Homes for Sale Under $300K in Leesburg, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated October 2, 2026

This page tracks every Leesburg listing with an asking price under $300,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.

459 homes listed under $300,000 are for sale or pending in Leesburg, FL today across 237 communities. The median asking price is $219,900, from $849 to $299,999. Listings in Leesburg without that feature have a median of $369,511. Most listings right now: Hawthorne At Leesburg A Coop (57), Arbor Park (11), Lake Denham Estates (10). Updated October 2, 2026 from the MLS.

First-time buyers: what Leesburg costs at the entry level

205 active single-family homes, townhomes and condos at or below $300,000 — median $250,000, about $1,572/mo principal & interest at 6.95% with 5% down. Live from the MLS, refreshed nightly.

Newest homes under $300K in Leesburg

$232,900 New

3 bd · 2 ba · 1,632 sq ft · built 1959

509 Scenic Street, 34748

Listing courtesy of MAINSTAY BROKERAGE LLC

$249,900 New

2 bd · 2 ba · 1,571 sq ft · built 2000

911 Grand Vista Trail, 34748

Listing courtesy of RIGHT REALTY CONNECTION, INC.

$260,000 New

3 bd · 2 ba · 1,751 sq ft · built 2004

4431 Nottoway Drive, 34748

Plantation At Leesburg Nottoway Village

Listing courtesy of EXIT REALTY TRI-COUNTY

$285,900 New

3 bd · 2 ba · 1,858 sq ft · built 1998

4617 Manor View Drive, 34748

Plantation At Leesburg Manor View Village

Listing courtesy of VERMEULEN REALTY

$292,000 New

2 bd · 3 ba · 1,452 sq ft · built 1978

34205 Radio Road, 34788

Golfview

Listing courtesy of LEGACY REAL ESTATE INVESTMENT

$69,900 New

2 bd · 2 ba · 1,134 sq ft · built 1979

500 Newell Hill Road #105B, 34748

Leesburg Chesterbrook 02 Condo

Listing courtesy of SUNBELT HOME REALTY, INC.

$82,500 New

3 bd · 2 ba · 1,413 sq ft · built 1980

500 Newell Hill Road #108D, 34748

Leesburg Chesterbrook 02 Condo

Listing courtesy of MORRIS REALTY AND INVESTMENTS

$115,000 New

2 bd · 2 ba · 1,062 sq ft · built 1972

723 Perkins Street #200, 34748

Leesburg Oakhurst At Leesburg Condo

Listing courtesy of MOBED REALTY, P.A.

$144,900 New

3 bd · 1 ba · 1,196 sq ft · built 1949

1607 Center Street, 34748

Listing courtesy of ERA GRIZZARD REAL ESTATE

$150,000 New

2 bd · 2 ba · 988 sq ft · built 1978

2203 Butler Street, 34748

Listing courtesy of PARRISH REALTY GROUP INC

$160,000 New

3 bd · 1 ba · 966 sq ft · built 1993

902 Talladega Street, 34748

Listing courtesy of ERA GRIZZARD REAL ESTATE

$175,000 New

2 bd · 2.5 ba · 1,288 sq ft · built 1990

2920 Pecan Avenue, 34748

Leesburg Royal Oak Estates

Listing courtesy of WRA BUSINESS & REAL ESTATE

$197,500 New

3 bd · 1 ba · 912 sq ft · built 1963

1406 Pembrook Drive, 34748

Leesburg Sherwood Highlands

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO

$199,999 New

4 bd · 2 ba · 2,091 sq ft · built 1958

2508 Stoer Island Drive, 34748

Listing courtesy of CENTURY 21 ALTON CLARK

$204,750 New

3 bd · 1 ba · 925 sq ft · built 1961

1317 Braebury Drive, 34748

Leesburg Hampton Court

Listing courtesy of MAINSTAY BROKERAGE LLC

$205,000 New

3 bd · 2 ba · 1,314 sq ft · built 1990

2008 Tweed Court, 34788

Scottish Highlands

Listing courtesy of LIFESTYLE INTERNATIONAL REALTY

$225,000 New

2 bd · 2 ba · 1,479 sq ft · built 1989

2311 Bonnie View Court, 34788

Scottish Highlands

Listing courtesy of ERA GRIZZARD REAL ESTATE

$225,000 New

2 bd · 2 ba · 1,152 sq ft · built 1984

62 Aberdeen Circle, 34788

Listing courtesy of WEICHERT REALTORS HALLMARK PRO

$227,500 New

2 bd · 2 ba · 1,092 sq ft · built 1988

32911 Forest Avenue, 34788

Shademoor Acres

Listing courtesy of ALL FLORIDA PROPERTY GROUP,INC

$234,500 New

2 bd · 1 ba · 936 sq ft · built 1966

10345 N Haines Creek Road, 34788

Listing courtesy of KELLER WILLIAMS HERITAGE REALTY

$239,900 New

3 bd · 2 ba · 1,685 sq ft · built 1991

1032 Scotch Pine Court, 34788

Scottish Highlands

Listing courtesy of ERA GRIZZARD REAL ESTATE

$253,270 New

3 bd · 2 ba · 1,634 sq ft · built 1971

1503 Moss Avenue, 34748

Griffin Shores

Listing courtesy of LOKATION

$264,900 New

3 bd · 2 ba · 1,632 sq ft · built 2007

2208 Nicollett Way, 34748

Leesburg Overlook At Lake Griffin

Listing courtesy of ENTERA REALTY LLC

$274,000 New

3 bd · 2 ba · 1,600 sq ft · built 1962

1332 Lee Court, 34748

Leesburg Beverly Shores

Listing courtesy of VANGIE BERRY SIGNATURE REALTY

$275,500 New

2 bd · 2 ba · 1,871 sq ft · built 1999

26958 Honeymoon Avenue, 34748

Legacy Leesburg

Listing courtesy of ERA GRIZZARD REAL ESTATE

$279,000 New

3 bd · 2 ba · 2,017 sq ft · built 1994

26744 Racquet Circle, 34748

Highland Lakes

Listing courtesy of FLORIDA PLUS REALTY, LLC

$279,900 New

3 bd · 2 ba · 1,484 sq ft · built 2022

29923 Anahid Dr, 34748

Lake Denham Estates

Listing courtesy of OLYMPUS EXECUTIVE REALTY INC

$284,900 New

3 bd · 2 ba · 1,645 sq ft · built 2020

29496 Caspian Street, 34748

Lake Denham Estates

Listing courtesy of REAL BROKER, LLC

$289,000 New

3 bd · 2 ba · 1,477 sq ft · built 2006

27111 Nostalgia Drive, 34748

legacy/leesburg

Listing courtesy of HOGAN REALTY GROUP INC

$295,000 New

3 bd · 2 ba · 1,436 sq ft · built 1963

1601 N Normandy Way, 34748

Leesburg Normandy Wood

Listing courtesy of FOUR STAR HOME BROKERS, INC.

What the payment looks like

Purchase price	P&I at 6.95%, 5% down	P&I, 20% down	Cash to close at 5% down (est.)
$150,000	$943	$794	$12,000
$200,000	$1,258	$1,059	$16,000
$250,000	$1,572	$1,324	$20,000
$300,000	$1,887	$1,589	$24,000

Estimates only; taxes, insurance, HOA and mortgage insurance are on top. Closing costs assumed at 3%.

Down-payment assistance in Lake County · First-time buyer guide

Leesburg homes under $300K by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale. The 60 communities with the most homes under $300K listed are tabled; the rest follow.

Also with homes under $300K for sale

• Scottish Highlands Condo Ph A & Aa (2)
• Scottish Highlands Condo Ph U (2)
• Plantation At Leesburg Belle Grove (2)
• Leesburg Lakewood Park (2)
• Leesburg Oakhill Park (2)
• Hilltop Sub 3 (2)
• Leesburg East Coachwood Colony (2)
• Hawthorne/Leesburg (2)
• Brittany Estates (2)
• Leesburg Chesterbrook 02 Condo (2)
• Greenleaf Business Centre (2)
• Lake Griffin Reserve (2)
• Leesburg Shademoor Acres Lts 08 09 10 11 Orb (2)
• Walnut Ridge (2)
• Leesburg Sunshine Park (1)
• Heritage-The Cottages Of Sanders Grove (1)
• Fox Pointe At Rivers Edge (1)
• Hansons Add #1 (1)
• Linwood Square Twnhms Un #1 (1)
• Legacy Of Leesburg (1)
• Plantation At Leesburg River Crest Unit 02 (1)
• Silver Lake Estates (1)
• Lanier (1)
• Plantation At Leesburg Ashland Village (1)
• Leesburg L R M C Professional Office 01 (1)
• Windsong At Leesburg (1)
• Meadow Ridge Of Grand Island Phase 2 (1)
• Leesburg Lagomar Shores (1)
• Leesburg Legacy Of Leesburg Unit 07 (1)
• Leesburg Sleepy Hollow First Add (1)
• Overlook/Lake Griffin (1)
• Royal Highlands Phase 1-D (1)
• Leesburg Normandy Wood (1)
• Arlington Ridge Ph 1-C (1)
• Leesburg Stoer Island Add 03 (1)
• Golfview Sub (1)
• Golfview Sub (1)
• Groves At Whitemarsh (1)
• Meadow Rdg/Grand Island Ph 2 (1)
• Park Hill Sub (1)
• Plantation At Leesburg Brampton Village Lt (1)
• Leesburg Legacy Leesburg Unit 05 (1)
• Overlook/Lk Griffin (1)
• Legacy/Leesburg Un 05 (1)
• Pennbrooke Ph 02R Lt R23 (1)
• Plantation At Leesburg Manor View Village (1)
• The Plantation At Leesburg Riverwalk Village (1)
• Windsong/Leesburg Ph 2 (1)
• The Plantation At Leesburg – Sawgrass Village (1)
• Leesburg Legacy Leesburg Unit 06 (1)
• Windson At Leesburg Phase Ii (1)
• Leesburg Kingson Park (1)
• Leesburg Birchwood Sub (1)
• Leesburg Whispering Pines Annex (1)
• Plantation At Leesburg Sawgrass Village (1)
• Pennbrooke Ph 02P Lt P1 Being In 18-19-24 (1)
• Legacy/Leesburg Un 05 (1)
• Plantation At Leesburg Sable Ridge Village L (1)
• Pennbrooke (1)
• Legacy Of Leesburg Unit 02 Lt 163 (1)
• Hilltop Unit #3 (1)
• Leesburg (1)
• Edgewood Park (1)
• Leesburg Bel Mar (1)
• Hilltop (1)
• Pennbrooke Ph M Sub (1)
• Scottish Hlnds Ph N (1)
• Unincorporated (1)
• Sunshine Park (1)
• Pennbrooke Phase 1K, Unit Iii (1)
• The Plantation Of Leesburg Magnolia Point (1)
• Leesburg Overlook At Lake Griffin (1)
• Plantation At Leesburg Nottoway Village (1)
• Plantation At Leesburg Long Meadow Village (1)
• Chelsea Park Sub (1)
• Orverlook/Lk Griffin (1)
• Pennbrooke Ph 01K Unit 03 (1)
• Plantation At Leesburg Riverwalk Village (1)
• Sago Palm At Hawthorne A Cooperative (1)
• Leesburg Winframe Terrace (1)
• Griffin Shores (1)
• Scottish Highlands Condo Ph B (1)
• Leesburg Palmora Sub (1)
• Sunnicrest (1)
• Royal Highlands Phase 1-B (1)
• Sunnicrest Sub (1)
• Leesburg Sunset Terrace (1)
• Western Shores 2Nd Add (1)
• Plantation/Leesburg Belle Grove (1)
• Leesburg Wentzels Sub (1)
• Highland Lakes Ph 01A (1)
• Shady Dells (1)
• New Bradford Mobile Home Estates (1)
• Hilltop Sub (1)
• Royal Highlands Ph 1-D (1)
• Leesburg Stoer Island Add 01 (1)
• Plantation/Leesburg Laurel Vly (1)
• Pennbrooke Ph 01H (1)
• Oakridge (1)
• Leesburg Bonaire Heights 02 (1)
• Scottish Highlands Condo Ph W (1)
• Shangri La Shores (1)
• Royal Highlands Ph 01Ca (1)
• Scottish Highlands Phase A& Aa Condo (1)
• Plantation @ Leesburg Heron Run (1)
• Leesburg Westside Oaks (1)
• Forty Eight Estates (1)
• Leesburg Lake Griffin Park (1)
• Scottish Highlands Condo Ph O (1)
• Leesburg Floral Heights (1)
• Hampton Court (1)
• Schaeffer Sub (1)
• Scottish Hlnds Condo (1)
• Harlem Leesburg (1)
• Scottish Highlands Condo Ph T (1)
• Leesburg Edgewater Heights (1)
• Leesburg Lsbg Realty Cos Add (1)
• Leesburg Casa Grande Manor (1)
• Leesburg Stoer Island (1)
• Leesburg School View (1)
• Arlington Ridge Ph 01-C (1)
• Leesburg Whispering Pines (1)
• Leesburg Sherwood Highlands (1)
• Leesburg Beulah Heights (1)
• Scottish Highlands Condo Ph K (1)
• Edgewood Park Add (1)
• Leesburg Jacksons Add Newtown (1)
• Leesburg Realty Companys Add (1)
• The Plantation At Leesburg (1)
• Bassville Park (1)
• Leesburg Oak Crest (1)
• Leesburg Mc Willman Sub (1)
• Pennbrooke Ph 1A (1)
• Howell Park (1)
• Lk County Florida (1)
• Liberia (1)
• Selma Homesites (1)
• East Coachwood Colony 1St Add (1)
• Linwood Square Twnhms (1)
• Leesburg Schaeffer Sub (1)
• Leesburg Coach Houses At Leesbug Condo (1)
• Winframe Terrace (1)
• Leesburg Coachwood Colony Third Add (1)
• Leesburg East Coachwood Colony Add 02 (1)
• Leesburg J W Lees Sub (1)
• Leesburg W C Wilkins Sub (1)
• Coach Houses/Leesburg 2D (1)
• Hawthorne At Leesburg A Cooperative (1)
• Leesburg Lake Harris Estates (1)
• Hawthorne At Leesburg (1)
• Hawthorne Residents Cooperativ (1)
• Leesburg Brittany Estates (1)
• Palms Mobile Home Estates (1)
• Leesburg Oakhurst At Leesburg Condo (1)
• Coachwood Colony (1)
• Estates At Sunnyside Sub (1)
• Sandpiper Co-Op Inc Mobile Home Park (1)
• Hawthorne At Leesburg A Cooperative Unit (1)
• Leesburg Coachwood Colony 2Nd Add (1)
• Lake Eustis Village Park (1)
• Delouest Land (1)
• Leesburg Spanish Oaks Condo (1)
• Leesburg Central Florida Indust Park (1)
• Leesburg Chesterbrook 02 Condo Ph 01 (1)
• Hubbard Sub (1)
• Leesburg Chesterbrook Condo (1)
• West Pointe Commerce Center (1)
• Brittany Estates Sub (1)
• Chesterbrook 2 Condo (1)
• Schoolview Sub (1)
• Palm Shores Rv Resort Lt 136 Amd (1)
• Royal Oak Estates Fifth Add (1)
• Leesburg Gamble Cottrell (1)
• Century Ests (1)
• Leesburg Palmora Green Sub (1)
• Emerald Greens Ph Iii Sub (1)
• Shademoor Acres Add 01 (1)

What under $300,000 buys and what to check

In this price band the differences between listings are usually age, size and condition rather than location alone, so read each listing’s year built, square footage and property type (a condo or manufactured home and a single-family home can sit at the same price with very different monthly costs). Budget the full monthly number, not the price: taxes, insurance, and HOA or CDD fees are all on each listing page, and our true cost of ownership calculator puts them into one figure. Insurance quotes on older roofs and older electrical can change which of two similar homes is actually cheaper.

Questions to ask about any listing in this band

How old is the roof, and will insurers write it? Is there a four-point inspection on file? What did the seller pay for insurance last year? In a condo, what are the dues, is there a special assessment or milestone inspection pending, and what do the reserves look like? Is the price a recent reduction, and how long has it been listed? A local agent who works the area will know which communities in this band have the fewest surprises at inspection.

Common questions

Keep exploring Leesburg

• All homes for sale in Leesburg
• Leesburg ZIP codes with prices
• Leesburg pool homes
• Leesburg waterfront homes
• Leesburg golf course homes
• Leesburg gated community homes
• Leesburg 4-bedroom homes
• Leesburg homes $300K–$500K
• Homes Under $300K in every city

Homes Under $300K in nearby Lake County cities

• Tavares homes under $300K (131 for sale)
• Clermont homes under $300K (112 for sale)
• Lady Lake homes under $300K (101 for sale)
• Eustis homes under $300K (99 for sale)
• Mount Dora homes under $300K (66 for sale)
• Fruitland Park homes under $300K (48 for sale)
• Groveland homes under $300K (41 for sale)
• Astor homes under $300K (26 for sale)

Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Leesburg, FL whose MLS record reports an asking price under $300,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.