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$764,900
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Property Description
Welcome to this stunning, meticulously maintained home in the sought-after Ravenwing neighborhood of Winchester! Offering over 4,700 finished sq ft across three levels, this upscale property features 5 spacious bedrooms, 4 full baths, 1 half bath, and multiple flex rooms. The beautifully manicured front grounds elegantly showcase the home's stately brick façade, creating a timeless and sophisticated first impression. The main level showcases a traditional floor plan with elegant finishes, including crown molding, tray ceilings, and recessed lighting. A dedicated office with glass doors and custom library shelving, a sitting room, and a formal dining room set the tone. The newly tiled foyer flows into the open-concept kitchen, dining, and living space-perfect for entertaining. The kitchen is a chef's dream with upgraded countertops, stainless steel appliances, ample cabinets with pull out shelving, and an oversized island. The family room includes a cozy gas fireplace and a custom built-in entertainment center. Step outside to a stunning Veranda with an open beam design and timer lighting under the deck-perfect for relaxing evenings or morning coffee. The open-air transition to the fully fenced backyard includes raised planter and herb gardening boxes, and mature landscaping adds privacy and charm. Upstairs, enjoy two staircases for convenience, transom windows in several rooms, and a spacious bonus room with a window seat and built-ins-ideal as a playroom, craft space, or lounge. The huge walk-up attic offers additional potential. The luxurious owner's suite features a custom walk-in closet system, soaking tub, and a tiled shower with recessed niche and glass doors. All bedrooms are generously sized with large closets and granite-topped bathrooms. The fully finished basement offers a custom wine nook with shelving and drawers, two flex rooms (one currently being used as a gym), a wet bar with wine fridge, floating shelves above the counters with lighting that add style, and a large multipurpose space perfect for entertaining or movie nights. Ample storage throughout with numerous closets and storage areas. Additional upgrades include a new roof, updated fixtures, water softener, privacy fence, and newer appliances. Nestled in an upscale cul-de-sac and located near commuter routes, Shenandoah University, Jim Barnett Park, downtown Winchester, dining, shopping, vineyards/breweries, music venues, and more-this home blends timeless elegance with modern comfort.
Full Property Details
Full Property Details for 106 Maitland Ct
General
- Sold For: $764,900
- HOA FEE: $13/month
- HOA FEE FREQ.: Annually
- Taxes: $2,929 (2022)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: VAFV2033358
- Added to Site: 314 day(s) ago
Interior
- Rooms/Areas: Dining Room, Primary Bedroom, Sitting Room, Bedroom 2, Bedroom 3, Kitchen, Family Room, Bedroom 1, Exercise Room, Laundry, Office, Recreation Room, Utility Room, Bathroom 1, Bathroom 2, Attic, Bonus Room, Primary Bathroom, Full Bath, Half Bath
- Interior Features: 2nd Kitchen, Additional Stairway, Attic, Bathroom - Jetted Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Bathroom - Soaking Tub, Built-Ins, Ceiling Fan(s), Combination Kitchen/Living, Chair Railings, Crown Moldings, Dining Area, Floor Plan - Open, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Gourmet, Kitchen - Island, Pantry, Recessed Lighting, Upgraded Countertops, Wainscotting, Water Treat System, Window Treatments, Wood Floors, Wine Storage
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Fireplace - Glass Doors, Gas/Propane, Mantel(s), Fireplace - Glass Doors, Gas/Propane, Mantel(s)
- Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Washer, Washer - Front Loading, Water Heater, Water Conditioner - Owned
- Flooring: Ceramic Tile, Hardwood, Engineered Wood, Wood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
- Upper Floor Baths: 3
- Upper - Full Baths: 3
- Main Floor Baths: 1
- Main - 1/2 Baths: 1
- Lower Floor Baths: 1
- Lower - Full Baths: 1
- Primary Bathroom: Primary Bathroom, Upper 1
Bedrooms
- Total Bedrooms: 5
- Bedrooms Upper: 5
- Primary Bedroom: Primary Bedroom, Upper 1
- Bedroom 1: Bedroom 1, Upper 1
- Bedroom 2: Bedroom 2, Upper 1
- Bedroom 3: Bedroom 3, Upper 1
Other Rooms
- Family Room: Family Room, Main
- Sitting Room: Sitting Room, Main
- Kitchen: Kitchen, Main
- 2nd Kitchen: Kitchen - Countertop(s) - Solid Surface, Dining Area, Wet Bar, Lower 1
- Dining Room: Dining Room, Main
- Office: Office, Main
- Exercise Room: Exercise Room, Lower 1
- Laundry: Has Laundry, Upper Floor, Main
- Utility Room: Utility Room, Lower 1
Exterior
- Exterior Features: Exterior Lighting, Gutter System, Roof Deck, Sidewalks, Street Lights
- Porch/Patio/Deck: Deck(s), Patio(s), Roof
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Type: Attached Garage, Driveway, Off Street
- Garage Description: Garage - Front Entry, Garage Door Opener, Inside Access, Oversized
Location
- County: Frederick
- Development Name: Frederick County
- Subdivision: Frederick County
- Driving Directions: From 81 North to Winchester, take exit 313 Rt 17/50. Left on Millwood pike, Left on Custer Ave, Left on Flanagan Dr, right onto Dewberry Dr, Left on Carnmore Dr, Left on Orkney Dr, Right on Maitland Ct. Home on your right. Sign in yard.
School Information
- School District: Frederick County Public Schools
Community
- Association: Yes
- Assoc. Name: RAVENWING HOMEOWNERS ASSOCIATION
Heating & Cooling
- Central air: Yes
- Cooling Type: Ceiling Fan(s), Central A/C
- Cooling Fuel: Electric
- Heating Type: Forced Air
- Heating Fuel: Natural Gas
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Info: Contemporary, Traditional
- Architectural Style: Contemporary, Traditional
- Structure Type: Detached
- Construction: Vinyl Siding, Brick
- Basement: Yes
- Basement Desc.: Daylight, Partial, Fully Finished, Interior Access, Windows
- Foundation: Permanent
- Roof: Architectural Shingle
- Walls/Ceilings: 9'+ Ceilings, Dry Wall, Tray Ceilings, Vaulted Ceilin
- Stories/Levels: 0
- Stories Description: Lower 1, Main, Upper 1
- Square Feet: 4,786
- Sq. Ft. Source: Estimated
- Living Area: 4,786 Sq. Ft.
- Year Built: 2004
- Year Built Source: Assessor
- Property Condition: Excellent
Unit Information
Unit 1
- Bathrooms-Lower: 1
Lot Features
- Lot Size (Acres): 0.28
- Lot Size (Sq. Ft.): 12,197
- Lot Size Source: Assessor
- Lot Features: Backs to Trees, Cul-de-sac, Landscaping, Level, No Thru Street, Rear Yard
- Zoning: RP
- Lot Description: Backs to Trees, Cul-de-sac, Landscaping, Level, No Thru Street, Rear Yard
- Fencing (Description): Privacy, Rear
Financial Considerations
- Price Per Sq. Ft.: $223.98
- Association Fee: $150
- Assoc Fee Freq.: Annually
- Assessment Year: 2022
- County Tax: $2,929
- County Tax Freq: Annually
- Tax w/Assessment: $480,200
- Tax Amount: $2,929
- Tax Year: 2022
- Terms: Standard Sale
- Tax Total Finished Sq. Ft.: 4336
Disclosures and Reports
- Ownership: Fee Simple
- Inclusions: Washer, dryer, exterior lighting under deck.
- Lot Number: 219
Listed by Berkshire Hathaway HomeServices PenFed Realty, Jaclyn Michelle
Sold by Long & Foster Real Estate, Inc., Tonia L Carone
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Schools
Schools serving 106 Maitland Ct
School District:Frederick County Public Schools, Winchester, VA
| Name | Grades | Distance |
|---|---|---|
Armel Elementary School 2239 Front Royal Pike, Winchester, VA 22602 | K-5 | 4.4 mi |
Admiral Richard E. Byrd Middle School 134 Rosa Lane, Winchester, VA 22602 | 6-8 | 2.7 mi |
Millbrook High School 251 First Woods Drive, Winchester, VA 22603 | 9-12 | 2.6 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 106 Maitland Ct
Date
Details
Price
Change
Source
6/12/2025
Sold
$764,900
—
MLS
4/17/2025
Listed
$764,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
106 Maitland Court, Winchester, VA 22602 (MLS# VAFV2033358) is a Single Family property that was sold at $764,900 on June 12, 2025. Want to learn more about 106 Maitland Court? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

