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Winter Park, FL 55+ active adult communities & homes for sale - Page 45

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
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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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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
Vienna Square 2349 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$309,900

3 beds

|

3 baths

|

1,724 sq ft

|

House

2349 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
Grand Haven 14 IBIS CT N, PALM COAST, FL, 32137, Palm Coast, FL 32137
$420,000

3 beds

|

2 baths

|

2,043 sq ft

|

House

14 IBIS CT N, PALM COAST, FL, 32137
Community: Grand Haven
The Villages® 5092 NE 81ST BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$949,000

3 beds

|

3 baths

|

3,407 sq ft

|

House

5092 NE 81ST BLVD, WILDWOOD, FL, 34785
Community: The Villages®
Del Webb Orlando 799 ASTURIAS RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$281,900

2 beds

|

2 baths

|

1,281 sq ft

|

House

799 ASTURIAS RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Del Webb Minneola 1596 EVENING SUMMIT CIR, MINNEOLA, FL, 3..., Minneola, FL 34715
$895,000

3 beds

|

4 baths

|

2,844 sq ft

|

House

1596 EVENING SUMMIT CIR, MINNEOLA, FL, 3...
Community: Del Webb Minneola
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 2454 YOUNGMANN LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$409,000

3 beds

|

2 baths

|

1,569 sq ft

|

House

2454 YOUNGMANN LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Plantation at Leesburg 25100 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$165,000

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

25100 PINE HL, LEESBURG, FL, 34748
The Villages® 1405 W SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$289,900

2 beds

|

2 baths

|

1,192 sq ft

|

House

1405 W SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 5927 WALTERS CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$369,000

3 beds

|

2 baths

|

1,503 sq ft

|

House

5927 WALTERS CT, THE VILLAGES, FL, 32163
Community: The Villages®
Heritage Hills 3464 EMBERS LN, CLERMONT, FL, 34711, Clermont, FL 34711
$445,000

3 beds

|

3 baths

|

2,032 sq ft

|

House

3464 EMBERS LN, CLERMONT, FL, 34711
Community: Heritage Hills
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.
Colonnades 4938 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$225,900

2 beds

|

2 baths

|

1,188 sq ft

|

House

4938 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
The Villages® 16816 SE 85TH SAPELO CT, THE VILLAGES, F..., The Villages, FL 32162
$585,000

3 beds

|

2 baths

|

1,934 sq ft

|

House

16816 SE 85TH SAPELO CT, THE VILLAGES, F...
Community: The Villages®
Tohoqua Reserve 2035 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$424,390

2 beds

|

2 baths

|

2,018 sq ft

|

House

2035 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Scottish Highlands 1409 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788
$220,000

2 beds

|

2 baths

|

1,482 sq ft

|

House

1409 NEW ABBEY AVE, LEESBURG, FL, 34788
Community: Scottish Highlands
Lake Henry Estates 477 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$278,900

3 beds

|

2 baths

|

1,835 sq ft

|

House

477 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
The Villages® 1928 PEACHTREE AVE, THE VILLAGES, FL, 32..., The Villages, FL 32162
$339,000

3 beds

|

2 baths

|

1,667 sq ft

|

Villa

1928 PEACHTREE AVE, 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
Halifax Plantation 3124 BAILEY ANN DR, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$350,000

3 beds

|

2 baths

|

1,717 sq ft

|

House

3124 BAILEY ANN DR, ORMOND BEACH, FL, 32...
Community: Halifax Plantation
Tohoqua Reserve 1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$415,000

3 beds

|

2 baths

|

2,087 sq ft

|

House

1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
The Villages® 1211 CABELLA CIR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$415,000

3 beds

|

2 baths

|

1,896 sq ft

|

House

1211 CABELLA CIR, THE VILLAGES, FL, 3215...
Community: The Villages®
Summer Trees 41 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$265,000

2 beds

|

2 baths

|

1,495 sq ft

|

House

41 CROOKED PINE RD, PORT ORANGE, FL, 321...
Community: Summer Trees
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® 552 WEKIVA ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$474,900

3 beds

|

2 baths

|

1,655 sq ft

|

Villa

552 WEKIVA ST, THE VILLAGES, FL, 32163
Community: The Villages®
Del Webb Minneola 2754 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715
$498,900

3 beds

|

2 baths

|

1,620 sq ft

|

House

2754 PURPLE MEADOW CT, MINNEOLA, FL, 347...
Community: Del Webb Minneola
Plantation at Leesburg 24215 BELLE MEDE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$424,900

2 beds

|

3 baths

|

2,755 sq ft

|

House

24215 BELLE MEDE DR, LEESBURG, FL, 34748
Royal Highlands 21506 QUEEN ANNE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,999

3 beds

|

2 baths

|

2,041 sq ft

|

House

21506 QUEEN ANNE CT, LEESBURG, FL, 34748
Community: Royal Highlands
Trilogy® Orlando 146 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$335,000

3 beds

|

2 baths

|

1,728 sq ft

|

House

146 CREPE MYRTLE DR, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Lakes of Mount Dora 2046 WALLINGFORD LOOP, MOUNT DORA, FL, 3..., Mount Dora, FL 32757
$521,990

3 beds

|

2 baths

|

2,180 sq ft

|

House

2046 WALLINGFORD LOOP, MOUNT DORA, FL, 3...
Community: Lakes of Mount Dora
Lakes of Mount Dora 3951 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$511,990

3 beds

|

2 baths

|

2,180 sq ft

|

House

3951 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Plantation Bay Golf & Country Club 1023 SUDBURY LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$2,324,999

4 beds

|

5 baths

|

3,832 sq ft

|

House

1023 SUDBURY LN, ORMOND BEACH, FL, 32174
The Villages® 1717 MORENO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$229,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1717 MORENO PL, THE VILLAGES, FL, 32159
Community: The Villages®
Plantation at Leesburg 25051 BETTON HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$154,900

2 beds

|

2 baths

|

1,468 sq ft

|

Manufactured Home

25051 BETTON HL, LEESBURG, FL, 34748
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® 1952 MONTROSE CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$279,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1952 MONTROSE CT, THE VILLAGES, FL, 3216...
Community: The Villages®
Spruce Creek Country Club 9612 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$354,999

2 beds

|

2 baths

|

2,075 sq ft

|

House

9612 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Twin Lakes 4911 CATALPA DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$414,900

3 beds

|

2 baths

|

1,863 sq ft

|

House

4911 CATALPA DR, ST CLOUD, FL, 34772
Community: Twin Lakes
Stonecrest 17532 SE 119TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$315,000

3 beds

|

2 baths

|

1,544 sq ft

|

House

17532 SE 119TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 9089 SE 177TH BELMONT PL, THE VILLAGES, ..., The Villages, FL 32162
$270,000

2 beds

|

2 baths

|

1,283 sq ft

|

Villa

9089 SE 177TH BELMONT PL, THE VILLAGES, ...
Community: The Villages®
Stonecrest 17031 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$375,000

3 beds

|

2 baths

|

1,925 sq ft

|

House

17031 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Heritage Isle 6838 TOLAND DR 104, MELBOURNE, FL, 32940, Melbourne, FL 32940
$225,000

2 beds

|

2 baths

|

1,194 sq ft

|

Condo

6838 TOLAND DR 104, MELBOURNE, FL, 32940
Community: Heritage Isle
Grand Haven 23 PINE HARBOR DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$374,900

3 beds

|

2 baths

|

1,499 sq ft

|

House

23 PINE HARBOR DR, PALM COAST, FL, 32137
Community: Grand Haven
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 8017 SE 175TH COLUMBIA PL, THE VILLAGES,..., The Villages, FL 32162
$314,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

8017 SE 175TH COLUMBIA PL, THE VILLAGES,...
Community: The Villages®
Four Seasons at Orlando 1998 KEY BAY TRL 524, KISSIMMEE, FL, 347..., Kissimmee, FL 34747
$395,000

2 beds

|

2 baths

|

1,583 sq ft

|

Villa

1998 KEY BAY TRL 524, KISSIMMEE, FL, 347...
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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