Leesburg, FL Homes for Sale under $400,000

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  /32

  $284,900

  $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  5745 King James Ave, Leesburg, FL 34748

  Welcome to this gorgeous fully renovated 2-bedroom, 2-bath gem in the sought-after 24-hour gated 55+ community of Royal Highlands. There is absolutely no other 2/2 home in this neighborhood renovated to this level. This home has been completely renovated from top to bottom, and it presents like a brand-new model home. Step inside to discover a residence that feels impeccably fresh, modern, and

  Betty Greene GreeneHouse Real Estate

  5745 King James Ave, Leesburg, FL 34748
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  /6

  $397,830

  New Construction

  • 5 Beds
  • 3 Baths
  • 2,133 Sq Ft

  26160 Azalea Oak Cir, Groveland, FL 34736

  Functional, open design with a central great room and kitchen, a tucked-away primary suite, and well-planned secondary bedrooms for versatile daily living.

  Meritage Homes Builder

  26160 Azalea Oak Cir, Groveland, FL 34736
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  /30

  $189,900

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  1111 Apple Terrace, Leesburg, FL 34748

  Exceptional Value in Gated Royal Oak Estates — New Roof (2020) & Updated Finishes Throughout! This beautifully maintained and tastefully updated 3-bedroom, 2-bath home in the gated community of Royal Oak Estates offers an incredible opportunity to own a move-in-ready home at an outstanding price point. Featuring a roof replacement in November 2020 along with numerous interior upgrades throughout,

  Kimberly Volean LPT REALTY, LLC

  1111 Apple Terrace, Leesburg, FL 34748
• 

  

  

  /22

  $118,600

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  29947 Cutter Ln, Leesburg, FL 34748

  And, seller will consider paying advance lot rent for six months on an accepted offer. Located in the highly sought-after Hidden Harbor 55+ gated community in Leesburg, FL, this beautiful 3 bedroom, 2 bathroom home offers 1,508 square feet of move in ready living space with direct boating access to the Harris Chain of Lakes. The property is meticulously maintained, featuring energy-efficient

  Terrie Boyd Right Realty Connection INC

  29947 Cutter Ln, Leesburg, FL 34748
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  /26

  $305,000

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,983 Sq Ft

  2115 Waseca Ln, Leesburg, FL 34748

  This well-designed home is located by the Lake Griffin in Leesburg Florida. Former model home! Very Clean! Very LOW HOA! This home has a very spacious floorplan, with 4 bedrooms, 2 full bathrooms, gourmet kitchen with built in oven/microwave and cooktop and is great for entertaining with its open floorplan. This home has a split floorplan. The primary bedroom is large and spacious and has His and

  Suzanne Seenandan PREFERRED RE BROKERS III

  2115 Waseca Ln, Leesburg, FL 34748
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  /59

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,087 Sq Ft

  4908 Cypress Head Ct, Leesburg, FL 34748

  Welcome to 4908 Cypress Head Court in Leesburg—an exceptional 3-bedroom, 2-bath residence nestled within the highly desirable Rosedown Village of The Plantation at Leesburg, where refined living meets a truly maintenance-free lifestyle. This beautifully maintained home offers a serene lakefront setting, highlighted by a painted driveway and an inviting screened front lanai—perfect for enjoying

  Tammy Campbell RE/MAX REALTY UNLIMITED

  4908 Cypress Head Ct, Leesburg, FL 34748
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  /66

  $235,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  26627 Racquet Cir, Leesburg, FL 34748

  Welcome to 26627 Racquet Circle-located in the premier 55+ gated community of Highland Lakes! This move-in ready villa features a bright open floor plan with two spacious bedrooms, both fully equipped with ensuite bathrooms-refreshed with updated toilets. Major updates provide peace of mind, including a new Roof (2022), a new garage door opener and keypad, and a well-maintained A/C (2014) New

  Missy Conway BHHS FLORIDA REALTY

  26627 Racquet Cir, Leesburg, FL 34748
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  /27

  $269,000

  • 3 Beds
  • 2 Baths
  • 1,170 Sq Ft

  500 N 13th St, Leesburg, FL 34748

  Virtually Staged. Prime Downtown Leesburg Investment & Lifestyle Opportunity! This beautifully maintained property offers immediate cash flow with an established tenant paying $1,900 monthly, making it an ideal turnkey investment while preserving future owner-occupancy options. Perfectly positioned just minutes from Historic Downtown Leesburg, local restaurants, shopping, entertainment, and

  Martha Leighton MIHOUSE REALTY LLC

  500 N 13th St, Leesburg, FL 34748
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  /30

  $315,000

  $5K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,675 Sq Ft

  12146 Virginia Dr, Leesburg, FL 34788

  WOW! Don't miss this beautifully renovated home featuring 3 bedrooms, 2 baths in the main house plus an attached in-law suite with private entrance, complete with 1 bedroom/living area, 1 bath, and kitchenette—perfect for guests or multigenerational living. In USDA APPROVED ZONE FOR NO DOWN PAYMENT!This home has a 2022 metal roof, 2023 HVAC, and 2024 water heater, along with granite

  Michelle Richardson KELLER WILLIAMS CLASSIC

  12146 Virginia Dr, Leesburg, FL 34788
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  /31

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  21932 Royal St Georges Ln, Leesburg, FL 34748

  Recently remodeled 3-bedroom home in the 55+ golf community of Royal Highlands. The rear of the home has a beautiful waterfront view and is positioned next to a large, open green space, providing extra privacy. Updates: Luxury Vinyl floors (2025) with 5-inch base boards, enclosed Florida room with windows (2025), new ceiling fans (2024), new hot water tank (2026), AC unit (2024), roof (2022),

  David Picciano TRAVIS REALTY GROUP

  21932 Royal St Georges Ln, Leesburg, FL 34748
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  /15

  $342,415

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft

  The Linden Plan at Groves at Whitemarsh - Groves At Whitemarsh, Leesburg, FL 34748

  The Linden offers the perfect amount of space, complete with smart storage perfect for your family. Two stand out features upon entering the home are the large under-stair storage area, as well as a flex room that can be used as an optional fifth bedroom. The powder room can easily be customized into another full bath for optimal space for your loved ones or guests to spread out.Past the

  Stanley Martin Builder

  6000 Cliffbow Loop Unit 36396217, Leesburg, FL 34748
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  /30

  $224,500

  $26K PRICE DROP

  • 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

  Eva Hockenberry MAINSTAY BROKERAGE LLC

  112 S Moss St, Leesburg, FL 34748
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  /33

  $235,000

  • 2 Beds
  • 2 Baths
  • 1,457 Sq Ft

  25510 Belle Alliance, Leesburg, FL 34748

  One or more photo(s) has been virtually staged. Welcome to resort-style living in the sought-after 55+ community of Plantation at Leesburg. Situated on an oversized corner lot at the end of a quiet cul-de-sac, this beautifully maintained 2-bedroom, 2-bath home with a dedicated office/den offers comfort, functionality, and an active Florida lifestyle. Inside, you’ll find a spacious layout

  Garrett Huffman EXP REALTY LLC

  25510 Belle Alliance, Leesburg, FL 34748
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  /23

  $125,000

  Open Sat 10AM - 12PM $42K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  136 Highland Dr, Leesburg, FL 34788

  ALSO AVAILABLE FOR LEASE 1,600 A MONTH. Fully furnished move in ready FOR SALE asking price is $125,000 This home is completely furnished move in ready. We are located at Mid Florida Lakes Leesburg Florida. The lot fee includes water, sewer, trash, lawn care, ceramics shop, two swimming pools, tennis courts, basketball courts, wood shop, bingo, gym, pickleball, shows/entertainment and much more!

  Victoria Berrios-Reyes F.R.A.M.E. PROPERTIES LLC

  136 Highland Dr, Leesburg, FL 34788
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  /4

  $374,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,988 Sq Ft

  8600 Oakstone Cir, Leesburg, FL 34788

  Meet the Drexel – Your Ideal 3 to 4 Bedroom Family Home The charming three- to four-bedroom Drexel features a decorative masonry finish with an optional stone front, blending classic curb appeal with modern comfort. Step inside the foyer and follow the hallway past the second and third bathrooms to the open living area—designed for effortless family living. The island kitchen includes a

  Maronda Homes Builder

  8600 Oakstone Cir, Leesburg, FL 34788
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  /12

  $320,000

  New Construction Open Wed 1PM - 5PM $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,780 Sq Ft

  262 Verny Grove Ln, Leesburg, FL 34748

  New Price Drop of $5400.00, combined with either $12,000. in Flex Funds or a 4.99 interest with one of our Preferred Lenders makes this a Sweet Deal! Welcome home to this brand-new, move-in-ready 3-bedroom, 2-bath home located in the beautiful Arbor Park community. Designed with everyday comfort and easy entertaining in mind, this home features an open-concept layout that brings everyone together

  Michael Soto ADAMS HOMES REALTY, INC

  262 Verny Grove Ln, Leesburg, FL 34748
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  /19

  $342,415

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 1,850 Sq Ft

  The Chester Plan at Groves at Whitemarsh - Groves At Whitemarsh, Leesburg, FL 34748

  With almost 3,000 square feet, The Chester 2-story single-family home is a spacious and welcoming design for your growing family. The entry from both the front and 2-car garage flow directly into the open kitchen where family can gather to prepare meals and relax all together. Windows along the exterior wall lead to the outdoor patio and provide spectacular morning and evening light throughout

  Stanley Martin Builder

  6000 Cliffbow Loop Unit 36396629, Leesburg, FL 34748
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  /46

  $340,000

  • 4 Beds
  • 3 Baths
  • 2,109 Sq Ft

  9331 Revere Ave, Leesburg, FL 34788

  Recently built home in Liberty Preserve featuring 2,100+ sq ft of living space. The main area offers 3 bedrooms, 2 full baths, and a private 1-bed/1-bath in-law suite with kitchenette, sitting area, washer/dryer combo, and G.E. appliances. Highlights include a 2-car garage, Rinnai tankless water heater, new whole-house water softener, upgraded light-gray ceramic wood-plank tile with carpeted

  John Collins HOMERUN REALTY

  9331 Revere Ave, Leesburg, FL 34788
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  /9

  $129,000

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  25034 Betton Hill, Leesburg, FL 34748

  Attention investors! Discover the potential in this well-located home nestled within a sought-after 55+ community offering resort-style amenities and a peaceful, well-maintained environment. This property is perfect for an investor or savvy buyer looking to add value with light updates. Roof replaced in 2025. This property is ready for the finishing touches to make it shine bright. This Oversized

  Juan Rodriguez EXP REALTY LLC

  25034 Betton Hill, Leesburg, FL 34748
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  /15

  $339,490

  New Construction

  • 4 Beds
  • 2 Baths
  • 2,004 Sq Ft

  9210 Harris Hawk Dr, Leesburg, FL 34788

  Discover the Seaton II at Silver Lake Pointe, a new construction neighborhood with a community pool, volleyball court, and playground, minutes from shopping and dining. This Seaton II delivers four bedrooms and two full baths across a single floor, with roughly 2,000 square feet built around an open main living area where the kitchen connects directly to the family room. The covered lanai off the

  Stanley Martin Builder

  9210 Harris Hawk Dr, Leesburg, FL 34788
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  /100

  $257,500

  $17K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,518 Sq Ft

  25527 Oak Aly, Leesburg, FL 34748

  *** Fresh Price Improvement — Now $257,500 ***Great opportunity in The Plantation at Leesburg! This easy-living Cayman floor plan sits on a shady, low-maintenance lot and offers a comfortable, well-laid-out interior with several flexible spaces. You’re welcomed by an open living area with a convenient pass-through to the kitchen. The separate dining room features a bright bay window and a

  Marty Bouhall CARLINO REAL ESTATE GROUP INC

  25527 Oak Aly, Leesburg, FL 34748
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  /19

  $124,900

  • 2 Beds
  • 2 Baths
  • 1,805 Sq Ft

  45 Bayberry Dr Unit 303, Leesburg, FL 34788

  Rarely do you find this much space, value, and peace of mind at such an affordable price! Offering an impressive 1,805 square feet of unfurnished living space, this well-maintained 1993 Palm Harbor double-wide is located in a desirable gated and active 55+ community. This spacious 2-bedroom, 2-bath home features a living room, family room, pass-through kitchen, two dining areas, indoor laundry,

  Gina Ferguson Right Realty Connection INC

  45 Bayberry Dr Unit 303, Leesburg, FL 34788
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  /26

  $264,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  2212 Nicollett Way, Leesburg, FL 34748

  This move-in-ready three-bedroom, two-bathroom home is located in the desirable Leesburg Overlook at Lake Griffin community. The interior features a spacious open floor plan that creates a seamless flow throughout the main living areas, perfect for both daily living and entertaining. The updated kitchen serves as a stylish centerpiece, boasting elegant granite countertops and modern

  Robert Salmons ENTERA REALTY LLC

  2212 Nicollett Way, Leesburg, FL 34748
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  /30

  $125,000

  $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  151 Hibiscus Way, Leesburg, FL 34748

  Beautifully Updated Two-Bedroom, Two-Bath HomeThis thoughtfully maintained two-bedroom, two-bath home is filled with recent updates that bring both comfort and peace of mind. New windows were installed in June 2022, followed by a new vapor barrier in February 2023, and a new front door in May 2023. The roof was coated in 2022, and the air conditioner was replaced in 2018, ensuring lasting

  Dee Brown BLACK TIE REAL ESTATE PROFESSIONALS, INC.

  151 Hibiscus Way, 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

  $294,000

  $5K PRICE DROP

  • 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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  /4

  $281,000

  $27K PRICE DROP

  • 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
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  /77

  $119,000

  • 2 Beds
  • 2 Baths
  • 1,332 Sq Ft

  114 Aspen Cir, Leesburg, FL 34748

  Must see fully furnished turn-key home where comfort and livability blend with understated appeal. This inviting two-bedroom, two-bath residence offers 1,332 square feet of well-proportioned living space, creating a welcoming retreat from the moment you arrive. A generous driveway with a dedicated golf cart pad, along with an included golf cart and barbecue grill, enhances the home’s easygoing,

  Maria Crisostomo HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC.

  114 Aspen Cir, Leesburg, FL 34748
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  /39

  $274,500

  $5K PRICE DROP

  • 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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  /5

  $165,000

  • Land
  • 12,196 Sq Ft
  • $589,286 per Acre

  0 E North Blvd (Us Hwy 441) Unit MFRG5105412, Leesburg, FL 34748

  Great location on North Boulevard (US Hwy 441) to build your medical office or services, dental, vision, etc. This awesome location is next door to one doctor's office and across the road from two other offices and only 1 mile to Leesburg Regional Medical Center!! It's only 8 miles to The Villages. ZONED C-3...TWO STORY; DUPLEX; TRIPLEX; MULTI-FAMILY; SHORT TERM RENTAL; DAYCARE; MEDICAL AND

  Jim Carruthers BLACK TIE REALTY, INC.

  0 E North Blvd (Us Hwy 441) Unit MFRG5105412, Leesburg, FL 34748
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  /12

  $387,915

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft

  6036 Cliffbow Loop, Leesburg, FL 34748

  Introducing the Linden at Groves at Whitemarsh, an ideal location near shopping, dining, parks, and outdoor recreation for active lifestyles.. This Linden spans 2,450 square feet across two floors, with four bedrooms, two full baths, a powder room, and a two-car garage. The main level opens into a great room, dining room, and kitchen that stretch nearly 40 feet end to end, with a large island at

  Stanley Martin Builder

  6036 Cliffbow Loop, Leesburg, FL 34748
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  /2

  $139,000

  • 3 Beds
  • 1 Bath
  • 1,212 Sq Ft

  1803 High St, Leesburg, FL 34748

  Short Sale. Short Sale.

  Andre Leirias, LLC GOLDEN DOOR REALTY

  1803 High St, Leesburg, FL 34748

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