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Winter Park, FL 55+ active adult communities & homes for sale - Page 14

2,259 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
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
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
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 (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) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
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
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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
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
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 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
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
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 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
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 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
The Timbers at Everlands
$200ks - $500ks
The Timbers at Everlands, Palm Bay, FL
New Construction | 55+ age-restricted | Built 2023 - present | 450 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
Venetian Bay 3507 CASALTA CIR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$415,900

3 beds

|

3 baths

|

2,180 sq ft

|

Townhouse

3507 CASALTA CIR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Villages® 16840 SE 85TH SAPELO CT, THE VILLAGES, F..., The Villages, FL 32162
$579,850

3 beds

|

2 baths

|

2,003 sq ft

|

House

16840 SE 85TH SAPELO CT, THE VILLAGES, F...
Community: The Villages®
Twin Lakes 2724 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$519,500

3 beds

|

3 baths

|

2,365 sq ft

|

House

2724 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Lake Ashton 5553 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$379,000

3 beds

|

2 baths

|

1,858 sq ft

|

House

5553 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Four Seasons at Orlando 2159 LIMESTONE TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$982,000

4 beds

|

3 baths

|

2,562 sq ft

|

House

2159 LIMESTONE TRL, KISSIMMEE, FL, 34747
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Bridgewater at Viera 1764 VELKY LN, MELBOURNE, FL, 32940, Melbourne, FL 32940
$395,000

3 beds

|

2 baths

|

1,565 sq ft

|

House

1764 VELKY LN, MELBOURNE, FL, 32940
The Villages® 6328 MERHOTTEIN LOOP, THE VILLAGES, FL, ..., The Villages, FL 32163
$625,000

3 beds

|

2 baths

|

2,060 sq ft

|

House

6328 MERHOTTEIN LOOP, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 2324 PICKENS PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$319,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2324 PICKENS PL, THE VILLAGES, FL, 32162
Community: The Villages®
Bridgewater at Viera 2950 TREASURE CAY LN, MELBOURNE, FL, 329..., Melbourne, FL 32940
$439,000

3 beds

|

2 baths

|

1,576 sq ft

|

House

2950 TREASURE CAY LN, MELBOURNE, FL, 329...
Foxwood Lake Estates 5035 LODGEWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$149,000

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

5035 LODGEWOOD DR, LAKELAND, FL, 33810
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.
Breakaway Trails 31 COQUINA LAKE WAY, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174
$1,149,000

4 beds

|

3 baths

|

4,316 sq ft

|

House

31 COQUINA LAKE WAY, ORMOND BEACH, FL, 3...
Community: Breakaway Trails
VillageWalk at Lake Nona 8523 LEATHERLEAF LN, ORLANDO, FL, 32827, Orlando, FL 32827
$485,000

4 beds

|

3 baths

|

1,720 sq ft

|

Townhouse

8523 LEATHERLEAF LN, ORLANDO, FL, 32827
Tohoqua Reserve 1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$419,040

3 beds

|

2 baths

|

1,701 sq ft

|

House

1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
The Villages® 1312 BAEZ WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$380,000

3 beds

|

2 baths

|

2,044 sq ft

|

House

1312 BAEZ WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Kings Ridge 4122 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$369,900

2 beds

|

2 baths

|

2,031 sq ft

|

House

4122 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 1534 HILLCREST DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$265,000

2 beds

|

2 baths

|

1,144 sq ft

|

House

1534 HILLCREST DR, LADY LAKE, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Country Club of Mount Dora 1920 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$800,000

5 beds

|

4 baths

|

4,018 sq ft

|

House

1920 EDGEWATER DR, MOUNT DORA, FL, 32757
High Vista at Ridgewood Lakes 215 FITZGERALD LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

2 beds

|

2 baths

|

1,760 sq ft

|

House

215 FITZGERALD LN, DAVENPORT, FL, 33837
Royal Highlands 5506 PRINCE CHARLES LN, LEESBURG, FL, 34..., Leesburg, FL 34748
$389,000

3 beds

|

2 baths

|

1,895 sq ft

|

House

5506 PRINCE CHARLES LN, LEESBURG, FL, 34...
Community: Royal Highlands
Four Seasons at Orlando 2103 LIMESTONE TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$486,500

3 beds

|

2 baths

|

2,066 sq ft

|

House

2103 LIMESTONE TRL, KISSIMMEE, FL, 34747
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 309 BELLINGRATH TER, DELAND, FL, 32724, Deland, FL 32724
$515,800

3 beds

|

2 baths

|

2,240 sq ft

|

House

309 BELLINGRATH TER, DELAND, FL, 32724
Summit Greens 1066 MESA VERDE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$369,000

2 beds

|

2 baths

|

1,796 sq ft

|

House

1066 MESA VERDE CT, CLERMONT, FL, 34711
Community: Summit Greens
The Country Club of Mount Dora 8051 SAINT JAMES WAY, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$400,000

3 beds

|

2 baths

|

2,562 sq ft

|

House

8051 SAINT JAMES WAY, MOUNT DORA, FL, 32...
Venetian Bay 3354 MONACO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$504,571

3 beds

|

2 baths

|

2,066 sq ft

|

House

3354 MONACO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Stonecrest 11137 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$315,900

3 beds

|

2 baths

|

1,695 sq ft

|

House

11137 SE 173RD PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 1942 DETWILER LN, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$367,111

2 beds

|

2 baths

|

1,299 sq ft

|

Villa

1942 DETWILER LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Venetian Bay 3331 BELLINO BLVD, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$685,000

3 beds

|

2 baths

|

1,908 sq ft

|

House

3331 BELLINO 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
Breakaway Trails 4 CARRIAGE CREEK WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$385,000

3 beds

|

2 baths

|

1,594 sq ft

|

House

4 CARRIAGE CREEK WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
Stonecrest 12421 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$425,000

3 beds

|

2 baths

|

1,945 sq ft

|

House

12421 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Latitude Margaritaville 509 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$434,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

509 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.
Pelican Bay Daytona Beach 108 DUCK HAWK CIR, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32119
$229,900

2 beds

|

2 baths

|

1,070 sq ft

|

Condo

108 DUCK HAWK CIR, DAYTONA BEACH, FL, 32...
Summit Greens 809 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$330,000

3 beds

|

2 baths

|

1,721 sq ft

|

House

809 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
Venetian Bay 424 LUNA BELLA LN 330, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168
$337,000

3 beds

|

3 baths

|

1,953 sq ft

|

Condo

424 LUNA BELLA LN 330, NEW SMYRNA BEACH,...
Community: Venetian Bay
The Villages® 716 TRUMAN AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$249,900

2 beds

|

1 baths

|

1,124 sq ft

|

House

716 TRUMAN AVE, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1388 VIOLA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$289,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1388 VIOLA CT, THE VILLAGES, FL, 32163
Community: The Villages®
VillageWalk at Lake Nona 11763 AURELIO LN, ORLANDO, FL, 32827, Orlando, FL 32827
$1,050,000

4 beds

|

3 baths

|

4,038 sq ft

|

House

11763 AURELIO LN, ORLANDO, FL, 32827
The Villages® 2054 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$638,500

3 beds

|

2 baths

|

2,312 sq ft

|

House

2054 PALO ALTO AVE, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1570 GIFFORD CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$475,000

3 beds

|

3 baths

|

2,043 sq ft

|

House

1570 GIFFORD CT, 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® 858 ASTOR WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$364,900

3 beds

|

2 baths

|

1,584 sq ft

|

House

858 ASTOR WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Cresswind at Victoria Gardens 1365 BRAYFORD PT, DELAND, FL, 32724, Deland, FL 32724
$420,000

3 beds

|

2 baths

|

1,820 sq ft

|

House

1365 BRAYFORD PT, DELAND, FL, 32724
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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