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Leesburg, FL 55+ active adult communities & homes for sale - Page 16

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
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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Lakeside Landings
$100ks - $300ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 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
Heritage Hills 3651 LIMESTONE ST, CLERMONT, FL, 34711, Clermont, FL 34711
$399,000

3 beds

|

2 baths

|

1,845 sq ft

|

House

3651 LIMESTONE ST, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 2134 TALLSMAN CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$1,100,000

4 beds

|

2 baths

|

3,883 sq ft

|

House

2134 TALLSMAN CT, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 16913 SE 88TH TRUMBULL TER, THE VILLAGES..., The Villages, FL 32162
$575,250

3 beds

|

2 baths

|

1,924 sq ft

|

House

16913 SE 88TH TRUMBULL TER, THE VILLAGES...
Community: The Villages®
The Villages® 2983 SAINT THOMAS LN, THE VILLAGES, FL, ..., The Villages, FL 32162
$615,000

3 beds

|

2 baths

|

2,228 sq ft

|

House

2983 SAINT THOMAS LN, THE VILLAGES, FL, ...
Community: The Villages®
Scottish Highlands 1144 BEN MORE DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$199,900

2 beds

|

2 baths

|

1,213 sq ft

|

House

1144 BEN MORE DR, LEESBURG, FL, 34788
Community: Scottish Highlands
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Arlington Ridge 26657 MANASSAS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$430,000

3 beds

|

2 baths

|

1,832 sq ft

|

House

26657 MANASSAS DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Royal Highlands 21811 KING HENRY AVE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$334,900

3 beds

|

2 baths

|

1,918 sq ft

|

House

21811 KING HENRY AVE, LEESBURG, FL, 3474...
Community: Royal Highlands
The Villages® 1569 OLAR CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$485,900

3 beds

|

2 baths

|

1,999 sq ft

|

House

1569 OLAR CT, THE VILLAGES, FL, 32162
Community: The Villages®
Trilogy® Orlando 329 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$425,000

2 beds

|

2 baths

|

1,808 sq ft

|

House

329 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
The Villages® 1134 FIELDBROOK WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$485,500

3 beds

|

2 baths

|

1,860 sq ft

|

House

1134 FIELDBROOK WAY, 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® 510 BONITA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$180,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

510 BONITA DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1449 MURRELLS INLET LOOP, THE VILLAGES, ..., The Villages, FL 32162
$329,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1449 MURRELLS INLET LOOP, THE VILLAGES, ...
Community: The Villages®
Royal Highlands 5729 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$424,900

3 beds

|

3 baths

|

2,402 sq ft

|

House

5729 KING JAMES AVE, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 17385 SE 78TH DRAUGHTON CT, THE VILLAGES..., The Villages, FL 32162
$250,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

17385 SE 78TH DRAUGHTON CT, THE VILLAGES...
Community: The Villages®
The Villages® 5719 SPARTINA TER, THE VILLAGES, FL, 321..., The Villages, FL 32163
$279,000

2 beds

|

2 baths

|

1,258 sq ft

|

Villa

5719 SPARTINA TER, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 3552 GROUBY RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$309,900

2 beds

|

2 baths

|

1,203 sq ft

|

Villa

3552 GROUBY RD, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 2129 ZARAGOZA PL, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$370,000

3 beds

|

2 baths

|

1,669 sq ft

|

House

2129 ZARAGOZA PL, THE VILLAGES, FL, 3215...
Community: The Villages®
Kings Ridge 2282 FENTON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

3 beds

|

2 baths

|

1,896 sq ft

|

House

2282 FENTON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 1717 FRANCISCO ST, THE VILLAGES, FL, 321..., The Villages, FL 32159
$329,000

2 beds

|

2 baths

|

1,214 sq ft

|

Villa

1717 FRANCISCO ST, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 2747 DYSON LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$280,000

2 beds

|

2 baths

|

1,203 sq ft

|

Villa

2747 DYSON LOOP, THE VILLAGES, FL, 32163
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® 4362 WATCH HILL ST, THE VILLAGES, FL, 32..., The Villages, FL 32163
$499,500

3 beds

|

2 baths

|

1,950 sq ft

|

House

4362 WATCH HILL ST, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1271 WHEELING WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$399,999

3 beds

|

2 baths

|

2,088 sq ft

|

House

1271 WHEELING WAY, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 771 FENWICK LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$305,000

2 beds

|

2 baths

|

1,275 sq ft

|

House

771 FENWICK LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 529 RAINBOW BLVD, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$220,000

2 beds

|

2 baths

|

1,344 sq ft

|

Manufactured Home

529 RAINBOW BLVD, THE VILLAGES, FL, 3215...
Community: The Villages®
Heritage Hills 4052 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$400,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

4052 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 2558 CARRINGTON CT, THE VILLAGES, FL, 32..., The Villages, FL 32162
$289,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2558 CARRINGTON CT, THE VILLAGES, FL, 32...
Community: The Villages®
Scottish Highlands 506 GALLOWAY CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$248,500

3 beds

|

2 baths

|

1,524 sq ft

|

House

506 GALLOWAY CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 9200 SE 179TH WESLEY ST, THE VILLAGES, F..., The Villages, FL 32162
$309,000

2 beds

|

2 baths

|

1,136 sq ft

|

House

9200 SE 179TH WESLEY ST, THE VILLAGES, F...
Community: The Villages®
The Villages® 2055 HYDRANGEA AVE, THE VILLAGES, FL, 32..., The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,398 sq ft

|

Villa

2055 HYDRANGEA AVE, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 313 GONZALES PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$320,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

313 GONZALES PL, 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® 1706 EL NINO ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$239,999

2 beds

|

2 baths

|

1,143 sq ft

|

Villa

1706 EL NINO ST, THE VILLAGES, FL, 32162
Community: The Villages®
Scottish Highlands 828 DUNDEE CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$244,900

3 beds

|

2 baths

|

2,189 sq ft

|

Condo

828 DUNDEE CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
Stonecrest 11972 SE 176TH PLACE RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$327,500

3 beds

|

2 baths

|

1,738 sq ft

|

House

11972 SE 176TH PLACE RD, SUMMERFIELD, FL...
Community: Stonecrest
The Villages® 17353 SE 76TH FLINTLOCK TER, THE VILLAGE..., The Villages, FL 32162
$284,900

2 beds

|

2 baths

|

1,388 sq ft

|

House

17353 SE 76TH FLINTLOCK TER, THE VILLAGE...
Community: The Villages®
The Villages® 3258 HOLLEY TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$460,000

4 beds

|

2 baths

|

2,028 sq ft

|

House

3258 HOLLEY TER, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1314 CAMERO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$509,900

3 beds

|

2 baths

|

2,257 sq ft

|

House

1314 CAMERO DR, THE VILLAGES, FL, 32159
Community: The Villages®
Harbor Hills Country Club 6053 SPINNAKER LOOP, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$619,900

3 beds

|

3 baths

|

3,024 sq ft

|

House

6053 SPINNAKER LOOP, LADY LAKE, FL, 3215...
The Villages® 683 KRIETEMEYER PATH, THE VILLAGES, FL, ..., The Villages, FL 32163
$2,000,000

4 beds

|

3 baths

|

3,345 sq ft

|

House

683 KRIETEMEYER PATH, THE VILLAGES, FL, ...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 3544 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748
$325,000

3 beds

|

2 baths

|

1,856 sq ft

|

House

3544 MOUNT HOPE LOOP, LEESBURG, FL, 3474...
Baytree 240 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$210,000

2 beds

|

2 baths

|

1,200 sq ft

|

Villa

240 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
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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