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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
Royal Highlands 22125 DRAW BRIDGE DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$377,000

3 beds

|

2 baths

|

2,200 sq ft

|

House

22125 DRAW BRIDGE DR, LEESBURG, FL, 3474...
Community: Royal Highlands
Royal Highlands 5518 QUEEN VICTORIA DR, LEESBURG, FL, 34..., Leesburg, FL 34748
$315,000

3 beds

|

2 baths

|

1,757 sq ft

|

House

5518 QUEEN VICTORIA DR, LEESBURG, FL, 34...
Community: Royal Highlands
The Villages® 17096 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162
$315,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

17096 SE 96TH CHAPELWOOD CIR, THE VILLAG...
Community: The Villages®
Arlington Ridge 26812 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748
$499,900

4 beds

|

3 baths

|

2,318 sq ft

|

House

26812 AUGUSTA SPRINGS CIR, LEESBURG, FL,...
Community: Arlington Ridge
Lakeside Landings 10274 JULIA ISLES AVE, OXFORD, FL, 34484, Oxford, FL 34484
$355,000

3 beds

|

2 baths

|

1,616 sq ft

|

House

10274 JULIA ISLES AVE, OXFORD, FL, 34484
Community: Lakeside Landings
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 16914 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

16914 SE 96TH CHAPELWOOD CIR, THE VILLAG...
Community: The Villages®
Plantation at Leesburg 25800 BELLE HELENE, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,900

3 beds

|

2 baths

|

1,653 sq ft

|

House

25800 BELLE HELENE, LEESBURG, FL, 34748
The Villages® 1258 WEATON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$359,000

3 beds

|

2 baths

|

1,477 sq ft

|

House

1258 WEATON CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 16846 SE 80TH BELLAVISTA CIR, THE VILLAG..., The Villages, FL 32162
$575,000

2 beds

|

2 baths

|

1,906 sq ft

|

House

16846 SE 80TH BELLAVISTA CIR, THE VILLAG...
Community: The Villages®
Spruce Creek South 17855 SE 99TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$265,000

2 beds

|

2 baths

|

1,678 sq ft

|

House

17855 SE 99TH AVE, SUMMERFIELD, FL, 3449...
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.
The Villages® 805 ROYAL PALM AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$149,500

2 beds

|

2 baths

|

984 sq ft

|

Manufactured Home

805 ROYAL PALM AVE, THE VILLAGES, FL, 32...
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
Stonecrest 17784 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$412,000

3 beds

|

3 baths

|

1,832 sq ft

|

Villa

17784 SE 115TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 2912 BARBOZA DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$235,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2912 BARBOZA DR, THE VILLAGES, FL, 32162
Community: The Villages®
Royal Highlands 5430 SIR CHURCHILL DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$292,000

3 beds

|

2 baths

|

1,986 sq ft

|

House

5430 SIR CHURCHILL DR, LEESBURG, FL, 347...
Community: Royal Highlands
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Lakeside Landings 5129 JAREDS LANDING WAY, OXFORD, FL, 344..., Oxford, FL 34484
$499,000

3 beds

|

2 baths

|

2,296 sq ft

|

House

5129 JAREDS LANDING WAY, OXFORD, FL, 344...
Community: Lakeside Landings
Plantation at Leesburg 4242 LEAFWAY CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$410,000

2 beds

|

2 baths

|

2,297 sq ft

|

House

4242 LEAFWAY CIR, LEESBURG, FL, 34748
Summit Greens 2817 FALCON RDG, CLERMONT, FL, 34711, Clermont, FL 34711
$429,000

3 beds

|

3 baths

|

2,300 sq ft

|

House

2817 FALCON RDG, CLERMONT, FL, 34711
Community: Summit Greens
The Villages® 1675 WESTMINSTER CT, THE VILLAGES, FL, 3..., The Villages, FL 32162
$384,247

3 beds

|

2 baths

|

1,587 sq ft

|

House

1675 WESTMINSTER CT, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 1307 GALINDO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$359,000

3 beds

|

2 baths

|

1,872 sq ft

|

House

1307 GALINDO PL, 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.
Legacy of Leesburg 27121 GREENFLY ORCHID LN, LEESBURG, FL, ..., Leesburg, FL 34748
$275,000

3 beds

|

2 baths

|

1,478 sq ft

|

House

27121 GREENFLY ORCHID LN, LEESBURG, FL, ...
Community: Legacy of Leesburg
Trilogy® Orlando 228 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$455,000

2 beds

|

2 baths

|

2,197 sq ft

|

House

228 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 2552 MARIEL WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$287,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2552 MARIEL WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Summit Greens 793 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$370,000

2 beds

|

2 baths

|

1,731 sq ft

|

House

793 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
The Villages® 1083 JACKSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$349,900

2 beds

|

2 baths

|

1,187 sq ft

|

House

1083 JACKSON ST, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 5371 WARM SPRINGS AVE, WILDWOOD, FL, 347..., Wildwood, FL 34785
$275,000

2 beds

|

1 baths

|

696 sq ft

|

House

5371 WARM SPRINGS AVE, WILDWOOD, FL, 347...
Community: The Villages®
Highland Lakes 26104 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$245,000

2 beds

|

2 baths

|

1,124 sq ft

|

House

26104 NEWCOMBE CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Plantation at Leesburg 25119 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$195,000

2 beds

|

2 baths

|

1,328 sq ft

|

House

25119 CRANES ROOST CIR, LEESBURG, FL, 34...
Trilogy® Orlando 105 CUPANIA CT, GROVELAND, FL, 34736, Groveland, FL 34736
$329,900

2 beds

|

2 baths

|

1,469 sq ft

|

House

105 CUPANIA CT, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Lakeside Landings 5368 COMPASS PT # 202, OXFORD, FL, 34484, Oxford, FL 34484
$234,900

2 beds

|

2 baths

|

1,402 sq ft

|

Condo

5368 COMPASS PT # 202, OXFORD, FL, 34484
Community: Lakeside Landings
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 642 GLEN OAKS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$224,247

2 beds

|

2 baths

|

1,632 sq ft

|

House

642 GLEN OAKS DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 1712 GALLOWAY DR, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$515,000

3 beds

|

2 baths

|

1,696 sq ft

|

Villa

1712 GALLOWAY DR, THE VILLAGES, FL, 3216...
Community: The Villages®
Pennbrooke Fairways 32831 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$318,000

3 beds

|

2 baths

|

1,757 sq ft

|

House

32831 TIMBERWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Trilogy® Orlando 100 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$420,000

3 beds

|

2 baths

|

1,564 sq ft

|

House

100 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Harbor Hills Country Club 5556 GROVE MNR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$320,000

3 beds

|

2 baths

|

1,525 sq ft

|

House

5556 GROVE MNR, LADY LAKE, FL, 32159
Arlington Ridge 27327 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$385,000

3 beds

|

2 baths

|

1,712 sq ft

|

House

27327 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 1225 EDGEWATER LN, THE VILLAGES, FL, 321..., The Villages, FL 32162
$791,000

3 beds

|

2 baths

|

1,491 sq ft

|

House

1225 EDGEWATER LN, THE VILLAGES, FL, 321...
Community: The Villages®
Scottish Highlands 803 DUNDEE CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$259,000

2 beds

|

2 baths

|

1,436 sq ft

|

House

803 DUNDEE CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 3567 INFINITY RUN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$529,900

3 beds

|

2 baths

|

2,035 sq ft

|

House

3567 INFINITY RUN, THE VILLAGES, FL, 321...
Community: The Villages®

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1,141 homes near Leesburg
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