Leesburg, FL Homes

• 

  

  

  /52

  $234,900

  $8K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,146 Sq Ft

  724 Glen Oaks Dr, Leesburg, FL 34748

  Welcome home to this 2/2 Waterfront home that is Captivating, Stylish and Modern. See all the natural light and the beauty of nature greeting you from almost every window in the home! Feel the spaciousness of this home with the Volume ceilings and openness!! The Florida room beckons you to come and stay for while with Water and Nature Views surrounding you in your private oasis!!! In addition to

  

  Regina Rodriguez

  CENTURY 21 ALTON CLARK

  724 Glen Oaks Dr, Leesburg, FL 34748
• 

  

  /2

  $134,500

  Sold Mar 04, 2026

  738 Cottage Park Ln, Leesburg, FL 34748

  • 1 Bed
  • 1 Bath
  • 588 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $229/SF
  • 154 Days On Market

  Current Estimated Value $134,638

  Last Listing Agent Melissa Samar PICKET FENCE REALTY LLC

  738 Cottage Park Ln, Leesburg, FL 34748
• 

  

  

  /22

  Not Listed For Sale

  7315 Harbor View Dr Unit 299, Leesburg, FL 34788

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1993

  7315 Harbor View Dr Unit 299, Leesburg, FL 34788

  Last Sold Summary

  • 39 Days On Market
• 

  

  

  /41

  $249,900

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,563 Sq Ft

  25239 Cranes Roost Cir, Leesburg, FL 34748

  Price improvement for summer buyers!!Welcome to this beautifully updated 2 bedroom 2 bathroom plus den/office, 2 car garage home located in a vibrant gated 55 plus golf course community. Home features updated kitchen, inside laundry room, spacious great room, large walk-in closet in master bedroom. This floor plan provides ample space for living and entertaining, however the star of this home is

  

  Sandy Twito

  FLORIDA PLUS REALTY, LLC

  25239 Cranes Roost Cir, Leesburg, FL 34748
• 

  

  /2

  $615,000

  Sold Dec 31, 2025

  34932 Golden Tree Dr, Leesburg, FL 34788

  • 4 Beds
  • 2 Baths
  • 2,306 Sq Ft
  • Built 2020

  Last Sold Summary

  • 23% Below List Price
  • $267/SF
  • 399 Days On Market

  Current Estimated Value $611,029

  Last Listing Agent Kevin Lanier LPT REALTY, LLC

  34932 Golden Tree Dr, Leesburg, FL 34788
• 

  /2

  Est $313,524

  Not Listed For Sale

  26101 Bristleleaf Ct, Groveland, FL 34737

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 2023

  26101 Bristleleaf Ct, Groveland, FL 34737

  Last Sold Summary

  • 12 Days On Market
• 

  

  /43

  $100,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 938 Sq Ft

  1112 W Main St Unit E7, Leesburg, FL 34748

  Freshly updated and ideally located in the heart of downtown Leesburg, this 2-bedroom, 2-bath second-floor end-unit condo offers an affordable opportunity for easy everyday living, a smart alternative to renting, or a practical addition to an investment portfolio. Move-in ready with fresh interior paint, no popcorn ceilings, durable tile and luxury vinyl plank flooring, and new remote-control

  

  Angela Phillips

  VANGIE BERRY SIGNATURE REALTY

  1112 W Main St Unit E7, Leesburg, FL 34748
• 

  /2

  $666,000

  Sold Apr 29, 2026

  313 Crestrun Loop, Leesburg, FL 34748

  • 4 Beds
  • 3.5 Baths
  • 3,128 Sq Ft
  • Built 2008

  Last Sold Summary

  • 4% Below List Price
  • $213/SF
  • 103 Days On Market

  Current Estimated Value $659,319

  Last Listing Agent John Yeater SOUTHERN EXCLUSIVE REALTY CORP

  313 Crestrun Loop, Leesburg, FL 34748
• 

  /2

  Est $58,672

  Not Listed For Sale

  11420 Parakeet Cir, Leesburg, FL 34788

  • 1 Bed
  • 1 Bath
  • 504 Sq Ft
  • Built 1994

  11420 Parakeet Cir, Leesburg, FL 34788

  Last Sold Summary

  • 18 Days On Market
• 

  

  /3

  $332,990

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,876 Sq Ft

  8591 Oakstone Cir, Leesburg, FL 34788

  Welcome to The Maple – Stylish and Spacious Living from Our Essential Series Introducing The Maple in Orlando, a beautiful single-story home offering 1,876 square feet of modern living space with 4 bedrooms and 2 bathrooms. Designed to combine comfort and style, The Maple is the perfect choice for your next home. This thoughtfully crafted floor plan balances space and functionality with ease.

  

  Maronda Homes

  Builder

  8591 Oakstone Cir, Leesburg, FL 34788
• 

  

  /25

  $379,999

  Sold Jan 16, 2026

  6867 Spanish Imperial St, Howey In the Hills, FL 34737

  • 4 Beds
  • 2.5 Baths
  • 2,356 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $161/SF
  • 28 Days On Market

  Current Estimated Value $385,500

  Trinity Family Builders Eagletail Landings - 40' Wide

  6867 Spanish Imperial St, Howey In the Hills, FL 34737
• 

  /2

  Est $409,883

  Not Listed For Sale

  6877 Minchew Cir, The Villages, FL 32163

  • 3 Beds
  • 2 Baths
  • 1,711 Sq Ft
  • Built 2023

  6877 Minchew Cir, The Villages, FL 32163

  Last Sold Summary

  • 49 Days On Market
• 

  

  /16

  $30,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  2 El Presidente Blvd, Leesburg, FL 34748

  If you love nature, you will love living here! Spacious corner lot with pond in back yard. Nicely updated home with energy efficient Thermopane windows and 2016 HVAC. This home will be easy on your pocket and can be your forever home with a little updating. Close to nearby shopping and medical facilities. Short commute to theme parks, beaches and airport. Call for a virtual or private tour today!

  

  Linda Curtis

  Four Star Homes, Inc.

  2 El Presidente Blvd, Leesburg, FL 34748
• 

  /2

  $35,000

  Sold Feb 26, 2026

  5934 Sanders Grove Cir, Okahumpka, FL 34762

  • Land
  • 6,098 Sq Ft
  • $250,000 per Acre

  Last Sold Summary

  • 97 Days On Market

  Current Estimated Value $36,202

  Last Listing Agent EDWARD HODNOVICH FLORIDA REALTY INVESTMENTS

  5934 Sanders Grove Cir, Okahumpka, FL 34762
• 

  /2

  Est $124,507

  Not Listed For Sale

  405 Hawthorne Blvd, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1974

  405 Hawthorne Blvd, Leesburg, FL 34748

  Last Sold Summary

  • 24 Days On Market
• 

  

  /18

  $39,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  21 Conquistador St, Leesburg, FL 34748

  Welcome to this 2 bedrooms 2 bathrooms home offering comfortable living and exceptional outdoor space. The home features a bright and welcoming layout with a spacious living room that flows seamlessly into the dining area-ideal for everyday living and entertaining. Neutral tones, ample natural light, and thoughtful furnishings create a warm, move-in-ready feel throughout. The kitchen is

  

  Susan Smith

  Southern Charms Mobile Home Sale

  21 Conquistador St, Leesburg, FL 34748
• 

  /2

  $525,000

  Sold Mar 12, 2026

  28034 U S 27, Leesburg, FL 34748

  • Land
  • 7.88 Acres
  • $66,624 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 1,284 Days On Market

  Last Listing Agent Jeffrey Carlino CARLINO COMMERCIAL GROUP, INC.

  28034 U S 27, Leesburg, FL 34748
• 

  /2

  Est $152,182

  Not Listed For Sale

  137 Hibiscus Way, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Built 1983

  137 Hibiscus Way, Leesburg, FL 34748

  Last Sold Summary

  • 6 Days On Market
• 

  

  /33

  $298,500

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft

  26180 Feathergrass Cir, Leesburg, FL 34748

  Sometimes Simple Is Everything — Welcome Home to Windsong, LeesburgNot every home needs to dazzle. Some homes just need to feel right — and this one does. This well-maintained 2023-built single-story, 3-bedroom, 2-bathroom home in Windsong at Leesburg is the kind of place where life settles in easily, routines take root, and the word home finally feels exactly right.Inside, sleek tile

  

  Diana Barber

  COLDWELL BANKER REALTY

  26180 Feathergrass Cir, Leesburg, FL 34748
• 

  /2

  $255,000

  Sold Apr 20, 2026

  33911 Secret Hill Dr, Leesburg, FL 34788

  • 3 Beds
  • 2 Baths
  • 1,391 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Below List Price
  • $183/SF
  • 23 Days On Market

  Current Estimated Value $257,210

  Last Listing Agent Robert Salmons ENTERA REALTY LLC

  33911 Secret Hill Dr, Leesburg, FL 34788
• 

  /2

  Est $543,684

  Not Listed For Sale

  6918 Baysinger Path, The Villages, FL 32163

  • 3 Beds
  • 3 Baths
  • 1,869 Sq Ft
  • Built 2023

  6918 Baysinger Path, The Villages, FL 32163

  Last Sold Summary

  • 30 Days On Market
• 

  

  /13

  $449,500

  $46K PRICE DROP

  • Land
  • 1.64 Acres
  • $274,085 per Acre

  713 Newell Hill Rd, Leesburg, FL 34748

  Create the lakefront lifestyle you've always envisioned on this stunning 1.64-acre homesite nestled on the shores of Lake Griffin. Located within the private, gated community of Majestic Oaks, this rare opportunity offers the perfect canvas for your custom dream home. Situated on Lake Griffin, a ski lake on the renowned Harris Chain of Lakes, your backyard becomes a gateway to endless

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  713 Newell Hill Rd, Leesburg, FL 34748
• 

  

  /15

  $343,490

  Sold Aug 20, 2025

  9208 Orchard Oriole Way, Leesburg, FL 34788

  • 4 Beds
  • 2 Baths
  • 1,839 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $187/SF
  • 29 Days On Market

  Current Estimated Value $330,320

  Stanley Martin Silver Lake Pointe

  9208 Orchard Oriole Way, Leesburg, FL 34788
• 

  

  /22

  Not Listed For Sale

  28229 County Road 33 Unit 255W, Leesburg, FL 34748

  • 1 Bed
  • 1 Bath
  • 792 Sq Ft
  • Built 1986

  28229 County Road 33 Unit 255W, Leesburg, FL 34748

  Last Sold Summary

  • 17 Days On Market
• 

  

  /19

  $325,000

  • 2 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  1117 Ben Hope Dr, Leesburg, FL 34788

  Welcome to the largest home in the desirable 55+ community Scottish Highlands! Stepping through the front door you enter into the spacious living room with stylish wood-look luxury vinyl that continues through the home. The dining area leads to a bonus room that is perfect for an office, hobby room, or even a home gym! If you love to cook, this kitchen is for you! Center island, tons of cabinet

  

  Jaret Whitney

  EXIT REALTY TRI-COUNTY

  1117 Ben Hope Dr, Leesburg, FL 34788
• 

  

  /49

  $75,000

  Sold Feb 23, 2026

  149 Paradise N, Leesburg, FL 34788

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 2008

  Last Sold Summary

  • $42/SF
  • 121 Days On Market

  Current Estimated Value $105,110

  Last Listing Agent Thomas Foster LPT Realty, LLC

  149 Paradise N, Leesburg, FL 34788
• 

  /2

  Est $125,456

  Not Listed For Sale

  200 Waterfront Dr, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1978

  200 Waterfront Dr, Leesburg, FL 34748

  Last Sold Summary

  • 20 Days On Market
• 

  

  /33

  $465,000

  $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,861 Sq Ft

  1454 Jeremy Cir, The Villages, FL 34762

  NEW PRICE!!!HUGE REAR YARD ON A PRESERVE! ROOM FOR A LARGE POOL!From the moment you arrive, this home makes a statement with its charming architectural detail, soft coastal tones, and inviting curb appeal. Step inside and you immediately feel the difference — soaring ceilings, expansive tile flooring, and an open, light-filled layout that feels both elegant and effortless. The heart of the home

  

  Jana Raber

  REALTY EXECUTIVES IN THE VILLAGES

  1454 Jeremy Cir, The Villages, FL 34762
• 

  /2

  $245,000

  Sold Dec 30, 2025

  21902 King Henry Ave, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,447 Sq Ft
  • Built 1998

  Last Sold Summary

  • 8% Below List Price
  • $169/SF
  • 47 Days On Market

  Current Estimated Value $253,066

  Last Listing Agent Angela Phillips VANGIE BERRY SIGNATURE REALTY

  21902 King Henry Ave, Leesburg, FL 34748
• 

  /2

  Est $376,414

  Not Listed For Sale

  9560 Starling Loop, Leesburg, FL 34788

  • 5 Beds
  • 4 Baths
  • 2,856 Sq Ft
  • Built 2025

  9560 Starling Loop, Leesburg, FL 34788

  Last Sold Summary

  • 15 Days On Market
• 

  

  /17

  $40,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  37 El Presidente Blvd, Leesburg, FL 34748

  Beautifully maintained home with a chic cottage appeal. Nice duo toned interior painted with chair rail and gorgeous laminate flooring throughout. Shingle roof replaced in 2022, and newer HVAC. Spacious back yard facing the woods with no rear neighbors. Covered patio to enjoy the back yard. Community has lots of nature to enjoy, pool and social activities.

  

  Linda Curtis

  Four Star Homes, Inc.

  37 El Presidente Blvd, Leesburg, FL 34748
• 

  /2

  $260,000

  Sold Apr 01, 2026

  1219 Oak Dr, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 1963

  Last Sold Summary

  • 5% Below List Price
  • $227/SF
  • 9 Days On Market

  Current Estimated Value $259,540

  Last Listing Agent Britney Herrera DOWN HOME REALTY, LLLP

  1219 Oak Dr, Leesburg, FL 34748
• 

  

  /14

  Not Listed For Sale

  35 Kings Blvd, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 1980

  35 Kings Blvd, Leesburg, FL 34748

  Last Sold Summary

  • 119 Days On Market
• 

  

  /11

  $311,415

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,589 Sq Ft

  10173 Huntingnet Way, Leesburg, FL 34748

  Meet the Portland at Groves at Whitemarsh, an ideal location near shopping, dining, parks, and outdoor recreation for active lifestyles.. This move-in ready Portland spans 1,589 square feet across one floor, with three bedrooms, two full baths, and a two-car garage. The open main level keeps the kitchen at its center, where an island anchors the flow between cooking and living without breaking

  

  Stanley Martin

  Builder

  10173 Huntingnet Way, Leesburg, FL 34748
• 

  /2

  $250,000

  Sold Mar 02, 2026

  1108 Lee St, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Below List Price
  • $178/SF
  • 77 Days On Market

  Current Estimated Value $246,845

  Last Listing Agent Diane Smallwood KELLER WILLIAMS CORNERSTONE RE

  1108 Lee St, Leesburg, FL 34748
• 

  /2

  Not Listed For Sale

  0 Pine Island Dr Unit MFRO6283190, Leesburg, FL 34788

  0 Pine Island Dr Unit MFRO6283190, Leesburg, FL 34788

  Last Sold Summary

  • 22 Days On Market
• 

  

  /36

  $160,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  105 Orchid Way, Leesburg, FL 34748

  Buyer failed to perform. Back on the market!! Welcome to your beautifully updated home in the highly sought-after community in Leesburg with a marina on the Harris Chain Of Lakes. Where comfort, security, and an active lifestyle come together seamlessly. This move-in-ready 2-bedroom, 2-bath residence has been thoughtfully renovated and meticulously maintained, offering both modern upgrades and

  

  Bethany Burge-Bosbous

  COLDWELL BANKER VANGUARD LIFESTYLE REALTY

  105 Orchid Way, Leesburg, FL 34748
• 

  /2

  $240,000

  Sold Jul 08, 2026

  11726 Huggins St, Leesburg, FL 34788

  • 3 Beds
  • 2 Baths
  • 1,105 Sq Ft
  • Built 2005

  Last Sold Summary

  • $217/SF
  • 4 Days On Market

  Current Estimated Value $237,373

  Last Listing Agent Veronica Figueroa EXP REALTY LLC

  11726 Huggins St, Leesburg, FL 34788
• 

  /2

  Est $149,571

  Not Listed For Sale

  127 Hibiscus Way, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Built 1978

  127 Hibiscus Way, Leesburg, FL 34748

  Last Sold Summary

  • 109 Days On Market
• 

  

  /31

  $219,247

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  752 Old Oaks Ln, Leesburg, FL 34748

  Welcome to this two-bedroom, two-bath home featuring a versatile third room perfect for an office, den or flex space (no closet). Freshly painted throughout, providing a clean feel. Enjoy the convenience of a two-car garage and recent mojor system upgrades, including a new roof installed in 2019 and a brand-new heat pump in 2024-delivering reliable comfort and long-term peace fo mind. This

  

  Jayne Marvin

  GOLDKEY REAL ESTATE PARTNERS LLC

  752 Old Oaks Ln, Leesburg, FL 34748

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