1908 Bailey Ln, Chesapeake, VA 23321
OFF MARKET

1908 Bailey Ln
Chesapeake, VA 23321

Western Branch South
  • 3 Beds
  • 2 Baths
  • 1,653 sqft (on 0.60 acres)

$432,100

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $2,570/mo*
Refinance Your Home

$432,100

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $2,570/mo*
Refinance Your Home
3 Beds
2 Baths
1,653 sqft
(on 0.60 acres)

Local Information

  • Map ViewExplore the area around 1908 Bailey Ln.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1960
Lot Size
0.6 acres
Living Area
1,653 sqft
Price/Sqft
$261
Parking
Garage

About this House

Perfect opportunity to own a well-kept brick ranch in the Western Branch Schools District. This home backs to Bailey Creek and nature abounds. NO FLOOD INSURANCE IS REQUIRED. Dead end street. Solid home with 2 fireplaces, 3 bedroom, LR, den, Dining room. Newer replacement windows, HVAC system. City Water. Roof to be installed prior to closing. Roof to be installed before closing. Detached 23X23 double door garage. Come and fall in love with this truly unique setting. Lot is .6 acres.
1908 Bailey Ln, Chesapeake, VA 23321 is a 3 bedroom, 2 bathroom, 1,653 sqft single-family home in Western Branch South, built in 1960. It last sold for $399,900 on May 22, 2023. It is currently off market. The Trulia Estimate is $432,100, with a rent estimate of $2,473/month.

Home Details for 1908 Bailey Ln

Interior Features

Heating & Cooling
Heating: Forced Air, Heat Pump, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Laminate, Linoleum Vinyl
Interior Details
AtticNumber of Rooms: 7Types of Rooms: Dining Room, Family Room, Laundry Room, Master Bath, Office, WorkshopCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: BrickFoundation Type: Concrete BlockLawnPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1960Year Updated: 2022
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.60 acres

Price History for 1908 Bailey Ln

DatePriceEventSource
05/22/2023$399,900Sold
N/A
04/27/2023$399,900ContingentREIN Inc. #10482348
04/14/2023$399,900Listed For SaleREIN Inc. #10482348
07/09/2019$248,000Sold
N/A
05/16/2019$259,900PendingAgent Provided
04/02/2019$259,900PriceChange
Agent Provided
03/06/2019$269,900Listed For SaleAgent Provided

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$3,559
Assessment$352,400
Home facts updated by county records

Comparable Sales for 1908 Bailey Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4063 Maple Dr, Chesapeake, VA
0.24
Single-Family Home
$400,000
06/25/26
3
2
1,625
4073 Maple Dr, Chesapeake, VA
0.24
Single-Family Home
$389,000
04/21/26
3
2
1,397
1749 Pattie Ln, Chesapeake, VA
0.30
Single-Family Home
$375,000
01/21/26
3
2
1,650
1808 Cully St, Chesapeake, VA
0.15
Single-Family Home
$441,001
02/19/26
4
2
1,856
1904 Ames Cir W, Chesapeake, VA
0.32
Single-Family Home
$375,000
10/17/25
3
2
2,100
4209 Raleigh Rd, Chesapeake, VA
0.49
Single-Family Home
$375,000
03/09/26
3
2
2,339
1875 Ames Cir W, Chesapeake, VA
0.40
Single-Family Home
$342,000
05/07/26
3
2
2,114
1732 Inez Ln, Chesapeake, VA
0.27
Single-Family Home
$177,500
11/03/25
3
2
1,431
4021 Cory Ln, Chesapeake, VA
0.21
Single-Family Home
$380,000
07/08/26
4
2.5
2,600
2537 Lakewood Ln, Chesapeake, VA
0.15
Single-Family Home
$725,000
03/02/26
4
2.5
4,013

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 1908 Bailey Ln.
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

Western Branch South
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Western Branch South

At least 110 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 93 % Say parking is easy

  • 85 % Say it's dog friendly

  • 84 % Say kids play outside

  • 82 % Say yards are well-kept

  • 79 % Say it's quiet

  • 77 % Say there's holiday spirit

  • 71 % Say people would walk alone at night

  • 59 % Say streets are well-lit

  • 58 % Say they plan to stay for at least 5 years

  • 56 % Say neighbors are friendly

  • 49 % Say there's wildlife

  • 41 % Say there are sidewalks

  • 39 % Say there are community events

  • 22 % Say it's walkable to grocery stores

  • 16 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Our neighborhood is a hidden gem, tight bit community that offers special events for children around the holidays and random get together during the summer. It’s a great time and place to live!!!"
    0
    Flag
  • Trulia User
    "My only wish is that the Main road would have sidewalks, if it did walking to the park would be much easier."
    0
    Flag
  • Trulia User
    "Very safe and private. Neighbors care about each other! New neighborhood elementary school is nearing completion. "
    1
    Flag
  • Trulia User
    "It has been nice living here for 6 years now. It’s very quiet and my neighbors are the sweetest. We all look out for each other and our kids. Western Branch is definitely a great place to raise a family. "
    0
    Flag
  • Trulia User
    "A few years ago we did holiday events for every holiday! My favorite was Christmas Caroling door to door! This neighborhood in Chadswyck Terrace is amazing! Neighbors are always so kind, helpful, thoughtful, and friendly. Overall I have really enjoyed living here. "
    0
    Flag
  • Trulia User
    "Best neighbors ever. Everyone is friendly and looks out for one another. I feel safe here letting my kids play outside. "
    0
    Flag
  • Natenumber5
    "There are plenty of bus stops along the main road. Not far from the I64, I264, interchange, which allows for a sub 30 min drive to any shipyard. Perfect location for anyone in a trade or the military."
    1
    Flag
  • Unknownroad4me
    "The Chesapeake City Park has a dog park that is perfect for the furry friends and is surrounded by calming nature. "
    0
    Flag
  • Donnamrice
    "Great schools, great neighbors, yards are well-kept, and there are neighborhood events about 3-4 times per year. "
    1
    Flag
  • Thomas.guirkin
    "Very safe location to raise a family. Many military families in the area as well. Most are 30s/40s. Very unique neighborhood with a mix of new and older homes."
    2
    Flag
  • Thomas.guirkin
    "It’s very do friendly with plenty of sidewalks. The area is also very safe. There is so,e heavy traffic from time to time, but usually it’s pretty tame."
    0
    Flag
  • Thomas.guirkin
    "This is a great neighborhood! We are renting a house currently but are now looking to buy in this area in the next several months. It’s easy access to the interstate and traffic is manageable."
    10
    Flag
  • Thomas.guirkin
    "Very nice area with easy access to the interstate and only 30 minutes from the beach. Traffic isn’t too bad either"
    0
    Flag
  • Jennifer T.
    "This neighborhood feels safe. The children play outside together often. Neighbors tend to look out for one another. We’ve been happy living here. It’s a friendly and peaceful area to raise kids. "
    1
    Flag
  • Bryonspah
    "this neighborhood is known for the family atmosphere. very quite and shaded with the opportunity to walk your dogs along other homeowners in the neighborhood. "
    2
    Flag
  • Macsgirl
    "It is all brick homes, manicured yards, and wide roads. Very beautiful neighborhood. I have been her a year and have not experienced or heard of any crime. "
    0
    Flag
  • Eduk8u2
    "I've lived here for fifteen years, and it's the PERFECT place to raise a family! Come give Bailey's Creek a try! "
    6
    Flag
  • Marie R.
    "Its a great place for young families. Very friendly and lots of areas to meet other young couples. Community is close to 664 and 64. Has good schools! Neighbors are quite friendly and there are many families in the military in this area. "
    1
    Flag
  • Otisosei
    "great neighborhood. quite and easy to get out and walk or bike. very safe with city parks close by. community center is right outside the neighborhood and numerous shopping centers and the Chesapeake square mall is less than a quarter mile away. "
    6
    Flag
  • Kaneishaport
    "its just a friendly place to live. well kept and well maintained i love being here and i feel safe at all times..."
    3
    Flag
  • Ava D.
    "There’s a lot of dogs in this neighborhood that are usually outside so if your dog isn’t good with other dogs it might not work out"
    1
    Flag
  • Stacey J.
    "I've lived in this neighborhood for three years. It's quite and has friendly neighbors that look out for another. "
    2
    Flag
  • Carolynn W.
    "It’s a wonderful and friendly atmosphere i l have neighbors I’ve known for years and they are always asking to come over , but this area is a lot of older and young family’s "
    2
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

91 pet-friendly rentals in Chesapeake, VA

Explore by feature - Garage

63 rentals with a garage in Chesapeake, VA

Explore by feature - Air Conditioning

124 rentals with air conditioning in Chesapeake, VA

Explore by feature - Pool

58 rentals with a pool in Chesapeake, VA

Explore by feature - Washer/dryer

124 rentals with a washer/dryer in Chesapeake, VA

Explore by feature - Outdoor Space

56 rentals with an outdoor space in Chesapeake, VA

Homes for sale near 1908 Bailey Ln

Skip to last item
Skip to first item

Off Market Homes Near 1908 Bailey Ln

Skip to last item
Skip to first item

Frequently asked questions about 1908 Bailey Ln

  • What is 1908 Bailey Ln estimated to be worth?
    Trulia's estimated value for 1908 Bailey Ln in Chesapeake, VA is $432,100.
  • What is the price history for 1908 Bailey Ln?
    1908 Bailey Ln in Chesapeake, VA last sold for $399,900 in May 2023.
  • Is Chesapeake a buyer's or seller's market?
    Chesapeake is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Chesapeake?
    The median sale price in Chesapeake is $390K. That is up $4.67K from the prior month.
  • Does 1908 Bailey Ln have air conditioning?
    Yes, 1908 Bailey Ln in Chesapeake, VA has air conditioning.
  • Does 1908 Bailey Ln have laundry facilities?
    Yes, 1908 Bailey Ln in Chesapeake, VA has in-unit laundry.