Leesburg, FL 55+ active adult communities & homes for sale - Page 4

1,142 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

2.8 rating (6 reviews)

Arlington Ridge

$200ks - $500ks

Arlington Ridge, Leesburg, FL

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

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

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 (4 reviews)

Spruce Creek South

$100ks - $200ks

Spruce Creek South, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 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

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

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

Lakeside Landings

$100ks - $300ks

Lakeside Landings, Oxford, FL

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

Del Webb Minneola

$400ks - $700ks

Del Webb Minneola, Minneola, FL

New Construction | 55+ age-restricted | Built 2020 - present

Heritage - The Cottages o...

$300ks

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

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

Cresswind at Lake Harris

$300ks - $500ks

Cresswind at Lake Harris, Tavares, FL

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

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

600 AUDREY 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®

$325,000

2 beds

2 baths

1,156 sq ft

Villa

2537 BIRCH AVE, THE VILLAGES, FL, 32162

Community: The Villages®

Del Webb Minneola

1552 SKYLINE HEIGHTS CIR, MINNEOLA, FL, ..., Minneola, FL 34715

$889,000

3 beds

4 baths

2,844 sq ft

House

1552 SKYLINE HEIGHTS CIR, MINNEOLA, FL, ...

Community: Del Webb Minneola

The Villages®

$340,000

3 beds

2 baths

1,265 sq ft

House

8142 SE 175TH COLUMBIA PL, THE VILLAGES,...

Community: The Villages®

Kings Ridge

2207 STONEBRIDGE WAY, CLERMONT, FL, 3471..., Clermont, FL 34711

$395,900

3 beds

2 baths

1,873 sq ft

House

2207 STONEBRIDGE WAY, CLERMONT, FL, 3471...

Community: Kings Ridge

Harbor Hills Country Club

6144 TOPSAIL RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$249,900

2 beds

2 baths

1,598 sq ft

Villa

6144 TOPSAIL RD, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

The Villages®

$429,900

3 beds

2 baths

1,642 sq ft

Villa

2255 PATRICIA PL, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$249,000

2 beds

2 baths

1,121 sq ft

Villa

1710 ROSALES RD, THE VILLAGES, FL, 32162

Community: The Villages®

Lakeside Landings

10199 MAINSAIL DR, OXFORD, FL, 34484, Oxford, FL 34484

$339,999

3 beds

2 baths

1,537 sq ft

House

10199 MAINSAIL DR, OXFORD, FL, 34484

Community: Lakeside Landings

The Villages®

951 OLEANDER ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$237,550

2 beds

2 baths

1,248 sq ft

Manufactured Home

951 OLEANDER ST, LADY LAKE, FL, 32159

Community: The Villages®

The Villages®

$389,900

3 beds

2 baths

1,527 sq ft

House

806 SAN SALVADOR DR, THE VILLAGES, FL, 3...

Community: The Villages®

The Villages®

$229,000

2 beds

2 baths

1,163 sq ft

Villa

17457 SE 81ST NEWBERRY CT, THE VILLAGES,...

House

2696 MIDLAND TER, 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

The Villages®

$425,000

2 beds

2 baths

1,670 sq ft

House

1035 BLYTHE WAY, THE VILLAGES, FL, 32162

Community: The Villages®

Royal Highlands

20634 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748

$319,900

2 beds

2 baths

1,858 sq ft

House

20634 QUEEN ALEXANDRA DR, LEESBURG, FL, ...

Community: Royal Highlands

The Villages®

$199,000

2 beds

2 baths

1,324 sq ft

Manufactured Home

1704 LILLY LN, THE VILLAGES, FL, 32159

Community: The Villages®

The Villages®

103 CYPRESS RD, WILDWOOD, FL, 34785, Wildwood, FL 34785

$165,500

2 beds

2 baths

1,440 sq ft

Manufactured Home

103 CYPRESS RD, WILDWOOD, FL, 34785

Community: The Villages®

Plantation at Leesburg

25093 RIVERWALK DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$309,900

3 beds

2 baths

1,931 sq ft

House

25093 RIVERWALK DR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Villages®

$585,000

3 beds

3 baths

2,473 sq ft

House

2039 TYNTE TER, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$425,000

3 beds

2 baths

2,000 sq ft

House

1969 HAGOOD LOOP, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$329,900

2 beds

2 baths

1,156 sq ft

Villa

1648 ABASCO CT, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$465,000

3 beds

2 baths

1,872 sq ft

House

447 FOSTER PL, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$429,000

3 beds

2 baths

1,527 sq ft

House

991 BARRYMOORE LOOP, THE VILLAGES, FL, 3...

Community: The Villages®

The Villages®

5115 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484

$269,900

3 beds

2 baths

1,342 sq ft

House

5115 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

Royal Highlands

5843 PRINCESS CAROLINE PL, LEESBURG, FL,..., Leesburg, FL 34748

$349,000

2 beds

2 baths

1,717 sq ft

House

5843 PRINCESS CAROLINE PL, LEESBURG, FL,...

Community: Royal Highlands

The Villages®

$299,900

2 beds

2 baths

1,100 sq ft

House

2633 ENGLISH IVY CIR, THE VILLAGES, FL, ...

Community: The Villages®

1 2 3 4 5 6 7 8 9 10 11 12 13 14…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, Arlington Ridge is a gated communities with 629 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 311 days. The average price of homes for sale in these communities is approximately $302,174, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Arlington Ridge average around $384,543, while homes in Plantation at Leesburg average around $299,098.

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

1,142 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: May 29, 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 4

24 communities near Leesburg

1,142 homes near Leesburg

2 beds

2 baths

1,383 sq ft

House

3 beds

3 baths

3,921 sq ft

House

2 beds

2 baths

1,221 sq ft

House

3 beds

2 baths

1,426 sq ft

Villa

3 beds

2 baths

1,397 sq ft

Villa

2 beds

2 baths

1,156 sq ft

Villa

3 beds

4 baths

2,844 sq ft

House

3 beds

2 baths

1,265 sq ft

House

3 beds

2 baths

1,873 sq ft

House

2 beds

2 baths

1,598 sq ft

Villa

3 beds

2 baths

1,642 sq ft

Villa

2 beds

2 baths

1,121 sq ft

Villa

3 beds

2 baths

1,537 sq ft

House

2 beds

2 baths

1,248 sq ft

Manufactured Home

3 beds

2 baths

1,527 sq ft

House

2 beds

2 baths

1,163 sq ft

Villa

3 beds

2 baths

1,450 sq ft

House

3 beds

2 baths

1,392 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

3 beds