Leesburg, FL Homes for Sale under $300,000

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  /58

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  11218 Fountain Lake Blvd, Leesburg, FL 34788

  Beautifully Remodeled 2BR/2BA Corner-Lot Home in Haines Creek Estates. Welcome to this move-in ready, beautifully remodeled 2-bedroom, 2 bath home situated on a spacious corner lot in the highly desirable Haines Creek Estates community. Designed with a split floor plan and filled with natural light from brand-new Pella vinyl windows, this home offers both style and functionality. The updated

  Richard Patterson PATTERSON REALTY

  11218 Fountain Lake Blvd, Leesburg, FL 34788
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  /30

  $299,500

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  2123 Anoka Way, Leesburg, FL 34748

  Welcome to 2123 Anoka Way in Leesburg, FL — a beautifully updated home that blends modern upgrades with a lovely curb-appeal, comfort, space, and natural light. From the moment you walk in, you’re greeted by vaulted ceilings and an open, airy feel that carries throughout the home. With two separate, generously sized living areas, this layout offers flexibility for entertaining and relaxing! The

  Brian Batiz Salazar REAL BROKER, LLC

  2123 Anoka Way, Leesburg, FL 34748
• 

  

  

  /23

  $299,000

  • Land
  • 33,105 Sq Ft
  • $393,421 per Acre

  1024 - 1038 W Dixie Ave, Leesburg, FL 34748

  GREAT LOCATION FOR PROFESSIONAL OFFICES 4 lots located less than a mile to UF Health - Leesburg Hospital. Site great for MD, real estate, law, insurance, CPA, etc. Zoned RP. On busy Dixie Avenue in Leesburg, Florida. On a small pond. Great, peaceful view. Possible owner financing with balloon. Will consider trade. Owner is a licensed real estate broker-associate.

  Tim Sennett SAUNDERS REAL ESTATE, LLC

  1024 - 1038 W Dixie Ave, Leesburg, FL 34748
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  /28

  $234,900

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft

  21516 Castle View Ct, Leesburg, FL 34748

  Looking to retire in a desirable 55+ community, in a house with alot of space to make it your own, then Royal Highlands could be the place for you. This home is located on a corner lot at the beginning of a cul-de-sac , entering the front door shows the open floor plan to the living room overlooking the closed-in Florida room, to your left features all 3 bedrooms and 2 bathrooms with the primary

  Ian Drummond ERA GRIZZARD REAL ESTATE

  21516 Castle View Ct, Leesburg, FL 34748
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  /72

  $234,000

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft

  32512 Oak Park Dr, Leesburg, FL 34748

  One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to 32512 Oak Park Drive, a delightful 3-bedroom, 2-bathroom home. This open-concept design is bathed in natural light, featuring a kitchen that seamlessly flows into the spacious living room and an adjoining dinette surrounded by windows. Enjoy the added bonus of an enclosed front porch, a

  Mike Borah COLDWELL BANKER REALTY

  32512 Oak Park Dr, Leesburg, FL 34748
• 

  /2

  $269,000

  • Land
  • 5.74 Acres
  • $46,864 per Acre

  6825 Silver Charm Ct, Leesburg, FL 34748

  Trade the noise for nature on this 5.74+/- acre slice of quiet Florida countryside, located on the tucked away Silver Charm Ct. Picture gentle breezes, and plenty of room to create your dream residential estate home. Whether you're envisioning a modern farmhouse, weekend getaway this property is positioned perfectly—close enough to Orlando for easy access, yet far enough to truly disconnect. Just

  Dan Tatro GRIZZARD COMMERCIAL REALESTATE

  6825 Silver Charm Ct, Leesburg, FL 34748
• 

  

  /41

  $294,200

  • 3 Beds
  • 2 Baths
  • 1,585 Sq Ft

  200 Patrice Hope St, Leesburg, FL 34748

  Short Sale. Welcome to 200 Patrice Hope Street, a beautifully updated 3-bedroom, 2-bathroom home with 1,585 sq. ft. in the highly desirable Sunnyside area of Leesburg, FL. This move-in ready retreat combines modern style, comfort, and convenience in one inviting package. The thoughtfully designed kitchen is perfect for both everyday living and entertaining. White cabinetry paired with granite

  Christopher Groomes KELLER WILLIAMS ADVANTAGE REALTY

  200 Patrice Hope St, Leesburg, FL 34748
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  /59

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,592 Sq Ft

  20642 Prince Ranier Place, Leesburg, FL 34748

  One or more photo(s) has been virtually staged. Looking for a DOUBLE MASTER or an IN-LAW SPACE with PRIVACY & CONVENIENCE? DOUBLE THE PLEASURE with two refrigerators, two microwaves w/convection, two dishwashers, two garbage disposals and nearly 1600 square feet of under heat & air living! How does this fancy you? A home with updated appliances, sinks, faucets, automatic roll-up garage screen,

  Tonya Tibbetts FLORIDA PLUS REALTY, LLC

  20642 Prince Ranier Place, Leesburg, FL 34748
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  /30

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,509 Sq Ft

  33809 Silver Pine Dr, Leesburg, FL 34788

  You will appreciate this well maintained home located on a quiet dead end street with cul-de-sac on both ends! Did I mention NO HOA? Woohoo. This is a sidewalk community, great for taking quiet afternoon strolls, riding your bike or just sitting out on your front patio enjoying the peace and quiet. This 3 bedroom, 2 bath like new home has newer water heater replaced 2025! Roof replaced in 2022!

  Betty Salas CENTURY 21 ALTON CLARK

  33809 Silver Pine Dr, Leesburg, FL 34788
• 

  

  /40

  $295,000

  • 3 Beds
  • 2.5 Baths
  • 2,377 Sq Ft

  26245 Newcombe Cir, Leesburg, FL 34748

  One or more photo(s) has been virtually staged. Welcome to this spacious 3-bedroom, 2.5-bath home located in the highly sought-after gated 55+ community of Highland Lakes! Offering a well-designed layout with multiple living spaces, this home features a formal living room, separate dining area, and an inviting Florida room—perfect for relaxing or entertaining year-round. The primary suite serves

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  26245 Newcombe Cir, Leesburg, FL 34748
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  /14

  $224,000

  • 2 Beds
  • 2 Baths
  • 1,328 Sq Ft

  25119 Cranes Roost Cir, Leesburg, FL 34748

  Short Sale. Great open and light home located in the Golf Course Community. One of the wonderful view in the back yard, relaxing and entertaining. Enjoy all amenities in a quiet and private gated community, restaurant, pools, tennis court. Just 45 minutes to all Orlando attractions. Waiting for a new buyer, turning this house to a home sweet home. This home comes with all major appliances

  Gladys Noboa INT'L PROFESSIONAL REALTY INC

  25119 Cranes Roost Cir, Leesburg, FL 34748
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  /32

  $229,000

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  2303 Mahoney Ave, Leesburg, FL 34748

  Come take a look at this updated home with NO HOA. This home has been updated and has been meticulously maintained with NEW PLUMBING (2018), ROOF (2022), APPLIANCES (2022), updated bathrooms, New Flooring in family room (2026). The backyard has a NEW FENCE (2026) with a new 10 x 20 deck (2025) at the rear of the home. New aluminum soffits were in stalled in 2024 along with security cameras. The 8

  Christine Gerardi NEXTHOME DIAMOND PROPERTIES

  2303 Mahoney Ave, Leesburg, FL 34748
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  /33

  $299,999

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft

  2587 Summer Star Way, Leesburg, FL 34748

  Beautiful 3 bedrooms 2 baths home located at the subdivision Season at Hillside. This property offers open concept, split bedrooms, spacious bathrooms, GE stainless steel appliances, gas range oven, microwave, dishwasher, garbage disposal, natural gas heating, Masterbrand oak Cabinet with 36" Upper, R-38 blown in ceiling insulation, double sliding patio doors, lanai, mature landscaping, oversize

  Magda Cerra CERRAMAR REALTY CORP

  2587 Summer Star Way, Leesburg, FL 34748
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  /93

  $244,900

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft

  27217 Racquet Cir, Leesburg, FL 34748

  Ready for new owners | 3-bedroom 2 full bath single family home located in the sought after gated community of Highland Lakes. FRESHLY PAINTED INTERIOR just completed April 2026 | Covered, screen enclosed front entry leads to tiled foyer with coat closet | NO CARPET | Tile and laminate flooring throughout | Living and dining combination | eat-in kitchen boasts CORIAN countertops, breakfast bar,

  Sara Sutherland COLDWELL BANKER REALTY

  27217 Racquet Cir, Leesburg, FL 34748
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  /47

  $235,000

  • 2 Beds
  • 2 Baths
  • 1,414 Sq Ft

  822 Dundee Cir, Leesburg, FL 34788

  Discover your perfect lifestyle in Leesburg's Scottish Highlands. Nestled in this highly sought-after 55+ community. Offers peace of mind with a newer 2020 roof and 2023 electrical panel. Step into easy living with an oversized 2 car garage, private irrigation well, and low monthly fees-giving you more time to enjoy what matters most. Whether you are relaxing at the indoor pool and spa, staying

  JoLeen Howe MORRIS REALTY AND INVESTMENTS

  822 Dundee Cir, Leesburg, FL 34788
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  /2

  $300,000

  • Land
  • 4.4 Acres
  • $68,182 per Acre

  0 Nebraska Unit MFRO6350541, Leesburg, FL 34748

  Prime Development Opportunity – 4.4 Acres in Leesburg, FL! Attention builders and developers! This is your chance to acquire a rare 4.4-acre tract with grandfathered approval to build 20 homes, offering an incredible head start on your next project. Originally approved in 1924, this property holds unique development potential that’s hard to find in today’s market. Located in a rapidly growing

  Rick Allen, III PORTFOLIO REAL ESTATE OF FLORIDA

  0 Nebraska Unit MFRO6350541, Leesburg, FL 34748
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  /46

  $299,900 Open Tue 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,261 Sq Ft

  7169 Denver Ave, The Villages, FL 34762

  BEAUTIFULLY DESIGNED 2-bedroom 2-bath Garnet patio villa boasting an INTERIOR LAUNDRY, a 13’x20’ one-and-a half car garage PLUS a SPACIOUS GOLF CART GARAGE, strategically situated on a LARGE LOT with ROOM FOR A POOL, and located in the Cooper Villas of the highly sought after CONTEMPORARY Village of Lake Denham! JUST MINUTES to the NEW EASTPORT TOWN SQUARE with shopping, dining, and live nightly

  Guy Williams, Jr. RE/MAX PREMIER REALTY

  7169 Denver Ave, The Villages, FL 34762
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  /71

  $229,000

  • 2 Beds
  • 2 Baths
  • 1,495 Sq Ft

  1907 Tweed Ct, Leesburg, FL 34788

  Sunshine, smiles, and stress-free living—that’s the feeling this beautiful home in Scottish Highlands delivers from the very first glance!Light pours through the windows, highlighting soaring high ceilings, gorgeous new luxury vinyl floors, and fresh newer paint that create an airy, uplifting atmosphere throughout. A brand-new roof adds confidence and value, so you can simply relax and enjoy

  Valerie Foerst COLDWELL BANKER VANGUARD EDGE

  1907 Tweed Ct, Leesburg, FL 34788
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  /60

  $274,999

  • 2 Beds
  • 2 Baths
  • 1,603 Sq Ft

  20029 Royal Tern Ct, Leesburg, FL 34748

  NO BANK NEEDED | SELLER FINANCING | OWNER FINANCING | FOR SALE BY OWNER | FINANCIAMIENTO DISPONIBLE | No credit requirements, your income/down-payment qualifies. Enjoy comfortable living in this well-kept home located in one of Leesburg's desirable communities. Situated on a quiet cul-de-sac, this property offers a peaceful setting while still being close to shopping, dining, golf courses, and

  Dustin Cook The Keyes Company

  20029 Royal Tern Ct, Leesburg, FL 34748
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  /29

  $219,900

  • 2 Beds
  • 2 Baths
  • 1,434 Sq Ft

  2948 Tangerine Ct, Leesburg, FL 34748

  This attractive 2-bedroom, 2-bathroom Villa in Royal Oak Estates, Leesburg, offers an exceptional opportunity. The residence features meticulously maintained interiors with luxury vinyl plank flooring throughout and a desirable split floor plan that enhances privacy. The open-concept living area connects seamlessly to an extra-large, screened patio—ideal for entertaining guests. Additional

  Jim Richardson ERA GRIZZARD REAL ESTATE

  2948 Tangerine Ct, Leesburg, FL 34748
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  /30

  $224,500

  • 4 Beds
  • 3 Baths
  • 1,505 Sq Ft

  112 S Moss St, Leesburg, FL 34748

  Welcome to your dream home! This stunning 4-bedroom, 3-bathroom residence boasts a bright and inviting living/dining room combo, perfect for entertaining or gatherings. The kitchen features elegant granite countertops and modern stainless steel appliances, making it a chef's delight. Step outside to discover a spacious backyard, ideal for outdoor activities or relaxing in the sun. With its

  Cheryl Fabian MAINSTAY BROKERAGE LLC

  112 S Moss St, Leesburg, FL 34748
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  /26

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft

  1978 Lockett Ln, The Villages, FL 32163

  Easy living! Don't miss this 2/2 Patio Villa'' Hideaway'' model in the pet-friendly village of Newell! No rear neighbors, no carpet, NO BOND - NO CDD fees!!! Whole-house Nova water filtration system. GAS RANGE, rain gutters. Enjoy a short golf cart ride to Homestead, Franklin, Ezell and Dabney recreation centers, Sawgrass Market and Eastport, in addition to the Jubilee and Mickey Lee putting

  MINNA REID REID REAL ESTATE GROUP, LLC

  1978 Lockett Ln, The Villages, FL 32163
• 

  

  /30

  $219,900

  • 3 Beds
  • 2 Baths
  • 1,369 Sq Ft

  215 Fernwood St, Leesburg, FL 34748

  Fully remodeled 3BR/2BA half duplex on a quiet street in Leesburg. Renovated in 2022 with new kitchen cabinets, granite countertops, updated bathroom tile and tubs, new A/C system with ductwork, and a new roof. Additional updates include a new range (2024) and washer (2024). Spacious open floor plan with large living room and separate family/bonus room. Eat-in kitchen area. Fully fenced backyard

  Leslie Matthews HANSON REAL ESTATE GROUP, INC.

  215 Fernwood St, Leesburg, FL 34748
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  /30

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft

  512 Grand Vista Trail, Leesburg, FL 34748

  Welcome to easy, resort-style living in the sought-after 55+ community of Pennbrooke Fairways—where every day feels like a getaway. Perfectly positioned directly on the golf course, this beautifully maintained 3-bedroom, 2-bath home offers the ideal blend of comfort, convenience, and community. Practical updates provide peace of mind, including a roof (2015), new A/C (2022), and water heater

  Heather Radford LPT REALTY, LLC

  512 Grand Vista Trail, Leesburg, FL 34748
• 

  

  /35

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft

  147 Royal Palm Dr, Leesburg, FL 34748

  Be prepared to FALL IN LOVE with this 2020 HOME that is LIKE NEW and has been IMPECCABLY MAINTAINED. LUXURY VINYL PLANK FLOORS throughout make the LIVING EASY and an OPEN FLOOR PLAN lends a feeling of SPACIOUSNESS and COMFORT. KITCHEN appliances are STAINLESS STEEL and there are AMPLE CABINETS and COUNTER SPACE. There are CEILING FANS placed strategically in the home, crown molding and a neutral

  Celie White FLORIDA PLUS REALTY, LLC

  147 Royal Palm Dr, Leesburg, FL 34748
• 

  

  /19

  $279,000

  • Land
  • 3.02 Acres
  • $92,384 per Acre

  0 US Highway 27 Unit MFRG5103841, Leesburg, FL 34748

  Discover an outstanding opportunity to own 3.02 acres of prime commercial land positioned along the high-traffic corridor of Highway 27 S in Leesburg. This rapidly developing area continues to attract both residential and commercial growth, offering tremendous potential for new business ventures. Located just minutes from the Christopher C. Ford Commerce Park, this property benefits from

  Tina St Clair ST. CLAIR REALTY GROUP, LLC

  0 US Highway 27 Unit MFRG5103841, Leesburg, FL 34748
• 

  

  /51

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,641 Sq Ft

  1145 Meadowbend Dr, Leesburg, FL 34748

  REDUCED AND PRICED TO SELL! TURNKEY WITH GOLF CART! Move right in to this beautifully maintained 3-bedroom, 2-bath home located in the desirable, gated PENNBROOKE FAIRWAYS community. As you enter, you are welcomed by a spacious dining and living room combination that offers an open and inviting layout. The well-appointed kitchen features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, ample

  Jana Schautz WORTH CLARK REALTY

  1145 Meadowbend Dr, Leesburg, FL 34748
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  /39

  $229,000

  • 2 Beds
  • 2 Baths
  • 946 Sq Ft

  25227 Wild Heron, Leesburg, FL 34748

  Welcome home to the highly sought-after 55+ community of Plantation at Leesburg! If you’ve been searching for a home with two primary bedrooms, your search ends here. As you step inside, you’re welcomed by a spacious eat-in kitchen featuring upgraded granite countertops, rich wooden cabinetry, and large windows that fill the dining area with natural light. Just off the kitchen is the oversized

  Dustin Dubie CENTURY 21 MYERS ROSE REALTY

  25227 Wild Heron, Leesburg, FL 34748
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  /10

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  725 Scenic St, Leesburg, FL 34748

  One or more photo(s) has been virtually staged. Experience a masterfully redesigned interior in this totally remodeled residence, situated on a quiet street directly across from a peaceful community pond. The home boasts impressive high ceilings accented by architectural beams, creating an airy, refined atmosphere with immense 'volume and light.' The heart of the home is a gourmet kitchen

  Sarah Lamoureux FLORIDA CAPITAL REALTY

  725 Scenic St, Leesburg, FL 34748
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  /65

  $215,000

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft

  24814 Pine Hill, Leesburg, FL 34748

  Located in the desirable 55+ community of Plantation at Leesburg, this well-maintained 2 bed, 2 bath home offers an open, airy floorplan with vaulted ceilings and a seamless flow between the living, dining, and kitchen spaces. **Home can come mostly furnished!** (ROOF: 2015), (AC: 2018). Situated on the quiet Pine Hill loop and just a short walk to the beautiful Manor Clubhouse - featuring one of

  Christina Greenslade FLORIDA PLUS REALTY, LLC

  24814 Pine Hill, Leesburg, FL 34748
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  /4

  $281,000

  • 3 Beds
  • 2 Baths
  • 1,342 Sq Ft

  29994 Anahid Dr, Leesburg, FL 34748

  Located in the idyllic Lake Denham Estates community in Leesburg, this well-maintained 3-bedroom, 2-bathroom home offers comfort, privacy, and convenience just minutes from the Florida Turnpike. Residents enjoy resort-style amenities including a community pool, yoga lawn, dog park, and playground. The home is ideally situated near outdoor recreation, shopping, and dining. Inside, the layout is

  Tyra Goodrich LPT REALTY, LLC

  29994 Anahid Dr, Leesburg, FL 34748
• 

  

  /40

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,438 Sq Ft

  21630 Regency Park Ln, Leesburg, FL 34748

  Welcome to this beautifully maintained light and bright 3-bed, 2-bath split plan home featuring laminate flooring and fresh neutral paint through out, with a sunroom offering 1,438 sf of comfortable living in a highly desirable 55+ gated golf community featuring an 18 hole course with pro shop and restaurant. This inviting residence provides the perfect blend of relaxation and active living, with

  Kelly Butterfield RE/MAX TOWN & COUNTRY REALTY

  21630 Regency Park Ln, Leesburg, FL 34748
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  /26

  $239,000

  • 2 Beds
  • 2 Baths
  • 1,478 Sq Ft

  25720 Belle Alliance, Leesburg, FL 34748

  Welcome to this inviting 2 bedroom, 2 bath home (AND OFFICE) on a quiet cul-de-sac in Plantation at Leesburg. This charming home features a split-bedroom layout, spacious great room, and eat-in kitchen.A full bathroom located next to the second bedroom and private office is perfect for when guests come to visit. Offers peace of mind with a new roof in 2021 and new A/C in 2022. The spacious master

  Adam Hendershot ELITE PROPERTIES GROUP OF LAKE , INC

  25720 Belle Alliance, Leesburg, FL 34748

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