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Leesburg, FL 55+ active adult communities & homes for sale - Page 21

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
Arlington Ridge 4025 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$399,000

3 beds

|

2 baths

|

1,719 sq ft

|

House

4025 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 4348 TUSCALOOSA PATH, THE VILLAGES, FL, ..., The Villages, FL 32163
$539,900

3 beds

|

3 baths

|

1,905 sq ft

|

House

4348 TUSCALOOSA PATH, THE VILLAGES, FL, ...
Community: The Villages®
Heritage Hills 3569 BELLAND CIR C, CLERMONT, FL, 34711, Clermont, FL 34711
$290,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3569 BELLAND CIR C, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 1106 EBLING LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$499,000

3 beds

|

2 baths

|

1,569 sq ft

|

House

1106 EBLING LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 820 CORTEZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$340,000

2 beds

|

2 baths

|

1,642 sq ft

|

House

820 CORTEZ AVE, 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
Royal Highlands 5920 BAG PIPE PL, SEE REMARKS, FL, N/A, See Remarks, FL N/A
$414,900

3 beds

|

3 baths

|

2,123 sq ft

|

House

5920 BAG PIPE PL, SEE REMARKS, FL, N/A
Community: Royal Highlands
The Villages® 312 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$129,900

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

312 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Arlington Ridge 27215 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$365,000

3 beds

|

2 baths

|

1,709 sq ft

|

House

27215 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 2146 ESTEVEZ DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$214,900

1 beds

|

1 baths

|

849 sq ft

|

Villa

2146 ESTEVEZ DR, THE VILLAGES, FL, 32159
Community: The Villages®
Summit Greens 813 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$354,900

2 beds

|

2 baths

|

2,062 sq ft

|

House

813 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
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® 4044 MAXWELL TER, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$650,000

3 beds

|

2 baths

|

1,969 sq ft

|

Villa

4044 MAXWELL TER, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1709 E SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$165,000

2 beds

|

1 baths

|

936 sq ft

|

Manufactured Home

1709 E SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
Arlington Ridge 26868 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$337,000

4 beds

|

2 baths

|

1,877 sq ft

|

House

26868 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
The Villages® 475 ISLAND HOUSE PATH, THE VILLAGES, FL,..., The Villages, FL 32163
$479,900

3 beds

|

2 baths

|

1,918 sq ft

|

House

475 ISLAND HOUSE PATH, THE VILLAGES, FL,...
Community: The Villages®
Heritage Hills 2892 SANDY CAY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$520,000

3 beds

|

3 baths

|

2,597 sq ft

|

House

2892 SANDY CAY ST, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 6094 RODRIGUEZ LN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$365,000

2 beds

|

2 baths

|

1,290 sq ft

|

Villa

6094 RODRIGUEZ LN, 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® 4537 BROOKE LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$499,900

3 beds

|

2 baths

|

1,947 sq ft

|

House

4537 BROOKE LN, THE VILLAGES, FL, 32163
Community: The Villages®
Plantation at Leesburg 4810 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$369,000

2 beds

|

2 baths

|

2,350 sq ft

|

House

4810 SABLE RIDGE CT, LEESBURG, FL, 34748
Pennbrooke Fairways 32914 CROOKED OAKS LN, LEESBURG, FL, 347..., Leesburg, FL 34748
$259,900

3 beds

|

2 baths

|

1,745 sq ft

|

House

32914 CROOKED OAKS LN, LEESBURG, FL, 347...
Community: Pennbrooke Fairways
Trilogy® Orlando 111 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736
$338,000

3 beds

|

2 baths

|

1,848 sq ft

|

House

111 FLAME VINE WAY, 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.
The Villages® 1616 W SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$199,000

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

1616 W SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 3443 SIPSEY ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$285,000

2 beds

|

2 baths

|

1,100 sq ft

|

House

3443 SIPSEY ST, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1256 AVENIDA DE LAS CASAS, LADY LAKE, FL..., Lady Lake, FL 32159
$409,750

2 beds

|

2 baths

|

1,361 sq ft

|

Condo

1256 AVENIDA DE LAS CASAS, LADY LAKE, FL...
Community: The Villages®
Del Webb Minneola 1333 ZESTY CITRUS LN, MINNEOLA, FL, 3471..., Minneola, FL 34715
$564,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

1333 ZESTY CITRUS LN, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
Legacy of Leesburg 27111 NOSTALGIA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$289,000

3 beds

|

2 baths

|

1,477 sq ft

|

House

27111 NOSTALGIA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
The Villages® 1809 DAFFODIL LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$170,000

2 beds

|

1 baths

|

936 sq ft

|

Manufactured Home

1809 DAFFODIL LN, LADY LAKE, FL, 32159
Community: The Villages®
Trilogy® Orlando 119 FALLING ACORN AVE, GROVELAND, FL, 34..., Groveland, FL 34736
$338,000

2 beds

|

2 baths

|

1,651 sq ft

|

House

119 FALLING ACORN AVE, GROVELAND, FL, 34...
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Lakeside Landings 5105 JAREDS LANDING WAY, OXFORD, FL, 344..., Oxford, FL 34484
$539,000

4 beds

|

2 baths

|

2,326 sq ft

|

House

5105 JAREDS LANDING WAY, OXFORD, FL, 344...
Community: Lakeside Landings
The Villages® 732 ROYAL PALM AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$219,900

3 beds

|

2 baths

|

1,100 sq ft

|

Manufactured Home

732 ROYAL PALM AVE, LADY LAKE, FL, 32159
Community: The Villages®
Esplanade at Highland Ranch 959 BRAEWOOD DR, CLERMONT, FL, 34715, Clermont, FL 34715
$450,000

2 beds

|

2 baths

|

1,788 sq ft

|

House

959 BRAEWOOD DR, CLERMONT, FL, 34715
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 4258 JAMES RIVER CIR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$464,900

4 beds

|

3 baths

|

2,524 sq ft

|

House

4258 JAMES RIVER CIR, LEESBURG, FL, 3474...
Community: Arlington Ridge
Stonecrest 17789 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$285,000

3 beds

|

3 baths

|

1,463 sq ft

|

House

17789 SE 113TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
Stonecrest 17440 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$329,900

3 beds

|

2 baths

|

1,794 sq ft

|

House

17440 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 2859 RESMONDO RD, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$458,900

3 beds

|

2 baths

|

1,674 sq ft

|

Villa

2859 RESMONDO RD, THE VILLAGES, FL, 3216...
Community: The Villages®
Pennbrooke Fairways 32676 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$280,000

3 beds

|

2 baths

|

1,709 sq ft

|

House

32676 OAK PARK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 2612 MORVEN PARK WAY, THE VILLAGES, FL, ..., The Villages, FL 32162
$429,000

3 beds

|

2 baths

|

1,922 sq ft

|

House

2612 MORVEN PARK WAY, THE VILLAGES, FL, ...
Community: The Villages®
Cindy Certified
707 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$350,734

4 beds

|

3 baths

|

1,988 sq ft

|

House

707 SUNSHOWER DR, LADY LAKE, FL, 32159
Cindy Certified
887 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$265,000

3 beds

|

2 baths

|

1,483 sq ft

|

House

887 SUNSHOWER DR, LADY LAKE, FL, 32159
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Royal Highlands 21630 REGENCY PARK LN, LEESBURG, FL, 347..., Leesburg, FL 34748
$269,900

3 beds

|

2 baths

|

1,438 sq ft

|

House

21630 REGENCY PARK LN, LEESBURG, FL, 347...
Community: Royal Highlands
The Villages® 2837 GRANT WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$589,000

3 beds

|

2 baths

|

1,923 sq ft

|

House

2837 GRANT WAY, 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.

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