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Leesburg, FL 55+ active adult communities & homes for sale - Page 2

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
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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
New Royal Highlands 21850 TARTAN ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$374,500

3 beds

|

2 baths

|

1,949 sq ft

|

House

21850 TARTAN ST, LEESBURG, FL, 34748
Community: Royal Highlands
New Plantation at Leesburg 25040 BETTON HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$184,900

2 beds

|

2 baths

|

1,428 sq ft

|

Manufactured Home

25040 BETTON HL, LEESBURG, FL, 34748
New Harbor Hills Country Club 5441 GROVE MNR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$395,000

3 beds

|

2 baths

|

1,930 sq ft

|

House

5441 GROVE MNR, LADY LAKE, FL, 32159
The Villages® 4157 COLLERETTE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$479,900

3 beds

|

2 baths

|

1,949 sq ft

|

House

4157 COLLERETTE CT, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1456 HONEA PATH, THE VILLAGES, FL, 32162, The Villages, FL 32162
$699,900

3 beds

|

2 baths

|

2,021 sq ft

|

House

1456 HONEA PATH, THE VILLAGES, FL, 32162
Community: The Villages®
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Questions? Call us: (352) 805-1035
The Villages® 632 DELGADO AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$399,900

2 beds

|

2 baths

|

1,139 sq ft

|

Villa

632 DELGADO AVE, LADY LAKE, FL, 32159
Community: The Villages®
New The Villages® 3079 NUTWOOD AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$295,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3079 NUTWOOD AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
New Royal Highlands 21623 REGENCY PARK LN, LEESBURG, FL, 347..., Leesburg, FL 34748
$385,000

3 beds

|

2 baths

|

1,909 sq ft

|

House

21623 REGENCY PARK LN, LEESBURG, FL, 347...
Community: Royal Highlands
The Villages® 2921 EVINSTON CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$600,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

2921 EVINSTON CT, THE VILLAGES, FL, 3216...
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® 164 PALERMO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$500,000

4 beds

|

3 baths

|

2,202 sq ft

|

House

164 PALERMO PL, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 297 EMMALEE PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$300,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

297 EMMALEE PL, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 3818 INFINITY RUN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$375,000

3 beds

|

2 baths

|

1,501 sq ft

|

House

3818 INFINITY RUN, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 2063 THORNTON TER, THE VILLAGES, FL, 321..., The Villages, FL 32162
$280,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2063 THORNTON TER, 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® 791 ENISGROVE WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$465,000

3 beds

|

2 baths

|

1,956 sq ft

|

House

791 ENISGROVE WAY, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 9191 SE 166TH SPRUNG LN, THE VILLAGES, F..., The Villages, FL 32162
$365,000

2 beds

|

2 baths

|

1,152 sq ft

|

Villa

9191 SE 166TH SPRUNG LN, THE VILLAGES, F...
Community: The Villages®
The Villages® 7858 SE 171ST BUCHANAN PL, THE VILLAGES,..., The Villages, FL 32162
$300,000

2 beds

|

2 baths

|

1,186 sq ft

|

Villa

7858 SE 171ST BUCHANAN PL, THE VILLAGES,...
Community: The Villages®
The Villages® 2864 MANOR DOWNS, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$485,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

2864 MANOR DOWNS, THE VILLAGES, FL, 3216...
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® 1485 DALZELL CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$700,000

3 beds

|

2 baths

|

2,025 sq ft

|

House

1485 DALZELL CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 9179 SE 167TH FORD ST, THE VILLAGES, FL,..., The Villages, FL 32162
$315,000

2 beds

|

2 baths

|

1,152 sq ft

|

Villa

9179 SE 167TH FORD ST, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 2306 OAK BEND PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$300,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2306 OAK BEND PL, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 807 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$270,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

807 RAMOS DR, 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
The Villages® 1705 STAUNTON ST, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$310,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

1705 STAUNTON ST, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1169 CALGARY ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$340,000

2 beds

|

2 baths

|

1,220 sq ft

|

House

1169 CALGARY ST, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 741 ROYAL PALM AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$164,900

2 beds

|

2 baths

|

1,056 sq ft

|

Manufactured Home

741 ROYAL PALM AVE, THE VILLAGES, FL, 32...
Community: The Villages®
New The Villages® 620 NUEVO LEON LN, THE VILLAGES, FL, 321..., The Villages, FL 32159
$329,900

2 beds

|

2 baths

|

1,210 sq ft

|

Villa

620 NUEVO LEON LN, 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.
New The Villages® 876 RADCLIFE BEREA PL, THE VILLAGES, FL,..., The Villages, FL 32162
$290,000

2 beds

|

2 baths

|

1,228 sq ft

|

Villa

876 RADCLIFE BEREA PL, THE VILLAGES, FL,...
Community: The Villages®
New Kings Ridge 3827 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$266,000

2 beds

|

2 baths

|

1,465 sq ft

|

House

3827 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 523 SAN PEDRO DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$259,000

2 beds

|

2 baths

|

1,140 sq ft

|

House

523 SAN PEDRO DR, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 7177 SE 172ND HAZELWOOD LOOP, THE VILLAG..., The Villages, FL 32162
$448,500

3 beds

|

2 baths

|

1,918 sq ft

|

House

7177 SE 172ND HAZELWOOD LOOP, THE VILLAG...
Community: The Villages®
The Villages® 2907 BARBOZA DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$235,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2907 BARBOZA DR, 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® 1613 CHERRY HILL RD, THE VILLAGES, FL, 3..., The Villages, FL 32159
$290,500

2 beds

|

2 baths

|

1,357 sq ft

|

House

1613 CHERRY HILL RD, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 901 CHULA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$307,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

901 CHULA CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1568 BLACK LAKE DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$2,585,000

4 beds

|

5 baths

|

4,654 sq ft

|

House

1568 BLACK LAKE DR, THE VILLAGES, FL, 32...
Community: The Villages®
New Kings Ridge 3542 CHESSINGTON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$399,000

3 beds

|

2 baths

|

1,811 sq ft

|

House

3542 CHESSINGTON ST, 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.
The Villages® 2473 BUTTONWOOD RUN, THE VILLAGES, FL, 3..., The Villages, FL 32162
$345,000

3 beds

|

2 baths

|

1,463 sq ft

|

House

2473 BUTTONWOOD RUN, THE VILLAGES, FL, 3...
Community: The Villages®
Legacy of Leesburg 5304 FANTASY WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$349,900

3 beds

|

2 baths

|

2,087 sq ft

|

House

5304 FANTASY WAY, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Lakeside Landings 10173 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484
$559,900

4 beds

|

2 baths

|

2,168 sq ft

|

House

10173 LAKE MIONA WAY, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 8617 SE 168TH KITTREDGE LOOP, THE VILLAG..., The Villages, FL 32162
$450,000

3 beds

|

2 baths

|

1,850 sq ft

|

House

8617 SE 168TH KITTREDGE LOOP, THE VILLAG...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New Heritage Hills 3856 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$495,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3856 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 3759 ORIENT AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$449,900

3 beds

|

2 baths

|

1,930 sq ft

|

House

3759 ORIENT AVE, THE VILLAGES, FL, 32163
Community: The Villages®

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