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Winter Park, FL 55+ active adult communities & homes for sale - Page 5

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
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
Spruce Creek Country Club 11735 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$409,999

3 beds

|

2 baths

|

2,413 sq ft

|

House

11735 SE 91ST CIR, SUMMERFIELD, FL, 3449...
Latitude Margaritaville 230 SAND BAR LN, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$472,500

2 beds

|

2 baths

|

1,563 sq ft

|

Villa

230 SAND BAR LN, DAYTONA BEACH, FL, 3212...
Latitude Margaritaville 284 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$364,900

2 beds

|

2 baths

|

1,208 sq ft

|

House

284 POP TOP LN, DAYTONA BEACH, FL, 32124
The Villages® 2089 IRONTON PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$399,000

3 beds

|

2 baths

|

1,652 sq ft

|

Villa

2089 IRONTON PL, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 714 DEL ROSARIO ST, THE VILLAGES, FL, 32..., The Villages, FL 32159
$359,900

3 beds

|

2 baths

|

1,908 sq ft

|

House

714 DEL ROSARIO ST, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Foxwood Lake Estates 1603 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$162,500

2 beds

|

3 baths

|

1,248 sq ft

|

Manufactured Home

1603 FOXWAY DR, LAKELAND, FL, 33810
The Villages® 1529 STRATON WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$470,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

1529 STRATON WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 3481 LEELANAU CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$549,900

3 beds

|

2 baths

|

1,938 sq ft

|

Villa

3481 LEELANAU CT, THE VILLAGES, FL, 3216...
Community: The Villages®
Esplanade at Highland Ranch 2705 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$510,000

2 beds

|

2 baths

|

1,878 sq ft

|

House

2705 STARGRASS CIR, CLERMONT, FL, 34715
Latitude Margaritaville 466 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$500,000

3 beds

|

2 baths

|

1,848 sq ft

|

Villa

466 MARGARITAVILLE AVE, DAYTONA BEACH, F...
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 223 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$359,900

3 beds

|

2 baths

|

1,827 sq ft

|

House

223 MONTEREY ST, KISSIMMEE, FL, 34759
Community: Solivita
Latitude Margaritaville 144 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$412,500

2 beds

|

2 baths

|

1,464 sq ft

|

House

144 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...
Carillon Lakes 3842 SERENADE LN 1, LAKELAND, FL, 33811, Lakeland, FL 33811
$279,999

2 beds

|

2 baths

|

1,722 sq ft

|

Condo

3842 SERENADE LN 1, LAKELAND, FL, 33811
Community: Carillon Lakes
Pelican Bay Daytona Beach 130 BLUE HERON DR A, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$184,900

2 beds

|

2 baths

|

1,237 sq ft

|

Condo

130 BLUE HERON DR A, DAYTONA BEACH, FL, ...
Del Webb at Viera 8874 NIXIE AVE, MELBOURNE, FL, 32940, Melbourne, FL 32940
$689,000

3 beds

|

2 baths

|

1,943 sq ft

|

House

8874 NIXIE AVE, MELBOURNE, FL, 32940
Community: Del Webb at Viera
The Villages® 1910 AUGUSTINE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$299,900

2 beds

|

2 baths

|

1,383 sq ft

|

House

1910 AUGUSTINE DR, 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
High Vista at Ridgewood Lakes 455 ASHTON DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$350,000

2 beds

|

2 baths

|

2,077 sq ft

|

House

455 ASHTON DR, DAVENPORT, FL, 33837
The Villages® 858 PINCKNEY LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$1,900,000

3 beds

|

3 baths

|

3,921 sq ft

|

House

858 PINCKNEY LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 5085 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$249,900

2 beds

|

2 baths

|

1,221 sq ft

|

House

5085 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Lakes of Mount Dora 2493 PAWTUCKET PASS, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$665,000

3 beds

|

2 baths

|

2,598 sq ft

|

House

2493 PAWTUCKET PASS, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
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® 949 TANGLEWOOD PL, THE VILLAGES, FL, 321..., The Villages, FL 32162
$475,000

3 beds

|

2 baths

|

1,883 sq ft

|

Villa

949 TANGLEWOOD PL, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1773 BLACKWELL LN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$359,900

3 beds

|

2 baths

|

1,426 sq ft

|

Villa

1773 BLACKWELL LN, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 600 AUDREY LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$409,000

3 beds

|

2 baths

|

1,397 sq ft

|

Villa

600 AUDREY LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2537 BIRCH AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$325,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2537 BIRCH AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Del Webb Minneola 1552 SKYLINE HEIGHTS CIR, MINNEOLA, FL, ..., Minneola, FL 34715
$889,000

3 beds

|

4 baths

|

2,844 sq ft

|

House

1552 SKYLINE HEIGHTS CIR, MINNEOLA, FL, ...
Community: Del Webb Minneola
Latitude Margaritaville 132 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$409,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

132 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
The Villages® 8142 SE 175TH COLUMBIA PL, THE VILLAGES,..., The Villages, FL 32162
$340,000

3 beds

|

2 baths

|

1,265 sq ft

|

House

8142 SE 175TH COLUMBIA PL, THE VILLAGES,...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Kings Ridge 2207 STONEBRIDGE WAY, CLERMONT, FL, 3471..., Clermont, FL 34711
$395,900

3 beds

|

2 baths

|

1,873 sq ft

|

House

2207 STONEBRIDGE WAY, CLERMONT, FL, 3471...
Community: Kings Ridge
Enclave at VillageWalk 10819 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827
$1,435,000

5 beds

|

6 baths

|

5,437 sq ft

|

House

10819 SAVONA WAY, ORLANDO, FL, 32827
Harbor Hills Country Club 6144 TOPSAIL RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$249,900

2 beds

|

2 baths

|

1,598 sq ft

|

Villa

6144 TOPSAIL RD, LADY LAKE, FL, 32159
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.
Latitude Margaritaville 275 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$414,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

275 POP TOP LN, DAYTONA BEACH, FL, 32124
The Villages® 2255 PATRICIA PL, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$429,900

3 beds

|

2 baths

|

1,642 sq ft

|

Villa

2255 PATRICIA PL, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1710 ROSALES RD, THE VILLAGES, FL, 32162, The Villages, FL 32162
$249,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1710 ROSALES RD, THE VILLAGES, FL, 32162
Community: The Villages®
Lakeside Landings 10199 MAINSAIL DR, OXFORD, FL, 34484, Oxford, FL 34484
$339,999

3 beds

|

2 baths

|

1,537 sq ft

|

House

10199 MAINSAIL DR, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 951 OLEANDER ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$237,550

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

951 OLEANDER ST, LADY LAKE, FL, 32159
Community: The Villages®
Halifax Plantation 3753 MAYO CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$679,900

4 beds

|

4 baths

|

2,863 sq ft

|

House

3753 MAYO CIR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
The Country Club of Mount Dora 9035 LAUREL RIDGE DR, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$549,900

2 beds

|

3 baths

|

2,477 sq ft

|

House

9035 LAUREL RIDGE DR, MOUNT DORA, FL, 32...
Plantation Bay Golf & Country Club 1117 OXBRIDGE LN, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$1,897,000

4 beds

|

5 baths

|

5,352 sq ft

|

House

1117 OXBRIDGE LN, ORMOND BEACH, FL, 3217...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Pelican Bay Daytona Beach 128 SPOONBILL CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32119
$369,900

3 beds

|

2 baths

|

2,056 sq ft

|

House

128 SPOONBILL CT, DAYTONA BEACH, FL, 321...
The Villages® 1202 POMPANO LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$189,900

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

1202 POMPANO LN, THE VILLAGES, FL, 32159
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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