Under contract-accepting backup offers. 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 🙂
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 🙂
Property Details
Price:
$399,000
MLS #:
O6385314
Status:
Pending
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
APPLE ORCHARD THE
Neighborhood:
32707casselberry
Listed Date:
Mar 2, 2026
Finished Sq Ft:
1,853
Total Sq Ft:
1,853
Lot Size:
22,977 sqft / 0.53 acres (approx)
Year Built:
1987
See this Listing
Schools
Interior
Appliances
Dishwasher, Range, Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Luxury Vinyl, Tile
Heating
Central
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Primary Bedroom Main Floor, Window Treatments
Laundry Features
Electric Dryer Hookup, Washer Hookup
Levels
Two
Exterior
Architectural Style
Contemporary, Craftsman
Attached Garage YN
1
Construction Materials
Vinyl Siding, Wood Frame
Covered Spaces
2
Direction Faces
North
Exterior Features
None
Garage Spaces
2
Lot Features
Oversized Lot
Parking Features
Garage Door Opener
Roof
Shingle
View
Golf Course
Financial
Tax Year
2024
Taxes
$1,933
Map
Community
- Address244 OVERBROOK DRIVE CASSELBERRY FL
- SubdivisionAPPLE ORCHARD THE
- CityCASSELBERRY
- CountySeminole
- Zip Code32707
Subdivisions in CASSELBERRY
- A REP OF A PT OF LTS 1 & 2 WATTS FARMS
- ASHWOOD CONDO
- BELLE MEADE UNIT 2
- BROOKWOOD
- CABANA KEY A CONDO
- CAMELOT
- CAMELOT UNIT 1
- CAMELOT UNIT 2
- CAMELOT UNIT 3
- CARMEL BY THE LAKE UNIT 1 A CONDO
- CARMEL BY THE LAKE UNIT 5
- CARRIAGE HILL UNIT 1
- CARRIAGE HILL UNIT 2
- CARRIAGE HILL UNIT 4
- CASSEL CREEK PH 1
- CASSELBERRY HEIGHTS
- CASSELBERRY LAKES INDUST PARK
- COACH LIGHT ESTATES SEC 3
- COLONNADES 3RD SEC
- COUNTRY CLUB ADD TO CASSELBERRY REP
- CRYSTAL BOWL 2ND ADD
- DEER RUN
- DEER RUN UNIT 12B
- DEER RUN UNIT 14B
- DEER RUN UNIT 15
- DEER RUN UNIT 16
- DEER RUN UNIT 5
- DEER RUN UNIT 9B
- DEERRUN
- DEVON PLACE TWNHMS
- DUCK POND ADD TO CASSELBERRY
- FERN PARK ESTATES
- FERN TERRACE
- GOLF COURSE ADD
- GREENVILLE COMMONS
- HEFTLER HOMES HOWELL PARK SEC ONE
- HEFTLER HOMES ORLANDO SEC ONE
- HOLLOWBROOK WEST
- HOWELL COVE 2ND SEC
- HOWELL COVE 4TH SEC
- HOWELL CREEK PARK PH 1
- HUNTERS CHASE
- HUNTERS CHASE CONDO PH 1
- LAGO VISTA SUB
- LAKE ELLEN ADD TO CASSELBERRY
- LAKE GRIFFIN ESTATES
- LAKE HOWELL ARMS CONDO
- LAKE KATHRYN PARK 4TH ADD
- LAKE KATHRYN PARK 5TH ADD
- LAKE KATHRYN WOODS
- LAKEHURST
- LEGACY AT SUNBRANCH
- LEGACY PARK RESIDENTIAL PH 1 & 2 A REP
- LEGACY PARK RESIDENTIAL TOWNHOME A REP
- LEGACY PLACE
- LOST LAKE ESTATES
- MARBEYA CLUB CONDO
- NORMANDY PARK REV
- NORTHSHORE REP
- OAKHURST RESERVE UNIT ONE
- OAKHURST RESERVE UNIT TWO
- OXFORD SQUARE CONDO
- QUAIL COVE SUB REP
- QUAIL POND EAST ADD TO CASSELBERRY
- QUEENS MIRROR SOUTH
- QUEENS MIRROR SOUTH 2ND REP ADD REP
- QUEENS MIRROR SOUTH 2ND REP ADD TO CASSELBERRY
- QUEENS MIRROR SOUTH REP
- RESERVE AT LEGACY PARK
- ROLLING LANE
- SAUSALITO
- SAUSALITO SEC 2
- SAUSALITO SEC 3
- SAUSALITO SEC 4
- SEMINOLA PARK REP OF A PT OF
- SEMINOLE SITES
- SHERWOOD FOREST 1ST ADD
- SOUTHPORT CONDO
- SPORTSMANS PARADISE
- STERLING OAKS
- STERLING PARK
- STERLING PARK UNIT 01
- STERLING PARK UNIT 02
- STERLING PARK UNIT 03
- STERLING PARK UNIT 04
- STERLING PARK UNIT 24
- STORYBOOK VILLAGE
- SUMMERHILL PH 1
- SUMMERHILL PH 2
- SUMMERSET NORTH
- SUMMERSET NORTH SEC 3
- SUMMERSET NORTH SEC 6
- SUMMIT VILLAGE
- SUMMIT VILLAGE UNIT 1 CONDO
- SUMMIT VILLAGE UNIT 2
- SUMMIT VILLAGE UNIT 3 A CONDO
- SUMMIT VILLAGE UNIT 4
- SUNSET OAKS
- SUTTERS MILL UNIT 2
- THE PARKE AT HANOVER PLACE
- TRIPLETT LAKE SHORES
- VERNE CHANEY SUB
- VILLAS AT DEER RUN
- WATTS FARMS
- WYNDHAM WOODS PH 1 REP
Market Summary
Current real estate data for Single Family in CASSELBERRY as of Apr 30, 2026
70
Single Family Listed
71
Avg DOM
250
Avg $ / SqFt
$444,690
Avg List Price
Property Summary
- Located in the APPLE ORCHARD THE subdivision, 244 OVERBROOK DRIVE CASSELBERRY FL is a Single Family for sale in CASSELBERRY, FL, 32707. It is listed for $399,000 and features 3 beds, 2 baths, and has approximately 1,853 square feet of living space, and was originally constructed in 1987. The current price per square foot is $215. The average price per square foot for Single Family listings in CASSELBERRY is $250. The average listing price for Single Family in CASSELBERRY is $444,690. To schedule a showing of MLS#o6385314 at 244 OVERBROOK DRIVE in CASSELBERRY, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
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Courtesy of ASSURED PROPERTY MANAGEMENT. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 244 OVERBROOK DRIVE
CASSELBERRY, FL