208 Terwillinger Rd, Chesapeake, VA 23323
OFF MARKET

208 Terwillinger Rd
Chesapeake, VA 23323

Deep Creek South
  • 3 Beds
  • 2 Baths
  • 1,424 sqft

$407,400

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $2,421/mo*
Refinance Your Home

$407,400

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $2,421/mo*
Refinance Your Home
3 Beds
2 Baths
1,424 sqft

Local Information

  • Map ViewExplore the area around 208 Terwillinger Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1996
Living Area
1,424 sqft
Price/Sqft
$286
Parking
2 Car Garage
HOA
None

About this House

Beautiful 3 bedroom 2 bath home with a large 2 car garage/workshop. This home sits on a quiet dead end street on .63 Acres. Across the street is a park and playground. Cozy living room with a wood burning fireplace, large bonus room/office. Huge back deck overlooks the extremely private back yard. This is a rare find! See the attached 3D virtual tour.
208 Terwillinger Rd, Chesapeake, VA 23323 is a 3 bedroom, 2 bathroom, 1,424 sqft single-family home in Deep Creek South, built in 1996. It is currently off market. The Trulia Estimate is $407,400, with a rent estimate of $2,359/month.

Home Details for 208 Terwillinger Rd

Interior Features

Interior Details
Number of Rooms: 6Types of Rooms: Primary Bedroom, Bedroom, Full Bathroom, Dining Room, Family Room, Great Room, Kitchen, Living Room, Utility Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1424 Square Feet
Appliances & Utilities
Utilities: Cable HookupAppliances: Dishwasher, Disposal, Microwave, Electric Range, Refrigerator, Electric Water HeaterDishwasherDisposalLaundry: Dryer Hookup,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Heat Pump,Heat Pump W/AHas CoolingAir Conditioning: Geothermal,Heat Pump,Heat Pump W/AHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Carpet, Ceramic Tile, Laminate/LVP
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Ceramic Tile, Laminate LVP
View
Has a ViewView: Trees/Woods

Exterior Features

Exterior Home Features
Roof: Asphalt ShingleFencing: Back Yard, Full, Privacy, FencedFoundation: Slab
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Att 2 Car,Oversized,4 Space,Driveway,Garage Door Opener
Pool
Pool: Above Ground
Frontage
Waterfront: Not WaterfrontNot on Waterfront
Water & Sewer
Sewer: City/County
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Vinyl SidingNot a New ConstructionNot Attached Property

Price & Status

Price
List Price: $405,000
Status Change & Dates
Off Market Date: Sat May 09 2026Possession Timing: Closing

Active Status

MLS Status: Sold

Location

Direction & Address
City: ChesapeakeCommunity: Bryant Farms
School Information
Elementary School: Deep Creek Central ElementaryJr High / Middle School: Hugo A. Owens MiddleHigh School: Grassfield

HOA

No HOA

Offer

Contingencies: Non Contingent

Miscellaneous

Mls Number: 10633474
Last check for updates: about 3 hours ago
Listed by Jamie Flowers
Beach Realty United, (757) 497-8733
Bought with: Teilor Burnett, Own Real Estate LLC, (757) 354-4080
Source: REIN Inc., MLS#10633474

Market trends in Chesapeake

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$390K
$4.67KMoM
Sale-to-List Price
100.0%
Price per sq ft
$216
$3MoM
Available listings
930
19MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$3,758
Assessment$372,100
Home facts updated by county records

Comparable Sales for 208 Terwillinger Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
324 Mobile Dr, Chesapeake, VA
0.30
Single-Family Home
$436,550
04/07/26
3
2
1,675
2505 Calonia Arch, Chesapeake, VA
0.16
Single-Family Home
$489,900
03/05/26
3
2.5
2,000
2709 Cedar Rd, Chesapeake, VA
0.38
Single-Family Home
$360,000
06/11/26
4
2
1,458
2761 Cedar Rd, Chesapeake, VA
0.52
Single-Family Home
$367,000
03/30/26
3
2
1,590
2146 Kingsley Ln, Chesapeake, VA
0.33
Single-Family Home
$449,900
08/14/25
4
2.5
2,158
2425 Annie Cir, Chesapeake, VA
0.26
Single-Family Home
$495,000
09/04/25
4
2.5
2,701
2312 Piers Lndg, Chesapeake, VA
0.62
Single-Family Home
$415,000
07/13/26
3
2
1,200
2602 Cecilia Ter, Chesapeake, VA
0.33
Single-Family Home
$272,650
03/30/26
3
2.5
3,500

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 208 Terwillinger Rd.
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.

Neighborhood Overview

Deep Creek South
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Deep Creek South

At least 81 Trulia users voted on each feature.

  • 98 % Say car is needed

  • 95 % Say yards are well-kept

  • 91 % Say it's dog friendly

  • 90 % Say parking is easy

  • 86 % Say there's holiday spirit

  • 80 % Say kids play outside

  • 77 % Say people would walk alone at night

  • 76 % Say it's quiet

  • 74 % Say there's wildlife

  • 65 % Say neighbors are friendly

  • 55 % Say they plan to stay for at least 5 years

  • 53 % Say streets are well-lit

  • 41 % Say there are community events

  • 35 % Say there are sidewalks

  • 26 % Say it's walkable to grocery stores

  • 13 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Sonya Cunningham
    "Low stress area. Convenient location. Could use more restaurants. Over all the schools are awesome and the community is supportive. "
    0
    Flag
  • Kaylermeg
    "Halloween is soo much fun! Everyone hangs out in their garages and makes it extra special for all of the kids with fun drinks and snacks, they usually have a DJ too! Usually there is a neighborhood bar crawl in the summer!"
    2
    Flag
  • Trulia User
    "I lived in this neighborhood for two years now. The Folks are very friendly. The neighborhood is very pet friendly and well suited for family."
    1
    Flag
  • Trulia User
    "great neighborhood and it is highly recommended. this is a great place to live and you will enjoy it. "
    0
    Flag
  • Trulia User
    "There is a nice long path running along the length of the dismal swamp that would be great for walking dogs. "
    2
    Flag
  • Trulia User
    "wonderful location to raise children. great schools and the best parks. love watching the boats go by. would recommend this area to anyone. "
    0
    Flag
  • Trulia User
    "great area! very family friendly and the best schools. I would recommend this area for big families. "
    0
    Flag
  • Cgraes
    "This is a safe, quiet, and a great place for families. The tolls and traffic are the downers. Very congested considering tons of communities connected to two main low capacity roads available."
    2
    Flag
  • Christy R.
    "Dogs are a welcomed part of this community, I always see people walking their dogs, but I never see any droppings!!! "
    3
    Flag
  • Leaosc
    "Large dog friendly community. Some owners don’t know how to pick up after their furry family members. That makes it frustrating."
    2
    Flag
  • Sayhelo
    "I love my neighbors, and the people who live here. Good schools, nice shops, clean here. I have many food stores to choose from and other shops. The only thing I don’t like is the tolls, and the large amount of gun shot I hear in this area, which I guess is for control of wild life in the area."
    6
    Flag
  • Ddaniels36
    "We have lived in this neighborhood for 20 years. My children grew to be smart and strong here, and they had many friends. The schools are great and the teachers are wonderful. The neighbors are kind and caring. Our jobs are taking us to another state, but we will always treasure the memories and friends we have made here in this safe and secure neighborhood."
    0
    Flag
  • Sheldongreg
    "People walk they’re Dogs regularly on a leash and pick up any waste as the dog leaves it. There’s a waste can especially for Dog Waste while on your walk with your Dog. It’s very pleasant in my neighborhood to walk the Dog."
    2
    Flag
  • Michael S. S. (.
    "Neighborhood park and community pool. Meetings and holiday gatherings, parties, festivals, hay rides, parades and night out activities keep this diverse community connected."
    1
    Flag
  • Sayhelo
    "There are many folks with dogs, horses. I have also seen people with Gooses,and one guy who walks his chickens around the neighborhood. Never a problem with people who complain about others animals."
    4
    Flag
  • Mary-elizabeth H.
    "We love our neighborhood. It’s quiet and clean. It has two playgrounds, a pond and plenty of walking trails. "
    2
    Flag
  • Sayhelo
    "They have a really nice school system, although the new bridge was built, the toll is a little Steep. We don’t have much shopping on this side of the bridge . We have a few food stores, Walmart, food loin, but we need a place that will offer fresh fruit, and vegetables. "
    0
    Flag
  • Sayhelo
    "Many new homes with small children. Great schools, close to shopping,tech college, A nice variety for eating out"
    0
    Flag
  • Megan m.
    "I have lived in the area for 10 years Have seen lots of wildlife Friendly neighbors And easy to get around"
    2
    Flag
  • Yunilda B.
    "Love this neighborhood. It’s peaceful, beautiful, friendly and good for raising kids. I wish has more restaurants around so we can have options for dining. "
    4
    Flag
  • Sasha_The_Great
    "Loveeeeee my community! It’s very friendly and quiet. They are always having fun community events at the pool and club house. You will love this sought after friendly neighborhood. "
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

85 pet-friendly rentals in Chesapeake, VA

Explore by feature - Garage

58 rentals with a garage in Chesapeake, VA

Explore by feature - Air Conditioning

111 rentals with air conditioning in Chesapeake, VA

Explore by feature - Pool

55 rentals with a pool in Chesapeake, VA

Explore by feature - Washer/dryer

114 rentals with a washer/dryer in Chesapeake, VA

Explore by feature - Outdoor Space

51 rentals with an outdoor space in Chesapeake, VA

Homes for sale near 208 Terwillinger Rd

Skip to last item
Skip to first item

Off Market Homes Near 208 Terwillinger Rd

Skip to last item
Skip to first item
The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent. © 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW. REIN updates its listings on a daily basis. Data last updated: 2026-07-28 04:09:22 PDT
Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.
This application does not include information on all of the properties available for sale at this time.