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Winter Park, FL 55+ active adult communities & homes for sale - Page 47

2,702 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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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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4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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.
Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 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 (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
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
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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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) Cresswind at Victoria Gar...
$300ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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 (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 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.
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 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
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
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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
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
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
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Colonnades
$100ks - $200ks
Colonnades, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 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
Cindy Certified
6103 GREY HERON DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$295,000

4 beds

|

2 baths

|

1,828 sq ft

|

House

6103 GREY HERON DR, WINTER HAVEN, FL, 33...
Arlington Ridge 4258 JAMES RIVER CIR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$464,900

4 beds

|

3 baths

|

2,524 sq ft

|

House

4258 JAMES RIVER CIR, LEESBURG, FL, 3474...
Community: Arlington Ridge
Stonecrest 17789 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$285,000

3 beds

|

3 baths

|

1,463 sq ft

|

House

17789 SE 113TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
Stonecrest 17440 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$329,900

3 beds

|

2 baths

|

1,794 sq ft

|

House

17440 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 2859 RESMONDO RD, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$458,900

3 beds

|

2 baths

|

1,674 sq ft

|

Villa

2859 RESMONDO RD, THE VILLAGES, FL, 3216...
Community: The Villages®
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Questions? Call us: (888) 625-4885
Spruce Creek Country Club 9280 SE 126TH ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$468,000

2 beds

|

3 baths

|

2,368 sq ft

|

House

9280 SE 126TH ST, SUMMERFIELD, FL, 34491
Pennbrooke Fairways 32676 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$280,000

3 beds

|

2 baths

|

1,709 sq ft

|

House

32676 OAK PARK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 2612 MORVEN PARK WAY, THE VILLAGES, FL, ..., The Villages, FL 32162
$429,000

3 beds

|

2 baths

|

1,922 sq ft

|

House

2612 MORVEN PARK WAY, THE VILLAGES, FL, ...
Community: The Villages®
Grand Haven 6 RIVER POINT DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$545,000

2 beds

|

3 baths

|

2,201 sq ft

|

Townhouse

6 RIVER POINT DR, PALM COAST, FL, 32137
Community: Grand Haven
Cindy Certified
707 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$350,734

4 beds

|

3 baths

|

1,988 sq ft

|

House

707 SUNSHOWER DR, 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.
Cindy Certified
8004 LOREN COVE DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$399,900

3 beds

|

2 baths

|

1,647 sq ft

|

Townhouse

8004 LOREN COVE DR, MELBOURNE, FL, 32940
Cindy Certified
887 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$265,000

3 beds

|

2 baths

|

1,483 sq ft

|

House

887 SUNSHOWER DR, LADY LAKE, FL, 32159
Foxwood Lake Estates 1688 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$169,900

3 beds

|

2 baths

|

1,427 sq ft

|

Manufactured Home

1688 FOXWAY DR, LAKELAND, FL, 33810
Royal Highlands 21630 REGENCY PARK LN, LEESBURG, FL, 347..., Leesburg, FL 34748
$272,500

3 beds

|

2 baths

|

1,438 sq ft

|

House

21630 REGENCY PARK LN, LEESBURG, FL, 347...
Community: Royal Highlands
Foxwood Lake Estates 1502 LONGBOW DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$222,500

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

1502 LONGBOW DR, LAKELAND, FL, 33810
Cindy Certified
6503 FLOWERING SHRUB ST, LAKELAND, FL, 3..., Lakeland, FL 33810
$356,940

3 beds

|

2 baths

|

1,644 sq ft

|

House

6503 FLOWERING SHRUB ST, LAKELAND, FL, 3...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 2837 GRANT WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$589,000

3 beds

|

2 baths

|

1,923 sq ft

|

House

2837 GRANT WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Cindy Certified
2905 TUPELO LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$519,900

4 beds

|

3 baths

|

1,957 sq ft

|

House

2905 TUPELO LOOP, ST CLOUD, FL, 34772
The Villages® 6231 ATKINSON LN, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$304,000

3 beds

|

2 baths

|

1,426 sq ft

|

House

6231 ATKINSON LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Solivita 537 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$215,000

2 beds

|

2 baths

|

1,071 sq ft

|

House

537 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
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 Orlando 436 PONTEVEDRA RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$285,000

2 beds

|

2 baths

|

1,348 sq ft

|

House

436 PONTEVEDRA RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Plantation at Leesburg 4908 CYPRESS HEAD CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$334,900

3 beds

|

2 baths

|

2,087 sq ft

|

House

4908 CYPRESS HEAD CT, LEESBURG, FL, 3474...
The Villages® 1603 COG HILL DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$250,000

2 beds

|

2 baths

|

1,542 sq ft

|

Manufactured Home

1603 COG HILL DR, LADY LAKE, FL, 32159
Community: The Villages®
Bridgewater at Viera 9893 ALISTER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$365,000

3 beds

|

2 baths

|

1,565 sq ft

|

House

9893 ALISTER DR, MELBOURNE, FL, 32940
The Villages® 24104 SANDALWOOD DR 104, WILDWOOD, FL, 3..., Wildwood, FL 34785
$115,000

1 beds

|

1 baths

|

900 sq ft

|

Condo

24104 SANDALWOOD DR 104, WILDWOOD, FL, 3...
Community: The Villages®
Cindy Certified
4168 SOLAMOR ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$335,000

3 beds

|

2 baths

|

1,584 sq ft

|

Villa

4168 SOLAMOR ST, LAKELAND, FL, 33810
Harbor Hills Country Club 5013 HARBOR HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$340,000

3 beds

|

2 baths

|

1,954 sq ft

|

House

5013 HARBOR HEIGHTS, LADY LAKE, FL, 3215...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 2427 SOUTHERN OAK ST, THE VILLAGES, FL, ..., The Villages, FL 32162
$294,499

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2427 SOUTHERN OAK ST, THE VILLAGES, FL, ...
Community: The Villages®
Spruce Creek Country Club 13828 SE 85TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$229,900

2 beds

|

2 baths

|

1,315 sq ft

|

House

13828 SE 85TH CIR, SUMMERFIELD, FL, 3449...
Plantation at Leesburg 25073 RIVERWALK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$289,000

3 beds

|

2 baths

|

1,814 sq ft

|

House

25073 RIVERWALK DR, 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® 1407 FIGUEROA ST, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$295,000

3 beds

|

2 baths

|

1,687 sq ft

|

House

1407 FIGUEROA ST, THE VILLAGES, FL, 3216...
Community: The Villages®
Sullivan Ranch 22024 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$310,000

3 beds

|

2 baths

|

1,437 sq ft

|

House

22024 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
The Villages® 930 TARRSON BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$119,800

2 beds

|

2 baths

|

960 sq ft

|

Manufactured Home

930 TARRSON BLVD, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 208 DESOTA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$344,000

2 beds

|

2 baths

|

1,504 sq ft

|

House

208 DESOTA CT, LADY LAKE, FL, 32159
Community: The Villages®
Heritage - The Cottages of Sanders Grove 6358 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762
$305,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

6358 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...
The Villages® 580 GOUGH PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$549,995

3 beds

|

2 baths

|

1,918 sq ft

|

House

580 GOUGH PL, THE VILLAGES, FL, 32163
Community: The Villages®
Harbor Hills Country Club 39654 GROVE HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$799,900

4 beds

|

4 baths

|

2,761 sq ft

|

House

39654 GROVE HEIGHTS, LADY LAKE, FL, 3215...
Solivita 516 MILLIFIORA LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$260,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

516 MILLIFIORA LN, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Harbor Hills Country Club 5084 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$674,900

4 beds

|

3 baths

|

2,586 sq ft

|

House

5084 GREENS DR, LADY LAKE, FL, 32159
Royal Harbor 5277 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$349,800

3 beds

|

2 baths

|

2,086 sq ft

|

House

5277 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
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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2,702 homes
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