYBROOK CIR, THE VILLAG...
Community: The Villages®
Sandpiper Golf & Country Club 669 EAGLE RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$269,000

2 beds

|

2 baths

|

1,134 sq ft

|

House

669 EAGLE RUN, LAKELAND, FL, 33809
The Villages® 2946 DUKE TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$465,000

3 beds

|

2 baths

|

1,661 sq ft

|

House

2946 DUKE TER, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 953 ORCHID ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$194,900

2 beds

|

2 baths

|

1,299 sq ft

|

Manufactured Home

953 ORCHID ST, THE VILLAGES, FL, 32159
Community: The Villages®
Plantation Bay Golf & Country Club 673 ELK RIVER DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$419,900

3 beds

|

2 baths

|

2,271 sq ft

|

House

673 ELK RIVER DR, ORMOND BEACH, FL, 3217...
Gatherings of Lake Nona 7521 LAUREATE BLVD 5308, ORLANDO, FL, 32..., Orlando, FL 32827
$329,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7521 LAUREATE BLVD 5308, ORLANDO, FL, 32...
Del Webb Minneola 1120 CANOPY VIEW WAY, MINNEOLA, FL, 3471..., Minneola, FL 34715
$410,000

2 beds

|

2 baths

|

1,471 sq ft

|

House

1120 CANOPY VIEW WAY, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 520 SAINT ANDREWS BLVD, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$219,900

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

520 SAINT ANDREWS BLVD, LADY LAKE, FL, 3...
Community: The Villages®
Spruce Creek South 10689 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$222,900

2 beds

|

2 baths

|

1,008 sq ft

|

House

10689 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
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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