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

1,142 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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
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 (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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.
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
Lakeside Landings
$100ks - $300ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 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
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 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.
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
Cresswind at Hammock Oaks
$300ks - $500ks
Cresswind at Hammock Oaks, Lady Lake, FL
New and Resale | 55+ age-restricted | Built 2024 - 2025 | 141 homes
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
New Spruce Creek South 9377 SE 174TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$195,000

2 beds

|

2 baths

|

1,154 sq ft

|

House

9377 SE 174TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
New 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®
New The Villages® 1555 HILLCREST DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$227,000

2 beds

|

2 baths

|

936 sq ft

|

Manufactured Home

1555 HILLCREST DR, THE VILLAGES, FL, 321...
Community: The Villages®
New The Villages® 5731 ZEBRA LONGWING PATH, THE VILLAGES, ..., The Villages, FL 32163
$675,000

3 beds

|

2 baths

|

2,632 sq ft

|

House

5731 ZEBRA LONGWING PATH, THE VILLAGES, ...
Community: The Villages®
New The Villages® 1027 VERMONT AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$160,000

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
New The Villages® 1607 NAVIDAD ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$248,000

2 beds

|

2 baths

|

1,143 sq ft

|

Villa

1607 NAVIDAD ST, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 1617 CYPRESS PT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$130,000

2 beds

|

1 baths

|

832 sq ft

|

Manufactured Home

1617 CYPRESS PT, THE VILLAGES, FL, 32159
Community: The Villages®
New The Villages® 814 SANTA RITA WAY, THE VILLAGES, FL, 32..., The Villages, FL 32159
$399,900

3 beds

|

2 baths

|

1,968 sq ft

|

House

814 SANTA RITA WAY, THE VILLAGES, FL, 32...
Community: The Villages®
New Heritage Hills 3626 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$275,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3626 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
New The Villages® 4946 NE 124TH RD, OXFORD, FL, 34484, Oxford, FL 34484
$435,000

3 beds

|

3 baths

|

2,547 sq ft

|

House

4946 NE 124TH RD, OXFORD, FL, 34484
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.
New The Villages® 1430 OLYMPIA ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$310,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

1430 OLYMPIA ST, THE VILLAGES, FL, 32163
Community: The Villages®
New 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®
New The Villages® 8641 SE 168TH KITTREDGE LOOP, THE VILLAG..., The Villages, FL 32162
$600,000

3 beds

|

2 baths

|

1,489 sq ft

|

House

8641 SE 168TH KITTREDGE LOOP, THE VILLAG...
Community: The Villages®
New 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
New The Villages® 16919 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162
$282,000

2 beds

|

2 baths

|

1,125 sq ft

|

House

16919 SE 96TH CHAPELWOOD CIR, THE VILLAG...
Community: The Villages®
New 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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New 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®
New 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
New The Villages® 521 CARRERA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$485,000

2 beds

|

2 baths

|

1,734 sq ft

|

House

521 CARRERA DR, THE VILLAGES, FL, 32159
Community: The Villages®
New The Villages® 843 BOLIVAR ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$279,900

2 beds

|

2 baths

|

1,279 sq ft

|

House

843 BOLIVAR ST, 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.
New Lakeside Landings 10131 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484
$459,000

3 beds

|

2 baths

|

2,340 sq ft

|

House

10131 LAKE MIONA WAY, OXFORD, FL, 34484
Community: Lakeside Landings
New Summit Chase Villas 12531 ORANGEWOOD CT, TAVARES, FL, 32778, Tavares, FL 32778
$209,999

2 beds

|

2 baths

|

1,027 sq ft

|

Villa

12531 ORANGEWOOD CT, TAVARES, FL, 32778
Community: Summit Chase Villas
New Plantation at Leesburg 5336 TIDEWATER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

5336 TIDEWATER ST, LEESBURG, FL, 34748
New The Villages® 2967 EUCLID TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$500,000

3 beds

|

2 baths

|

2,215 sq ft

|

House

2967 EUCLID TER, THE VILLAGES, FL, 32163
Community: The Villages®
New Plantation at Leesburg 25206 ORMOND CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$335,000

3 beds

|

2 baths

|

1,723 sq ft

|

House

25206 ORMOND CT, LEESBURG, FL, 34748
New The Villages® 8870 COUNTY RD, THE VILLAGES, FL, 32162, The Villages, FL 32162
$285,000

5 beds

|

3 baths

|

2,240 sq ft

|

Manufactured Home

8870 COUNTY RD, THE VILLAGES, FL, 32162
Community: The Villages®
New 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
New The Villages® 498 WESTON MANOR DR, THE VILLAGES, FL, 3..., The Villages, FL 32162
$465,000

3 beds

|

2 baths

|

1,404 sq ft

|

House

498 WESTON MANOR DR, THE VILLAGES, FL, 3...
Community: The Villages®
New The Villages® 1417 VALPARAISO ST, THE VILLAGES, FL, 32..., The Villages, FL 32162
$379,500

3 beds

|

2 baths

|

1,723 sq ft

|

House

1417 VALPARAISO ST, THE VILLAGES, FL, 32...
Community: The Villages®
New The Villages® 5151 NE 121ST AVE, OXFORD, FL, 34484, Oxford, FL 34484
$450,000

3 beds

|

2 baths

|

1,656 sq ft

|

House

5151 NE 121ST AVE, OXFORD, FL, 34484
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.
New 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®
New Arlington Ridge 26617 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748
$515,000

4 beds

|

3 baths

|

2,580 sq ft

|

House

26617 OTTER CREEK LN, LEESBURG, FL, 3474...
Community: Arlington Ridge
New Plantation at Leesburg 3538 MULBERRY GROVE LOOP, LEESBURG, FL, ..., Leesburg, FL 34748
$433,000

3 beds

|

2 baths

|

2,407 sq ft

|

House

3538 MULBERRY GROVE LOOP, LEESBURG, FL, ...
New Plantation at Leesburg 25510 BELLE ALLIANCE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$235,000

2 beds

|

2 baths

|

1,457 sq ft

|

House

25510 BELLE ALLIANCE, LEESBURG, FL, 3474...
New Plantation at Leesburg 24814 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$215,000

2 beds

|

2 baths

|

1,358 sq ft

|

Manufactured Home

24814 PINE HL, LEESBURG, FL, 34748
New The Villages® 1033 OAK FOREST DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$359,000

3 beds

|

2 baths

|

1,840 sq ft

|

House

1033 OAK FOREST DR, THE VILLAGES, FL, 32...
Community: The Villages®
New The Villages® 3431 SIPSEY ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$320,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

3431 SIPSEY ST, THE VILLAGES, FL, 32162
Community: The Villages®
New Arlington Ridge 4240 JAMES RIVER CIR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$457,900

3 beds

|

2 baths

|

1,948 sq ft

|

House

4240 JAMES RIVER CIR, LEESBURG, FL, 3474...
Community: Arlington Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1461 EMMA PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$375,000

2 beds

|

2 baths

|

1,295 sq ft

|

House

1461 EMMA PL, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1202 CHAPARRAL DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$329,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

1202 CHAPARRAL DR, THE VILLAGES, FL, 321...
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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1,142 homes
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