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$494,900 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,526 Sq. Ft.
  • 2 Car Garage
  • Updated 5 days ago
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Welcome to Wakelands Manor! This spacious 4-bedroom, 3 and half bath home features an open floor plan with a separate living room and dining room. The light bright kitchen gleams with new granite counter tops, new flooring and stainless still appliance. Overlooks the peaceful back yard and open to the cozy family room. Family room boasts a gas fireplace and access to the back patio-perfect for everyday living and entertaining. The upper level features a spacious primary bedroom with an ensuite bathroom, along with two additional bedrooms and a second full bathroom. The fully finished basement offers gorgeous rec room, full bath withe 4th bedroom. A 2-car garage adds convenience and extra storage. Pride of ownership is evident in every part of this home with upgrades throughout the entire home. Enjoy all that the Wakelands Manor community has to offer, including a community center, pool, basketball and tennis courts, sidewalks throughout the neighborhood, and a catch-and-release fishing pond. Less than 10 minutes to Sherando park. Conveniently located near schools, shopping, parks, and major roadways, this home offers an easy commute and convenient access to everything you need.

Full Property Details for 106 Cheltenham Dr

General

  • Price: $494,900
  • HOA FEE: $88/month
  • Taxes: $1,707 (2025)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAFV2044978
  • Updated: 10/5/2026
  • Added to Site: 6 day(s) ago
  • Expected Market Date: 10/29/2026

Interior

  • Interior Features: Combination Kitchen/Dining, Primary Bath(s), Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Gas/Propane, Fireplace - Glass Doors, Mantel(s)
  • Appliances: Dishwasher, Dryer, Oven/Range - Gas, Refrigerator, Washer, Built-In Microwave, Disposal
  • Flooring: Ceramic Tile, Carpet, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1
  • Lower Floor Baths: 1
  • Lower - Full Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 3
  • Bedrooms Lower: 1

Other Rooms

  • Laundry: Main Floor

Additional Information

  • Shared Amenities: Basketball Courts, Club House, Pool - Outdoor
  • Shared Pool: Yes
  • Pool: Yes
  • Security/Safety: Smoke Detector

Exterior

  • Porch/Patio/Deck: Patio(s)

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Type: Attached Garage
  • Garage Description: Garage - Front Entry, Garage Door Opener

Location

  • County: FREDERICK
  • Subdivision: WAKELAND MANOR
  • Driving Directions: From Winchester: Take I-81 S to Kernstown ext 310, left then right on Tasker Rd go 2.5 miles, left on Warrior, left on Craig, left on Cheltenham Drive to home on left

School Information

  • School District: Frederick County Public Schools
  • Elementary School: Armel
  • Middle School: Admiral Richard E Byrd
  • High School: Sherando

Community

  • Association: Yes
  • Assoc. Name: SFMC
  • Assoc. Fees Include: Common Area Maintenance, Road Maintenance, Snow Removal, Trash

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: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Walkout Stairs, Walkout Level, Unfinished
  • Foundation: Concrete Perimeter
  • Roof: Asphalt
  • Walls/Ceilings: Dry Wall
  • Stories Description: Lower 1, Main, Upper 1
  • Square Feet: 2,526
  • Sq. Ft. Source: Assessor
  • Living Area: 1,684 Sq. Ft.
  • Finished Above Grnd: 1,684 Sq. Ft.
  • Year Built: 2005
  • Year Built Source: Assessor
  • Property Condition: Excellent

Unit Information

Unit 1

  • Bathrooms-Lower: 1
  • Bedrooms-Lower: 1

Additional Structures

  • Other Structures: Shed

Lot Features

  • Lot Size (Acres): 0.27
  • Lot Size (Sq. Ft.): 11,761
  • Lot Size Source: Assessor
  • Zoning: RP

Financial Considerations

  • Price Per Sq. Ft.: $293.88
  • Association Fee: $88
  • Assoc Fee Freq.: Monthly
  • Assessment Year: 2025
  • City/TownTax Freq: Annually
  • County Tax: $1,707
  • County Tax Freq: Annually
  • Tax w/Assessment: $355,600
  • Tax Amount: $1,707
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1684

Disclosures and Reports

  • Ownership: Fee Simple
  • Section: 4
  • Lot Number: 118

Listed by Long & Foster Real Estate, Inc., Kelly S. Sweitzer

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Listing agent

— 106 Cheltenham Dr —

  • Kelly S. Sweitzer

    Long & Foster Real Estate, Inc.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 106 Cheltenham Dr

School District:Frederick County Public Schools, Winchester, VA
NameGradesDistance
Armel Elementary School
2239 Front Royal Pike, Winchester, VA 22602
K-51.3 mi
Admiral Richard E. Byrd Middle School
134 Rosa Lane, Winchester, VA 22602
6-82.5 mi
Sherando High School
185 South Warrior Drive, Stephens City, VA 22655
9-121.8 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 106 Cheltenham Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/05/2026
Listed
$494,900
110.69%
MLS
8/27/2010
Sold
$234,900
—
Public Record
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 106 Cheltenham Dr

Year
Property Taxes
Change
Tax Assessment
Change
2026
$1,885
143%
$355,600
—
2024
$775
—
$355,600
17%
2024
$775
-50%
$304,100
—
2023
$1,551
-1%
$304,100
18%
2022
$1,570
—
$257,400
—
2021
$1,570
6%
$257,400
6%
2020
$1,480
—
$242,700
—
2019
$1,480
6%
$242,700
6%
2018
$1,390
2%
$227,900
—
2017
$1,367
10%
$227,900
10%
2016
$1,245
7%
$207,500
—
2015
$1,162
2%
$207,500
6%
2014
$1,140
—
$194,900
—
2013
$1,140
—
$194,900
—
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 Long & Foster Real Estate, Inc., Kelly S. Sweitzer

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106 Cheltenham Drive, Stephens City, VA 22655 (MLS# VAFV2044978) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 106 Cheltenham Drive is currently listed for $494,900 and was received on October 05, 2026. Want to learn more about 106 Cheltenham Drive? Do you have questions about finding other Single Family real estate for sale in Stephens City? You can browse all Stephens City real estate or contact a Coldwell Banker agent to request more information.

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