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Leesburg, FL 55+ active adult communities & homes for sale - Page 3

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
New The Villages® 5885 FLINT LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$799,900

3 beds

|

3 baths

|

1,977 sq ft

|

House

5885 FLINT LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
New The Villages® 5107 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$419,900

4 beds

|

3 baths

|

1,910 sq ft

|

House

5107 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Plantation at Leesburg 24515 BOCAGE WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$367,000

3 beds

|

3 baths

|

2,204 sq ft

|

House

24515 BOCAGE WAY, LEESBURG, FL, 34748
Harbor Hills Country Club 5066 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$649,000

4 beds

|

3 baths

|

2,544 sq ft

|

House

5066 GREENS DR, LADY LAKE, FL, 32159
The Villages® 5094 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$325,000

4 beds

|

4 baths

|

2,109 sq ft

|

House

5094 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Want to learn more about 55+ communities in Leesburg, FL? 55places can help!
Questions? Call us: (352) 805-1035
Lakeside Landings 5368 COMPASS PT # 202, OXFORD, FL, 34484, Oxford, FL 34484
$225,000

2 beds

|

2 baths

|

1,402 sq ft

|

Condo

5368 COMPASS PT # 202, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 915 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$455,000

3 beds

|

2 baths

|

2,022 sq ft

|

House

915 RAMOS DR, THE VILLAGES, FL, 32159
Community: The Villages®
Plantation at Leesburg 24526 BOCAGE WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$330,000

3 beds

|

2 baths

|

2,145 sq ft

|

House

24526 BOCAGE WAY, LEESBURG, FL, 34748
Arlington Ridge 27106 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$437,500

3 beds

|

2 baths

|

2,436 sq ft

|

House

27106 CAMERONS RUN, LEESBURG, FL, 34748
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.
Royal Harbor 3001 LAKE HURON LN, TAVARES, FL, 32778, Tavares, FL 32778
$349,900

3 beds

|

2 baths

|

1,920 sq ft

|

House

3001 LAKE HURON LN, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 3141 MANSFIELD ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$699,000

3 beds

|

2 baths

|

2,340 sq ft

|

House

3141 MANSFIELD ST, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 3359 ARLYN PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$550,000

3 beds

|

3 baths

|

1,905 sq ft

|

House

3359 ARLYN PL, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 8333 COUNTY ROAD 109A-1, LADY LAKE, FL, ..., Lady Lake, FL 32159
$334,900

3 beds

|

2 baths

|

1,904 sq ft

|

Manufactured Home

8333 COUNTY ROAD 109A-1, LADY LAKE, FL, ...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg, FL? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 11351 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$279,900

3 beds

|

2 baths

|

1,717 sq ft

|

House

11351 SE 175TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 2109 SUAREZ CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$324,900

2 beds

|

2 baths

|

1,248 sq ft

|

House

2109 SUAREZ CT, THE VILLAGES, FL, 32159
Community: The Villages®
Kings Ridge 3562 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$314,900

2 beds

|

2 baths

|

1,713 sq ft

|

House

3562 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
Scottish Highlands 15 ABERDEEN CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$184,900

2 beds

|

2 baths

|

1,224 sq ft

|

House

15 ABERDEEN CIR, LEESBURG, FL, 34788
Community: Scottish 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.
The Villages® 1336 E SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$211,000

2 beds

|

2 baths

|

936 sq ft

|

Manufactured Home

1336 E SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 8061 SE 167TH HILLTOP LOOP, THE VILLAGES..., The Villages, FL 32162
$329,900

3 beds

|

2 baths

|

1,513 sq ft

|

House

8061 SE 167TH HILLTOP LOOP, THE VILLAGES...
Community: The Villages®
The Villages® 1142 W BOONE CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$273,000

2 beds

|

2 baths

|

1,120 sq ft

|

House

1142 W BOONE CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 335 LOGAN ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$309,900

2 beds

|

2 baths

|

1,266 sq ft

|

House

335 LOGAN ST, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Leesburg, FL? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1008 LAREDO LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$339,900

2 beds

|

2 baths

|

1,268 sq ft

|

House

1008 LAREDO LN, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 509 DEL MAR DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$327,500

2 beds

|

2 baths

|

1,314 sq ft

|

House

509 DEL MAR DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1694 NELSON TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$569,900

3 beds

|

2 baths

|

2,021 sq ft

|

House

1694 NELSON TER, THE VILLAGES, FL, 32162
Community: The Villages®
Stonecrest 11037 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$289,000

3 beds

|

2 baths

|

1,328 sq ft

|

House

11037 SE 173RD PL, SUMMERFIELD, FL, 3449...
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.
Plantation at Leesburg 5036 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$369,900

3 beds

|

3 baths

|

2,439 sq ft

|

House

5036 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
The Villages® 1309 MIZELL AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$272,500

2 beds

|

2 baths

|

961 sq ft

|

Villa

1309 MIZELL AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Royal Highlands 5401 ESSEX CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$380,000

2 beds

|

3 baths

|

2,009 sq ft

|

House

5401 ESSEX CT, LEESBURG, FL, 34748
Community: Royal Highlands
Royal Highlands 20700 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748
$284,000

2 beds

|

2 baths

|

1,332 sq ft

|

House

20700 QUEEN ALEXANDRA DR, LEESBURG, FL, ...
Community: Royal Highlands
Royal Highlands 20642 PRINCE RANIER PL, LEESBURG, FL, 34..., Leesburg, FL 34748
$310,000

2 beds

|

2 baths

|

1,592 sq ft

|

House

20642 PRINCE RANIER PL, LEESBURG, FL, 34...
Community: Royal Highlands
Want to learn more about 55+ communities in Leesburg, FL? 55places can help!
Questions? Call us: (352) 805-1035
Pennbrooke Fairways 32819 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$210,000

2 beds

|

2 baths

|

1,162 sq ft

|

House

32819 TIMBERWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Scottish Highlands 2105 GREENLAW CT # 2105, LEESBURG, FL, 3..., Leesburg, FL 34788
$175,000

2 beds

|

2 baths

|

932 sq ft

|

Condo

2105 GREENLAW CT # 2105, LEESBURG, FL, 3...
Community: Scottish Highlands
Heritage Hills 3550 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711
$315,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3550 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
Pennbrooke Fairways 143 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$139,900

2 beds

|

2 baths

|

1,148 sq ft

|

Manufactured Home

143 WESTWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
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 634 TIMBERCREST DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,247

2 beds

|

2 baths

|

1,310 sq ft

|

House

634 TIMBERCREST DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Plantation at Leesburg 24914 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$275,900

3 beds

|

2 baths

|

1,801 sq ft

|

House

24914 CRANES ROOST CIR, LEESBURG, FL, 34...
Arlington Ridge 3722 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$350,000

3 beds

|

2 baths

|

1,710 sq ft

|

House

3722 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 1302 CARVELLO DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$335,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1302 CARVELLO DR, THE VILLAGES, FL, 3216...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg, FL? 55places can help!
Questions? Call us: (352) 805-1035
Arlington Ridge 3733 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$390,000

3 beds

|

2 baths

|

1,725 sq ft

|

House

3733 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 2603 OLIVAREZ WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$309,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

2603 OLIVAREZ WAY, THE VILLAGES, FL, 321...
Community: The Villages®

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1,117 homes
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