Back 106 Chesterfield Ct
Off Market

106 Chesterfield Ct

Lake of the Woods VA 22508

3
3
6
2477 sq. ft.
15702 sq. ft.
Single-Family
Last sold for $415,000
Kathleen AyersKathleen Ayers, last sold this property on 08 May 2026 after 98 days on market.

Overview

Welcome to 106 Chesterfield Court, tucked inside the sought-after Lake of the Woods community. From the moment you pull into the driveway, this 3-bedroom, 2.5-bath Colonial feels warm and inviting, offering 2,477 square feet of thoughtfully designed living space. The main level is ideal for both everyday living and entertaining. A cozy living room with a fireplace sets the tone for relaxed evenings, while the formal dining room provides the perfect space for hosting gatherings and special occasions. Just off the family room, the kitchen shines with granite countertops, stainless steel appliances, and ample cabinet and counter space. The adjoining breakfast room offers a casual dining option and opens to the screened porch—an ideal spot to enjoy your morning coffee or unwind at the end of the day while taking in the peaceful surroundings. Upstairs, the primary suite serves as a comfortable retreat, featuring a spacious bedroom, a private ensuite bath, and a large walk-in closet. Two additional well-sized bedrooms are connected by a convenient Jack-and-Jill bathroom, offering both function and privacy. A dedicated laundry room and a two-car garage add to the home’s practicality, while the classic Colonial layout provides timeless appeal. Step outside to a backyard designed for enjoyment, offering space to relax, entertain, or simply enjoy the outdoors. Whether hosting summer cookouts, letting pets play, or creating your own outdoor oasis, this yard provides flexibility and room to make it your own. Step outside and enjoy multiple outdoor living options, including a screened-in porch and a private deck: ideal for relaxing, dining, or enjoying the surroundings. With its comfortable interior spaces and inviting outdoor areas, this home offers a wonderful opportunity to enjoy all that Lake of the Woods has to offer, including its amenities, natural beauty, and community lifestyle. Nestled in a private, secure, gated community, Lake of the Woods is a paradise of possibilities. With two lakes, a golf course, an equestrian center, fire and rescue services, and even a church within its bounds, this community offers a diverse range of activities. From boating, water skiing, kayaking, and golfing to the simple joy of soaking in mesmerizing views from the clubhouse, deck, yard, or beaches, there's something for everyone. Engage your interests by joining over 60 clubs and organizations, or perhaps indulge in a game of bridge or contribute your talents as a volunteer. Lake of the Woods truly caters to your lifestyle. Located in Orange County, enjoy the added advantage of low real estate taxes. With home prices spanning from $300,000+ to over $1,800,000, Lake of the Woods is the ideal haven for both full-time residents and weekenders. Don't just take my word for it – come and see for yourself! Allow me to guide you through a tour of Lake of the Woods, showcasing the very essence of what makes this community so special. Experience firsthand the captivating charm of Lake of the Woods!

Features

3 bedrooms
3 bathrooms
6 carspaces
2 garage spaces
2477 sq. ft. floor area
15702 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Lake of the Woods over the last 12 months, the estimated median property value of 106 Chesterfield Ct is $389.99k.

Median value
$389.99k
Estimated value range
$232.5k - $1.26m
Median days on market
37
Estimated value trend
-4%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Lake of the Woods. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 106 Chesterfield Ct

2026
Sold
$415,000
08 May 2026 by Kathleen Ayers
2017
Sold
$222,500
02 Nov 2017 by Patricia Barnes, of 1st Choice Better Homes & Land, LC

Happy sellers in Lake of the Woods

<50%
Less than 50% of sellers in Lake of the Woods reported that their sale price either exceeded or met their price expectations.

Lake of the Woods stands out as a desirable suburb for sellers, consistently delivering great customer service and strong market results for homeowners.

This is based on voluntary sentiment collected from 4 reviews in Lake of the Woods over the last 12 months.

Local market activity for 3 bedroom single-family properties in Lake of the Woods

In the last 12 months, 191 three-bedroom single-family properties similar to 106 Chesterfield Ct, have been sold.

This represents a 1% decrease in three-bedroom single-family properties sales when compared to the previous 12 months.

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