144 Chesterfield Rd, Hampton, VA 23661
Property image
Property image
FOR SALE
NEW
OPEN SAT, 12-3PM
3D VIEW

$325,000

  • 3 Beds
  • 2 Baths
  • 1,601 sqft

144 Chesterfield Rd, Hampton, VA 23661

Greater Wythe
Est. Mortgage $1,986/mo*
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Home Highlights

Single-Family Home
Built in 1938
$203/sqft
Garage

Local Information

  • Map ViewExplore the area around 144 Chesterfield Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Warm, welcoming, and beautifully maintained, this charming Cape Cod in Hampton's historic Wythe area pairs old-home charm with thoughtful modern updates. Original doors & trim add personality, while the renovated kitchen offers quartz countertops, stainless steel appliances, and abundant cabinet & counter space. Two bedrooms and a full bath are on the main level, while the entire second floor is dedicated to a spacious primary suite with walk-in closet, double vanity, & soaking tub. A large laundry room adds everyday convenience. Outside, mature landscaping adds privacy to the fenced backyard, complemented by a back porch, screened side porch, and detached garage. Updated electrical and plumbing, HVAC (2023), roof (2025), and a tankless water heater add peace of mind. Convenient to Hampton's waterfront, parks, marinas, shopping, dining, military installations, and major commuter routes, this home offers a lovely blend of historic charm, modern comfort, and coastal Virginia living.
Last check for updates: about 3 hours ago
Listing courtesy of Rachel McNeil
KW Allegiance, (757) 530-9500
Source: REIN Inc., MLS#10652998

Open House

Saturday, September 12
12:00 PM to 3:00 PM

Home Details for 144 Chesterfield Rd

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 7Types 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: 1601 Square Feet
Appliances & Utilities
Appliances: 220 V Elec, Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer, Gas Water HeaterDishwasherDryerLaundry: Dryer Hookup,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump W/AHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Heat Pump W A
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Concrete, Laminate/LVP
Levels, Entrance, & Accessibility
Stories: 2Floors: Concrete, Laminate LVP
View
No View

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Porch, Screened PorchFencing: Back Yard, Wood, Fenced
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 1Parking: Garage Det 1 Car,Driveway,On Street
Pool
Pool: None
Frontage
Waterfront: Not WaterfrontNot on Waterfront
Water & Sewer
Sewer: City/County
Farm & Range
Not Allowed to Raise Horses

Days on Market

Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 1938
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Vinyl SidingNot a New ConstructionNot Attached Property
Property Information
Condition: Rehabilitated

Price & Status

Price
List Price: $325,000Price Per Sqft: $203
Status Change & Dates
Possession Timing: Settlement

Active Status

MLS Status: New Listing

Media

Location

Direction & Address
City: HamptonCommunity: Wythe
School Information
Elementary School: Hunter B. AndrewsJr High / Middle School: Hunter B. AndrewsHigh School: Hampton

Agent Information

Listing Agent
Listing ID: 10652998

HOA

No HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 6969.6 sqft

Offer

Contingencies: Non Contingent

Miscellaneous

Mls Number: 10652998

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

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

Home Value

Trulia Estimate
$326K
Since last month
Increased$8K (+2.4%)
Since last year
Increased$23K (+7.6%)
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 +164% in the last 10 years
MonthEstimated value
2026
September 2026$326K
August 2026$318K
July 2026$319K
June 2026$318K
May 2026$317K
April 2026$315K
March 2026$314K
February 2026$310K
January 2026$303K
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
301 Powhatan Pkwy, Hampton, VA
0.25
Single-Family Home
$280,000
01/16/26
3
2
1,669
220 Chesterfield Rd, Hampton, VA
0.16
Single-Family Home
$272,700
09/19/25
4
2
1,496
118 Pochin Pl, Hampton, VA
0.23
Single-Family Home
$350,000
07/22/26
3
2.5
1,709
116 Braddock Rd, Hampton, VA
0.19
Single-Family Home
$365,000
09/26/25
4
3
1,550
238 Pochin Pl, Hampton, VA
0.26
Single-Family Home
$337,000
06/12/26
4
2
1,899
1913 Bay Ave, Hampton, VA
0.34
Single-Family Home
$315,000
07/31/26
4
2
1,740
38 Hill St, Hampton, VA
0.37
Single-Family Home
$160,000
12/15/25
4
2
1,410
107 Hill St, Hampton, VA
0.38
Single-Family Home
$289,900
08/10/26
3
2
1,750
257 Pocahontas Pl, Hampton, VA
0.20
Single-Family Home
$315,000
08/03/26
4
3
2,185
5 Willoughby Pl, Hampton, VA
0.43
Single-Family Home
$320,000
07/24/26
3
1.5
1,950

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
144 Wythe Pkwy, Hampton, VA 23661
0.06
$239,000
2
1
917
Recently Sold
133 Chesterfield Rd, Hampton, VA 23661
0.08
$327,600
5
2
1,970
Off Market
140 Chancellor Rd, Hampton, VA 23661
0.13
$279,000
2
1
1,132
For Sale
140 Powhatan Pkwy, Hampton, VA 23661
0.14
$332,250
4
3
2,106
Recently Sold
100 Harbor Drive, Hampton, VA 23661
0.16
$444,500
6
3
2,736
Off Market
119 Wythe Pkwy, Hampton, VA 23661
0.17
$270,000
3
1.5
1,960
Recently Sold
115 Powhatan Pkwy, Hampton, VA 23661
0.16
$391,300
4
2
2,276
Off Market
220 Chesterfield Rd, Hampton, VA 23661
0.16
$283,500
4
2
1,496
Off Market
108 Chesterfield Rd, Hampton, VA 23661
0.18
$290,000
4
1
2,043
Recently Sold
116 Braddock Rd, Hampton, VA 23661
0.19
$379,100
4
3
1,550
Off Market

Price and Tax history

YearProperty taxTax assessment
2025
$3,434
$291,900
Home facts updated by county records

LGBTQ Local Legal Protections

Rachel McNeil, KW Allegiance, (757) 530-9500
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: 2026-09-10 11:44:22 PDT
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Frequently asked questions about 144 Chesterfield Rd

  • What is the estimated monthly payment for 144 Chesterfield Rd?
    Based on a $325,000 list price with 20% down at today's rates, the estimated monthly payment for 144 Chesterfield Rd in Hampton, VA is approximately $2,056 (about $1,737 principal & interest, $244 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 144 Chesterfield Rd compare to homes in Hampton?
    144 Chesterfield Rd in Hampton, VA is listed at $325,000, about 51% above the $216K median sale price in Hampton.
  • What do residents say about the Greater Wythe neighborhood?
    Residents describe the Greater Wythe neighborhood in Hampton, VA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Greater Wythe, Hampton.
  • What are the closest schools to 144 Chesterfield Rd?
    The closest schools to 144 Chesterfield Rd in Hampton, VA are Hampton High School (rated 7/10), Hunter B. Andrews PK-8 (Pre-K/Elementary/Middle, rated 5/10).
  • Does 144 Chesterfield Rd have air conditioning?
    Yes, 144 Chesterfield Rd in Hampton, VA has air conditioning.
  • Does 144 Chesterfield Rd have laundry facilities?
    Yes, 144 Chesterfield Rd in Hampton, VA has in-unit laundry.
144 Chesterfield Rd, Hampton, VA 23661 is a 3 bedroom, 2 bathroom, 1,601 sqft single-family home built in 1938. 144 Chesterfield Rd is located in Greater Wythe, Hampton. This property is currently available for sale and was listed by REIN Inc. on Sep 10, 2026. The MLS # for this home is MLS# 10652998.