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Leesburg, FL 55+ active adult communities & homes for sale - Page 23

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® 3698 ROBERTSON WAY, THE VILLAGES, FL, 32..., The Villages, FL 32163
$548,900

3 beds

|

2 baths

|

1,695 sq ft

|

Villa

3698 ROBERTSON WAY, THE VILLAGES, FL, 32...
Community: The Villages®
Arlington Ridge 3637 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$434,000

3 beds

|

2 baths

|

2,226 sq ft

|

House

3637 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Plantation at Leesburg 25308 CASA DEL LAGO LN, LEESBURG, FL, 34..., Leesburg, FL 34748
$182,900

2 beds

|

2 baths

|

1,344 sq ft

|

Manufactured Home

25308 CASA DEL LAGO LN, LEESBURG, FL, 34...
Esplanade at Highland Ranch 2639 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$479,000

2 beds

|

2 baths

|

1,732 sq ft

|

House

2639 STARGRASS CIR, CLERMONT, FL, 34715
Trilogy® Orlando 129 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$329,500

2 beds

|

2 baths

|

1,848 sq ft

|

House

129 CREPE MYRTLE DR, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Harbor Hills Country Club 5203 GROVE MNR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$420,000

3 beds

|

2 baths

|

1,972 sq ft

|

House

5203 GROVE MNR, LADY LAKE, FL, 32159
The Villages® 8337 SE 176TH LAWSON LOOP, THE VILLAGES,..., The Villages, FL 32162
$318,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

8337 SE 176TH LAWSON LOOP, THE VILLAGES,...
Community: The Villages®
Stonecrest 11255 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$239,900

2 beds

|

2 baths

|

1,408 sq ft

|

House

11255 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 2613 AYALA WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$427,000

3 beds

|

2 baths

|

1,956 sq ft

|

House

2613 AYALA WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Royal Harbor 5928 BRITTANIA BLVD, TAVARES, FL, 32778, Tavares, FL 32778
$285,000

3 beds

|

2 baths

|

1,754 sq ft

|

House

5928 BRITTANIA BLVD, TAVARES, FL, 32778
Community: Royal Harbor
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® 2001 CIPRIANO PL, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$344,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

2001 CIPRIANO PL, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 805 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$178,000

2 beds

|

2 baths

|

1,560 sq ft

|

Manufactured Home

805 OAK BLVD, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 605 RAINBOW BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$194,900

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

605 RAINBOW BLVD, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 758 MOORE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$850,000

3 beds

|

2 baths

|

2,642 sq ft

|

House

758 MOORE TER, THE VILLAGES, FL, 32162
Community: The Villages®
Arlington Ridge 4622 SHENANDOAH RIVER TRL, LEESBURG, FL,..., Leesburg, FL 34748
$365,000

3 beds

|

2 baths

|

1,699 sq ft

|

House

4622 SHENANDOAH RIVER TRL, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 17760 SE 91ST FREEDOM CT, THE VILLAGES, ..., The Villages, FL 32162
$249,900

3 beds

|

2 baths

|

1,590 sq ft

|

Villa

17760 SE 91ST FREEDOM CT, THE VILLAGES, ...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 144 COSTA MESA DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$307,400

3 beds

|

2 baths

|

2,046 sq ft

|

House

144 COSTA MESA DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 335 SAN MARINO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$295,000

2 beds

|

2 baths

|

1,360 sq ft

|

House

335 SAN MARINO DR, THE VILLAGES, FL, 321...
Community: The Villages®
Heritage Hills 2823 MAYPORT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$520,000

3 beds

|

3 baths

|

2,573 sq ft

|

House

2823 MAYPORT ST, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 13811 COUNTY RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$300,000

4 beds

|

2 baths

|

2,280 sq ft

|

Manufactured Home

13811 COUNTY RD, 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.
Highland Lakes 6514 WILANDER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$349,900

3 beds

|

3 baths

|

2,546 sq ft

|

House

6514 WILANDER ST, LEESBURG, FL, 34748
Community: Highland Lakes
Summit Greens 2833 FALCON RDG, CLERMONT, FL, 34711, Clermont, FL 34711
$549,000

3 beds

|

3 baths

|

2,804 sq ft

|

House

2833 FALCON RDG, CLERMONT, FL, 34711
Community: Summit Greens
Del Webb Minneola 2750 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715
$514,900

2 beds

|

2 baths

|

1,409 sq ft

|

House

2750 PURPLE MEADOW CT, MINNEOLA, FL, 347...
Community: Del Webb Minneola
Plantation at Leesburg 24239 BELLE MEDE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$375,000

3 beds

|

2 baths

|

2,289 sq ft

|

House

24239 BELLE MEDE DR, LEESBURG, FL, 34748
The Villages® 8371 SE 168TH TRINITY PL, THE VILLAGES, ..., The Villages, FL 32162
$309,900

3 beds

|

2 baths

|

1,496 sq ft

|

House

8371 SE 168TH TRINITY PL, THE VILLAGES, ...
Community: The Villages®
Plantation at Leesburg 25607 BELLE HELENE, LEESBURG, FL, 34748, Leesburg, FL 34748
$251,000

2 beds

|

2 baths

|

1,345 sq ft

|

House

25607 BELLE HELENE, LEESBURG, FL, 34748
Royal Harbor 5685 GULF STREAM ST, TAVARES, FL, 32778, Tavares, FL 32778
$329,999

3 beds

|

2 baths

|

1,823 sq ft

|

House

5685 GULF STREAM ST, TAVARES, FL, 32778
Community: Royal Harbor
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Highland Lakes 5500 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$250,000

3 beds

|

2 baths

|

1,591 sq ft

|

House

5500 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
Royal Harbor 5964 BRITTANIA BLVD, TAVARES, FL, 32778, Tavares, FL 32778
$329,000

2 beds

|

3 baths

|

2,080 sq ft

|

House

5964 BRITTANIA BLVD, TAVARES, FL, 32778
Community: Royal Harbor
Lakeside Landings 10161 JULIA ISLES AVE, OXFORD, FL, 34484, Oxford, FL 34484
$399,900

3 beds

|

2 baths

|

1,970 sq ft

|

House

10161 JULIA ISLES AVE, OXFORD, FL, 34484
Community: Lakeside Landings
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 5552 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$271,000

3 beds

|

2 baths

|

1,469 sq ft

|

House

5552 KING JAMES AVE, LEESBURG, FL, 34748
Community: Royal Highlands
Stonecrest 10957 SE 170TH LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$289,900

3 beds

|

2 baths

|

1,381 sq ft

|

House

10957 SE 170TH LANE RD, SUMMERFIELD, FL,...
Community: Stonecrest
Spruce Creek South 10319 SE 177TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$224,900

2 beds

|

2 baths

|

1,143 sq ft

|

House

10319 SE 177TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Plantation at Leesburg 25233 LOST OAK CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$320,000

3 beds

|

2 baths

|

1,751 sq ft

|

House

25233 LOST OAK CIR, LEESBURG, FL, 34748
Spruce Creek South 10701 SE 179TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$289,500

3 beds

|

2 baths

|

1,668 sq ft

|

House

10701 SE 179TH LN, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 1116 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$280,000

2 beds

|

2 baths

|

1,102 sq ft

|

Villa

1116 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®
Arlington Ridge 3601 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$319,999

3 beds

|

2 baths

|

1,649 sq ft

|

House

3601 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 3073 RIVERDALE RD, THE VILLAGES, FL, 321..., The Villages, FL 32162
$411,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

3073 RIVERDALE RD, 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® 4913 NE 122ND AVE, OXFORD, FL, 34484, Oxford, FL 34484
$365,000

4 beds

|

3 baths

|

2,629 sq ft

|

House

4913 NE 122ND AVE, OXFORD, FL, 34484
Community: The Villages®
Legacy of Leesburg 27601 COUNTRY STONE CT, LEESBURG, FL, 34..., Leesburg, FL 34748
$339,900

3 beds

|

2 baths

|

2,066 sq ft

|

House

27601 COUNTRY STONE CT, LEESBURG, FL, 34...
Community: Legacy of Leesburg
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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1,041 homes
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