Leesburg, FL Homes

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  $319,000

  • 2 Beds
  • 2 Baths
  • 1,804 Sq Ft

  25225 Laurel Valley Rd, Leesburg, FL 34748

  “This home can be purchased with NO INCOME VERIFICATION”, New Roof was just installed .The Aster — an open, modern 1800-sq-ft floor plan (built 2006) designed for comfortable, stylish everyday living and effortless entertaining.Main featuresOpen-concept living: generous sightlines from the entry through the living/dining area into the upgraded lanai, creating an airy, connected feel.Tile flooring

  

  Adriana Skoloda

  RE/MAX PREMIER REALTY

  (352) 707-8319

  25225 Laurel Valley Rd, Leesburg, FL 34748
• Explore Leesburg

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  /66

  $1,950 per month

  • 2 Beds
  • 2 Baths
  • 1,724 Sq Ft
  • Property for Rent

  24921 Pine Hill, Leesburg, FL 34748

  Beautiful waterfront home in the desirable gated golf community of The Plantation at Leesburg. Spacious 2-bedroom, 2-bathroom, open-concept, double-wide manufactured home with an enclosed lanai overlooking the Dilly Marsh conservation area. Quiet cul-de-sac street with minimal traffic. Carport and golf cart garage. Large indoor laundry room with washer, dryer, and ample storage space. Wet bar and

  

  Edward Rochette

  ROCHETTE REALTY LLC

  (352) 290-2206

  24921 Pine Hill, Leesburg, FL 34748
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  $210,000 Sold Nov 18, 2025

  544 Shadow Run Dr, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1991

  Last Sold Summary

  • 2% Below List Price
  • $194/SF
  • 19 Days On Market

  Current Estimated Value $208,779

  Last Listing Agent Regina Rodriguez CENTURY 21 ALTON CLARK

  544 Shadow Run Dr, Leesburg, FL 34748
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  Est $254,394 Not Listed For Sale

  27231 White Plains Way, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • Built 2017

  27231 White Plains Way, Leesburg, FL 34748

  Last Sold Summary

  • $195/SF
  • 149 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Tracie Ruffolo VANTAGE POINT REALTY CO.
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  /47

  $335,900

  • 2 Beds
  • 2 Baths
  • 1,209 Sq Ft

  7486 Boyso Terrace SE, The Villages, FL 34762

  Welcome to this turn-key 2-bedroom, 2-bath Topez Model home with a 2-car garage located in the sought-after Village of Moultrie Creek located between Eastport town square and Middleton Town square, both filling with restaurants and shopping and did we mention being surrounded by championship and Executive golf courses with many more opening next month. This beautifully maintained residence

  

  Timothy Millson

  REALTY EXECUTIVES IN THE VILLAGES

  (352) 662-9992

  7486 Boyso Terrace SE, The Villages, FL 34762
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  /27

  $2,200 per month

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

  32905 Timberwood Dr, Leesburg, FL 34748

  Charming 3-Bedroom Home in 55+ Pennbrooke Fairways – Golf Course Views! Welcome to this immaculate McLean model located in the highly desirable Pennbrooke Fairways, a gated 55+ community offering resort-style living. This spacious, mostly furnished home features 3 bedrooms, 2 bathrooms, and a bright Florida room with both A/C and heat—perfect for year-round enjoyment. The open-concept layout

  

  Donna Dorsey

  CITRUS REALTY

  (352) 645-2068

  32905 Timberwood Dr, Leesburg, FL 34748
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  $390,000 Sold Dec 22, 2025

  2301 Angel Fish Loop, Leesburg, FL 34748

  • 4 Beds
  • 3 Baths
  • 2,931 Sq Ft
  • Built 2017

  Last Sold Summary

  • 12% Below List Price
  • $133/SF
  • 44 Days On Market

  Current Estimated Value $412,706

  Last Listing Agent Vincent Cordaro SERHANT

  2301 Angel Fish Loop, Leesburg, FL 34748
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  Not Listed For Sale

  718 W Coach N' 4 Dr, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1982

  718 W Coach N' 4 Dr, Leesburg, FL 34748

  Last Sold Summary

  • $136/SF
  • 13 Days On Market

  Last Sold Price $170,000

  Last Listing Agent Joan Defoe MORRIS REALTY AND INVESTMENTS
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  /30

  $49,999 Open House 3/12

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft

  28229 County Road 33 Unit C368, Leesburg, FL 34748

  COMMUNITY: Welcome to Holiday RV Village a sought after fun in the sun resort community. 55 plus gated community sitting on 200 acres, complete with 2 pools, private Marina with Chain of Lakes access, planned activities, onsite cafe, pet friendly 2 dog max and a ton of Resort style amenities. Close to Disney, local springs, beaches and many other local attractions. FEATURES: Updated central heat

  

  Lisa Skutt

  Down Home Realty

  (352) 618-3678

  28229 County Road 33 Unit C368, Leesburg, FL 34748
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  $875 - $1,510 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
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  $420,000 Sold Feb 09, 2026

  33719 Overton Dr, Leesburg, FL 34788

  • 4 Beds
  • 3 Baths
  • 2,340 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $179/SF
  • 18 Days On Market

  Current Estimated Value $433,518

  Last Listing Agent Kendall Vansant OLYMPUS EXECUTIVE REALTY INC

  33719 Overton Dr, Leesburg, FL 34788
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  Not Listed For Sale

  0 Montclair Rd Unit 19 MFROM692713, Leesburg, FL 34748

  0 Montclair Rd Unit 19 MFROM692713, Leesburg, FL 34748

  Last Sold Summary

  • 6 Days On Market

  Last Sold Price $13,500

  Last Listing Agent Cheryl Kacinskas MEADOWS REALTY, LLC
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  /39

  $64,500 Open House 3/12

  • 1 Bed
  • 1 Bath
  • 914 Sq Ft

  28229 County Road 33 Unit W414, Leesburg, FL 34748

  COMMUNITY: Welcome to Holiday RV Village a sought after fun in the sun resort community. 55 plus gated community sitting on 200 acres, complete with 2 pools, private Marina with Chain of Lakes access, planned activities, onsite cafe, pet friendly 2 dog max and a ton of Resort style amenities. Close to Disney, local springs, beaches and many other local attractions. FEATURES: BRAND NEW ROOF over

  

  Lisa Skutt

  Down Home Realty

  (352) 691-7719

  28229 County Road 33 Unit W414, Leesburg, FL 34748
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  /7

  $995 per month

  • 3 Beds
  • 1 Bath
  • 750 Sq Ft
  • Townhouse for Rent

  1508 W Main St Unit 1, Leesburg, FL 34748

  Welcome to this charming 3-bedroom, 1-bathroom apartment located in the heart of Leesburg, Florida! Situated in a prime location, this apartment offers both comfort and convenience and is only minutes from historic downtown Leesburg. Pet Policy --One Dog of 35lb or less (full grown size) - NO AGGRESSIVE BREEDS! Pet insurance is required as well as current vet records. A non-refundable pet fee and

  Timothy Schmidt RIGHTHOUSE REALTY LLC

  1508 W Main St Unit 1, Leesburg, FL 34748
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  $70,000 Sold Feb 03, 2026

  25752 Espanola Dr, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1998

  Last Sold Summary

  • 10% Below List Price
  • $56/SF
  • 63 Days On Market

  Last Listing Agent Adriana Skoloda Re/max Premier Realty

  25752 Espanola Dr, Leesburg, FL 34748
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  Est $368,024 Not Listed For Sale

  10148 Huntingnet Way, Leesburg, FL 34748

  • 4 Beds
  • 3 Baths
  • 2,001 Sq Ft
  • Built 2024

  10148 Huntingnet Way, Leesburg, FL 34748

  Last Sold Summary

  • 4% Below List Price
  • $191/SF
  • 43 Days On Market

  Last Sold Price $381,640

  Last Listing Agent Waldemar 'Wally' Franquiz LPT REALTY, LLC
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  $175,000

  • 2 Beds
  • 2.5 Baths
  • 1,288 Sq Ft

  2911 Pecan Ave, Leesburg, FL 34748

  AFFORDABLE home with NEW flooring, NEWER roof NEWER HVAC and a MOTIVATED SELLER. Gated community with POOL, FITNESS CENTER and CLUBHOUSE. Lets make a deal! This home needs a deep cleaning (see photos) and absolutely needs interior paint so here is your chance to cut a deal and build some sweat equity. If you don't have time or the desire to deal with that, no worries, add $600 to offer for

  

  Deborah Elliott

  CHARLES RUTENBERG REALTY ORLANDO

  (352) 743-1296

  2911 Pecan Ave, Leesburg, FL 34748
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  $1,299 - $1,629 per month

  Southwinds Cove

  2 - 3 Beds

  3400 Southwinds Cove Way, Leesburg, FL 34748

  Learn more about our current specials! Exceptional Features, Exceptional Value! Located in Leesburg, Florida, Southwinds Cove Townhomes offers easy access to US-27. At Southwinds Cove Townhomes, take advantage of the resident activities and community amenities with a resort-style pool with sundeck and heart-healthy cardio & fitness

  3400 Southwinds Cove Way, Leesburg, FL 34748
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  $290,000 Sold Jan 20, 2026

  27536 Stoney Brook Dr, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 1,478 Sq Ft
  • Built 2008

  Last Sold Summary

  • 8% Below List Price
  • $196/SF
  • 130 Days On Market

  Current Estimated Value $295,860

  Last Listing Agent Robin Costoplos LAKE PROPERTY STARS

  27536 Stoney Brook Dr, Leesburg, FL 34748
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  Not Listed For Sale

  5928 Cliffbow Loop, Leesburg, FL 34748

  • 4 Beds
  • 2 Baths
  • 1,839 Sq Ft
  • Built 2024

  5928 Cliffbow Loop, Leesburg, FL 34748

  Last Sold Summary

  • $191/SF
  • 22 Days On Market

  Last Sold Price $350,490

  Last Listing Agent Waldemar 'Wally' Franquiz LPT REALTY, LLC
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  /64

  $449,800 Pending

  • 3 Beds
  • 2 Baths
  • 2,405 Sq Ft

  3636 Belle Rose Dr, Leesburg, FL 34748

  I am proud to introduce this absolutely elegant and immaculate Custom Water Lily home, located in the beautiful Ashland Village, featuring a private backyard and exceptional upgrades throughout. This stunning residence offers 2,405 square feet under central air, 3 bedrooms, 2 bathrooms, an oversized garage, and dedicated golf cart parking. An expanded lanai with an additional patio creates the

  

  Adriana Skoloda

  RE/MAX PREMIER REALTY

  (352) 605-8212

  3636 Belle Rose Dr, Leesburg, FL 34748
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  /21

  $2,045 per month

  • 4 Beds
  • 2.5 Baths
  • 2,007 Sq Ft
  • House for Rent

  32165 Katelin Cir, Leesburg, FL 34748

  Welcome to Lake Griffin Reserve! This brand new single-family home in Leesburg offers 4 beds, 2.5 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

  Elizabeth Stephenson REALTY OF AMERICA

  32165 Katelin Cir, Leesburg, FL 34748
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  $300,000 Sold Nov 19, 2025

  4429 Water Oak Bend, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft
  • Built 1995

  Last Sold Summary

  • 5% Below List Price
  • $176/SF
  • 28 Days On Market

  Current Estimated Value $300,324

  Last Listing Agent Adriana Skoloda RE/MAX PREMIER REALTY

  4429 Water Oak Bend, Leesburg, FL 34748
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  Not Listed For Sale

  12515 Blue Heron Way, Leesburg, FL 34788

  • 4 Beds
  • 3.5 Baths
  • 2,529 Sq Ft
  • Built 2024

  12515 Blue Heron Way, Leesburg, FL 34788

  Last Sold Summary

  • $197/SF
  • 51 Days On Market

  Last Sold Price $497,000

  Last Listing Agent John Huebner PREMIUM PROPERTIES R.E SERVICE
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  $399,900

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft

  26555 Manassas Dr, Leesburg, FL 34748

  Welcome to luxury living in the premier 55+ community of Arlington Ridge. This stunning, move-in-ready home offers exceptional style and comfort with 2 spacious bedrooms plus a Den with beautiful designer glass french doors, 2 beautifully appointed bathrooms and an HUGE 3 Car Garage all situated on a PREMIUM lot that has wooded area behind the home that provides shade and privacy!! Inside, you’ll

  

  Melissa Barnes

  ERA GRIZZARD REAL ESTATE

  (352) 698-3801

  26555 Manassas Dr, Leesburg, FL 34748
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  /22

  $1,047 - $1,269 per month

  Silver Pointe at Leesburg

  1 - 2 Beds

  2400 Silver Pointe Rd, Leesburg, FL 34748

  Come join the Florida Sunshine with the brightest of Colors. Silver Pointe Apartments, a Senior Living 55+ community,has the comfort, style and personality of your new wonderful home. Everywhere you look, you will find a breathtaking view while the location is peaceful and relaxing. Just minutes from downtown Leesburg and 15 minutes from the Villages, Shopping Centers and charming Restaurants.

  2400 Silver Pointe Rd, Leesburg, FL 34748
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  $315,000 Sold Feb 03, 2026

  27313 Falcon Feather Way, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 1,611 Sq Ft
  • Built 2008

  Last Sold Summary

  • 5% Below List Price
  • $196/SF
  • 100 Days On Market

  Current Estimated Value $322,167

  Last Listing Agent James Armstrong, III COLDWELL BANKER VANGUARD EDGE

  27313 Falcon Feather Way, Leesburg, FL 34748
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  Est $666,018 Not Listed For Sale

  3143 Bright Lake Cir, Groveland, FL 34736

  • 3 Beds
  • 2.5 Baths
  • 2,423 Sq Ft
  • Built 2024

  3143 Bright Lake Cir, Groveland, FL 34736

  Last Sold Summary

  • 1% Below List Price
  • $279/SF
  • 5 Days On Market

  Last Sold Price $674,900

  Last Listing Agent April Kirkland COLDWELL BANKER HUBBARD HANSEN
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  /34

  $275,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,801 Sq Ft

  24914 Cranes Roost Cir, Leesburg, FL 34748

  Under contract-accepting backup offers. Snowbird approved!!!Friendly neighbors invite you to join in the fun. This villa is virtually maintenance free so you can enjoy all the Plantation at Leesburg has to offer.Interior has been upgraded with luxury vinyl plank flooring, gas stove and tankless water heater. . Plenty of room inside and out with 3 bedrooms, living/diningroom and family room.

  

  Sandy Twito

  FLORIDA PLUS REALTY, LLC

  (352) 780-1318

  24914 Cranes Roost Cir, Leesburg, FL 34748
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  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,511 Sq Ft
  • House for Rent

  Unlisted Address

  Welcome home to your move in ready 3 bedroom 2 bathroom for RENT in the beautiful city of Leesburg.The home is partially brand new. No rear neighbors.Tile floors throughout the great-room, and kitchen area. This home features a modern kitchen with full appliances package including washer and dryer. This home has technology smart features: Thermostat,front-door ring system, MY Q option for the

  Elga Cadet CHARLES RUTENBERG REALTY ORLANDO

  Unlisted Address
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  $87,500 Sold Feb 18, 2026

  173 Paradise N, Leesburg, FL 34788

  • 2 Beds
  • 2 Baths
  • 828 Sq Ft
  • Built 1976

  Last Sold Summary

  • 3% Below List Price
  • $106/SF
  • 48 Days On Market

  Current Estimated Value $90,500

  Last Listing Agent Joanne Levy BHHS FLORIDA REALTY

  173 Paradise N, Leesburg, FL 34788
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  Est $369,167 Not Listed For Sale

  5920 Cliffbow Loop, Leesburg, FL 34748

  • 4 Beds
  • 2 Baths
  • 1,839 Sq Ft
  • Built 2024

  5920 Cliffbow Loop, Leesburg, FL 34748

  Last Sold Summary

  • $201/SF
  • 69 Days On Market

  Last Sold Price $369,990

  Last Listing Agent Waldemar 'Wally' Franquiz LPT REALTY, LLC
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  $377,000 Pending

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

  22125 Draw Bridge Dr, Leesburg, FL 34748

  Fresh interior paint! Brand new water heater! You're invited to discover this 3-bedroom, 2-bathroom home, perfectly designed for comfort and convenience! This home was custom designed by an architect for his personal residence. In the 1980s, he served as president of the Florida Residential Designers Association and was well known for his work designing homes in the prestigious Palm Beach area.

  

  Angela Phillips

  VANGIE BERRY SIGNATURE REALTY

  (352) 706-7251

  22125 Draw Bridge Dr, Leesburg, FL 34748
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  $1,095 - $1,205 per month

  Windemere Villas A 55+ Community

  1 - 2 Beds

  1416 Griffin Rd, Leesburg, FL 34748

  Windemere Villas is A 55+ single story villa community located close to shopping, medical facilities and all activities. Windemere Villas is located just a few minutes from The Villages. Come see our beautiful newly renovated Senior community. The Leesburg Senior Center is located just a couple of blocks from Windemere.

  1416 Griffin Rd, Leesburg, FL 34748
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  $95,000 Sold Oct 29, 2025

  116 Waha Way, Leesburg, FL 34788

  • 2 Beds
  • 2 Baths
  • 1,302 Sq Ft
  • Built 1980

  Last Sold Summary

  • 21% Below List Price
  • $73/SF
  • 193 Days On Market

  Current Estimated Value $95,828

  Last Listing Agent Joanne Levy BHHS FLORIDA REALTY

  116 Waha Way, Leesburg, FL 34788
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  Not Listed For Sale

  0 Shore Acres Dr Unit MFRG5088882, Leesburg, FL 34748

  0 Shore Acres Dr Unit MFRG5088882, Leesburg, FL 34748

  Last Sold Summary

  • 92 Days On Market

  Last Sold Price $400,000

  Last Listing Agent John Fehring ERA GRIZZARD REAL ESTATE
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  /46

  $389,000

  • 3 Beds
  • 2.5 Baths
  • 2,224 Sq Ft

  20751 Queen Alexandra Dr, Leesburg, FL 34748

  Beautiful 2-story York model on a conservation lot * 2+ Golf cart garage * 2019 HVAC system * 2022 Roof * Neatly landscape with an open front courtyard * Spacious great room and dining room * Split floor plan * large kitchen with a gas range and lots of cabinets * Breakfast nook with French doors * Primary suite with two walk-in closets and an ensuite bath with a dual sink vanity, garden tub and

  

  Angela Phillips

  VANGIE BERRY SIGNATURE REALTY

  (352) 723-5376

  20751 Queen Alexandra Dr, Leesburg, FL 34748
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  /21

  $1,800 per month

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft
  • House for Rent

  10314 Patrick Dr, Leesburg, FL 34788

  LIKE NEW MOVE-IN READY home in Chelsea Park! Renovated home with New Roof, New HVAC, New Gas Hot Water Heater, New LVP flooring, New Paint, New Appliances and New Granite Counters in Kitchen and Bathrooms. Home features open floor plan, large walk-in closets and large garage with lots of storage cabinets. Close to Lake Square Mall, major retailers, restaurants, movie theater and more... Quiet

  Diana Richards RSI PROPERTIES OF FLORIDA, INC

  10314 Patrick Dr, Leesburg, FL 34788
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  $325,000 Sold Apr 24, 2025

  33629 Dolores Ct, Leesburg, FL 34788

  • 3 Beds
  • 2 Baths
  • 2,052 Sq Ft
  • Built 1995

  Last Sold Summary

  • 7% Below List Price
  • $158/SF
  • 147 Days On Market

  Current Estimated Value $327,216

  Last Listing Agent Valerie Foerst COLDWELL BANKER VANGUARD EDGE

  33629 Dolores Ct, Leesburg, FL 34788
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  Est $304,277 Not Listed For Sale

  5585 Braken Fern Way, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft
  • Built 2023

  5585 Braken Fern Way, Leesburg, FL 34748

  Last Sold Summary

  • 2% Below List Price
  • $199/SF
  • 82 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Matthew Hughes REAL BROKER, LLC

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