Homes for Sale Under $300K in Maitland, FL

This page tracks every Maitland 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.

42 homes listed under $300,000 are for sale or pending in Maitland, FL today across 16 communities. The median asking price is $186,900, from $1,575 to $299,000. Listings in Maitland without that feature have a median of $680,000. Most listings right now: Carrington Park A Condo (16), Park Lake Twnhs (6), Visconti East (4). Updated October 20, 2026 from the MLS.

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

32 active single-family homes, townhomes and condos at or below $300,000 — median $189,450, about $1,246/mo principal & interest at 7.40% with 5% down. Live from the MLS, refreshed nightly.

Newest homes under $300K in Maitland

488 Banyon Tree Circle #206, starter home for sale in Maitland
$75,000 New
2 bd · 1 ba · 1,051 sq ft · built 1973
488 Banyon Tree Circle #206, 32751
Listing courtesy of COLDWELL BANKER REALTY
1275 Lake Shadow Circle #13107, starter home for sale in Maitland
$164,900
1 bd · 1 ba · 672 sq ft · built 2000
1275 Lake Shadow Circle #13107, 32751
Visconti West
Listing courtesy of SHAWFIELD REALTY GROUP
2517 Caper Lane #207, starter home for sale in Maitland
$105,000
1 bd · 1 ba · 550 sq ft · built 1973
2517 Caper Lane #207, 32751
Listing courtesy of LPT REALTY, LLC
508 Banyon Tree Circle #200, starter home for sale in Maitland
$149,900
2 bd · 2 ba · 1,206 sq ft · built 1973
508 Banyon Tree Circle #200, 32751
Listing courtesy of SLOANE REALTY, LLC
559 Flemming Way #203, starter home for sale in Maitland
$108,000
1 bd · 1 ba · 550 sq ft · built 1973
559 Flemming Way #203, 32751
Listing courtesy of MIAMI TANGO INVESTMENTS REALTY
2308 Haywood Court #100, starter home for sale in Maitland
$215,000
3 bd · 2 ba · 1,612 sq ft · built 1973
2308 Haywood Court #100, 32751
Listing courtesy of MY FLORIDA HOME CENTER REAL ESTATE
2520 Caper Lane #204, starter home for sale in Maitland
$130,000
1 bd · 1 ba · 759 sq ft · built 1973
2520 Caper Lane #204, 32751
Listing courtesy of AXEN REALTY, LLC
2637 Legacy Villas Drive #2637, starter home for sale in Maitland
$200,000
2 bd · 2 ba · 1,280 sq ft · built 2000
2637 Legacy Villas Drive #2637, 32751
Visconti East
Listing courtesy of EXP REALTY SOUTH LLC
856 Park Lake Circle #51, starter home for sale in Maitland
$228,000
2 bd · 1.5 ba · 1,353 sq ft · built 1972
856 Park Lake Circle #51, 32751
Park Lake Townhouses
Listing courtesy of COLDWELL BANKER REALTY
1150 Lake Shadow Circle #3305, starter home for sale in Maitland
$175,000
2 bd · 2 ba · 1,048 sq ft · built 2000
1150 Lake Shadow Circle #3305, 32751
Visconti East
Listing courtesy of EXP REALTY SOUTH LLC
2305 Haywood Court #203, starter home for sale in Maitland
$184,900
2 bd · 2 ba · 1,206 sq ft · built 1973
2305 Haywood Court #203, 32751
Listing courtesy of CORCORAN PREMIER REALTY
416 Banyon Tree Circle #108, starter home for sale in Maitland
$250,000
3 bd · 2 ba · 1,406 sq ft · built 1973
416 Banyon Tree Circle #108, 32751
Listing courtesy of FORTEX REALTY INC
1475 Lake Shadow Circle #6105, starter home for sale in Maitland
$219,900
2 bd · 2 ba · 1,048 sq ft · built 2000
1475 Lake Shadow Circle #6105, 32751
Visconti East
Listing courtesy of KUNERT REALTY INC
895 Park Lake Circle #75, starter home for sale in Maitland
$179,900
2 bd · 1.5 ba · 1,353 sq ft · built 1972
895 Park Lake Circle #75, 32751
Park Lake Townhouses
Listing courtesy of DAPORE REALTY INC
1711 Grove Street #519, starter home for sale in Maitland
$239,000
2 bd · 2 ba · 1,087 sq ft · built 1974
1711 Grove Street #519, 32751
Park Lake Villas Condo
Listing courtesy of BEYCOME OF FLORIDA LLC
820 Park Lake Circle #11, starter home for sale in Maitland
$224,900
2 bd · 1.5 ba · 1,432 sq ft · built 1972
820 Park Lake Circle #11, 32751
Park Lake Townhouses
Listing courtesy of COMPASS FLORIDA LLC
1100 Lake Shadow Circle #2103, starter home for sale in Maitland
$219,900
2 bd · 2 ba · 1,048 sq ft · built 2000
1100 Lake Shadow Circle #2103, 32751
Visconti East
Listing courtesy of KUNERT REALTY INC
1140 S Orlando Avenue #E1, starter home for sale in Maitland
$287,000
2 bd · 1 ba · 816 sq ft · built 1971
1140 S Orlando Avenue #E1, 32751
Lake Maitland Terrace Apartments
Listing courtesy of KELLER WILLIAMS WINTER PARK
812 Park Lake Circle #7, starter home for sale in Maitland
$299,000
3 bd · 2.5 ba · 1,565 sq ft · built 1972
812 Park Lake Circle #7, 32751
Park Lake Townhouses
Listing courtesy of TRIDENT REALTY
603 Waverly Lane #405B, starter home for sale in Maitland
$249,500
3 bd · 2.5 ba · 1,328 sq ft · built 1980
603 Waverly Lane #405B, 32751
PARK LAKE GROVE Condo
Listing courtesy of SANDRONI HOLDINGS REAL ESTATE LLC
2329 Coawood #103, starter home for sale in Maitland
$140,000
2 bd · 2 ba · 1,206 sq ft · built 1973
2329 Coawood #103, 32751
Listing courtesy of NEXTHOME SUNSHINE REALTY
916 Park Lake Circle #34, starter home for sale in Maitland
$235,000
3 bd · 3 ba · 1,496 sq ft · built 1972
916 Park Lake Circle #34, 32751
Park Lake Townhouses
Listing courtesy of DON ASHER & ASSOCIATES, INC.
1140 S Orlando Avenue #E11, starter home for sale in Maitland
$188,900
1 bd · 1 ba · 612 sq ft · built 1971
1140 S Orlando Avenue #E11, 32751
Lake Maitland Terrace Apartments
Listing courtesy of IAD REAL ESTATE
1440 Lake Shadow Circle #8201, starter home for sale in Maitland
$174,900
2 bd · 2 ba · 1,111 sq ft · built 2000
1440 Lake Shadow Circle #8201, 32751
Visconti West
Listing courtesy of COLDWELL BANKER REALTY
2847 Shadow View Circle #2847, starter home for sale in Maitland
$199,000
2 bd · 2 ba · 1,280 sq ft · built 2000
2847 Shadow View Circle #2847, 32751
Visconti East
Listing courtesy of MARKET CONNECT REALTY LLC
1140 S Orlando Avenue #E2, starter home for sale in Maitland
$182,900
1 bd · 1 ba · 612 sq ft · built 1971
1140 S Orlando Avenue #E2, 32751
Lake Maitland Terrace Apartments
Listing courtesy of METRO CITY REALTY
444 Banyon Tree Circle #202, starter home for sale in Maitland
$239,900
3 bd · 2 ba · 1,428 sq ft · built 1973
444 Banyon Tree Circle #202, 32751
Listing courtesy of THE KEYES COMPANY
1100 Lake Shadow Circle #2307, starter home for sale in Maitland
$190,000
2 bd · 2 ba · 1,111 sq ft · built 2000
1100 Lake Shadow Circle #2307, 32751
Visconti West
Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES
2422 Branch Way #100, starter home for sale in Maitland
$109,000
1 bd · 1 ba · 550 sq ft · built 1973
2422 Branch Way #100, 32751
Listing courtesy of MIAMI TANGO INVESTMENTS REALTY
2517 Caper Lane #205, starter home for sale in Maitland
$120,000
1 bd · 1 ba · 550 sq ft · built 1973
2517 Caper Lane #205, 32751
Listing courtesy of MAYOLET REALTY LLC

What the payment looks like

Purchase priceP&I at 7.40%, 5% downP&I, 20% downCash to close at 5% down (est.)
$150,000$987$831$12,000
$200,000$1,316$1,108$16,000
$250,000$1,644$1,385$20,000
$300,000$1,973$1,662$24,000

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

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

Maitland homes under $300K by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityHomes Under $300KNew buildMedian listFrom
Carrington Park A Condo160$125,000$75,000
Park Lake Twnhs60$226,450$179,900
Visconti East40$209,950$175,000
Lake Maitland Terrace Apts30$188,900$182,900
Visconti West20$177,450$164,900
Sun Bay Club Condo10$295,000$295,000
Sun Bay Club Condo Ut 110$289,900$289,900
Clark Homes Acres10$258,500$258,500
Park Lake Grove Condo10$249,500$249,500
Park Lake Grove Condo Ph C10$249,000$249,000
Park Lake Villas Condo10$239,000$239,000
Visconti East Bldg 2710$199,000$199,000
Visconti West Condo10$174,900$174,900
Carrington Park A Condo10$140,000$140,000
Ford & Warren Sub10$2,000$2,000
Visconti10$1,575$1,575

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 Maitland?
As of October 20, 2026, 42 Maitland, FL listings whose MLS record reports an asking price under $300,000 are active or pending, across 16 communities. The count updates with every MLS refresh.
What do homes under $300K cost in Maitland?
The median asking price today is $186,900, with listings from $1,575 to $299,000. Maitland listings without that feature have a median of $680,000.
Which Maitland community has the most homes under $300K for sale?
Carrington Park A Condo has the most right now (16), followed by Park Lake Twnhs (6), Visconti East (4), Lake Maitland Terrace Apts (3).
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 Maitland

Homes Under $300K in nearby Orange County cities

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 Maitland, 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.

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