Leesburg, FL Homes

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  /50

  $950,000

  • Land
  • 22.5 Acres
  • $42,222 per Acre

  41204 Emeralda Island Rd, Leesburg, FL 34788

  PRICED TO SELL! This estate can be divided into four 5 ACRE LOTS for a family compound if needed. Nestled on 22.5 picturesque acres, 41204 Emeralda Island Rd is a dream property for horse enthusiasts, trainers, or investors. The property boasts lush pastures and two separate entrances, offering endless possibilities for private use, an equine business, or sub-leasing. At the heart of the facility

  

  Randy Adams

  RE/MAX TOWN & COUNTRY REALTY

  (352) 660-8528

  41204 Emeralda Island Rd, Leesburg, FL 34788
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  /2

  $999 per month

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft
  • Apartment for Rent

  420 Mills St Unit 48, Leesburg, FL 34748

  2 months free rent! Application fee is free. Income requirement is 3 times the rent and 600 credit score. No evictions within the last 5 years. Background check will be performed on all applicants. $12 monthly for trash, $25 monthly for water/sewer, added to monthly invoice. Residents benefits package $24.99 per month. Renters liability insurance required, or can be obtained through landlord at

  Elizabeth Defalco EXP REALTY LLC

  420 Mills St Unit 48, Leesburg, FL 34748
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  /2

  $350,000 Sold Apr 30, 2026

  1151 Emma Ln, Leesburg, FL 34748

  • 4 Beds
  • 2 Baths
  • 2,280 Sq Ft
  • Built 2003

  Last Sold Summary

  • 36% Below List Price
  • $154/SF
  • 481 Days On Market

  Last Listing Agent Ashley Robey ERA GRIZZARD REAL ESTATE

  1151 Emma Ln, Leesburg, FL 34748
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  /48

  Not Listed For Sale

  25051 Pine Hill, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,712 Sq Ft
  • Built 1988

  25051 Pine Hill, Leesburg, FL 34748

  Last Sold Summary

  • $91/SF
  • 73 Days On Market

  • Last Sold Price $155,000
  • Mar 15, 2024

  Last Listing Agent Mary Jane Grimes CENTURY 21 MYERS ROSE REALTY
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  /14

  $62,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  25815 Hacienda Dr, Leesburg, FL 34748

  Quiet location on oversized corner lot with a wonderful shade tree. 2021 HVAC, metal roof, LVP flooring throughout, PVC plumbing, and newer appliances. Community has planned social activities, heated pool, and shuffleboard. Pet friendly too! Short drive to shopping and restaurants. Call for a virtual or private tour. AI STAGED

  

  Linda Curtis

  Four Star Homes, Inc.

  (352) 696-8334

  25815 Hacienda Dr, Leesburg, FL 34748
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  /11

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • Lovely 2 bedroom, 1 bath home located in the beautiful community of the Legacy of Leesburg

  5810 Celebration Way, Leesburg, FL 34748

  This nice furnished 2 bedroom, 1 bath home is a great find for short term rental. (1 month minimum).The Legacy is a 55+ community known for its natural setting with lakes, conservation areas, and riverfront access. Included in this community you will find tennis, pickleball, softball courts/fields, resort-style pool, fitness center, and numerous clubs and activitiesAll Utilities are

  5810 Celebration Way, Leesburg, FL 34748
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  /2

  $125,000 Sold Mar 20, 2026

  104 Chestnut St, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1975

  Last Sold Summary

  • 7% Below List Price
  • $109/SF
  • 380 Days On Market

  Current Estimated Value $133,667

  Last Listing Agent Jerry Galbreath HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC.

  104 Chestnut St, Leesburg, FL 34748
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  /16

  Est $347,306 Not Listed For Sale

  27246 Roanoke Dr, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 2016

  27246 Roanoke Dr, Leesburg, FL 34748

  Last Sold Summary

  • 2% Above List Price
  • $215/SF
  • 49 Days On Market

  • Last Sold Price $340,000
  • May 05, 2023

  Last Listing Agent Steven Simpkins LoKation Real Estate
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  /17

  $20,000

  • 2 Beds
  • 1 Bath

  803 Hegstrom Rd Unit 39, Leesburg, FL 34748

  Experience the best of Florida living in this charming waterfront community on the Chain of Lakes. Spend your days boating and fishing, then head into vibrant downtown Leesburg for dining and entertainment. This home is ideally located within walking distance to Lake Griffin and features a beautifully remodeled bathroom along with upgraded kitchen countertops. Relax year-round in the spacious

  

  Lisa Skutt

  Down Home Realty

  (352) 716-6791

  803 Hegstrom Rd Unit 39, Leesburg, FL 34748
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  /2

  $999 per month

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft
  • Apartment for Rent

  420 Mills St Unit 6, Leesburg, FL 34748

  2 months free rent! Application fee is free. Income requirement is 3 times the rent and 600 credit score. No evictions within the last 5 years. Background check will be performed on all applicants. $12 monthly for trash, $25 monthly for water/sewer, added to monthly invoice. Residents benefits package $24.99 per month. Renters liability insurance required, or can be obtained through landlord at

  Elizabeth Defalco EXP REALTY LLC

  420 Mills St Unit 6, Leesburg, FL 34748
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  /2

  $320,000 Sold Mar 02, 2026

  27401 Pine Straw Rd, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 2,031 Sq Ft
  • Built 2008

  Last Sold Summary

  • 8% Below List Price
  • $158/SF
  • 111 Days On Market

  Current Estimated Value $334,706

  Last Listing Agent Mo McLay DOUBLE MM DEVELOPMENT, LLC

  27401 Pine Straw Rd, Leesburg, FL 34748
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  /2

  Est $305,375 Not Listed For Sale

  27214 Stoney Brook Dr, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft
  • Built 2017

  27214 Stoney Brook Dr, Leesburg, FL 34748

  Last Sold Summary

  • 5% Below List Price
  • $211/SF
  • 35 Days On Market

  • Last Sold Price $322,000
  • Mar 03, 2025

  Last Listing Agent Kelly Monroe LPT REALTY, LLC
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  /69

  $379,900

  • 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

  (352) 329-8646

  4307 Bent Creek Ln, Leesburg, FL 34748
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  /4

  $1,250 per month

  • Studio
  • 1 Bath
  • House for Rent

  33424 Shady Acres Rd, Leesburg, FL 34788

  ALL utilities included! Water, electric, wifi and grounds care come included with this studio unit for rent in Leesburg! With assigned parking and private entrance, you can call this space home! Newly renovated kitchen and bath with spacious closet area. First months rent, security deposit, and lease fee due for move-in with approved $65 application. Call to tour today!

  33424 Shady Acres Rd, Leesburg, FL 34788
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  /2

  $295,000 Sold Mar 18, 2026

  5025 St Andrews Arcade, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Below List Price
  • $148/SF
  • 112 Days On Market

  Current Estimated Value $308,588

  Last Listing Agent Sara Edmundson LPT REALTY, LLC.

  5025 St Andrews Arcade, Leesburg, FL 34748
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  /34

  Est $254,263 Not Listed For Sale

  11337 Lockwood St, Leesburg, FL 34788

  • 3 Beds
  • 2 Baths
  • 1,236 Sq Ft
  • Built 2017

  11337 Lockwood St, Leesburg, FL 34788

  Last Sold Summary

  • 8% Below List Price
  • $222/SF
  • 12 Days On Market

  • Last Sold Price $275,000
  • Oct 03, 2023

  Last Listing Agent Shannon Bass NEXTHOME LOTT PREMIER REALTY
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  /16

  $425,000

  • 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

  (352) 517-5342

  1611 Indian Trail, Leesburg, FL 34748
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  /2

  $849 per month

  • 1 Bath
  • 288 Sq Ft
  • Apartment for Rent

  420 Mills St Unit 11, Leesburg, FL 34748

  2 months free rent! Application fee is free. Income requirement is 3 times the rent and 600 credit score. No evictions within the last 5 years. Background check will be performed on all applicants. $12 monthly for trash, $25 monthly for water/sewer, added to monthly invoice. Residents benefits package $24.99 per month. Renters liability insurance required, or can be obtained through landlord at

  Elizabeth Defalco EXP REALTY LLC

  420 Mills St Unit 11, Leesburg, FL 34748
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  /2

  $310,000 Sold Nov 19, 2025

  21509 Castle View Ct, Leesburg, FL 34748

  • 3 Beds
  • 2.5 Baths
  • 1,913 Sq Ft
  • Built 2000

  Last Sold Summary

  • 11% Below List Price
  • $162/SF
  • 263 Days On Market

  Current Estimated Value $319,912

  Last Listing Agent Tonya Tibbetts FLORIDA PLUS REALTY, LLC

  21509 Castle View Ct, Leesburg, FL 34748
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  /2

  Not Listed For Sale

  10838 Isaacs Ct, Leesburg, FL 34788

  • 4 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 1998

  10838 Isaacs Ct, Leesburg, FL 34788

  Last Sold Summary

  • $144/SF
  • 22 Days On Market

  • Last Sold Price $195,000
  • Jan 15, 2025

  Last Listing Agent Scott McFadden ERA GRIZZARD REAL ESTATE
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  /30

  $138,900

  • 3 Beds
  • 2 Baths
  • 2,234 Sq Ft

  1638 Blackfoot Ct, Leesburg, FL 34748

  Absolutely stunning and spacious 2005 home on cul-de-sac with no rear neighbors. This beautiful split floor plan has been remodeled and updated with 2020 metal roof, 2019 HVAC plus additional HVAC in garage and bonus room. A wonderful 312 sq ft bonus room off the master bedroom, plus a large bathroom with walk-in shower, garden tub and double vanity. Gorgeous kitchen with large pantry. Florida

  

  Linda Curtis

  Four Star Homes, Inc.

  (352) 707-2016

  1638 Blackfoot Ct, Leesburg, FL 34748
• 

  

  /15

  $1,600 per month

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Charming Home with Modern Updates in Leesburg!

  716 Marietta St, Leesburg, FL 34748

  R3 - Charming Home with Modern Updates in Leesburg!Welcome to 716 Marietta Street—where classic character meets modern convenience. This beautifully maintained 3-bedroom, 2-bath home, originally built in 1925 and thoughtfully remodeled in 2021, offers the perfect blend of timeless charm and updated living.Inside, you’ll find warm wood flooring throughout the main living areas and

  716 Marietta St, Leesburg, FL 34748
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  /2

  $298,000 Sold Dec 01, 2025

  3814 Manor Oaks Ct, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • Built 2004

  Last Sold Summary

  • 21% Below List Price
  • $143/SF
  • 75 Days On Market

  Current Estimated Value $300,311

  Last Listing Agent Leah Laboy SIM REI

  3814 Manor Oaks Ct, Leesburg, FL 34748
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  /20

  Not Listed For Sale

  903 Alibrandi Rd, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1990

  903 Alibrandi Rd, Leesburg, FL 34748

  Last Sold Summary

  • $234/SF
  • 86 Days On Market

  • Last Sold Price $225,000
  • Jul 17, 2023

  Last Listing Agent Yvonne Vance CHARLES RUTENBERG REALTY ORLANDO
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  /27

  $49,900

  • 2 Beds
  • 2 Baths

  7108 Harbor View Dr, Leesburg, FL 34788

  2 Bed 2 Bath Split Plan located in Lake Griffin Harbor Village Plus 55 very active community, gated and loads of amenities. Fully furnished, nice carpeting through out, Completely updated second bathroom, house has lots of windows with large rooms. Located in a waterfront Park close to shopping and medical needs. Schedule your showing today..

  

  Jason Altman

  Down Home Realty

  (352) 716-6135

  7108 Harbor View Dr, Leesburg, FL 34788
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  /11

  $1,675 per month

  • 2 Beds
  • 2.5 Baths
  • 1,379 Sq Ft
  • Condo for Rent

  200 S 11th St Unit 102, Leesburg, FL 34748

  This beautiful two-story townhome is available for rent now, offering over 1300 square feet of spacious living. Featuring 2 bedrooms and 2 bathrooms, this home is designed for both comfort and convenience. The open-concept layout allows for plenty of natural light, creating a bright and inviting atmosphere. The kitchen comes equipped with new appliances, perfect for cooking and entertaining. Both

  200 S 11th St Unit 102, Leesburg, FL 34748
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  /2

  $160,000 Sold Dec 05, 2025

  1104 Penn St, Leesburg, FL 34748

  • 2 Beds
  • 1 Bath
  • 726 Sq Ft
  • Built 1958

  Last Sold Summary

  • 9% Below List Price
  • $220/SF
  • 43 Days On Market

  Current Estimated Value $156,765

  Last Listing Agent Ashlee Mohammed CENTURY 21 MYERS ROSE REALTY

  1104 Penn St, Leesburg, FL 34748
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  /2

  Est $179,985 Not Listed For Sale

  2207 Karl St Unit D, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft
  • Built 1981

  2207 Karl St Unit D, Leesburg, FL 34748

  Last Sold Summary

  • 3% Above List Price
  • $188/SF
  • 62 Days On Market

  • Last Sold Price $175,000
  • Nov 01, 2024

  Last Listing Agent Jonathan Martin CARLINO REAL ESTATE GROUP INC
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  /44

  $239,000

  • 2 Beds
  • 2 Baths
  • 1,254 Sq Ft

  26921 White Plains Way, Leesburg, FL 34748

  NEW ROOF 2023! Turn-key furnished and including an electric golf cart, this beautifully maintained 2-bedroom, 2-bath open-concept villa is move-in ready—just bring your toothbrush and clothes. Located in a secure, manned gated golf community, this home offers comfort, convenience, and an exceptional lifestyle. A welcoming sitting porch greets you upon arrival. Inside, you’ll enjoy an open layout

  

  Monica McDonald

  EXP REALTY LLC

  (352) 743-4702

  26921 White Plains Way, Leesburg, FL 34748
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  /2

  $350,000 Sold Jan 13, 2026

  27400 Stoney Brook Dr, Leesburg, FL 34748

  • 3 Beds
  • 2.5 Baths
  • 1,818 Sq Ft
  • Built 2014

  Last Sold Summary

  • 4% Below List Price
  • $193/SF
  • 5 Days On Market

  Current Estimated Value $351,428

  Last Listing Agent Mo McLay DOUBLE MM DEVELOPMENT, LLC

  27400 Stoney Brook Dr, Leesburg, FL 34748
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  /31

  Not Listed For Sale

  34237 Island Dr, Leesburg, FL 34788

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1972

  34237 Island Dr, Leesburg, FL 34788

  Last Sold Summary

  • $350/SF
  • 91 Days On Market

  • Last Sold Price $336,000
  • Feb 13, 2024

  Last Listing Agent Debra Lowell GALLERY 54 REALTY LLC
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  /22

  $35,000

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

  88 Fountain Dr Unit 106, Leesburg, FL 34748

  Large, spacious home with stunning water views. Large wrap around kitchen with adorable breakfast nook. Formal dining and spacious living room, large master bedroom with garden tub en suite. Newer HVAC and wooden ramp for handicap access. Quiet and well maintained community just minutes to shopping, dining and medical facilities. Call for a virtual or private showing

  

  Linda Curtis

  Four Star Homes, Inc.

  (352) 696-8653

  88 Fountain Dr Unit 106, Leesburg, FL 34748
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  /2

  $248,000 Sold Apr 29, 2026

  25251 Cranes Roost Cir, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,313 Sq Ft
  • Built 2001

  Last Sold Summary

  • 6% Below List Price
  • $189/SF
  • 61 Days On Market

  Current Estimated Value $258,181

  Last Listing Agent Ashlee Mohammed CENTURY 21 MYERS ROSE REALTY

  25251 Cranes Roost Cir, Leesburg, FL 34748
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  /23

  Not Listed For Sale

  32651 County Road 473, Leesburg, FL 34788

  • 2 Beds
  • 2.5 Baths
  • 1,756 Sq Ft
  • Built 1972

  32651 County Road 473, Leesburg, FL 34788

  Last Sold Summary

  • $74/SF
  • 17 Days On Market

  • Last Sold Price $130,000
  • May 05, 2023

  Last Listing Agent Craig Yox ERA GRIZZARD REAL ESTATE
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  /25

  $89,247

  • 1 Bed
  • 1 Bath
  • 432 Sq Ft

  610 Cottage Park Ln, Leesburg, FL 34748

  One or more photo(s) has been virtually staged. Discover Your Perfect Central Florida Retreat at Pennbrooke Fairways! Nestled just 5 minutes south of The Villages, this hidden gem offers the ultimate in convenient Florida living. Whether you're dreaming of day trips to Orlando, Tampa, or Daytona Beach—all within 60-90 minutes—or simply enjoying everything this vibrant community has, you'll be

  

  Jayne Marvin

  MAXREV LLC

  (352) 604-3589

  610 Cottage Park Ln, Leesburg, FL 34748
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  /2

  $270,000 Sold Dec 10, 2025

  38333 Langlois Place, Leesburg, FL 34788

  • 3 Beds
  • 2 Baths
  • 2,015 Sq Ft
  • Built 2000

  Last Sold Summary

  • $134/SF
  • 44 Days On Market

  Last Listing Agent Charles Shaver, PA KELLER WILLIAMS HERITAGE REALTY

  38333 Langlois Place, Leesburg, FL 34788
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  /25

  Not Listed For Sale

  28935 Hubbard St, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 744 Sq Ft
  • Built 1975

  28935 Hubbard St, Leesburg, FL 34748

  Last Sold Summary

  • $168/SF
  • 38 Days On Market

  • Last Sold Price $125,000
  • Apr 01, 2024

  Last Listing Agent Tamara Quilling COLDWELL BANKER HUBBARD HANSEN
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  /28

  $33,400

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  1208 Lee St Unit 166, Leesburg, FL 34748

  SELLER IS MOTIVATED AND WILLING TO ENTERTAIN ALL OFFER!!! COMMUNITY: Welcome to Lakeshore in Leesburg a waterfront community. Situated on Lake Griffin and close to the up and coming downtown Leesburg where you can enjoy shopping, dining and entertainment. Community has a screened in pool area and places to sit on the bank and enjoy the water and sunset. Pet friendly. Must pass credit, income and

  

  Lisa Skutt

  Down Home Realty

  (352) 580-2279

  1208 Lee St Unit 166, Leesburg, FL 34748
• 

  $329,912 Sold Oct 15, 2025

  9674 Palmilla Way, Leesburg, FL 34788

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $193/SF
  • 87 Days On Market

  KB Home Silver Lake Estates - II

  9674 Palmilla Way, Leesburg, FL 34788
• 

  

  /21

  Not Listed For Sale

  28945 Hubbard St, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft
  • Built 1995

  28945 Hubbard St, Leesburg, FL 34748

  Last Sold Summary

  • $120/SF
  • 457 Days On Market

  • Last Sold Price $240,000
  • May 22, 2024

  Last Listing Agent Beth Atalay CAM REALTY AND PROPERTY MANAGE

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