Leesburg, FL Homes for Sale with Pool

• 

  

  

  /22

  $39,000

  Open Sun 3PM - 6PM

  • 2 Beds
  • 2 Baths

  187 Crossways Dr, Leesburg, FL 34788

  This is a 1974 2 bedrooms 2 bathrooms for $39,000 OR BEST OFFER! We are located at Mid Florida Lakes a 55 plus community the lot fee is $900 a month which includes water, sewer, trash, Lawn Care, and we have many amenities such as 2 swimming pools,basketball courts, ceramic shop, shuffleboard courts, stained glass, Bingo, karaoke, water aerobics, live shows and much more this is basically Resort

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

  187 Crossways Dr, Leesburg, FL 34788
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  /36

  $390,999

  New Construction

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

  6736 Spotted Eagle Loop, Howey In the Hills, FL 34737

  Enjoy single-story living just minutes from Lake Harris at Eagletail Landings in Leesburg, Florida, where the Hayden by Trinity Family Builders combines an open-concept design, modern features, and resort-style community amenities in the heart of Lake County. This new construction home offers four bedrooms, two full bathrooms, and a spacious layout that connects the kitchen, family room, and

  Trinity Family Builders Builder

  6736 Spotted Eagle Loop, Howey In the Hills, FL 34737
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  /89

  $1,775,000

  $84K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 5,577 Sq Ft

  405 Lakeshore Dr, Leesburg, FL 34748

  A rare opportunity to own one of Leesburg’s iconic lakefront estates, offering 164 feet of direct frontage on Lake Harris and set on a beautifully positioned 1.24-acre corner lot. This exceptional property delivers unmatched curb appeal with its stately presence, circular drive, mature landscaping and timeless architectural charm. The main residence spans nearly 5,000 square feet and has been

  Michelle Jarvis PREMIER SOTHEBY'S INTERNATIONAL REALTY

  405 Lakeshore Dr, Leesburg, FL 34748
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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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  /32

  $99,900

  $9K PRICE DROP

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

  427 Hawthorne Blvd, Leesburg, FL 34748

  One or more photo(s) has been virtually staged. This home offers wonderful curb appeal and a convenient location right on Hawthorne Blvd near the back gate. Step inside to find thoughtful updates throughout, including stainless steel appliances, upgraded windows, vinyl siding, and a refreshed driveway. The spacious utility room provides endless possibilities! Create a workshop, hobby space, or

  Maria Crisostomo HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC.

  427 Hawthorne Blvd, Leesburg, FL 34748
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  /64

  $425,000

  • 3 Beds
  • 2 Baths
  • 2,074 Sq Ft

  21849 Tartan St, Leesburg, FL 34748

  Virtually Staged. Welcome to your dream home in Royal Highlands! This stunning, updated pool home boasts serene waterfront views and a BRAND-NEW ROOF, offering worry-free living. Step inside this CBS-constructed, custom model to discover thoughtful upgrades at every turn—from the paver-accented drive and patios to lush, low-maintenance landscaping perfect for soaking up Florida's sunshine and

  Tonya Tibbetts FLORIDA PLUS REALTY, LLC

  21849 Tartan St, Leesburg, FL 34748
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  /15

  $332,490

  New Construction $7K PRICE DROP

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

  9210 Harris Hawk Dr, Leesburg, FL 34788

  Introducing the Seaton II at Silver Lake Pointe, an inviting community minutes from dining, shopping, outdoor recreation, and excellent schools.. This Seaton II brings 2,000 square feet of single-floor living across four bedrooms, two full baths, and a two-car garage. From the entry, the kitchen opens directly into the family room, keeping conversations going whether someone is cooking or

  Stanley Martin Builder

  9210 Harris Hawk Dr, Leesburg, FL 34788
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  /5

  $429,990

  New Construction Open Sun 1PM - 5PM $19K PRICE DROP

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

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

  Welcome to our only Move-In ready 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 spacious family room

  Stephen Wood RISEWELL HOMES FLORIDA LLC

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

  

  /10

  $280,000

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

  29994 Anahid Dr, Leesburg, FL 34748

  Welcome First-Time Home Buyers! This 3-bedroom, 2-bathroom home offers no rear neighbors and access to a community pool, playground, dog park, yoga lawn, sidewalks The comfortable split-bedroom floor plan features an open kitchen and living area, stone countertops, spacious closets and an attached two-car garage. The home’s location is one of its most appealing features. Situated at the quiet end

  Michael Huculak PREFERRED RE BROKERS III

  29994 Anahid Dr, Leesburg, FL 34748
• 

  

  /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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  /31

  $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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  /41

  $409,900

  • 5 Beds
  • 2.5 Baths
  • 2,856 Sq Ft

  3319 Curlew Ave, Leesburg, FL 34748

  Why wait for new construction when this home already has all the upgrades? Fully fenced, featuring an owned solar system (to be paid off at closing), a whole-house water softener, and freshly painted main living area and upstairs loft — this corner-lot beauty in the highly sought-after Lake Denham Estates is truly move-in ready. Welcome to 3319 Curlew Ave — a spacious, energy-efficient home

  Kim Beisley HARRISON REAL PROPERTY GROUP

  3319 Curlew Ave, Leesburg, FL 34748
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  /26

  $54,900

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

  159 N Lake Dr, Leesburg, FL 34788

  I've weathered Florida's storms with a Brand NEW Roof, stayed Cool with a NEW A/C and stayed Secure with NEW TIE Downs. My exterior has been recently painted and I am a NON Smoking Home. My owners have spent years creating wonderful memories and now I'm ready to help you create your own. I am a neat and tidy 2 bedroom 2 bath home located in the popular 55+ neighborhood of Mid Florida Lakes. One

  Marty Goff Re/max Premier Realty

  159 N Lake Dr, Leesburg, FL 34788
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  /42

  $129,900

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  198 Singapore Island Rd, Leesburg, FL 34788

  Your own Private Waterfront Paradise! Serenity meet modern convenience! Situated directly on a quiet canal with your very own private boat dock. Cast a line right from your backyard or cruise out onto the scenic waters of Lake Eustis, granting you direct access to the famous Harris Chain of Lakes. Enjoy the quiet, private setting surrounded by lush greenery and towering trees. It feels like a

  Marty Goff Re/max Premier Realty

  198 Singapore Island Rd, Leesburg, FL 34788
• 

  

  /22

  $94,900

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft

  104 Ixora Way, Leesburg, FL 34748

  MUST SEE!!! TURN KEY!!! Welcome to this beautifully maintained and move-in-ready home offering comfort, functionality, and plenty of living space. Situated on a nicely landscaped lot, the home features an inviting front porch, a covered carport, and excellent curb appeal.Inside, you'll find a bright and spacious living room with large windows that fill the home with natural light, creating a warm

  Amanda Johnson HOMERUN REALTY, LLC

  104 Ixora Way, 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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  /113

  $1,499,999

  $90K PRICE DROP

  • 3 Beds
  • 4.5 Baths
  • 3,692 Sq Ft

  1412 Mosswood Dr, Leesburg, FL 34748

  Lakefront Luxury on Lake Griffin! Stunning 3,600+ sq ft estate on a rare double lot--nearly an acre--with over 200 feet of shoreline and expansive panoramic water views. This custom-built showplace features soaring ceilings, a private office, and a thoughtful split-suite layout where EVERY bedroom is its own ensuite retreat. Entertain year-round at the heated, screened-in pool overlooking the

  Matthew Spanburg REACH REALTY LLC

  1412 Mosswood Dr, Leesburg, FL 34748
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  /48

  $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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  /37

  $79,000

  $21K PRICE DROP

  • 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
• 

  

  /39

  $499,900

  $15K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,580 Sq Ft

  26617 Otter Creek Ln, Leesburg, FL 34748

  NEW PRICE!! Price reduced and sellers are motivated! Welcome to this beautifully maintained Oleander model in Arlington Ridge, a guard-gated 55+ golf community just minutes from The Villages. This 4 bedroom, 3 bathroom home with a den/office has so much to offer, including a brand-new roof in January 2026, BOND PAID, and a whole-house natural gas Generac generator. Inside, you’ll find a bright

  Holly Price REALTY EXECUTIVES IN THE VILLAGES

  26617 Otter Creek Ln, Leesburg, FL 34748
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  /60

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft

  10217 Granite Ct, Leesburg, FL 34788

  Virtually Staged. Located in STONEGATE AT SILVER LAKE, an ALL-AGES GATED community! This well-maintained 3 BED / 2 BATH / 2-CAR GARAGE home offers NEWER MAJOR SYSTEMS including ROOF 2025, HVAC WITH GAS FURNACE 2026, and GAS WATER HEATER 2026. Enjoy 10 FT CEILINGS, 8 FT DOORS, and ENGINEERED HARDWOOD FLOORING (2025) in the main living areas (NO CARPET). The kitchen features tile floors, 42”

  Jenna Werner OLYMPUS EXECUTIVE REALTY INC

  10217 Granite Ct, Leesburg, FL 34788
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  /12

  $384,915

  New Construction $3K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,424 Sq Ft

  6036 Cliffbow Loop, Leesburg, FL 34748

  Take a look at the Linden at Groves at Whitemarsh, an ideal location near shopping, dining, parks, and outdoor recreation for active lifestyles.. This move-in ready Linden brings 2,424 square feet across two floors, with fiveprimary bedroom, three full baths, and a two-car garage. The main level opens into a great room, dining area, and kitchen that stretch nearly 40 feet end to end, anchored by

  Stanley Martin Builder

  6036 Cliffbow Loop, Leesburg, FL 34748
• 

  

  /22

  Price To Be Determined

  New Construction

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

  Plan 1780 at Arbor Park, Fruitland Park, FL

  The 1780 floorplan by Adams Homes is a stunning home design that offers both style and functionality. With three bedrooms and two bathrooms, this single-story home provides a spacious and comfortable living space for families of all sizes.As you step into the home, you are greeted by an inviting foyer that leads you into the heart of the house. The open-concept design seamlessly connects the

  Adams Homes Builder

  0 Arbor Park St Unit 36496251, Fruitland Park, FL
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  /24

  Price To Be Determined

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  Plan 2405 at Arbor Park, Fruitland Park, FL

  Welcome to the exquisite 2405 floorplan by Adams Homes, where luxury and comfort meet in perfect harmony. This two-story home boasts 4 bedrooms and 2.5 baths, providing ample space for your family to thrive and create lasting memories.As you enter, you'll be greeted by a grand two-level foyer that sets the tone for the elegance that awaits. Continuing through the home, you'll find yourself in the

  Adams Homes Builder

  0 Arbor Park St Unit 36502670, Fruitland Park, FL
• 

  

  /26

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,970 Sq Ft

  Plan 1970 at Arbor Park, Fruitland Park, FL

  The 1970 floorplan design by Adams Homes is a spacious and well-designed home that offers both style and functionality. With three bedrooms, two bathrooms, and a two-car garage, this single-story home provides ample space for families or individuals looking for a comfortable and versatile living space.Upon entering the home, you are greeted by a welcoming foyer that leads you into the heart of

  Adams Homes Builder

  0 Arbor Park St Unit 36448209, Fruitland Park, FL
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  /36

  Price To Be Determined

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  Plan 1820 at Arbor Park, Fruitland Park, FL

  Discover the elegance and functionality of the 1820 floor plan by Adams Homes. This thoughtfully designed layout offers the perfect balance of comfort and style. Step into a spacious living area that welcomes you with its open concept, allowing for seamless entertaining and relaxation. The kitchen boasts modern appliances, ample counter space, and a convenient breakfast bar. Retreat to the master

  Adams Homes Builder

  0 Arbor Park St Unit 36502323, Fruitland Park, FL
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  /28

  Price To Be Determined

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft

  Plan 2200 at Arbor Park, Fruitland Park, FL

  The 2200 floorplan by Adams Homes is a stunning home design that offers a perfect balance of style and functionality. With 4 bedrooms and 3 baths, this home provides ample space for comfortable living. The open-concept layout seamlessly connects the kitchen, dining area, and living room, creating a spacious and inviting atmosphere. The modern kitchen is equipped with high-quality appliances, a

  Adams Homes Builder

  0 Arbor Park St Unit 36454135, Fruitland Park, FL
• 

  

  /15

  Price To Be Determined

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  2202- Plan at Arbor Park, Fruitland Park, FL

  Welcome to the exquisite two-story 2202 floorplan by Adams Homes. This thoughtfully designed layout combines modern elegance with functional living spaces, creating a home that is both stylish and practical. Step inside and be greeted by a spacious living area on the main floor that provides a comfortable and inviting atmosphere for relaxation and entertainment. The open-concept design seamlessly

  Adams Homes Builder

  0 Arbor Park St Unit 36458556, Fruitland Park, FL
• 

  

  /32

  Price To Be Determined

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,635 Sq Ft

  Plan 1635 at Arbor Park, Fruitland Park, FL

  Welcome to the captivating 1635 floorplan by Adams Homes. This carefully crafted design offers a harmonious balance of comfort and style, providing a space that you'll be proud to call home. Step inside and be greeted by a spacious living area that sets the stage for relaxation and entertainment. The open-concept design seamlessly connects the living room, dining area, and kitchen, creating a

  Adams Homes Builder

  0 Arbor Park St Unit 36473409, Fruitland Park, FL
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  /35

  $740,000

  $35K PRICE DROP

  • 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
• 

  

  /36

  Price To Be Determined

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,117 Sq Ft

  Plan 2117 at Arbor Park, Fruitland Park, FL

  The 2117 floorplan by Adams Homes is a magnificent home design that offers both elegance and functionality. With 4 bedrooms and 3 baths, this home provides a spacious and comfortable living space for families of all sizes. As you enter, you'll be greeted by a grand foyer that leads into the open-concept living area, featuring a well-appointed kitchen, a dining area, and a spacious family room

  Adams Homes Builder

  0 Arbor Park St Unit 36479659, Fruitland Park, FL
• 

  

  /44

  Price To Be Determined

  New Construction

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

  Plan 2265 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
• 

  

  /36

  Price To Be Determined

  New Construction

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

  Plan 2330 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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