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Winter Park, FL 55+ active adult communities & homes for sale - Page 9

2,377 homes near Winter Park

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4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300Ks - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
5 rating (1 reviews) Plantation Bay Golf &...
$200Ks - $4Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
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
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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.
Grand Haven
$300Ks - $1Ms
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
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5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 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) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Del Webb at Viera
$400Ks - $1Ms
Del Webb at Viera, Melbourne, FL
New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
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5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300Ks - $600Ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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.
Halifax Plantation
$200Ks - $700Ks
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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
Breakaway Trails
$400Ks - $800Ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
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4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
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
The Country Club of Mount...
$200Ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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.
4.1 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
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
5 rating (1 reviews) Royal Harbor
$300Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
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!
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1 rating (1 reviews) Sullivan Ranch
$200Ks - $700Ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Highland Fairways
$100Ks - $300Ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Plantation Bay Golf & Country Club 33 MAGNOLIA DR N, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$629,000

4 beds

|

2 baths

|

2,843 sq ft

|

House

33 MAGNOLIA DR N, ORMOND BEACH, FL, 3217...
Twin Lakes 2410 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$369,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2410 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Four Seasons at Orlando 1598 WHITEWOOD CT, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$490,000

3 beds

|

2 baths

|

2,066 sq ft

|

House

1598 WHITEWOOD CT, KISSIMMEE, FL, 34747
The Villages® 9653 SE 171ST ARGYLL ST, THE VILLAGES, F..., The Villages, FL 32162
$337,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

9653 SE 171ST ARGYLL ST, THE VILLAGES, F...
Community: The Villages®
The Villages® 2630 CARIBE DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,674 sq ft

|

House

2630 CARIBE DR, THE VILLAGES, FL, 32162
Community: The Villages®
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Questions? Call us: (888) 625-4885
The Villages® 923 CAMINO DEL REY DR, THE VILLAGES, FL,..., The Villages, FL 32159
$339,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

923 CAMINO DEL REY DR, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 2940 GULLEY LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$459,900

3 beds

|

2 baths

|

1,525 sq ft

|

Villa

2940 GULLEY LN, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 849 YEMASSEE LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32162
$389,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

849 YEMASSEE LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 2921 EVINSTON CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$600,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

2921 EVINSTON CT, 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.
Plantation Bay Golf & Country Club 78 KINGSLEY CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$399,000

3 beds

|

2 baths

|

2,266 sq ft

|

House

78 KINGSLEY CIR, ORMOND BEACH, FL, 32174
Spruce Creek Country Club 14280 SE 85TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$279,000

2 beds

|

2 baths

|

1,556 sq ft

|

House

14280 SE 85TH AVE, SUMMERFIELD, FL, 3449...
Spruce Creek Country Club 13178 SE 93RD TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$290,000

2 beds

|

2 baths

|

1,665 sq ft

|

House

13178 SE 93RD TERRACE RD, SUMMERFIELD, F...
Spruce Creek Country Club 9369 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$349,000

2 beds

|

2 baths

|

1,649 sq ft

|

House

9369 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Sunbridge 2479 PINE PRESERVE CT, SAINT CLOUD, FL, ..., Saint Cloud, FL 34771
$575,000

3 beds

|

2 baths

|

2,054 sq ft

|

House

2479 PINE PRESERVE CT, SAINT CLOUD, FL, ...
Community: Del Webb Sunbridge
Spruce Creek Country Club 9573 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$319,000

2 beds

|

2 baths

|

1,708 sq ft

|

House

9573 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Heritage Hills 3808 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$380,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

3808 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 3248 KILLINGTON LOOP, THE VILLAGES, FL, ..., The Villages, FL 32163
$525,000

3 beds

|

2 baths

|

1,842 sq ft

|

House

3248 KILLINGTON LOOP, THE VILLAGES, FL, ...
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.
Grand Haven 79 SOUTHLAKE DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$499,900

3 beds

|

3 baths

|

2,020 sq ft

|

House

79 SOUTHLAKE DR, PALM COAST, FL, 32137
Community: Grand Haven
VillageWalk at Lake Nona 11858 BARLETTA DR, ORLANDO, FL, 32827, Orlando, FL 32827
$608,000

3 beds

|

2 baths

|

1,941 sq ft

|

House

11858 BARLETTA DR, ORLANDO, FL, 32827
Royal Highlands 4701 INVERNESS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$375,000

3 beds

|

2 baths

|

1,929 sq ft

|

House

4701 INVERNESS DR, LEESBURG, FL, 34748
Community: Royal Highlands
Plantation at Leesburg 3529 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748
$329,900

2 beds

|

2 baths

|

1,723 sq ft

|

House

3529 MOUNT HOPE LOOP, LEESBURG, FL, 3474...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 2595 ASCOT LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$292,500

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2595 ASCOT LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
Spruce Creek Country Club 8924 SE 118TH LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$399,000

3 beds

|

2 baths

|

2,120 sq ft

|

House

8924 SE 118TH LN, SUMMERFIELD, FL, 34491
The Villages® 555 RANDALL RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$625,000

3 beds

|

3 baths

|

1,905 sq ft

|

House

555 RANDALL RD, THE VILLAGES, FL, 32163
Community: The Villages®
Venetian Bay 3417 GALLIA ST, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$429,000

4 beds

|

4 baths

|

2,402 sq ft

|

Townhouse

3417 GALLIA ST, 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.
Cresswind at Victoria Gardens 1547 LAMBROOK DR, DELAND, FL, 32724, Deland, FL 32724
$379,000

2 beds

|

2 baths

|

1,651 sq ft

|

House

1547 LAMBROOK DR, DELAND, FL, 32724
New Heritage Isle 6977 FLORISTANA DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$449,900

3 beds

|

2 baths

|

2,127 sq ft

|

House

6977 FLORISTANA DR, MELBOURNE, FL, 32940
Community: Heritage Isle
Grand Haven 21 BLUE OAK LN, PALM COAST, FL, 32137, Palm Coast, FL 32137
$897,000

4 beds

|

3 baths

|

2,407 sq ft

|

House

21 BLUE OAK LN, PALM COAST, FL, 32137
Community: Grand Haven
New Latitude Margaritaville 488 HIGH TIDE LN, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$375,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

488 HIGH TIDE LN, DAYTONA BEACH, FL, 321...
Foxwood Lake Estates 5013 FOXWOOD BLVD, LAKELAND, FL, 33810, Lakeland, FL 33810
$170,000

2 beds

|

2 baths

|

1,056 sq ft

|

Manufactured Home

5013 FOXWOOD BLVD, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New Carillon Lakes 4145 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$345,900

3 beds

|

2 baths

|

2,408 sq ft

|

House

4145 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon Lakes
New Grand Haven 79 FRONT ST, PALM COAST, FL, 32137, Palm Coast, FL 32137
$1,499,900

4 beds

|

4 baths

|

3,380 sq ft

|

House

79 FRONT ST, PALM COAST, FL, 32137
Community: Grand Haven
New Solivita 209 LOS GATOS PL, POINCIANA, FL, 34759, Poinciana, FL 34759
$310,000

2 beds

|

2 baths

|

1,614 sq ft

|

House

209 LOS GATOS PL, POINCIANA, FL, 34759
Community: Solivita
New Kings Ridge 3674 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$430,000

2 beds

|

2 baths

|

1,792 sq ft

|

House

3674 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
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.
New Venetian Bay 3451 LUNA BELLA LN, NEW SMYRNA BEACH, FL..., New Smyrna Beach, FL 32168
$465,000

4 beds

|

3 baths

|

2,420 sq ft

|

House

3451 LUNA BELLA LN, NEW SMYRNA BEACH, FL...
Community: Venetian Bay
New The Villages® 116 LYONIA LN, WILDWOOD, FL, 34785, Wildwood, FL 34785
$157,000

2 beds

|

2 baths

|

1,066 sq ft

|

Manufactured Home

116 LYONIA LN, WILDWOOD, FL, 34785
Community: The Villages®
New Enclave at VillageWalk 10819 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827
$1,500,000

5 beds

|

6 baths

|

5,437 sq ft

|

House

10819 SAVONA WAY, ORLANDO, FL, 32827
New Royal Highlands 4636 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$350,000

3 beds

|

2 baths

|

1,864 sq ft

|

House

4636 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
New Kings Ridge 3721 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$250,000

3 beds

|

2 baths

|

1,794 sq ft

|

House

3721 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
New Venetian Bay 3048 BORASSUS DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$579,900

3 beds

|

2 baths

|

2,214 sq ft

|

House

3048 BORASSUS DR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay

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2,377 homes
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