Leesburg, FL Homes for Sale with Pool

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  $448,990 Open Sun 1PM - 5PM

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

  27464 Black Kite Ave, Howey-In-the-hills, FL 34737

  Under Construction. Welcome to our only quick-delivery Finn plan in Eagletail Landings featuring a main floor guest suite! This exceptional home offers comfort and flexibility in a beautifully designed open-concept layout and features a total of 4 bedrooms and 3.5 baths, including a convenient first-floor guest bedroom with ensuite bath - great for hosting guests or multi-generational living. The

  Stephen Wood RISEWELL HOMES FLORIDA LLC

  27464 Black Kite Ave, Howey-In-the-hills, FL 34737
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  $129,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  344 Hawthorne Blvd, Leesburg, FL 34748

  Rare opportunity to own a fully furnished home tucked away on a quiet cul-de-sac, perfectly positioned to capture peaceful views of the woods and a county pond at 344 Hawthorne Blvd. This two-bedroom, two-bath residence offers a setting that feels both private and connected to nature, creating a calm and inviting atmosphere from the moment you arrive. The home welcomes you with standout curb

  Maria Crisostomo HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC.

  344 Hawthorne Blvd, Leesburg, FL 34748
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  $125,000

  • 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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  $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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  Price To Be Determined New Construction

  • 4 Beds
  • 3 Baths
  • 2,265 Sq Ft

  2265 Plan at Arbor Park, Fruitland Park, FL

  The 2265 floorplan by Adams Homes is a stunning home design that combines spaciousness, functionality, and style. With 4 bedrooms and 3 baths, this home offers ample space for comfortable living. As you enter, you'll be greeted by a grand foyer with a living and dining space on either side. Leading to an open-concept living area, where the family room, dining area, and kitchen seamlessly flow

  Adams Homes Builder

  0 Arbor Park St Unit 36461059, Fruitland Park, FL
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  $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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  $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
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  $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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  $55,800

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  2299 Lakeside Dr, Leesburg, FL 34788

  Extremely well maintained Palm Harbor Home with popular split plan, a layout is always a win for privacy. This home is located on corner lot with views of Lake Griffin and access to Chain of Lakes. Move in ready and partially furnished. Popular Palm Harbor floor plan with master en-suite at one end and a spacious second bedroom with walk in closet at opposite end. Large open floor plan, great for

  Terrie Boyd Right Realty Connection INC

  2299 Lakeside Dr, Leesburg, FL 34788
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  $99,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  104 Diamond Head Dr, Leesburg, FL 34788

  Welcome to your waterfront retreat in the 55+ resident-owned community of Molokai! Inside this inviting 2-bedroom, 2-bathroom home, you'll find updated flooring throughout. Step out to the private side screened-in porch, or look through the bay windows, to enjoy stunning pond views and local wildlife. This community offers an active lifestyle with social clubs, bazaars, and endless events. Your

  Joanne Levy BHHS FLORIDA REALTY

  104 Diamond Head Dr, Leesburg, FL 34788
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  $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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  $79,900

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  129 Sea Fern Ct, Leesburg, FL 34788

  ASK IF SELLERS LOT RENT RATE IS ASSUMABLE. This well-maintained 2-bedroom, 2-bath home is tucked away at the end of a quiet cul-de-sac in the desirable Lakes at Leesburg 55 plus community. The split floor plan offers privacy and functionality, complemented by laminate flooring throughout and a neutral, freshly painted interior. The galley kitchen is efficient and bright, perfect for everyday

  Pamela O'Grady Four Star Homes, Inc.

  129 Sea Fern Ct, Leesburg, FL 34788
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  $9,999

  • 2 Beds
  • 2 Baths

  3344 E Dean St, Leesburg, FL 34788

  Seller financing available with 50% down. Bring your offer! Motivated seller! Bring all offers. Move-in ready and thoughtfully updated, this charming 2-bedroom, 2 bath home offers comfort, convenience, and an unbeatable lifestyle. Freshly painted throughout, the home features an upgraded AC system and hot water heater-both only 2 years old-providing peace of mind for years to come. The kitchen

  Jackie Rogers Southern Comfort Homes

  3344 E Dean St, Leesburg, FL 34788
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  $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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  $89,000

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  133 Hibiscus Way, Leesburg, FL 34748

  Welcome to this well cared-for home on Hibiscus Way, where style and functionality blend seamlessly. Tastefully selected ceiling fans and custom window treatments add both character and everyday comfort. The updated kitchen offers a sleek, contemporary feel with stainless steel appliances, including a range and refrigerator, all beautifully paired with rich laminate wood flooring that runs

  Dee Brown BLACK TIE REAL ESTATE PROFESSIONALS, INC.

  133 Hibiscus Way, Leesburg, FL 34748
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  $387,915 New Construction

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

  6036 Cliffbow Loop, Leesburg, FL 34748

  Welcome to your dream home in the vibrant Groves at Whitemarsh community of Leesburg, Florida. This stunning two-story Linden model encompasses 2,434 square feet of thoughtfully designed living space, perfect for families seeking both comfort and style. The inviting main floor features an open-concept layout that seamlessly connects the spacious family room, dining area, and a modern kitchen.

  Stanley Martin Builder

  6036 Cliffbow Loop, Leesburg, FL 34748
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  $79,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  106 Dogwood Trail, Leesburg, FL 34748

  Welcome to this beautifully maintained 2-bedroom, 2-bath home located just steps from the clubhouse and pool. Thoughtfully updated inside and out, this property is move-in ready and sold turn-key furnished, offering comfort, convenience, and peace of mind.Recent upgrades include new rock landscaping, a brand-new refrigerator (2025), new dryer (2024), and fresh paint on the awnings and trim

  Dee Brown BLACK TIE REAL ESTATE PROFESSIONALS, INC.

  106 Dogwood Trail, Leesburg, FL 34748
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  Price To Be Determined New Construction

  • 4 Beds
  • 2 Baths
  • 2,330 Sq Ft

  2330 Plan at Arbor Park, Fruitland Park, FL

  Step into the extraordinary with the 2330 floorplan by Adams Homes. This impeccably designed home offers a perfect blend of luxury, functionality, and style. With 4 bedrooms and 2 baths, this spacious layout provides an abundance of living space for you and your family to enjoy.As you enter the home, you'll be greeted by a welcoming foyer that is bordered by both a living area and a dining room.

  Adams Homes Builder

  0 Arbor Park St Unit 36445607, Fruitland Park, FL
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  $765,000

  • 3 Beds
  • 2 Baths
  • 1,892 Sq Ft

  22431 Loop Rd, Groveland, FL 34736

  Check out this beautiful 3-bedroom, 2-bathroom home nestled on 5 beautiful acres. With the perfect blend of comfort and country living, this home features a spacious layout, a beautiful kitchen, and a living area ideal for relaxing or entertaining. Step outside to your personal oasis—a sparkling pool perfect for cooling off on a hot day or hosting gatherings with family and friends. The expansive

  Brittany Eddy WHEATLEY REALTY GROUP

  22431 Loop Rd, Groveland, FL 34736
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  $998,000

  • 3 Beds
  • 4 Baths
  • 3,177 Sq Ft

  7086 Number Two Rd, Howey In the Hills, FL 34737

  One-of-a-Kind Barndominium Estate on 5.6 Acres. Discover one of Lake County’s most unique properties, offering unmatched versatility and privacy on 5.6 fully fenced acres with 2 entry gates, main gate is solar powered. This exceptional estate features two barndominiums, multiple metal buildings, a pool, and a wealth of outdoor living spaces. The main barndominium provides 1,957 sq ft of stylish

  Craig Yox ERA GRIZZARD REAL ESTATE

  7086 Number Two Rd, Howey In the Hills, FL 34737

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