24

Leesburg Houses for Sale with Private Pool

Section Image Section Image
  • /92

    $1,125,000

    • 4 Beds
    • 3 Baths
    • 2,338 Sq Ft

    6988 Lawrenceville Way, The Villages, FL 34762

    Welcome to your dream home in The Village of Lake Denham in The Villages! Where the BOND IS PAID OFF. POOL. PRESERVE VIEW. This stunning Premier Stretched Sanderling Floor Plan offers 4-bedrooms, 3-bathrooms residence with a lavish 2,338 square feet of living space, Expanded 2 Car plus a Golf Cart Garage, a saltwater Pool in an extra-large lanai, neatly wrapped in elegance and comfort. Situated

    Agent Photo

    Jackie Minyard

    NEXTHOME SALLY LOVE REAL ESTATE

    (352) 306-3296

    6988 Lawrenceville Way, The Villages, FL 34762
  • /57

    $659,900 Open Sat 12AM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,858 Sq Ft

    841 Oaks Shores Rd, Leesburg, FL 34748

    $10,000 FLEX MONEY to help make this house your HOME! Assumable VA Loan at a low 3.75 interest rate– Available to Qualified Active Duty Members & Veterans. Exquisite Custom Built 4-Bedroom Pool Home in the Gated Community of Majestic Oaks Discover the perfect blend of elegance, comfort, and modern convenience in this meticulously maintained 4-bedroom, 3-bathroom pool home, ideally situated in

    Agent Photo

    Reshunda Henderson

    REYES REAL ESTATE LLC

    (352) 720-9270

    841 Oaks Shores Rd, Leesburg, FL 34748
  • /69

    $375,000

    • 3 Beds
    • 2 Baths
    • 2,111 Sq Ft

    4423 Nottoway Dr, Leesburg, FL 34748

    PRICE REDUCED ON THIS LOVELY POOL HOME! NEW Roof in 2023 & HVAC in 2020! Superior resort style amenities & low HOA! This immaculately kept BLOCK residence in Plantation of Leesburg comes with a FREE home warranty with purchase! This residence is guaranteed to please all your senses! First, set your eyes on the lushly landscaped yard, thoughtfully designed with concrete curbing, custom lighting,

    Agent Photo

    Autumn Makin

    LAKEFIELD REALTY GROUP LLC

    (352) 713-0808

    4423 Nottoway Dr, Leesburg, FL 34748
  • /99

    $465,650

    • 4 Beds
    • 2 Baths
    • 2,602 Sq Ft

    5536 Aurora Dr, Leesburg, FL 34748

    POOL HOME!! ?? Exquisite Pool Home with 3-Car Garage in Legacy CommunityDiscover the perfect blend of luxury and comfort in this stunning residence nestled within the highly desirable Legacy Community. From the moment you step through the grand front entry, you’re greeted by soaring 10-foot ceilings and elegant 8-foot doors that set a tone of spaciousness.- Spacious 3-Car Garage – Room

    Frederick Waters CB/ELLISON RLTY WEST

    5536 Aurora Dr, Leesburg, FL 34748
  • /50

    $399,000 Open Sat 12PM - 3PM

    • 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
  • /56

    $510,000

    • 3 Beds
    • 2 Baths
    • 2,001 Sq Ft

    3809 Arlington Ridge Blvd, Leesburg, FL 34748

    SPRING HAS SPRUNG, FALL HAS FELL, SUMMER IS HERE AND IT'S HOT ENOUGH TO BUY A POOL HOME. Affordable Golf-Front, Pool Home living 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 located in the popular, high-demand Arlington Ridge Guard Gated Golf Community With a low HOA of $124

    Steven Simpkins LOKATION

    3809 Arlington Ridge Blvd, Leesburg, FL 34748
  • /63

    $449,000

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

    308 Sunnyside Dr, Leesburg, FL 34748

    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 trees—a

    Joseph Bosbous RIGHT REALTY CONNECTION, INC.

    308 Sunnyside Dr, Leesburg, FL 34748
  • /62

    $468,800 Open Sat 12PM - 3PM

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

    3641 Arlington Ridge Blvd, Leesburg, FL 34748

    Don’t miss this Exceptional opportunity in Arlington Ridge, a Premier 55+ man-gated Golf Course community! Built in 2021, 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. Bonus: 2020 ICON Golf Cart included! This popular Open-concept floor plan features luxury vinyl flooring, ceramic and carpet in

    Stephanie Ray RE/MAX FREEDOM

    3641 Arlington Ridge Blvd, Leesburg, FL 34748
  • /38

    $419,900

    • 3 Beds
    • 2 Baths
    • 2,636 Sq Ft

    3728 Mulberry Grove Loop, Leesburg, FL 34748

    HUGE PRICE REDUCTION!!! Welcome to your new home in The Plantation at Leesburg, a vibrant and active 55+ community and golf club known for its extensive amenities and serene living. This stunning 2005 concrete block house offers the perfect blend of comfort, style, and leisure, making it an ideal place to call home. This well-maintained home offers a spacious and open floor plan with a total of 3

    Gengar Nerehood BONJORN REAL ESTATE

    3728 Mulberry Grove Loop, Leesburg, FL 34748
  • /26

    $455,000

    • 3 Beds
    • 2 Baths
    • 2,267 Sq Ft

    288 Bent Oak Ct, Leesburg, FL 34748

    The seller will buy down interest rate as much 2 points (2%)!!! And provide a Home warranty for one year !!! — Motivated Seller!!! What a great place to call home, in this beautiful Pool Paradise 3 Bedroom 2 bath home, that opens up into the formal living and dining room. This large kitchen has solid wood cabinets with granite tops, stainless steel appliances, a glass cooktop stove, a built-in

    Ricky Harper ERA GRIZZARD REAL ESTATE

    288 Bent Oak Ct, Leesburg, FL 34748
  • /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
  • /26

    $297,900

    • 3 Beds
    • 2.5 Baths
    • 1,972 Sq Ft

    506 Perkins St, Leesburg, FL 34748

    LOCATION, LOCATION, LOCATION! SOOO many possibilities. 3bedrooms plus a possible 4th bedroom/office/den/in-law quarters, 2.5 bathrooms with living room, dining room, family room with fireplace, even a gathering room. Large eat-in kitchen with breakfast bar, indoor laundry room, and lots of storage! Huge in-ground pool in fenced yard, perfect for entertaining. Possible Air B&B, group home,

    Sandra DeDalis CARLINO REAL ESTATE GROUP INC

    506 Perkins St, Leesburg, FL 34748
  • /38

    $344,900

    • 4 Beds
    • 2.5 Baths
    • 2,608 Sq Ft

    801 Miller St, Leesburg, FL 34748

    PRICE IMPROVEMENT & SELLER OFFERING CLOSING COST ASSISTANCE! Welcome to your Florida retreat in the heart of Leesburg! This spacious 4-bedroom, 2.5-bathroom pool home offers the perfect blend of comfort and functionality with no HOA restrictions. Located 5 minutes from Leesburg Boat Ramp to Lake Griffin of the Harris Chain of Lakes. Inside, you’ll love the well-designed floor plan featuring two

    Heather Spirazza REGENCY REAL ESTATE LLC

    801 Miller St, Leesburg, FL 34748
  • /68

    $310,000

    • 3 Beds
    • 3 Baths
    • 1,324 Sq Ft

    316 Amanda Ln, Leesburg, FL 34748

    Take advantage of a seller paid promo! Seller offers credit towards closing costs and prepaid items. ELIGIBLE FOR NO MONEY DOWN LOAN OPTIONS!!Welcome to this spacious and beautifully maintained 3-bedroom, 2-bathroom home located in the highly sought-after Westside Oaks community of Leesburg, Florida. Nestled on over a quarter-acre lot, this versatile property offers comfort, charm, and a true

    Lee Bennett LPT REALTY, LLC

    316 Amanda Ln, Leesburg, FL 34748
  • /31

    $260,000

    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    1108 Gibson St, Leesburg, FL 34748

    Cash only! This mid century modern 3-bedroom, 2-bath pool home is located just minutes from Downtown Leesburg, Lake Griffin State Park, UF Health Leesburg Hospital, and a variety of shopping, dining, fishing, and boating activities. This home features Burgundy Cherry Wood kitchen cabinets paired with granite countertops, and vinyl plank flooring throughout the main living areas for style and

    Lindsay Crum HAVEN PROPERTY GROUP LLC

    1108 Gibson St, 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

    $400,000

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

    26 Weston Rd, Leesburg, FL 34748

    Motivated seller the Price has been Reduced! 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 privacy the fence offers you and yours in the backyard.Step inside to discover the generous living

    Joseph Bosbous RIGHT REALTY CONNECTION, INC.

    26 Weston Rd, Leesburg, FL 34748
  • /65

    $829,000

    • 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

    $234,900

    • 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

    $400,000

    • 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 natural light

    Veronica Figueroa EXP REALTY LLC

    25221 Quail Croft Place, Leesburg, FL 34748
  • /62

    $889,900

    • 3 Beds
    • 2.5 Baths
    • 2,278 Sq Ft

    1102 N Palmetto St, Leesburg, FL 34748

    Step into a private garden oasis as a trellis walkway, wrapped in wisteria and lush Florida-friendly foliage, welcomes you home. Originally a fish camp on Lake Griffin, this mid-century home with Coquina shell stucco has been transformed into a stunning single-family lake retreat, seamlessly blending character with modern comfort. As you enter, the spacious great room immediately captures your

    Guy Shipley - The Lake Navigators LAKEFRONT LIVING REALTY FLORIDA

    1102 N Palmetto St, 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
  • /47

    $350,000

    • 6 Beds
    • 3 Baths
    • 3,462 Sq Ft

    1116 W Line St, Leesburg, FL 34748

    FIXER UPPER HISTORICAL(1927) *POOL HOME* WITH ADDITIONAL *LOT* IN THE CITY OF LEESBURG. This *estate home* is a *six bedroom 3 bath* home on .48 acres(acreage includes the additional lot next to this home). The additional lot had a home demolished in the 2000's so a portion of the impact fees may already be paid. Each lot is 50x210. Opportunity awaits for the fixer upper/flipper in this

    Tammie Pickard KW COASTAL LIVING III

    1116 W Line St, 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
$375,000
Median Single Family Sale Price
$399,000
Median Townhouse Sale Price
$458,130
Median 2 Bedroom Sale Price
$385,000
Median 1 Bedroom Sale Price
$145,000
Average Price Per Sq Ft
$295
Number of Homes for Sale
55
Last 12 months Home Sales
360
Months of Supply
1.80
Median List Price
$425,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-9%
How to Buy a Home How to Finance a Home How to Sell a Home