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

1,041 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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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.
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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 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
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Lakeside Landings
$100ks - $300ks
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.
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
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® 907 ORCHID ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$189,900

3 beds

|

3 baths

|

1,698 sq ft

|

Manufactured Home

907 ORCHID ST, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 430 CALVERT TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$349,000

3 beds

|

2 baths

|

1,558 sq ft

|

Villa

430 CALVERT TER, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1311 OPORTO DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$465,000

3 beds

|

2 baths

|

2,260 sq ft

|

House

1311 OPORTO DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 288 STARR LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$250,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

288 STARR LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 5819 WHITE IBIS RUN, THE VILLAGES, FL, 3..., The Villages, FL 32163
$649,900

3 beds

|

2 baths

|

1,918 sq ft

|

House

5819 WHITE IBIS RUN, THE VILLAGES, FL, 3...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 2343 PINE RIDGE ST, THE VILLAGES, FL, 32..., The Villages, FL 32162
$265,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2343 PINE RIDGE ST, THE VILLAGES, FL, 32...
Community: The Villages®
Legacy of Leesburg 27545 DISCOVER CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,900

2 beds

|

2 baths

|

1,600 sq ft

|

House

27545 DISCOVER CT, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Pennbrooke Fairways 32744 WESTWOOD LOOP, LEESBURG, FL, 34748, Leesburg, FL 34748
$198,247

2 beds

|

2 baths

|

1,232 sq ft

|

House

32744 WESTWOOD LOOP, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Cresswind at Lake Harris 1736 POINT GRACE RD, TAVARES, FL, 32778, Tavares, FL 32778
$489,990

2 beds

|

2 baths

|

1,968 sq ft

|

House

1736 POINT GRACE RD, TAVARES, FL, 32778
The Villages® 17107 SE 93RD EXETER CT, THE VILLAGES, F..., The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

17107 SE 93RD EXETER CT, THE VILLAGES, F...
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.
Arlington Ridge 4334 BENT CREEK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$565,000

3 beds

|

3 baths

|

2,565 sq ft

|

House

4334 BENT CREEK LN, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 1514 HILLCREST DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$205,000

2 beds

|

2 baths

|

1,513 sq ft

|

Manufactured Home

1514 HILLCREST DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 511 ALAMEDA AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$299,000

2 beds

|

2 baths

|

1,122 sq ft

|

Villa

511 ALAMEDA AVE, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1166 BLOUNT AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$769,000

3 beds

|

2 baths

|

2,103 sq ft

|

House

1166 BLOUNT AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Legacy of Leesburg 27210 STONEY BROOK DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$299,000

3 beds

|

2 baths

|

1,601 sq ft

|

House

27210 STONEY BROOK DR, LEESBURG, FL, 347...
Community: Legacy of Leesburg
The Villages® 17325 SE 73RD PARK GLEN CT, THE VILLAGES..., The Villages, FL 32162
$425,000

3 beds

|

2 baths

|

1,986 sq ft

|

House

17325 SE 73RD PARK GLEN CT, THE VILLAGES...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 5712 SUMMERBROOKE CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$525,000

3 beds

|

3 baths

|

2,961 sq ft

|

House

5712 SUMMERBROOKE CT, LEESBURG, FL, 3474...
The Villages® 8354 SE 177TH BARTRAM LOOP, THE VILLAGES..., The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

8354 SE 177TH BARTRAM LOOP, THE VILLAGES...
Community: The Villages®
Plantation at Leesburg 24618 STILLRIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$295,000

3 beds

|

2 baths

|

1,790 sq ft

|

House

24618 STILLRIDGE CT, LEESBURG, FL, 34748
Arlington Ridge 26921 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$229,000

2 beds

|

2 baths

|

1,254 sq ft

|

Villa

26921 WHITE PLAINS WAY, LEESBURG, FL, 34...
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.
Royal Highlands 5607 SIR CHURCHILL DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$414,999

3 beds

|

2 baths

|

2,312 sq ft

|

House

5607 SIR CHURCHILL DR, LEESBURG, FL, 347...
Community: Royal Highlands
Harbor Hills Country Club 6120 LANDINGS BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$699,000

3 beds

|

2 baths

|

2,598 sq ft

|

House

6120 LANDINGS BLVD, LADY LAKE, FL, 32159
The Villages® 5556 COLUMBUS CIR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$185,000

3 beds

|

3 baths

|

1,680 sq ft

|

Manufactured Home

5556 COLUMBUS CIR, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 17009 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162
$339,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

17009 SE 96TH CHAPELWOOD CIR, THE VILLAG...
Community: The Villages®
The Villages® 324 EMMALEE PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

324 EMMALEE PL, THE VILLAGES, FL, 32162
Community: The Villages®
Arlington Ridge 27102 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$360,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

27102 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 5090 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$270,000

4 beds

|

4 baths

|

1,929 sq ft

|

House

5090 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Arlington Ridge 4307 BENT CREEK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$369,900

3 beds

|

2 baths

|

1,683 sq ft

|

House

4307 BENT CREEK LN, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 491 HARLOW LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$545,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

491 HARLOW LN, THE VILLAGES, FL, 32163
Community: The Villages®
Stonecrest 11750 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$497,000

3 beds

|

2 baths

|

2,069 sq ft

|

House

11750 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
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® 2033 SALMON WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$449,900

3 beds

|

2 baths

|

1,939 sq ft

|

House

2033 SALMON WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Stonecrest 17083 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$295,000

3 beds

|

2 baths

|

1,724 sq ft

|

House

17083 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Plantation at Leesburg 25034 BETTON HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$129,000

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

25034 BETTON HL, LEESBURG, FL, 34748
Legacy of Leesburg 5659 CELEBRATION WAY, LEESBURG, FL, 3474..., Leesburg, FL 34748
$322,000

3 beds

|

2 baths

|

1,671 sq ft

|

House

5659 CELEBRATION WAY, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
Plantation at Leesburg 3719 BELLE ROSE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$475,000

3 beds

|

3 baths

|

2,571 sq ft

|

House

3719 BELLE ROSE DR, LEESBURG, FL, 34748
Pennbrooke Fairways 413 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$187,200

3 beds

|

2 baths

|

1,300 sq ft

|

House

413 WESTWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 589 SHERWOOD ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$479,500

3 beds

|

2 baths

|

2,219 sq ft

|

House

589 SHERWOOD ST, THE VILLAGES, FL, 32162
Community: The Villages®
Esplanade at Highland Ranch 1222 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$575,000

2 beds

|

3 baths

|

2,105 sq ft

|

House

1222 ZEEK RIDGE ST, CLERMONT, FL, 34715
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 4967 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$229,900

2 beds

|

2 baths

|

1,119 sq ft

|

House

4967 HERON RUN CIR, LEESBURG, FL, 34748
Trilogy® Orlando 126 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$275,000

2 beds

|

2 baths

|

1,269 sq ft

|

House

126 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
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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