111 Chesterfield Ct

3,866 Sq. Ft.
$149 / Sq. Ft.
3,866
Sq. Ft.
$149
per Sq. Ft.

Description

Welcome to one of the most captivating golf course homes in Lake of the Woods, perfectly positioned between the 15th hole and 16th tee at the end of a quiet cul-de-sac. Offering over 3,800 square feet of finished living space, this Mid Century Modern contemporary retreat delivers the ideal blend of architectural character, thoughtful updates, and everyday livability. From the moment you arrive, the custom double oak entry doors with leaded glass and star inlays set the tone for what’s inside. Step...Welcome to one of the most captivating golf course homes in Lake of the Woods, perfectly positioned between the 15th hole and 16th tee at the end of a quiet cul-de-sac. Offering over 3,800 square feet of finished living space, this Mid Century Modern contemporary retreat delivers the ideal blend of architectural character, thoughtful updates, and everyday livability. From the moment you arrive, the custom double oak entry doors with leaded glass and star inlays set the tone for what’s inside. Step onto slate flooring and into a dramatic two-story great room filled with natural light, where wood-clad vaulted ceilings and a floor-to-ceiling brick fireplace with wood-burning insert create a warm yet striking focal point. Sliding glass doors on both sides of the home invite the outdoors in and showcase sweeping golf course views. The open floor plan flows effortlessly into the dining area and continues into a versatile sunroom that can double as a home office or peaceful retreat. The spacious kitchen is designed for gathering, featuring granite countertops, a large breakfast bar, and stainless steel appliances, making it the perfect hub for entertaining or everyday living. A powder room and main-level laundry add convenience. Upstairs, the primary suite offers a private escape with its own balcony overlooking the 15th hole, an ideal spot for morning coffee or unwinding at the end of the day. The en suite bath is generously sized and well-appointed with dual vanities, a water closet, a large stall shower, and a separate soaking tub. Two additional bedrooms and a full hall bath complete the upper level. The finished lower level expands your living options with a spacious recreation area featuring a propane fireplace, tile flooring, and a flexible layout for a game room, gym, or multi-generational living. A wet bar with sink, full bathroom with walk-in shower, and walkout access to a brick pathway and secondary deck add both function and versatility. Outdoor living is just as impressive, with a large, 1 year old deck overlooking the golf course, perfect for entertaining or relaxing. A dedicated space with electrical and pad is already in place for a future hot tub. The property also features a two-car garage plus a separate golf cart garage, ideal for enjoying all that the community has to offer. Recent updates provide peace of mind, including dual-zone heat pumps (Feb 2026, 2 & 2.5), a newer roof, and a 2025 water heater. Hardwood, tile, and slate flooring run throughout the home, enhancing both durability and style. This is more than a home, it is a front-row seat to some of the best views and living Lake of the Woods has to offer. Lake of the Woods is a gated community with a haven of amenities offering an unparalleled lifestyle for its residents and guests. Located minutes from WalMart, Food Lion, CVS, dining and more. Located approx. 15 miles west of Fredericksburg, east of Culpeper, and 65 miles from DC that offers a wealth of amenities for both land and lake lovers. The “Lake Life” offers watersports such as waterskiing, wakeboarding, tubing, wake surfing, and hydrofoiling. The “lake life” also boasts fishing, kayaking, sailing, paddle boarding, or simply floating and relaxing. We also have ample things for the land lover. Pickelball, tennis, volleyball, baseball, soft ball, soccer, equestrian center, walking trails, and more, just to name a few. Surrounded by Civil War battlefields and other historic sites. LOW is located 15 miles west of Fredericksburg and 18 miles east of Culpeper. Lake of the Woods covers approx 2600 acres with 4260 lots and 2 lakes in a gated community with 24 hour security, a Fire and Rescue squad, a waterfront clubhouse with bar and dining areas, 2 pools, 5 park/playground areas , 8 beaches, a wedding venue, golf course clubhouse at our 18 hole PGA golf course, community center, walking trails, picnic and common areas, and so so so much more! Come LIVE, LOVE, LOW!
  1. Listed by Tiffany Prine • NEXTHOME BLUE HERON REALTY GROUP
    P: (540)-907-2018 tiffany@nexthomeblueheron.com

Property Details for 111 Chesterfield Court

Tax ID Number
012A0001300210
Ownership
Fee Simple
Condo Coop Association
No
HOA
Yes
Structure Type
Detached
Style
Contemporary
Levels/Stories
3
Waterfront
No
LISTING UPDATED: 05/07/2026 09:35 AM

Property Details for 111 Chesterfield Court

StatusPending
MLS #VAOR2013810
Days on Market6
Taxes$3,460 / year
HOA Fees$217 / month
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1985
Lot Size0.34 AC / 15,000 SF
CountyOrange County

Location

Listing Courtesy of NEXTHOME BLUE HERON REALTY GROUP
Add your commute

Building Information for 111 Chesterfield Court

Stories3Year Built1985Building Size-Lot Size0.34 AC / 15,000 SF

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$3,371 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,865

Property Taxes

$288

HOA Dues

$217

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 111 Chesterfield Court

Location
Location
  • In City Limits: No
  • School District Name: ORANGE COUNTY PUBLIC SCHOOLS
  • School District County ID: 121141052477
  • SchoolDistrictSource: 3rd Party
  • Elementary School: LOCUST GROVE (ORANGE VA)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: LOCUST GROVE (ORANGE VA)
  • MiddleSchoolSource: Listing Agent
  • High School: ORANGE COUNTY (ORANGE VA)
  • HighSchoolSource: Listing Agent
  • County: ORANGE
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: Yes
  • Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Private Access, Swimming Allowed, Waterski/Wakeboard, Private Beach
  • Water Oriented: Yes
  • Navigable Water: No
  • Tidal Water: No
  • Water Body Name: Lake of the Woods
  • Water Body Type: Lake
Association / Community Info
Association / Community Info
  • HOA Phone: 540-972-2237
  • HOA Condo Coop Fee Includes: Management, Pool(s), Recreation Facility, Reserve Funds, Road Maintenance, Security Gate, Snow Removal, Fiber Optics Available, Pier/Dock Maintenance
  • HOA Condo Coop Amenities: Beach, Boat Ramp, Club House, Common Grounds, Community Center, Exercise Room, Fitness Center, Gated Community, Golf Course, Golf Club, Golf Course Membership Available, Horse Trails, Jog/Walk Path, Lake, Meeting Room, Picnic Area, Party Room, Pier/Dock, Pool - Outdoor, Putting Green, Recreational Center, Riding/Stables, Security, Soccer Field, Swimming Pool, Tennis Courts, Tot Lots/Playground, Water/Lake Privileges, Baseball Field, Basketball Courts, Bar/Lounge, Bike Trail, Boat Dock/Slip, Dining Rooms, Dog Park, Fencing, Marina/Marina Club, Gift Shop, Volleyball Courts
  • Senior Community: No
  • Type of Condo: Home Owner Association
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $558,200
  • Year Assessed: 2025
  • County Tax: $3,460
  • Improvement Assessed Value: $447,500
  • City Town Tax: $0
  • Land Assessed Value: $100,300
  • Clean Green Assessed: No
  • Land Use Code: 017
  • Section: 13
  • Zoning: R3
  • Tax Lot: 21
  • Automatically Update Tax Values Y/N: No
Rooms
Main
  • # Bathrooms Count Main Level: 1
  • # 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
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
All Lower Levels
  • # Bathrooms All Lower Levels: 1
  • # Bathrooms Full All Lower Levels: 1
Lower Level 1
  • # Bathrooms Lower Level: 1
  • # Bathrooms Full Lower Level: 1
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Game Room, Basement, Foyer, Sun/Florida Room, Laundry, Bathroom 2, Bathroom 3, Bonus Room, Primary Bathroom, Half Bath
  • Stories: Lower 1, Main, Upper 1
Rooms Information
Room 1
  • Room Type: Laundry
  • Room Level: Main
  • Room Exists: Yes
Room 2
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Countertop(s) - Granite, Double Sink, Flooring - Tile/Brick, Kitchen - Electric Cooking, Pantry
Room 3
  • Room Type: Half Bath
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick
Room 4
  • Room Type: Basement
  • Room Level: Lower 1
  • Room Exists: Yes
  • Room Features: Basement - Finished, Flooring - Tile/Brick, Flooring - HardWood
Room 5
  • Room Type: Foyer
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Slate
Room 6
  • Room Type: Living Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Fireplace - Wood Burning, Flooring - HardWood, Formal Dining Room, Cathedral/Vaulted Ceiling, Ceiling Fan(s)
Room 7
  • Room Type: Dining Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Ceiling Fan(s)
Room 8
  • Room Type: Sun/Florida Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick
Room 9
  • Room Type: Primary Bedroom
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Balcony Access, Ceiling Fan(s), Walk-In Closet(s), Flooring - HardWood, Flooring - Laminated
Room 10
  • Room Type: Primary Bathroom
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick, Window Treatments, Bathroom - Soaking Tub
Room 11
  • Room Type: Bonus Room
  • Room Level: Lower 1
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick, Fireplace - Gas
Room 12
  • Room Type: Bathroom 3
  • Room Level: Lower 1
  • Room Exists: Yes
Room 13
  • Room Type: Game Room
  • Room Level: Lower 1
  • Room Exists: Yes
  • Room Features: Wet Bar, Flooring - Laminated
Room 14
  • Room Type: Bathroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick, Bathroom - Tub Shower
Room 15
  • Room Type: Bedroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Laminated
Room 16
  • Room Type: Bedroom 3
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Laminated
Building Info
Building Info
  • Builder Name: Custom
  • Year Major Reno Remodel: 2020
  • Building Level Count: 3
  • Total Finished SQFT: 3,866.00
  • Total Finished SQFT Source: Estimated
  • Total SQFT: 3,866.00
  • Total SQFT Source: Estimated
  • Construction Materials: Brick, Vinyl Siding, Mixed
  • Roof: Shingle
  • Wall and Ceiling Types: Dry Wall, 2 Story Ceilings, Brick, Vaulted Ceilings, Masonry, Wood Ceilings
  • Flooring Type: Hardwood, Slate, Ceramic Tile, Wood, Other
  • Basement Type: Walkout Level, Fully Finished, Heated, Interior Access, Outside Entrance, Rear Entrance
  • Basement Finished Percent: 100.00
  • Foundation Details: Block
  • 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-Lower Level 1-1
  • # Bathrooms Full: 3
  • # Bathrooms Half: 1
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Features: Cul-de-sac, Premium
  • Road Surface Type: Black Top
  • Location Type: Adjoins Golf Course
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 3
  • Total Garage Spaces: 3
  • Parking Features: Asphalt Driveway, Paved Parking
  • Garage Features: Garage - Front Entry, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
Interior Features
Interior Features
  • Interior Features: Attic, Built-Ins, Ceiling Fan(s), Combination Dining/Living, Dining Area, Kitchen - Gourmet, Pantry, Primary Bath(s), Recessed Lighting, Bathroom - Tub Shower, Bathroom - Stall Shower, Bathroom - Soaking Tub, Walk-in Closet(s), Wet/Dry Bar, Wood Floors, Upgraded Countertops, Other, Window Treatments, Floor Plan - Open, Family Room Off Kitchen
  • Fireplace: Yes
Exterior Features
Exterior Features
  • Spa: No
  • Exterior Features: Private Beach
  • Outdoor Living Structures: Deck(s)
  • Pool: Yes - Community
  • Community Docks Count: 3
Utilities
Utilities
  • Utilities: Propane, Electric Available, Sewer Available, Water Available
  • Heating: Yes
  • Cooling Type: Central A/C, Ceiling Fan(s), Zoned
  • Cooling Fuel: Electric
  • Heating Type: Central, Heat Pump(s), Zoned
  • Heating Fuel: Electric, Propane - Leased, Wood
  • Hot Water: Electric
  • Water Source: Public
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office

Property History for 111 Chesterfield Court

DateEvent & SourcePriceAppreciation
May 15, 2026

Expired

BRIGHT #VAOR2013310

Apr 13, 2026

Pending

BRIGHT #VAOR2013810

Apr 13, 2026

Active Under Contract

BRIGHT #VAOR2013810

DateEvent & SourcePrice
05/15/2026

Expired

BRIGHT #VAOR2013310

04/13/2026

Pending

BRIGHT #VAOR2013810

04/13/2026

Active Under Contract

BRIGHT #VAOR2013810

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

Public Records for 111 Chesterfield Court

Taxable ValueLand$32,000Additions$339,700Total$371,700
Tax Record2025$2,866 ($239 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt5,365 SqFtAbove Grade Finished SqFt4,040 SqFtFinished Basement SqFt1,325 SqFtStories2StyleSingle Family ResidenceYear Built1985ZoningR3 PLANNED RECountyORANGEAPN012-A0-00-13-0021Fireplace TypeHas Fireplace

Schools near 111 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 County 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

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, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of NEXTHOME BLUE HERON REALTY GROUP

© 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 05/07/2026 09:35 AM