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Winter Park, FL 55+ active adult communities & homes for sale - Page 33

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 (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 (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
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Questions? Call us: (888) 625-4885
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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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
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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.
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
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
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
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
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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
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 (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
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
The Villages® 1635 PINEHURST DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$149,900

2 beds

|

1 baths

|

940 sq ft

|

Manufactured Home

1635 PINEHURST DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1808 HALLANDALE LN, THE VILLAGES, FL, 32..., The Villages, FL 32162
$290,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1808 HALLANDALE LN, THE VILLAGES, FL, 32...
Community: The Villages®
High Vista at Ridgewood Lakes 213 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$279,999

2 beds

|

2 baths

|

1,542 sq ft

|

House

213 HIGH VISTA DR, DAVENPORT, FL, 33837
Solivita 1233 CAMBRIA BND, POINCIANA, FL, 34759, Poinciana, FL 34759
$665,000

2 beds

|

3 baths

|

2,872 sq ft

|

House

1233 CAMBRIA BND, POINCIANA, FL, 34759
Community: Solivita
Cresswind at Victoria Gardens 112 BELLINGRATH TER, DELAND, FL, 32724, Deland, FL 32724
$525,000

3 beds

|

2 baths

|

2,546 sq ft

|

House

112 BELLINGRATH TER, DELAND, FL, 32724
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Harbor Hills Country Club 5096 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$649,000

4 beds

|

3 baths

|

2,900 sq ft

|

House

5096 GREENS DR, LADY LAKE, FL, 32159
Spruce Creek Country Club 13608 SE 87TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$329,000

2 beds

|

2 baths

|

1,678 sq ft

|

House

13608 SE 87TH CIR, SUMMERFIELD, FL, 3449...
Del Webb Sunbridge 6430 ROVER WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$474,990

3 beds

|

2 baths

|

1,626 sq ft

|

House

6430 ROVER WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Royal Highlands 5405 QUEEN VICTORIA DR, LEESBURG, FL, 34..., Leesburg, FL 34748
$299,900

3 beds

|

2 baths

|

1,923 sq ft

|

House

5405 QUEEN VICTORIA DR, LEESBURG, FL, 34...
Community: Royal Highlands
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 10701 SE 179TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$295,000

3 beds

|

2 baths

|

1,668 sq ft

|

House

10701 SE 179TH LN, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 1116 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$300,000

2 beds

|

2 baths

|

1,102 sq ft

|

Villa

1116 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 3099 MELLE PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$289,900

2 beds

|

2 baths

|

1,223 sq ft

|

Villa

3099 MELLE PL, THE VILLAGES, FL, 32163
Community: The Villages®
Del Webb Oasis 13360 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$585,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

13360 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Arlington Ridge 3601 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$324,999

3 beds

|

2 baths

|

1,649 sq ft

|

House

3601 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Spruce Creek Country Club 9543 SE 137TH STREET RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$518,999

3 beds

|

2 baths

|

2,806 sq ft

|

House

9543 SE 137TH STREET RD, SUMMERFIELD, FL...
Spruce Creek Country Club 13988 SE 86TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$246,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

13988 SE 86TH CIR, SUMMERFIELD, FL, 3449...
Latitude Margaritaville 495 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$364,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

495 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
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.
Del Webb at Viera 3417 EBBING LN, MELBOURNE, FL, 32940, Melbourne, FL 32940
$594,850

2 beds

|

2 baths

|

1,981 sq ft

|

House

3417 EBBING LN, MELBOURNE, FL, 32940
Community: Del Webb at Viera
Plantation Bay Golf & Country Club 1000 KILKENNY LN, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$349,900

2 beds

|

2 baths

|

1,510 sq ft

|

Townhouse

1000 KILKENNY LN, ORMOND BEACH, FL, 3217...
The Villages® 1254 CHAPARRAL DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$299,900

3 beds

|

2 baths

|

1,205 sq ft

|

House

1254 CHAPARRAL DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 3073 RIVERDALE RD, THE VILLAGES, FL, 321..., The Villages, FL 32162
$411,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

3073 RIVERDALE RD, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Alamanda Key 543 HEMING WAY, MELBOURNE, FL, 32901, Melbourne, FL 32901
$399,500

3 beds

|

2 baths

|

1,937 sq ft

|

House

543 HEMING WAY, MELBOURNE, FL, 32901
Community: Alamanda Key
Venetian Bay 3470 TESORO CIR, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$895,000

3 beds

|

3 baths

|

2,852 sq ft

|

House

3470 TESORO CIR, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Esplanade at Highland Ranch 2359 CLEMBLUE RD, CLERMONT, FL, 34715, Clermont, FL 34715
$630,500

3 beds

|

3 baths

|

2,330 sq ft

|

House

2359 CLEMBLUE RD, CLERMONT, FL, 34715
Solivita 790 CARMEL LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$440,000

4 beds

|

3 baths

|

2,430 sq ft

|

House

790 CARMEL LN, 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.
The Villages® 12392 NE 48TH LOOP, OXFORD, FL, 34484, Oxford, FL 34484
$295,000

4 beds

|

4 baths

|

2,002 sq ft

|

House

12392 NE 48TH LOOP, OXFORD, FL, 34484
Community: The Villages®
Pelican Bay Daytona Beach 144 MARSH WREN CT, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32119
$399,900

3 beds

|

2 baths

|

2,040 sq ft

|

House

144 MARSH WREN CT, DAYTONA BEACH, FL, 32...
The Villages® 4913 NE 122ND AVE, OXFORD, FL, 34484, Oxford, FL 34484
$390,000

4 beds

|

3 baths

|

2,629 sq ft

|

House

4913 NE 122ND AVE, OXFORD, FL, 34484
Community: The Villages®
Del Webb Sunbridge 2962 VOYAGER AVE, ST CLOUD, FL, 34771, St Cloud, FL 34771
$400,000

3 beds

|

3 baths

|

1,738 sq ft

|

Townhouse

2962 VOYAGER AVE, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Del Webb Orlando 516 PAMPLONA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$317,400

2 beds

|

2 baths

|

1,445 sq ft

|

House

516 PAMPLONA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 8241 SE 176TH LAWSON LOOP, THE VILLAGES,..., The Villages, FL 32162
$263,150

3 beds

|

2 baths

|

1,392 sq ft

|

House

8241 SE 176TH LAWSON LOOP, THE VILLAGES,...
Community: The Villages®
The Villages® 388 BRADLEY TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$380,000

2 beds

|

2 baths

|

1,196 sq ft

|

House

388 BRADLEY TER, THE VILLAGES, FL, 32162
Community: The Villages®
Kings Ridge 3656 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$349,900

3 beds

|

2 baths

|

1,498 sq ft

|

House

3656 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
Legacy of Leesburg 27601 COUNTRY STONE CT, LEESBURG, FL, 34..., Leesburg, FL 34748
$379,888

3 beds

|

2 baths

|

2,066 sq ft

|

House

27601 COUNTRY STONE CT, LEESBURG, FL, 34...
Community: Legacy of Leesburg
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.
Colonnades 4802 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$175,000

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

4802 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
Solivita 305 ROCK SPRINGS DR, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$499,000

3 beds

|

3 baths

|

2,454 sq ft

|

House

305 ROCK SPRINGS DR, KISSIMMEE, FL, 3475...
Community: Solivita
The Villages® 3435 INVERARY AVE, THE VILLAGES, FL, 321..., The Villages, FL 32163
$369,000

3 beds

|

2 baths

|

1,635 sq ft

|

House

3435 INVERARY AVE, THE VILLAGES, FL, 321...
Community: The Villages®
Breakaway Trails 71 CARRIAGE CREEK WAY, ORMOND BEACH, FL,..., Ormond Beach, FL 32174
$450,000

4 beds

|

3 baths

|

2,295 sq ft

|

House

71 CARRIAGE CREEK WAY, ORMOND BEACH, FL,...
Community: Breakaway Trails
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1967 FLOWERSVILLE PL, THE VILLAGES, FL, ..., The Villages, FL 32163
$595,750

3 beds

|

3 baths

|

2,016 sq ft

|

House

1967 FLOWERSVILLE PL, THE VILLAGES, FL, ...
Community: The Villages®
Scottish Highlands 1 DURNESS CT 1, LEESBURG, FL, 34788, Leesburg, FL 34788
$185,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

1 DURNESS CT 1, LEESBURG, FL, 34788
Community: Scottish Highlands

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2,513 homes
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