Leesburg, FL Homes

/15
$9,950 Open House 3/13
- 2 Beds
- 1 Bath
- 784 Sq Ft
706 Hegstrom Rd, Leesburg, FL 34748

READ THIS!!!! LETS MAKE A DEAL- SELLER IS MOTIVATED. Many improvements to the home:Roof, Electric panel, Kitchen cabinets, subflooring and hot water tank! Chain of Lakes Waterfront Community. MUST PASS BACKGROUND, CREDIT AND INCOME CHECK. PETS UNDER 25# ONLY! 55 Plus!!! FIRST COME FIRST SERVE- NO OWNER FINANCE!!!

Lisa Skutt

Down Home Realty

(352) 405-9713

706 Hegstrom Rd, Leesburg, FL 34748
/2
$1,189 per month
- 1 Bed
- 1 Bath
- 629 Sq Ft
- Apartment for Rent
1185 Bentley Rd Unit 3, Leesburg, FL 34748

Free application Income requirement is 2.5 times the rent. No evictions within the last 5 years. Credit and Background check will be performed on all applicants. $15 for trash added to monthly invoice. Renters liability insurance required, or can be obtained through landlord at $13.50 per month. If there are pets: Non refundable pet deposit $300 per pet. Re-occurring pet fee $25 per month per

Elizabeth Defalco EXP REALTY LLC

1185 Bentley Rd Unit 3, Leesburg, FL 34748
/2
$270,000 Sold Jan 08, 2026

6436 Borg St, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 1,890 Sq Ft
- Built 1997
Last Sold Summary
- 2% Below List Price
- $143/SF
- 74 Days On Market
Current Estimated Value $272,727

Last Listing Agent Sara Sutherland COLDWELL BANKER REALTY

6436 Borg St, Leesburg, FL 34748

/44
Est $339,525 Not Listed For Sale

33940 Lincoln Rd, Leesburg, FL 34788
- 4 Beds
- 3 Baths
- 2,150 Sq Ft
- Built 1990
33940 Lincoln Rd, Leesburg, FL 34788

Last Sold Summary
- 7% Above List Price
- $147/SF
- 4 Days On Market
Last Sold Price $317,000

Last Listing Agent Logan Wilson RLW REALTY

/23
$129,247
- 2 Beds
- 2 Baths
- 850 Sq Ft
730 Cottage Park Ln, Leesburg, FL 34748

This cute 2 bed/2 bath home is waiting for you and it has a WATER VIEW! Newer Appliances, Vinyl flooring, enclosed lanai and a water view! Welcome to Pennbrooke Fairways - a 55+ gated guarded community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips!

Your 24/7 Team

MAXREV LLC

(352) 725-7994

730 Cottage Park Ln, Leesburg, FL 34748
/2
$1,189 per month
- 1 Bed
- 1 Bath
- 629 Sq Ft
- Apartment for Rent
1197 Bentley Rd Unit 1, Leesburg, FL 34748

Free application Income requirement is 2.5 times the rent. No evictions within the last 5 years. Credit and Background check will be performed on all applicants. $15 for trash added to monthly invoice. Renters liability insurance required, or can be obtained through landlord at $13.50 per month. If there are pets: Non refundable pet deposit $300 per pet. Re-occurring pet fee $25 per month per

Elizabeth Defalco EXP REALTY LLC

1197 Bentley Rd Unit 1, Leesburg, FL 34748
/2
$350,000 Sold Nov 26, 2025

4010 Richmond Crossing, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 2,287 Sq Ft
- Built 2017
Last Sold Summary
- 17% Below List Price
- $153/SF
- 60 Days On Market
Current Estimated Value $358,712

Last Listing Agent Steven Simpkins LOKATION

4010 Richmond Crossing, Leesburg, FL 34748

/31
Not Listed For Sale

25038 Clifford Hill, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,388 Sq Ft
- Built 1988
25038 Clifford Hill, Leesburg, FL 34748

Last Sold Summary
- $133/SF
- 43 Days On Market
Last Sold Price $185,000

Last Listing Agent Michelle Ritson FLORIDA REALTY INVESTMENTS

/29
$55,000 Open House 3/12
- 2 Beds
- 2 Baths
28229 County Road 33 Unit W392, Leesburg, FL 34748

RARE FIND!! 2 bedroom 2 bath home in the desired West 3 side of the community. Do not wait to call this home!! Home offers an estimated 948 square feet, 11x36 addition which is under heat and air, 13x20 carport with front and rear parking, 12x30 screen room, updated appliances, 2021 central ac, large bathroom and the owners room fits a king. Home is coming furnished and with the golf cart. Priced

Lisa Skutt

Down Home Realty

(352) 707-8324

28229 County Road 33 Unit W392, Leesburg, FL 34748
/2
$929 per month
- 1 Bath
- 288 Sq Ft
- Apartment for Rent
420 Mills St Unit 18, Leesburg, FL 34748

Free application. Income requirement is 2.5 times the rent. 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. Renters liability insurance required, or can be obtained through landlord at $13.50 per month. If there are pets: Non refundable pet deposit $300 per pet. Re-occurring

Elizabeth Defalco EXP REALTY LLC

420 Mills St Unit 18, Leesburg, FL 34748
/2
$290,000 Sold Sep 23, 2025

21125 Braveheart Dr, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 1,868 Sq Ft
- Built 2001
Last Sold Summary
- 9% Below List Price
- $155/SF
- 15 Days On Market
Current Estimated Value $297,061

Last Listing Agent Brandie Mathison-Klein KELLER WILLIAMS ELITE PARTNERS III REALTY

21125 Braveheart Dr, Leesburg, FL 34748

/2
Est $109,932 Not Listed For Sale

666 Misti Dr, Leesburg, FL 34788
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 1978
666 Misti Dr, Leesburg, FL 34788

Last Sold Summary
- $104/SF
- 12 Days On Market
Last Sold Price $110,000

Last Listing Agent Kwynn Nicholas CENTURY 21 ALTON CLARK

/29
$24,999
- 2 Beds
- 1 Bath
28229 County Road 33 Unit C15, Leesburg, FL 34748

55 PLUS COMMUNITY!! Home is in move in condition just bring your personal touches. Large addition which is all one level and has easy entry. Priced to sell and will not last long. This is first come first serve and will not be held and no owner financing!! MUST PASS CREDIT AND BACKGROUND CHECK! COMMUNITY: Welcome to Holiday RV Village a sought after fun in the sun resort community. 55 plus gated

Lisa Skutt

Down Home Realty

(352) 610-6179

28229 County Road 33 Unit C15, Leesburg, FL 34748
/2
$1,029 per month
- 1 Bed
- 1 Bath
- 576 Sq Ft
- Apartment for Rent
420 Mills St Unit 48, Leesburg, FL 34748

Application fee is free. Income requirement is 2.5 times the rent. 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. Renters liability insurance required, or can be obtained through landlord at $13.50 per month. If there are pets: Non refundable pet deposit $300 per pet.

Elizabeth Defalco EXP REALTY LLC

420 Mills St Unit 48, Leesburg, FL 34748
/2
$169,000 Sold Jun 30, 2025

175 Hibiscus Way, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,408 Sq Ft
- Built 1986
Last Sold Summary
- $120/SF
- 14 Days On Market
Current Estimated Value $165,744

Last Listing Agent Maria Crisostomo HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC.

175 Hibiscus Way, Leesburg, FL 34748

/57
Est $260,772 Not Listed For Sale

27117 White Plains Way, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
- Built 2018
27117 White Plains Way, Leesburg, FL 34748

Last Sold Summary
- $195/SF
- 93 Days On Market
Last Sold Price $260,000

Last Listing Agent Bethany Burge-Bosbous COLDWELL BANKER VANGUARD LIFESTYLE REALTY

/30
$28,500 Open House 3/12
- 1 Bed
- 1 Bath
- 372 Sq Ft
28229 County Road 33 Unit C304, 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: Kitchen remodel with

Lisa Skutt

Down Home Realty

(352) 290-5060

28229 County Road 33 Unit C304, Leesburg, FL 34748
/2
$3,300 per month
- 3 Beds
- 2 Baths
- 1,827 Sq Ft
- House for Rent
26209 Glen Eagle Dr, Leesburg, FL 34748

Beautiful home for rent on monthly basis. January - March, 2026 is unavailable.

Dawn Brooks CENTURY 21 MYERS REALTY

26209 Glen Eagle Dr, Leesburg, FL 34748
/2
$380,000 Sold Nov 13, 2025

25523 Maurepas Ln, Leesburg, FL 34748
- 3 Beds
- 2.5 Baths
- 2,675 Sq Ft
- Built 2006
Last Sold Summary
- 14% Below List Price
- $142/SF
- 185 Days On Market
Current Estimated Value $393,706

Last Listing Agent Adriana Skoloda RE/MAX PREMIER REALTY

25523 Maurepas Ln, Leesburg, FL 34748

/39
Est $282,673 Not Listed For Sale

208 Goldie St, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 1,545 Sq Ft
- Built 2016
208 Goldie St, Leesburg, FL 34748

Last Sold Summary
- 7% Below List Price
- $197/SF
- 55 Days On Market
Last Sold Price $305,000

Last Listing Agent EMMA REICHERT LPT REALTY, LLC

/36
$149,000
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
100 Azalea Ct, Leesburg, FL 34788

Beautiful updated lake front home with stunning water views! Enjoy relaxing on the screened-in leisure porch overlooking the pond. . Wonderful open layout, elongated carport, and modern finishes throughout. Located in a very active park with many amenities - perfect for lakeside living and vibrant community life! 55+ community. This gorgeous home boasts 1248 square feet of living space not to

Joanne Galyean

WEICHERT REALTORS HALLMARK PROPERTIES

(352) 450-5420

100 Azalea Ct, Leesburg, FL 34788
/2
$3,000 per month
- 3 Beds
- 2 Baths
- 1,761 Sq Ft
- House for Rent
25121 Meriweather Rd, Leesburg, FL 34748

Beautiful turnkey furnished monthly rental available in the desirable Plantation at Leesburg. Three bedrooms, two baths, screened lanai.

Dawn Brooks CENTURY 21 MYERS REALTY

25121 Meriweather Rd, Leesburg, FL 34748
/2
$473,000 Sold Nov 12, 2025

6824 Serpent Hawk Ln, Groveland, FL 34737
- 5 Beds
- 3 Baths
- 2,755 Sq Ft
- Built 2025
Last Sold Summary
- $172/SF
- 63 Days On Market
Current Estimated Value $463,000

Last Listing Agent Stephen Wood TRINITY FAMILY BUILDERS LLC

6824 Serpent Hawk Ln, Groveland, FL 34737

/2
Not Listed For Sale

37636 Quail Ridge Cir, Leesburg, FL 34788
- 3 Beds
- 2 Baths
- 1,188 Sq Ft
- Built 2000
37636 Quail Ridge Cir, Leesburg, FL 34788

Last Sold Summary
- $130/SF
- 71 Days On Market
Last Sold Price $155,000

Last Listing Agent Lori Reisman COLDWELL BANKER VANGUARD EDGE

/35
$185,000 Pending
- 3 Beds
- 2 Baths
- 1,388 Sq Ft
4618 Destrehan, Leesburg, FL 34748

Under contract-accepting backup offers. 55 plus community, no lot rent.Make this charmer your winter get away or retirement home. The front glassed in porch is a favorite of the seller as it has a view of the golf course and overlooks the front yard. Master bedroom is very spacious with two closets. 2 bedrooms,2 baths plus a spacious hobby or craft room. Although the interior is "vintage" it is

Sandy Twito

FLORIDA PLUS REALTY, LLC

(352) 744-8042

4618 Destrehan, Leesburg, FL 34748
/2
$1,029 per month
- 1 Bed
- 1 Bath
- 576 Sq Ft
- Apartment for Rent
420 Mills St Unit 6, Leesburg, FL 34748

Application fee is free. Income requirement is 2.5 times the rent. 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. Renters liability insurance required, or can be obtained through landlord at $13.50 per month. If there are pets: Non refundable pet deposit $300 per pet.

Elizabeth Defalco EXP REALTY LLC

420 Mills St Unit 6, Leesburg, FL 34748
/2
$325,000 Sold Apr 08, 2025

25619 Maurepas Ln, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,878 Sq Ft
- Built 2006
Last Sold Summary
- 10% Below List Price
- $173/SF
- 45 Days On Market
Current Estimated Value $326,543

Last Listing Agent Adriana Skoloda RE/MAX PREMIER REALTY

25619 Maurepas Ln, Leesburg, FL 34748

/61
Not Listed For Sale

25608 Oak Aly, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,731 Sq Ft
- Built 1987
25608 Oak Aly, Leesburg, FL 34748

Last Sold Summary
- $116/SF
- 5 Days On Market
Last Sold Price $200,000

Last Listing Agent Sandy Kelly Holewinski SANDY KELLY REALTY LLC

/28
$149,900 Pending
- 4 Beds
- 2 Baths
- 1,728 Sq Ft
28803 Hubbard St, Leesburg, FL 34748

Under contract-accepting backup offers. 1999 triple-wide, 1728 sq ft on 0.34 acres. No HOA, Lake Harris access with boat ramp two houses away. Plenty of room to store your boat and other toys. Features 2020 AC, 2023 roof, wood-burning fireplace/chimney in good condition, new water filtration system. On well and septic with an additional unused septic system. Four spacious bedrooms, stunning

Judson Osbon

RE/MAX PRIME PROPERTIES

(352) 725-5495

28803 Hubbard St, Leesburg, FL 34748
/2
$929 per month
- 1 Bath
- 288 Sq Ft
- Apartment for Rent
420 Mills St Unit 11, Leesburg, FL 34748

Application fee is free. Income requirement is 2.5 times the rent. 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. Renters liability insurance required, or can be obtained through landlord at $13.50 per month. If there are pets: Non refundable pet deposit $300 per pet.

Elizabeth Defalco EXP REALTY LLC

420 Mills St Unit 11, Leesburg, FL 34748
/2
$295,000 Sold Jun 20, 2025

721 Old Oaks Ln, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 1,869 Sq Ft
- Built 2004
Last Sold Summary
- $158/SF
- 0 Days On Market
Current Estimated Value $292,406

Last Listing Agent Corinne Defilippis EXP REALTY LLC

721 Old Oaks Ln, Leesburg, FL 34748

/2
Not Listed For Sale

711 W Coach N Four Dr, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1981
711 W Coach N Four Dr, Leesburg, FL 34748

Last Sold Summary
- $157/SF
- 89 Days On Market
Last Sold Price $157,900

Last Listing Agent Joan Defoe MORRIS REALTY AND INVESTMENTS

/69
$475,000
- 4 Beds
- 2.5 Baths
- 2,318 Sq Ft
26812 Augusta Springs Cir, Leesburg, FL 34748

Fantastic Gated Golf Community for Active 55+ Living!This home offers a unique and versatile layout, featuring 4 bedrooms, or 3 bedrooms plus an office/study, an uncommon find in a 55+ community! Enjoy the flexibility to create the perfect space for guests, hobbies, or a quiet workspace, all within a premier golf community known for its beautiful surroundings and resort-style amenities. This

Nancy McCloskey

WATSON REALTY CORP

(352) 802-3903

26812 Augusta Springs Cir, Leesburg, FL 34748
/2
$1,029 per month
- 1 Bed
- 1 Bath
- 576 Sq Ft
- Apartment for Rent
420 Mills St Unit 35, Leesburg, FL 34748

Application fee is free. Income requirement is 2.5 times the rent. 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. Renters liability insurance required, or can be obtained through landlord at $13.50 per month. If there are pets: Non refundable pet deposit $300 per pet.

Elizabeth Defalco EXP REALTY LLC

420 Mills St Unit 35, Leesburg, FL 34748
/2
$102,000 Sold Aug 29, 2025

141 Hibiscus Way, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,134 Sq Ft
- Built 1983
Last Sold Summary
- 21% Below List Price
- $90/SF
- 85 Days On Market
Current Estimated Value $101,257

Last Listing Agent Maria Crisostomo HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC.

141 Hibiscus Way, Leesburg, FL 34748

/9
Est $192,333 Not Listed For Sale

34806 S Haines Creek Rd, Leesburg, FL 34788
- 2 Beds
- 2 Baths
- 1,482 Sq Ft
- Built 1986
34806 S Haines Creek Rd, Leesburg, FL 34788

Last Sold Summary
- 92% Above List Price
- $67/SF
- 182 Days On Market
Last Sold Price $100,000

Last Listing Agent April Feeser REALHOME SERVICE & SOLUTIONS INC

/37
$315,247
- 3 Beds
- 2 Baths
- 1,902 Sq Ft
33122 Meadow Side Ct, Leesburg, FL 34748

STUNNING AND METICULOUSLY MAINTAINED GOLF CART HOME WITH AN ENCLOSED LANAI AND PRIVACY! WELCOME HOME! This beautiful home is Move In Ready! So much this home offers..... knock down ceilings, plantation shutters, laminate flooring in Living Room/Dining Room, enclosed lanai (with triple door sliders) under heat/air, oversize birdcage, walk in shower in guest bath and master, and just wait until you

Your 24/7 Team

MAXREV LLC

(352) 781-4471

33122 Meadow Side Ct, Leesburg, FL 34748
/2
$929 per month
- 1 Bath
- 288 Sq Ft
- Apartment for Rent
420 Mills St Unit 14, Leesburg, FL 34748

Application fee is free. Income requirement is 2.5 times the rent. 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. Renters liability insurance required, or can be obtained through landlord at $13.50 per month. If there are pets: Non refundable pet deposit $300 per pet.

Elizabeth Defalco EXP REALTY LLC

420 Mills St Unit 14, Leesburg, FL 34748
/28
Sold Feb 18, 2026

33147 Dockside Ln Unit 148, Leesburg, FL 34788
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Built 1988
Last Sold Summary
- 73 Days On Market
Last Listing Agent Sandra Bergman Cove Communities

33147 Dockside Ln Unit 148, Leesburg, FL 34788

/27
Not Listed For Sale

212 Westwood Dr, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 768 Sq Ft
- Built 1989
212 Westwood Dr, Leesburg, FL 34748

Last Sold Summary
- $208/SF
- 1 Day On Market
Last Sold Price $159,900

Last Listing Agent Joe Hamblin CENTURY 21 ALTON CLARK

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