103 Overlook Dr, Williamsburg, VA 23185
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Property image
OFF MARKET

103 Overlook Dr
Williamsburg, VA 23185

  • 5 Beds
  • 3 Baths
  • 3,833 sqft (on 1.55 acres)

$828,400

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $4,620/mo*
Refinance Your Home

$828,400

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $4,620/mo*
Refinance Your Home
5 Beds
3 Baths
3,833 sqft
(on 1.55 acres)

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1971
Lot Size
1.55 acres
Living Area
3,833 sqft
Price/Sqft
$216
Parking
2 Car Garage
HOA
None

Description

Welcome home to 103 Overlook Drive in the sought-after community of Kingspoint in Williamsburg, Virginia! Conveniently located less than four miles from the Interstate, this traditional cottage home is on 1.5 private acres with mature trees, a koi pond, and thoughtful landscaping. This character-filled home is a spacious 3,833 square feet with a light-filled interior featuring five bedrooms, three full baths, multiple living areas, dedicated workspaces, walk-in storage, and abundant outdoor living and dining spaces. There is a separate treehouse with a loft area, a deck with a pergola, an outdoor kitchen, and an additional storage shed with electrical. The two-car garage is heated with a workshop and access to the rear outdoor kitchen. Recent upgrades include 4-Zone HVAC (2019), skylights (2020), a grinder pump (2022), and a dishwasher (2023).

While there is no mandatory homeowner’s association, the community offers many amenities including a playground, boat ramp, dock, 25-meter pool with a diving well, swim team, and clubhouse overlooking College Creek should you elect to join.
103 Overlook Dr, Williamsburg, VA 23185 is a 5 bedroom, 3 bathroom, 3,833 sqft single-family home built in 1971. It last sold for $740,000 on Sep 26, 2024 (1% below the $750,000 asking price). It is currently off market. The Trulia Estimate is $828,400, with a rent estimate of $3,940/month.

Home Details for 103 Overlook Dr

Interior Features

Interior Details
Number of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 3, Bedroom 4, Bedroom 5, Additional Room, Dining Room, Family Room, Foyer, Full Bath, Kitchen, Laundry
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3833 Square Feet
Appliances & Utilities
Appliances: Built-In Oven, Dishwasher, Exhaust Fan, Gas Cooking, Disposal, Gas Water Heater, Microwave, Oven, RefrigeratorDishwasherDisposalMicrowaveRefrigerator
Heating & Cooling
Heating: Electric,Forced Air,Natural Gas,ZonedHas CoolingAir Conditioning: Central Air,Heat Pump,ZonedHas HeatingHeating Fuel: Electric
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Masonry, Wood BurningHas a FireplaceHas a SpaJetted Bath Tub
Gas & Electric
Electric: Generator Hookup
Windows, Doors, Floors & Walls
Door: French Doors, Sliding DoorsFlooring: Ceramic Tile, Partially Carpeted, Wood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Ceramic Tile, Partially Carpeted, Wood

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Rear Porch, Front Porch, Deck, PorchFencing: NoneOther Structures: Shed(s), StorageExterior: Deck, Porch, Storage, Shed, Gas Grill, Paved Driveway
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Direct Access,Driveway,Finished Garage,Garage,Garage Door Opener,Heated Garage,Off Street,Paved,On Street,Workshop in Garage
Pool
Pool: None, Community
Frontage
Road Surface Type: GradedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3833 Square Feet

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Bungalow,Cottage,Craftsman,Transitional
Building
Construction Materials: Drywall, Frame, Wood SidingNot a New ConstructionNot Attached Property
Property Information
Condition: ResaleParcel Number: 4910250017

Price & Status

Price
List Price: $750,000
Status Change & Dates
Off Market Date: Sun Aug 04 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: WilliamsburgCommunity: Kingspoint
School Information
Elementary School: Mathew WhaleyJr High / Middle School: BerkeleyHigh School: Jamestown

Community

Community Features: Boat Facilities, Clubhouse, Playground, Pool
Other
Playground

HOA

Association for this Listing: Central Virginia Regional MLSHas an HOA

Lot Information

Lot Area: 1.555 Acres

Business

Business Information
Ownership: Individuals

Miscellaneous

Mls Number: 2402732Living Area Range Units: Square FeetAttic: Walk-InAbove Grade Unfinished Area: 3833Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetUniversal Property Id: US-51095-N-4910250017-R-N

Additional Information

Boat FacilitiesClubhousePlaygroundPool
Last check for updates: about 3 hours ago
Listed by Andrea Sarina, (757) 532-3351
Howard Hanna William E Wood
Bought with: NON MLS USER MLS, NON MLS OFFICE
Originating MLS: Central Virginia Regional MLS
Source: CVRMLS, MLS#2402732

Price History for 103 Overlook Dr

DatePriceEventSource
09/26/2024$740,000Sold
CVRMLS #2402732
08/23/2024$750,000PendingWMLS #2400319
08/08/2024$750,000ContingentBright MLS #VAJC2000260
08/05/2024$750,000PendingToActiveCVRMLS #2402732
08/05/2024$750,000PendingCVRMLS #2402732
07/05/2024$750,000PriceChange
REIN Inc. #10518966
06/14/2024$775,000PriceChange
REIN Inc. #10518966
04/25/2024$785,000PriceChange
Bright MLS #VAJC2000260
02/09/2024$800,000Listed For SaleREIN Inc. #10518966
04/22/2022$760,000Sold
N/A
03/23/2022$749,900ContingentREIN Inc. #10426007
03/23/2022$749,900PendingWMLS #2200725
03/16/2022$749,900Listed For SaleWMLS #2200725
02/02/2016$550,000ListingRemovedAgent Provided
01/14/2016$550,000Listed For SaleAgent Provided
01/02/2016$525,000Sold
N/A
11/30/2015$539,900PendingAgent Provided
10/13/2015$539,900PriceChange
Agent Provided
09/18/2015$550,000PendingToActiveAgent Provided
09/15/2015$550,000PendingAgent Provided
08/12/2015$550,000PriceChange
Agent Provided
07/25/2015$578,000PriceChange
Agent Provided
07/23/2015$598,000PendingToActiveAgent Provided
06/24/2015$598,000PendingAgent Provided
05/29/2015$598,000Listed For SaleAgent Provided
04/29/2009$562,500Sold
N/A
05/05/2003$429,000Sold
N/A

Market trends in Williamsburg

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$492K
$24.17KMoM
Sale-to-List Price
99.8%
Price per sq ft
$220
$4MoM
Available listings
459
45MoM
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Property Tax and Assessment

Year2025
Tax$5,734
Assessment$690,900
Home facts updated by county records

Comparable Sales for 103 Overlook Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
114 Crownpoint Rd, Williamsburg, VA
0.08
Single-Family Home
$570,000
09/22/25
4
3.5
2,705
111 Pinepoint Rd, Williamsburg, VA
0.23
Single-Family Home
$653,250
08/18/25
4
3
3,370
124 Northpoint Dr, Williamsburg, VA
0.48
Single-Family Home
$925,000
06/09/26
4
2.5
3,546
103 Northpoint Dr, Williamsburg, VA
0.37
Single-Family Home
$545,000
12/15/25
4
3
2,700
102 Fern Ct, Williamsburg, VA
0.41
Single-Family Home
$725,000
06/05/26
4
3.5
3,309
107 Archers Hope Rd, Williamsburg, VA
0.18
Single-Family Home
$725,000
06/17/26
4
4
3,038
107 Meadow Rue Ct, Williamsburg, VA
0.45
Single-Family Home
$650,000
09/04/25
3
3.5
2,749
233 Richard Burbydge, Williamsburg, VA
0.74
Single-Family Home
$685,000
05/20/26
5
3.5
3,058

Nearby homes

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Assigned Schools

These are the assigned schools for 103 Overlook 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 504 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.
  • Mspeek35
    "We just moved here 4 years ago the schools are good there’s a lot of things to as a family "
    0
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  • Yfz4k7khrd
    "great access, good people, nice place to live"
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Casheeish
    "The historic area of Colonial Williamsburg is located conveniently nearby and provides an excellent venue for dog walking"
    0
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  • 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
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  • Casheeish
    "The Grand Illumination and Independence Day festivities in the historic area of Colonial Williamsburg are celebrations unique to our community. "
    0
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  • 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
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  • Jygz8p77tx
    "Wonderful town to call home. Safe and friendly community. Good schools and hospitals. Many community businesses as well as churches. "
    0
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  • Trulia User
    "It’s a very nice family friendly neighborhood, very quiet. Well maintained, and centrally located to lots of stores and highway"
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • Julie C.
    "Williamsburg is a safe community with great schools. I especially like to different cultural event available. "
    0
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  • 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
  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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 "
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Explore by feature - Pet Friendly

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Homes for sale near 103 Overlook Dr

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Off Market Homes Near 103 Overlook Dr

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All or a portion of the multiple Listing information is provided by the Central Virginia Regional Multiple Listing Service, LLC, from a copyrighted compilation of Listing s. All CVR MLS information provided is deemed reliable but is not guaranteed accurate. The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC. All rights reserved.