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Leesburg, FL 55+ active adult communities & homes for sale - Page 13

Living in Leesburg

Homebuyers looking for 55+ communities in Leesburg will enjoy this small Central Florida city. Located just 45 miles northwest of Orlando it is the oldest city in Lake County.…

Homebuyers looking for 55+ communities in Leesburg will enjoy this small Central Florida city. Located just 45 miles northwest of Orlando it is the oldest city in Lake County. Residents enjoy a variety of entertainment and outdoor recreation as well as Florida's tax friendly economy.

Leesburg Climate & Geography

For some residents, one of the perks of living in Florida is the lack of snowfall and high temperatures. However, Leesburg is a prime location for retirees who still enjoy some seasonal variation. While the city’s drier season lasts for most of the year, rainfall, humidity, and water temperature do vary. Summers are typically hot, wet, and humid while winters are dry and warm.

Recreation, Culture & Entertainment In Leesburg

Leesburg's sunny weather is perfect for exploring the multiple nature parks in the area. Popular parks include Venetians Gardens Park, Herlong Park, Flat Island Preserve, and Emeralda Marsh Conserve. 

Favorite indoor activities include the Cane Garden Country Club, Eisenhower Regional Recreation Center, and Savannah Center. In addition the Melon Patch Theatre, and Tropic Theater are located in Leesburg and offer a variety of entertainment.

Once a year, Leesburg hosts the world’s largest motorcycle and music event, the Leesburg Bikefest. This event lasts for three days and is loaded with concerts, vendors, bike shows, and more.

Leesburg Cost of Living & Taxes

Florida is ranked as one of the top 10 most tax-friendly states for retirees. Retirement benefits and Social Security income are not taxed. Moreover Florida residents 65 and older who meet certain requirements receive a tax break on property taxes.

While the overall cost of living in Leesburg is lower than the state average, the sales tax is one percent higher. The cost of living for a resident of Leesburg is 6.2 percent lower than the national average while other cities such as Orlando and Jacksonville are higher than the average. The costs of health care, groceries, housing, and transportation all contribute to the city’s lower cost of living when compared to the state average.

Health Care in Leesburg

Both the Leesburg Regional Medical Center and LifeStream Behavioral Center are located in Leesburg. Additionally, AdventHealth Waterman, Villages Regional Hospital, and South Lake Hospital are within 20 miles of Leesburg. The Leesburg Regional Medical Center is recognized as No. 3 in Central Florida. The medical center ranks as a high performing facility in chronic obstructive pulmonary disease, heart failure and bypass surgery, and knee replacements.

Frequently Asked Questions


1,145 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 (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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
5 rating (8 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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 (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
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
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 (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
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
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 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
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
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 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
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 homes
Esplanade at McKinnon Groves 11202 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$437,993

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11202 SILVER TRUMPET LOOP, WINTER GARDEN...
Spruce Creek South 10731 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$299,900

2 beds

|

2 baths

|

1,736 sq ft

|

House

10731 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
Arlington Ridge 27143 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$339,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

27143 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Cresswind at Lake Harris 1727 POINT GRACE RD, TAVARES, FL, 32778, Tavares, FL 32778
$659,990

3 beds

|

3 baths

|

2,490 sq ft

|

House

1727 POINT GRACE RD, TAVARES, FL, 32778
The Villages® 611 LISBON LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$350,000

2 beds

|

2 baths

|

1,721 sq ft

|

House

611 LISBON LN, 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
Arlington Ridge 26951 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$249,000

2 beds

|

2 baths

|

1,418 sq ft

|

Villa

26951 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Highland Lakes 26744 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$279,000

3 beds

|

2 baths

|

2,017 sq ft

|

House

26744 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Del Webb Minneola 1313 ZESTY CITRUS LN, MINNEOLA, FL, 3471..., Minneola, FL 34715
$619,250

2 beds

|

2 baths

|

1,976 sq ft

|

House

1313 ZESTY CITRUS LN, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
Lakeside Landings 5368 COMPASS PT 202, OXFORD, FL, 34484, Oxford, FL 34484
$205,000

2 beds

|

2 baths

|

1,402 sq ft

|

Condo

5368 COMPASS PT 202, OXFORD, FL, 34484
Community: Lakeside Landings
Heritage Hills 3615 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$249,900

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3615 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
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.
Spruce Creek South 10707 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$230,000

2 beds

|

2 baths

|

1,878 sq ft

|

House

10707 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
Heritage Hills 2823 MAYPORT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$495,000

3 beds

|

3 baths

|

2,573 sq ft

|

House

2823 MAYPORT ST, CLERMONT, FL, 34711
Community: Heritage Hills
Harbor Hills Country Club 39407 TREELINE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$564,900

4 beds

|

4 baths

|

2,502 sq ft

|

House

39407 TREELINE DR, LADY LAKE, FL, 32159
Royal Highlands 5925 BAG PIPE PL, LEESBURG, FL, 34748, Leesburg, FL 34748
$319,000

3 beds

|

2 baths

|

2,251 sq ft

|

House

5925 BAG PIPE PL, LEESBURG, FL, 34748
Community: Royal Highlands
Spruce Creek South 10337 SE 176TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$225,000

3 beds

|

2 baths

|

1,526 sq ft

|

House

10337 SE 176TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Plantation at Leesburg 5047 EL DESTINO DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$185,000

2 beds

|

2 baths

|

1,296 sq ft

|

Manufactured Home

5047 EL DESTINO DR, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Harbor Hills Country Club 39905 BAYVIEW DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$279,900

2 beds

|

2 baths

|

1,598 sq ft

|

Villa

39905 BAYVIEW DR, LADY LAKE, FL, 32159
The Villages® 1451 LUCKETT CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$600,000

3 beds

|

2 baths

|

2,035 sq ft

|

House

1451 LUCKETT CT, THE VILLAGES, FL, 32163
Community: The Villages®
Stonecrest 17399 SE 116TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$319,000

3 beds

|

2 baths

|

1,751 sq ft

|

House

17399 SE 116TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
Kings Ridge 2525 NEW CASTLE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

2 beds

|

3 baths

|

1,715 sq ft

|

House

2525 NEW CASTLE CT, CLERMONT, FL, 34711
Community: Kings 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.
The Villages® 168 PALERMO PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$374,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

168 PALERMO PL, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 2952 KRAMER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$382,500

3 beds

|

2 baths

|

1,400 sq ft

|

Villa

2952 KRAMER CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1023 AVALON AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$259,000

2 beds

|

1 baths

|

1,040 sq ft

|

House

1023 AVALON AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Esplanade at Highland Ranch 1197 ESPERANZA RIDGE RD, CLERMONT, FL, 3..., Clermont, FL 34715
$620,000

3 beds

|

3 baths

|

2,333 sq ft

|

House

1197 ESPERANZA RIDGE RD, CLERMONT, FL, 3...
The Villages® 575 RANDALL RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$539,900

3 beds

|

2 baths

|

1,918 sq ft

|

House

575 RANDALL RD, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1078 MAYNARD PATH, THE VILLAGES, FL, 321..., The Villages, FL 32163
$710,000

3 beds

|

3 baths

|

1,945 sq ft

|

House

1078 MAYNARD PATH, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1276 NORTHBROOK PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

1276 NORTHBROOK PL, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1532 E SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$290,000

2 beds

|

2 baths

|

1,529 sq ft

|

House

1532 E SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 9533 SE 168TH MAPLESONG LN, THE VILLAGES..., The Villages, FL 32162
$229,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

9533 SE 168TH MAPLESONG LN, THE VILLAGES...
Community: The Villages®
The Villages® 1426 JUAREZ PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$315,000

2 beds

|

2 baths

|

1,066 sq ft

|

House

1426 JUAREZ PL, THE VILLAGES, 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.
Plantation at Leesburg 25543 MAUREPAS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$350,000

2 beds

|

2 baths

|

1,977 sq ft

|

House

25543 MAUREPAS LN, LEESBURG, FL, 34748
Plantation at Leesburg 5137 DESOTO WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$289,000

3 beds

|

2 baths

|

1,787 sq ft

|

House

5137 DESOTO WAY, LEESBURG, FL, 34748
The Villages® 2801 BARBOZA DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$270,000

2 beds

|

2 baths

|

1,143 sq ft

|

Villa

2801 BARBOZA DR, THE VILLAGES, FL, 32162
Community: The Villages®
Royal Harbor 5154 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$375,000

3 beds

|

2 baths

|

2,095 sq ft

|

House

5154 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
The Villages® 208 ARAGON LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$225,000

2 beds

|

2 baths

|

1,383 sq ft

|

House

208 ARAGON LN, LADY LAKE, FL, 32159
Community: The Villages®
Pennbrooke Fairways 815 GRAND VISTA TRL, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,900

3 beds

|

2 baths

|

1,538 sq ft

|

House

815 GRAND VISTA TRL, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 1695 VINEWOOD AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$349,000

3 beds

|

2 baths

|

1,397 sq ft

|

House

1695 VINEWOOD AVE, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 490 LITTLE RIVER PATH, THE VILLAGES, FL,..., The Villages, FL 32162
$425,000

3 beds

|

2 baths

|

1,887 sq ft

|

House

490 LITTLE RIVER PATH, THE VILLAGES, FL,...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 583 ARTEAGA WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$480,000

3 beds

|

2 baths

|

1,726 sq ft

|

Villa

583 ARTEAGA WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2608 CASSO CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$395,000

3 beds

|

2 baths

|

2,192 sq ft

|

House

2608 CASSO CT, 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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1,145 homes
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