Leesburg, FL Homes

• 

  

  /2

  $420,000

  Sold Aug 17, 2026

  4534 Nottoway Dr, Leesburg, FL 34748

  • 3 Beds
  • 2.5 Baths
  • 2,543 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $165/SF
  • 26 Days On Market

  Current Estimated Value $424,635

  Last Listing Agent Ryan Heitman ERA GRIZZARD REAL ESTATE

  4534 Nottoway Dr, Leesburg, FL 34748
• 

  

  /2

  Est $155,634

  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

  Last Listing Agent Maria Crisostomo HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC.
• 

  

  

  /31

  $24,500

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  33150 Beach View Dr Unit 207, Leesburg, FL 34788

  For this Price, you get water access and bring your boat to do some fishing or site seeing (motor boats OK), There's a resident pool with water classes or just a float on your own style. Shuffle board, Pickleball, tennis, dog walking, bicycling, golf carts OK and you are minutes to shopping, medical or to the airport. This Mobile home Unit has been updated and is mostly furnished. 2 bedrooms, a

  

  Donna Hines

  Re/max Premier Realty Lady Lk

  33150 Beach View Dr Unit 207, Leesburg, FL 34788
• 

  

  /2

  $360,000

  Sold Jul 30, 2026

  4802 Glen Coe St, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 3,034 Sq Ft
  • Built 2005

  Last Sold Summary

  • 24% Below List Price
  • $119/SF
  • 290 Days On Market

  Current Estimated Value $422,091

  Last Listing Agent Pam Bonjorn BONJORN REAL ESTATE

  4802 Glen Coe St, Leesburg, FL 34748
• 

  

  /2

  Est $103,165

  Not Listed For Sale

  103 Bougainvillea Dr, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,322 Sq Ft
  • Built 1976

  103 Bougainvillea Dr, Leesburg, FL 34748

  Last Sold Summary

  • 127 Days On Market

  Last Listing Agent Dee Brown BLACK TIE REALTY, INC.
• 

  

  /69

  $369,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,683 Sq Ft

  4307 Bent Creek Ln, Leesburg, FL 34748

  Motivated seller; bring all offers. Welcome to this beautifully enhanced Mayflower II model, where thoughtful upgrades and everyday comfort come together seamlessly. Positioned on a desirable corner homesite, this home offers both curb appeal and added privacy, complemented by a professionally designed stacked wall landscape package that creates a warm and inviting first impression.Inside,

  

  Angela Phillips

  VANGIE BERRY SIGNATURE REALTY

  4307 Bent Creek Ln, Leesburg, FL 34748
• 

  /2

  $189,500

  Sold Mar 16, 2026

  25043 Bellevue, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Below List Price
  • $154/SF
  • 33 Days On Market

  Last Listing Agent Dustin Dubie CENTURY 21 MYERS ROSE REALTY

  25043 Bellevue, Leesburg, FL 34748
• 

  /2

  Est $554,921

  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

  Last Listing Agent Angela Rose PREMIER SOTHEBY'S INTERNATIONAL REALTY
• 

  

  /16

  $395,000

  $55K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  1611 Indian Trail, Leesburg, FL 34748

  Investor opportunity in Leesburg, Florida. This fully rented single-family property offers three separate income-producing spaces, including a pool home, providing immediate rental performance from day one. The property is turnkey with stable tenants in place, partial interior updates, and a 30-day notice requirement for renewals or non-renewals. Utility, lawn, pool, and internet services are

  

  Tania Matthews

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  1611 Indian Trail, Leesburg, FL 34748
• 

  /2

  $175,000

  Sold Mar 27, 2026

  26755 Cash Ct, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1992

  Last Sold Summary

  • 15% Below List Price
  • $156/SF
  • 132 Days On Market

  Current Estimated Value $179,604

  Last Listing Agent Sara Sutherland COLDWELL BANKER REALTY

  26755 Cash Ct, Leesburg, FL 34748
• 

  

  /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

  Last Listing Agent Colleen Kramer Down Home Realty
• 

  

  /4

  $356,990

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,154 Sq Ft

  8583 Oakstone Cir, Leesburg, FL 34788

  Welcome home to the MiramarElegant Style Meets Smart Design This beautifully designed Floridian-style home offers timeless charm with optional shuttered accents and a stone front exterior that adds subtle elegance and curb appeal. Step inside to discover a thoughtfully laid out open floor plan that combines spaciousness with privacy. The great room and kitchen serve as the heart of the home—an

  

  Maronda Homes

  Builder

  8583 Oakstone Cir, Leesburg, FL 34788
• 

  /2

  $115,900

  Sold Feb 03, 2026

  143 Jacaranda Dr, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1976

  Last Sold Summary

  • $88/SF
  • 16 Days On Market

  Current Estimated Value $117,025

  Last Listing Agent Dee Brown BLACK TIE REALTY, INC.

  143 Jacaranda Dr, Leesburg, FL 34748
• 

  /2

  Est $124,917

  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

  Last Listing Agent Sandra DeDalis CARLINO REAL ESTATE GROUP INC
• 

  

  /3

  $339,990

  New Construction

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

  8635 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

  8635 Oakstone Cir, Leesburg, FL 34788
• 

  /2

  $290,000

  Sold Mar 24, 2026

  12058 Callicarpa Ln, Leesburg, FL 34788

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2020

  Last Sold Summary

  • 9% Below List Price
  • $199/SF
  • 10 Days On Market

  Current Estimated Value $296,534

  Last Listing Agent Karol McDermott ERA GRIZZARD REAL ESTATE

  12058 Callicarpa Ln, Leesburg, FL 34788
• 

  /2

  Est $399,210

  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

  Last Listing Agent Waldemar 'Wally' Franquiz LPT REALTY, LLC
• 

  

  /36

  $18,500

  Pending

  • 420 Sq Ft

  28229 County Road 33 Unit C26, Leesburg, FL 34748

  Roll out the welcome mat and start calling this well-maintained home your own! Whether you're looking to downsize, enjoy six months of fun in the Florida sunshine, or escape high apartment rents, this charming home in Holiday RV Village is the perfect choice. Holiday RV Village is a sought-after age-qualified waterfront resort community offering an exceptional lifestyle with upscale amenities and

  

  Lisa Skutt

  Down Home Realty

  28229 County Road 33 Unit C26, Leesburg, FL 34748
• 

  /2

  $199,900

  Sold Jul 10, 2026

  2419 W Main St, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 1946

  Last Sold Summary

  • 13% Below List Price
  • $129/SF
  • 227 Days On Market

  Current Estimated Value $198,089

  Last Listing Agent Alex VonHartman CARLINO REAL ESTATE GROUP INC

  2419 W Main St, 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

  Last Listing Agent Linda Curtis Four Star Homes, Inc.
• 

  

  /36

  $195,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  5047 El Destino Dr, Leesburg, FL 34748

  Discover the relaxed Florida lifestyle you’ve been looking for at 5047 El Destino Drive, located in the desirable Casa del Lago neighborhood of The Plantation at Leesburg. This comfortable 2 bed, 2 bath home offers 1,296 square feet of living space along with a spacious, 416 sq ft all-weather room perfect for morning coffee, visiting with friends, hobbies, or simply enjoying the year-round

  

  Keith Packey

  RE/MAX TITANIUM GROUP

  5047 El Destino Dr, Leesburg, FL 34748
• 

  /2

  $279,000

  Sold Sep 30, 2025

  425 Glen Arbor Ln, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,559 Sq Ft
  • Built 2004

  Last Sold Summary

  • $179/SF
  • 54 Days On Market

  Current Estimated Value $270,465

  Last Listing Agent Theresa Morris MORRIS REALTY AND INVESTMENTS

  425 Glen Arbor Ln, Leesburg, FL 34748
• 

  /2

  Est $152,525

  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

  Last Listing Agent Maria Crisostomo HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC.
• 

  

  /55

  $270,000

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft

  228 Grand Vista Trail, Leesburg, FL 34748

  Welcome to 228 Grand Vista Trail, a rare opportunity to own a lovingly maintained, original-owner home ideally situated in Pennbrooke Fairways. Nestled within one of Central Florida's premier gated 55+ communities, this exceptional residence combines peaceful golf course views, quality craftsmanship, and an active Florida lifestyle.Pride of ownership is evident throughout this beautifully

  

  Tom McKnight

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  228 Grand Vista Trail, Leesburg, FL 34748
• 

  /2

  $223,000

  Sold Sep 22, 2025

  5512 Rosewall Cir, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1991

  Last Sold Summary

  • 1% Below List Price
  • $199/SF
  • 84 Days On Market

  Current Estimated Value $216,983

  Last Listing Agent Theresa Morris MORRIS REALTY AND INVESTMENTS

  5512 Rosewall Cir, Leesburg, FL 34748
• 

  /2

  Not Listed For Sale

  35319 Harbor Shores Rd, Leesburg, FL 34788

  35319 Harbor Shores Rd, Leesburg, FL 34788

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent Leah Laboy ALDEN REALTY LLC
• 

  

  /54

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,961 Sq Ft

  5712 Summerbrooke Ct, Leesburg, FL 34748

  Welcome to waterfront living at its finest in the highly sought-after, gated community of The Plantation at Leesburg. Located in the cul-de-sac enclave of Summerbrooke, this meticulously maintained, beautifully renovated home is tucked near the rear entrance and surrounded by just six other homes—creating a quiet, private setting with a true sense of community. Featuring 3 bedrooms, 2.5

  

  Tom McKnight

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  5712 Summerbrooke Ct, Leesburg, FL 34748
• 

  /2

  $630,000

  Sold Feb 06, 2026

  35624 Cypress Ct, Leesburg, FL 34788

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Below List Price
  • $282/SF
  • 18 Days On Market

  Current Estimated Value $664,161

  Last Listing Agent Tom Langmann RE/MAX 200 REALTY

  35624 Cypress Ct, Leesburg, FL 34788
• 

  

  /37

  Est $110,253

  Not Listed For Sale

  534 Palo Verde Dr, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1974

  534 Palo Verde Dr, Leesburg, FL 34748

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Maria Crisostomo HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC.
• 

  

  /25

  $500,000

  Under Contract

  • 8 Beds
  • 8 Baths
  • 4,356 Sq Ft

  643 W Oak Terrace Dr Unit B1,B2,B3,B4, Leesburg, FL 34748

  Under contract-accepting backup offers. Excellent investment opportunity in one of Florida's fastest growing counties! This well-established, income-producing property includes four 2BR/2BA condos (approx. 1,089 sq. ft. each). The units feature a spacious split-bedroom floor plan, private screened patios, and in-unit washer/dryer hookups. The HOA provides low-maintenance ownership covering

  

  Jonathan Martin

  CARLINO REAL ESTATE GROUP INC

  643 W Oak Terrace Dr Unit B1,B2,B3,B4, Leesburg, FL 34748
• 

  /2

  $292,000

  Sold Jul 22, 2026

  3798 Arlington Ridge Blvd, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $206/SF
  • 13 Days On Market

  Current Estimated Value $303,858

  Last Listing Agent Steven Simpkins LOKATION

  3798 Arlington Ridge Blvd, Leesburg, FL 34748
• 

  /2

  Est $527,168

  Not Listed For Sale

  1770 Usrey Ct, The Villages, FL 32163

  • 3 Beds
  • 2 Baths
  • 1,936 Sq Ft
  • Built 2023

  1770 Usrey Ct, The Villages, FL 32163

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Matt Roberts RE/MAX PREMIER REALTY
• 

  

  /18

  $400,170

  New Construction

  • 4 Beds
  • 2.5 Baths

  22181 Pine Grove Loop, Leesburg, FL 34748

  Elevation A home with partial stone facade, with a flex space, gourmet kitchen, and common area light package. Up to half off design upgrades through September 2026.

  

  William Maltbie

  MALTBIE REALTY GROUP

  22181 Pine Grove Loop, Leesburg, FL 34748
• 

  

  /23

  $13,500

  Sold Jul 10, 2026

  22 El Presidente Blvd, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 744 Sq Ft
  • Built 1984

  Last Sold Summary

  • 61% Below List Price
  • $18/SF
  • 112 Days On Market

  Last Listing Agent Linda Curtis Four Star Homes, Inc.

  22 El Presidente Blvd, Leesburg, FL 34748
• 

  

  /4

  Not Listed For Sale

  28229 County Road 33 Unit C25, Leesburg, FL 34748

  • 528 Sq Ft

  28229 County Road 33 Unit C25, Leesburg, FL 34748

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Lisa Skutt Down Home Realty
• 

  

  /39

  $299,000

  $10K PRICE INCREASE Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,875 Sq Ft

  5909 Windsong Oak Dr, Leesburg, FL 34748

  Virtually Staged. Lowest Price per foot in Windsong at Leesburg! Seller will put on a NEW Roof prior to closing with accepted contract! Welcome to 5909 Windsong Oak Drive NEAR the quiet culdesac in the very back of this quiet community, in the desirable Windsong at Leesburg community—where modern comfort, convenience, and Florida living come together beautifully.This move-in-ready home

  

  Corey Lott

  NEXTHOME LOTT PREMIER REALTY

  5909 Windsong Oak Dr, Leesburg, FL 34748
• 

  /2

  $364,990

  Sold Jan 06, 2026

  5856 Cliffbow Loop, Leesburg, FL 34748

  • 4 Beds
  • 3 Baths
  • 2,210 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $165/SF
  • 101 Days On Market

  Current Estimated Value $362,683

  Last Listing Agent Sharod Kelley SM FLORIDA BROKERAGE LLC

  5856 Cliffbow Loop, Leesburg, FL 34748
• 

  

  /21

  Est $121,625

  Not Listed For Sale

  110 Oleander Cove, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1978

  110 Oleander Cove, Leesburg, FL 34748

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Jean Martin EXIT REALTY TRI-COUNTY
• 

  

  /42

  $430,000

  • 2 Beds
  • 2 Baths
  • 1,824 Sq Ft

  26860 White Plains Way, Leesburg, FL 34748

  Both Bonds Paid!!! Location! One Of The Prettiest Views Of The Golf Course Awaits You In This Stunning Home, Built In 2006. Relax On The Outside Patio While Grilling, Or Unwind In The Spacious 394 Sq Ft Screened Lanai, Complete With Roll-Up Shades To Ward Off The Sun And Heat. You Simply Can't Find Anything Better Than This! This Beautifully Designed Floor Plan Offers A Roomy 1824 Sq Ft,

  

  Jamie Mansene

  DISCOVER FLORIDA REALTY GROUP LLC

  26860 White Plains Way, Leesburg, FL 34748
• 

  /2

  $295,000

  Sold Nov 03, 2025

  25114 Meriweather Rd, Leesburg, FL 34748

  • 2 Beds
  • 2.5 Baths
  • 1,974 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Below List Price
  • $149/SF
  • 7 Days On Market

  Current Estimated Value $298,381

  Last Listing Agent Jamie Bevelacqua DENIZ REALTY PARTNERS LLC

  25114 Meriweather Rd, Leesburg, FL 34748

Showing Results 641 - 680, Page 17 of 18