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

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
Heritage - The Cottages of Sanders Grove 6201 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762
$341,535

4 beds

|

2 baths

|

1,625 sq ft

|

House

6201 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...
Scottish Highlands 1622 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788
$289,000

2 beds

|

2 baths

|

1,532 sq ft

|

House

1622 NEW ABBEY AVE, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 17421 SE 78TH HARMONY CIR, THE VILLAGES,..., The Villages, FL 32162
$259,000

2 beds

|

2 baths

|

1,160 sq ft

|

House

17421 SE 78TH HARMONY CIR, THE VILLAGES,...
Community: The Villages®
Stonecrest 17812 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$310,000

3 beds

|

2 baths

|

1,557 sq ft

|

House

17812 SE 113TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
Stonecrest 17898 SE 125TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$285,000

3 beds

|

2 baths

|

1,353 sq ft

|

House

17898 SE 125TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Royal Highlands 21932 ROYAL ST GEORGES LN, LEESBURG, FL,..., Leesburg, FL 34748
$385,000

3 beds

|

2 baths

|

1,684 sq ft

|

House

21932 ROYAL ST GEORGES LN, LEESBURG, FL,...
Community: Royal Highlands
Stonecrest 11227 SE 172ND PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$425,000

3 beds

|

2 baths

|

1,735 sq ft

|

House

11227 SE 172ND PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Trilogy® Orlando 537 NARROW VIEW LN, GROVELAND, FL, 34736, Groveland, FL 34736
$385,000

3 beds

|

2 baths

|

1,905 sq ft

|

House

537 NARROW VIEW LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 853 WINCHESTER CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$430,000

3 beds

|

2 baths

|

1,532 sq ft

|

Villa

853 WINCHESTER CT, THE VILLAGES, FL, 321...
Community: The Villages®
Cindy Certified
864 VINEYARD RIDGE RD, MINNEOLA, FL, 347..., Minneola, FL 34715
$560,000

4 beds

|

2 baths

|

2,236 sq ft

|

House

864 VINEYARD RIDGE RD, MINNEOLA, FL, 347...
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® 3419 CARRABELLE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$275,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3419 CARRABELLE CT, THE VILLAGES, FL, 32...
Community: The Villages®
Stonecrest 17424 SE 111TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$269,000

3 beds

|

2 baths

|

1,446 sq ft

|

House

17424 SE 111TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 1625 HILTON HEAD BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$149,900

2 beds

|

2 baths

|

1,332 sq ft

|

Manufactured Home

1625 HILTON HEAD BLVD, LADY LAKE, FL, 32...
Community: The Villages®
Royal Highlands 21830 KING EDWARD CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$344,900

3 beds

|

2 baths

|

2,268 sq ft

|

House

21830 KING EDWARD CT, LEESBURG, FL, 3474...
Community: Royal Highlands
Cindy Certified
795 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$324,000

4 beds

|

3 baths

|

1,988 sq ft

|

House

795 SUNSHOWER DR, LADY LAKE, FL, 32159
Stonecrest 16887 SE 110TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$439,000

3 beds

|

2 baths

|

2,100 sq ft

|

House

16887 SE 110TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 562 ALLENWOOD LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32162
$478,500

3 beds

|

2 baths

|

1,906 sq ft

|

House

562 ALLENWOOD LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
Kings Ridge 3675 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$295,000

2 beds

|

2 baths

|

1,713 sq ft

|

House

3675 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 2446 HOPESPRING LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162
$389,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

2446 HOPESPRING LOOP, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 321 SAN MARINO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$369,000

2 beds

|

2 baths

|

1,478 sq ft

|

House

321 SAN MARINO DR, THE VILLAGES, FL, 321...
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.
Legacy of Leesburg 5304 TREASURE VIEW WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$315,000

3 beds

|

2 baths

|

1,641 sq ft

|

House

5304 TREASURE VIEW WAY, LEESBURG, FL, 34...
Community: Legacy of Leesburg
Kings Ridge 3786 AVON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$339,000

3 beds

|

2 baths

|

1,639 sq ft

|

House

3786 AVON CT, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 919 WEEPING WILLOW AVE, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$226,000

2 beds

|

2 baths

|

1,392 sq ft

|

Manufactured Home

919 WEEPING WILLOW AVE, LADY LAKE, FL, 3...
Community: The Villages®
The Villages® 1133 DEL TORO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$299,000

2 beds

|

2 baths

|

1,332 sq ft

|

House

1133 DEL TORO DR, LADY LAKE, FL, 32159
Community: The Villages®
Cindy Certified
779 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$323,604

4 beds

|

3 baths

|

1,988 sq ft

|

House

779 SUNSHOWER DR, LADY LAKE, FL, 32159
The Villages® 16840 SE 85TH SAPELO CT, THE VILLAGES, F..., The Villages, FL 32162
$570,000

3 beds

|

2 baths

|

2,003 sq ft

|

House

16840 SE 85TH SAPELO CT, THE VILLAGES, F...
Community: The Villages®
Cindy Certified
180 BLUE STAR CT, TAVARES, FL, 32778, Tavares, FL 32778
$384,999

4 beds

|

3 baths

|

2,070 sq ft

|

House

180 BLUE STAR CT, TAVARES, FL, 32778
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1312 BAEZ WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$377,000

3 beds

|

2 baths

|

2,044 sq ft

|

House

1312 BAEZ WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1534 HILLCREST DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$250,000

2 beds

|

2 baths

|

1,144 sq ft

|

House

1534 HILLCREST DR, LADY LAKE, FL, 32159
Community: The Villages®
Royal Highlands 5506 PRINCE CHARLES LN, LEESBURG, FL, 34..., Leesburg, FL 34748
$379,000

3 beds

|

2 baths

|

1,895 sq ft

|

House

5506 PRINCE CHARLES LN, LEESBURG, FL, 34...
Community: Royal Highlands
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 11137 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$315,900

3 beds

|

2 baths

|

1,695 sq ft

|

House

11137 SE 173RD PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 1942 DETWILER LN, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$349,111

2 beds

|

2 baths

|

1,299 sq ft

|

Villa

1942 DETWILER LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Stonecrest 12421 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$425,000

3 beds

|

2 baths

|

1,945 sq ft

|

House

12421 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Summit Greens 809 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$309,000

3 beds

|

2 baths

|

1,721 sq ft

|

House

809 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
The Villages® 716 TRUMAN AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$234,900

2 beds

|

1 baths

|

1,124 sq ft

|

House

716 TRUMAN AVE, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1388 VIOLA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$279,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1388 VIOLA CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 2054 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$638,500

3 beds

|

2 baths

|

2,312 sq ft

|

House

2054 PALO ALTO AVE, THE VILLAGES, FL, 32...
Community: The Villages®
Cresswind at Lake Harris 1580 BELLAGIO LOOP, TAVARES, FL, 32778, Tavares, FL 32778
$404,990

3 beds

|

2 baths

|

1,724 sq ft

|

House

1580 BELLAGIO LOOP, TAVARES, FL, 32778
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Cresswind at Lake Harris 1452 SANTORINI WAY, TAVARES, FL, 32778, Tavares, FL 32778
$376,990

2 beds

|

2 baths

|

1,434 sq ft

|

House

1452 SANTORINI WAY, TAVARES, FL, 32778
The Villages® 1317 CARVELLO DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$315,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

1317 CARVELLO DR, THE VILLAGES, FL, 3216...
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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