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Leesburg, FL 55+ active adult communities & homes for sale - Page 10

1,041 homes near Leesburg

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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
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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
3.8 rating (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
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
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.
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 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) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
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
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Lakeside Landings
$100ks - $300ks
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.
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
Cresswind at Hammock Oaks
$300ks - $500ks
Cresswind at Hammock Oaks, Lady Lake, FL
New and Resale | 55+ age-restricted | Built 2024 - 2025 | 141 homes
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Legacy of Leesburg 27326 ORCHID GLADE ST, LEESBURG, FL, 347..., Leesburg, FL 34748
$299,999

3 beds

|

2 baths

|

1,480 sq ft

|

House

27326 ORCHID GLADE ST, LEESBURG, FL, 347...
Community: Legacy of Leesburg
The Villages® 116 CYPRESS RD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$171,999

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

116 CYPRESS RD, WILDWOOD, FL, 34785
Community: The Villages®
Royal Harbor 5052 CHINA SEA DR, TAVARES, FL, 32778, Tavares, FL 32778
$315,000

3 beds

|

2 baths

|

1,613 sq ft

|

House

5052 CHINA SEA DR, TAVARES, FL, 32778
Community: Royal Harbor
Pennbrooke Fairways 420 GLEN ARBOR LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,000

2 beds

|

2 baths

|

1,559 sq ft

|

Condo

420 GLEN ARBOR LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Cresswind at Hammock Oaks 442 TURIN WAY, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$699,990

3 beds

|

3 baths

|

2,554 sq ft

|

House

442 TURIN WAY, LADY LAKE, FL, 32159
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Cresswind at Hammock Oaks 960 CLUB CRESSWIND DR, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$708,875

3 beds

|

3 baths

|

2,490 sq ft

|

House

960 CLUB CRESSWIND DR, LADY LAKE, FL, 32...
The Villages® 1109 TIPTON LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$339,900

2 beds

|

2 baths

|

1,161 sq ft

|

Villa

1109 TIPTON LN, THE VILLAGES, FL, 32163
Community: The Villages®
Plantation at Leesburg 25114 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$229,000

2 beds

|

2 baths

|

1,343 sq ft

|

House

25114 CRANES ROOST CIR, LEESBURG, FL, 34...
The Villages® 2547 DIVIDING CREEK PATH, THE VILLAGES, ..., The Villages, FL 32162
$779,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

2547 DIVIDING CREEK PATH, THE VILLAGES, ...
Community: The Villages®
The Villages® 914 MENDOZA BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$330,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

914 MENDOZA BLVD, LADY LAKE, FL, 32159
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.
Plantation at Leesburg 25035 BELLEVUE, LEESBURG, FL, 34748, Leesburg, FL 34748
$174,000

2 beds

|

2 baths

|

1,376 sq ft

|

Manufactured Home

25035 BELLEVUE, LEESBURG, FL, 34748
Royal Highlands 5825 PRINCESS CAROLINE PL, LEESBURG, FL,..., Leesburg, FL 34748
$300,000

3 beds

|

2 baths

|

2,023 sq ft

|

House

5825 PRINCESS CAROLINE PL, LEESBURG, FL,...
Community: Royal Highlands
The Villages® 3189 DARIEN WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$895,000

3 beds

|

2 baths

|

1,727 sq ft

|

House

3189 DARIEN WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 712 SHELTON ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$289,000

2 beds

|

2 baths

|

1,352 sq ft

|

House

712 SHELTON ST, THE VILLAGES, FL, 32163
Community: The Villages®
Highland Lakes 25904 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$322,500

3 beds

|

2 baths

|

2,153 sq ft

|

House

25904 NEWCOMBE CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Stonecrest 17808 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$329,900

3 beds

|

3 baths

|

2,282 sq ft

|

Villa

17808 SE 115TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Royal Highlands 20618 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748
$319,000

3 beds

|

2 baths

|

1,945 sq ft

|

House

20618 QUEEN ALEXANDRA DR, LEESBURG, FL, ...
Community: Royal Highlands
Royal Harbor 5190 CHINA SEA DR, TAVARES, FL, 32778, Tavares, FL 32778
$300,000

3 beds

|

2 baths

|

1,442 sq ft

|

House

5190 CHINA SEA DR, TAVARES, FL, 32778
Community: Royal Harbor
Royal Highlands 5745 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,999

2 beds

|

2 baths

|

1,280 sq ft

|

House

5745 KING JAMES AVE, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 2378 YOUNGMANN LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$389,900

3 beds

|

2 baths

|

1,611 sq ft

|

House

2378 YOUNGMANN LOOP, THE VILLAGES, FL, 3...
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® 4258 WIDMANN PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$499,900

3 beds

|

2 baths

|

1,959 sq ft

|

House

4258 WIDMANN PL, THE VILLAGES, FL, 32163
Community: The Villages®
Spruce Creek South 9565 SE 173RD PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$237,000

3 beds

|

2 baths

|

1,704 sq ft

|

House

9565 SE 173RD PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
The Villages® 422 SAN MARINO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$395,000

3 beds

|

3 baths

|

1,652 sq ft

|

House

422 SAN MARINO DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 3468 MCDANIEL PL, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$1,195,000

4 beds

|

3 baths

|

3,371 sq ft

|

House

3468 MCDANIEL PL, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 3087 BLACKSTOCK WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$499,000

3 beds

|

2 baths

|

2,046 sq ft

|

House

3087 BLACKSTOCK WAY, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 1555 HILLCREST DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$219,500

2 beds

|

2 baths

|

936 sq ft

|

Manufactured Home

1555 HILLCREST DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1027 VERMONT AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$157,000

3 beds

|

2 baths

|

1,335 sq ft

|

Mobile Home

1027 VERMONT 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
The Villages® 814 SANTA RITA WAY, THE VILLAGES, FL, 32..., The Villages, FL 32159
$389,900

3 beds

|

2 baths

|

1,968 sq ft

|

House

814 SANTA RITA WAY, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1430 OLYMPIA ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$292,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

1430 OLYMPIA ST, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 926 SAINT ANDREWS BLVD, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$294,000

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

926 SAINT ANDREWS BLVD, LADY LAKE, FL, 3...
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® 8641 SE 168TH KITTREDGE LOOP, THE VILLAG..., The Villages, FL 32162
$550,000

3 beds

|

2 baths

|

1,489 sq ft

|

House

8641 SE 168TH KITTREDGE LOOP, THE VILLAG...
Community: The Villages®
Heritage Hills 4056 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$399,900

3 beds

|

2 baths

|

1,857 sq ft

|

House

4056 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
Harbor Hills Country Club 6115 LANDINGS BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$349,900

3 beds

|

2 baths

|

1,640 sq ft

|

House

6115 LANDINGS BLVD, LADY LAKE, FL, 32159
The Villages® 2121 GERARDO AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$549,000

3 beds

|

2 baths

|

2,022 sq ft

|

House

2121 GERARDO AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
Del Webb Minneola 1384 ZESTY CITRUS LN, MINNEOLA, FL, 3471..., Minneola, FL 34715
$600,000

3 beds

|

2 baths

|

1,737 sq ft

|

House

1384 ZESTY CITRUS LN, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
The Villages® 843 BOLIVAR ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$259,900

2 beds

|

2 baths

|

1,279 sq ft

|

House

843 BOLIVAR ST, LADY LAKE, FL, 32159
Community: The Villages®
Plantation at Leesburg 5336 TIDEWATER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$250,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

5336 TIDEWATER ST, LEESBURG, FL, 34748
Highland Lakes 26724 CASH CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$200,000

2 beds

|

2 baths

|

1,120 sq ft

|

Villa

26724 CASH CT, LEESBURG, FL, 34748
Community: Highland Lakes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1417 VALPARAISO ST, THE VILLAGES, FL, 32..., The Villages, FL 32162
$359,000

3 beds

|

2 baths

|

1,723 sq ft

|

House

1417 VALPARAISO ST, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1101 SOUTHERN SUN DR, THE VILLAGES, FL, ..., The Villages, FL 32162
$515,000

3 beds

|

2 baths

|

1,685 sq ft

|

Villa

1101 SOUTHERN SUN DR, THE VILLAGES, FL, ...
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.

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1,041 homes
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