Homes for Sale $300K to $500K in Casselberry, FL
This page tracks every Casselberry listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.
55 homes listed between $300,000 and $500,000 are for sale or pending in Casselberry, FL today across 40 communities. The median asking price is $384,999, from $310,000 to $499,900. Listings in Casselberry without that feature have a median of $249,000. Most listings right now: Camelot Unit 2 (5), Legacy Place (3), Sterling Oaks (2). Updated October 2, 2026 from the MLS.
Live $300k–$500k homes in Casselberry: the listings
32 active listings match today (30% of Casselberry inventory), median asking $377,450, $235/sq ft, median 41 days on market. Photo cards link to the listing; refreshed nightly.
Newest $300k–$500k homes in Casselberry
The most expensive $300k–$500k homes in Casselberry
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 3742 Sutters Mill Circle | $499,900 | 1,528 | — |
| 1391 Avalon Boulevard | $477,000 | 2,448 | — |
| 78 S Winter Park Drive | $475,000 | 2,166 | A Rep Of A Pt Of Blk D Crystal Bowl Add |
| 1616 E Sandpiper Trail | $459,000 | 1,821 | Sterling Oaks |
| 406 Capron Ash Loop | $454,000 | 2,200 | Legacy Park Residential |
| 3633 Jericho Drive | $449,900 | 1,588 | — |
| 645 Deer Run Court | $440,000 | 1,782 | deer run casselberry |
| 1560 Guinevere Drive | $435,000 | 1,794 | Sterling Oaks |
| 1442 Canterbury Circle | $434,900 | 1,626 | — |
| 304 Quail Court | $425,000 | 1,894 | Sterling Park |
$300K–$500K Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 32 | 100% |
Casselberry homes $300K–$500K by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Homes $300K–$500K | New build | Median list | From |
|---|---|---|---|---|
| Camelot Unit 2 | 5 | 0 | $429,000 | $368,000 |
| Legacy Place | 3 | 0 | $369,000 | $342,999 |
| Sterling Oaks | 2 | 0 | $447,000 | $435,000 |
| Buttons Sub Amd | 2 | 0 | $409,900 | $399,900 |
| Sterling Park Unit 01 | 2 | 0 | $365,000 | $355,000 |
| Carriage Hill Unit 1 | 2 | 0 | $364,999 | $345,000 |
| Deer Run Unit 15 | 2 | 0 | $357,500 | $350,000 |
| Seminole Sites | 2 | 0 | $349,500 | $340,000 |
| Lake Kathryn Woods | 2 | 0 | $335,000 | $330,000 |
| Summerset North Sec 5 | 2 | 0 | $327,400 | $324,900 |
| Sutters Mill Unit 1 | 1 | 0 | $499,900 | $499,900 |
| Deer Run Unit 9A | 1 | 0 | $495,000 | $495,000 |
| Royal Oaks | 1 | 0 | $479,000 | $479,000 |
| Hearth Place | 1 | 0 | $455,000 | $455,000 |
| Legacy Park Residential Ph Iii A Rep | 1 | 0 | $454,000 | $454,000 |
| Howell Cove 4Th Sec | 1 | 0 | $449,900 | $449,900 |
| Deer Run Unit 1 | 1 | 0 | $440,000 | $440,000 |
| Indian Hills Unit 4 | 1 | 0 | $429,900 | $429,900 |
| Sterling Park Unit 03 | 1 | 0 | $425,000 | $425,000 |
| Wyndham Woods Ph 2 | 1 | 0 | $425,000 | $425,000 |
| Camelot Unit 3 | 1 | 0 | $420,000 | $420,000 |
| Sterling Park Unit 04 | 1 | 0 | $419,500 | $419,500 |
| Deer Run Unit 12B | 1 | 0 | $405,000 | $405,000 |
| Secret Lake Add To Casselberry | 1 | 0 | $400,000 | $400,000 |
| Wil O' Wik | 1 | 0 | $395,000 | $395,000 |
| Summerset North Sec 2 | 1 | 0 | $389,999 | $389,999 |
| Summerset North | 1 | 0 | $389,900 | $389,900 |
| Secret Lake | 1 | 0 | $369,900 | $369,900 |
| Northshore Rep | 1 | 0 | $369,900 | $369,900 |
| Duck Pond Add To Casselberry | 1 | 0 | $365,000 | $365,000 |
| Deer Run Unit 11 | 1 | 0 | $365,000 | $365,000 |
| Deer Run Unit 7A | 1 | 0 | $365,000 | $365,000 |
| Sausalito Sec 3 | 1 | 0 | $340,000 | $340,000 |
| Legacy Park Residential Townhome A Rep | 1 | 0 | $340,000 | $340,000 |
| Sausalito Sec 4 | 1 | 0 | $339,900 | $339,900 |
| Summerset North Sec 3 | 1 | 0 | $339,000 | $339,000 |
| Sausalito | 1 | 0 | $339,000 | $339,000 |
| Lake Kathryn Park | 1 | 0 | $330,000 | $330,000 |
| Sportsmans Paradise | 1 | 0 | $324,000 | $324,000 |
| Queens Mirror South 2Nd Rep Add Rep | 1 | 0 | $310,000 | $310,000 |
Where this band sits in the market
The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.
Questions to ask about any listing in this band
What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.
Common questions
How many homes listed between $300,000 and $500,000 are for sale in Casselberry?
What do homes $300K–$500K cost in Casselberry?
Which Casselberry community has the most homes $300K–$500K for sale?
What is the monthly payment on a $400,000 home?
Keep exploring Casselberry
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Homes $300K–$500K in nearby Seminole County cities
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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 Casselberry, FL whose MLS record reports an asking price between $300,000 and $500,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.