Leesburg, FL 55+ active adult communities & homes for sale - Page 26

1,151 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

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 (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

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

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

Questions? Call us: (352) 805-1035

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

2.8 rating (6 reviews)

Arlington Ridge

$200ks - $500ks

Arlington Ridge, Leesburg, FL

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

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

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

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

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

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

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

Cresswind at Lake Harris

$300ks - $500ks

Cresswind at Lake Harris, Tavares, FL

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

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

35045 SWEET LEAF LN, LEESBURG, FL, 34788

The Villages®

$559,900

3 beds

3 baths

2,245 sq ft

House

646 STRATFORD LN, THE VILLAGES, FL, 3216...

Community: The Villages®

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

Questions? Call us: (352) 805-1035

Royal Highlands

4921 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$269,999

3 beds

2 baths

1,414 sq ft

House

4921 GLEN COE ST, LEESBURG, FL, 34748

Community: Royal Highlands

Cindy Certified

2725 DUMONT LN, TAVARES, FL, 32778, Tavares, FL 32778

$299,990

4 baths

1,929 sq ft

House

5186 NE 122ND BLVD, OXFORD, FL, 34484

Community: The Villages®

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

Questions? Call us: (352) 805-1035

Cindy Certified

3058 GRANITE RIDGE AVE, MINNEOLA, FL, 34..., Minneola, FL 34715

$538,490

4 beds

3 baths

2,366 sq ft

House

3058 GRANITE RIDGE AVE, MINNEOLA, FL, 34...

The Villages®

$455,000

3 beds

2 baths

2,106 sq ft

House

1301 FONTANA CT, THE VILLAGES, FL, 32159

Community: The Villages®

The Villages®

$580,000

3 beds

2 baths

1,642 sq ft

House

5288 HURTT ST, THE VILLAGES, FL, 32163

Community: The Villages®

Heritage Hills

3550 FAIRWATERS CT D, CLERMONT, FL, 3471..., Clermont, FL 34711

$278,500

2 beds

2 baths

1,503 sq ft

Villa

3550 FAIRWATERS CT D, CLERMONT, FL, 3471...

Community: Heritage Hills

Summit Greens

2390 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711

$440,000

3 beds

2 baths

1,961 sq ft

House

2390 CALEDONIAN ST, CLERMONT, FL, 34711

Community: Summit Greens

Royal Harbor

5732 FREEPORT DR, TAVARES, FL, 32778, Tavares, FL 32778

$349,000

3 beds

2 baths

1,756 sq ft

House

5732 FREEPORT DR, TAVARES, FL, 32778

Community: Royal Harbor

Lakeside Landings

5427 COMPASS PT 1, OXFORD, FL, 34484, Oxford, FL 34484

$199,900

2 beds

2 baths

1,281 sq ft

Condo

5427 COMPASS PT 1, OXFORD, FL, 34484

Community: Lakeside Landings

The Villages®

210 PALERMO PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$439,900

3 beds

3 baths

2,118 sq ft

House

210 PALERMO PL, LADY LAKE, FL, 32159

Community: The Villages®

The Villages®

$355,000

3 beds

2 baths

1,774 sq ft

House

648 SAN MARINO DR, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$419,000

3 beds

2 baths

1,924 sq ft

House

16905 SE 93RD CUTHBERT CIR, THE VILLAGES...

Community: The Villages®

Cindy Certified

811 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$312,940

4 beds

4 beds

3 baths

2,472 sq ft

House

304 FREE RANGE DR, GROVELAND, FL, 34736

Cindy Certified

324 FREE RANGE DR, GROVELAND, FL, 34736, Groveland, FL 34736

$514,990

2 baths

1,374 sq ft

Villa

3538 FAIRWATERS CT B, CLERMONT, FL, 3471...

Community: Heritage Hills

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

Questions? Call us: (352) 805-1035

Pennbrooke Fairways

32747 WESTWOOD LOOP, LEESBURG, FL, 34748, Leesburg, FL 34748

$215,247

2 beds

2 baths

1,192 sq ft

House

32747 WESTWOOD LOOP, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

Legacy of Leesburg

5922 SAGE LEAF PL, LEESBURG, FL, 34748, Leesburg, FL 34748

$324,000

3 beds

2 baths

1,913 sq ft

House

5922 SAGE LEAF PL, LEESBURG, FL, 34748

Community: Legacy of Leesburg

1…16 17 18 19 20 21 22 23 24 25 26 27 28…29

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 optout@55places.com. 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

1,151 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: Aug 30, 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 26

25 communities near Leesburg

1,151 homes near Leesburg

3 beds

4 baths

2,473 sq ft

House

3 beds

2 baths

1,855 sq ft

House

2 beds

2 baths

1,778 sq ft

House

4 beds

2 baths

1,846 sq ft

House

3 beds

3 baths

2,245 sq ft

House

3 beds

2 baths

1,414 sq ft

House

3 beds

2 baths

1,697 sq ft

House

3 beds

2 baths

1,352 sq ft

Manufactured Home

2 beds

2 baths

1,163 sq ft

Villa

3 beds

2 baths

1,661 sq ft

House

3 beds

2 baths

1,697 sq ft

House

2 beds

2 baths

1,008 sq ft

House

2 beds

2 baths

1,710 sq ft

House

3 beds

2 baths

2,123 sq ft

House

3 beds

2 baths

1,398 sq ft

Villa

3 beds

4 baths

1,929 sq ft

House

4 beds

3 baths

2,366 sq ft

House

3 beds

2 baths

2,106 sq ft

House

3 beds

2 baths

1,642 sq ft

House

2 beds