30

Leesburg, FL Houses for Sale with Private Pool

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  • /54

    $534,900 Open Fri 4PM - 6PM

    • 3 Beds
    • 2 Baths
    • 1,687 Sq Ft

    12338 S Putney Ct, Leesburg, FL 34788

    Stunning Canal Salt Water Pool Home with Private Boat Dock – Direct Access to Lake Eustis & Harris Chain-of-Lakes! Discover this beautifully maintained turnkey (minus personal items) canal-front home on a .28-acre lot in the highly sought-after Pine Harbour neighborhood of Leesburg—all with no HOA! Offering direct access to Lake Eustis and the Harris Chain-of-Lakes, you can navigate all the way

    Agent Photo

    Regina Rodriguez

    CENTURY 21 ALTON CLARK

    (352) 780-7145

    12338 S Putney Ct, Leesburg, FL 34788
  • /57

    $449,000

    • 2 Beds
    • 2 Baths
    • 2,124 Sq Ft

    5126 Chanticleer Dr, Leesburg, FL 34748

    Welcome to your private retreat in the heart of the greens! This beautifully appointed pool home offers breathtaking views of the golf course, providing a serene and scenic backdrop from sunrise to sunset. Enjoy resort-style living with a sparkling private pool surrounded by lush landscaping and expansive patio space – perfect for outdoor dining, entertaining, or simply relaxing in total privacy.

    Agent Photo

    Adriana Skoloda

    RE/MAX PREMIER REALTY

    (352) 822-3490

    5126 Chanticleer Dr, Leesburg, FL 34748
  • /24

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,341 Sq Ft

    12401 Blue Heron Way, Leesburg, FL 34788

    CANAL FRONT OFF LAKE EUSTIS. NO FLOOD Insurance needed. JUMP ON YOUR BOAT FROM YOUR DOCK AND HEAD OUT TO THE CHAIN OF LAKES FOR FUN AND DINING! Electric bill for home is less then $100. SOLAR TO BE PAID OFF AT CLOSING!Welcome to your slice of paradise! $100,000 in upgrades already completed for you.Private pool with resurfacing, new tile, and birdcage screensOversized dock

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    Liz Bell

    LPT REALTY, LLC

    (352) 832-4386

    12401 Blue Heron Way, Leesburg, FL 34788
  • /50

    $399,000

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

    4245 Arlington Ridge Blvd, Leesburg, FL 34748

    HUGE PRICE IMPROVEMENT!!! LOWEST PRICED POOL HOME IN ARLINGTON RIDGE!! SELLER IS MOVTIVATED! You must come and check out this beautiful 2 BEDROOM, with ADDITIONAL BEDROOM/DEN/HOME OFFICE, and 2 BATHROOM STUNNING POOL HOME located in beautiful SOUTH Leesburg. This home is available for a Quick Sale and/or Move-In and is situated on the 10th hole of the Arlington Ridge 55+ Community. This

    Kristy Zamora NEXTHOME LOTT PREMIER REALTY

    4245 Arlington Ridge Blvd, Leesburg, FL 34748
  • /25

    $700,000

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

    9919 Hickory Hollow Rd, Leesburg, FL 34788

    Situated in the heart of The Harris Chain of Lakes, this property is located on the tranquil Hickory Hollow Rd. This stunning 14 acre estate is ideal for a quiet and spacious retreat. It features a 1,456 square foot home, pool, and barn/workshop. It is also fully fenced in to accommodate cows, horses, and other farm animals in a secure environment. This property is perfect for families wanting a

    Michelle Bustamante ENGEL & VOLKERS CLERMONT

    9919 Hickory Hollow Rd, Leesburg, FL 34788
  • /59

    $479,735

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

    4822 Independence Trail, Leesburg, FL 34748

    Life is better poolside! Wasting away again can be your real-life theme song and lifestyle. Affordable Golf-Front Living, Pool Home in a Guard Gated Active Adult Golf Community Discover a lifestyle of comfort and leisure you've waited for your whole life for in this charming golf-front, pool home is located in the popular, high-demand Arlington Ridge Guard Gated Golf Community With a SUPER-LOW

    Steven Simpkins LOKATION

    4822 Independence Trail, Leesburg, FL 34748
  • /42

    $559,900

    • 4 Beds
    • 3 Baths
    • 2,375 Sq Ft

    3785 Picciola Rd, Leesburg, FL 34748

    STOP THE CAR! Escape to the peace of this beautiful WATERFRONT home. Experience the joy of a country lifestyle while living in the city, within distance to all major shopping, roads, and restaurants. As a BONUS, there is NO HOA!!! The property spans 3.64 acres, with two acres being high and dry, providing ample room for privacy and play, and is fenced around the entire perimeter of the house.

    Biulem Lopez AGENT TRUST REALTY CORPORATION

    3785 Picciola Rd, Leesburg, FL 34748
  • /2

    $409,000

    • 4 Beds
    • 3 Baths
    • 2,515 Sq Ft

    2298 Knollwood Dr, Leesburg, FL 34748

    POOL HOME! CORNER LOT! FOUR BEDROOMS! Welcome to this spacious and beautifully maintained 4-bedroom, 3-bathroom pool home, perfectly situated on a large corner lot in one of Leesburg’s desirable neighborhoods. With over 2,500 square feet of living space and a fully fenced backyard, this home is designed with both comfort and entertaining in mind. Step outside to your private backyard oasis, where

    Lena Williams MORRIS REALTY AND INVESTMENTS

    2298 Knollwood Dr, Leesburg, FL 34748
  • /53

    $509,000

    • 6 Beds
    • 4.5 Baths
    • 4,096 Sq Ft

    1454 Sterns Dr, Leesburg, FL 34748

    Welcome to 1454 Sterns Drive – A Beautifully Updated Pool Home in the Blossoming City of Leesburg, Florida! This move-in ready home combines modern upgrades with classic Florida charm, offering a spacious and thoughtfully improved property in one of Leesburg’s fastest-growing areas. With over $35,000 in recent enhancements, this residence provides comfort, convenience, and style from the moment

    Kristen Miller COLDWELL BANKER VANGUARD LIFESTYLE REALTY

    1454 Sterns Dr, Leesburg, FL 34748
  • /76

    $463,800

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    3641 Arlington Ridge Blvd, Leesburg, FL 34748

    Imagine waking up to a serene morning, sipping your coffee on your heated salt-water pool deck as you watch golfers tee off on the picturesque 9th fairway. Welcome to beautiful Arlington Ridge 55+ Community. You will be impressed with this 3 Bedroom, 2 Bath home with a 2-Car Garage PLUS GOLF CART GARAGE features a 20' x 12' HEATED SALTWATER POOL and VIEWS of the 9th FAIRWAY built in 2021. PLUS:

    Stephanie Ray RE/MAX FREEDOM

    3641 Arlington Ridge Blvd, Leesburg, FL 34748
  • /56

    $410,000

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

    9916 Jackson Rd, Leesburg, FL 34788

    "If you're looking for a smart investment or the perfect place to enjoy tranquility in your retirement, this property is for you. Nestled in a natural setting, it offers easy access to the city while being surrounded by peace and privacy. Spacious interiors, beautiful wood and stone finishes, a cozy fireplace, and terraces with breathtaking views make this home truly special.Don't miss the

    Yailyn Diaz Fleitas MY REALTY GROUP, LLC.

    9916 Jackson Rd, Leesburg, FL 34788
  • /36

    $415,000

    • 2 Beds
    • 2 Baths
    • 2,399 Sq Ft

    3603 Westover Cir, Leesburg, FL 34748

    Welcome to your dream home at The Plantation, a special, sought-after 55+ guard-gated community in the heart of Leesburg, where every day feels like a vacation. This isn’t just a place to live — it’s a place to thrive. With two beautiful 18-hole golf courses, lighted tennis and pickleball courts, volleyball, heated swimming pools, a hot tub, fitness centers, a billiards room, a restaurant, and a

    Maria Nunez COMPASS FLORIDA LLC

    3603 Westover Cir, Leesburg, FL 34748
  • /32

    $389,000

    • 3 Beds
    • 3 Baths
    • 1,691 Sq Ft

    11201 Fountain Lake Blvd, Leesburg, FL 34788

    WATERFRONT POOL HOME with Two Primary Suites & Stunning Lake Views! This well-maintained waterfront home offers a perfect blend of comfort, functionality, and Florida lifestyle living. Featuring two primary bedrooms, this split-floorplan home is ideal for multi-generational living or hosting guests in style.Step inside to a bright open-concept kitchen and family room, perfect for

    Jennifer Warren ORISON PROPERTIES INC.

    11201 Fountain Lake Blvd, Leesburg, FL 34788
  • /36

    $175,000

    • 2 Beds
    • 1 Bath
    • 726 Sq Ft

    1104 Penn St, Leesburg, FL 34748

    Welcome to this beautifully updated 2-bedroom, 1-bath home that combines charm, efficiency, and modern convenience. Though modest in size, this home features all major updates—including a new roof, HVAC, plumbing, electrical, water heater and freshly paved driveway—providing peace of mind for years to come. The kitchen has been refreshed with updated cabinets, countertops, and newer appliances,

    Ashlee Mohammed SUNSHINE STATE REALTY

    1104 Penn St, Leesburg, FL 34748
  • /37

    $364,900 Open Sat 11AM - 2PM

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

    5347 Meadow Song Dr, Okahumpka, FL 34762

    **BACK ON MARKET- PREVIOUS BUYERS LOAN FELL THROUGH DUE TO DEBT TO INCOME RATIO- SELLER VERY MOTIVATED***Welcome to this stunning 2023 pool home in the desirable Spring Creek community. This move-in ready 3 bedroom, 2 bathroom home features an open layout where the kitchen, dining, and living areas flow seamlessly beneath 9-foot ceilings, creating a bright and spacious atmosphere.The

    Brittany Poe SUCCESS HOME SALES, LLC

    5347 Meadow Song Dr, Okahumpka, FL 34762
  • /29

    $394,900

    • 2 Beds
    • 2 Baths
    • 2,065 Sq Ft

    3818 Saint Emma Ct, Leesburg, FL 34748

    Turn-Key Furnished Home with Private Pool & Spa in 55+ Gated Community! Welcome to Florida living at its best! This beautifully maintained 2-bedroom, 2-bath home with a den/flex room offers the perfect blend of comfort, style, and convenience—all within a sought-after 55+ gated community in Central Florida. Step inside to find an open floor plan designed for entertaining, highlighted by a

    Dawn Brooks CENTURY 21 MYERS REALTY

    3818 Saint Emma Ct, Leesburg, FL 34748
  • /40

    $359,900

    • 3 Beds
    • 2 Baths
    • 2,035 Sq Ft

    1906 Angel Fish Loop, Leesburg, FL 34748

    Modern Comfort with a Splash of LuxuryBuilt in 2020, this spacious block/stucco home offers over 2,000 sq ft of thoughtfully designed living space. With 3 bedrooms, 2 bathrooms, a den/office, and a 2-car garage, it features an open floor plan with soaring ceilings and a skylight in the living room, creating a bright and welcoming atmosphere. The eat-in kitchen boasts tall cabinets and

    Brad Craycraft RE/MAX PREMIER REALTY

    1906 Angel Fish Loop, Leesburg, FL 34748
  • /16

    $1,499,900

    • 5 Beds
    • 4.5 Baths
    • 6,111 Sq Ft

    627 Yorktown Dr, Leesburg, FL 34748

    Stunning Custom-Built Waterfront Estate in Gated Majestic Oak ShoresWelcome to this breathtaking custom home situated on 1.5 acres of canal-front property in the exclusive Majestic Oak Shores community. Perfectly designed to enjoy the Harris Chain of Lakes lifestyle, this home blends elegance, comfort, and endless entertainment opportunities.Step through the porte-cochere entry

    Nadia Anderson PRESTIGE REALTY CONSULTANTS INC

    627 Yorktown Dr, Leesburg, FL 34748
  • /27

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    11045 Lake Eustis Dr, Leesburg, FL 34788

    One or more photo(s) has been virtually staged. Welcome to this fabulous area! This home has Fresh Interior Paint, Fresh Exterior Paint, New flooring throughout the home, New Appliances. A fireplace and a soft neutral color palette create a solid blank canvas for the living area. The primary bathroom features plenty of under sink storage waiting for your home organization needs. Step outside to

    Karen Albright OPENDOOR BROKERAGE LLC

    11045 Lake Eustis Dr, Leesburg, FL 34788
  • /93

    $895,000

    • 4 Beds
    • 3 Baths
    • 2,751 Sq Ft

    9233 Silver Lake Dr, Leesburg, FL 34788

    LAKEFRONT HISTORIC "ENGLISH TUDOR" ESTATE... POOL HOME! Start living your own fairy tale in this "one of a kind" residence with a separate full guest apartment PLUS a custom recreation boathouse on the water with electric & water! Beautifully maintained & restored, year built 1927 home located in prime location in the heart of central Florida. NEW ROOF& one of the HVAC REPLACED in 2024! Seller

    Theresa Morris MORRIS REALTY AND INVESTMENTS

    9233 Silver Lake Dr, Leesburg, FL 34788
  • /28

    $390,000

    • 4 Beds
    • 3 Baths
    • 2,980 Sq Ft

    2122 Waseca Ln, Leesburg, FL 34748

    Nestled in a friendly, family-oriented community in Leesburg, this beautifully maintained home offers 4 spacious bedrooms and 3 full bathrooms, with flexible bonus spaces that can easily accommodate a fifth bedroom. Downstairs features possible 5th bedroom or mother in law suite on first level. A bright and versatile bonus room is ideal as a private guest suite, office, or playroom, while a

    Britney Herrera DOWN HOME REALTY, LLLP

    2122 Waseca Ln, Leesburg, FL 34748
  • /63

    $395,000

    • 4 Beds
    • 2 Baths
    • 2,168 Sq Ft

    308 Sunnyside Dr, Leesburg, FL 34748

    HUGE Price reduction!!! Welcome to this unique 4-bedroom estate, where Mediterranean architecture and modern touches combine to create a private oasis. Nestled on beautifully landscaped grounds, this one-of-a-kind property offers a serene escape with exceptional amenities.From the moment you arrive, you're greeted by pathways that wind through flowering gardens and lead to vibrant plants and

    Joseph Bosbous RIGHT REALTY CONNECTION, INC.

    308 Sunnyside Dr, Leesburg, FL 34748
  • /45

    $390,000

    • 3 Beds
    • 2 Baths
    • 2,128 Sq Ft

    307 Water Shore Dr, Leesburg, FL 34748

    SWIM, RELAX & ENTERTAIN on over half an acre in the desirable Water's Edge neighborhood—complete with a screened-in pool, spacious backyard, and private access to Lake Griffin on the Harris Chain of Lakes. This 3-bedroom, 2-bath home with a bonus flex room and 657 SqFt powered workshop/garage offers the perfect blend of comfort, function, and Florida lifestyle.Inside, the open,

    Zachary Hale REALTY EXECUTIVES IN THE VILLAGES

    307 Water Shore Dr, Leesburg, FL 34748
  • /63

    $375,000

    • 4 Beds
    • 2.5 Baths
    • 2,546 Sq Ft

    26 Weston Rd, Leesburg, FL 34748

    If you are tired of waiting for the interest rates to come down then this house is for you. This motivated seller has drastically reduced the price! This property is nestled in a quiet, secure, gated community with mature trees. Enjoy this spacious two-story residence that offers 4 bedrooms, 2.5 baths, and a sparkling private pool—perfect for both relaxing and entertaining. You will enjoy the

    Joseph Bosbous RIGHT REALTY CONNECTION, INC.

    26 Weston Rd, Leesburg, FL 34748
  • /30

    $819,000

    • 3 Beds
    • 2 Baths
    • 2,232 Sq Ft

    35624 Cypress Ct, Leesburg, FL 34788

    This Harris Chain of Lakes waterfront home in beautiful Harbor Shores can be your next home or vacation retreat! this offers a rare combination of entertainment space, comfort, and access to one of the best waterways in Central Florida. With 100 feet of shoreline, a covered boat dock, private boat launch, and a screened heated pool overlooking the water, the home is well-suited for those who

    Susan Fetter SIMPLICITY: A RE BROKERAGE CO

    35624 Cypress Ct, Leesburg, FL 34788
  • /65

    $819,000

    • 3 Beds
    • 2.5 Baths
    • 2,106 Sq Ft

    6444 Mcknight Loop, The Villages, FL 32163

    Serene, private location in The Villages, approximately a 10-minute golf cart ride to the newest town square, Eastport! Luxurious, 3 br/2-1/2ba home with SALTWATER POOL/SPA. Perfectly situated to capture stunning views of a tranquil pond and endless wildlife vignettes from the freshwater reservoir behind the pond, this home is a true masterpiece of modern living. As you step out into the lanai,

    Jamie Noll REALTY EXECUTIVES IN THE VILLAGES

    6444 Mcknight Loop, The Villages, FL 32163
  • /29

    $229,900

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

    1301 N Shore Dr, Leesburg, FL 34748

    Come take a look at this opportunity to own a 3 bedroom 2 bath pool home in the heart of Leesburg! Located in the Beverly Shores area, this home is moments away from Lake Griffin and Lake Harris, and in walking distance to Beverly Shores Elementary. The roof was new in 2023, new vinyl plank floors in many of the rooms, and Beautiful exposed wood ceilings in the downstairs are all bonuses.

    Alex VonHartman CARLINO REAL ESTATE GROUP INC

    1301 N Shore Dr, Leesburg, FL 34748
  • /29

    $375,000

    • 2 Beds
    • 2 Baths
    • 2,392 Sq Ft

    25221 Quail Croft Place, Leesburg, FL 34748

    Welcome to Your Perfect 55+ Retreat in Plantation at Leesburg – Laurel Valley Village!Needs TLC - Step into this charming 2-bedroom, 2-bathroom POOL home nestled in the highly sought-after Plantation at Leesburg Laurel Valley Village, a vibrant 55+ community offering resort-style living. This beautifully maintained residence welcomes you with an inviting open floor plan, filled with

    Veronica Figueroa EXP REALTY LLC

    25221 Quail Croft Place, Leesburg, FL 34748
  • /71

    $4,400,000

    • 5 Beds
    • 9 Baths
    • 8,542 Sq Ft

    30215 Redtree Dr, Leesburg, FL 34748

    Discover an unrivaled waterfront paradise nestled directly on the shores of Lake Harris, part of the esteemed Harris Chain of Lakes. This expansive estate, accessible through a private gated driveway, offers a unique fusion of privacy, luxury, and leisure. The immediate homesite consists of 3.06 acres, while enjoying private ownership of an adjacent 46+/- conservation acres for additional

    Julie Bettosini STOCKWORTH REALTY GROUP

    30215 Redtree Dr, Leesburg, FL 34748
  • /14

    $267,000

    • 4 Beds
    • 2.5 Baths
    • 2,606 Sq Ft

    912 Holiday Ln, Leesburg, FL 34748

    INVESTMENT PROJECT/PROPERTY, Looking for a good return on your sweat equity? Don't miss this unique income producing opportunity. Roll up your sleeves and tackle this 4 BR 2 BA originally used as duplex. Indoor pool. City of Leesburg location near schools, medical, worship and recreation.

    Kathi Hill CENTURY 21 ALTON CLARK

    912 Holiday Ln, Leesburg, FL 34748

Home Trends in Leesburg, FL

Housing Trends

Median Sale Price
$299,990
Median Single Family Sale Price
$320,000
Median Townhouse Sale Price
$238,500
Median 2 Bedroom Sale Price
$112,000
Median 1 Bedroom Sale Price
$83,250
Average Price Per Sq Ft
$176
Number of Homes for Sale
414
Last 12 months Home Sales
1,009
Months of Supply
4.90
Median List Price
$329,787
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
0%
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