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Leesburg, FL 55+ active adult communities & homes for sale - Page 19

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? 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 - $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
Stonecrest 17187 SE 116TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$534,900

3 beds

|

3 baths

|

2,026 sq ft

|

House

17187 SE 116TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
The Villages® 3233 LOWE CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$515,000

3 beds

|

3 baths

|

2,056 sq ft

|

House

3233 LOWE CT, THE VILLAGES, FL, 32163
Community: The Villages®
Royal Highlands 21636 KING HENRY AVE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$229,900

3 beds

|

2 baths

|

1,642 sq ft

|

House

21636 KING HENRY AVE, LEESBURG, FL, 3474...
Community: Royal Highlands
The Villages® 1133 DEL TORO DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$329,900

2 beds

|

2 baths

|

1,332 sq ft

|

House

1133 DEL TORO DR, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 12347 NE 52ND LOOP, OXFORD, FL, 34484, Oxford, FL 34484
$349,000

4 beds

|

4 baths

|

2,092 sq ft

|

House

12347 NE 52ND LOOP, OXFORD, FL, 34484
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1638 DURAN DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$265,000

2 beds

|

2 baths

|

1,179 sq ft

|

House

1638 DURAN DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1411 JUAREZ PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$465,000

3 beds

|

2 baths

|

1,388 sq ft

|

House

1411 JUAREZ PL, THE VILLAGES, FL, 32159
Community: The Villages®
Spruce Creek South 15913 SE 101ST CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$269,990

4 beds

|

2 baths

|

1,498 sq ft

|

House

15913 SE 101ST CIR, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Spruce Creek South 15919 SE 101ST CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$266,990

3 beds

|

2 baths

|

1,328 sq ft

|

House

15919 SE 101ST CIR, SUMMERFIELD, FL, 344...
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.
Heritage Hills 3201 SONESTA CT A, CLERMONT, FL, 34711, Clermont, FL 34711
$335,000

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3201 SONESTA CT A, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 1639 CAMPOS DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$279,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1639 CAMPOS DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 458 JUNGLE PLUM WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$479,500

3 beds

|

2 baths

|

1,830 sq ft

|

House

458 JUNGLE PLUM WAY, THE VILLAGES, FL, 3...
Community: The Villages®
Spruce Creek South 17807 SE 97TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$223,999

3 beds

|

2 baths

|

1,450 sq ft

|

House

17807 SE 97TH AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 14202 SANDALWOOD DR # 202, WILDWOOD, FL,..., Wildwood, FL 34785
$119,900

2 beds

|

2 baths

|

1,085 sq ft

|

Condo

14202 SANDALWOOD DR # 202, WILDWOOD, FL,...
Community: The Villages®
The Villages® 2369 TRAVIS PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$250,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2369 TRAVIS PL, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 528 CARRERA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$334,500

3 beds

|

2 baths

|

1,624 sq ft

|

House

528 CARRERA DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 802 MIRANDA WAY, THE VILLAGES, FL, 32159, The Villages, FL 32159
$349,000

2 beds

|

2 baths

|

1,471 sq ft

|

House

802 MIRANDA WAY, THE VILLAGES, 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.
Stonecrest 17645 SE 117TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$299,900

3 beds

|

3 baths

|

1,686 sq ft

|

House

17645 SE 117TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Royal Harbor 5151 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$409,000

4 beds

|

2 baths

|

2,091 sq ft

|

House

5151 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
The Villages® 2845 CHARITY LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$329,900

2 beds

|

2 baths

|

1,206 sq ft

|

House

2845 CHARITY LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
Plantation at Leesburg 25504 BELLE ALLIANCE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$184,900

2 beds

|

2 baths

|

1,674 sq ft

|

Manufactured Home

25504 BELLE ALLIANCE, LEESBURG, FL, 3474...
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 491 HARLOW LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$545,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

491 HARLOW LN, THE VILLAGES, FL, 32163
Community: The Villages®
Royal Highlands 5902 PRINCESS DIANA CT, LEESBURG, FL, 34..., Leesburg, FL 34748
$385,000

3 beds

|

3 baths

|

2,021 sq ft

|

House

5902 PRINCESS DIANA CT, LEESBURG, FL, 34...
Community: Royal Highlands
Arlington Ridge 4714 INDEPENDENCE TRL, LEESBURG, FL, 347..., Leesburg, FL 34748
$395,000

3 beds

|

2 baths

|

1,753 sq ft

|

House

4714 INDEPENDENCE TRL, LEESBURG, FL, 347...
Community: Arlington Ridge
Trilogy® Orlando 103 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736
$324,000

3 beds

|

2 baths

|

1,671 sq ft

|

House

103 CRESCENT MOON DR, GROVELAND, FL, 347...
Community: Trilogy® Orlando
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® 420 CANTERBURY CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$245,900

1 beds

|

1 baths

|

875 sq ft

|

Villa

420 CANTERBURY CT, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 718 SHELTON ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$325,000

3 beds

|

2 baths

|

1,607 sq ft

|

House

718 SHELTON ST, THE VILLAGES, FL, 32163
Community: The Villages®
Kings Ridge 3525 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$349,500

2 beds

|

2 baths

|

1,548 sq ft

|

House

3525 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
The Villages® 108 WINTERBERRY AVE, WILDWOOD, FL, 34785, Wildwood, FL 34785
$103,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

108 WINTERBERRY AVE, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 1802 PETUNIA LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$225,000

2 beds

|

2 baths

|

1,434 sq ft

|

Manufactured Home

1802 PETUNIA LN, THE VILLAGES, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Heritage Hills 3674 CALADESI RD, CLERMONT, FL, 34711, Clermont, FL 34711
$385,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

3674 CALADESI RD, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3553 BELLAND CIR A, CLERMONT, FL, 34711, Clermont, FL 34711
$335,000

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3553 BELLAND CIR A, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3524 LITCHFIELD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$495,000

4 beds

|

3 baths

|

2,293 sq ft

|

House

3524 LITCHFIELD CT, CLERMONT, FL, 34711
Community: Heritage Hills
Stonecrest 12193 SE 175TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$332,000

2 beds

|

2 baths

|

1,647 sq ft

|

House

12193 SE 175TH LOOP, SUMMERFIELD, FL, 34...
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.
The Villages® 1641 OSPREY AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$311,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1641 OSPREY AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Arlington Ridge 26555 MANASSAS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,900

3 beds

|

2 baths

|

1,888 sq ft

|

House

26555 MANASSAS DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Royal Highlands 5133 LINKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$297,900

3 beds

|

2 baths

|

1,701 sq ft

|

House

5133 LINKS LN, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 7243 SE 172ND LEGACY LN, THE VILLAGES, F..., The Villages, FL 32162
$421,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

7243 SE 172ND LEGACY LN, THE VILLAGES, F...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 602 JUANITA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$434,900

2 beds

|

2 baths

|

1,776 sq ft

|

House

602 JUANITA CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1306 PEDRO CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$300,000

3 beds

|

2 baths

|

1,533 sq ft

|

House

1306 PEDRO CT, THE VILLAGES, FL, 32159
Community: The Villages®

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1,117 homes
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