Leesburg, FL Homes for Sale under $500,000

• 

  

  

  /9

  $429,999 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,911 Sq Ft

  Wekiva 3-Car Plan at Eagletail Landings - 50' Wide, Leesburg, FL 34737

  Introducing the Wekiva, an exquisite two-story new home plan crafted by Trinity Family Builders. Boasting four spacious bedrooms, two full baths, and one half bath, this home offers ample space for comfortable living. The large kitchen overlooks the inviting family and dining rooms, creating a seamless flow for gatherings and entertaining. Upstairs, the expansive gathering room provides a

  Trinity Family Builders Builder

  6725 Golden Eagle Blvd St Unit 38158866, Leesburg, FL 34737
• 

  

  

  /59

  $415,000

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  4436 Antietam Creek Trail, Leesburg, FL 34748

  Welcome to your new home in the beautiful gated community of Arlington Ridge! This move-in ready 3-bedroom, 2-bathroom home with a den offers the perfect blend of comfort, functionality, and Florida living. The split floor plan and open concept layout provide both privacy and flow—ideal for everyday living or entertaining friends and family. Step inside and you’ll find a spacious living area that

  Misty Noland ERA GRIZZARD REAL ESTATE

  4436 Antietam Creek Trail, Leesburg, FL 34748
• 

  

  

  /37

  $410,000

  • 2 Beds
  • 2 Baths
  • 2,282 Sq Ft

  26821 Augusta Springs Cir, Leesburg, FL 34748

  One or more photo(s) has been virtually staged. Perfectly positioned on the 17th green of the Arlington Ridge Championship Golf Course, this beautifully updated 2,282 sq ft home delivers the ideal blend of style, comfort, and move-in-ready convenience. The sellers have meticulously refreshed the home with an impressive list of upgrades, including a NEW roof (2024), NEW HVAC (2024), and NEW water

  Simon Ambrose FLORIDA PLUS REALTY, LLC

  26821 Augusta Springs Cir, Leesburg, FL 34748
• 

  

  

  /42

  $498,750 Open Sat 10AM - 12PM

  • 5 Beds
  • 3 Baths
  • 2,801 Sq Ft

  6024 Nightjar Ct, Okahumpka, FL 34762

  EXPERIENCE EXCEPTIONAL LIVING in this MAGNIFICENT 2023 Moonstone model—an EXPANSIVE 5-Bedroom, 3-Bath BLOCK & STUCCO home with an IMMENSE 3-CAR GARAGE, spacious LOFT AREA, and an extended LANAI with BIRDCAGE—perfectly situated on a LARGE, PIE-SHAPED, CUL-DE-SAC LOT with PRIVACY FENCING and ROOM FOR A POOL in the highly desirable Seasons at Spring Creek community! IDEALLY LOCATED - just minutes

  Guy Williams, Jr. RE/MAX PREMIER REALTY LADY LK

  6024 Nightjar Ct, Okahumpka, FL 34762
• 

  

  

  /41

  $409,000

  • 3 Beds
  • 3 Baths
  • 2,260 Sq Ft

  1097 Palm Harbor Dr, Leesburg, FL 34748

  Waterfront Living on the Harris Chain of Lakes – No HOA! Welcome to this beautifully updated 3-bedroom, 3-bathroom townhouse with a loft-style bonus room, located in one of Leesburg’s most desirable waterfront communities. Sitting on a beautiful lagoon lot leading directly to Lake Harris and the Harris Chain of Lakes, this property offers the ultimate Florida lifestyle—boating, fishing, and

  Lena Williams MORRIS REALTY AND INVESTMENTS

  1097 Palm Harbor Dr, Leesburg, FL 34748
• 

  

  /38

  $414,999 New Construction

  • 5 Beds
  • 3 Baths
  • 2,755 Sq Ft

  Lopez Plan at Eagletail Landings - 50' Wide, Leesburg, FL 34737

  Introducing the Lopez, a stunning new home plan designed for modern living and luxurious comfort. Boasting five bedrooms and three full baths, this spacious residence offers ample space for families of all sizes. The heart of the home lies in its expansive kitchen, which overlooks the inviting family and dining rooms, creating an ideal space for entertaining guests or enjoying family gatherings.

  Trinity Family Builders Builder

  6725 Golden Eagle Blvd St Unit 36560088, Leesburg, FL 34737
• 

  

  /48

  $439,777

  • 3 Beds
  • 3 Baths
  • 2,138 Sq Ft

  4513 Antietam Creek Trail, Leesburg, FL 34748

  Expect to be impressed! PRICE IMPROVEMENT! Welcome to 4513 Antietam Creek Trail, a 3 bedroom-3 bath home with an office/den and a spacious full 3 car garage that offers the perfect blend of elegance, functionality and comfort. Situated on a beautiful golf course lot in Arlington Ridge, this home boasts 2,138 sf of beautifully designed living space, soaring 9’ ceilings and an open floor plan.

  Sheryl Mowry-Miller CENTURY 21 MYERS REALTY

  4513 Antietam Creek Trail, Leesburg, FL 34748
• 

  

  /22

  $445,990 New Construction

  • 5 Beds
  • 3.5 Baths
  • 2,560 Sq Ft

  27513 Stellar Sea Way, Howey-In-the-hills, FL 34737

  Step into modern comfort with the stunning Newcastle plan—an open-concept home offering 5 spacious bedrooms and 3.5 baths, including a private 1st floor guest suite with ensuite bath and walk-in closet. The 1st floor main living areas feature elegant 12x24 tile flooring in an offset pattern, and impressive 9'4" ceilings throughout the 1st floor create an open and airy feel. The beautifully

  Stephen Wood RISEWELL HOMES FLORIDA LLC

  27513 Stellar Sea Way, Howey-In-the-hills, FL 34737
• 

  

  /46

  $439,900

  • 3 Beds
  • 2 Baths
  • 2,052 Sq Ft

  3621 Arlington Ridge Blvd, Leesburg, FL 34748

  PRICE CHANGE. Stunning custom-built Callah II home in the 55+ community of Arlington Ridge, situated on the 9th hole tee box with golf course frontage. This highly upgraded residence features a separate laundry room off the garage entry, offering a spacious area for washer and dryer with room to add an extra refrigerator. The kitchen boasts custom, soft-close cabinets throughout and a large,

  Paul Trocki KELLER WILLIAMS HERITAGE REALTY

  3621 Arlington Ridge Blvd, Leesburg, FL 34748
• 

  

  /90

  $429,000

  • 2 Beds
  • 2.5 Baths
  • 2,597 Sq Ft

  24547 Bocage Way, Leesburg, FL 34748

  ****** NEW PRICE REDUCTION ****** You'll adore this spacious Redwood model home in Plantation at Leesburg, featuring 2-bedrooms plus a den and 2.5 baths. It offers nearly 2,600 square feet and sits on a lovely .44-acre corner lot in the Nottoway neighborhood. Enjoy spectacular, almost "Caribbean" sunsets off the lanai. The yard is meticulously kept, complete with a beautiful fountain at the

  Marty Bouhall CARLINO REAL ESTATE GROUP INC

  24547 Bocage Way, Leesburg, FL 34748
• 

  

  /21

  $500,000

  • Land
  • 0.88 Acre
  • $568,182 per Acre

  XXXX Treasure Island Rd, Leesburg, FL 34788

  A Once-in-a-Lifetime Opportunity: Private Peninsula Lot with Waterfront on THREE Sides – Lake Griffin, Leesburg, FLDiscover a rare gem on the Harris Chain of Lakes—a stunning private peninsula lot that offers the ultimate waterfront lifestyle with breathtaking views from BOTH the front and rear of your future home! Nestled on the shores of Lake Griffin, this unique property is truly one of a

  Mark Dyer BLACK TIE REALTY, INC.

  XXXX Treasure Island Rd, Leesburg, FL 34788
• 

  

  /30

  $404,999 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,911 Sq Ft

  Wekiva Plan at Eagletail Landings - 40' Wide, Leesburg, FL 34737

  Introducing the Wekiva, an exquisite two-story new home plan crafted by Trinity Family Builders. Boasting four spacious bedrooms, two full baths, and one half bath, this home offers ample space for comfortable living. The large kitchen overlooks the inviting family and dining rooms, creating a seamless flow for gatherings and entertaining. Upstairs, the expansive gathering room provides a

  Trinity Family Builders Builder

  6725 Golden Eagle Blvd St Unit 36560800, Leesburg, FL 34737
• 

  

  /83

  $470,000

  • 3 Beds
  • 2 Baths
  • 2,236 Sq Ft

  27103 Camerons Run, Leesburg, FL 34748

  PRICE REDUCED to $470,000! This beautifully maintained home at 27103 Camerons Run is located in the highly desirable 55+ Arlington Ridge community and offers exceptional value. The low HOA fee includes lawn mowing, edging, blowing, high-speed internet, and cable TV with over 200 channels. Inside, you’ll find spacious, open-concept living connecting the living, dining, and kitchen areas. The

  Tracy Campoli RE/MAX SELECT PARTNERS

  27103 Camerons Run, Leesburg, FL 34748
• 

  

  /4

  $400,000

  • Land
  • 3.75 Acres
  • $106,667 per Acre

  0 Western Ave, Leesburg, FL 34788

  Presenting a generous 3.75-acre vacant residential lot on Western Avenue in Leesburg, Florida (34788). This expansive parcel offers exceptional potential for a custom home, private estate, or future development, providing ample space for outdoor living, gardens, recreational areas, or additional structures. Set in a peaceful yet accessible location, the property is just minutes from shopping,

  Samih Sadiq KELLY RIGHT REAL ESTATE

  0 Western Ave, Leesburg, FL 34788
• 

  

  /18

  $410,000

  • 2 Beds
  • 2 Baths
  • 2,297 Sq Ft

  4242 Leafway Cir, Leesburg, FL 34748

  Welcome to The Plantation at Leesburg, a vibrant 55+ active community perfectly located less than an hour from Disney World, Universal Studios, and SeaWorld, and just under two hours from both Florida coasts. Only minutes from Downtown Leesburg, you’ll enjoy convenient access to shops, dining, lakes, and parks; truly the ideal spot for your permanent vacation!This friendly, fully developed

  Taylor McKinley WYNNMORE REALTY LLC

  4242 Leafway Cir, Leesburg, FL 34748
• 

  

  /5

  $430,000

  • 5 Beds
  • 3 Baths
  • 1,791 Sq Ft

  205 Fern Dr Unit A,C,D, Leesburg, FL 34748

  This is A Must See...This beautiful property, with potential investment, Has three small houses with own address 205D wood frame Completly renovated 2 bed 1 bath. unit 205C wood frame renovated 1 bed 1 bath kitchen stove, refrigerator unit 205A complety renovated block 2 bed 1 bath lots of parking on property with a detached garage. Large shipping container that has been permitted. septic well

  Michael Phillips MEADOWS REALTY, LLC

  205 Fern Dr Unit A,C,D, Leesburg, FL 34748
• 

  

  /52

  $469,500

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  18 Weston Rd, Leesburg, FL 34748

  One or more photo(s) has been virtually staged. WATERFRONT RETREAT MEETS MODERN ELEGANCE — MOVE-IN READY & EXTREMELY RARE FIND! Welcome to 18 Weston Rd, an upgraded waterfront sanctuary tucked inside a private, gated enclave of just 27 homes. Featuring 100 feet of direct canal frontage with quick access to Lake Griffin, this property is perfect for boating, fishing, and embracing the peaceful

  Lisa Foor EXP REALTY LLC

  18 Weston Rd, Leesburg, FL 34748
• 

  

  /40

  $419,900

  • 4 Beds
  • 3 Baths
  • 2,439 Sq Ft

  23900 Narrowleaf Ct, Leesburg, FL 34748

  PRICE IMPROVEMENT!!! Welcome to this stunning, meticulously cared for home, nestled on an oversized cul-de-sac homesite near the front of a quiet, sought after community. From the moment you arrive, the impressive curb appeal sets the tone, this home is truly something special. Step inside to discover a specious, open floor plan designed for both comfort and entertaining. The layout flows

  Sharon Sanderson JOHN EDWARDS REALTY INVESTMENT

  23900 Narrowleaf Ct, Leesburg, FL 34748
• 

  

  /32

  $469,000

  • 3 Beds
  • 2 Baths
  • 1,954 Sq Ft

  1645 McLucas Ln, The Villages, FL 34762

  One or more photo(s) has been virtually staged. One or more photos) has been virtually staged. Welcome to this beautifully upgraded Mockingbird Designer model located just 35 minutes from Orlando in the Village of Lake Denham. Built in 2023 on a landscaped corner lot, this 3-bedroom, 2-bath home offers 1,954 square feet of thoughtfully designed living space with tile flooring throughout, high

  Tami McDonald REALTY EXECUTIVES IN THE VILLAGES

  1645 McLucas Ln, The Villages, FL 34762
• 

  

  /62

  $438,000

  • 3 Beds
  • 2 Baths
  • 1,711 Sq Ft

  3782 Arlington Ridge Blvd, Leesburg, FL 34748

  Welcome home to relaxed, worry-free Florida living in this beautifully maintained single-family residence centered around a private, heated pool, thoughtfully built in 2018 for comfort, convenience, and enjoyment. With 3 generously sized bedrooms and 2 well-appointed baths, this home offers the perfect blend of space, functionality, and easy everyday living. At the heart of this home is an open,

  Dan Grieb KELLER WILLIAMS REALTY AT THE PARKS

  3782 Arlington Ridge Blvd, Leesburg, FL 34748
• 

  

  /38

  $474,500

  • 3 Beds
  • 2.5 Baths
  • 2,664 Sq Ft

  3606 Mulberry Grove Loop, Leesburg, FL 34748

  Welcome to this stunning 2,646 sq ft home in the highly sought-after 55+ community of The Plantation at Leesburg. This beautifully maintained residence offers 3 bedrooms, 2.5 bathrooms, a dedicated study, and multiple upgrades throughout. The spacious gourmet kitchen is a chef’s dream, featuring Corian countertops, tile backsplash, double oven, pull-out cabinetry, newer appliances, and a layout

  Mary Jane Grimes CENTURY 21 MYERS REALTY

  3606 Mulberry Grove Loop, Leesburg, FL 34748
• 

  

  /58

  $440,000

  • 3 Beds
  • 2 Baths
  • 2,093 Sq Ft

  23802 Pine Gulch Ct, Leesburg, FL 34748

  The one that you have been waiting for! This custom 3br/2b, 2100 Sq Ft home located on a quiet cul-de-sac, offers a peaceful setting just minutes from shopping, dining and entertainment on a spacious 0.4 acre lot. This rare find offers flexible living with a thoughtfully designed split floor plan, perfect for multi-generational families. A guest suite with kitchenette and pocket door adds

  Ann Van De Veer ERA GRIZZARD REAL ESTATE

  23802 Pine Gulch Ct, Leesburg, FL 34748
• 

  

  /13

  $400,900

  • 4 Beds
  • 3 Baths
  • 2,512 Sq Ft

  333 Ashton Woods Ln, Leesburg, FL 34748

  Tucked away in the peaceful neighborhood of Leesburg Ashton woods community. This is a spacious and beautiful 2,508 sq ft one-story home, featuring 4 bedrooms, 3 full bathrooms and a dining room. Enjoy 18’ ceramic tile floors in the foyer, kitchen, bathrooms and laundry room. This home also has a porch. With an open-air feel of the kitchen, breakfast nook and family room, it’s perfect for

  Mary Reed FIRST LADY REALTY AND INVESTMENTS

  333 Ashton Woods Ln, Leesburg, FL 34748
• 

  

  /30

  $449,900

  • 6 Beds
  • 6 Baths
  • 3,382 Sq Ft

  1120 Webster St, Leesburg, FL 34748

  Located Just a few blocks from Downtown Leesburg (Beacon College, Restaurants, shopping), HWY 27 and 441, this 6 plex is fully occupied and income generating with management in place. There are 6, 1/1's along with 3 locking storage areas that could generate additional income. Rents are $800 (x2), $835, $900, $895, $901. The storage units are currently not rented. The units are all separately

  Alex VonHartman CARLINO REAL ESTATE GROUP INC

  1120 Webster St, Leesburg, FL 34748
• 

  

  /35

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,966 Sq Ft

  6649 Tammy Ln, The Villages, FL 34762

  STUNNING 3/2 Hudson Veranda with PRIVATE ENCLOSED BACKYARD, SCREENED LANAI, and OVERSIZED 2-CAR + GOLF CART GARAGE nestled in the VIBRANT, CONTEMPORARY Village of Newell! JUST MINUTES to Sawgrass Grove; Franklin, Homestead, and Ezell Pool and Recreation Centers; and Southern Oaks Championship Course! Built in 2022, this nearly NEW home offers LOW-MAINTENANCE peace of mind with MODERN DESIGN!

  Guy Williams, Jr. RE/MAX PREMIER REALTY LADY LK

  6649 Tammy Ln, The Villages, FL 34762
• 

  

  /45

  $414,900

  • 3 Beds
  • 2 Baths
  • 2,428 Sq Ft

  4411 Winchester Ct, Leesburg, FL 34748

  One or more photo(s) has been virtually staged. Our Sabal IV Open Concept Living lends it's owners both formal & casual living along with a spacious inside laundry room, a two-car garage, screened lanai, and transferrable termite bond! Situated in a quiet cul-de-sac with low maintenance landscaping, great curb appeal, and recently power washed, all you need to do is write the contract! This split

  Tonya Tibbetts FLORIDA PLUS REALTY, LLC

  4411 Winchester Ct, Leesburg, FL 34748
• 

  

  /37

  $419,999 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,680 Sq Ft

  Gilchrist 3-Car Garage Plan at Eagletail Landings - 50' Wide, Leesburg, FL 34737

  The Gilchrist 3-Car Garage floor plan is a spacious and meticulously designed residence spanning 2,680 square feet, featuring four bedrooms and two full bathrooms alongside a convenient half bath. This modern abode boasts an enormous family room seamlessly connected to a sprawling dining area, perfect for gatherings and relaxation. The layout includes a dedicated crafts room for creative pursuits

  Trinity Family Builders Builder

  6725 Golden Eagle Blvd St Unit 38158865, Leesburg, FL 34737
• 

  

  /62

  $420,000

  • 3 Beds
  • 3 Baths
  • 2,044 Sq Ft

  5510 Celebration Way, Leesburg, FL 34748

  Discover this beautiful casita-style home located on a corner lot, with 3-bedrooms 3-baths offering 2,044 sq. ft. of bright, open living space along with a private guest house—perfect for visitors, hobbies, or a peaceful personal retreat. Ideally This home welcomes you with comfort, charm, and exceptional curb appeal.Step through the entrance into a serene, spacious courtyard featuring a

  Bonnie Valentine PA CENTURY 21 CARIOTI

  5510 Celebration Way, Leesburg, FL 34748
• 

  

  /73

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 2,607 Sq Ft

  4849 Sable Ridge Ct, Leesburg, FL 34748

  Enjoy stunning golf course views from nearly every room in this beautiful home located in the sought-after Plantation at Leesburg community! This spacious residence features an open kitchen overlooking the family room—perfect for entertaining—with abundant cabinetry and counter space. The living and dining room combination offers flexible space and serene golf course views.The private owner’s

  Mary Jane Grimes CENTURY 21 MYERS REALTY

  4849 Sable Ridge Ct, Leesburg, FL 34748
• 

  

  /25

  $410,000

  • Land
  • 2 Acres
  • $205,000 per Acre

  0 US Highway 27 Unit MFRO6281011, Leesburg, FL 34748

  Seize this exceptional opportunity to acquire 2-acres of vacant commercial property strategically located along the bustling US Highway 27 in Leesburg, FL. This prime piece of land offers unparalleled visibility and accessibility, making it an ideal investment for a variety of commercial ventures. Positioned on one of Lake County’s major arterial routes, this property benefits from substantial

  Christopher Courtney DENIZ REALTY PARTNERS LLC

  0 US Highway 27 Unit MFRO6281011, Leesburg, FL 34748
• 

  

  /40

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft

  4546 Shenandoah River Trail, Leesburg, FL 34748

  Beautiful golf course home in the 55+ gated community of Arlington Ridge! This 3-bed, 2-bath home offers an open layout, granite countertops, newer appliances, and a screened lanai with peaceful golf views. Enjoy resort-style amenities including a championship golf course, pools, fitness center, clubhouse, and more. Seller offering $2,000 credit toward buyer’s closing costs! Live the active adult

  Alexandra Soterakis LoKation

  4546 Shenandoah River Trail, Leesburg, FL 34748
• 

  

  /18

  $400,000

  • 4 Beds
  • 2.5 Baths
  • 2,868 Sq Ft

  31707 Broadwater Ave, Leesburg, FL 34748

  Welcome to this beautifully maintained contemporary-style home, offering a bright and invitingatmosphere from the moment you step inside. The thoughtful layout provides comfortable livingspaces with plenty of natural light. The kitchen comes fully upgraded with luxury finishingsthroughout.Designed for easy everyday living, the home features a seamless flow between the main

  Stacey Vazquez KELLER WILLIAMS REALTY AT THE LAKES

  31707 Broadwater Ave, Leesburg, FL 34748
• 

  

  /11

  $499,900

  • Land
  • 1.55 Acres
  • $322,516 per Acre

  0 S 14th St Unit MFRG5099473, Leesburg, FL 34748

  Offered is an acre and a half of land, located directly on HWY 27 with 440' of frontage at the signalized intersection of Yellow Jacket Way. This land is zoned C3, with a future land use of Institutional. Located directly across from Leesburg high school, this is an ideal location for any business. 2 curb cuts currently exist and the land is cleared and ready for development. Inquire with

  Alex VonHartman CARLINO REAL ESTATE GROUP INC

  0 S 14th St Unit MFRG5099473, Leesburg, FL 34748
• 

  

  /54

  $439,000

  • 3 Beds
  • 2 Baths
  • 2,027 Sq Ft

  32119 Pike St, Tavares, FL 32778

  CHAIN OF LAKES POOL HOME... Enjoy the Florida lifestyle in this fun and inviting 3-bedroom, 2-bath home offering 2,027 sq. ft. of comfortable living space, plus an oversized 2 car garage! Bring your rocking chairs to your front porch for evening relaxation. Enter home to a private large foyer to greet your guests that lead to a Great Room with a cozy fireplace! Home also features a separate

  Theresa Morris MORRIS REALTY AND INVESTMENTS

  32119 Pike St, Tavares, FL 32778

Showing Results 41 - 74, Page 2 of 2