101 Chesterfield Rd, Hampton, VA 23661
OFF MARKET

$302,200

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,425 sqft

101 Chesterfield Rd, Hampton, VA 23661

Greater Wythe
Est. Refi. Payment $1,859/mo*
Refinance Your Home
Currently Off Market - Sold Feb 2, 2022 for $225,500

Home Value

Trulia Estimate
$302K
Since last month
Decreased$3K (-0.9%)
Since last year
Decreased$4K (-1.4%)
Since last sale
Increased$77K (+34.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +85% in the last 10 years
MonthEstimated value
2026
August 2026$302K
August 2026$302K
July 2026$305K
June 2026$305K
May 2026$304K
April 2026$301K
March 2026$296K
February 2026$295K
January 2026$290K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
116 Braddock Rd, Hampton, VA
0.11
Single-Family Home
$365,000
09/26/25
4
3
1,550
105 Wythe Crescent Dr, Hampton, VA
0.21
Single-Family Home
$250,000
03/03/26
5
3
2,409
118 Pochin Pl, Hampton, VA
0.27
Single-Family Home
$350,000
07/22/26
3
2.5
1,709
143 Robinson Rd, Hampton, VA
0.27
Single-Family Home
$330,000
11/14/25
4
2.5
2,396
257 Pocahontas Pl, Hampton, VA
0.42
Single-Family Home
$315,000
08/03/26
4
3
2,185
108 Chesterfield Rd, Hampton, VA
0.06
Single-Family Home
$290,000
12/15/25
4
1
2,043
107 Hill St, Hampton, VA
0.37
Single-Family Home
$289,900
08/10/26
3
2
1,750
301 Powhatan Pkwy, Hampton, VA
0.47
Single-Family Home
$280,000
01/16/26
3
2
1,669
220 Chesterfield Rd, Hampton, VA
0.38
Single-Family Home
$272,700
09/19/25
4
2
1,496
38 Hill St, Hampton, VA
0.32
Single-Family Home
$160,000
12/15/25
4
2
1,410

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
2401 Chesapeake Ave, Hampton, VA 23661
0.04
$379,000
4
2.5
2,171
For Sale
2402 Chesapeake Ave, Hampton, VA 23661
0.08
$1,400,000
4
4
5,185
For Sale
106 Chesterfield Rd, Hampton, VA 23661
0.04
$85,000
-
-
-
Recently Sold
108 Chesterfield Rd, Hampton, VA 23661
0.06
$290,000
4
1
2,043
Recently Sold
100 Harbor Drive, Hampton, VA 23661
0.10
$444,500
6
3
2,736
Off Market
116 Braddock Rd, Hampton, VA 23661
0.11
$379,100
4
3
1,550
Off Market
119 Wythe Pkwy, Hampton, VA 23661
0.11
$270,000
3
1.5
1,960
Recently Sold
133 Chesterfield Rd, Hampton, VA 23661
0.15
$327,600
5
2
1,970
Off Market
115 Powhatan Pkwy, Hampton, VA 23661
0.17
$391,300
4
2
2,276
Off Market
2915 Chesapeake Ave, Hampton, VA 23661
0.21
$395,000
4
2.5
2,536
Recently Sold

Local Information

  • Map ViewExplore the area around 101 Chesterfield 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
1938
Living Area
2,425 sqft
Price/Sqft
$125
Parking
Garage

About this House

Unique Home In Old Wythe! Three Sep Apartments In This House. All 1 Br, 1 Ba, Two W/Fireplaces, All Hw Floors, Gas Stoves, Sep Entrances, Sep Gas & Ele Meters, Shared Water. Very Good Condition. New Roof In 2009. Live In One, Rent The Others For Instant Income.
101 Chesterfield Rd, Hampton, VA 23661 is a 3 bedroom, 3 bathroom, 2,425 sqft single-family home in Greater Wythe, built in 1938. It last sold for $225,500 on Feb 2, 2022. More recently, it was listed as a rental in December 2019 with an asking price of $625 per month. That rental listing was removed on January 4, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $302,200, with a rent estimate of $2,687/month.

Home Details for 101 Chesterfield Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Linoleum Vinyl
Appliances & Utilities
MicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stucco, BrickFoundation Type: Crawl Raised
Parking & Garage
GarageParking: Off Street, Garage

Property Information

Year Built
Year Built: 1938
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 3

Lot Information

Lot Area: 8360 sqft

Price and Tax history

DateEventPrice
Feb 2, 2022
Source: N/A
Sold
$225,500
Dec 24, 2021
Source: REIN Inc. #10415517
Contingent
$215,000
Dec 16, 2021
Source: REIN Inc. #10415517
Listed For Sale
$215,000
Jan 4, 2020
Source: Agent Provided
ListingRemoved
$625
Dec 16, 2019
Source: Agent Provided
Listed For Rent
$625

Market trends in Greater Wythe

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$216K
$6.67KMoM
Sale-to-List Price
—
Price per sq ft
$181
$9MoM
Available listings
102
2MoM

Around this home

Neighborhood Overview

Greater Wythe
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Greater Wythe

At least 117 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 90 % Say parking is easy

  • 86 % Say yards are well-kept

  • 81 % Say it's dog friendly

  • 71 % Say there's holiday spirit

  • 70 % Say kids play outside

  • 70 % Say there are sidewalks

  • 63 % Say streets are well-lit

  • 61 % Say it's quiet

  • 55 % Say neighbors are friendly

  • 51 % Say it's walkable to grocery stores

  • 50 % Say people would walk alone at night

  • 50 % Say they plan to stay for at least 5 years

  • 41 % Say there's wildlife

  • 31 % Say there are community events

  • 22 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Deborahaaron
    "Park like environment. Very nice for pets and children. Waterfront is exceptional and friends and family enjoy when they visit."
    0
    Flag
  • Em Leeks
    "Safety of the area, the abundant enrichment products available for our kids, and a place of peace. Great school zone and convenience to available retail stores to provide for the family "
    0
    Flag
  • Dblunt26
    "Virginia is home for lovers. A great place to raise a family and enjoy the fruits that life has to offer. Many places to shop, dine, and enjoy the atmosphere. "
    0
    Flag
  • Trulia User
    "I’ve lived here 12 years and raised my kid here. It’s a unique neighborhood where each house has its own flair, no HOA, and folks wave and say hello as they bike or walk by. Kids hang out and play. There’s a sense of community here. LOVE living in Wythe!"
    9
    Flag
  • Trulia User
    "it's pretty much a family-oriented neighborhood is easy access to the interstate 64. it's a great area if you're interested in going to the local beaches museums parks Waterfront area it's a great area for fishing"
    0
    Flag
  • Trulia User
    "This is a family friendly environment. People are pleasant and for the most part everyone keeps to themselves. Great place to live"
    0
    Flag
  • Trulia User
    "Plenty space to walk your dog abs a nice neighborhood to have a walk great scenery friendly people you will see why walking "
    1
    Flag
  • Trulia User
    "pleasant, great neighborhood, well lit at night. My area is like big family. Kids play in yards and ride bikes in the summer all the time. Kids walk to school bus stops alone. very safe place for kids. Grocery store is close. 711 right around the corner. Advance Auto up the street."
    0
    Flag
  • Cameron W.
    "The neighborhood is definitely up and coming. New houses are being built and local stores are revamping their curbside appeal. It’s close to the James River and moderately quiet area. "
    12
    Flag
  • Thaddeus L.
    "People are always walking their dogs around the neighborhoods. Dogs are usual leashed, and friendly. Even bigger “aggressive breed” dogs. Lots of responsible owners"
    4
    Flag
  • Mark E.
    "This is a diverse affordable waterfront community. It has a park like setting throughout, with beautiful homes, unobstructed views of the Chesapeake, convenient parks and the people are all great! "
    16
    Flag
  • Susan T.
    "Great walkable neighborhood with residents of all ages and incomes. Near the water yet close to downtown amenities "
    5
    Flag
  • Kayla S.
    "great place to live...it's quite...comfortable...by the water...really great place good place for kids to grow up...and older people"
    18
    Flag
  • Janice J.
    "We do not have any community events that make this place special. There was a pool event once for some kid and a race of some sort."
    8
    Flag
  • Janice J.
    "I drive to work. There are different routes that I can take to get to work. The traffic isn’t too bad."
    2
    Flag
  • Stacey D. J.
    "good neighborhood to walk dogs and socialize with neighbors.............................................."
    0
    Flag
  • Jacob M.
    "No community events really. People leave each other alone for the most part. Kids play in the street and I would highly recommend the area. "
    0
    Flag
  • Samantha
    "We are moving in next week and are very excited about our future in this area. We love the neighborhood and the potential! "
    0
    Flag
  • Nieko A.
    "it's a beautiful and unique area with a secluded feel ; although, close to the city center. I enjoy the people and variety of shopping and nature"
    11
    Flag
  • Dalyce P.
    "Where we are close to the water there are a lot of pot holes!!! Very quiet and peaceful. Police heavily enforced "
    0
    Flag
  • Ryan
    "my neighborhood has a great vibe and all the neigbors are inviting and friendly. parking is never an issue and i always feel comfortable here."
    0
    Flag
  • Jesse H.
    "I have lived here a year and a half now, there is a lot to do in the area. minutes from the ocean. great area. "
    8
    Flag
  • James B.
    "they would like that they can walk there dog and pick up the things there pet leave behind. They can walk there pet to a park that is located less than a mile away "
    1
    Flag
  • Cynn1963
    "People walk their dogs around the neighborhood all the time. I’ve never seen any dogs running loose. The dogs that live next-door to me are very friendly."
    0
    Flag
  • Susan T.
    " A great deal of dog walking and socializing takes place in our community on a daily basis. The variety of streets and open spaces make it interesting for the dogs."
    0
    Flag
  • Dalyce P.
    "its okay the busses aren't as frequent and the scheduling and routes conflict. but if you have a car or bike its awesome."
    1
    Flag
  • Susan T.
    "The hIstoric character of the homes, the proximity to the water and the trees. Lots of young families are moving in."
    0
    Flag
  • Denise M. M.
    "Great neighbors, people in the area they watch out for eachother. Neighborhood is quiet and the scenic views are great for walks with your loved ones dogs included and bike rides"
    9
    Flag
  • Lambertgrp
    "Live 120 feet and I have a a panoramic view of Chesapeake bay. Stately homes built doing the roaring twenties. Natural gas and a popular that believes York town is the place to raise a family. This misperception keeps our city assessments low and our property tax reasonable."
    5
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 101 Chesterfield Rd

  • What is 101 Chesterfield Rd estimated to be worth?
    Trulia's estimated value for 101 Chesterfield Rd in Hampton, VA is $302,200.
  • What is the price history for 101 Chesterfield Rd?
    101 Chesterfield Rd in Hampton, VA last sold for $225,500 in February 2022.
  • Is Hampton a buyer's or seller's market?
    Hampton is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Hampton?
    The median sale price in Hampton is $216K. That is down $6.67K from the prior month.
  • How big is the lot at 101 Chesterfield Rd?
    The lot at 101 Chesterfield Rd in Hampton, VA is about 0.19 acres (8,360 sq ft).
  • Does 101 Chesterfield Rd have a garage?
    Yes, 101 Chesterfield Rd in Hampton, VA has a garage.

Explore by feature - Pet Friendly

116 pet-friendly rentals in Hampton, VA

Explore by feature - Garage

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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Apartments for Rent

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Off Market Homes Near 101 Chesterfield Rd

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