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Leesburg, FL 55+ active adult communities & homes for sale - Page 22

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® 6231 ATKINSON LN, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$304,000

3 beds

|

2 baths

|

1,426 sq ft

|

House

6231 ATKINSON LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Plantation at Leesburg 4908 CYPRESS HEAD CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$334,900

3 beds

|

2 baths

|

2,087 sq ft

|

House

4908 CYPRESS HEAD CT, LEESBURG, FL, 3474...
The Villages® 1603 COG HILL DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$250,000

2 beds

|

2 baths

|

1,542 sq ft

|

Manufactured Home

1603 COG HILL DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 24104 SANDALWOOD DR 104, WILDWOOD, FL, 3..., Wildwood, FL 34785
$115,000

1 beds

|

1 baths

|

900 sq ft

|

Condo

24104 SANDALWOOD DR 104, WILDWOOD, FL, 3...
Community: The Villages®
Harbor Hills Country Club 5013 HARBOR HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$340,000

3 beds

|

2 baths

|

1,954 sq ft

|

House

5013 HARBOR HEIGHTS, LADY LAKE, FL, 3215...
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 2427 SOUTHERN OAK ST, THE VILLAGES, FL, ..., The Villages, FL 32162
$294,499

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2427 SOUTHERN OAK ST, THE VILLAGES, FL, ...
Community: The Villages®
Plantation at Leesburg 25073 RIVERWALK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$289,000

3 beds

|

2 baths

|

1,814 sq ft

|

House

25073 RIVERWALK DR, LEESBURG, FL, 34748
The Villages® 1407 FIGUEROA ST, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$295,000

3 beds

|

2 baths

|

1,687 sq ft

|

House

1407 FIGUEROA ST, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 930 TARRSON BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$119,800

2 beds

|

2 baths

|

960 sq ft

|

Manufactured Home

930 TARRSON BLVD, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 208 DESOTA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$344,000

2 beds

|

2 baths

|

1,504 sq ft

|

House

208 DESOTA CT, 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.
Heritage - The Cottages of Sanders Grove 6358 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762
$305,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

6358 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...
The Villages® 580 GOUGH PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$549,995

3 beds

|

2 baths

|

1,918 sq ft

|

House

580 GOUGH PL, THE VILLAGES, FL, 32163
Community: The Villages®
Harbor Hills Country Club 39654 GROVE HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$799,900

4 beds

|

4 baths

|

2,761 sq ft

|

House

39654 GROVE HEIGHTS, LADY LAKE, FL, 3215...
Harbor Hills Country Club 5084 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$649,900

4 beds

|

3 baths

|

2,586 sq ft

|

House

5084 GREENS DR, LADY LAKE, FL, 32159
Royal Harbor 5277 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$349,800

3 beds

|

2 baths

|

2,086 sq ft

|

House

5277 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
Summit Chase Villas 12532 ORANGEWOOD CT, TAVARES, FL, 32778, Tavares, FL 32778
$199,800

2 beds

|

2 baths

|

918 sq ft

|

Condo

12532 ORANGEWOOD CT, TAVARES, FL, 32778
Community: Summit Chase Villas
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 17637 SE 80TH ALTAMAHA CT, THE VILLAGES,..., The Villages, FL 32162
$308,750

3 beds

|

2 baths

|

1,392 sq ft

|

House

17637 SE 80TH ALTAMAHA CT, THE VILLAGES,...
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®
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
The Villages® 8690 SE 173RD WISTERIA ST, THE VILLAGES,..., The Villages, FL 32162
$595,000

3 beds

|

3 baths

|

2,478 sq ft

|

House

8690 SE 173RD WISTERIA ST, THE VILLAGES,...
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® 1166 BLOUNT AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$729,000

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
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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Arlington Ridge 26921 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$219,900

2 beds

|

2 baths

|

1,254 sq ft

|

Villa

26921 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Royal Highlands 5607 SIR CHURCHILL DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$399,900

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
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® 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
$285,000

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
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
Kings Ridge 3871 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$289,900

2 beds

|

2 baths

|

1,327 sq ft

|

House

3871 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
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
Cindy Certified
4316 ABACO DR, TAVARES, FL, 32778, Tavares, FL 32778
$324,000

4 beds

|

2 baths

|

1,624 sq ft

|

House

4316 ABACO DR, TAVARES, FL, 32778
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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