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

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


25 communities 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
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
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
5 rating (8 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
5 rating (1 review) 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
Resale Only | 55+ age-restricted | Built 2005 - present | 629 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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 review) Legacy of Leesburg
$200ks - $400ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 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
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
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
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
5 rating (1 review) Esplanade at Highland Ran...
$300ks - $600ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 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
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 homes
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
New The Villages® 1321 MURRELLS INLET LOOP, THE VILLAGES, ..., The Villages, FL 32162
$289,900

3 beds

|

2 baths

|

1,265 sq ft

|

House

1321 MURRELLS INLET LOOP, THE VILLAGES, ...
Community: The Villages®
New Arlington Ridge 4258 JAMES RIVER CIR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$462,900

4 beds

|

3 baths

|

2,524 sq ft

|

House

4258 JAMES RIVER CIR, LEESBURG, FL, 3474...
Community: Arlington Ridge
The Villages® 1899 ELDRIDGE LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32162
$575,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

1899 ELDRIDGE LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
Arlington Ridge 3749 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$469,900

3 beds

|

2 baths

|

2,031 sq ft

|

House

3749 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 4287 FREDDA TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$283,900

2 beds

|

2 baths

|

1,223 sq ft

|

House

4287 FREDDA TER, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Trilogy® Orlando 164 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$485,000

3 beds

|

4 baths

|

2,379 sq ft

|

House

164 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Spruce Creek South 10490 SE 179TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$299,900

3 beds

|

2 baths

|

1,970 sq ft

|

House

10490 SE 179TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 1075 BURNETTOWN PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$349,900

2 beds

|

2 baths

|

1,258 sq ft

|

Villa

1075 BURNETTOWN PL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 2289 SWANSEA TER, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$419,900

3 beds

|

2 baths

|

1,612 sq ft

|

Villa

2289 SWANSEA TER, THE VILLAGES, FL, 3216...
Community: The Villages®
Trilogy® Orlando 306 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$350,000

3 beds

|

2 baths

|

1,925 sq ft

|

House

306 ALCOVE DR, 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® 1068 BURNETTOWN PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$587,500

3 beds

|

2 baths

|

1,837 sq ft

|

Villa

1068 BURNETTOWN PL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1606 CAMPOS DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$250,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1606 CAMPOS DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1930 RHETT RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$319,900

2 beds

|

2 baths

|

1,434 sq ft

|

Villa

1930 RHETT RD, THE VILLAGES, FL, 32163
Community: The Villages®
Baytree 615 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$285,000

3 beds

|

2 baths

|

1,440 sq ft

|

House

615 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
The Villages® 1707 GOMEZ PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,344 sq ft

|

House

1707 GOMEZ PL, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1806 QUEENSBURY TER, THE VILLAGES, FL, 3..., The Villages, FL 32162
$259,900

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

1806 QUEENSBURY TER, THE VILLAGES, FL, 3...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 12271 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$374,900

4 beds

|

3 baths

|

2,246 sq ft

|

House

12271 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
New The Villages® 8461 SE 177TH BARTRAM LOOP, THE VILLAGES..., The Villages, FL 32162
$260,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

8461 SE 177TH BARTRAM LOOP, THE VILLAGES...
Community: The Villages®
New The Villages® 7823 SE 170TH STONEBROOK LN, THE VILLAGE..., The Villages, FL 32162
$479,000

3 beds

|

2 baths

|

1,986 sq ft

|

House

7823 SE 170TH STONEBROOK LN, THE VILLAGE...
Community: The Villages®
New The Villages® 432 ALDRICH AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$275,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

432 ALDRICH AVE, 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.
New Stonecrest 11432 SE 178TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$275,000

3 beds

|

2 baths

|

1,559 sq ft

|

House

11432 SE 178TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
New The Villages® 412 DUARTE LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$309,700

2 beds

|

2 baths

|

1,214 sq ft

|

House

412 DUARTE LN, THE VILLAGES, FL, 32159
Community: The Villages®
New The Villages® 1425 AZTECA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$320,000

2 beds

|

2 baths

|

1,134 sq ft

|

Villa

1425 AZTECA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
New Pennbrooke Fairways 32928 ENCHANTED OAKS LN, LEESBURG, FL, 3..., Leesburg, FL 34748
$239,900

2 beds

|

2 baths

|

1,687 sq ft

|

House

32928 ENCHANTED OAKS LN, LEESBURG, FL, 3...
Community: Pennbrooke Fairways
New Plantation at Leesburg 4753 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

2 beds

|

2 baths

|

1,424 sq ft

|

House

4753 HERON RUN CIR, LEESBURG, FL, 34748
New The Villages® 6072 OTTLEY TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$325,000

2 beds

|

2 baths

|

1,295 sq ft

|

House

6072 OTTLEY TER, THE VILLAGES, FL, 32163
Community: The Villages®
New Arlington Ridge 4109 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$358,000

2 beds

|

2 baths

|

1,584 sq ft

|

House

4109 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New The Villages® 734 CIMARRON AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$764,700

3 beds

|

2 baths

|

1,949 sq ft

|

House

734 CIMARRON AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
New Lakeside Landings 10137 MAINSAIL DR, OXFORD, FL, 34484, Oxford, FL 34484
$334,000

3 beds

|

2 baths

|

1,550 sq ft

|

House

10137 MAINSAIL DR, OXFORD, FL, 34484
Community: Lakeside Landings
New Trilogy® Orlando 237 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$500,000

3 beds

|

3 baths

|

2,539 sq ft

|

House

237 SILVER MAPLE RD, GROVELAND, FL, 3473...
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.
New The Villages® 812 ROYAL PALM AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$125,000

2 beds

|

2 baths

|

784 sq ft

|

Manufactured Home

812 ROYAL PALM AVE, THE VILLAGES, FL, 32...
Community: The Villages®
New The Villages® 3555 INFINITY RUN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$1,100,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3555 INFINITY RUN, THE VILLAGES, FL, 321...
Community: The Villages®
New The Villages® 116 CYPRESS RD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$150,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

116 CYPRESS RD, WILDWOOD, FL, 34785
Community: The Villages®
New Royal Highlands 21704 QUEEN MARY CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$244,900

2 beds

|

2 baths

|

1,190 sq ft

|

House

21704 QUEEN MARY CT, LEESBURG, FL, 34748
Community: Royal Highlands
New The Villages® 2279 LOWELL TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$559,900

3 beds

|

2 baths

|

2,112 sq ft

|

House

2279 LOWELL TER, THE VILLAGES, FL, 32162
Community: The Villages®
New Stonecrest 17032 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$399,000

2 beds

|

2 baths

|

1,587 sq ft

|

House

17032 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
New The Villages® 2592 IRDELL AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$475,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

2592 IRDELL AVE, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 6014 PHEIL PATH, THE VILLAGES, FL, 32163, The Villages, FL 32163
$875,000

3 beds

|

3 baths

|

2,099 sq ft

|

House

6014 PHEIL PATH, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New The Villages® 108 WINTERBERRY AVE, WILDWOOD, FL, 34785, Wildwood, FL 34785
$125,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

108 WINTERBERRY AVE, WILDWOOD, FL, 34785
Community: The Villages®
New
Cindy Certified
1171 TURTLE ISLAND RD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$249,990

3 beds

|

2 baths

|

1,509 sq ft

|

Villa

1171 TURTLE ISLAND RD, LADY LAKE, FL, 32...
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.

Frequently Asked Questions


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