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Winter Park, FL 55+ active adult communities & homes for sale - Page 7

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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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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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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
The Villages® 991 BARRYMOORE LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32162
$429,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

991 BARRYMOORE LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Venetian Bay 3604 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$739,000

4 beds

|

2 baths

|

2,050 sq ft

|

House

3604 MARIBELLA DR, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
Cresswind at Victoria Gardens 1226 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724
$470,000

4 beds

|

3 baths

|

2,271 sq ft

|

House

1226 HERON POINT WAY, DELAND, FL, 32724
The Villages® 5115 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$269,900

3 beds

|

2 baths

|

1,342 sq ft

|

House

5115 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Venetian Bay 112 PORTOFINO BLVD, NEW SMYRNA BEACH, FL..., New Smyrna Beach, FL 32168
$729,000

3 beds

|

2 baths

|

2,372 sq ft

|

House

112 PORTOFINO BLVD, NEW SMYRNA BEACH, FL...
Community: Venetian Bay
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Royal Highlands 5843 PRINCESS CAROLINE PL, LEESBURG, FL,..., Leesburg, FL 34748
$349,000

2 beds

|

2 baths

|

1,717 sq ft

|

House

5843 PRINCESS CAROLINE PL, LEESBURG, FL,...
Community: Royal Highlands
The Villages® 2633 ENGLISH IVY CIR, THE VILLAGES, FL, ..., The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,100 sq ft

|

House

2633 ENGLISH IVY CIR, THE VILLAGES, FL, ...
Community: The Villages®
Arlington Ridge 26712 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748
$329,999

2 beds

|

2 baths

|

2,211 sq ft

|

House

26712 AUGUSTA SPRINGS CIR, LEESBURG, FL,...
Community: Arlington Ridge
Plantation at Leesburg 24001 ROBINWOOD ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$289,900

2 beds

|

2 baths

|

2,188 sq ft

|

House

24001 ROBINWOOD ST, LEESBURG, FL, 34748
The Villages® 17167 SE 76TH BOXBURY CT, THE VILLAGES, ..., The Villages, FL 32162
$264,990

2 beds

|

2 baths

|

1,194 sq ft

|

House

17167 SE 76TH BOXBURY CT, THE VILLAGES, ...
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 Villages® 5672 GRIMES CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$459,900

3 beds

|

2 baths

|

1,791 sq ft

|

Villa

5672 GRIMES CT, THE VILLAGES, FL, 32163
Community: The Villages®
Trilogy® Orlando 115 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736
$330,000

3 beds

|

2 baths

|

1,856 sq ft

|

House

115 CRESCENT MOON DR, GROVELAND, FL, 347...
Community: Trilogy® Orlando
The Villages® 4106 VICTORY DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$479,000

3 beds

|

2 baths

|

1,904 sq ft

|

House

4106 VICTORY DR, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 207 DESOTA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$450,000

3 beds

|

2 baths

|

1,889 sq ft

|

House

207 DESOTA CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 2561 BIRCH AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$335,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

2561 BIRCH AVE, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2019 THURMOND AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$265,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

2019 THURMOND AVE, 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
The Villages® 2408 CARRIAGE HILL WAY, THE VILLAGES, FL..., The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

2408 CARRIAGE HILL WAY, THE VILLAGES, FL...
Community: The Villages®
The Villages® 1000 KENOVA AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$340,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1000 KENOVA AVE, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2014 SANTO DOMINGO DR, THE VILLAGES, FL,..., The Villages, FL 32159
$335,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

2014 SANTO DOMINGO DR, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 2013 SANTO DOMINGO DR, THE VILLAGES, FL,..., The Villages, FL 32159
$450,000

3 beds

|

2 baths

|

2,015 sq ft

|

House

2013 SANTO DOMINGO DR, 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.
Del Webb Minneola 1105 CANOPY VIEW WAY, MINNEOLA, FL, 3471..., Minneola, FL 34715
$558,990

2 beds

|

2 baths

|

1,686 sq ft

|

House

1105 CANOPY VIEW WAY, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
The Villages® 2778 EDWARDS LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$259,900

2 beds

|

2 baths

|

1,100 sq ft

|

House

2778 EDWARDS LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 608 DELGADO AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$279,000

2 beds

|

2 baths

|

1,094 sq ft

|

Villa

608 DELGADO AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Halifax Plantation 1418 DOLPH CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$667,500

4 beds

|

3 baths

|

2,374 sq ft

|

House

1418 DOLPH CIR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Del Webb Minneola 1143 CROWNING RIDGE WAY, MINNEOLA, FL, 3..., Minneola, FL 34715
$454,300

2 beds

|

2 baths

|

1,655 sq ft

|

House

1143 CROWNING RIDGE WAY, MINNEOLA, FL, 3...
Community: Del Webb Minneola
Latitude Margaritaville 270 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$469,900

2 beds

|

2 baths

|

1,509 sq ft

|

House

270 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
The Villages® 366 TROY LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$498,500

3 beds

|

2 baths

|

2,235 sq ft

|

House

366 TROY LOOP, 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
The Villages® 728 PRADO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$249,000

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

728 PRADO DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1671 OSPREY AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$315,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1671 OSPREY AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Royal Highlands 4841 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$285,000

3 beds

|

2 baths

|

2,197 sq ft

|

House

4841 GLEN COE ST, LEESBURG, FL, 34748
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.
Highland Lakes 6433 WILANDER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$350,000

3 beds

|

2 baths

|

1,708 sq ft

|

House

6433 WILANDER ST, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 1420 FAIRWAY ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1420 FAIRWAY ST, THE VILLAGES, FL, 32162
Community: The Villages®
Lakes of Mount Dora 2327 WAKEFIELD WAY, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$475,000

2 beds

|

2 baths

|

1,717 sq ft

|

House

2327 WAKEFIELD WAY, MOUNT DORA, FL, 3275...
Community: Lakes of Mount Dora
Trilogy® Orlando 508 NARROW VIEW LN, GROVELAND, FL, 34736, Groveland, FL 34736
$435,000

2 beds

|

2 baths

|

1,835 sq ft

|

House

508 NARROW VIEW LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Pelican Bay Daytona Beach 143 WOOD IBIS CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32119
$333,000

3 beds

|

2 baths

|

1,964 sq ft

|

House

143 WOOD IBIS CT, DAYTONA BEACH, FL, 321...
Pelican Bay Daytona Beach 168 BERMUDA PETREL CT, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$269,000

2 beds

|

2 baths

|

1,260 sq ft

|

House

168 BERMUDA PETREL CT, DAYTONA BEACH, FL...
The Villages® 2140 ESTEVEZ DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$255,000

2 beds

|

2 baths

|

1,143 sq ft

|

House

2140 ESTEVEZ DR, LADY LAKE, FL, 32159
Community: The Villages®
Cresswind at Lake Harris 1459 SANTORINI WAY, TAVARES, FL, 32778, Tavares, FL 32778
$394,990

2 beds

|

2 baths

|

1,434 sq ft

|

House

1459 SANTORINI WAY, TAVARES, FL, 32778
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Fountain View 1344 FOUNTAIN VIEW ST, ORMOND BEACH, FL,..., Ormond Beach, FL 32174
$391,990

4 beds

|

3 baths

|

2,020 sq ft

|

House

1344 FOUNTAIN VIEW ST, ORMOND BEACH, FL,...
Community: Fountain View
Twin Lakes 4912 CATALPA DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$560,000

3 beds

|

3 baths

|

2,208 sq ft

|

House

4912 CATALPA DR, ST CLOUD, FL, 34772
Community: Twin Lakes
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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