Leesburg, FL 55+ active adult communities & homes for sale - Page 22

1,199 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

4.7 rating (3 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

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

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.

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

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

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

Lakeside Landings

$100ks - $300ks

Lakeside Landings, Oxford, FL

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

3.9 rating (7 reviews)

Summit Greens

$300ks - $400ks

Summit Greens, Clermont, FL

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

Del Webb Minneola

$400ks - $700ks

Del Webb Minneola, Minneola, FL

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

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

Baytree

$100ks - $300ks

Baytree, Tavares, FL

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

Summit Chase Villas

$100ks

Summit Chase Villas, Tavares, FL

4436 ANTIETAM CREEK TRL, LEESBURG, FL, 3...

Community: Arlington Ridge

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

Questions? Call us: (352) 805-1035

The Villages®

$1,399,999

3 beds

3 baths

3,693 sq ft

Villa

17339 SE 84TH FOXGROVE AVE, THE VILLAGES...

Community: The Villages®

The Villages®

515 LOMA PASEO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$525,000

3 beds

2 baths

2,322 sq ft

House

515 LOMA PASEO DR, LADY LAKE, FL, 32159

Community: The Villages®

Arlington Ridge

4415 ANTIETAM CREEK TRL, LEESBURG, FL, 3..., Leesburg, FL 34748

$365,000

2 beds

2 baths

2,076 sq ft

House

4415 ANTIETAM CREEK TRL, LEESBURG, FL, 3...

Community: Arlington Ridge

Spruce Creek South

10339 SE 179TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$199,000

2 beds

2 baths

1,008 sq ft

House

10339 SE 179TH ST, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

Plantation at Leesburg

26234 GLEN EAGLE DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$269,900

3 beds

2 baths

1,761 sq ft

House

26234 GLEN EAGLE DR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Villages®

$585,000

3 beds

2 baths

1,950 sq ft

House

4434 SHOCKOE CIR, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$425,000

3 beds

2 baths

1,875 sq ft

House

1923 USEPPA OAKS LN, THE VILLAGES, FL, 3...

Community: The Villages®

The Villages®

$394,500

3 beds

2 baths

1,467 sq ft

Villa

2167 KERWOOD LOOP, 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

Royal Highlands

5124 LINKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748

$415,000

3 beds

2 baths

1,759 sq ft

House

5124 LINKS LN, LEESBURG, FL, 34748

Community: Royal Highlands

The Villages®

$408,000

3 beds

2 baths

1,459 sq ft

House

6370 DANIELSON LOOP, THE VILLAGES, FL, 3...

Community: The Villages®

Highland Lakes

5609 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$349,900

3 beds

3 baths

2,251 sq ft

House

5609 ROSEWALL CIR, LEESBURG, FL, 34748

Community: Highland Lakes

Royal Highlands

5610 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748

$239,900

3 beds

2 baths

1,606 sq ft

House

5610 KING JAMES AVE, LEESBURG, FL, 34748

Community: Royal Highlands

The Villages®

$335,000

3 beds

2 baths

1,527 sq ft

House

9671 SE 168TH MAPLESONG LN, THE VILLAGES...

Community: The Villages®

The Villages®

$399,900

3 beds

2 baths

1,419 sq ft

House

3358 BRIANNA LN, THE VILLAGES, FL, 32163

Community: The Villages®

The Villages®

1222 ZAPATA PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$185,000

2 beds

1 baths

936 sq ft

Manufactured Home

1222 ZAPATA PL, LADY LAKE, FL, 32159

Community: The Villages®

Heritage Hills

3791 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711

$534,899

3 beds

3 baths

2,615 sq ft

House

3791 SANIBEL ST, CLERMONT, FL, 34711

Community: Heritage Hills

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

Questions? Call us: (352) 805-1035

The Villages®

5180 LEXINGTON CIR, WILDWOOD, FL, 34785, Wildwood, FL 34785

$224,000

3 beds

2 baths

1,932 sq ft

Manufactured Home

5180 LEXINGTON CIR, WILDWOOD, FL, 34785

Community: The Villages®

The Villages®

$430,000

3 beds

2 baths

1,850 sq ft

House

8617 SE 168TH KITTREDGE LOOP, THE VILLAG...

Community: The Villages®

The Villages®

$1,150,000

3 beds

3 baths

2,964 sq ft

House

1850 LAKE RIDGE DR, THE VILLAGES, FL, 32...

Community: The Villages®

Trilogy® Orlando

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

$318,000

3 beds

2 baths

1,780 sq ft

House

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

Community: Trilogy® Orlando

Harbor Hills Country Club

39517 HILLRISE LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$524,900

4 beds

3 baths

2,532 sq ft

House

39517 HILLRISE LN, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

Highland Lakes

5616 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$288,900

2 beds

2 baths

2,003 sq ft

House

5616 LAVER ST, LEESBURG, FL, 34748

Community: Highland Lakes

The Villages®

$294,500

2 beds

2 baths

1,295 sq ft

Villa

3349 CLARA CT, THE VILLAGES, FL, 32163

Community: The Villages®

Summit Greens

791 WOLF CREEK ST, CLERMONT, FL, 34711, Clermont, FL 34711

$313,000

2 beds

2 baths

1,256 sq ft

House

791 WOLF CREEK ST, CLERMONT, FL, 34711

Community: Summit Greens

Kings Ridge

2010 BRAXTON ST, CLERMONT, FL, 34711, Clermont, FL 34711

$289,000

2 beds

2 baths

1,335 sq ft

House

2010 BRAXTON ST, CLERMONT, FL, 34711

Community: Kings Ridge

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

Questions? Call us: (352) 805-1035

Plantation at Leesburg

4242 LEAFWAY CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$410,000

2 beds

2 baths

2,297 sq ft

House

4242 LEAFWAY CIR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Villages®

$234,500

2 beds

2 baths

1,051 sq ft

Villa

3818 MIRAGALIA LN, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

5371 WARM SPRINGS AVE, WILDWOOD, FL, 347..., Wildwood, FL 34785

$275,000

2 beds

1 baths

696 sq ft

House

5371 WARM SPRINGS AVE, WILDWOOD, FL, 347...

Community: The Villages®

Highland Lakes

26104 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$219,900

2 beds

2 baths

1,124 sq ft

House

26104 NEWCOMBE CIR, LEESBURG, FL, 34748

Community: Highland Lakes

Pennbrooke Fairways

32831 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$307,022

3 beds

2 baths

1,757 sq ft

House

32831 TIMBERWOOD DR, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

The Villages®

$309,900

2 beds

2 baths

1,322 sq ft

Villa

1822 ATHENS LN, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$300,000

2 beds

2 baths

1,452 sq ft

House

16899 SE 96TH CHAPELWOOD CIR, THE VILLAG...

Community: The Villages®

Harbor Hills Country Club

5066 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$649,000

4 beds

3 baths

2,544 sq ft

House

5066 GREENS DR, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

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

Questions? Call us: (352) 805-1035

Harbor Hills Country Club

38800 HARBORWOODS PL, LADY LAKE, FL, 321..., Lady Lake, FL 32159

$399,000

3 beds

4 baths

2,692 sq ft

House

38800 HARBORWOODS PL, LADY LAKE, FL, 321...

Community: Harbor Hills Country Club

Trilogy® Orlando

134 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736

$340,000

3 beds

2 baths

1,644 sq ft

House

134 SILVER MAPLE RD, GROVELAND, FL, 3473...

Community: Trilogy® Orlando

1…16 17 18 19 20 21 22 23 24 25 26 27 28…30

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

1,199 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: Feb 26, 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 22

22 communities near Leesburg

1,199 homes near Leesburg

3 beds

2 baths

1,856 sq ft

House

4 beds

2 baths

2,544 sq ft

House

2 beds

2 baths

1,452 sq ft

House

2 beds

3 baths

2,597 sq ft

House

3 beds

2 baths

2,028 sq ft

House

3 beds

3 baths

3,693 sq ft

Villa

3 beds

2 baths

2,322 sq ft

House

2 beds

2 baths

2,076 sq ft

House

2 beds

2 baths

1,008 sq ft

House

3 beds

2 baths

1,761 sq ft

House

3 beds

2 baths

1,950 sq ft

House

3 beds

2 baths

1,875 sq ft

House

3 beds

2 baths

1,467 sq ft

Villa

3 beds

2 baths

1,759 sq ft

House

3 beds

2 baths

1,459 sq ft

House

3 beds

3 baths

2,251 sq ft

House

3 beds

2 baths

1,606 sq ft

House

3 beds

2 baths

1,527 sq ft

House

3 beds

2 baths

1,419 sq ft

House

2 beds