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Leesburg, FL 55+ active adult communities & homes for sale - Page 5

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
Arlington Ridge 26712 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748
$299,999

2 beds

|

2 baths

|

2,211 sq ft

|

House

26712 AUGUSTA SPRINGS CIR, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 17167 SE 76TH BOXBURY CT, THE VILLAGES, ..., The Villages, FL 32162
$264,990

2 beds

|

2 baths

|

1,194 sq ft

|

House

17167 SE 76TH BOXBURY CT, THE VILLAGES, ...
Community: The Villages®
The Villages® 5672 GRIMES CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$459,900

3 beds

|

2 baths

|

1,791 sq ft

|

Villa

5672 GRIMES CT, THE VILLAGES, FL, 32163
Community: The Villages®
Trilogy® Orlando 115 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736
$330,000

3 beds

|

2 baths

|

1,856 sq ft

|

House

115 CRESCENT MOON DR, GROVELAND, FL, 347...
Community: Trilogy® Orlando
The Villages® 4106 VICTORY DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$479,000

3 beds

|

2 baths

|

1,904 sq ft

|

House

4106 VICTORY DR, 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® 207 DESOTA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$450,000

3 beds

|

2 baths

|

1,889 sq ft

|

House

207 DESOTA CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 2561 BIRCH AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$335,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

2561 BIRCH AVE, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2019 THURMOND AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$265,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

2019 THURMOND AVE, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 2408 CARRIAGE HILL WAY, THE VILLAGES, FL..., The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

2408 CARRIAGE HILL WAY, THE VILLAGES, FL...
Community: The Villages®
The Villages® 1000 KENOVA AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$340,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1000 KENOVA AVE, THE VILLAGES, FL, 32162
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® 2013 SANTO DOMINGO DR, THE VILLAGES, FL,..., The Villages, FL 32159
$450,000

3 beds

|

2 baths

|

2,015 sq ft

|

House

2013 SANTO DOMINGO DR, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 2778 EDWARDS LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$259,900

2 beds

|

2 baths

|

1,100 sq ft

|

House

2778 EDWARDS LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 608 DELGADO AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$279,000

2 beds

|

2 baths

|

1,094 sq ft

|

Villa

608 DELGADO AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Del Webb Minneola 1143 CROWNING RIDGE WAY, MINNEOLA, FL, 3..., Minneola, FL 34715
$442,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

1143 CROWNING RIDGE WAY, MINNEOLA, FL, 3...
Community: Del Webb Minneola
The Villages® 366 TROY LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$498,500

3 beds

|

2 baths

|

2,235 sq ft

|

House

366 TROY LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 728 PRADO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$249,000

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

728 PRADO DR, 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
The Villages® 1671 OSPREY AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1671 OSPREY AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Royal Highlands 4841 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$285,000

3 beds

|

2 baths

|

2,197 sq ft

|

House

4841 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
Highland Lakes 6433 WILANDER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$350,000

3 beds

|

2 baths

|

1,708 sq ft

|

House

6433 WILANDER ST, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 1420 FAIRWAY ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1420 FAIRWAY ST, THE VILLAGES, FL, 32162
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.
Trilogy® Orlando 508 NARROW VIEW LN, GROVELAND, FL, 34736, Groveland, FL 34736
$435,000

2 beds

|

2 baths

|

1,835 sq ft

|

House

508 NARROW VIEW LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 2140 ESTEVEZ DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$255,000

2 beds

|

2 baths

|

1,143 sq ft

|

House

2140 ESTEVEZ DR, LADY LAKE, FL, 32159
Community: The Villages®
Cresswind at Lake Harris 1459 SANTORINI WAY, TAVARES, FL, 32778, Tavares, FL 32778
$394,990

2 beds

|

2 baths

|

1,434 sq ft

|

House

1459 SANTORINI WAY, TAVARES, FL, 32778
Royal Harbor 6274 SAILBOAT AVE, TAVARES, FL, 32778, Tavares, FL 32778
$875,000

5 beds

|

3 baths

|

3,323 sq ft

|

House

6274 SAILBOAT AVE, TAVARES, FL, 32778
Community: Royal Harbor
Plantation at Leesburg 24947 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$275,000

3 beds

|

2 baths

|

1,653 sq ft

|

House

24947 CRANES ROOST CIR, LEESBURG, FL, 34...
Trilogy® Orlando 340 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$330,000

2 beds

|

2 baths

|

1,568 sq ft

|

House

340 ALCOVE DR, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 1806 ENGLEWOOD ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$265,000

3 beds

|

2 baths

|

1,229 sq ft

|

House

1806 ENGLEWOOD ST, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 9304 SE 170TH HUMPHREYS LOOP, THE VILLAG..., The Villages, FL 32162
$359,750

3 beds

|

2 baths

|

1,678 sq ft

|

House

9304 SE 170TH HUMPHREYS LOOP, THE VILLAG...
Community: The Villages®
The Villages® 3074 BRINE WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$344,900

3 beds

|

2 baths

|

1,846 sq ft

|

House

3074 BRINE WAY, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 4274 CASSANDRA CT, THE VILLAGES, FL, 321..., The Villages, FL 32163
$1,025,000

4 beds

|

3 baths

|

2,270 sq ft

|

House

4274 CASSANDRA CT, 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.
The Villages® 1222 ZAPATA PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$179,000

2 beds

|

1 baths

|

936 sq ft

|

Manufactured Home

1222 ZAPATA PL, LADY LAKE, FL, 32159
Community: The Villages®
Plantation at Leesburg 4730 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$304,900

2 beds

|

2 baths

|

1,568 sq ft

|

House

4730 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
Kings Ridge 4127 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$369,000

2 beds

|

2 baths

|

1,884 sq ft

|

House

4127 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 401 BISHOPVILLE LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,861 sq ft

|

House

401 BISHOPVILLE LOOP, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 1440 ALESIO ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$574,900

3 beds

|

2 baths

|

1,988 sq ft

|

House

1440 ALESIO ST, THE VILLAGES, FL, 32163
Community: The Villages®
Kings Ridge 3445 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$409,000

3 beds

|

2 baths

|

1,816 sq ft

|

House

3445 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Kings Ridge 3716 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$314,900

2 beds

|

2 baths

|

1,572 sq ft

|

House

3716 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 934 MOSES LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$435,000

3 beds

|

2 baths

|

2,179 sq ft

|

House

934 MOSES LOOP, 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® 433 CANTERBURY CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$305,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

433 CANTERBURY CT, THE VILLAGES, FL, 321...
Community: The Villages®
Kings Ridge 2160 ADDISON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$284,900

2 beds

|

2 baths

|

1,334 sq ft

|

House

2160 ADDISON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
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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