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Winter Park, FL 55+ active adult communities & homes for sale - Page 43

2,698 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
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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
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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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
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 (8 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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 - $900ks
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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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
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) Legacy of Leesburg
$200ks - $400ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 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
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
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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
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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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.
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Del Webb at Viera
$400ks - $1Ms
Del Webb at Viera, Melbourne, FL
New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes
Lakeside Landings
$100ks - $300ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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
The Villages® 1203 GRANADA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$229,999

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

1203 GRANADA CT, THE VILLAGES, FL, 32159
Community: The Villages®
Cindy Certified
2202 WILDBERRY WAY WAY, MINNEOLA, FL, 34..., Minneola, FL 34715
$440,000

3 beds

|

2 baths

|

1,483 sq ft

|

House

2202 WILDBERRY WAY WAY, MINNEOLA, FL, 34...
Spruce Creek Country Club 12771 SE 92ND TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$284,900

2 beds

|

2 baths

|

1,307 sq ft

|

House

12771 SE 92ND TER, SUMMERFIELD, FL, 3449...
Plantation at Leesburg 24044 PEEKSKILL ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,000

2 beds

|

3 baths

|

2,634 sq ft

|

House

24044 PEEKSKILL ST, LEESBURG, FL, 34748
Halifax Plantation 3266 BAILEY ANN DR, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$345,000

2 beds

|

2 baths

|

1,687 sq ft

|

House

3266 BAILEY ANN DR, ORMOND BEACH, FL, 32...
Community: Halifax Plantation
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 791 ENISGROVE WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$439,000

3 beds

|

2 baths

|

1,956 sq ft

|

House

791 ENISGROVE WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Del Webb Sunbridge 2531 PINE PRESERVE CT, ST CLOUD, FL, 347..., St Cloud, FL 34771
$699,000

3 beds

|

4 baths

|

2,808 sq ft

|

House

2531 PINE PRESERVE CT, ST CLOUD, FL, 347...
Community: Del Webb Sunbridge
Solivita 394 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$475,000

2 beds

|

3 baths

|

1,850 sq ft

|

House

394 MONTEREY ST, KISSIMMEE, FL, 34759
Community: Solivita
Latitude Margaritaville 251 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$415,000

2 beds

|

2 baths

|

1,466 sq ft

|

Townhouse

251 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Stonecrest 17585 SE 122ND TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$649,000

3 beds

|

3 baths

|

2,087 sq ft

|

House

17585 SE 122ND TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
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.
Cindy Certified
900 AZALEA WALK CIR, DELAND, FL, 32724, Deland, FL 32724
$339,900

3 beds

|

2 baths

|

1,534 sq ft

|

House

900 AZALEA WALK CIR, DELAND, FL, 32724
Plantation at Leesburg 25517 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748
$369,000

3 beds

|

2 baths

|

2,381 sq ft

|

House

25517 LAUREL VALLEY RD, LEESBURG, FL, 34...
Cindy Certified
1040 CAMBRIDGE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33881
$243,500

3 beds

|

2 baths

|

1,727 sq ft

|

House

1040 CAMBRIDGE DR, WINTER HAVEN, FL, 338...
Spruce Creek Country Club 13685 SE 90TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$269,900

2 beds

|

2 baths

|

1,248 sq ft

|

House

13685 SE 90TH CT, SUMMERFIELD, FL, 34491
Lakeside Landings 5011 BELTED KINGFISHER DR, OXFORD, FL, 3..., Oxford, FL 34484
$369,900

3 beds

|

2 baths

|

1,832 sq ft

|

House

5011 BELTED KINGFISHER DR, OXFORD, FL, 3...
Community: Lakeside Landings
The Villages® 712 ARTESIA AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$295,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

712 ARTESIA AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Archers Mill 345 E MERIMONT LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$554,999

4 beds

|

4 baths

|

2,862 sq ft

|

House

345 E MERIMONT LN, ORMOND BEACH, FL, 321...
Community: Archers Mill
The Villages® 1550 HILLCREST DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$189,900

2 beds

|

2 baths

|

1,196 sq ft

|

Manufactured Home

1550 HILLCREST DR, THE VILLAGES, FL, 321...
Community: The Villages®
Stonecrest 11363 SE 177TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$350,000

3 beds

|

3 baths

|

2,637 sq ft

|

House

11363 SE 177TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Spruce Creek Country Club 8588 SE 134TH ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$314,000

2 beds

|

2 baths

|

1,575 sq ft

|

House

8588 SE 134TH ST, SUMMERFIELD, FL, 34491
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 1155 N GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$485,000

3 beds

|

2 baths

|

2,719 sq ft

|

House

1155 N GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
Plantation Bay Golf & Country Club 18 MAGNOLIA DR B, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$289,900

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

18 MAGNOLIA DR B, ORMOND BEACH, FL, 3217...
Arlington Ridge 4110 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$359,000

3 beds

|

2 baths

|

1,857 sq ft

|

House

4110 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Venetian Bay 367 CARYOTA CT, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$375,000

3 beds

|

2 baths

|

1,653 sq ft

|

House

367 CARYOTA CT, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Venetian Bay 123 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$399,990

3 beds

|

2 baths

|

1,900 sq ft

|

House

123 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
Pelican Bay Daytona Beach 228 PALM SPARROW CT, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$248,000

3 beds

|

2 baths

|

1,648 sq ft

|

House

228 PALM SPARROW CT, DAYTONA BEACH, FL, ...
Summer Trees 114 HICKORY LN, PORT ORANGE, FL, 32128, Port Orange, FL 32128
$264,000

2 beds

|

2 baths

|

1,403 sq ft

|

House

114 HICKORY LN, PORT ORANGE, FL, 32128
Community: Summer Trees
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Plantation Bay Golf & Country Club 18 MAGNOLIA DR S, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$289,900

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

18 MAGNOLIA DR S, ORMOND BEACH, FL, 3217...
Pennbrooke Fairways 830 OLD OAKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$379,247

3 beds

|

2 baths

|

1,976 sq ft

|

House

830 OLD OAKS LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 632 CORONACA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$569,900

3 beds

|

2 baths

|

1,957 sq ft

|

House

632 CORONACA CT, THE VILLAGES, FL, 32163
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.
The Lakes at Harmony 3485 MIDDLEBROOK PL, HARMONY, FL, 34773, Harmony, FL 34773
$405,999

4 beds

|

2 baths

|

2,064 sq ft

|

House

3485 MIDDLEBROOK PL, HARMONY, FL, 34773
Cindy Certified
2146 RIDGE POINTE LN, CLERMONT, FL, 3471..., Clermont, FL 34715
$559,999

4 beds

|

3 baths

|

2,373 sq ft

|

House

2146 RIDGE POINTE LN, CLERMONT, FL, 3471...
The Villages® 16846 SE 80TH BELLAVISTA CIR, THE VILLAG..., The Villages, FL 32162
$550,000

3 beds

|

2 baths

|

1,906 sq ft

|

House

16846 SE 80TH BELLAVISTA CIR, THE VILLAG...
Community: The Villages®
The Savannahs 4304 CALADIUM CIR, WEST MELBOURNE, FL, 3..., West Melbourne, FL 32904
$379,900

3 beds

|

2 baths

|

1,812 sq ft

|

House

4304 CALADIUM CIR, WEST MELBOURNE, FL, 3...
Community: The Savannahs
Breakaway Trails 3 ECHO WOODS WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$574,000

4 beds

|

3 baths

|

2,506 sq ft

|

House

3 ECHO WOODS WAY, ORMOND BEACH, FL, 3217...
Community: Breakaway Trails
Trilogy® Orlando 228 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$390,000

2 beds

|

2 baths

|

2,197 sq ft

|

House

228 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Plantation Bay Golf & Country Club 1342 REDBOURNE LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$1,675,000

4 beds

|

5 baths

|

4,771 sq ft

|

House

1342 REDBOURNE LN, ORMOND BEACH, FL, 321...
The Villages® 6080 ALLEN AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$315,000

2 beds

|

2 baths

|

1,266 sq ft

|

Villa

6080 ALLEN AVE, 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
Cindy Certified
806 GRAND PARK CT, DELAND, FL, 32724, Deland, FL 32724
$339,900

4 beds

|

2 baths

|

1,830 sq ft

|

House

806 GRAND PARK CT, DELAND, FL, 32724
Plantation Bay Golf & Country Club 1025 SUDBURY LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$3,750,000

4 beds

|

5 baths

|

5,547 sq ft

|

Villa

1025 SUDBURY 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.

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2,698 homes
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