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Leesburg, FL 55+ active adult communities & homes for sale - Page 26

1,117 homes near Leesburg

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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 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 (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) Legacy of Leesburg
$200Ks - $400Ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes
4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
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Scottish Highlands
$100Ks - $200Ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 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.
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
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Questions? Call us: (352) 805-1035
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
5 rating (1 reviews) Royal Harbor
$200Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 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.
5 rating (1 reviews) Esplanade at Highland Ran...
$300Ks - $600Ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 homes
Baytree
$200Ks - $500Ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Heritage - The Cottages o...
$200Ks - $300Ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Summit Chase Villas
$100Ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
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Questions? Call us: (352) 805-1035
Del Webb Minneola
$400Ks - $1Ms
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
Del Webb Minneola 2534 DEL WEBB DR, MINNEOLA, FL, 34715, Minneola, FL 34715
$731,840

3 beds

|

3 baths

|

2,898 sq ft

|

House

2534 DEL WEBB DR, MINNEOLA, FL, 34715
Community: Del Webb Minneola
Royal Highlands 21849 TARTAN ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$449,500

3 beds

|

2 baths

|

2,074 sq ft

|

House

21849 TARTAN ST, LEESBURG, FL, 34748
Community: Royal Highlands
Trilogy® Orlando 112 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736
$299,000

2 beds

|

2 baths

|

1,556 sq ft

|

House

112 FLAME VINE WAY, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 12406 NE 50TH VW, OXFORD, FL, 34484, Oxford, FL 34484
$285,000

4 beds

|

4 baths

|

2,096 sq ft

|

House

12406 NE 50TH VW, OXFORD, FL, 34484
Community: The Villages®
Arlington Ridge 26689 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748
$384,999

3 beds

|

2 baths

|

1,725 sq ft

|

House

26689 OTTER CREEK LN, LEESBURG, FL, 3474...
Community: Arlington Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Arlington Ridge 4314 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$335,000

3 beds

|

2 baths

|

1,824 sq ft

|

House

4314 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Stonecrest 17782 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$279,000

2 beds

|

2 baths

|

1,234 sq ft

|

Villa

17782 SE 113TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
Pennbrooke Fairways 32712 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$284,900

3 beds

|

2 baths

|

1,909 sq ft

|

House

32712 TIMBERWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Kings Ridge 4217 CHAMBERLAIN WAY, CLERMONT, FL, 3471..., Clermont, FL 34711
$265,000

2 beds

|

2 baths

|

1,200 sq ft

|

House

4217 CHAMBERLAIN WAY, CLERMONT, FL, 3471...
Community: Kings Ridge
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.
Royal Harbor 5138 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$368,000

3 beds

|

2 baths

|

1,889 sq ft

|

House

5138 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
Plantation at Leesburg 24725 BRIGHTWATER CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$346,400

3 beds

|

3 baths

|

2,132 sq ft

|

House

24725 BRIGHTWATER CT, LEESBURG, FL, 3474...
The Villages® 5647 KEY DEER PATH, THE VILLAGES, FL, 32..., The Villages, FL 32163
$799,900

3 beds

|

2 baths

|

1,971 sq ft

|

House

5647 KEY DEER PATH, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 2732 PRIVADA DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

2732 PRIVADA DR, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1003 PARKER PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$218,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

1003 PARKER PL, THE VILLAGES, FL, 32159
Community: The Villages®
Stonecrest 11280 SE 170TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$259,900

2 beds

|

2 baths

|

1,251 sq ft

|

House

11280 SE 170TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Highland Lakes 5616 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$288,900

2 beds

|

2 baths

|

2,003 sq ft

|

House

5616 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 2149 SANDALWOOD PL, THE VILLAGES, FL, 32..., The Villages, FL 32163
$364,900

3 beds

|

2 baths

|

1,357 sq ft

|

Villa

2149 SANDALWOOD PL, THE VILLAGES, FL, 32...
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.
Kings Ridge 3713 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$345,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

3713 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
Plantation at Leesburg 25440 CRESTWATER DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$329,000

3 beds

|

2 baths

|

2,077 sq ft

|

House

25440 CRESTWATER DR, LEESBURG, FL, 34748
Arlington Ridge 4436 ANTIETAM CREEK TRL, LEESBURG, FL, 3..., Leesburg, FL 34748
$415,000

3 beds

|

2 baths

|

2,028 sq ft

|

House

4436 ANTIETAM CREEK TRL, LEESBURG, FL, 3...
Community: Arlington Ridge
The Villages® 1025 AVALON AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$330,000

2 beds

|

2 baths

|

1,268 sq ft

|

Villa

1025 AVALON AVE, LADY LAKE, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Harbor Hills Country Club 39023 GRIFFIN LNDG, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$564,900

3 beds

|

3 baths

|

2,833 sq ft

|

House

39023 GRIFFIN LNDG, LADY LAKE, FL, 32159
The Villages® 1725 HILTON HEAD BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$174,000

2 beds

|

2 baths

|

1,092 sq ft

|

Manufactured Home

1725 HILTON HEAD BLVD, LADY LAKE, FL, 32...
Community: The Villages®
The Villages® 17700 SE 92ND GRANTHAM TER, THE VILLAGES..., The Villages, FL 32162
$309,500

2 beds

|

2 baths

|

1,516 sq ft

|

House

17700 SE 92ND GRANTHAM TER, THE VILLAGES...
Community: The Villages®
Arlington Ridge 26925 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$229,000

2 beds

|

2 baths

|

1,254 sq ft

|

Villa

26925 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
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.
Plantation at Leesburg 4614 RIVER RIDGE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,999

2 beds

|

2 baths

|

2,044 sq ft

|

House

4614 RIVER RIDGE DR, LEESBURG, FL, 34748
Spruce Creek South 17928 SE 107TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$175,000

2 beds

|

2 baths

|

1,158 sq ft

|

House

17928 SE 107TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Harbor Hills Country Club 38634 LAKEVIEW WALK, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$349,000

3 beds

|

2 baths

|

1,701 sq ft

|

House

38634 LAKEVIEW WALK, LADY LAKE, FL, 3215...
Scottish Highlands 1416 ORKNEY DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$174,900

2 beds

|

2 baths

|

1,736 sq ft

|

House

1416 ORKNEY DR, LEESBURG, FL, 34788
Community: Scottish Highlands
Plantation at Leesburg 3909 RIVER CREST CIR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$320,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

3909 RIVER CREST CIR, LEESBURG, FL, 3474...
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1117 PARADISE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$195,000

2 beds

|

2 baths

|

1,383 sq ft

|

Manufactured Home

1117 PARADISE DR, LADY LAKE, FL, 32159
Community: The Villages®
Kings Ridge 2010 BRAXTON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$299,000

2 beds

|

2 baths

|

1,335 sq ft

|

House

2010 BRAXTON ST, CLERMONT, FL, 34711
Community: Kings Ridge
Summit Greens 890 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$349,000

3 beds

|

2 baths

|

1,556 sq ft

|

House

890 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
Royal Highlands 21815 TARTAN ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$375,000

3 beds

|

3 baths

|

2,369 sq ft

|

House

21815 TARTAN 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.
Harbor Hills Country Club 39342 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159
$489,000

3 beds

|

2 baths

|

2,233 sq ft

|

House

39342 HARBOR HILLS BLVD, LADY LAKE, FL, ...
Harbor Hills Country Club 5235 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$1,450,000

4 beds

|

4 baths

|

3,836 sq ft

|

House

5235 GREENS DR, LADY LAKE, FL, 32159
Highland Lakes 26209 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$257,000

2 beds

|

2 baths

|

1,514 sq ft

|

House

26209 NEWCOMBE CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Heritage Hills 3677 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$384,900

3 beds

|

2 baths

|

1,672 sq ft

|

House

3677 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Del Webb Minneola 1320 ORANGE VALLEY RD, MINNEOLA, FL, 347..., Minneola, FL 34715
$419,980

2 beds

|

2 baths

|

1,471 sq ft

|

House

1320 ORANGE VALLEY RD, MINNEOLA, FL, 347...
Community: Del Webb Minneola
Plantation at Leesburg 25327 TEMPLE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$275,000

2 beds

|

2 baths

|

1,433 sq ft

|

House

25327 TEMPLE CT, LEESBURG, FL, 34748

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1,117 homes
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