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 407-641-2236.

29 Results

Highland Lakes Leesburg Florida Homes For Sale

Highland Lakes For Sale $279,900

Charming single-story home featuring a two-car garage, stone accents, and a well-manicured lawn with beautiful landscaping at 26636 Evert St, Leesburg, FL 34748
Relaxing backyard featuring a serene water view and lush green lawn at 26636 Evert St, Leesburg, FL 34748
Enjoy outdoor living on this patio with tranquil water views and lush landscaping at 26636 Evert St, Leesburg, FL 34748
On Market For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1400

  • Year Built

    1991

  • $/SqFt

    $200

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

Highland Lakes For Sale $250,000

Bright kitchen featuring white appliances, granite countertops, and a skylight for natural light at 5402 Rosewall Cir, Leesburg, FL 34748
Enclosed lanai with wall-to-wall windows that provide serene views of the surrounding landscape at 5402 Rosewall Cir, Leesburg, FL 34748
Bathroom featuring a shower, bathtub, and a vanity with a large mirror for enhanced functionality at 5402 Rosewall Cir, Leesburg, FL 34748
On Market For 11 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1368

  • Year Built

    1991

  • $/SqFt

    $183

Whether looking for a full-time Florida home or a winter getaway, this charming residence is the perfect fit. RE/MAX TITANIUM GROUP.

Highland Lakes For Sale $345,000

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
On Market For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2133

  • Year Built

    1995

  • $/SqFt

    $162

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

Highland Lakes For Sale $280,000

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 17 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1460

  • Year Built

    1995

  • $/SqFt

    $192

This is a gated 55+ community. PAL REALTY.

Highland Lakes Pended $265,000

Relaxing living room filled with natural light with neutral carpet and two comfortable armchairs at 26315 Newcombe Cir, Leesburg, FL 34748
Open-concept layout with a combined living and dining area, creating a cozy atmosphere at 26315 Newcombe Cir, Leesburg, FL 34748
Spacious living room showcasing an entertainment center and views into the dining area at 26315 Newcombe Cir, Leesburg, FL 34748
On Market For 22 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1413

  • Year Built

    1993

  • $/SqFt

    $188

card & craft rooms, driving range, tennis pickleball - boat & rv storage and lots more; see amenities attached - vacant easy show. BONJORN REAL ESTATE.

Highland Lakes For Sale $304,900

Inviting single-story home with lush front lawn and lovely landscaping details at 27003 Racquet Cir, Leesburg, FL 34748
Bright living room featuring neutral tones, carpet floors, and a large window at 27003 Racquet Cir, Leesburg, FL 34748
Cozy living room with plush seating, ceiling fan, and natural light at 27003 Racquet Cir, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 28 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2055

  • Year Built

    1995

  • $/SqFt

    $148

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

Highland Lakes For Sale $295,000

Reduced By $34,900

Inviting single-story home with a well-kept lawn, screened garage, and appealing curb appeal 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
Well-maintained single-story home featuring a convenient screened garage and tidy landscaping at 25941 Newcombe Cir, Leesburg, FL 34748
On Market For 42 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1496

  • Year Built

    1992

  • $/SqFt

    $197

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

Highland Lakes Pended $299,900

View of exterior with brick paver driveway leading to a two car garage with landscaped yard at 26913 Forest Hills St, Leesburg, FL 34748
Spacious living room with wood floors, fireplace, skylights, ceiling fan, and access to the kitchen at 26913 Forest Hills St, Leesburg, FL 34748
Bright and airy living room with wood floors, fireplace, ceiling fan, and screened-in porch at 26913 Forest Hills St, Leesburg, FL 34748
On Market For 47 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1886

  • Year Built

    1997

  • $/SqFt

    $159

All of this with an extremely low HOA fee. RE/MAX 200 REALTY.

Highland Lakes For Sale $239,900

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 49 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1120

  • Year Built

    1991

  • $/SqFt

    $214

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

Highland Lakes For Sale $219,900

Exterior view of a house with a screened-in garage and landscaping at 26912 Tanner St, Leesburg, FL 34748
Two-unit property featuring identical houses with garages and neatly kept lawns at 26912 Tanner St, Leesburg, FL 34748
Three-unit property with attached garages and a shared driveway at 26912 Tanner St, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 49 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1151

  • Year Built

    1995

  • $/SqFt

    $191

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

Highland Lakes For Sale $314,900

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 50 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2202

  • Year Built

    1995

  • $/SqFt

    $143

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 57 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 $382,500

Reduced By $12,400

Single story house with a two-car garage and American flag at 6525 Borg St, Leesburg, FL 34748
Single-story house with a screened porch and landscaped yard at 6525 Borg St, Leesburg, FL 34748
Bright living room with hardwood floors and comfy seating at 6525 Borg St, Leesburg, FL 34748
On Market For 51 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2071

  • Year Built

    1995

  • $/SqFt

    $185

events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 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 (included in HOA) & has 260 spaces on a secured lot, Craftsman Club building COLDWELL BANKER REALTY.

Highland Lakes For Sale $275,000

Single-story house with a paved driveway, landscaped yard, and a burgundy garage door at 26608 Racquet Cir, Leesburg, FL 34748
Attractive single-story house with a well-manicured lawn and a paved driveway at 26608 Racquet Cir, Leesburg, FL 34748
House exterior with landscaped yard, paved driveway, and burgundy garage door at 26608 Racquet Cir, Leesburg, FL 34748
On Market For 61 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1499

  • Year Built

    1993

  • $/SqFt

    $183

After working hard all these years, maybe even shoveling snow, it’s time to own your little piece of PARADISE! LAKEFIELD REALTY GROUP LLC.

Highland Lakes For Sale $334,900

Reduced By $20,100

Modern kitchen featuring white cabinets, stainless steel appliances, and quartz countertops at 27100 Racquet Cir, Leesburg, FL 34748
Open concept kitchen with island, stainless steel appliances, and stylish backsplash at 27100 Racquet Cir, Leesburg, FL 34748
Modern kitchen with large island, perfect for entertaining, and breakfast bar at 27100 Racquet Cir, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 61 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2208

  • Year Built

    1996

  • $/SqFt

    $152

Nestled in Central Florida, this is a MUST-SEE opportunity to step into a world of unparalleled luxury and comfort. Your dream lifestyle awaits! URBAN CORE REALTY.

Highland Lakes For Sale $250,000

House exterior with a two-car garage and driveway at 26030 Newcombe Cir, Leesburg, FL 34748
House exterior showcasing a large front yard at 26030 Newcombe Cir, Leesburg, FL 34748
Front entrance with walkway and manicured lawn at 26030 Newcombe Cir, Leesburg, FL 34748
On Market For 61 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1293

  • Year Built

    1991

  • $/SqFt

    $193

After working hard all these years, maybe even shoveling snow, it’s time to own your little piece of PARADISE! LAKEFIELD REALTY GROUP LLC.

Highland Lakes For Sale $264,500

Reduced By $20,000

Gray siding, American flag, and well-manicured lawn at 26154 Newcombe Cir, Leesburg, FL 34748
One-story home with gray siding, palm trees, and driveway at 26154 Newcombe Cir, Leesburg, FL 34748
Gray siding, attached garage, and lush green lawn at 26154 Newcombe Cir, Leesburg, FL 34748
On Market For 64 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1542

  • Year Built

    1993

  • $/SqFt

    $172

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

Highland Lakes For Sale $259,900

Reduced By $25,000

Landscaped yard surrounds this single-story house with a garage at 26409 Evert St, Leesburg, FL 34748
Front view of a single-story house with a two-car garage at 26409 Evert St, Leesburg, FL 34748
Single-story home with a two-car garage and neatly trimmed shrubs at 26409 Evert St, Leesburg, FL 34748
On Market For 68 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1643

  • Year Built

    1995

  • $/SqFt

    $158

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

Highland Lakes For Sale $259,900

Front view of a white house with a lawn at 26117 Newcombe, Leesburg, FL 34748
Aerial view of a single-Gathering home with mature trees in a lakeside community at 26117 Newcombe, Leesburg, FL 34748
Aerial view of a single-Gathering home in a residential area with mature trees at 26117 Newcombe, Leesburg, FL 34748
On Market For 77 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1040

  • Year Built

    1992

  • $/SqFt

    $250

Make Plans To See This Great Home And Community Today!! ! FLORIDA PLUS REALTY, LLC.

Highland Lakes For Sale $210,000

Reduced By $19,900

Front view of a charming villa with a screened garage and landscaped yard at 26613 Racquet Cir, Leesburg, FL 34748
Front view of a charming villa with a screened garage and landscaped yard at 26613 Racquet Cir, Leesburg, FL 34748
Front view of a charming villa with a screened garage and landscaped yard at 26613 Racquet Cir, Leesburg, FL 34748
On Market For 105 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1120

  • Year Built

    1996

  • $/SqFt

    $188

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)! COLDWELL BANKER REALTY.

Highland Lakes For Sale $290,000

Reduced By $9,000

Exterior view of a single Gathering home with an attached two-car garage, and landscaping at 5919 Mcenroe Ct, Leesburg, FL 34748
Charming single-story home with well-maintained lawn, landscaping, and a two-car garage at 5919 Mcenroe Ct, Leesburg, FL 34748
Open living space with hardwood floors and an adjacent kitchen with an island and modern lighting at 5919 Mcenroe Ct, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 149 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1977

  • Year Built

    1993

  • $/SqFt

    $147

Experience the best of Florida’s 55+ living—schedule your private showing today! RE/MAX 200 REALTY.

Highland Lakes Pended $259,900

Reduced By $10,000

Single-story house with grey roof, screened garage, and lush green lawn at 26721 Racquet Cir, Leesburg, FL 34748
One-story home with grey roof, screened-in garage, and a spacious yard at 26721 Racquet Cir, Leesburg, FL 34748
Single-story house featuring a grey roof, attached garage, and a neat lawn at 26721 Racquet Cir, Leesburg, FL 34748
On Market For 153 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1660

  • Year Built

    1994

  • $/SqFt

    $157

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)! COLDWELL BANKER REALTY.

Highland Lakes For Sale $229,900

Reduced By $10,100

Aerial view of house, showcasing neighborhood and landscaping at 5512 Rosewall Cir, Leesburg, FL 34748
Exterior view of house with two-car garage and landscaping at 5512 Rosewall Cir, Leesburg, FL 34748
Exterior view of house with two-car garage and landscaping at 5512 Rosewall Cir, Leesburg, FL 34748
On Market For 165 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1120

  • Year Built

    1991

  • $/SqFt

    $205

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)! COLDWELL BANKER REALTY.

Highland Lakes Pended $260,000

Reduced By $75,000

Large backyard with lush green grass at 6419 Borg St, Leesburg, FL 34748
Spacious backyard with patio and landscaping at 6419 Borg St, Leesburg, FL 34748
Relaxing patio with seating area, umbrella, and grill at 6419 Borg St, Leesburg, FL 34748
*POTENTIAL GREAT VALUE
On Market For 184 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1964

  • Year Built

    1995

  • $/SqFt

    $132

Located in a gated community, Highland Lakes offers a vibrant, active adult lifestyle with a variety of amenities including nature trails, outdoor recreational activities, and a clubhouse with endless options for social and fitness activities. RE/MAX PREMIER REALTY LADY LK.

Highland Lakes For Sale $249,900

Reduced By $25,100

Single-Gathering home with gray roof and screened garage at 27131 Racquet Cir, Leesburg, FL 34748
Single-story house with a two-car garage and well-maintained lawn at 27131 Racquet Cir, Leesburg, FL 34748
Housetop view of a single-story home with a large yard at 27131 Racquet Cir, Leesburg, FL 34748
On Market For 178 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1388

  • Year Built

    1996

  • $/SqFt

    $180

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)! COLDWELL BANKER REALTY.

Highland Lakes For Sale $310,000

Reduced By $29,900

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 204 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1949

  • Year Built

    1995

  • $/SqFt

    $159

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

Highland Lakes Pended $300,000

Reduced By $69,000

Tan one story house with brick facade and two car garage at 26158 Newcombe Cir, Leesburg, FL 34748
Modern white kitchen with stainless steel appliances and a large island at 26158 Newcombe Cir, Leesburg, FL 34748
Open concept dining room and kitchen with white cabinets and island at 26158 Newcombe Cir, Leesburg, FL 34748
On Market For 313 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1862

  • Year Built

    1993

  • $/SqFt

    $161

Convenient Location To Hospital & Shopping, Make This Amazing Home Yours Today. EMPIRE NETWORK REALTY.

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 251 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.

Highland Lakes Pended $299,000

Reduced By $40,900

Single-story home with a two-car garage and well-manicured lawn at 5949 Grass Ct, Leesburg, FL 34748
Single-story home with a two-car garage and well-manicured lawn at 5949 Grass Ct, Leesburg, FL 34748
Front entry with a brick walkway and landscaping at 5949 Grass Ct, Leesburg, FL 34748
On Market For 314 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1945

  • Year Built

    1995

  • $/SqFt

    $154

Great location near groceries, restaurants, banks and major hwys and attractions. FLORIDA PLUS REALTY, LLC.

  • 1
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Call to Schedule a Showing

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(407) 641-2236