31,933

Leesburg, FL Homes

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  • /39

    $339,500

    • 3 Beds
    • 2 Baths
    • 1,777 Sq Ft

    34321 Shadewood Cir, Leesburg, FL 34788

    $5000 in closing costs with a full-price offer! 1 year Home Warranty is also included!Don’t miss out on this Immaculate 3-bedroom, 2-bath Home with Modern Upgrades and a Cozy wood-burning fireplace in Leesburg, FLWelcome to 34321 Shadewood Circle —a beautifully updated 3-bedroom, 2-bath residence offering modern amenities with a touch of classic charm. This block-stucco home features a new roof,

    Agent Photo

    Robin Costoplos

    COLDWELL BANKER VANGUARD EDGE

    (352) 825-0075

    34321 Shadewood Cir, Leesburg, FL 34788
  • /30

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • House for Rent

    6502 Mcknight Loop, The Villages, FL 32163

    Discover the perfect midterm rental home in the highly sought-after Village of Newell! This beautiful 3-bedroom, 2-bathroom home, built in 2023, offers a modern open floor plan with 1,450 sq. ft. of comfortable living space. Available May - November! Spacious & Bright: Enjoy a welcoming living area with natural light and stylish finishes.Modern Kitchen: Features stainless steel

    Agent Photo

    Jose Lozano PA

    KRG

    (352) 763-3410

    6502 Mcknight Loop, The Villages, FL 32163
  • /2

    $330,000 Sold Apr 25, 2025

    • 2,170 Sq Ft
    • $152/SF
    • 8 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2020

    29447 Caspian St, Leesburg, FL 34748

    Best priced home in Lake Denham Estates! Come see why this better-than-new home is the one not to miss. This 4 bedroom, 2.5 bathroom home has the primary ensuite on the first floor, and all other bedrooms on the second floor. The kitchen boasts quartz countertops, upgraded fixtures, a gas stove, a large island, and a spacious pantry. The open concept living space is perfect for entertaining. The

    Awilda Lopez WHEATLEY REALTY GROUP

    29447 Caspian St, Leesburg, FL 34748
    • /47

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,836 Sq Ft

      37618 Quail Ridge Cir, Leesburg, FL 34788

      37618 Quail Ridge Cir, Leesburg, FL 34788
  • /38

    $289,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,406 Sq Ft

    26535 Deuce Ct, Leesburg, FL 34748

    Under contract-accepting backup offers. Beautiful 2/2 + spacious bonus room located in the highly sought-after Highland Lakes community. This stunning property offers a blend of comfort, luxury, and recreational opportunities, making it ideal for anyone seeking a peaceful, active lifestyle in a centrally located gated 55+ community. As you enter, you'll be captivated by the exquisite knotty pine

    Agent Photo

    Kelly Monroe

    LPT REALTY, LLC

    (352) 534-6817

    26535 Deuce Ct, Leesburg, FL 34748
  • /14

    $2,075 per month

    • 3 Beds
    • 2 Baths
    • 1,607 Sq Ft
    • House for Rent

    3363 Curlew Ave, Leesburg, FL 34748

    Charming 3-Bedroom Home for Rent in Leesburg!Welcome to your new home in the heart of Leesburg! This well-maintained 3-bedroom, 2-bath single-family residence offers the perfect blend of comfort and convenience. Situated in a quiet neighborhood, this home features a spacious open floor plan with tile flooring throughout the home.Enjoy cooking in the fully equipped kitchen with

    Agent Photo

    Jose Lozano PA

    KRG

    (352) 268-0463

    3363 Curlew Ave, Leesburg, FL 34748
  • /2

    $325,000 Sold Apr 25, 2025

    • 1,540 Sq Ft
    • $211/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2023

    26101 Bristleleaf Ct, Groveland, FL 34737

    This nearly-new home is the perfect blend of modern comfort and timeless charm, nestled in a prime location that keeps everything within reach. From the moment you step inside, you’re welcomed by an open-concept design, soaring ceilings, and an abundance of natural light that makes every space feel warm and inviting. The heart of the home—the kitchen—is thoughtfully designed with top-of-the-line

    Kimberley Beaudry ORLANDO REGIONAL REALTY

    26101 Bristleleaf Ct, Groveland, FL 34737
    • /39

      Est $352,013 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,325 Sq Ft

      26326 Glen Eagle Dr, Leesburg, FL 34748

      26326 Glen Eagle Dr, Leesburg, FL 34748
  • /61

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft

    5402 Rosewall Cir, Leesburg, FL 34748

    Welcome to 5402 Rosewall Cir, Leesburg, FL, a delightful 2-bedroom, 2-bathroom home nestled in the sought-after 55+ community of Highland Lakes. Situated on a quiet corner lot with beautiful shade trees, this well-maintained home offers a peaceful retreat while keeping you close to everything Central Florida offers. Step inside to discover a clean and inviting living space with plenty of ceiling

    Agent Photo

    Barry Summers

    RE/MAX TITANIUM GROUP

    (352) 290-2941

    5402 Rosewall Cir, Leesburg, FL 34748
  • /26

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 2,071 Sq Ft
    • House for Rent

    32905 Timberwood Dr, Leesburg, FL 34748

    This pristine Mclean model home is located in Pennbrooke Fairways. This spacious home features three bedrooms, two baths with a Florida room with A/C and heat, an oversized two car garage with a golf cart! Features include a large kitchen with newer appliances, breakfast bar, open layout with an inside laundry room. The master bedroom suite has dual sinks, walk in closet, jetted tub/shower

    Agent Photo

    Donna Dorsey

    CITRUS REALTY

    (352) 645-2068

    32905 Timberwood Dr, Leesburg, FL 34748
  • /2

    $195,000 Sold Apr 25, 2025

    • 1,288 Sq Ft
    • $151/SF
    • 20 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    903 Dundee Cir Unit 3I, Leesburg, FL 34788

    Welcome to Scottish Highlands, a vibrant 55+ community offering an array of incredible amenities, just a short ride away in your golf cart!This 1,288 sq. ft. 2-bedroom, 2-bathroom home features a spacious open floor plan, combining the living and dining areas into a bright, inviting space with beautiful water views. The primary suite boasts a generous walk-in closet, an en-suite bathroom, and

    Marianne Buchanan COLDWELL BANKER VANGUARD EDGE

    903 Dundee Cir Unit 3I, Leesburg, FL 34788
    • /28

      Est $81,462 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft

      170 Jacaranda Dr, Leesburg, FL 34748

      170 Jacaranda Dr, Leesburg, FL 34748
  • /58

    $624,999 Open Sat 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,941 Sq Ft

    503 Verlander St, The Villages, FL 32163

    MOTIVATED SELLER! SMART HOME! Tour this stunning home in the Village of Dabney! This elegant 3-bedroom, 2-bathroom residence offers both comfort and luxury, featuring a 2-car garage and an additional golf cart garage. The open floor plan, luxury vinyl plank flooring, and crown molding create a refined yet welcoming ambiance. Vaulted ceilings enhance the spaciousness, while the smart drapes bring

    Agent Photo

    Nichole Roberts

    ALL FLORIDA HOMES REALTY LLC

    (352) 310-3332

    503 Verlander St, The Villages, FL 32163
  • /12

    $1,950 per month

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft
    • House for Rent

    27038 White Plains Way, Leesburg, FL 34748

    Charming 2-Bedroom Home in Arlington Ridge – Furnished or Unfurnished – Golf Cart Included!DescriptionWelcome to 27038 White Plains Way, a beautifully maintained 2-bedroom, 2-bathroom home located in the highly desirable Arlington Ridge 55+ community in Leesburg, FL. This home offers a perfect blend of comfort, convenience, and resort-style living.Property Highlights:- Furnished or Unfurnished –

    Agent Photo

    Jose Lozano PA

    KRG

    (352) 578-6953

    27038 White Plains Way, Leesburg, FL 34748
  • /2

    $250,000 Sold Apr 25, 2025

    • 1,559 Sq Ft
    • $160/SF
    • 108 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2003

    404 Glen Arbor Ln, Leesburg, FL 34748

    BACK ON MARKET THROUGH NO FAULT OF ITS OWN - CONTINGENCY FELL THROUGH. Come check out Pennbrooke Fairways, a friendly and active 55+ community perfectly situated between the Villages and downtown Leesburg! The home has a split bedroom floor plan, spacious rooms, inside laundry room, 2 car garage and a completely private courtyard. The community has 2 executive nine hole golf courses, and one

    Chris Stanley BROKER ASSOCIATES REALTY

    404 Glen Arbor Ln, Leesburg, FL 34748
    • /41

      Est $395,604 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,335 Sq Ft

      4045 Old Canal St, Leesburg, FL 34748

      4045 Old Canal St, Leesburg, FL 34748
  • /30

    $122,500

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    115 Tropical Ln, Leesburg, FL 34748

    4 Point Inspection done on 2/13/25, furnished, 55+ community located in Brittany Estates. Fishing, Boating, Club house. 2-bedroom, 2-bathroom manufactured home with an enclosed Lanai, Updated Kitchen, subflooring replaced 2 years ago, Screened porch with tile, Work shop/office/craft room. Cooperative community living, ownership includes a share granting access to outstanding amenities and a

    Agent Photo

    Mary Porta

    DALTON WADE INC

    (352) 675-3194

    115 Tropical Ln, Leesburg, FL 34748
  • /26

    $973 - $1,370 per month

    Cypress Oaks

    1-3 Beds

    336 Sandy Oaks Cir, Leesburg, FL 34748

    Cypress Oaks Apartments present the best of everything you've been looking for in an affordable community! With such a convenient location and wide variety of amenities, you will be amazed at how wonderfully affordable the Cypress Oaks lifestyle truly is. Our residents enjoy open style, spacious floor plans with a private patio or balcony and all the amenities that make them feel right at home.

    336 Sandy Oaks Cir, Leesburg, FL 34748
  • /2

    $366,990 Sold Apr 25, 2025

    • 2,001 Sq Ft
    • $183/SF
    • 163 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2024

    5924 Cliffbow Loop, Leesburg, FL 34748

    One or more photo(s) has been virtually staged. Under Construction. Groves at Whitemarsh is a vibrant, family-friendly neighborhood perfectly situated between Clermont and Leesburg. Effectively giving us access to those areas without the premium prices. We're a short drive from the Turnpike, which will take you to Orlando or Ocala making commuting to work a breeze. Experience the convenience and

    Waldemar 'Wally' Franquiz SM FLORIDA BROKERAGE LLC

    5924 Cliffbow Loop, Leesburg, FL 34748
    • /32

      Est $269,330 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,300 Sq Ft

      11133 Lake Eustis Dr, Leesburg, FL 34788

      11133 Lake Eustis Dr, Leesburg, FL 34788
  • /32

    $245,000 Open Sat 10AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,566 Sq Ft

    5530 Tangelo St, Leesburg, FL 34748

    Price reduced and seller offering $5000 towards closing or repairs. A new roof was installed in April 2025!! This is a wood frame home in Magnolia Point village neighborhood of only wood frame homes; you’re not surrounded by manufactured homes like other villages. This home is just inside the front gate for quick access to Hwy 27 and the turnpike. The Plantation at Leesburg is a peaceful 55+

    Agent Photo

    Barry Summers

    RE/MAX TITANIUM GROUP

    (352) 675-6363

    5530 Tangelo St, Leesburg, FL 34748
  • /15

    $2,150 per month

    • 4 Beds
    • 2 Baths
    • 1,978 Sq Ft
    • House for Rent

    1412 Braebury Dr, Leesburg, FL 34748

    Spacious & Stylishly Renovated 4-Bedroom Home in the Heart of LeesburgStep into comfort and style with this beautifully renovated 4-bedroom, 2-bathroom home offering an impressive amount of living space! The thoughtful split floor plan includes flexible bonus areas perfect for a home office, playroom, or additional lounging space. Enjoy the convenience of an interior laundry room and the charm of

    Eileen Scates SCATES REALTY & INVESTMENT PRO

    1412 Braebury Dr, Leesburg, FL 34748
  • /2

    $207,000 Sold Apr 25, 2025

    • 1,465 Sq Ft
    • $141/SF
    • 254 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1940

    407 S 12th St, Leesburg, FL 34748

    ***THIS PROPERTY IS A SHORT SALE AND IS NOT YET BANK APPROVED, OFFERS ARE SUBJECT TO BANK APPROVAL***Welcome to this charming 3-bedroom 2-bathroom home located in the heart of Leesburg Florida. Featuring stunning natural hardwood floors in all 3 bedrooms, the living room, dining area, and the Florida room. This home located on a prime, large corner lot with a detached garage in historic downtown

    Kody Ondriezek FLAMINGO REAL ESTATE & MNGMT

    407 S 12th St, Leesburg, FL 34748
    • /45

      Est $361,846 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,046 Sq Ft

      3801 Westover Cir, Leesburg, FL 34748

      3801 Westover Cir, Leesburg, FL 34748
  • /24

    $415,000

    • 3 Beds
    • 2 Baths
    • 2,115 Sq Ft

    27437 Desert Rose Ct, Leesburg, FL 34748

    This beautiful home is a must see! Stepping inside the front door you, your eye will be drawn to the high end marble flooring and the spacious living room. To your left, there is a flex room with potential for a den, hobby room, or even a fourth bedroom and on your right is the formal dining room with a view of the front courtyard. The kitchen will wow you! Tons of cabinet space, stunning

    Agent Photo

    Jaret Whitney

    EXIT REALTY TRI-COUNTY

    (352) 645-7611

    27437 Desert Rose Ct, Leesburg, FL 34748
  • /28

    $1,189 - $1,750 per month

    Lakeside Retreat at 27

    1-4 Beds

    1403 Old Harbor Blvd, Leesburg, FL 34748

    Learn more about our current Move-In Specials and save today!Discover a new level of comfort in South Orlando! Westwood Park Apartments is located off Lakeside Retreat at 27 with easy access to Interstate 4, SR-528/Beachline Expressway, Florida's Turnpike, and International Drive. Lakeside Retreat at 27 apartments is a beautiful and serene complex with a breathtaking view of the water and

    1403 Old Harbor Blvd, Leesburg, FL 34748
  • /34

    $24,000 Sold Apr 24, 2025

    • 420 Sq Ft
    • $57/SF
    • 38 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1984

    28229 County Road 33 Unit C212, Leesburg, FL 34748

    Welcome to your own little oasis. What is not to love about this stunning large lot which is great for entertaining or just kicking back. Image sitting under the covered pergola enjoying a glass of wine with friends while watching a fire after a hard day of play or sitting in your screen room playing a game of cards. If you love to garden you have several areas to choose from. Inside you will

    Lisa Skutt Down Home Realty

    28229 County Road 33 Unit C212, Leesburg, FL 34748
    • /37

      Est $313,631 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,441 Sq Ft

      11533 Lake Dr, Leesburg, FL 34788

      11533 Lake Dr, Leesburg, FL 34788
  • /77

    $408,900 Open Sat 10AM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,460 Sq Ft

    25304 Forest Oak Ct, Leesburg, FL 34748

    One or more photo(s) has been virtually staged. PRICE REDUCED!! Welcome to this stunning, move-in ready Water Lily floor plan home, nestled on a quiet cul-de-sac in the highly desirable The Plantation at Leesburg 55+ community. This exceptional 3-bedroom, 2-bath home offers the perfect balance of privacy, comfort, and luxury, creating a true retreat for active adults. Upon entering, you’ll be

    Agent Photo

    Barry Summers

    RE/MAX TITANIUM GROUP

    (352) 839-3364

    25304 Forest Oak Ct, Leesburg, FL 34748
  • /20

    $1,915 per month

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • House for Rent

    32053 Katelin Cir, Leesburg, FL 34748

    Welcome to Lake Griffin Reserve! This brand new single-family home in Leesburg offers 3 beds, 2 baths, a modern open floor plan, primary suite, granite countertops, fenced-in backyard, and two-car garage. A monthly $115 amenity fee includes lawncare. The neighborhood is located just 6 minutes from downtown Leesburg restaurants and 15 minutes from Lake Griffin State Park. Kairos Living is cat and

    Elizabeth Stephenson FOUNDATIONS REALTY GROUP OF FL

    32053 Katelin Cir, Leesburg, FL 34748
  • /2

    $665,000 Sold Apr 24, 2025

    • 3,228 Sq Ft
    • $206/SF
    • 5 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2020

    9513 Mid Summer Ln, Leesburg, FL 34788

    Spacious & Stylish 4-Bedroom Pool Home in Gated Community – No HOA restrictions! Why spend your valuable time and resources building new construction when you can move in now to this beautifully designed 4-bedroom, 3.5-bathroom like-new home built in 2020, located in a quiet gated community with NO HOA restrictions! Nestled on the highly desired north side of Silver Lake, this semi-custom home

    Brandie Mathison-Klein KELLER WILLIAMS ELITE PARTNERS III REALTY

    9513 Mid Summer Ln, Leesburg, FL 34788
    • /37

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,144 Sq Ft

      25050 Bellevue, Leesburg, FL 34748

      25050 Bellevue, Leesburg, FL 34748
  • /55

    $435,000

    • 2 Beds
    • 2 Baths
    • 2,328 Sq Ft

    4912 Sawgrass Lake Cir, Leesburg, FL 34748

    Stunning 2-Bedroom + Den Home with Solar-Heated Pool, Hot Tub & Florida Room. Welcome to this beautifully maintained Bird of Paradise model, located in the highly desirable The Plantation at Leesburg community! Blending comfort, luxury, and functionality, this spacious 2,328 sq ft home offers 2 bedrooms, a versatile den, and 2 full bathrooms, with a split floor plan for maximum privacy. As you

    Agent Photo

    Barry Summers

    RE/MAX TITANIUM GROUP

    (352) 773-2746

    4912 Sawgrass Lake Cir, Leesburg, FL 34748
  • /29

    $1,340 - $1,727 per month

    Laurel Oaks

    2-4 Beds

    2700 Laurel Hollow Dr, Leesburg, FL 34748

    Located among the outdoor wonders of Leesburg, Florida, Laurel Oaks is just minutes from renowned state parks, top-rated restaurants, and local entertainment. Find your home among thoughtfully designed amenities, sleek interiors, and spacious two-, three-, and four-bedroom floor plans. An attention-to-detail aesthetic matched by a passion-driven management team is how we deliver a remarkable

    2700 Laurel Hollow Dr, Leesburg, FL 34748
  • /2

    $635,000 Sold Apr 24, 2025

    • 2,171 Sq Ft
    • $292/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    12430 Blue Heron Way, Leesburg, FL 34788

    **CANAL FRONT LEADING TO LAKE EUSTIS** **DOCK WITH LIFT** **SALT WATER POOL** **METICULOUS CARED FOR** **ENJOY SUNRISES FROM YOUR LANAI EVERY DAY** **3 CAR GARAGE** Jump into the fun with this canal-front home leading to Lake Eustis, where every day feels like a vacation! Start by splashing around in the heated, self-cleaning, resurfaced pool with a new variable-speed pump. Whether you're hosting

    Liz Bell LPT REALTY, LLC

    12430 Blue Heron Way, Leesburg, FL 34788
    • /89

      Est $413,810 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,542 Sq Ft

      26026 Meadow Breeze Ln, Leesburg, FL 34748

      26026 Meadow Breeze Ln, Leesburg, FL 34748
  • /39

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft

    31799 Broadwater Ave, Leesburg, FL 34748

    Located in the desirable Seasons at Park Hill community, this 3-bedroom, 2-bath home offers 1,593 square feet of well-planned living space including the bonus of a dedicated area tucked off the kitchen/family room area and perfect for a home office, study space, or hobby nook. Built in 2022, the open-concept layout features a spacious kitchen with plenty of storage, a comfortable primary suite

    Agent Photo

    Tania Matthews

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    (352) 329-7624

    31799 Broadwater Ave, Leesburg, FL 34748
  • /29

    $1,975 per month

    • 3 Beds
    • 2 Baths
    • 1,818 Sq Ft
    • House for Rent

    27206 Jade Isle Ct, Leesburg, FL 34748

    Nestled on an oversized conservation lot with tranquil pond views, this beautifully maintained home is located on a quiet cul-de-sac in the sought-after 55+ community of Legacy of Leesburg. Featuring a spacious open floor plan, high ceilings, and tile flooring throughout, this home offers comfort, style, and functionality. As you enter the foyer, you're welcomed by two generously sized guest

    Erica Sadelfeld THE REAL ESTATE COLLECTION LLC

    27206 Jade Isle Ct, Leesburg, FL 34748
  • /2

    $325,000 Sold Apr 24, 2025

    • 2,052 Sq Ft
    • $158/SF
    • 147 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    33629 Dolores Ct, Leesburg, FL 34788

    Are you ready for this? Large Fenced Back Yard. NO HOA> Put this on your list! Pristine 3/2 split plan with family room, sun room and large breakfast nook. Perfect for those that love to spread out as this home sits on over a third of an acre with a great workshop or fun play house or she shed with electricity. If you are finding storage is a problem in your home search...stop here. There are 2

    Valerie Foerst COLDWELL BANKER VANGUARD EDGE

    33629 Dolores Ct, Leesburg, FL 34788
    • /15

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,782 Sq Ft

      11410 Bobwhite Blvd, Leesburg, FL 34788

      11410 Bobwhite Blvd, Leesburg, FL 34788

Showing Results 1 - 40, Page 1 of 18

Home Trends in Leesburg, FL

Home Trends

Median Price (12 Mo)
$294,000
Median Single Family Price
$308,000
Median Townhouse Price
$220,000
Median 2 Bedroom Price
$115,000
Average Price Per Sq Ft
$177
Number of Homes for Sale
626
Last 12 months Home Sales
1,228
Months of Supply
6.10
Median List Price
$319,900
Median Discount From 1st List Price
5%
Median Home Sale Price YoY Change
-2%
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