Leesburg, FL Homes for Sale under $500,000

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  /21

  $500,000 New Construction

  • 5 Beds
  • 3 Baths
  • 2,461 Sq Ft

  319 Water Shore Dr, Leesburg, FL 34748

  One or more photo(s) has been virtually staged. ***Seller Very Motivated! Nestled on a quiet, oversized lot in the heart of Leesburg, this stunning new construction home offers exceptional craftsmanship, contemporary design, and plenty of space for family gatherings and outdoor living. This move-in ready residence includes builder warranties for added peace of mind—making it a solid long-term

  Stacey Vazquez KELLER WILLIAMS REALTY AT THE LAKES

  319 Water Shore Dr, Leesburg, FL 34748
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• 

  

  

  /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
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  /28

  $409,000

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

  1574 Rowell St, The Villages, FL 34762

  Located in the Village of Lake Denham, this beautiful 3-bedroom, 2-bath home features a bright, OPEN-CONCEPT floor plan with HIGH CEILINGS and MODERN FINISHES throughout. The SPACIOUS KITCHEN is designed for both everyday living and entertaining, offering a LARGE CENTER ISLAND with beautiful PENDANT LIGHTS, QUARTZ COUNTERTOPS, STAINLESS APPLIANCES, and a GAS RANGE—perfect for the chef in the

  Star Amador SALLY LOVE REAL ESTATE

  1574 Rowell St, The Villages, FL 34762
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  /38

  $438,900

  • 3 Beds
  • 2 Baths
  • 1,477 Sq Ft

  7023 Emiline Terrace, The Villages, FL 34762

  Stop in and say Hi. I’m a Whippoorwill, 3 bedrooms, 2 bathrooms, TURNKEY home and I live in the Village of Lake Denham. Right away, you should know I’m built with TILE WALL construction, I’m solid, I’m confident, and I don’t creak when the wind shows up. I’m sitting pretty on an oversized lot with ROOM FOR A POOL AND PALM TREE PRIVACY, so if you’ve been daydreaming about floating around with a

  Robyn Cavallaro FLORIDA REALTY INVESTMENTS

  7023 Emiline Terrace, The Villages, FL 34762
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  /90

  $419,000

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

  24547 Bocage Way, Leesburg, FL 34748

  You'll adore this spacious Redwood model home in Plantation at Leesburg, with a ****** NEW PRICE REDUCTION ****** 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

  Marty Bouhall CARLINO REAL ESTATE GROUP INC

  24547 Bocage Way, Leesburg, FL 34748
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  /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
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  /55

  $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
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  /83

  $460,000

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

  27103 Camerons Run, Leesburg, FL 34748

  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 kitchen features two full

  Tracy Campoli RE/MAX SELECT PARTNERS

  27103 Camerons Run, Leesburg, FL 34748
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  /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
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  /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
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  /34

  $459,900

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

  18 Weston Rd, Leesburg, FL 34748

  CANAL-FRONT with DIRECT ACCESS to Lake Griffin, this Leesburg home offers a true waterfront lifestyle with privacy and usable outdoor space. The screened patio overlooks the canal, and the nearly 1⁄2-acre lot is cleared to the water, providing flexibility for a future dock, fire pit, or pool (property has already been evaluated for feasibility). Inside, the kitchen has been thoughtfully updated

  Erica Rains MARK SPAIN REAL ESTATE

  18 Weston Rd, Leesburg, FL 34748
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  /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
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  /29

  $460,999 New Construction

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

  6888 Spanish Imperial St, Howey In the Hills, FL 34737

  Introducing The Gilchrist 3-Car Garage, a thoughtfully designed new construction home by Trinity Family Builders located in the Eagletail Landings community in Leesburg, FL, offering 2,680 square feet of modern living space crafted for comfort, flexibility, and everyday enjoyment. This spacious floor plan features four bedrooms, two full bathrooms, and a convenient half bath, making it ideal for

  Trinity Family Builders Builder

  6888 Spanish Imperial St, Howey In the Hills, FL 34737
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  /25

  $500,000 New Construction

  • 5 Beds
  • 3 Baths
  • 2,461 Sq Ft

  840 Oaks Shores Rd, Leesburg, FL 34748

  Welcome to 840 Oaks Shores Rd—a move-in ready retreat in a quiet, gated community where life slows down and the lake lifestyle speeds up. With private access to Lake Griffin, your weekends can be filled with boating, fishing, and sunset cruises—while everyday life feels like a vacation surrounded by Central Florida’s natural beauty. Inside, enjoy a light, open layout made for connection and

  Stacey Vazquez KELLER WILLIAMS REALTY AT THE LAKES

  840 Oaks Shores Rd, Leesburg, FL 34748
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  /35

  $469,000 Open Tue 12:30PM - 2:30PM

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

  1645 McLucas Ln, The Villages, FL 34762

  One or more photo(s) has been virtually staged. ENCLOSED LANAI W/ MINI-SPLIT • CORNER LOT • TILE AND PLANTATION SHUTTERS THROUGHOUT • PEGASUS WATER SYSTEM • SURGE PROTECTOR • GOLF CART GARAGE • Welcome to 1645 McLucas Ln—an elegantly upgraded 2023 Mockingbird Designer model nestled in Village of Lake Denham. This 3-bedroom, 2-bath, 1,954 sq ft home sits proudly on a beautifully landscaped corner

  Tami McDonald WORTH CLARK REALTY

  1645 McLucas Ln, The Villages, FL 34762
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  /28

  $402,999 New Construction

  • 4 Beds
  • 2 Baths
  • 2,008 Sq Ft

  6866 Spanish Imperial St, Howey In the Hills, FL 34737

  Introducing the Hayden floor plan, a beautifully designed single-story new construction home by Trinity Family Builders, located in the Eagletail Landings community in Leesburg, FL. This thoughtfully crafted home offers four bedrooms and two full baths with a functional layout that supports everyday living and entertaining. Exterior Elevation 3 features classic stucco detailing that delivers

  Trinity Family Builders Builder

  6866 Spanish Imperial St, Howey In the Hills, FL 34737
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  /26

  $468,999 New Construction

  • 5 Beds
  • 3.5 Baths
  • 2,911 Sq Ft

  6880 Spanish Imperial St, Howey In the Hills, FL 34737

  Introducing the Wekiva, a thoughtfully designed two-story new construction home by Trinity Family Builders located in the Eagletail Landings community in Leesburg, FL, where modern design meets everyday comfort in a highly desirable Lake County setting. This spacious home features five bedrooms and three full baths, including a convenient guest bedroom and full bathroom on the first floor, making

  Trinity Family Builders Builder

  6880 Spanish Imperial St, Howey In the Hills, FL 34737
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  /38

  $449,500

  • 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
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  /26

  $435,000

  • 3 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  35043 Silver Oak Dr, Leesburg, FL 34788

  Quiet street, fenced yard and screened pool area makes for a great home to raise your family or just enjoy living. Home has laminate flooring through out. Master bedroom has walk in closets with roomy master bath featuring garden tub, seperate shower, water closet and his/her sinks. Kitchen has stone countertops, breakfast bar, stainless steel appliances and walk in pantry. Formal living and

  Jim Larsen CARLINO REAL ESTATE GROUP INC

  35043 Silver Oak Dr, Leesburg, FL 34788
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  /58

  $425,000

  • 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
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  /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
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  /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
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  /35

  $485,000

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

  6649 Tammy Ln, The Villages, FL 34762

  Furniture Negotiable! 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

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

  6649 Tammy Ln, The Villages, FL 34762
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  /39

  $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
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  /62

  $410,000

  • 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
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  /44

  $499,900 Open Sun 3PM - 5PM

  • 4 Beds
  • 2.5 Baths
  • 2,554 Sq Ft

  33608 Overton Dr, Leesburg, FL 34788

  Fully Renovated 4-Bedroom Home with Brand-New Roof, No HOA & RV/Boat Parking — Silver Lake Welcome to 33608 Overton Dr, a completely renovated 4-bedroom, 2.5-bath home that feels like new construction on an established lot. Every detail has been addressed: brand-new roof, new AC, luxury vinyl flooring throughout, fully updated kitchen and bathrooms, custom shelving in closets and kitchen, and a

  Carl Bazelais LPT REALTY, LLC

  33608 Overton Dr, Leesburg, FL 34788
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  /73

  $419,000

  • 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
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  /45

  $464,900

  • 3 Beds
  • 2.5 Baths
  • 2,542 Sq Ft

  9729 Wedgewood Ln, Leesburg, FL 34788

  Nestled along a quiet street in the sought-after Silver Lake area, 9729 Wedgewood Lane welcomes you with a sense of comfort, space, and timeless Florida charm. This thoughtfully maintained home offers 2,542 square feet of living space, featuring 3 bedrooms and 2.5 bathrooms, and blends classic design with meaningful modern upgrades that enhance both convenience and peace of mind.As you

  Kevin Shipley - The Lake Navigators LAKEFRONT LIVING REALTY FLORIDA

  9729 Wedgewood Ln, Leesburg, FL 34788
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  /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
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  /11

  $479,900

  • Land
  • 1.55 Acres
  • $309,613 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 your

  Alex VonHartman CARLINO REAL ESTATE GROUP INC

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

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