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Winter Park, FL 55+ active adult communities & homes for sale - Page 4

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
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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
New Del Webb Minneola 2810 LOFTBRIDGE RD, MINNEOLA, FL, 34715, Minneola, FL 34715
$809,000

2 beds

|

2 baths

|

2,018 sq ft

|

House

2810 LOFTBRIDGE RD, MINNEOLA, FL, 34715
Community: Del Webb Minneola
New Arlington Ridge 26821 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748
$349,000

3 beds

|

2 baths

|

2,282 sq ft

|

House

26821 AUGUSTA SPRINGS CIR, LEESBURG, FL,...
Community: Arlington Ridge
New Summit Chase Villas 12441 ORANGEWOOD CIR, TAVARES, FL, 32778, Tavares, FL 32778
$215,000

2 beds

|

2 baths

|

986 sq ft

|

House

12441 ORANGEWOOD CIR, TAVARES, FL, 32778
Community: Summit Chase Villas
New Latitude Margaritaville 515 HIGH TIDE LN, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$415,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

515 HIGH TIDE LN, DAYTONA BEACH, FL, 321...
The Villages® 1764 SWORDFISH TER, THE VILLAGES, FL, 32..., The Villages, FL 32162
$450,000

3 beds

|

2 baths

|

1,856 sq ft

|

House

1764 SWORDFISH TER, 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
Latitude Margaritaville 422 GOOD LIFE WAY, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$558,900

3 beds

|

2 baths

|

1,922 sq ft

|

House

422 GOOD LIFE WAY, DAYTONA BEACH, FL, 32...
The Villages® 634 ALLENWOOD LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32162
$455,000

3 beds

|

2 baths

|

1,562 sq ft

|

House

634 ALLENWOOD LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
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, ...
The Villages® 2368 BRANCHVILLE TER, THE VILLAGES, FL, ..., The Villages, FL 32162
$305,000

2 beds

|

2 baths

|

1,298 sq ft

|

Villa

2368 BRANCHVILLE TER, THE VILLAGES, FL, ...
Community: The Villages®
Latitude Margaritaville 354 HIGH TIDE LN, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$538,900

2 beds

|

2 baths

|

1,771 sq ft

|

House

354 HIGH TIDE LN, DAYTONA BEACH, FL, 321...
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 Fairways 3537 HIGHLAND FAIRWAYS BLVD, LAKELAND, F..., Lakeland, FL 33810
$279,000

2 beds

|

2 baths

|

1,675 sq ft

|

House

3537 HIGHLAND FAIRWAYS BLVD, LAKELAND, F...
Community: Highland Fairways
The Villages® 2484 KINGSTREE PL, THE VILLAGES, FL, 321..., The Villages, FL 32162
$264,900

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

2484 KINGSTREE PL, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 2251 EDMONTON PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$319,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

2251 EDMONTON PL, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 435 CARLISLE CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$349,247

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

435 CARLISLE CT, THE VILLAGES, FL, 32162
Community: The Villages®
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
The Villages® 8397 SE 177TH BARTRAM LOOP, THE VILLAGES..., The Villages, FL 32162
$289,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

8397 SE 177TH BARTRAM LOOP, THE VILLAGES...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Latitude Margaritaville 166 ISLAND BREEZE AVE, DAYTONA BEACH, FL..., Daytona Beach, FL 32124
$899,900

2 beds

|

3 baths

|

2,339 sq ft

|

House

166 ISLAND BREEZE AVE, DAYTONA BEACH, FL...
Plantation at Leesburg 25517 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748
$375,000

3 beds

|

2 baths

|

2,381 sq ft

|

House

25517 LAUREL VALLEY RD, LEESBURG, FL, 34...
Heritage Hills 3548 KINLEY BROOKE LN, CLERMONT, FL, 347..., Clermont, FL 34711
$425,000

3 beds

|

2 baths

|

1,860 sq ft

|

House

3548 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
The Villages® 3025 HOBART CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$270,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

3025 HOBART CT, THE VILLAGES, FL, 32162
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 Sunbridge 2949 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$325,000

2 beds

|

2 baths

|

1,584 sq ft

|

Villa

2949 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
Spruce Creek Country Club 13685 SE 90TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$300,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

13685 SE 90TH CT, SUMMERFIELD, FL, 34491
Sullivan Ranch 21846 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$275,000

2 beds

|

2 baths

|

1,437 sq ft

|

House

21846 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Royal Highlands 20606 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748
$440,000

3 beds

|

3 baths

|

2,562 sq ft

|

House

20606 QUEEN ALEXANDRA DR, LEESBURG, FL, ...
Community: Royal Highlands
Lakeside Landings 5011 BELTED KINGFISHER DR, OXFORD, FL, 3..., Oxford, FL 34484
$379,000

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
$329,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

712 ARTESIA AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Royal Highlands 21606 KING HENRY AVE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$339,999

3 beds

|

2 baths

|

2,194 sq ft

|

House

21606 KING HENRY AVE, LEESBURG, FL, 3474...
Community: Royal Highlands
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 3451 PONETA AVE, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$399,000

3 beds

|

2 baths

|

1,754 sq ft

|

House

3451 PONETA AVE, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Carmel Condominium 1420 HUNTINGTON LN 2202, ROCKLEDGE, FL, ..., Rockledge, FL 32955
$110,000

2 beds

|

2 baths

|

1,008 sq ft

|

Condo

1420 HUNTINGTON LN 2202, ROCKLEDGE, FL, ...
Community: Carmel Condominium
Twin Lakes 2632 MEADOWEDGE LOOP, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$489,000

3 beds

|

3 baths

|

2,335 sq ft

|

House

2632 MEADOWEDGE LOOP, ST CLOUD, FL, 3477...
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.
The Villages® 8205 SE 169TH PALOWNIA LOOP, THE VILLAGE..., The Villages, FL 32162
$199,999

2 beds

|

2 baths

|

1,163 sq ft

|

Villa

8205 SE 169TH PALOWNIA LOOP, THE VILLAGE...
Community: The Villages®
Solivita 176 CAPE FLORIDA DR, ,, FL, 34759, ,, FL 34759
$299,000

2 beds

|

2 baths

|

1,440 sq ft

|

House

176 CAPE FLORIDA DR, ,, FL, 34759
Community: Solivita
The Villages® 1259 AVENIDA DE LAS CASAS, LADY LAKE, FL..., Lady Lake, FL 32159
$795,000

3 beds

|

3 baths

|

2,088 sq ft

|

Townhouse

1259 AVENIDA DE LAS CASAS, LADY LAKE, FL...
Community: The Villages®
Archers Mill 345 E MERIMONT LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$575,000

4 beds

|

4 baths

|

2,862 sq ft

|

House

345 E MERIMONT LN, ORMOND BEACH, FL, 321...
Community: Archers Mill
The Villages® 501 ALCAZAR CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$254,000

2 beds

|

2 baths

|

1,274 sq ft

|

House

501 ALCAZAR CT, THE VILLAGES, FL, 32159
Community: The Villages®
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®
Grand Haven 14 CROSSLINK CT, PALM COAST, FL, 32137, Palm Coast, FL 32137
$349,900

2 beds

|

2 baths

|

1,760 sq ft

|

House

14 CROSSLINK CT, PALM COAST, FL, 32137
Community: Grand Haven
Stonecrest 11363 SE 177TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$370,000

3 beds

|

3 baths

|

2,637 sq ft

|

House

11363 SE 177TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Legacy of Leesburg 27131 NOSTALGIA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$335,000

3 beds

|

2 baths

|

2,034 sq ft

|

House

27131 NOSTALGIA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Spruce Creek Country Club 8588 SE 134TH ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$319,500

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.

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