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$399,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,853 Sq. Ft.
  • Updated 8 days ago
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Luxury Custom Home on Over Half an Acre - Golf Course Frontage Living at Its Finest. Experience elegance, privacy, and breathtaking views in this stunning custom-built home perfectly positioned on over ½ acre of prime golf course frontage. Wake up each morning to sweeping fairway views and enjoy peaceful evenings under the stars from your expansive backyard oasis. Designed with both luxury and livability in mind, this home offers the perfect balance of refined finishes and comfortable everyday living. Thoughtfully designed custom architecture with exceptional craftsmanship. Expansive open-concept living spaces filled with natural light. Ample space to design your dream pool, outdoor kitchen, or garden retreat. New carpet upstairs on the bedrooms, with a very large walk in attic access! Welcome home to wide-open space and timeless charm. This property features a beautifully oversized front yard - perfect for outdoor fun, weekend games, or simply stretching out and enjoying the fresh air. Imagine family and friends playing freely, pets running happily, or hosting neighborhood gatherings with room for everyone. The expansive lawn offers endless possibilities - from garden beds and holiday displays to casual soccer games and summer picnics. Come view the property today before it is too late :)

Full Property Details for 244 Overbrook Dr

General

  • Price: $399,000
  • Taxes: $1,933 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6385314
  • Updated: 4/8/2026
  • Added to Site: 45 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 6
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Primary Bedroom Main Floor, Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Living Room
  • Appliances: Dishwasher, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Carpet, Luxury Vinyl, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, Washer Hookup

Exterior

  • Exterior Features: None

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Garage Door Opener

Location

  • Area: 32707 - Casselberry
  • County: Seminole
  • Development Name: 32707 - Casselberry
  • Subdivision: APPLE ORCHARD THE
  • Driving Directions: Heading East on 436/E Altamonte Drive, Turn Left onto 17-92. Take a Right onto Piney Ridge Rd and then Left onto Overbrook Dr. Turn Right and the home will be on the Right.
  • Direction Faces: North

Community

  • Community Name: 32707 - Casselberry

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Electricity Connected, Public, Street Lights, Water Connected

Structural Information

  • Architectural Info: Contemporary, Craftsman
  • Architectural Style: Contemporary, Craftsman
  • Exterior Const.: Vinyl Siding, Wood Frame
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 1,853
  • Sq. Ft. Source: Estimated
  • Year Built: 1987

Lot Features

  • Property View: Golf Course
  • Lot Size (Acres): 0.53
  • Lot Size (Sq. Ft.): 22,977
  • Lot Size: 22977
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Tax Amount: $1,933.47
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 1 THE APPLE ORCHARD PB 31 PG 31
  • Flood Zone Info: X
  • APN: 17213052000000010
  • Property ID: 17213052000000010

Listed by Assured Property Management

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— 244 Overbrook Dr —

  • Assured Property Management

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 244 Overbrook Dr

School District:Seminole County School District
NameGradesDistance
Casselberry Elementary School
1075 Crystal Bowl Circle, Casselberry, FL 32707
K-51 mi
Lyman High School
865 South Ronald Reagan Boulevard, Longwood, FL 32750
9-121.6 mi
Seminole Academy Of Digital Learning
450 Technology Park, Lake Mary, FL 32746
6-85.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 244 Overbrook Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/24/2026
Price Reduced
$399,000
-6.12%
MLS
3/17/2026
Price Reduced
$425,000
-5.53%
MLS
3/02/2026
Listed
$449,900
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 244 Overbrook Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,206
14%
$159,989
3%
2024
$1,933
3%
$155,480
3%
2023
$1,875
8%
$150,951
6%
2021
$1,738
-3%
$142,285
-3%
2022
$1,795
3%
$146,554
4%
2021
$1,738
4%
$140,321
2%
2019
$1,673
1%
$137,166
2%
2018
$1,650
1%
$134,608
2%
2017
$1,637
-1%
$131,839
2%
2016
$1,659
-1%
$129,127
1%
2015
$1,673
1%
$128,229
1%
2014
$1,661
-1%
$127,211
2%
2013
$1,679
—
$125,331
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Assured Property Management

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244 Overbrook Drive, Casselberry, FL 32707 (MLS# O6385314) is a Single Family property with 3 bedrooms and 2 full bathrooms. 244 Overbrook Drive is currently listed for $399,000 and was received on March 02, 2026. Want to learn more about 244 Overbrook Drive? Do you have questions about finding other Single Family real estate for sale in Casselberry? You can browse all Casselberry real estate or contact a Coldwell Banker agent to request more information.

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