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Leesburg, FL 55+ active adult communities & homes for sale - Page 5

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
Arlington Ridge 4513 ANTIETAM CREEK TRL, LEESBURG, FL, 3..., Leesburg, FL 34748
$437,500

3 beds

|

3 baths

|

2,138 sq ft

|

House

4513 ANTIETAM CREEK TRL, LEESBURG, FL, 3...
Community: Arlington Ridge
Arlington Ridge 4711 HERITAGE TRL, LEESBURG, FL, 34748, Leesburg, FL 34748
$535,000

2 beds

|

2 baths

|

1,738 sq ft

|

House

4711 HERITAGE TRL, LEESBURG, FL, 34748
Community: Arlington Ridge
Royal Highlands 4636 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$335,000

3 beds

|

2 baths

|

1,864 sq ft

|

House

4636 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
Royal Harbor 5171 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$299,900

2 beds

|

2 baths

|

1,658 sq ft

|

House

5171 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
The Villages® 3064 BURBANK LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,746 sq ft

|

House

3064 BURBANK LN, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 2146 HOPESPRING LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162
$325,000

2 beds

|

2 baths

|

1,231 sq ft

|

House

2146 HOPESPRING LOOP, THE VILLAGES, FL, ...
Community: The Villages®
Spruce Creek South 17965 SE 102ND TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$245,000

2 beds

|

2 baths

|

1,296 sq ft

|

House

17965 SE 102ND TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
The Villages® 1385 HACKBERRY PL, THE VILLAGES, FL, 321..., The Villages, FL 32163
$544,900

3 beds

|

2 baths

|

1,943 sq ft

|

House

1385 HACKBERRY PL, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1056 SOLEDAD WAY, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$299,900

2 beds

|

2 baths

|

1,383 sq ft

|

House

1056 SOLEDAD WAY, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 910 ORCHID ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$212,000

2 beds

|

2 baths

|

1,332 sq ft

|

Manufactured Home

910 ORCHID ST, 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.
The Villages® 3376 MAYFLOWER LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$475,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

3376 MAYFLOWER LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Royal Highlands 4512 INVERNESS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$309,900

3 beds

|

2 baths

|

1,559 sq ft

|

House

4512 INVERNESS DR, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 2114 MARLIN PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

1,398 sq ft

|

Villa

2114 MARLIN PL, THE VILLAGES, FL, 32162
Community: The Villages®
Spruce Creek South 17552 SE 96TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$259,900

2 beds

|

2 baths

|

1,390 sq ft

|

House

17552 SE 96TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
The Villages® 2505 DREW CIR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$399,000

3 beds

|

2 baths

|

1,419 sq ft

|

House

2505 DREW CIR, THE VILLAGES, FL, 32163
Community: The Villages®
Legacy of Leesburg 5353 TREASURE VIEW WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$499,900

3 beds

|

4 baths

|

3,362 sq ft

|

House

5353 TREASURE VIEW WAY, LEESBURG, FL, 34...
Community: Legacy of Leesburg
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 17816 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$229,000

3 beds

|

3 baths

|

1,574 sq ft

|

House

17816 SE 115TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 825 ULELAH ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$488,000

3 beds

|

2 baths

|

2,096 sq ft

|

House

825 ULELAH ST, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 3593 BARREL LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$415,000

3 beds

|

2 baths

|

1,556 sq ft

|

House

3593 BARREL LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 2017 YEARLING WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$365,000

3 beds

|

2 baths

|

1,578 sq ft

|

House

2017 YEARLING WAY, 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® 12446 NE 52ND LOOP, OXFORD, FL, 34484, Oxford, FL 34484
$263,000

3 beds

|

2 baths

|

1,426 sq ft

|

House

12446 NE 52ND LOOP, OXFORD, FL, 34484
Community: The Villages®
Stonecrest 12056 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$399,000

3 beds

|

2 baths

|

1,592 sq ft

|

House

12056 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 2749 BANYAN PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$450,000

3 beds

|

2 baths

|

1,915 sq ft

|

House

2749 BANYAN PL, THE VILLAGES, FL, 32162
Community: The Villages®
Legacy of Leesburg 5384 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$525,000

3 beds

|

3 baths

|

3,004 sq ft

|

House

5384 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
The Villages® 2733 ALANDARI LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$424,900

3 beds

|

2 baths

|

1,685 sq ft

|

Villa

2733 ALANDARI LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Cindy Certified
416 LEMONGRASS RD, MINNEOLA, FL, 34715, Minneola, FL 34715
$564,990

4 beds

|

2 baths

|

2,103 sq ft

|

House

416 LEMONGRASS RD, MINNEOLA, FL, 34715
Stonecrest 17021 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$459,000

3 beds

|

2 baths

|

2,556 sq ft

|

House

17021 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Lakeside Landings 5311 GALLEY WAY, OXFORD, FL, 34484, Oxford, FL 34484
$345,000

3 beds

|

2 baths

|

1,878 sq ft

|

House

5311 GALLEY WAY, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 287 MERCER WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$335,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

287 MERCER WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 4305 TIEDEMANN LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$600,000

3 beds

|

2 baths

|

2,060 sq ft

|

House

4305 TIEDEMANN LOOP, THE VILLAGES, FL, 3...
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® 965 AVALON AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$268,900

2 beds

|

2 baths

|

1,156 sq ft

|

House

965 AVALON AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Stonecrest 12192 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$345,000

2 beds

|

2 baths

|

1,519 sq ft

|

House

12192 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Heritage Hills 3640 SOLANA CIR 11B, CLERMONT, FL, 34711, Clermont, FL 34711
$275,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3640 SOLANA CIR 11B, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 1922 GREELEYVILLE TER, THE VILLAGES, FL,..., The Villages, FL 32162
$560,000

3 beds

|

2 baths

|

1,685 sq ft

|

Villa

1922 GREELEYVILLE TER, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 2653 DAY LILY RUN, THE VILLAGES, FL, 321..., The Villages, FL 32162
$590,000

3 beds

|

2 baths

|

1,972 sq ft

|

House

2653 DAY LILY RUN, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 5546 COTTRELL CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$599,000

3 beds

|

2 baths

|

1,809 sq ft

|

Villa

5546 COTTRELL CT, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1025 WINNSBORO DR, THE VILLAGES, FL, 321..., The Villages, FL 32162
$520,000

3 beds

|

3 baths

|

2,075 sq ft

|

House

1025 WINNSBORO DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 3477 MELBOURNE LN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$450,000

3 beds

|

2 baths

|

1,570 sq ft

|

Villa

3477 MELBOURNE LN, 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® 971 KINGMONT TER, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$349,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

971 KINGMONT TER, THE VILLAGES, FL, 3216...
Community: The Villages®
Esplanade at McKinnon Groves 11397 BOURBON ROSE CIR, WINTER GARDEN, F..., Winter Garden, FL 34787
$840,000

4 beds

|

4 baths

|

2,717 sq ft

|

House

11397 BOURBON ROSE CIR, WINTER GARDEN, F...
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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