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

1,151 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 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
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
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
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 (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
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
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
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 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
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 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
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
The Villages® 1068 BURNETTOWN PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$629,900

3 beds

|

2 baths

|

1,837 sq ft

|

Villa

1068 BURNETTOWN PL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1930 RHETT RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$319,900

2 beds

|

2 baths

|

1,434 sq ft

|

Villa

1930 RHETT RD, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 2643 JUPITER WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$775,000

3 beds

|

2 baths

|

1,943 sq ft

|

House

2643 JUPITER WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
Baytree 615 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$250,000

3 beds

|

2 baths

|

1,209 sq ft

|

House

615 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
The Villages® 17648 SE 93RD BUTLER CT, THE VILLAGES, F..., The Villages, FL 32162
$299,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

17648 SE 93RD BUTLER CT, THE VILLAGES, F...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1707 GOMEZ PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$279,900

2 beds

|

2 baths

|

1,344 sq ft

|

House

1707 GOMEZ PL, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1214 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$359,900

2 beds

|

2 baths

|

1,146 sq ft

|

Villa

1214 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 4946 NE 124TH RD, OXFORD, FL, 34484, Oxford, FL 34484
$405,000

3 beds

|

3 baths

|

2,547 sq ft

|

House

4946 NE 124TH RD, OXFORD, FL, 34484
Community: The Villages®
The Villages® 1806 QUEENSBURY TER, THE VILLAGES, FL, 3..., The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

1806 QUEENSBURY TER, THE VILLAGES, FL, 3...
Community: The Villages®
Arlington Ridge 26669 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748
$350,000

3 beds

|

2 baths

|

1,718 sq ft

|

House

26669 OTTER CREEK LN, LEESBURG, FL, 3474...
Community: Arlington 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.
Stonecrest 12271 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$396,000

4 beds

|

3 baths

|

2,246 sq ft

|

House

12271 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Trilogy® Orlando 615 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736
$349,900

2 beds

|

3 baths

|

2,009 sq ft

|

House

615 CONSERVATION BLVD, GROVELAND, FL, 34...
Community: Trilogy® Orlando
The Villages® 5845 STORMS AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$1,042,000

3 beds

|

2 baths

|

2,627 sq ft

|

House

5845 STORMS AVE, THE VILLAGES, FL, 32163
Community: The Villages®
New The Villages® 622 MAYBANK LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$799,900

3 beds

|

2 baths

|

2,548 sq ft

|

House

622 MAYBANK LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
New The Villages® 705 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$238,900

3 beds

|

2 baths

|

1,680 sq ft

|

Manufactured Home

705 OAK BLVD, WILDWOOD, FL, 34785
Community: The Villages®
New Stonecrest 12414 SE 176TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$489,750

3 beds

|

3 baths

|

2,071 sq ft

|

House

12414 SE 176TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New Spruce Creek South 17513 SE 95TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$230,000

2 beds

|

2 baths

|

1,390 sq ft

|

House

17513 SE 95TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
New The Villages® 1186 TRAPPERS CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$420,000

3 beds

|

2 baths

|

1,416 sq ft

|

Villa

1186 TRAPPERS CT, THE VILLAGES, FL, 3216...
Community: The Villages®
New Trilogy® Orlando 100 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736
$299,990

2 beds

|

2 baths

|

1,808 sq ft

|

House

100 FLAME VINE WAY, GROVELAND, FL, 34736
Community: Trilogy® Orlando
New The Villages® 3459 OLDHAM LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$409,900

3 beds

|

2 baths

|

1,446 sq ft

|

Villa

3459 OLDHAM LN, 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.
New Stonecrest 17584 SE 119TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$285,000

3 beds

|

2 baths

|

1,482 sq ft

|

House

17584 SE 119TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
New The Villages® 578 STATESBURG ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$395,000

3 beds

|

2 baths

|

1,685 sq ft

|

Villa

578 STATESBURG ST, THE VILLAGES, FL, 321...
Community: The Villages®
New Pennbrooke Fairways 639 NE COTTAGE PARK LN, LEESBURG, FL, 34..., Leesburg, FL 34748
$119,500

1 beds

|

1 baths

|

560 sq ft

|

Manufactured Home

639 NE COTTAGE PARK LN, LEESBURG, FL, 34...
Community: Pennbrooke Fairways
New Lakeside Landings 5408 ADMIRAL WAY 11-202, OXFORD, FL, 344..., Oxford, FL 34484
$220,000

3 beds

|

2 baths

|

1,291 sq ft

|

Townhouse

5408 ADMIRAL WAY 11-202, OXFORD, FL, 344...
Community: Lakeside Landings
New Spruce Creek South 17926 SE 97TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$255,000

2 beds

|

2 baths

|

1,296 sq ft

|

House

17926 SE 97TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
New The Villages® 2493 BACHMAN PATH, THE VILLAGES, FL, 321..., The Villages, FL 32162
$590,000

3 beds

|

2 baths

|

2,117 sq ft

|

House

2493 BACHMAN PATH, THE VILLAGES, FL, 321...
Community: The Villages®
New The Villages® 1207 PALMETTO DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$245,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

1207 PALMETTO DR, THE VILLAGES, FL, 3215...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New The Villages® 756 ENDICOTT WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$550,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

756 ENDICOTT WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
New The Villages® 1722 ENRIQUE DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$799,000

3 beds

|

2 baths

|

2,429 sq ft

|

House

1722 ENRIQUE DR, THE VILLAGES, FL, 32159
Community: The Villages®
New The Villages® 17362 SE 76TH FLINTLOCK TER, THE VILLAGE..., The Villages, FL 32162
$399,999

3 beds

|

2 baths

|

1,392 sq ft

|

House

17362 SE 76TH FLINTLOCK TER, THE VILLAGE...
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® 3146 JACQUELINE WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$819,900

3 beds

|

3 baths

|

1,869 sq ft

|

House

3146 JACQUELINE WAY, THE VILLAGES, FL, 3...
Community: The Villages®
New The Villages® 1830 MADERO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$274,990

3 beds

|

2 baths

|

1,572 sq ft

|

House

1830 MADERO DR, THE VILLAGES, FL, 32159
Community: The Villages®
New The Villages® 3203 ISLAWILD WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$345,000

3 beds

|

2 baths

|

1,542 sq ft

|

House

3203 ISLAWILD WAY, THE VILLAGES, FL, 321...
Community: The Villages®
New The Villages® 2425 BOILING SPRINGS CT, THE VILLAGES, F..., The Villages, FL 32162
$569,900

3 beds

|

2 baths

|

2,000 sq ft

|

House

2425 BOILING SPRINGS CT, THE VILLAGES, F...
Community: The Villages®
New Kings Ridge 4243 NEWLAND ST, CLERMONT, FL, 34711, Clermont, FL 34711
$321,900

3 beds

|

2 baths

|

1,735 sq ft

|

House

4243 NEWLAND ST, CLERMONT, FL, 34711
Community: Kings Ridge
New The Villages® 1230 GRANADA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$299,000

2 beds

|

2 baths

|

1,383 sq ft

|

House

1230 GRANADA CT, THE VILLAGES, FL, 32159
Community: The Villages®
New Stonecrest 11337 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$259,900

2 beds

|

2 baths

|

1,502 sq ft

|

House

11337 SE 175TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
New Legacy of Leesburg 5368 BUTTERFLY CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$325,000

3 beds

|

2 baths

|

1,991 sq ft

|

House

5368 BUTTERFLY CT, 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
New The Villages® 2445 BUTTONWOOD RUN, THE VILLAGES, FL, 3..., The Villages, FL 32162
$749,000

4 beds

|

2 baths

|

2,053 sq ft

|

House

2445 BUTTONWOOD RUN, THE VILLAGES, FL, 3...
Community: The Villages®
New Harbor Hills Country Club 5123 GROVE MNR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$328,500

3 beds

|

2 baths

|

1,519 sq ft

|

House

5123 GROVE MNR, LADY LAKE, FL, 32159
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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