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

1,141 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 - $500Ks
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
$200Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
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 - $400Ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
4 rating (17 reviews) The Villages®
<$100k - $1Ms
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
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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.
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $300Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 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
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
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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
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
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
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
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.
Summit Chase Villas
$100Ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
Del Webb Minneola
$400Ks - $800Ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
The Villages® 9231 SE 171ST COOPER LOOP, THE VILLAGES,..., The Villages, FL 32162
$379,900

3 beds

|

2 baths

|

1,850 sq ft

|

House

9231 SE 171ST COOPER LOOP, THE VILLAGES,...
Community: The Villages®
The Villages® 1822 ATHENS LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$319,000

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

1822 ATHENS LN, THE VILLAGES, FL, 32162
Community: The Villages®
Lakeside Landings 10069 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484
$444,990

3 beds

|

2 baths

|

2,059 sq ft

|

House

10069 LAKE MIONA WAY, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 1705 KILEY CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$169,900

3 beds

|

2 baths

|

1,292 sq ft

|

Manufactured Home

1705 KILEY CT, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 527 BEVILLE PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$599,999

3 beds

|

2 baths

|

2,050 sq ft

|

House

527 BEVILLE PL, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 2196 KERWOOD LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32162
$350,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

2196 KERWOOD LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 17930 SE 83RD MELODY AVE, THE VILLAGES, ..., The Villages, FL 32162
$267,500

3 beds

|

2 baths

|

1,262 sq ft

|

House

17930 SE 83RD MELODY AVE, THE VILLAGES, ...
Community: The Villages®
The Villages® 1078 LAKEVIEW LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$870,000

3 beds

|

2 baths

|

3,215 sq ft

|

House

1078 LAKEVIEW LN, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1757 FLAGSTONE TER, THE VILLAGES, FL, 32..., The Villages, FL 32162
$569,000

3 beds

|

2 baths

|

1,602 sq ft

|

House

1757 FLAGSTONE TER, THE VILLAGES, FL, 32...
Community: The Villages®
Spruce Creek South 17533 SE 96TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$254,900

2 beds

|

2 baths

|

1,534 sq ft

|

House

17533 SE 96TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
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.
Arlington Ridge 4513 ANTIETAM CREEK TRL, LEESBURG, FL, 3..., Leesburg, FL 34748
$439,777

3 beds

|

3 baths

|

2,138 sq ft

|

House

4513 ANTIETAM CREEK TRL, LEESBURG, FL, 3...
Community: Arlington Ridge
The Villages® 627 DELGADO AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$359,000

2 beds

|

2 baths

|

1,094 sq ft

|

Villa

627 DELGADO AVE, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 2737 PRIVADA DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$315,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

2737 PRIVADA DR, THE VILLAGES, FL, 32162
Community: The Villages®
Legacy of Leesburg 27238 STONEY BROOK DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$440,000

4 beds

|

2 baths

|

2,585 sq ft

|

House

27238 STONEY BROOK DR, LEESBURG, FL, 347...
Community: Legacy of Leesburg
Heritage - The Cottages of Sanders Grove 28026 CYPRESS SPRINGS LOOP, OKAHUMPKA, F..., Okahumpka, FL 34762
$293,000

4 beds

|

2 baths

|

1,617 sq ft

|

House

28026 CYPRESS SPRINGS LOOP, OKAHUMPKA, F...
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 605 JASON DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$120,000

2 beds

|

2 baths

|

768 sq ft

|

Manufactured Home

605 JASON DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 2412 MERIDA CIR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$300,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

2412 MERIDA CIR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 9191 SE 166TH SPRUNG LN, THE VILLAGES, F..., The Villages, FL 32162
$375,000

2 beds

|

2 baths

|

1,152 sq ft

|

Villa

9191 SE 166TH SPRUNG LN, THE VILLAGES, F...
Community: The Villages®
The Villages® 1302 LOPEZ LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$589,000

2 beds

|

2 baths

|

1,522 sq ft

|

House

1302 LOPEZ LN, THE VILLAGES, FL, 32159
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.
The Villages® 610 TARRSON BLVD, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$159,000

2 beds

|

1 baths

|

828 sq ft

|

Manufactured Home

610 TARRSON BLVD, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 1371 OWL DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$629,900

3 beds

|

3 baths

|

2,400 sq ft

|

House

1371 OWL DR, THE VILLAGES, FL, 32163
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
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
The Villages® 3108 CARROLLTON CT, THE VILLAGES, FL, 32..., The Villages, FL 32162
$450,000

3 beds

|

2 baths

|

1,704 sq ft

|

Villa

3108 CARROLLTON CT, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 12333 SE 177TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$364,000

3 beds

|

2 baths

|

1,904 sq ft

|

House

12333 SE 177TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
The Villages® 1410 SANCHEZ CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$259,000

2 beds

|

2 baths

|

1,066 sq ft

|

House

1410 SANCHEZ CT, THE VILLAGES, FL, 32159
Community: The Villages®
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
Scottish Highlands 12 BRIGADOON CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$235,000

2 beds

|

2 baths

|

1,151 sq ft

|

House

12 BRIGADOON CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
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.
The Villages® 3457 CARRABELLE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$305,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3457 CARRABELLE CT, THE VILLAGES, FL, 32...
Community: The Villages®
Arlington Ridge 26694 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748
$499,000

3 beds

|

3 baths

|

2,399 sq ft

|

House

26694 OTTER CREEK LN, LEESBURG, FL, 3474...
Community: Arlington Ridge
The Villages® 3604 CAMBRIA CIR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$279,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

3604 CAMBRIA CIR, THE VILLAGES, FL, 3216...
Community: The Villages®
Highland Lakes 26736 CASH CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$215,000

2 beds

|

2 baths

|

1,293 sq ft

|

Villa

26736 CASH CT, LEESBURG, FL, 34748
Community: Highland Lakes
Royal Highlands 4528 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$410,000

2 beds

|

2 baths

|

2,200 sq ft

|

House

4528 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 710 ANTONIA LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$367,500

3 beds

|

2 baths

|

1,924 sq ft

|

House

710 ANTONIA LN, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 3536 ROANOKE ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$235,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3536 ROANOKE ST, THE VILLAGES, FL, 32162
Community: The Villages®
Summit Greens 2822 FALCON RDG, CLERMONT, FL, 34711, Clermont, FL 34711
$450,000

3 beds

|

3 baths

|

2,506 sq ft

|

House

2822 FALCON RDG, CLERMONT, FL, 34711
Community: Summit Greens
The Villages® 1731 MOUNT CARMEL TER, THE VILLAGES, FL,..., The Villages, FL 32162
$383,500

3 beds

|

2 baths

|

1,655 sq ft

|

Villa

1731 MOUNT CARMEL TER, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 3500 COUNTRYSIDE PATH, THE VILLAGES, FL,..., The Villages, FL 32163
$350,900

3 beds

|

2 baths

|

1,531 sq ft

|

House

3500 COUNTRYSIDE PATH, THE VILLAGES, FL,...
Community: The Villages®

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1,141 homes near Leesburg
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