103 Chestnut Dr, Williamsburg, VA 23185
OFF MARKET

103 Chestnut Dr
Williamsburg, VA 23185

  • 3 Beds
  • 2 Baths
  • 1,215 sqft (on 0.35 acres)

$376,400

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $2,123/mo*
Refinance Your Home

$376,400

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $2,123/mo*
Refinance Your Home
3 Beds
2 Baths
1,215 sqft
(on 0.35 acres)

Local Information

  • Map ViewExplore the area around 103 Chestnut Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Completely renovated home offers one floor living, large flat yard (easy to maintain) and a garage. All conveniently located near Colonial Williamsburg and William & Mary. This all brick beauty is ready and waiting for you. New appliances, including a gas stove, new flooring, new paint, new tile bathrooms! And more! New windows too! Large deck for those evening gatherings or summer bar-b-ques too!!
103 Chestnut Dr, Williamsburg, VA 23185 is a 3 bedroom, 2 bathroom, 1,215 sqft single-family home built in 1959. It last sold for $337,000 on Apr 1, 2024 (1% below the $340,000 asking price). More recently, it was listed as a rental in October 2023 with an asking price of $2,400 per month. That rental listing was removed on December 16, 2023. It is currently off market. The Trulia Estimate is $376,400, with a rent estimate of $2,041/month.

Home Highlights

Parking
1 Car Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 103 Chestnut Dr

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 6Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1215 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Gas Cooking, Gas Water Heater, Microwave, Range, RefrigeratorDishwasherLaundry: Washer Hookup,Dryer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Electric,Heat PumpHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
Number of Fireplaces: 1Fireplace: GasHas a Fireplace
Windows, Doors, Floors & Walls
Door: Insulated DoorsFlooring: Laminate, Tile, Vinyl
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Laminate, Tile, Vinyl
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Deck, Front PorchFencing: Back YardOther Structures: Shed(s)Exterior: Deck, Paved Driveway
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageHas an Attached GarageParking Spaces: 1Parking: Attached,Driveway,Garage,Off Street,Paved
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Block, Drywall, FrameNot a New ConstructionNot Attached Property
Property Information
Parcel Number: 4810700016

Price & Status

Price
List Price: $340,000
Status Change & Dates
Off Market Date: Sun Mar 03 2024Possession Timing: Close Of Escrow

Location

Direction & Address
City: WilliamsburgCommunity: Birchwood Park
School Information
Elementary School: Laurel LaneJr High / Middle School: BerkeleyHigh School: JamestownWalk Score: 19

HOA

Association for this Listing: Williamsburg MLSNo HOA

Lot Information

Lot Area: 0.35 acres

Business

Business Information
Ownership: Fee Simple, Individuals

Miscellaneous

Mls Number: 2400108Living Area Range Units: Square Feet
Last check for updates: about 3 hours ago
Listed by Jay W Colley, (757) 254-5292
Howard Hanna William E. Wood
Bought with: Leigh Ann Fisher, (757) 784-3230, Liz Moore & Associates-2
Originating MLS: Williamsburg MLS
Source: WMLS, MLS#2400108

Price History for 103 Chestnut Dr

DatePriceEventSource
04/01/2024$337,000Sold
WMLS #2400108
03/04/2024$340,000PendingWMLS #2400108
02/09/2024$340,000PriceChange
WMLS #2400108
01/12/2024$345,000Listed For SaleWMLS #2400108
12/16/2023ListingRemovedZillow Rentals
10/07/2023$2,400Listed For RentZillow Rentals
06/17/2021ListingRemovedZillow Rental Manager
06/13/2021$1,600PriceChange
Zillow Rental Manager
06/11/2021$1,450Listed For RentZillow Rental Manager
02/27/2021ListingRemovedN/A
04/01/2020$1,200ListingRemovedN/A
03/28/2020$1,200Listed For RentN/A
04/09/2019$1,100ListingRemovedN/A
04/04/2019$1,100Listed For RentN/A
11/01/2004$168,300Sold
N/A

Market trends in Williamsburg

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$472K
$8.33KMoM
Sale-to-List Price
99.8%
0.7%MoM
Price per sq ft
$217
$2MoM
Available listings
504
14MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$2,074
Assessment$249,900
Home facts updated by county records

Comparable Sales for 103 Chestnut Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
110 Brookwood Dr, Williamsburg, VA
0.26
Single-Family Home
$300,000
11/12/25
3
1.5
1,500
103 Laurel Ct, Williamsburg, VA
0.23
Single-Family Home
$344,000
05/14/26
3
1.5
1,500
2847 Hidden Lake Dr, Williamsburg, VA
0.26
Single-Family Home
$428,000
03/23/26
4
2.5
2,249
1410 Jamestown Rd, Williamsburg, VA
0.54
Single-Family Home
$400,000
10/30/25
3
2
1,636
2967 Lake Powell Rd, Williamsburg, VA
0.06
Single-Family Home
$365,000
03/12/26
3
2.5
1,682
5515 Rolling Woods Dr, Williamsburg, VA
0.31
Single-Family Home
$449,000
10/03/25
5
3.5
2,540
24 James Sq, Williamsburg, VA
0.39
Single-Family Home
$265,500
04/14/26
2
2
1,138
2769 Linden Ln, Williamsburg, VA
0.50
Single-Family Home
$570,000
05/15/26
3
2.5
2,811

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 103 Chestnut Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Williamsburg

At least 503 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 87 % Say car is needed

  • 83 % Say parking is easy

  • 80 % Say there's holiday spirit

  • 78 % Say it's quiet

  • 74 % Say people would walk alone at night

  • 73 % Say yards are well-kept

  • 69 % Say kids play outside

  • 60 % Say there's wildlife

  • 55 % Say neighbors are friendly

  • 55 % Say there are sidewalks

  • 52 % Say they plan to stay for at least 5 years

  • 49 % Say streets are well-lit

  • 36 % Say there are community events

  • 35 % Say it's walkable to restaurants

  • 34 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Smancilla10
    "Many families with dogs in my neighborhood. It feels safe to walk during the day and at night. All owners pick up after their dogs. "
    0
    Flag
  • Amy Guerin
    "There is a local concert series in spring and summer seasons. Many locals attend, and it’s amazing. "
    0
    Flag
  • Patsy7
    "Ability to walk your dog safely, 99% of the time. Minimum traffic to be concerned about, and it is clean in the streets mostly."
    0
    Flag
  • Laila Richard
    "Colonial Williamsburg is nearby and has community events every holiday. William & Mary College also has many activities and events. "
    0
    Flag
  • R6hqhw7b4c
    "No dogs larger than minis allowed, it is very sad. "
    0
    Flag
  • Carter25102000
    "Easy commute. I’m right by major highways and streets. My drive to work isn’t that bad and drive to Richmond isn’t too bad either"
    0
    Flag
  • Betticushing
    "There are many people walking their dogs on leashes and they seem to enjoy the neighborhood. Most people pick up after their dogs, though I’ve seen an occasional pile of doggie poop on the edge of the road. "
    0
    Flag
  • Mrs. Alicia D. roberts
    "Nice walking trails, a lot of bark parks, there is nothing they would t like as long as they are taken care of."
    0
    Flag
  • Romamer
    "We have Veteran’s Park a mile away that has play area for kids, free pickleball courts, and beautiful gardens with a picnic area. "
    0
    Flag
  • Aiden Mills
    "Unless your work is in Williamsburg a car is always needed. Traffic is not bad and only really gets congested around the tourist areas and even then it’s not too bad."
    0
    Flag
  • Casheeish
    "The historic area of Colonial Williamsburg is located conveniently nearby and provides an excellent venue for dog walking"
    0
    Flag
  • Aiden Mills
    "Dog owners would love the grass and dog park in my area. Owners would not like the amount of cars going through my neighborhood."
    0
    Flag
  • Casheeish
    "The Grand Illumination and Independence Day festivities in the historic area of Colonial Williamsburg are celebrations unique to our community. "
    0
    Flag
  • Ashlee C
    "My commute can range anywhere from seven to eleven minutes depending on traffic. It’s a very easy ride to work and I’m greatful for that!"
    0
    Flag
  • Jygz8p77tx
    "Wonderful town to call home. Safe and friendly community. Good schools and hospitals. Many community businesses as well as churches. "
    0
    Flag
  • Trulia User
    "It’s a very nice family friendly neighborhood, very quiet. Well maintained, and centrally located to lots of stores and highway"
    0
    Flag
  • Christine Carter
    "They would love that it’s animal friendly and quiet. Filled with dog lovers. Very wonderful place to live and raise a dog family. "
    0
    Flag
  • Trulia User
    "The area has a great holiday spirit, nobody is too neighborly per se, but people do check on each other. During the holidays ie. Christmas time a lot of the people here decorate their houses and people drive around and look at the holiday lights. Also, during Halloween a lot of the kids go and trick-or-treat together."
    4
    Flag
  • Trulia User
    "Quiet, safe close to schools and stores. Lots of pet owners who watch out for neighbors pets and houses"
    4
    Flag
  • Trulia User
    "pretty good neighborhood. we have a store and 3 churches all within a vert short walking distance. There is also a school with a park for kids."
    2
    Flag
  • Trulia User
    "Small, can be busy with kids in the summer of course, but clean, small trail along the front, community pool and playground, nice neighbors in my experience. Management? Eh. "
    1
    Flag
  • Trulia User
    "we love this neighborhood! it is great for raising a family! we are close to lots of cool places and a wonderful church!"
    1
    Flag
  • Sharon H.
    "My neighborhood is in a great location and has a very diverse population. The public transportation is at the entrance of my neighborhood.The lawns are well manicured. The busses are clean and social distancing is practiced. It is a comfortable ride and the people are nice. There are stores and eateries are right on the line."
    3
    Flag
  • Jessica W.
    "Very warming, clean sides roads and lots of deers!!. "
    21
    Flag
  • Tara B.
    "Obly has a 20 minute drive to Fort Eustis military installation every day. Newly paved highway lanes make it even more accessible."
    1
    Flag
  • Betsyedwards11
    "Great school district and neighborhood- one way in one way out - never farther than 20 min from anywhere in Williamsburg "
    0
    Flag
  • Joy B.
    "There’s a lot of families here, activities for the children is abundant, then you have the historical side which is great for learning. "
    8
    Flag
  • Julie C.
    "Williamsburg is a safe community with great schools. I especially like to different cultural event available. "
    0
    Flag
  • Adam D.
    "Williamsburg is exciting not because of what it *is*, but because of what it is *going to* be, or what it *could* be. Lots of southern passive aggression, but also lots of truly friendly, laid back people. Look for the city to get younger and younger as the "college town" infrastructure continues to expand."
    23
    Flag
  • Rita O.
    "Great condo community and good historical town , nice shopping, great thrift stores Bbbbbbnnbnnnnnnnnn"
    4
    Flag
  • Trulia User
    "Great for families. Plenty of places to eat and shop. As well as loads of history to see and visit. "
    3
    Flag
  • Jvshelton
    "Its a nice place to bring up children and many places in History to learn about And places to have fun Moderate temps all year great schools "
    0
    Flag
  • Caroline C.
    "The Williamsburg farmers market is my favorite community event. Everyone brings their families and pets, and it feels good to support small farmers. "
    0
    Flag
  • Latrelle J.
    "I was born and raised here and if I could afford to live here I’d stay! The chills are ok if you stay in touch with the teachers and up to date with your child’s progress yourself. It’s clean too."
    2
    Flag
  • Peter L.
    "People are nice and it feels safe to walk around at night. I never had a problem with anyone. It's great gor kids and family to visit."
    0
    Flag
  • Shane C.
    "Safe older neighborhood with long time owners. Many of the homes are being updated making the neighborhood retain value."
    0
    Flag
  • Ruca60
    "It’s friendly, cultured, good values, easy to get around in your car, lots restaurants, lots to do. And the beach is only an hour and a half away."
    0
    Flag
  • Kelly
    "I’ve lived in this neighborhood for 3 years... lots of long time residents and houses do not come up for sale often. Kid and dog friendly. Close to the York river State Park"
    4
    Flag
  • Laura W.
    "Colonial Williamsburg is wonderful for company and for every day adventures. There are a good mix of people and a large dog community. "
    0
    Flag
  • Gonzalez
    "It’s a great neighborhood because is very quiet. There is nothing more complacent then coming home from a long day of work and being able to relax and enjoy the calming and peaceful atmosphere of your home and neighborhood "
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

78 pet-friendly rentals in Williamsburg, VA

Explore by feature - Garage

41 rentals with a garage in Williamsburg, VA

Explore by feature - Air Conditioning

74 rentals with air conditioning in Williamsburg, VA

Explore by feature - Pool

54 rentals with a pool in Williamsburg, VA

Explore by feature - Washer/dryer

118 rentals with a washer/dryer in Williamsburg, VA

Explore by feature - Outdoor Space

32 rentals with an outdoor space in Williamsburg, VA

Homes for sale near 103 Chestnut Dr

Skip to last item
Skip to first item

Off Market Homes Near 103 Chestnut Dr

Skip to last item
Skip to first item
The data relating to real estate for sale on this website comes in part from the Internet Data Exchange Program of the WMLS. Real estate listings held by brokerage firms other than Zillow, Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange brief/thumbnail logo and detailed information about them includes the name of the listing firms.
© 2026 WMLS. All rights reserved.