$84,700
3 Beds
1 Bath
910 sqft
108 Pine St, Chestertown, MD 21620
Est. Refi. Payment $561/mo*
Refinance Your HomeCurrently Off Market - Sold Jun 30, 2026 for $85,000 (26% below list price)
Home Value
Trulia Estimate
$84.7KSince last month
Decreased$500 (-0.6%)Since last year
Decreased$70K (-45.1%)Since last sale
Decreased$400 (-0.5%)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 +2% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $85K |
| July 2026 | $85K |
| March 2026 | $157K |
| February 2026 | $141K |
| January 2026 | $139K |
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 |
|---|---|---|---|---|---|---|---|
0.08 | Single-Family Home | $249,000 | 06/12/26 | 3 | 1 | 1,356 | |
0.52 | Single-Family Home | $195,000 | 07/31/26 | 3 | 1 | 1,200 | |
0.52 | Single-Family Home | $120,000 | 02/27/26 | 4 | 1.5 | 1,156 | |
0.24 | Single-Family Home | $325,000 | 06/17/26 | 3 | 1 | 1,427 | |
0.50 | Single-Family Home | $155,000 | 05/13/26 | 2 | 1 | 910 | |
0.16 | Single-Family Home | $296,337 | 09/30/25 | 3 | 1.5 | 2,212 | |
0.18 | Single-Family Home | $318,000 | 08/14/26 | 3 | 2 | 1,397 | |
0.36 | Single-Family Home | $230,000 | 11/20/25 | 3 | 2 | 1,140 |
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 |
|---|---|---|---|---|---|---|
0.01 | $299,100 | 3 | 1 | 1,376 | Off Market | |
0.08 | $249,000 | 3 | 1 | 1,356 | Recently Sold | |
0.12 | $257,200 | 3 | 1 | 1,275 | Off Market | |
0.14 | $300,000 | 4 | 2 | 1,325 | Recently Sold | |
0.11 | $447,500 | 3 | 2.5 | 2,008 | Off Market | |
0.11 | $495,000 | 4 | 3 | 3,984 | Recently Sold | |
0.18 | $318,000 | 3 | 2 | 1,397 | Recently Sold | |
0.16 | $297,900 | 3 | 1.5 | 2,212 | Off Market | |
0.24 | $415,000 | 3 | 2.5 | 1,676 | Recently Sold | |
0.24 | $290,500 | 3 | 1 | 1,252 | Off Market | |
0.24 | $325,000 | 3 | 1 | 1,427 | Recently Sold |
Local Information
- Map ViewExplore the area around 108 Pine St.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Single-Family Home
Built in 1957
910 sqft
$93/sqft
1 Open Spaces
About this House
Previous Buyer failed to perform - Your opportunity has come around again - Don't miss out this time. FULL RENOVATION PROJECT - Prime Chestertown Location Priced for Immediate Equity Creation. This 3-bedroom, 1-bath single-family home at $115,000 represents a clear value-add opportunity in one of Chestertown’s most “walkable” corridors. With estimated renovation investment of $60K-$80K+, comparable renovated properties in this location are selling for $275K-$300K, creating potential equity of $80K-$125K for buyers with vision and capability. Close proximity to Washington College creates built-in rental demand from students, faculty, and staff. Plus easy access to Downtown Chestertown shops, restaurants, and waterfront parks are minutes away on foot. Starbucks and grocery stores are easily accessible. This is a prime location renovation opportunity where comparable updated homes command premium pricing. The renovation reality. This property requires full renovation and is priced accordingly. Systems, finishes, and layout will need comprehensive updating. Estimated investment ranges from $60,000 to $80,000+ depending on finish level and scope decisions. This is a project for experienced investors, renovation contractors, or buyers with construction capability who understand forced appreciation through strategic improvements. The opportunity math works. Purchase at $115,000. Invest $60K-$80K in renovations. All-in cost: $175K-$195K. Recent comparable sales for fully renovated 3-bedroom homes in walkable Chestertown locations are selling in the $275K-$300K range. Your potential equity position: $80,000 to $125,000 upon completion. Multiple exit strategies. Flip after renovation for immediate profit. Hold as rental property serving Washington College market with strong rental history in the area. Owner-occupy and build instant equity while creating your ideal home. The location flexibility supports whatever investment strategy fits your goals. Property sold AS-IS. Serious buyers should conduct thorough inspections and due diligence. This is a renovation project, not a cosmetic update - price reflects condition and opportunity. Act quickly on clear value plays. Properties offering this equity spread in prime walkable locations move fast when priced correctly.
108 Pine St, Chestertown, MD 21620 is a 3 bedroom, 1 bathroom, 910 sqft single-family home built in 1957. It last sold for $85,000 on Jun 30, 2026 (26% below the $115,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $84,700, with a rent estimate of $1,637/month.
Last check for updates: about 7 hours ago
Listed by Mr. David J Moore, (410) 777-5848
Real Broker, LLC
Listing Team: David J. Moore & Associates
Bought with: Michelle Abplanalp, (443) 496-4255, Rosendale Realty
Source: Bright MLS, MLS#MDKE2006322
Home Details for 108 Pine St
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Interior Details Number of Rooms: 1Types of Rooms: Basement |
Beds & Baths Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1Number of Bathrooms (main level): 1 |
Dimensions and Layout Living Area: 910 Square Feet |
Appliances & Utilities Appliances: Water Heater |
Heating & Cooling Heating: OtherHas CoolingAir Conditioning: OtherHas Heating |
Fireplace & Spa No Fireplace |
Levels, Entrance, & Accessibility Stories: 1Levels: OneAccessibility: None |
View No View |
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Exterior Home Features Roof: Shingle CompositionPatio / Porch: PorchOther Structures: Above Grade, Below GradeNo Private Pool |
Parking & Garage Open Parking Spaces: 1No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 1Parking: Driveway |
Pool Pool: None |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 910 Square Feet |
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Year Built Year Built: 1957 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: OtherArchitecture: Ranch/Rambler |
Building Construction Materials: Shingle Siding, AsbestosNot a New Construction |
Property Information Condition: FixerParcel Number: 1504004418 |
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Price List Price: $115,000Price Per Sqft: $93/sqft |
Status Change & Dates Off Market Date: Tue Jun 30 2026Possession Timing: Close Of Escrow |
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MLS Status: CLOSED |
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Direction & Address City: CHESTERTOWNCommunity: College Heights |
School Information Elementary School District: Kent County Public SchoolsJr High / Middle School District: Kent County Public SchoolsHigh School: Kent CountyHigh School District: Kent County Public Schools |
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Building Area Building Area: 910 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 7500 sqft |
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Special Conditions: Standard |
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Contingencies: OtherListing Agreement Type: Exclusive Right To SellListing Terms: Cash, FHA 203(k) |
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Business Information Ownership: Fee Simple |
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Mls Number: MDKE2006322Municipality: ChestertownAbove Grade Unfinished Area: 910 |
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Source Internet Entire Listing Display: Y |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jun 30, 2026 Source: Bright MLS #MDKE2006322 | Sold | $85,000 |
Jun 10, 2026 Source: Bright MLS #MDKE2006322 | Contingent | $115,000 |
May 5, 2026 Source: Bright MLS #MDKE2006322 | PendingToActive | $115,000 |
Apr 8, 2026 Source: Bright MLS #MDKE2006322 | Pending | $115,000 |
Apr 2, 2026 Source: Bright MLS #MDKE2006322 | Listed For Sale | $115,000 |
Aug 23, 1996 Source: N/A | Sold | $45,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $3,313 | $105,700 |
Home facts updated by county records
Market trends in Chestertown
Last updated July 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
59
5MoM
Around this home
What Locals Say about Chestertown
At least 34 Trulia users voted on each feature.
85 % Say car is needed
84 % Say there's holiday spirit
83 % Say it's dog friendly
77 % Say people would walk alone at night
77 % Say parking is easy
76 % Say yards are well-kept
74 % Say it's quiet
61 % Say neighbors are friendly
57 % Say there's wildlife
56 % Say it's walkable to restaurants
54 % Say there are sidewalks
49 % Say kids play outside
46 % Say it's walkable to grocery stores
44 % Say streets are well-lit
41 % Say there are community events
38 % Say they plan to stay for at least 5 years
Sourced by Trulia users. Learn more about our methodology.
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LGBTQ Local Legal Protections
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement.
Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 Bright MLS, Inc. Click here for more information
Frequently asked questions about 108 Pine St
- What is 108 Pine St estimated to be worth?Trulia's estimated value for 108 Pine St in Chestertown, MD is $84,700.
- What is the price history for 108 Pine St?108 Pine St in Chestertown, MD last sold for $85,000 in June 2026.
- Is Chestertown a buyer's or seller's market?Chestertown is currently a seller's market, based on recent for-sale activity.
- What do residents say about Chestertown?Residents describe Chestertown, MD as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Chestertown, MD.
- Does 108 Pine St have air conditioning?Yes, 108 Pine St in Chestertown, MD has air conditioning.
- How big is the lot at 108 Pine St?The lot at 108 Pine St in Chestertown, MD is about 0.17 acres (7,500 sq ft).
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