1908 Harbor Dr, Chester, MD 21619
Property image
Property image
OFF MARKET

1908 Harbor Dr
Chester, MD 21619

  • 3 Beds
  • 1.5 Baths
  • 1,066 sqft (on 0.28 acres)

$367,700

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $2,207/mo*
Refinance Your Home

$367,700

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $2,207/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,066 sqft
(on 0.28 acres)

Home Value

Trulia Estimate
$368K
Since last month
Decreased$3K (-0.9%)
Since last year
Decreased$5K (-1.4%)
Since last sale
Increased$40K (+12.2%)
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 +90% in the last 10 years
MonthEstimated value
2026
August 2026$367K
July 2026$368K
June 2026$370K
May 2026$372K
April 2026$373K
March 2026$370K
February 2026$367K
January 2026$364K
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
1870 Harbor Dr, Chester, MD
0.09
Single-Family Home
$310,000
03/23/26
2
1
832
1906 Harbor Dr, Chester, MD
0.01
Single-Family Home
$430,000
08/10/26
4
2
1,750
1838 Sherman Dr, Chester, MD
0.24
Single-Family Home
$379,000
06/18/26
3
2
1,204
1914 Anchorage Dr, Chester, MD
0.10
Single-Family Home
$299,900
06/08/26
3
2
1,800
2644 Cecil Dr, Chester, MD
0.28
Single-Family Home
$382,000
03/20/26
3
2
1,108
2653 Cox Neck Rd, Chester, MD
0.22
Single-Family Home
$374,000
01/02/26
3
2
1,560
1848 Harbor Dr, Chester, MD
0.21
Single-Family Home
$480,000
06/24/26
3
2
1,804
1872 Harbor Dr, Chester, MD
0.07
Single-Family Home
$445,000
07/31/26
3
2
1,486
1903 Churchhill Ln, Chester, MD
0.05
Single-Family Home
$405,000
11/14/25
4
3
1,682
1906 Stevens Dr, Chester, MD
0.17
Single-Family Home
$471,500
06/30/26
3
2
2,016

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
1907 Churchhill Ln, Chester, MD 21619
0.05
$444,300
3
2
1,160
Off Market
1906 Harbor Dr, Chester, MD 21619
0.01
$430,000
4
2
1,750
Recently Sold
1903 Churchhill Ln, Chester, MD 21619
0.05
$405,000
4
3
1,682
Recently Sold
1872 Harbor Dr, Chester, MD 21619
0.07
$445,000
3
2
1,486
Recently Sold
1921 Harbor Dr, Chester, MD 21619
0.09
$519,900
3
2.5
2,000
Recently Sold
1870 Harbor Dr, Chester, MD 21619
0.09
$310,000
2
1
832
Recently Sold
16 & 17 Cecil Dr, Chester, MD 21619
0.13
-
-
-
-
Off Market
1914 Anchorage Dr, Chester, MD 21619
0.10
$299,900
3
2
1,800
Recently Sold
1921 Stevens Dr, Chester, MD 21619
0.16
$388,500
3
1
1,484
Off Market
1906 Stevens Dr, Chester, MD 21619
0.17
$471,500
3
2
2,016
Recently Sold
2616 Ellicott Dr, Chester, MD 21619
0.17
$488,700
3
2
1,439
Off Market
2709 Cox Neck Rd, Chester, MD 21619
0.19
$455,800
4
2.5
2,286
Off Market

Local Information

  • Map ViewExplore the area around 1908 Harbor Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1955
Lot Size
0.28 acres
Living Area
1,066 sqft
Price/Sqft
$345

About this House

AVAILABLE AGAIN! Contract fell through. Welcome home to this adorable single family home in Harborview Community of Kent Island! Beautiful low maintenance engineered wood floors throughout. Open floor plan with sliding glass doors leading to large Trex deck and a fully fenced yard. Talk about wow factor...this large yard is perfect for entertaining or letting your pups run! Many upgrades inside and out...new 30 year 3 tab architectual shingle roof, new AC unit (2016), upgraded updated kitchen with brand new built in microwave, new well pump, new siding (2018)
3rd bedroom has been opened up as a spacious dressing suite--ideal as it is or quick and easy conversion back to a 3rd bedroom! Open living room with ceiling mounted projector is perfect for cozy movie nights! New privacy fence being installed this week!! Harborview is just two miles east of the Chesapeake bay Bridge- an easy commute to Annapolis or DC. Located just minutes away from the Cross Island Trail and all the Island has to offer! One acre field with pavilion and playground -Community events including Easter egg hunt and community picnic make this sought after community ideal!
1908 Harbor Dr, Chester, MD 21619 is a 3 bedroom, 2 bathroom, 1,066 sqft single-family home built in 1955. It last sold for $327,000 on Sep 21, 2022. It is currently off market. The Trulia Estimate is $367,700, with a rent estimate of $2,217/month.

Home Details for 1908 Harbor Dr

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Vinyl
Parking & Garage
Parking Spaces: 4

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price and Tax history

DateEventPrice
Sep 21, 2022
Source: Bright MLS #MDQA2004276
Sold
$327,000
Aug 25, 2022
Source: Bright MLS #MDQA2004276
Contingent
$317,000
Aug 17, 2022
Source: Bright MLS #MDQA2004276
Listed For Sale
$317,000
Aug 8, 2022
Source: Bright MLS #MDQA2004276
ListingRemoved
Aug 2, 2022
Source: Bright MLS #MDQA2004276
Contingent
$317,000

Market trends in Chester

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
70
5MoM
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Around this home

What Locals Say about Chester

At least 36 Trulia users voted on each feature.

  • 88 % Say parking is easy

  • 88 % Say car is needed

  • 86 % Say people would walk alone at night

  • 83 % Say it's dog friendly

  • 83 % Say it's quiet

  • 80 % Say there's holiday spirit

  • 65 % Say neighbors are friendly

  • 64 % Say kids play outside

  • 64 % Say there's wildlife

  • 57 % Say yards are well-kept

  • 53 % Say there are sidewalks

  • 49 % Say they plan to stay for at least 5 years

  • 48 % Say there are community events

  • 44 % Say streets are well-lit

  • 41 % Say it's walkable to restaurants

  • 17 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Dlmaheux
    "I’ve been here 20 years and don’t even lock my doors the majority of the time. Super safe. Wonderful sense of community all around "
    0
    Flag
  • Colinjgallagher525
    "Tucked away million dollar homes with great down-to-earth people living in them. It’s a warm community and bay living at its finest. "
    0
    Flag
  • Peggy Young
    "Board meetings, water aerobics, pickle ball, tennis, a gym, kayaking, paddle boarding. Mah jongg, bingo, games day, social committee,walking club "
    0
    Flag
  • Trulia User
    "Water aerobics, happy hours, cardboard boat races, kayaking, mah jongg, game day dog walking. Boating "
    0
    Flag
  • Peggy.young
    "Lots of spaces to walk dogs, lots of people who love dogs. Great way to meet neighbors. Just about everyone on the shore has a dog. Also a number of good kennels for when you travel. "
    3
    Flag
  • Taylor T.
    "Lots of dogs everyone walks them all hours of the night and their is little stops with bags to pick up Feeses "
    0
    Flag
  • kara
    "I've lived here for three years and the neighbors are very friendly mostly. They look out for each other..."
    0
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  • Robert M Heyn
    "Its always so pleasant here in Chester. Its like Everyone says HI and knows one another. The school systems are great and Chester is central located to all surrounding areas of shopping, dining, water, Annapolis and Easton. Some of tue most beautiful views in the MD pertaining to water and nature."
    1
    Flag
  • J0J0s4X4
    "They are required to clean up after them. The HOA used to pay a pooper scooper company which provided pooper containers, scoops, and bags after used to be deposited in the container. The Board decided that the dog owners should pick up the cost of picking up after their dogs and quit paying the $26,000 per year for the company."
    0
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  • Wilson
    "Not very many families, but within a great school district. Good community for people who don’t really have children. "
    0
    Flag
  • J0J0s4X4
    "it is a child friendly development and very safe. also, most homeowners have video security systems."
    0
    Flag
  • Peggy y.
    "Chester is a real community, where you know just about everyone. I live in a condo, so life is as easy as it gets. There are lots of walking trails, and you are always a stone’s throw from the Chesapeake Bay or the Chester River."
    3
    Flag
  • Eric D.
    "I live in this area. Great place to raise a family. Access to beaches, parks, cross island trail."
    0
    Flag

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Homes for sale near 1908 Harbor Dr

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Off Market Homes Near 1908 Harbor Dr

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Frequently asked questions about 1908 Harbor Dr

  • What is 1908 Harbor Dr estimated to be worth?
    Trulia's estimated value for 1908 Harbor Dr in Chester, MD is $367,700.
  • What is the price history for 1908 Harbor Dr?
    1908 Harbor Dr in Chester, MD last sold for $327,000 in September 2022.
  • Is Chester a buyer's or seller's market?
    Chester is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Chester?
    Residents describe Chester, MD as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Chester, MD.
  • Does 1908 Harbor Dr have air conditioning?
    Yes, 1908 Harbor Dr in Chester, MD has air conditioning.
  • Does 1908 Harbor Dr have laundry facilities?
    Yes, 1908 Harbor Dr in Chester, MD has in-unit laundry.