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Leesburg, FL 55+ active adult communities & homes for sale - Page 12

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
The Villages® 6305 DANIELSON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$370,000

3 beds

|

2 baths

|

1,419 sq ft

|

House

6305 DANIELSON LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Cindy Certified
1063 LAKE ARBOR CT, TAVARES, FL, 32778, Tavares, FL 32778
$325,000

3 beds

|

2 baths

|

1,694 sq ft

|

House

1063 LAKE ARBOR CT, TAVARES, FL, 32778
The Villages® 1842 PUERTO BELLO DR, THE VILLAGES, FL, ..., The Villages, FL 32159
$365,000

2 beds

|

2 baths

|

1,397 sq ft

|

Villa

1842 PUERTO BELLO DR, THE VILLAGES, FL, ...
Community: The Villages®
Royal Harbor 4958 PORTSMOUTH ST, TAVARES, FL, 32778, Tavares, FL 32778
$345,000

3 beds

|

2 baths

|

1,819 sq ft

|

House

4958 PORTSMOUTH ST, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 2018 CASTANO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$275,000

2 beds

|

2 baths

|

1,213 sq ft

|

House

2018 CASTANO PL, 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
The Villages® 1016 MATTHEW AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$338,750

3 beds

|

2 baths

|

1,511 sq ft

|

House

1016 MATTHEW AVE, LADY LAKE, FL, 32159
Community: The Villages®
Heritage Hills 3505 BELLAND CIR F, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

2 beds

|

2 baths

|

1,503 sq ft

|

Townhouse

3505 BELLAND CIR F, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 6088 KECKONEN DR, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$744,900

3 beds

|

2 baths

|

1,960 sq ft

|

House

6088 KECKONEN DR, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 17663 SE 92ND GRANTHAM TER, THE VILLAGES..., The Villages, FL 32162
$272,500

3 beds

|

2 baths

|

1,265 sq ft

|

House

17663 SE 92ND GRANTHAM TER, THE VILLAGES...
Community: The Villages®
Cindy Certified
1016 OCEAN LODGE RD, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$320,990

3 beds

|

2 baths

|

1,815 sq ft

|

House

1016 OCEAN LODGE RD, LADY LAKE, FL, 3215...
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® 17362 SE 78TH HARMONY CIR, THE VILLAGES,..., The Villages, FL 32162
$265,000

2 beds

|

2 baths

|

1,198 sq ft

|

Villa

17362 SE 78TH HARMONY CIR, THE VILLAGES,...
Community: The Villages®
The Villages® 3147 MANSFIELD ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$460,000

3 beds

|

2 baths

|

2,022 sq ft

|

House

3147 MANSFIELD ST, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 8368 SE 176TH LAWSON LOOP, THE VILLAGES,..., The Villages, FL 32162
$379,000

3 beds

|

2 baths

|

1,785 sq ft

|

House

8368 SE 176TH LAWSON LOOP, THE VILLAGES,...
Community: The Villages®
Highland Lakes 26245 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$360,000

3 beds

|

3 baths

|

2,377 sq ft

|

House

26245 NEWCOMBE CIR, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 622 MAYBANK LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$775,000

4 beds

|

2 baths

|

2,548 sq ft

|

House

622 MAYBANK LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 705 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$225,000

3 beds

|

2 baths

|

1,680 sq ft

|

Manufactured Home

705 OAK BLVD, WILDWOOD, FL, 34785
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Spruce Creek South 17513 SE 95TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$230,000

2 beds

|

2 baths

|

1,390 sq ft

|

House

17513 SE 95TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Trilogy® Orlando 100 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736
$286,990

3 beds

|

2 baths

|

1,808 sq ft

|

House

100 FLAME VINE WAY, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Lakeside Landings 5408 ADMIRAL WAY 11-202, OXFORD, FL, 344..., Oxford, FL 34484
$210,000

3 beds

|

2 baths

|

1,291 sq ft

|

Condo

5408 ADMIRAL WAY 11-202, OXFORD, FL, 344...
Community: Lakeside Landings
The Villages® 2493 BACHMAN PATH, THE VILLAGES, FL, 321..., The Villages, FL 32162
$580,000

3 beds

|

2 baths

|

2,117 sq ft

|

House

2493 BACHMAN PATH, 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.
The Villages® 1207 PALMETTO DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$240,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

1207 PALMETTO DR, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 756 ENDICOTT WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$550,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

756 ENDICOTT WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 17362 SE 76TH FLINTLOCK TER, THE VILLAGE..., The Villages, FL 32162
$355,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

17362 SE 76TH FLINTLOCK TER, THE VILLAGE...
Community: The Villages®
The Villages® 3146 JACQUELINE WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$775,900

3 beds

|

3 baths

|

1,869 sq ft

|

House

3146 JACQUELINE WAY, THE VILLAGES, FL, 3...
Community: The Villages®
Stonecrest 11337 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$259,900

2 beds

|

2 baths

|

1,502 sq ft

|

House

11337 SE 175TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 2445 BUTTONWOOD RUN, THE VILLAGES, FL, 3..., The Villages, FL 32162
$749,000

4 beds

|

2 baths

|

2,053 sq ft

|

House

2445 BUTTONWOOD RUN, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 1670 SAINT JAMES CIR, THE VILLAGES, FL, ..., The Villages, FL 32162
$1,250,000

3 beds

|

2 baths

|

3,172 sq ft

|

House

1670 SAINT JAMES CIR, THE VILLAGES, FL, ...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Spruce Creek South 17624 SE 108TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$229,000

2 beds

|

2 baths

|

1,144 sq ft

|

House

17624 SE 108TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Plantation at Leesburg 25735 GLEN EAGLE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$294,900

3 beds

|

2 baths

|

1,652 sq ft

|

House

25735 GLEN EAGLE DR, LEESBURG, FL, 34748
Trilogy® Orlando 134 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736
$329,900

2 beds

|

2 baths

|

1,556 sq ft

|

House

134 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.
Cindy Certified
137 GREENHOUSE GROVE ST, GROVELAND, FL, ..., Groveland, FL 34736
$371,990

3 beds

|

2 baths

|

1,691 sq ft

|

House

137 GREENHOUSE GROVE ST, GROVELAND, FL, ...
Cindy Certified
141 GREENHOUSE GROVE ST, GROVELAND, FL, ..., Groveland, FL 34736
$378,990

3 beds

|

2 baths

|

1,691 sq ft

|

House

141 GREENHOUSE GROVE ST, GROVELAND, FL, ...
Plantation at Leesburg 4817 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$384,900

2 beds

|

3 baths

|

2,204 sq ft

|

House

4817 SABLE RIDGE CT, LEESBURG, FL, 34748
Plantation at Leesburg 5350 ASTOR ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,900

2 beds

|

2 baths

|

1,665 sq ft

|

House

5350 ASTOR ST, LEESBURG, FL, 34748
The Villages® 802 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$189,900

2 beds

|

4 baths

|

1,508 sq ft

|

Manufactured Home

802 OAK BLVD, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 5805 CAMDYN CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$449,900

3 beds

|

2 baths

|

1,633 sq ft

|

Villa

5805 CAMDYN CT, THE VILLAGES, FL, 32163
Community: The Villages®
Cindy Certified
17307 BAL HARBOUR DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$624,900

3 beds

|

2 baths

|

2,123 sq ft

|

House

17307 BAL HARBOUR DR, WINTER GARDEN, FL,...
Esplanade at McKinnon Groves 11234 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$415,000

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11234 SILVER TRUMPET LOOP, WINTER GARDEN...
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Trilogy® Orlando 243 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$485,000

3 beds

|

3 baths

|

2,534 sq ft

|

House

243 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Esplanade at McKinnon Groves 11199 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$447,118

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11199 SILVER TRUMPET LOOP, WINTER GARDEN...
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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1,145 homes
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