Leesburg, FL 55+ active adult communities & homes for sale - Page 15

1,041 homes near Leesburg

Sort by:

Relevance

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

2.8 rating (6 reviews)

Arlington Ridge

$200ks - $500ks

Arlington Ridge, Leesburg, FL

New and Resale | 55+ age-restricted | Built 2005 - present | 629 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

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 (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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.

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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

Cresswind at Lake Harris

$300ks - $500ks

Cresswind at Lake Harris, Tavares, FL

New Construction | 55+ age-restricted | Built 2025 - present | 625 homes

Want to learn more about 55+ communities in Leesburg? 55places can help!

Questions? Call us: (352) 805-1035

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

3.9 rating (7 reviews)

Summit Greens

$300ks - $400ks

Summit Greens, Clermont, FL

Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes

Heritage - The Cottages o...

$300ks

Heritage - The Cottages o..., Okahumpka, FL

New Construction | 55+ age-restricted | Built 2022 - present | 179 homes

Lakeside Landings

$100ks - $300ks

Lakeside Landings, Oxford, FL

New and Resale | Age-targeted | Built 2005 - present | 700 homes

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

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

The Villages®

1809 DAFFODIL LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$182,000

2 beds

1 baths

936 sq ft

Manufactured Home

1809 DAFFODIL LN, LADY LAKE, FL, 32159

Community: The Villages®

Trilogy® Orlando

119 FALLING ACORN AVE, GROVELAND, FL, 34..., Groveland, FL 34736

$338,000

2 beds

2 baths

1,651 sq ft

House

119 FALLING ACORN AVE, GROVELAND, FL, 34...

Community: Trilogy® Orlando

The Villages®

732 ROYAL PALM AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$219,900

3 beds

2 baths

1,100 sq ft

Manufactured Home

732 ROYAL PALM AVE, LADY LAKE, FL, 32159

Community: The Villages®

The Villages®

$365,000

3 beds

2 baths

1,425 sq ft

House

2464 NELLIE RD, THE VILLAGES, FL, 32163

Community: The Villages®

Esplanade at Highland Ranch

959 BRAEWOOD DR, CLERMONT, FL, 34715, Clermont, FL 34715

$450,000

2 beds

2 baths

1,788 sq ft

House

959 BRAEWOOD DR, CLERMONT, FL, 34715

Community: Esplanade at Highland Ranch

Want to learn more about 55+ communities in Leesburg? 55places can help!

Questions? Call us: (352) 805-1035

The Villages®

$285,900

2 beds

2 baths

1,156 sq ft

Villa

3401 CARRABELLE CT, THE VILLAGES, FL, 32...

Community: The Villages®

The Villages®

$339,900

3 beds

2 baths

1,240 sq ft

House

2180 JASPER WAY, THE VILLAGES, FL, 32162

Community: The Villages®

Arlington Ridge

4258 JAMES RIVER CIR, LEESBURG, FL, 3474..., Leesburg, FL 34748

$464,900

4 beds

3 baths

2,524 sq ft

House

4258 JAMES RIVER CIR, LEESBURG, FL, 3474...

Community: Arlington Ridge

Stonecrest

17789 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$285,000

3 beds

3 baths

1,463 sq ft

House

17789 SE 113TH TER, SUMMERFIELD, FL, 344...

Community: Stonecrest

Stonecrest

17440 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$339,900

3 beds

2 baths

1,794 sq ft

House

17440 SE 112TH AVE, SUMMERFIELD, FL, 344...

Community: Stonecrest

The Villages®

$458,900

3 beds

2 baths

1,674 sq ft

Villa

2859 RESMONDO RD, THE VILLAGES, FL, 3216...

Community: The Villages®

Pennbrooke Fairways

32676 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$280,000

3 beds

2 baths

1,709 sq ft

House

32676 OAK PARK DR, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

The Villages®

$429,000

3 beds

2 baths

1,922 sq ft

House

2612 MORVEN PARK WAY, THE VILLAGES, FL, ...

Community: The Villages®

The Villages®

963 AVALON AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$299,900

2 beds

2 baths

1,268 sq ft

Villa

963 AVALON AVE, LADY LAKE, FL, 32159

Community: The Villages®

Royal Highlands

21630 REGENCY PARK LN, LEESBURG, FL, 347..., Leesburg, FL 34748

$272,500

3 beds

2 baths

1,438 sq ft

House

21630 REGENCY PARK LN, LEESBURG, FL, 347...

Community: Royal Highlands

The Villages®

$1,299,999

4 beds

3 baths

3,537 sq ft

House

1404 BRIER CREEK 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

The Villages®

$579,000

3 beds

2 baths

1,923 sq ft

House

2837 GRANT WAY, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$304,000

3 beds

2 baths

1,426 sq ft

House

6231 ATKINSON LN, THE VILLAGES, FL, 3216...

Community: The Villages®

Plantation at Leesburg

4908 CYPRESS HEAD CT, LEESBURG, FL, 3474..., Leesburg, FL 34748

$339,900

3 beds

2 baths

2,087 sq ft

House

4908 CYPRESS HEAD CT, LEESBURG, FL, 3474...

Community: Plantation at Leesburg

The Villages®

1603 COG HILL DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$254,400

2 beds

2 baths

1,542 sq ft

Manufactured Home

1603 COG HILL DR, LADY LAKE, FL, 32159

Community: The Villages®

The Villages®

24104 SANDALWOOD DR 104, WILDWOOD, FL, 3..., Wildwood, FL 34785

$115,000

1 beds

1 baths

900 sq ft

Condo

24104 SANDALWOOD DR 104, WILDWOOD, FL, 3...

Community: The Villages®

Harbor Hills Country Club

5013 HARBOR HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159

$340,000

3 beds

2 baths

1,954 sq ft

House

5013 HARBOR HEIGHTS, LADY LAKE, FL, 3215...

Community: Harbor Hills Country Club

The Villages®

$299,000

2 beds

2 baths

1,156 sq ft

Villa

2427 SOUTHERN OAK ST, THE VILLAGES, FL, ...

Community: The Villages®

Plantation at Leesburg

25073 RIVERWALK DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$289,000

3 beds

2 baths

1,814 sq ft

House

25073 RIVERWALK DR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Villages®

$300,000

3 beds

2 baths

1,687 sq ft

House

1407 FIGUEROA ST, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

930 TARRSON BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$139,800

2 beds

2 baths

960 sq ft

Manufactured Home

930 TARRSON BLVD, LADY LAKE, FL, 32159

Community: The Villages®

The Villages®

208 DESOTA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$344,000

2 beds

2 baths

1,504 sq ft

House

208 DESOTA CT, LADY LAKE, FL, 32159

Community: The Villages®

Want to learn more about 55+ communities in Leesburg? 55places can help!

Questions? Call us: (352) 805-1035

Stonecrest

17552 SE 119TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$325,000

3 beds

3 baths

1,676 sq ft

House

17552 SE 119TH CIR, SUMMERFIELD, FL, 344...

Community: Stonecrest

The Villages®

$569,000

3 beds

2 baths

1,918 sq ft

House

580 GOUGH PL, THE VILLAGES, FL, 32163

Community: The Villages®

Harbor Hills Country Club

5084 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$707,150

4 beds

3 baths

2,586 sq ft

House

5084 GREENS DR, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

Royal Harbor

5277 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778

$349,900

3 beds

2 baths

2,086 sq ft

House

5277 INDIAN OCEAN LOOP, TAVARES, FL, 327...

Community: Royal Harbor

The Villages®

$444,000

3 beds

2 baths

1,617 sq ft

Villa

2975 THAYER TER, THE VILLAGES, FL, 32163

Community: The Villages®

The Villages®

$409,000

3 beds

2 baths

1,747 sq ft

House

1215 WESTMORELAND LOOP, THE VILLAGES, FL...

Community: The Villages®

Summit Chase Villas

12532 ORANGEWOOD CT, TAVARES, FL, 32778, Tavares, FL 32778

$199,800

2 beds

2 baths

918 sq ft

Condo

12532 ORANGEWOOD CT, TAVARES, FL, 32778

Community: Summit Chase Villas

Esplanade at Highland Ranch

1192 ESPERANZA RIDGE RD, CLERMONT, FL, 3..., Clermont, FL 34715

$565,000

2 beds

3 baths

2,356 sq ft

House

1192 ESPERANZA RIDGE RD, CLERMONT, FL, 3...

Community: Esplanade at Highland Ranch

Plantation at Leesburg

4724 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748

$405,000

3 beds

3 baths

3,221 sq ft

House

4724 SABLE RIDGE CT, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Villages®

$308,750

3 beds

2 baths

1,392 sq ft

House

17637 SE 80TH ALTAMAHA CT, THE VILLAGES,...

Community: The Villages®

The Villages®

$299,900

2 beds

2 baths

1,248 sq ft

House

2259 MARGARITA DR, 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®

$299,999

3 beds

2 baths

1,491 sq ft

House

728 RIVERA RD, THE VILLAGES, FL, 32159

Community: The Villages®

The Villages®

$339,000

3 beds

2 baths

1,658 sq ft

House

17325 SE 91ST LEE AVE, THE VILLAGES, FL,...

Community: The Villages®

1…9 10 11 12 13 14 15 16 17 18 19 20 21…27

Frequently Asked Questions

What size 55+ communities are there in Leesburg?

In Leesburg, there are 4 large communities with over 1000 homes, 3 medium communities with 500-1000 homes, and no small communities.

How many homes are there in the smallest, largest, and average 55+ communities in Leesburg?

The smallest 55+ communities in Leesburg has 629 homes, the largest has 2820 homes, and the average communities consists of 1248 homes.

Are there new 55+ homes available in Leesburg?

Yes, there is new 55+ home available in Leesburg. The most recent communities started in Leesburg include Arlington Ridge, Legacy of Leesburg, Royal Highlands. There is also 1 communities in Leesburg that offers new construction homes, including Arlington Ridge.

Are there gated 55+ communities in Leesburg?

Yes, there are gated 55+ communities in Leesburg. Approximately 85.7% of 55+ communities in the area are gated. For instance, Highland Lakes is a gated communities with 938 homes, and Plantation at Leesburg is another gated communities with 2820 homes.

How long do listings in 55+ communities in Leesburg typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Leesburg stay on the market for around 322 days. The average price of homes for sale in these communities is approximately $300,614, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Arlington Ridge average around $386,753, while homes in Plantation at Leesburg average around $296,272.

Want more information about active adult communities around Leesburg?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Leesburg?

Call us: (352) 805-1035

1,041 homes

Remove Boundaries ×

Map Satellite

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jul 15, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Leesburg, FL 55+ active adult communities & homes for sale - Page 15

24 communities near Leesburg

1,041 homes near Leesburg

2 beds

1 baths

936 sq ft

Manufactured Home

2 beds

2 baths

1,651 sq ft

House

3 beds

2 baths

1,100 sq ft

Manufactured Home

3 beds

2 baths

1,425 sq ft

House

2 beds

2 baths

1,788 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

3 beds

2 baths

1,240 sq ft

House

4 beds

3 baths

2,524 sq ft

House

3 beds

3 baths

1,463 sq ft

House

3 beds

2 baths

1,794 sq ft

House

3 beds

2 baths

1,674 sq ft

Villa

3 beds

2 baths

1,709 sq ft

House

3 beds

2 baths

1,922 sq ft

House

2 beds

2 baths

1,268 sq ft

Villa

3 beds

2 baths

1,438 sq ft

House

4 beds

3 baths

3,537 sq ft

House

3 beds

2 baths

1,923 sq ft

House

3 beds

2 baths

1,426 sq ft

House

3 beds

2 baths

2,087 sq ft

House

2 beds