Leesburg, FL Homes

/49
$270,000 Pending
- 3 Beds
- 2 Baths
- 1,627 Sq Ft
738 Grand Vista Trail, Leesburg, FL 34748

Under contract-accepting backup offers. Welcome to your next chapter in the highly sought-after Pennbrooke Fairways, a premier gated 55+ golf community in Leesburg where comfort, convenience, and lifestyle come together effortlessly. This well-maintained home at 738 Grand Vista Trail offers peace of mind with major updates already completed, including a new roof (2021), a one-year-old HVAC system

Tom McKnight

KELLER WILLIAMS ELITE PARTNERS III REALTY

(352) 704-3507

738 Grand Vista Trail, Leesburg, FL 34748
/20
$1,449 per month
- 2 Beds
- 2 Baths
- 1,147 Sq Ft
- Property for Rent
116 Highland Dr Unit 915, Leesburg, FL 34788

Welcome to Mid Florida Lakes, a 55+ age-qualified active and vibrant community, where you can find yourself in your dream home. We have a beautiful, brand-new 2 bed, 2 bath home for sale featuring 1,147 sq ft of beautifully designed living space. Located in Leesburg, Florida, this property offers the perfect blend of modern amenities and timeless charm. Step inside to discover a bright and open

Johanna Figueroa Mid Florida Lakes

116 Highland Dr Unit 915, Leesburg, FL 34788
/14
$339,415 Sold Mar 18, 2026

5905 Cliffbow Loop, Leesburg, FL 34748
- 4 Beds
- 2 Baths
- 1,839 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $185/SF
- 50 Days On Market
Current Estimated Value $322,000

Stanley Martin Groves at Whitemarsh - Groves At Whitemarsh

5905 Cliffbow Loop, Leesburg, FL 34748

/2
Est $240,010 Not Listed For Sale

100 N 14th St, Leesburg, FL 34748
- Built 1972
100 N 14th St, Leesburg, FL 34748

Last Sold Summary
- 4% Below List Price
- $132/SF
- 1,971 Days On Market
- Last Sold Price $249,900
- Oct 14, 2024
Last Listing Agent Jeffrey Carlino CARLINO COMMERCIAL GROUP, INC.

/47
$344,900
- 3 Beds
- 2 Baths
- 1,840 Sq Ft
333 Ranchwood Dr, Leesburg, FL 34748

Welcome to this beautiful 3-bedroom, 2-bath pond view pool home located in the desirable Pennbrooke Fairways community. Step inside to discover freshly painted walls, brand-new carpet, and neutral tile flooring, creating a bright and inviting atmosphere. The spacious kitchen offers plenty of room to cook and gather, featuring white cabinetry, a convenient breakfast bar, and a closet pantry for

Regina Rodriguez

CENTURY 21 ALTON CLARK

(352) 517-7431

333 Ranchwood Dr, Leesburg, FL 34748
/9
$1,100 per month
- 2 Beds
- 1 Bath
- 853 Sq Ft
- FOR RENT!! CUTE AND CHARMING 2 BEDROOM 1 BATH END UNIT TRIPLEX FOR RENT (MOVE IN SPECIAL)...
1015 Beecher St Unit 1015- Unit 1, Leesburg, FL 34748

Move In Special!! One end unit for rent at the Beecher Street Triplexes. This charming unit features 2 bedrooms and 1 bath with both updated Kitchen and Bath with Tile Flooring all throughout. No Carpet Anywhere. You are right in the heart of Leesburg with easy access to schools, parks, recreation and more, please feel free to drive by and familiarize yourself with the area. There is also a

1015 Beecher St Unit 1015- Unit 1, Leesburg, FL 34748
/2
$400,000 Sold Sep 18, 2025

2617 Hollow Ln, Leesburg, FL 34748
- 6 Beds
- 4 Baths
- 2,262 Sq Ft
- Built 1999
Last Sold Summary
- 4% Below List Price
- $177/SF
- 124 Days On Market
Current Estimated Value $403,924

Last Listing Agent Hanh Dinh COMPASS FLORIDA LLC

2617 Hollow Ln, Leesburg, FL 34748

/38
Not Listed For Sale

35140 Forest Lake Rd, Leesburg, FL 34788
- 3 Beds
- 2 Baths
- 1,404 Sq Ft
- Built 1994
35140 Forest Lake Rd, Leesburg, FL 34788

Last Sold Summary
- $167/SF
- 94 Days On Market
- Last Sold Price $235,000
- Dec 04, 2024
Last Listing Agent Barbara Breuer FIERCE REALTY

/12
$25,000
- 2 Beds
- 2 Baths
- 696 Sq Ft
107 Queens Dr, Leesburg, FL 34748

This charming home has a newer rubber roof and HVAC and priced to sell quickly. Split floor plan for privacy and a cozy Florida room for additional space. Gutters were recently replaced and the carport support system updated. Both bathrooms have a walk-in shower. Move in ready condition and furnished. This home will make a great winter retreat or all year-round home in paradise. Centrally located

Linda Curtis

Four Star Homes, Inc.

(352) 699-3408

107 Queens Dr, Leesburg, FL 34748
/21
$1,699 per month
- 3 Beds
- 2 Baths
- 1,460 Sq Ft
- Property for Rent
115 N Lake Dr Unit 804, Leesburg, FL 34788

Welcome to Mid Florida Lakes, a 55+ age-qualified active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand-new 3 bed, 2 bath home for sale featuring 1,460 sq ft of beautifully designed living space. Located in Leesburg, Florida, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find an open-concept floor

Johanna Figueroa Mid Florida Lakes

115 N Lake Dr Unit 804, Leesburg, FL 34788
/2
$390,000 Sold May 02, 2025

10230 Barrington Ct, Leesburg, FL 34788
- 3 Beds
- 2 Baths
- 2,286 Sq Ft
- Built 1998
Last Sold Summary
- 2% Below List Price
- $171/SF
- 43 Days On Market
Current Estimated Value $387,883

Last Listing Agent Cynthia Wheeler ERA GRIZZARD REAL ESTATE

10230 Barrington Ct, Leesburg, FL 34788

/32
Not Listed For Sale

27815 N Pelican Isle Dr, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1984
27815 N Pelican Isle Dr, Leesburg, FL 34748

Last Sold Summary
- $147/SF
- 106 Days On Market
- Last Sold Price $197,500
- Jun 28, 2024
Last Listing Agent Bill Beckett, II JEMINI REALTY CORP

/2
$140,000 Pending
- 2 Beds
- 2 Baths
- 922 Sq Ft
2305 Centennial Blvd, Leesburg, FL 34748

Two Bedroom, Two Bath half-duplex in Leesburg, convenient to shopping, dining and all major roadways.

Regina Rodriguez

CENTURY 21 ALTON CLARK

(352) 747-4780

2305 Centennial Blvd, Leesburg, FL 34748
/11
$1,750 per month
- 3 Beds
- 1 Bath
- 1,212 Sq Ft
- House for Rent
1503 Hampton Rd, Leesburg, FL 34748

Find your dream home at 1503 Hampton Road in beautiful Leesburg, FL. This completely remodeled, 3-bedroom, 1-bathroom home features an open and spacious floor plan with upgrades galore! In addition, this home features a flex space, perfect for your home office, kids play zone, extra dining or whatever your heart desires. Located in the heart of Leesburg, this home is just a short distance from a

1503 Hampton Rd, Leesburg, FL 34748
/2
$204,900 Sold Sep 30, 2025

25331 Hibiscus St, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,413 Sq Ft
- Built 1993
Last Sold Summary
- 25% Below List Price
- $145/SF
- 699 Days On Market
Current Estimated Value $214,987

Last Listing Agent Cary Fier CENTURY 21 MYERS ROSE REALTY

25331 Hibiscus St, Leesburg, FL 34748

/53
Not Listed For Sale

24813 Pine Hill, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,944 Sq Ft
- Built 1987
24813 Pine Hill, Leesburg, FL 34748

Last Sold Summary
- $115/SF
- 58 Days On Market
- Last Sold Price $223,000
- Oct 30, 2023
Last Listing Agent Adriana Skoloda RE/MAX

/54
$199,900
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
5506 Rosewall Cir, Leesburg, FL 34748

This inviting villa offers a comfortable and easy Florida lifestyle with two spacious primary suites and a desirable open, split-bedroom floor plan. Located in a gated community with exceptional amenities, the home blends practicality with the relaxed feel so many buyers seek in an active-adult setting. The kitchen features a gas range, side-by-side refrigerator, dishwasher, and a cozy breakfast

Angela Phillips

VANGIE BERRY SIGNATURE REALTY

(352) 790-4471

5506 Rosewall Cir, Leesburg, FL 34748
/6
$1,857 per month
- 2 Beds
- 2 Baths
- 1,371 Sq Ft
- House for Rent
7181 Denver Ave, Okahumpka, FL 34762

Brand New Beautiful 2 bedroom two bedroom, two bathroom "Opal" Patio Villa in the perfect location of Villages of Lake Denham and Copper Villas. Comes unfurnished as a long term lease.Fabulous location close to Sawgrass and Franklin Recreation Center and easy access to Florida turnpike.With vaulted ceilings, recessed lighting and spacious great room. Kitchen and island are very large with the

Jenna Wood LPT REALTY, LLC

7181 Denver Ave, Okahumpka, FL 34762
/2
$280,000 Sold May 21, 2025

21505 Castle View Ct, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 1,826 Sq Ft
- Built 2002
Last Sold Summary
- 12% Below List Price
- $153/SF
- 57 Days On Market
Current Estimated Value $299,072

Last Listing Agent Angie Sheridan COASTAL PROPERTIES GROUP INTERNATIONAL

21505 Castle View Ct, Leesburg, FL 34748

/31
Not Listed For Sale

34336 Island Dr, Leesburg, FL 34788
- 2 Beds
- 2 Baths
- 1,416 Sq Ft
- Built 1972
34336 Island Dr, Leesburg, FL 34788

Last Sold Summary
- $335/SF
- 30 Days On Market
- Last Sold Price $475,000
- May 24, 2023
Last Listing Agent RE Cheryl Christ SONNE REAL ESTATE INC

/8
$85,000
- Land
- 7,840 Sq Ft
- $472,222 per Acre
6405 Sunnyside Dr, Leesburg, FL 34748

Great opportunity to build a new home or restore an uninhabitable home in desirable Cisky Park in popular Sunnyside area. Lot size is 0.18 acre and has a unique access to Cisky Park with access to Lake Harris.

Regina Rodriguez

CENTURY 21 ALTON CLARK

(352) 736-8900

6405 Sunnyside Dr, Leesburg, FL 34748
/10
$1,450 per month
- 2 Beds
- 2 Baths
- 912 Sq Ft
- Townhouse for Rent
502 Paulling Dr, Leesburg, FL 34748

Beautiful 2 beds 2 baths duplex with one car garage. Beautiful new floors, fresh paint open and bright. Open kitchen with fridge, dishwasher, and stove/range. Washer and dryer hook up available in garage. Pets under 40 lbs ok with pet fee and fast 2-3 days approval. $50 application fee and $2700 to move in.

502 Paulling Dr, Leesburg, FL 34748
/2
$300,000 Sold May 28, 2025

21334 Royal Troon Dr, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,451 Sq Ft
- Built 2002
Last Sold Summary
- $207/SF
- 34 Days On Market
Current Estimated Value $302,192

Last Listing Agent Tonya Tibbetts FLORIDA PLUS REALTY, LLC

21334 Royal Troon Dr, Leesburg, FL 34748

/26
Est $263,369 Not Listed For Sale

26942 White Plains Way, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,322 Sq Ft
- Built 2017
26942 White Plains Way, Leesburg, FL 34748

Last Sold Summary
- 8% Below List Price
- $216/SF
- 101 Days On Market
- Last Sold Price $285,000
- Apr 04, 2024
Last Listing Agent Sandy Twito FLORIDA PLUS REALTY, LLC

/43
$345,000
- 4 Beds
- 2 Baths
- 1,921 Sq Ft
2536 Autumn Stream Dr, Leesburg, FL 34748

Pacious 4-Bedroom Home with Open Floor Plan and Prime Location This 4-bedroom, 2-bathroom single-family home offers 1,921 sq ft of comfortable living space with a layout designed for everyday living and entertaining. The open floor plan connects the living, dining, and kitchen areas seamlessly. The kitchen features generous cabinet storage and workspace, ideal for home cooks and busy households

JAY Caballer

HOMETRUST REALTY GROUP

(352) 580-6523

2536 Autumn Stream Dr, Leesburg, FL 34748
/29
$2,300 per month
- 3 Beds
- 2 Baths
- 1,537 Sq Ft
- House for Rent
930 Eugene Terrace, Okahumpka, FL 34762

GORGEOUS NEW BUILT FURNISHED HOME INCLUDING DISHES, LINEN, COOKWARE, AND MORE IN THE VILLAGE OF LAKE DENHAM, JUST MINUTES BY GOLF CART TO THE SAWGRASS GROVE ENTERTAINMENT COMPLEX AND MARKET, RECREATION FACILITIES & GOLF COURSES.******ONE YEAR MINIMUM LEASE.*******This amazing FURNISHED ANCHOR COTTAGE HOME features an Owners En-Suite and a separate private Guest Wing with 2 bedrooms & bathroom.

Joe Scaperotta JOE SCAPEROTTA

930 Eugene Terrace, Okahumpka, FL 34762
/2
$240,000 Sold Apr 04, 2026

5524 Astor St, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,317 Sq Ft
- Built 1996
Last Sold Summary
- 2% Below List Price
- $182/SF
- 6 Days On Market
Current Estimated Value $229,514

Last Listing Agent Betty Fitch CHARLES RUTENBERG REALTY ORLANDO

5524 Astor St, Leesburg, FL 34748

/2
Est $459,173 Not Listed For Sale

4013 Richmond Crossing, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 2,236 Sq Ft
- Built 2017
4013 Richmond Crossing, Leesburg, FL 34748

Last Sold Summary
- 9% Below List Price
- $226/SF
- 6 Days On Market
- Last Sold Price $505,000
- Dec 31, 2024
Last Listing Agent Steven Simpkins LoKation Real Estate

/42
$367,000 Pending
- 3 Beds
- 2 Baths
- 2,034 Sq Ft
20801 Queen Alexandra Dr, Leesburg, FL 34748

Under contract-accepting backup offers. Welcome to 20801 Queen Alexandra Dr. in Leesburg, Florida—a beautifully maintained 3-bedroom, 2-bath home lovingly cared for by its original owner and thoughtfully upgraded over the years. This modified YORK II floor plan offers exceptional flexibility, including a separate bonus space located just off the private courtyard—perfect for a home office,

John Yeater

SOUTHERN EXCLUSIVE REALTY CORP

(352) 660-1831

20801 Queen Alexandra Dr, Leesburg, FL 34748
/20
$1,700 per month
- 2 Beds
- 2 Baths
- 1,045 Sq Ft
- Townhouse for Rent
202 Fernwood St, Leesburg, FL 34748

Completely renovated 2 beds and 2 baths home with one car garage. New floors, new kitchen and baths, and roof was done in 2023. washer and dryer hook ups in the garage. Screening required. First month's rent and $2500 security deposit to move in.

202 Fernwood St, Leesburg, FL 34748
/2
$255,000 Sold Jul 23, 2025

27003 Racquet Cir, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 2,055 Sq Ft
- Built 1995
Last Sold Summary
- 16% Below List Price
- $124/SF
- 118 Days On Market
Current Estimated Value $270,816

Last Listing Agent Sara Sutherland COLDWELL BANKER REALTY

27003 Racquet Cir, Leesburg, FL 34748

/3
Est $52,579 Not Listed For Sale

38232 Oriole Way, Leesburg, FL 34788
- Built 1981
38232 Oriole Way, Leesburg, FL 34788

Last Sold Summary
- 62% Above List Price
- 34 Days On Market
- Last Sold Price $32,500
- Jul 10, 2024
Last Listing Agent Colleen A. Kramer DOWN HOME REALTY, LLLP

/2
$155,000 Pending
- 2 Beds
- 2 Baths
- 922 Sq Ft
2319 Centennial Blvd, Leesburg, FL 34748

Two Bedroom, Two Bath half-duplex in Leesburg, convenient to shopping, dining and all major roadways.

Regina Rodriguez

CENTURY 21 ALTON CLARK

(352) 758-3261

2319 Centennial Blvd, Leesburg, FL 34748
/2
$1,379 per month
- 2 Beds
- 1.5 Baths
- 938 Sq Ft
- Townhouse for Rent
1197 Bentley Rd Unit 3, Leesburg, FL 34748

2 months free rent! Free application Income requirement is 3 times the rent, and 600 credit score. ****Applicants who do not meet the standard credit qualification criteria may be approved with an additional deposit or higher deposit replacement amount, but may not receive promotion concessions. Does not apply to evictions.**** No evictions within the last 5 years. Credit and Background check

Elizabeth Defalco EXP REALTY LLC

1197 Bentley Rd Unit 3, Leesburg, FL 34748
/2
$337,000 Sold Jul 09, 2025

28054 Poppy Ct, Leesburg, FL 34748
- 4 Beds
- 2 Baths
- 1,840 Sq Ft
- Built 2024
Last Sold Summary
- 17% Below List Price
- $183/SF
- 128 Days On Market
Current Estimated Value $348,783

Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

28054 Poppy Ct, Leesburg, FL 34748

/12
Est $77,174 Not Listed For Sale

86 Brittany Blvd, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 864 Sq Ft
- Built 1985
86 Brittany Blvd, Leesburg, FL 34748

Last Sold Summary
- 4% Below List Price
- $93/SF
- 31 Days On Market
- Last Sold Price $80,000
- May 10, 2024
Last Listing Agent Derrick Mnick REAL BROKER, LLC

/5
$69,900
- 2 Beds
- 2 Baths
4531 Skyline Dr, Leesburg, FL 34748

This spacious 2 bedroom 2 bath home is waiting for it's new owner. It could be you!!! This home has great bones and just needs a little love. Laminate floor through out except the master bedroom. Some fresh paint and this would be a dream home. Located in a water access community to the chain of lakes. This 55+ community offers clubhouse, jacuzzi, shuffleboard courts, boat launch, nature trail

Susan Smith

Southern Charms Mobile Home Sale

(352) 725-8775

4531 Skyline Dr, Leesburg, FL 34748
/11
$1,200 per month
- 2 Beds
- 1 Bath
- 860 Sq Ft
- Condo for Rent
706 Lee St Unit 706 Lee St Apt B - TP, Leesburg, FL 34748

706 Lee St Unit 706 Lee St Apt B - TP, Leesburg, FL 34748
/2
$250,000 Sold Nov 21, 2025

11802 Ocklawaha Dr, Leesburg, FL 34788
- 3 Beds
- 2 Baths
- 1,176 Sq Ft
- Built 1990
Last Sold Summary
- 4% Above List Price
- $213/SF
- 34 Days On Market
Current Estimated Value $246,310

Last Listing Agent Lori Reisman COLDWELL BANKER VANGUARD EDGE

11802 Ocklawaha Dr, Leesburg, FL 34788

/37
Not Listed For Sale

25421 Oak Aly, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 1,558 Sq Ft
- Built 1990
25421 Oak Aly, Leesburg, FL 34748

Last Sold Summary
- $142/SF
- 0 Days On Market
- Last Sold Price $222,000
- Aug 21, 2023
Last Listing Agent Betty Fitch CHARLES RUTENBERG REALTY ORLANDO

Showing Results 401 - 440, Page 11 of 18

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