Homes for Sale Under $300K in Leesburg, FL

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.

445 homes listed under $300,000 are for sale or pending in Leesburg, FL today across 221 communities. The median asking price is $215,000, from $849 to $299,999. Listings in Leesburg without that feature have a median of $370,950. Most listings right now: Hawthorne At Leesburg A Coop (63), Plantation At Leesburg (9), Bonfire Mobile Home Village Sub (9). Updated September 11, 2026 from the MLS.

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.

Community	Homes Under $300K	New build	Median list	From
Hawthorne At Leesburg A Coop	63	0	$125,000	$74,000
Plantation At Leesburg	9	0	$179,900	$125,000
Bonfire Mobile Home Village Sub	9	0	$115,000	$64,500
Pennbrooke Fairways	8	0	$231,950	$168,900
Molokai Mhp Lt 02-Ha	8	0	$96,750	$55,000
Lake Denham Estates	7	1	$269,900	$250,000
Highland Lakes Ph 01B	5	0	$239,900	$200,000
Plantation At Leesburg Casa Del Lago	5	0	$233,000	$182,900
Plantation At Leesburg Golfview	5	0	$229,000	$213,900
Scottish Highlands	5	0	$220,000	$215,000
Lake Yale Estates	5	0	$189,000	$149,000
Leesburg Royal Oak Estates	5	0	$175,000	$127,000
Molokai Co-Op	5	0	$104,900	$89,900
Plantation At Leesburg Glen Eagle Village Tr A-E	4	0	$259,900	$214,900
Plantation At Leesburg Heron Run	4	0	$230,950	$219,900
Leesburg Hillside Manor	4	0	$184,950	$149,900
Indian Hill	4	0	$152,450	$115,000
Leesburg S Main St	4	0	$15,300	$4,800
Bentley Villas	4	0	$1,239	$1,099
Azalea Hills	4	0	$999	$849
Plantation At Leesburg Tara View	3	0	$285,000	$256,000
Western Shores	3	0	$284,000	$270,000
Royal Highlands Ph 01E	3	0	$275,000	$250,000
Stonegate At Silver Lake Sub	3	0	$269,000	$257,000
Haines Creek Heights	3	0	$268,000	$249,900
Leesburg Arlington Ridge Ph 1-C	3	0	$266,000	$259,000
Plantation At Leesburg Magnolia Point	3	0	$250,000	$230,000
Highland Lakes Ph 02A	3	0	$249,900	$225,000
Plantation At Leesburg Greentree	3	0	$229,500	$225,000
Leesburg Oakhill Park	3	0	$219,900	$174,900
Quail Ridge Estates First Add	3	0	$215,000	$199,000
Leesburg Royal Oak Estates Sub	3	0	$175,000	$160,000
Leesburg Beverly Shores	2	0	$297,325	$294,750
Silver Lake Pointe	2	2	$297,240	$294,990
Leesburg W C Wilkins 06	2	2	$297,000	$297,000
Leesburg Arlington Ridge Ph 02	2	0	$294,900	$289,900
Plantation At Leesburg Oak Tree Village	2	0	$293,950	$293,000
Plantation At Leesburg River Crest	2	0	$293,400	$286,900
Arbor Park	2	2	$290,000	$285,000
Cedar Landings Townhomes	2	2	$289,990	$289,990
Royal Highlands Ph 01D	2	0	$286,750	$274,500
Legacy Leesburg	2	0	$285,200	$274,900
Plantation At Leesburg Glendale Village	2	0	$283,750	$278,500
Leesburg Legacy Unit 03 Lt 259	2	0	$282,450	$269,900
Royal Highlands Ph 02-A Lt 1173 Orb 2040	2	0	$279,750	$279,500
Haines Lake Estates	2	0	$277,500	$275,000
Scottish Highlands Condo Ph P	2	0	$268,750	$248,500
Highland Lakes Ph 03 Tr A-G	2	0	$264,450	$249,000
Royal Highlands Ph I Sub	2	0	$262,700	$230,400
Royal Highlands Ph 01A	2	0	$259,950	$250,000
Cypress Haven Unit 01	2	0	$257,243	$234,500
Highland Lakes	2	0	$257,000	$235,000
Royal Highlands Ph 01B	2	0	$252,500	$230,000
Scottish Highlands Condo Ph B	2	0	$233,500	$215,000
Plantation At Leesburg Belle Grove	2	0	$228,000	$228,000
Shademoor Acres First Add	2	0	$221,200	$214,900
Highland Lakes Ph 01	2	0	$220,000	$215,000
Highland Lakes Ph 02D Tr A-D	2	0	$210,950	$192,000
Scottish Highlands Condo Ph U	2	0	$210,000	$175,000
Leesburg Lakewood Park	2	0	$202,199	$189,999

Also with homes under $300K for sale

Edgewood Park Add (2)
Hilltop Sub 3 (2)
Howell Park (2)
Leesburg Coach Houses At Leesbug Condo (2)
Hawthorne At Leesburg (2)
Hawthorne/Leesburg (2)
Pennbrooke Ph 01A (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)
Park Hill Sub (1)
Leesburg Legacy Leesburg Unit 06 (1)
Fox Pointe At Rivers Edge (1)
Hansons Add #1 (1)
Linwood Square Twnhms Un #1 (1)
Legacy Of Leesburg (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)
Leesburg Lagomar Shores (1)
Leesburg Legacy Of Leesburg Unit 07 (1)
Leesburg Sleepy Hollow First Add (1)
Royal Highlands Phase 1-D (1)
The Plantation At Leesburg – Sawgrass Village (1)
Overlook/Lake Griffin (1)
Leesburg Stoer Island Add 03 (1)
Groves At Whitemarsh (1)
Meadow Rdg/Grand Island Ph 2 (1)
Plantation At Leesburg Brampton Village Lt (1)
Leesburg Legacy Leesburg Unit 05 (1)
Overlook/Lk Griffin (1)
The Plantation At Leesburg Riverwalk Village (1)
Legacy/Leesburg Un 05 (1)
Pennbrooke Ph 02R Lt R23 (1)
Legacy/Leesburg Un 05 (1)
Pennbrooke Ph Ie Sub (1)
Liberty Preserve (1)
Plantation At Leesburg Hidden Oak Village Tr A (1)
Windsong/Leesburg Ph 2 (1)
Windson At Leesburg Phase Ii (1)
Leesburg Kingson Park (1)
Leesburg Birchwood Sub (1)
Pennbrooke (1)
Leesburg Whispering Pines Annex (1)
Plantation At Leesburg Sawgrass Village (1)
Pennbrooke Ph 02P Lt P1 Being In 18-19-24 (1)
Plantation At Leesburg Sable Ridge Village L (1)
Hilltop Unit #3 (1)
Leesburg (1)
Legacy Of Leesburg Unit 02 Lt 163 (1)
Leesburg Bel Mar (1)
Hilltop (1)
Pennbrooke Ph M Sub (1)
Scottish Hlnds Ph N (1)
Unincorporated (1)
Sunshine Park (1)
Scottish Highlands Condo Ph A & Aa (1)
Pennbrooke Phase 1K, Unit Iii (1)
The Plantation Of Leesburg Magnolia Point (1)
Leesburg Overlook At Lake Griffin (1)
Plantation At Leesburg Long Meadow Village (1)
Sunnicrest (1)
Chelsea Park Sub (1)
Orverlook/Lk Griffin (1)
Pennbrooke Ph 01K Unit 03 (1)
Leesburg Winframe Terrace (1)
Plantation At Leesburg River Crest Unit 01 (1)
Plantation At Leesburg Riverwalk Village (1)
Highland Lakes Ph 01A (1)
Sago Palm At Hawthorne A Cooperative (1)
Griffin Shores (1)
Plantation/Leesburg Belle Grove (1)
Leesburg Palmora Sub (1)
Royal Highlands Phase 1-B (1)
Leesburg Sunset Terrace (1)
Western Shores 2Nd Add (1)
Leesburg Wentzels Sub (1)
Plantation/Leesburg Laurel Vly (1)
Shady Dells (1)
Leesburg Bonaire Heights 02 (1)
Hilltop Sub (1)
Oakridge (1)
Royal Highlands Ph 1-D (1)
Leesburg Stoer Island Add 01 (1)
Leesburg Hampton Court (1)
Pennbrooke Ph 01H (1)
Forty Eight Estates (1)
Scottish Highlands Condo Ph J (1)
Schaeffer Sub (1)
Scottish Hlnds Condo (1)
Shangri La Shores (1)
Royal Highlands Ph 01Ca (1)
Leesburg Westside Oaks (1)
Leesburg Lsbg Realty Cos Add (1)
Plantation @ Leesburg Heron Run (1)
Hampton Court (1)
Arlington Ridge Ph 01-C (1)
Leesburg Floral Heights (1)
Leesburg Lake Griffin Park (1)
Leesburg Realty Companys Add (1)
Scottish Highlands Condo Ph O (1)
Scottish Highlands Condo Ph S (1)
Scottish Highlands Phase N Condo (1)
Scottish Highlands Condo Ph N (1)
Harlem Leesburg (1)
Royal Oak Estates 3Rd Add (1)
Leesburg Edgewater Heights (1)
Leesburg Casa Grande Manor (1)
Leesburg Woodland Park (1)
Leesburg Whispering Pines (1)
Leesburg Sherwood Highlands (1)
Plantation At Leesburg The (1)
Leesburg Jacksons Add Newtown (1)
Leesburg Beulah Heights (1)
The Plantation At Leesburg (1)
Leesburg Mc Willman Sub (1)
Scottish Highlands Condo Ph V (1)
Pennbrooke Ph 1A (1)
Bassville Park (1)
Leesburg Oak Crest (1)
Linwood Square Twnhms (1)
Lk County Florida (1)
Leesburg East Coachwood Colony Add 02 (1)
Winframe Terrace (1)
Leesburg East Coachwood Colony (1)
Leesburg Coachwood Colony Third Add (1)
Leesburg J W Lees Sub (1)
Leesburg W C Wilkins Sub (1)
Hawthorne At Leesburg A Cooperative (1)
Coach Houses/Leesburg 2D (1)
Palms Mobile Home Estates (1)
Leesburg Lake Harris Estates (1)
Hawthorne Residents Cooperativ (1)
Leesburg Brittany Estates (1)
Coachwood Colony (1)
Estates At Sunnyside Sub (1)
Sandpiper Co-Op Inc Mobile Home Park (1)
Hawthorne At Leesburg A Cooperative Unit (1)
Lake Eustis Village Park (1)
Delouest Land (1)
Leesburg Spanish Oaks Condo (1)
Leesburg Central Florida Indust Park (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

How many homes listed under $300,000 are for sale in Leesburg?

As of September 11, 2026, 445 Leesburg, FL listings whose MLS record reports an asking price under $300,000 are active or pending, across 221 communities. The count updates with every MLS refresh.

What do homes under $300K cost in Leesburg?

The median asking price today is $215,000, with listings from $849 to $299,999. Leesburg listings without that feature have a median of $370,950.

Which Leesburg community has the most homes under $300K for sale?

Hawthorne At Leesburg A Coop has the most right now (63), followed by Plantation At Leesburg (9), Bonfire Mobile Home Village Sub (9), Pennbrooke Fairways (8).

What is the monthly payment on a home under $300,000?

At today’s rates with 20% down, principal and interest on a $300,000 purchase runs in the $1,500–$1,700 a month range before taxes, insurance and any HOA; each listing page shows the property tax and fees for that home, and the true-cost calculator linked above turns them into one monthly number.

Keep exploring Leesburg

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.

Listings courtesy of Stellar MLS as distributed by MLS GRID.