Leesburg, FL 55+ active adult communities & homes for sale - Page 8

1,202 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

New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 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 (7 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

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

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.

3.6 rating (5 reviews)

Heritage Hills

$200ks - $400ks

Heritage Hills, Clermont, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 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

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

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

Questions? Call us: (352) 805-1035

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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

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

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

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

Baytree

$100ks - $300ks

Baytree, Tavares, FL

Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes

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

Questions? Call us: (352) 805-1035

Summit Chase Villas

$100ks

Summit Chase Villas, Tavares, FL

17353 SE 76TH FLINTLOCK TER, THE VILLAGE...

House

3544 MOUNT HOPE LOOP, LEESBURG, FL, 3474...

Community: Plantation at Leesburg

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

Questions? Call us: (352) 805-1035

Baytree

240 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778

$219,900

2 beds

2 baths

1,200 sq ft

Villa

240 JUNIPER WAY, TAVARES, FL, 32778

Community: Baytree

The Villages®

$559,000

3 beds

2 baths

1,966 sq ft

House

2679 LANTANA AVE, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$310,000

2 beds

2 baths

1,130 sq ft

House

258 ARBELLA LOOP, THE VILLAGES, FL, 3216...

Community: The Villages®

Harbor Hills Country Club

39634 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159

$449,900

3 beds

2 baths

2,579 sq ft

House

39634 HARBOR HILLS BLVD, LADY LAKE, FL, ...

Community: Harbor Hills Country Club

The Villages®

$549,900

3 beds

3 baths

2,075 sq ft

House

1607 MOUNT CROGHAN TRL, THE VILLAGES, FL...

Community: The Villages®

The Villages®

$235,000

2 beds

2 baths

1,156 sq ft

Villa

2454 SOUTHERN OAK ST, THE VILLAGES, FL, ...

Community: The Villages®

Plantation at Leesburg

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

$350,000

2 beds

2 baths

2,087 sq ft

House

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

Community: Plantation at Leesburg

The Villages®

$435,000

3 beds

2 baths

1,602 sq ft

Villa

2311 CRESTVIEW ST, 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

Stonecrest

11890 SE 172ND LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$349,900

2 beds

2 baths

1,494 sq ft

House

11890 SE 172ND LN, SUMMERFIELD, FL, 3449...

Community: Stonecrest

The Villages®

111 WINTERBERRY AVE, WILDWOOD, FL, 34785, Wildwood, FL 34785

$149,500

2 beds

2 baths

960 sq ft

Manufactured Home

111 WINTERBERRY AVE, WILDWOOD, FL, 34785

Community: The Villages®

Arlington Ridge

26922 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748

$195,000

2 beds

2 baths

964 sq ft

House

26922 WHITE PLAINS WAY, LEESBURG, FL, 34...

Community: Arlington Ridge

The Villages®

$319,900

3 beds

3 baths

1,352 sq ft

Villa

8108 SE 169TH TWEEDSIDE LOOP, THE VILLAG...

Community: The Villages®

Legacy of Leesburg

27106 GREENFLY ORCHID LN, LEESBURG, FL, ..., Leesburg, FL 34748

$289,900

3 beds

2 baths

1,541 sq ft

House

27106 GREENFLY ORCHID LN, LEESBURG, FL, ...

Community: Legacy of Leesburg

The Villages®

$399,900

3 beds

2 baths

1,880 sq ft

House

1259 ADDISON AVE, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$324,900

3 beds

2 baths

1,240 sq ft

House

2420 RICHARDSON RD, THE VILLAGES, FL, 32...

Community: The Villages®

Stonecrest

17776 SE 114TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$316,900

3 beds

3 baths

1,646 sq ft

Villa

17776 SE 114TH AVE, SUMMERFIELD, FL, 344...

Community: Stonecrest

The Villages®

$724,900

3 beds

2 baths

1,958 sq ft

House

2977 STEPPING STONE PATH, THE VILLAGES, ...

House

10144 LAKE MIONA WAY, OXFORD, FL, 34484

Community: Lakeside Landings

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

Questions? Call us: (352) 805-1035

The Villages®

$435,000

3 beds

2 baths

2,160 sq ft

House

2525 FIVE FORKS TRL, THE VILLAGES, FL, 3...

Community: The Villages®

The Villages®

$399,999

3 beds

2 baths

1,597 sq ft

House

17559 SE 81ST PARNASSUS CT, THE VILLAGES...

Community: The Villages®

1 2 3 4 5 6 7 8 9 10 11 12 13 14…31

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, Plantation at Leesburg is a gated communities with 2820 homes, and Legacy of Leesburg is another gated communities with 1000 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 200 days. The average price of homes for sale in these communities is approximately $312,969, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Arlington Ridge average around $421,045, while homes in Royal Highlands average around $321,547.

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

1,202 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: Apr 13, 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 8

22 communities near Leesburg

1,202 homes near Leesburg

3 beds

2 baths

1,738 sq ft

House

3 beds

2 baths

1,837 sq ft

Villa

3 beds

2 baths

1,550 sq ft

House

2 beds

2 baths

1,192 sq ft

House

2 beds

2 baths

1,388 sq ft

House

4 beds

2 baths

2,028 sq ft

House

3 beds

2 baths

2,257 sq ft

House

3 beds

2 baths

2,200 sq ft

House

3 beds

3 baths

3,024 sq ft

House

3 beds

2 baths

2,000 sq ft

House

4 beds

3 baths

3,345 sq ft

House

3 beds

2 baths

1,569 sq ft

House

3 beds

2 baths

1,856 sq ft

House

2 beds

2 baths

1,200 sq ft

Villa

3 beds

2 baths

1,966 sq ft

House

2 beds

2 baths

1,130 sq ft

House

3 beds

2 baths

2,579 sq ft

House

3 beds

3 baths

2,075 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

2 beds