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Leesburg, FL 55+ active adult communities & homes for sale - Page 20

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 12205 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$268,800

3 beds

|

2 baths

|

1,475 sq ft

|

House

12205 SE 173RD PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 9199 SE 171ST COOPER LOOP, THE VILLAGES,..., The Villages, FL 32162
$420,000

3 beds

|

2 baths

|

1,850 sq ft

|

House

9199 SE 171ST COOPER LOOP, THE VILLAGES,...
Community: The Villages®
Lakeside Landings 10063 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484
$429,800

3 beds

|

2 baths

|

2,066 sq ft

|

House

10063 LAKE MIONA WAY, OXFORD, FL, 34484
Community: Lakeside Landings
Del Webb Minneola 1109 CANOPY VIEW WAY, MINNEOLA, FL, 3471..., Minneola, FL 34715
$609,120

3 beds

|

2 baths

|

2,214 sq ft

|

House

1109 CANOPY VIEW WAY, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Scottish Highlands 305 BRIGADOON CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$212,000

2 beds

|

2 baths

|

1,270 sq ft

|

House

305 BRIGADOON CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
Legacy of Leesburg 5135 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$344,900

3 beds

|

2 baths

|

2,055 sq ft

|

House

5135 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Spruce Creek South 10599 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$214,900

2 beds

|

2 baths

|

1,008 sq ft

|

House

10599 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Harbor Hills Country Club 6145 SPINNAKER LOOP, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$638,900

4 beds

|

3 baths

|

3,294 sq ft

|

House

6145 SPINNAKER LOOP, LADY LAKE, FL, 3215...
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® 16899 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162
$305,000

2 beds

|

2 baths

|

1,452 sq ft

|

House

16899 SE 96TH CHAPELWOOD CIR, THE VILLAG...
Community: The Villages®
The Villages® 4239 DESKIN LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$865,000

3 beds

|

2 baths

|

1,925 sq ft

|

House

4239 DESKIN LN, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 631 ENCONTO ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$319,000

2 beds

|

2 baths

|

1,128 sq ft

|

House

631 ENCONTO ST, LADY LAKE, FL, 32159
Community: The Villages®
Legacy of Leesburg 27135 NOSTALGIA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$435,000

3 beds

|

3 baths

|

2,511 sq ft

|

House

27135 NOSTALGIA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Lakeside Landings 5318 EDGEWATER WAY # 10, OXFORD, FL, 344..., Oxford, FL 34484
$239,000

2 beds

|

2 baths

|

1,281 sq ft

|

Condo

5318 EDGEWATER WAY # 10, OXFORD, FL, 344...
Community: Lakeside Landings
The Villages® 2895 APACHE CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$449,900

3 beds

|

2 baths

|

1,865 sq ft

|

House

2895 APACHE CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 2368 BRANCHVILLE TER, THE VILLAGES, FL, ..., The Villages, FL 32162
$299,000

2 beds

|

2 baths

|

1,298 sq ft

|

Villa

2368 BRANCHVILLE TER, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 725 CAMELIA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$160,000

2 beds

|

2 baths

|

1,202 sq ft

|

Manufactured Home

725 CAMELIA CT, 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.
The Villages® 3441 POSSEHL PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$279,900

2 beds

|

2 baths

|

1,148 sq ft

|

Villa

3441 POSSEHL PL, THE VILLAGES, FL, 32163
Community: The Villages®
Arlington Ridge 27327 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$379,000

3 beds

|

2 baths

|

1,712 sq ft

|

House

27327 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 17600 SE 88TH COVINGTON CIR, THE VILLAGE..., The Villages, FL 32162
$660,000

3 beds

|

2 baths

|

2,580 sq ft

|

House

17600 SE 88TH COVINGTON CIR, THE VILLAGE...
Community: The Villages®
The Villages® 9089 SE 177TH BELMONT PL, THE VILLAGES, ..., The Villages, FL 32162
$299,999

2 beds

|

2 baths

|

1,283 sq ft

|

House

9089 SE 177TH BELMONT PL, THE VILLAGES, ...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Kings Ridge 2289 TWICKINGHAM CT, CLERMONT, FL, 34711, Clermont, FL 34711
$399,000

3 beds

|

2 baths

|

2,154 sq ft

|

House

2289 TWICKINGHAM CT, CLERMONT, FL, 34711
Community: Kings Ridge
Pennbrooke Fairways 33236 GRAND CYPRESS WAY, LEESBURG, FL, 3..., Leesburg, FL 34748
$299,247

3 beds

|

2 baths

|

1,598 sq ft

|

House

33236 GRAND CYPRESS WAY, LEESBURG, FL, 3...
Community: Pennbrooke Fairways
Pennbrooke Fairways 305 RANCHWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,247

2 beds

|

2 baths

|

1,631 sq ft

|

House

305 RANCHWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Pennbrooke Fairways 910 EAGLES LNDG, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,247

3 beds

|

2 baths

|

1,807 sq ft

|

House

910 EAGLES LNDG, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
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 5839 WOODLAND MOSS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$327,000

3 beds

|

2 baths

|

1,993 sq ft

|

House

5839 WOODLAND MOSS WAY, LEESBURG, FL, 34...
Community: Legacy of Leesburg
Legacy of Leesburg 5543 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$285,000

3 beds

|

2 baths

|

1,621 sq ft

|

House

5543 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Legacy of Leesburg 27400 ORCHID GLADE ST, LEESBURG, FL, 347..., Leesburg, FL 34748
$379,000

3 beds

|

2 baths

|

1,804 sq ft

|

House

27400 ORCHID GLADE ST, LEESBURG, FL, 347...
Community: Legacy of Leesburg
Legacy of Leesburg 5422 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$315,000

3 beds

|

2 baths

|

1,745 sq ft

|

House

5422 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Legacy of Leesburg 5714 CELEBRATION WAY, LEESBURG, FL, 3474..., Leesburg, FL 34748
$295,000

3 beds

|

2 baths

|

1,632 sq ft

|

House

5714 CELEBRATION WAY, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 862 BOWDEN RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$509,900

3 beds

|

2 baths

|

1,950 sq ft

|

House

862 BOWDEN RD, THE VILLAGES, FL, 32163
Community: The Villages®
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® 712 JASON DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$215,000

2 beds

|

2 baths

|

1,292 sq ft

|

Manufactured Home

712 JASON DR, THE VILLAGES, FL, 32159
Community: The Villages®
Spruce Creek South 17937 SE 107TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$244,900

3 beds

|

2 baths

|

1,450 sq ft

|

House

17937 SE 107TH TER, 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.
Plantation at Leesburg 3533 HUNTSVILLE LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$344,000

2 beds

|

2 baths

|

2,426 sq ft

|

House

3533 HUNTSVILLE LN, LEESBURG, FL, 34748
The Villages® 867 CORTEZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$389,000

3 beds

|

2 baths

|

1,770 sq ft

|

House

867 CORTEZ AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Kings Ridge 4012 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$309,900

2 beds

|

2 baths

|

1,679 sq ft

|

House

4012 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Harbor Hills Country Club 5311 SADDLEBACK CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$399,950

3 beds

|

2 baths

|

2,256 sq ft

|

House

5311 SADDLEBACK CT, LADY LAKE, FL, 32159
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1007 ALOHA WAY, THE VILLAGES, FL, 32159, The Villages, FL 32159
$149,400

2 beds

|

2 baths

|

1,152 sq ft

|

Mobile Home

1007 ALOHA WAY, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 2879 REMINGTON RD, THE VILLAGES, FL, 321..., The Villages, FL 32162
$399,900

3 beds

|

2 baths

|

1,699 sq ft

|

Villa

2879 REMINGTON RD, THE VILLAGES, FL, 321...
Community: The Villages®

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