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Leesburg, FL 55+ active adult communities & homes for sale - Page 28

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
Want to learn more about 55+ communities in Leesburg, FL? 55places can help!
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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
Want to learn more about 55+ communities in Leesburg, FL? 55places can help!
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
Want to learn more about 55+ communities in Leesburg, FL? 55places can help!
Questions? Call us: (352) 805-1035
Del Webb Minneola
$400Ks - $1Ms
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
New Plantation at Leesburg 4802 SUMMERBRIDGE CIR, LEESBURG, FL, 347..., Leesburg, FL 34748
$385,000

3 beds

|

3 baths

|

2,162 sq ft

|

House

4802 SUMMERBRIDGE CIR, LEESBURG, FL, 347...
The Villages® 17285 SE 85TH WILLOWICK CIR, THE VILLAGE..., The Villages, FL 32162
$419,000

3 beds

|

2 baths

|

2,003 sq ft

|

House

17285 SE 85TH WILLOWICK CIR, THE VILLAGE...
Community: The Villages®
The Villages® 3109 ARCHER AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$465,000

3 beds

|

2 baths

|

1,600 sq ft

|

Villa

3109 ARCHER AVE, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 5562 LANSING DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$125,000

2 beds

|

2 baths

|

784 sq ft

|

Mobile Home

5562 LANSING DR, WILDWOOD, FL, 34785
Community: The Villages®
New The Villages® 105 CYPRESS RD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$164,500

2 beds

|

2 baths

|

1,344 sq ft

|

Manufactured Home

105 CYPRESS RD, WILDWOOD, FL, 34785
Community: The Villages®
Want to learn more about 55+ communities in Leesburg, FL? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 917 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$765,000

3 beds

|

2 baths

|

2,082 sq ft

|

House

917 RAMOS DR, THE VILLAGES, FL, 32159
Community: The Villages®
Legacy of Leesburg 5351 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$464,900

4 beds

|

5 baths

|

3,125 sq ft

|

House

5351 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Highland Lakes 5500 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$284,000

3 beds

|

2 baths

|

1,591 sq ft

|

House

5500 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
Highland Lakes 5507 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$219,990

2 beds

|

2 baths

|

1,160 sq ft

|

House

5507 LAVER ST, LEESBURG, FL, 34748
Community: Highland 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® 2969 CANYON AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$875,000

3 beds

|

2 baths

|

1,956 sq ft

|

House

2969 CANYON AVE, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 2924 FRENCH OAK AVE, THE VILLAGES, FL, 3..., The Villages, FL 32163
$414,900

3 beds

|

2 baths

|

1,723 sq ft

|

House

2924 FRENCH OAK AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Legacy of Leesburg 27401 PINE STRAW RD, LEESBURG, FL, 34748, Leesburg, FL 34748
$329,900

3 beds

|

2 baths

|

2,031 sq ft

|

House

27401 PINE STRAW RD, LEESBURG, FL, 34748
Community: Legacy of Leesburg
The Villages® 111 SUGAR MAPLE AVE, WILDWOOD, FL, 34785, Wildwood, FL 34785
$143,000

2 beds

|

2 baths

|

1,152 sq ft

|

Manufactured Home

111 SUGAR MAPLE AVE, WILDWOOD, FL, 34785
Community: The Villages®
Want to learn more about 55+ communities in Leesburg, FL? 55places can help!
Questions? Call us: (352) 805-1035
New The Villages® 309 CHULA VISTA AVE, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$369,369

3 beds

|

2 baths

|

1,550 sq ft

|

House

309 CHULA VISTA AVE, LADY LAKE, FL, 3215...
Community: The Villages®
Plantation at Leesburg 4936 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$329,900

3 beds

|

2 baths

|

1,784 sq ft

|

House

4936 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
Plantation at Leesburg 25633 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748
$419,900

3 beds

|

2 baths

|

2,098 sq ft

|

House

25633 LAUREL VALLEY RD, LEESBURG, FL, 34...
Summit Greens 2366 PRAIRIE DUNES, CLERMONT, FL, 34711, Clermont, FL 34711
$368,000

3 beds

|

2 baths

|

1,725 sq ft

|

House

2366 PRAIRIE DUNES, CLERMONT, FL, 34711
Community: Summit Greens
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® 1201 DE LA FUENTE CT, THE VILLAGES, FL, ..., The Villages, FL 32162
$300,000

2 beds

|

2 baths

|

1,383 sq ft

|

House

1201 DE LA FUENTE CT, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 306 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$117,500

2 beds

|

2 baths

|

832 sq ft

|

Manufactured Home

306 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 610 ESPANA ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$650,000

3 beds

|

3 baths

|

2,086 sq ft

|

House

610 ESPANA ST, THE VILLAGES, FL, 32159
Community: The Villages®
Highland Lakes 6142 WADE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$274,900

3 beds

|

2 baths

|

1,841 sq ft

|

House

6142 WADE ST, LEESBURG, FL, 34748
Community: Highland Lakes
Want to learn more about 55+ communities in Leesburg, FL? 55places can help!
Questions? Call us: (352) 805-1035
Scottish Highlands 1902 TWEED CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$185,000

2 beds

|

2 baths

|

1,176 sq ft

|

House

1902 TWEED CT, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 622 JENNIFER DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$159,900

2 beds

|

1 baths

|

936 sq ft

|

Manufactured Home

622 JENNIFER DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 766 ARTESIA AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$300,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

766 ARTESIA AVE, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 17860 SE 89TH NATCHEZ AVE, THE VILLAGES,..., The Villages, FL 32162
$340,000

3 beds

|

2 baths

|

1,625 sq ft

|

House

17860 SE 89TH NATCHEZ AVE, THE VILLAGES,...
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.
Lakeside Landings 10161 MAINSAIL DR, OXFORD, FL, 34484, Oxford, FL 34484
$319,900

3 beds

|

2 baths

|

1,550 sq ft

|

House

10161 MAINSAIL DR, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 594 LACY PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,397 sq ft

|

House

594 LACY PL, THE VILLAGES, FL, 32162
Community: The Villages®
Harbor Hills Country Club 5072 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$695,000

3 beds

|

3 baths

|

2,712 sq ft

|

House

5072 GREENS DR, LADY LAKE, FL, 32159
Heritage Hills 3538 BELLAND CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$310,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3538 BELLAND CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Harbor Hills Country Club 39640 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159
$529,900

3 beds

|

3 baths

|

2,531 sq ft

|

House

39640 HARBOR HILLS BLVD, LADY LAKE, FL, ...
Want to learn more about 55+ communities in Leesburg, FL? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 12312 NE 48TH LOOP, OXFORD, FL, 34484, Oxford, FL 34484
$289,900

4 beds

|

4 baths

|

1,912 sq ft

|

House

12312 NE 48TH LOOP, OXFORD, FL, 34484
Community: The Villages®
Stonecrest 17520 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$329,000

2 beds

|

2 baths

|

1,402 sq ft

|

House

17520 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
Stonecrest 11799 SE 173RD LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$470,000

3 beds

|

2 baths

|

2,008 sq ft

|

House

11799 SE 173RD LANE RD, SUMMERFIELD, FL,...
Community: Stonecrest
Stonecrest 11839 SE 173RD LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$550,000

3 beds

|

3 baths

|

2,502 sq ft

|

House

11839 SE 173RD LANE RD, SUMMERFIELD, FL,...
Community: Stonecrest
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.
Pennbrooke Fairways 32525 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$285,000

2 beds

|

3 baths

|

1,643 sq ft

|

House

32525 OAK PARK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Kings Ridge 2096 BRAXTON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$294,500

2 beds

|

2 baths

|

1,170 sq ft

|

House

2096 BRAXTON ST, CLERMONT, FL, 34711
Community: Kings Ridge
Arlington Ridge 4546 SHENANDOAH RIVER TRL, LEESBURG, FL,..., Leesburg, FL 34748
$410,000

3 beds

|

2 baths

|

1,948 sq ft

|

House

4546 SHENANDOAH RIVER TRL, LEESBURG, FL,...
Community: Arlington Ridge

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