106 Chesterfield Ct

2,477 Sq. Ft.
$172 / Sq. Ft.
2,477
Sq. Ft.
$172
per Sq. Ft.

Description

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....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!
  1. Listed by Kathleen Annette Ayers • EXP Realty, LLC
    P: (540)-395-6488 kathleen@licatagroup.com

Property Details for 106 Chesterfield Court

Tax ID Number
012A0001300270
Ownership
Fee Simple
Condo Coop Association
No
HOA
Yes
Structure Type
Detached
Style
Colonial
Levels/Stories
2
Waterfront
No
LISTING UPDATED: 01/29/2026 01:55 PM

Property Details for 106 Chesterfield Court

StatusActive
MLS #VAOR2013196
Days on Market1
Taxes$2,560 / year
HOA Fees$2,295 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1990
Lot Size0.36 AC / 15,702 SF
CountyOrange County

Location

Listing Courtesy of EXP Realty, LLC
Add your commute

Building Information for 106 Chesterfield Court

Stories2Year Built1990Building Size-Lot Size0.36 AC / 15,702 SF

Payment Calculator

$2,476 per month

30 year fixed, 6.15% Interest

Principal and Interest

$2,071

Property Taxes

$213

HOA Dues

$191

The Payment Calculator is for illustrative purposes only.

Property Information for 106 Chesterfield Court

Location
Location
  • In City Limits: No
  • School District Name: ORANGE COUNTY PUBLIC SCHOOLS
  • School District County ID: 121141052477
  • SchoolDistrictSource: Listing Agent
  • Elementary School: LOCUST GROVE (ORANGE VA)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: LOCUST GROVE (ORANGE VA)
  • MiddleSchoolSource: Listing Agent
  • High School: ORANGE (ORANGE VA)
  • County: ORANGE
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: Yes
  • Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Public Access, Swimming Allowed, Waterski/Wakeboard
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: No
  • Water Body Type: Lake
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • HOA Name: LAKE OF THE WOODS ASSOCIATION
  • HOA Phone: 540-972-2237
  • HOA Condo Coop Fee Includes: Common Area Maintenance, Custodial Services Maintenance, Insurance, Management, Pier/Dock Maintenance, Pool(s), Recreation Facility, Reserve Funds, Road Maintenance, Security Gate, Snow Removal
  • HOA Condo Coop Amenities: Bar/Lounge, Baseball Field, Basketball Courts, Beach, Bike Trail, Boat Dock/Slip, Boat Ramp, Club House, Community Center, Common Grounds, Dining Rooms, Dog Park, Fitness Center, Gated Community, Gift Shop, Golf Club, Golf Course, Golf Course Membership Available, Horse Trails, Jog/Walk Path, Lake, Marina/Marina Club, Meeting Room, Mooring Area, Newspaper Service, Party Room, Picnic Area, Pier/Dock, Pool - Outdoor, Putting Green, Recreational Center, Riding/Stables, Security, Swimming Pool, Tennis Courts, Tot Lots/Playground, Water/Lake Privileges
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: No
  • Type of Condo: Home Owner Association
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $413,000
  • Year Assessed: 2025
  • County Tax: $2,560
  • Improvement Assessed Value: $317,900
  • City Town Tax: $0
  • Land Assessed Value: $92,400
  • Clean Green Assessed: No
  • Land Use Code: 017
  • Section: 13
  • Historic: No
  • Zoning: R3
  • Tax Lot: 27
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 0
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 0
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
  • # Bathrooms Half All Upper Levels: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
  • # Bathrooms Half Upper Level: 0
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Breakfast Room, Study, Other
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Foyer
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 2
  • Room Type: Study
  • Room Length: 10.0
  • Room Width: 17.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 10 X 17
  • Room Features: Flooring - Carpet
Room 3
  • Room Type: Kitchen
  • Room Length: 11.0
  • Room Width: 15.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 11 X 15
  • Room Features: Flooring - Vinyl
Room 4
  • Room Type: Breakfast Room
  • Room Length: 9.0
  • Room Width: 15.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 9 X 15
  • Room Features: Flooring - Vinyl
Room 5
  • Room Type: Bedroom 2
  • Room Length: 12.0
  • Room Width: 13.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 12 X 13
  • Room Features: Flooring - Carpet
Room 6
  • Room Type: Dining Room
  • Room Length: 11.0
  • Room Width: 12.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 11 X 12
  • Room Features: Flooring - Carpet
Room 7
  • Room Type: Primary Bedroom
  • Room Length: 12.0
  • Room Width: 19.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 12 X 19
  • Room Features: Flooring - Carpet
Room 8
  • Room Type: Family Room
  • Room Length: 17.0
  • Room Width: 16.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 17 X 16
  • Room Features: Flooring - Carpet, Fireplace - Wood Burning
Room 9
  • Room Type: Other
  • Room Length: 14.0
  • Room Width: 10.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 14 X 10
Room 10
  • Room Type: Living Room
  • Room Length: 12.0
  • Room Width: 13.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 12 X 13
  • Room Features: Flooring - Carpet
Room 11
  • Room Type: Bedroom 3
  • Room Length: 12.0
  • Room Width: 11.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 12 X 11
  • Room Features: Flooring - Carpet
Building Info
Building Info
  • Building Level Count: 2
  • Total Finished SQFT: 2,477.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: .00
  • Total SQFT: 2,477.00
  • Total SQFT Source: Estimated
  • Construction Materials: Vinyl Siding, Combination, Brick
  • Foundation Details: Crawl Space
  • Room and Floor: Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
  • # Bathrooms Full: 2
  • # Bathrooms Half: 1
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Features: Landscaping
  • Parcel ID: 18813776
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Driveway, Attached Garage
  • Num of Attached Garage Spaces: 2
  • Driveway - # of Spaces: 4
  • Total Garage Spaces: 2
  • Parking Features: Paved Driveway
  • Garage Features: Garage - Front Entry, Garage Door Opener
Interior Features
Interior Features
  • Interior Features: Dining Area, Family Room Off Kitchen, Breakfast Area, Built-Ins, Chair Railings, Crown Moldings, Primary Bath(s), Window Treatments, Wood Floors, Upgraded Countertops, Floor Plan - Open
  • Fireplace: Yes
Exterior Features
Exterior Features
  • Pool: Yes - Community
  • Horse: Yes
  • Horse Amenities: Arena, Horse Trails, Horses Allowed, Paddock, Riding Ring, Stable(s)
Utilities
Utilities
  • Utilities: Cable TV Available, Electric Available, Phone Available, Sewer Available, Water Available
  • Heating: Yes
  • Cooling Type: Heat Pump(s), Ceiling Fan(s), Zoned
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s), Zoned
  • Heating Fuel: Electric, Wood
  • Hot Water: Electric
  • Water Source: Public
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Fredericksburg Area Association of REALTORS

Property History for 106 Chesterfield Court

DateEvent & SourcePriceAppreciation
Jan 29, 2026

Listed (Active)

BRIGHT #VAOR2013196

$425,000
Oct 25, 2017

Closed (Public Record)

Public Record #610292173

$222,500
Aug 9, 2017

Withdrawn

BRIGHT #1004088199

May 4, 2017

Listed (Active)

BRIGHT #1004088199

$265,000
DateEvent & SourcePrice
01/29/2026

Listed (Active)

BRIGHT #VAOR2013196

$425,000
10/25/2017

Closed (Public Record)

Public Record #610292173

$222,500
08/09/2017

Withdrawn

BRIGHT #1004088199

05/04/2017

Listed (Active)

BRIGHT #1004088199

$265,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 106 Chesterfield Court

Taxable ValueLand$30,000Additions$240,100Total$270,100
Tax Record2025$2,046 ($170 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt3,681 SqFtAbove Grade Finished SqFt3,681 SqFtStories2StyleSingle Family ResidenceYear Built1990ZoningR3 PLANNED RECountyORANGEAPN012-A0-00-13-0027Fireplace TypeHas Fireplace

Schools near 106 Chesterfield Court

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Locust Grove Primary School
PublicPK to 2

Locust Grove Elementary School
Public3 to 5

Locust Grove Middle School
Public6 to 8

Orange Co. High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

106 Chesterfield Court is a single family home for sale in Locust Grove, VA 22508. This property was listed for sale on January 29, 2026 by EXP Realty, LLC, it's currently listed at $425,000. It has been on the market for a total of 1 days and was last sold on October 25, 2017. This listing's school district is Orange County Public Schools. Nearby schools include Locust Grove Primary School, Locust Grove Elementary School and Locust Grove Middle School. 106 Chesterfield Court is a 3-bed, 3-bath, 2,477 sqft single family home built in 1990.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of EXP Realty, LLC

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 01/29/2026 01:55 PM