Below you can view all the homes for sale in the Highland Lakes subdivision located in Leesburg Florida. Listings in Highland Lakes are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Highland Lakes, give us a call at 407-485-1814.

24 Results

Highland Lakes Leesburg Florida Homes For Sale

Highland Lakes For Sale $269,900

Inviting single-story home with well-manicured lawn, tasteful landscaping, and brick-paved driveway at 26608 Racquet Cir, Leesburg, FL 34748
This cozy single-story home features a screened garage, brick-paved driveway, and manicured lawn at 26608 Racquet Cir, Leesburg, FL 34748
A close-up of the front entry, highlighting the storm door and patterned stone tiling at 26608 Racquet Cir, Leesburg, FL 34748
On Market For 12 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1499

  • Year Built

    1993

  • $/SqFt

    $180

Don't miss this opportunity—schedule your private showing today! ERA GRIZZARD REAL ESTATE.

Highland Lakes For Sale $249,900

Charming home with manicured lawn and beautiful, bright entryway at 26030 Newcombe Cir, Leesburg, FL 34748
Inviting single-story home with tidy landscaping and well-kept lawn at 26030 Newcombe Cir, Leesburg, FL 34748
Attached two-car garage with a paved driveway and tidy landscaping at 26030 Newcombe Cir, Leesburg, FL 34748
On Market For 12 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1293

  • Year Built

    1991

  • $/SqFt

    $193

Located just minutes from the Turnpike for easy access to Orlando. Schedule your private tour today! ERA GRIZZARD REAL ESTATE.

Highland Lakes For Sale $250,000

Charming single-story home with a two-car garage, screened front porch, and a well-manicured lawn at 5618 Rosewall Cir, Leesburg, FL 34748
Inviting entryway featuring a blue glass paneled front door and a covered porch area at 5618 Rosewall Cir, Leesburg, FL 34748
A well maintained home featuring a screened in back patio and a well manicured lawn at 5618 Rosewall Cir, Leesburg, FL 34748
On Market For 16 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1306

  • Year Built

    1990

  • $/SqFt

    $191

Close to shopping, restaurants, healthcare, and major highways—this is the Florida lifestyle you’ve been waiting for! SCATES REALTY & INVESTMENT PRO.

Highland Lakes For Sale $299,900

Reduced By $25,100

Inviting entryway with neutral color palette, tile flooring, and a bright, open dining area at 5712 Connors St, Leesburg, FL 34748
Bright living room featuring a fireplace, comfortable seating, skylights, and a sliding glass door at 5712 Connors St, Leesburg, FL 34748
Cozy living room with natural light, fireplace, comfortable seating, and sliding glass door to the lanai at 5712 Connors St, Leesburg, FL 34748
On Market For 21 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1794

  • Year Built

    1995

  • $/SqFt

    $167

Only a few miles from the North and South bound turnpike exits, for easy access to Orlando, the parks, airport & beaches! FLORIDA PLUS REALTY, LLC.

Highland Lakes For Sale $199,900

Aerial view of a well-maintained home in a lovely neighborhood with lush greenery and mature trees at 26032 Newcombe Cir, Leesburg, FL 34748
Cozy living room with wood floors, recessed lighting, and sliding glass doors leading to the outside at 26032 Newcombe Cir, Leesburg, FL 34748
Open kitchen view showcasing granite countertops, stainless steel sink, pendant lighting, and access to the living area at 26032 Newcombe Cir, Leesburg, FL 34748
On Market For 29 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1120

  • Year Built

    1994

  • $/SqFt

    $178

Don't wait............. call now to schedule your private tour! COLDWELL BANKER REALTY.

Highland Lakes For Sale $289,000

Beautiful lanai showcasing a serene rock water feature and views of the manicured lawn at 5500 Laver St, Leesburg, FL 34748
Relaxing screened lanai with comfortable seating and a view of the lush landscaping at 5500 Laver St, Leesburg, FL 34748
Well-kept home with a two-car garage, lush lawn, and tidy landscaping at 5500 Laver St, Leesburg, FL 34748
On Market For 30 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1591

  • Year Built

    1995

  • $/SqFt

    $182

Call today to see this AMAZING home & schedule your private tour! FLORIDA PLUS REALTY, LLC.

Highland Lakes For Sale $245,000

Side view of home with neat landscaping, manicured lawn and a serene atmosphere at 6042 Wade St, Leesburg, FL 34748
Lush backyard featuring a screened lanai, complemented by the beauty of mature trees at 6042 Wade St, Leesburg, FL 34748
Enjoy the large screened lanai with tile flooring, perfect for relaxing and entertaining guests at 6042 Wade St, Leesburg, FL 34748
On Market For 36 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1634

  • Year Built

    1994

  • $/SqFt

    $150

Don't miss your opportunity to own this charming home with fantastic potential. Schedule your showing today! GENSTONE REALTY.

Highland Lakes For Sale $275,000

Reduced By $15,000

Backyard featuring a screened lanai, green grass, and mature shrubbery at 6419 Borg St, Leesburg, FL 34748
Bright kitchen with stainless steel appliances and granite countertops and gray flooring at 6419 Borg St, Leesburg, FL 34748
Open kitchen with granite countertops, stainless steel appliances, gray flooring and bar seating at 6419 Borg St, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 45 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1964

  • Year Built

    1995

  • $/SqFt

    $140

Home Ready to move in with New Luxury Flooring, New Paint, New Light Fixtures, Newer Updated Walk in Whirlpool Bath Tub, with Separate walk in Shower. SAND DOLLAR REALTY GROUP INC.

Highland Lakes For Sale $274,900

Reduced By $5,000

Charming single-story home with a well-manicured lawn and screened garage door at 26823 Forest Hills St, Leesburg, FL 34788
A high-angle aerial view of the house with a blue sky and wooded area background at 26823 Forest Hills St, Leesburg, FL 34788
A high-angle aerial view of the house with a blue sky and wooded area background at 26823 Forest Hills St, Leesburg, FL 34788
On Market For 46 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1380

  • Year Built

    1997

  • $/SqFt

    $199

Highland Lakes is a gated 55+ community located off Highway 27 South of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field, an indoor arena with a stage for community events, kitchen, billiard/ping pong rm., 6 tennis courts (2 courts are lighted & 4 courts have a cushion surface), 8 lighted shuffle board courts, bocce ball courts, pickleball, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage is also included & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release (fishing)! ! OLYMPUS EXECUTIVE REALTY INC.

Highland Lakes For Sale $243,000

Reduced By $2,000

Well-maintained home exterior featuring manicured lawn, gray siding, and a sidewalk at 26736 Cash Ct, Leesburg, FL 34748
Inviting home entrance with light-gray siding, a charming front door, and transom window detail at 26736 Cash Ct, Leesburg, FL 34748
Bright foyer with high ceilings, decorative front door with tiled floors and an open floor plan at 26736 Cash Ct, Leesburg, FL 34748
On Market For 46 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1293

  • Year Built

    1992

  • $/SqFt

    $188

*TWO spacious en suite bedrooms with a split floor plan for maximum privacy *Open kitchen with natural gas range and all appliances included *Full-size MAYTAG washer & dryer *Roof replaced in 2019, Water Heater (2017), HVAC (2010) *Existing Home Warranty through October 2025 Community Features: *Gated 55+ community with 2 swimming pools (indoor pool is heated) Peaceful, nature-rich surroundings Low-maintenance living with a serene lifestyle **Don't miss your chance to own this special villa—schedule your tour today! ** RE/MAX TITANIUM GROUP.

Highland Lakes For Sale $375,000

Charming single-story home featuring a well-manicured lawn, mature landscaping, and a screened two-car garage at 6608 Borg, Leesburg, FL 34748
Beautiful front yard with flower beds and a lush green lawn, enhancing the home's curb appeal at 6608 Borg, Leesburg, FL 34748
Charming single-story home featuring a well-manicured lawn, two-car garage, and neatly trimmed landscaping at 6608 Borg, Leesburg, FL 34748
On Market For 47 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2365

  • Year Built

    1996

  • $/SqFt

    $159

Must Call Today And View This Home! FLORIDA PLUS REALTY, LLC.

Highland Lakes For Sale $363,900

Reduced By $1,000

Charming single-story home with circular driveway, fountain, mature trees, and attached two-car garage at 26901 Racquet Cir, Leesburg, FL 34748
An aerial view of a lovely home showcasing a circular driveway with fountain and lush green landscaping at 26901 Racquet Cir, Leesburg, FL 34748
Inviting home featuring a circular driveway, lush landscaping, and an attached two-car garage at 26901 Racquet Cir, Leesburg, FL 34748
On Market For 52 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2144

  • Year Built

    1994

  • $/SqFt

    $170

Don’t miss this opportunity—schedule your private tour today! IRON VALLEY REAL ESTATE CENTRAL FLORIDA.

Highland Lakes For Sale $340,000

Cozy living room with natural light, comfortable seating, and stylish decor at 27022 Racquet Cir, Leesburg, FL 34748
Inviting living room featuring hardwood floors, a ceiling fan, and neutral color palette at 27022 Racquet Cir, Leesburg, FL 34748
Comfortable living space with hardwood floors, ceiling fan, and an adjacent dining area at 27022 Racquet Cir, Leesburg, FL 34748
On Market For 51 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1999

  • Year Built

    1997

  • $/SqFt

    $170

This community has a large indoor pool, tennis, a woodshop, and much mor ERA GRIZZARD REAL ESTATE.

Highland Lakes For Sale $249,900

Reduced By $8,100

Well-manicured lawn complements this inviting single-story home with an attached garage at 6450 Wilander St, Leesburg, FL 34748
Lush lawn and colorful flowers frame the view from the front porch at 6450 Wilander St, Leesburg, FL 34748
Aerial view of a home featuring mature trees, a two car garage, and meticulous landscaping at 6450 Wilander St, Leesburg, FL 34748
On Market For 60 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1404

  • Year Built

    1995

  • $/SqFt

    $178

Don't wait............. call now to schedule your private tour! COLDWELL BANKER REALTY.

Highland Lakes For Sale $287,500

Reduced By $12,400

Well-maintained one-story home boasting green lawn, mature landscaping, and attached two-car garage at 6410 Tildon Ct, Leesburg, FL 34748
Inviting one-story home with a lush green lawn, colorful landscaping, and a convenient two-car garage at 6410 Tildon Ct, Leesburg, FL 34748
Attractive landscaping showcasing vibrant plants and manicured lawn, adding to the home's curb appeal at 6410 Tildon Ct, Leesburg, FL 34748
On Market For 60 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1957

  • Year Built

    1996

  • $/SqFt

    $147

Don't wait............. call now to schedule your private tour! COLDWELL BANKER REALTY.

Highland Lakes For Sale $309,000

Reduced By $36,000

An aerial shot of a lovely single-story home, showcasing its landscaping and long driveway at 26800 Racquet Cir, Leesburg, FL 34748
Charming landscaping details along the walkway leading to the front door, adding a touch of elegance at 26800 Racquet Cir, Leesburg, FL 34748
A lovely home showing the side of the home and lush landscaping against a sunny sky at 26800 Racquet Cir, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 79 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2133

  • Year Built

    1995

  • $/SqFt

    $145

Don't wait............. call now to schedule your private tour! COLDWELL BANKER REALTY.

Highland Lakes For Sale $250,000

Reduced By $30,000

Lovely single-story home featuring an attached garage and a well-maintained lawn at 6022 Wilander St, Leesburg, FL 34748
Exterior view of a screened-in porch with access to the home's entrance at 6022 Wilander St, Leesburg, FL 34748
Inviting front porch with tiled floor, decorative glass, and comfortable seating at 6022 Wilander St, Leesburg, FL 34748
On Market For 84 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1460

  • Year Built

    1995

  • $/SqFt

    $171

This is a gated 55+ community. PAL REALTY.

Highland Lakes For Sale $279,900

Reduced By $25,000

Charming single-story home features a two-car garage, manicured lawn, and an American flag at 27003 Racquet Cir, Leesburg, FL 34748
Aerial view of the single-story home with a two-car garage and well-maintained landscaping at 27003 Racquet Cir, Leesburg, FL 34748
Aerial view of the single-story home with a two-car garage and well-maintained landscaping at 27003 Racquet Cir, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 94 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2055

  • Year Built

    1995

  • $/SqFt

    $136

Don't wait............. call now to schedule your private tour! COLDWELL BANKER REALTY.

Highland Lakes For Sale $285,000

Reduced By $44,900

Inviting single-story home with a well-kept lawn, screened garage, and appealing curb appeal at 25941 Newcombe Cir, Leesburg, FL 34748
Beautiful front yard featuring lush green grass, mature trees, and water view at 25941 Newcombe Cir, Leesburg, FL 34748
Attractive single-story home boasting a lush green lawn, a screened garage, and inviting curb appeal at 25941 Newcombe Cir, Leesburg, FL 34748
On Market For 109 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1496

  • Year Built

    1992

  • $/SqFt

    $191

Don't wait............. call now to schedule your private tour! COLDWELL BANKER REALTY.

Highland Lakes For Sale $229,900

Reduced By $10,000

Side view of a light blue house with a screened porch and lush green lawn at 26548 Deuce Ct, Leesburg, FL 34748
Covered front porch with a white door and a view of the backyard at 26548 Deuce Ct, Leesburg, FL 34748
House with a white garage door, driveway and green lawn at 26548 Deuce Ct, Leesburg, FL 34748
On Market For 116 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1120

  • Year Built

    1991

  • $/SqFt

    $205

Don't wait............. call now to schedule your private tour! COLDWELL BANKER REALTY.

Highland Lakes For Sale $279,900

Reduced By $35,000

Charming single-story home with a well-maintained lawn, landscaped shrubs, and a two-car garage at 26913 Racquet Cir, Leesburg, FL 34748
Beautiful single-story home featuring a lush green lawn, palm tree, landscaped garden, and neutral-colored exterior at 26913 Racquet Cir, Leesburg, FL 34748
Aerial view of a well-maintained home with lush lawn, mature landscaping, and a long driveway at 26913 Racquet Cir, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 117 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2202

  • Year Built

    1995

  • $/SqFt

    $127

Don't wait............. call now to schedule your private tour! COLDWELL BANKER REALTY.

Highland Lakes For Sale $249,900

Reduced By $10,100

Charming one-story house with a white exterior, attached garage, and neat landscaping at 26607 Racquet Cir, Leesburg, FL 34748
Well maintained single Gathering home with attached garage and neat landscaping at 26607 Racquet Cir, Leesburg, FL 34748
Landscaped pathway leading to the entrance of a charming house at 26607 Racquet Cir, Leesburg, FL 34748
On Market For 124 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1293

  • Year Built

    1995

  • $/SqFt

    $193

Call today to schedule your private showing! FLORIDA PLUS REALTY, LLC.

Highland Lakes Pended $285,000

Reduced By $54,900

House and yard aerial view showcasing a two-car garage and landscaping at 6401 Tildon, Leesburg, FL 34748
House exterior with two-car garage, landscaping, and American flag at 6401 Tildon, Leesburg, FL 34748
House exterior showcasing a well-maintained lawn and landscaping at 6401 Tildon, Leesburg, FL 34748
On Market For 270 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1949

  • Year Built

    1995

  • $/SqFt

    $146

Wonderful craftsman shop and free boat and RV parking are available for use. CONVENIENT LOCATION! FLORIDA PLUS REALTY, LLC.

Highland Lakes For Sale $350,000

Reduced By $9,900

One-story house featuring a large yard at 6435 Borg St, Leesburg, FL 34748
Bright entryway with tile flooring and wood furniture at 6435 Borg St, Leesburg, FL 34748
Spacious living room with large windows and comfortable seating at 6435 Borg St, Leesburg, FL 34748
On Market For 318 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2186

  • Year Built

    1995

  • $/SqFt

    $160

Convenient to shopping grocery, restaurants and major highways and attractions. FLORIDA PLUS REALTY, LLC.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-485-1814 and speak with one of our real estate consultants.

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