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Property profile & analytics
OFF-MARKET
Estimated value
$725,000
Investment properties
335 High St Chestertown, MD 21620-1344
Entity Owned
Free & Clear
Property ID
US40-0278254
Property profile
Verified
Property type
Investment properties
Use group
OFFICE/RESIDENTIAL (MIXED USE)
Year built
1890
Construction
BRICK
Total area
10,098 SF
Lot
0.18 ac (7,865 SF)
APN
04-005244
UPID
US40-0278254
Cap rate & NOI
Priority signal for investors
Implied cap rate, NOI & suggested price
Cap rate vs submarket · NOI estimate · 3 price anchors
Implied cap rate, NOI & suggested price
Cap vs submarket · NOI estimate · 3 price anchors
Current use
Occupant on record · Public records
-
Jerry Moe's Menswear Clothing & Fashion Store
-
Bee Crafty Collectibles (Bike/Boat/Book/etc) Store
-
Coco's Pet Center (Bike/Boat/Book/etc) Store Pet Store & Service
-
Angela's Cottage Department Store
-
Teknika Kitchens and Baths Hardware & Home Improvement Kitchen & Bath Showroom
Value estimations
Realmo proprietary · 4 methods
AI Approach
AI
by Request
CAP Approach
CAP
by Request
Comparable Approach
Comparable
$771k
Blend (final)
Blend
$725k
Owner & transaction history
High Street Investments LLC
High Street Investments LLC
since 2025
5 recorded transactions
Zoning & alternative use
Permitted uses
Permitted uses
Allowed · conditional · prohibited
Cap rate
Implied · in-place · derived from last sale + estimated NOI
Implied Cap rate
#1
Implied · in-place · NOI ÷ last sale
In-place · derived from last sale + estimated NOI
Cap rate, NOI & submarket benchmark
Implied cap rate vs Chestertown submarket · NOI estimate · Typical band, median & reading
Implied cap rate, NOI & submarket benchmark
Cap vs Chestertown submarket · NOI estimate · typical band, median & reading
Refine your cap rate
8-question underwriting flow
1.
Property current status — Going-In vs Stabilized
2.
Price for denominator — asking / offer / market
3.
Leasing status & lease structure (NNN / Gross)
4.
Tenant risk profile & vacancy assumption
5.
Upload T12 / rent roll / OM (optional)
Refine in 60 seconds, get exact suggested price
T12 upload · Submarket benchmarks · Sensitivity grid
Suggested price · 3 cap rate anchors
Income approach @ 5% / 7% / 9% — aggressive / typical / conservative
Suggested price at 5% / 7% / 9% cap
Aggressive / typical / conservative · Implied $/SF per anchor · Sensitivity grid
Suggested price at 5% / 7% / 9% cap
Aggressive / typical / conservative · implied $/SF · sensitivity
Value
AI, CAP & Alternative Use estimations · Realmo proprietary blendValue Estimations
Based on Realmo’s proprietary methodology
AI Approach
Method
Estimation
Statistic approach
by Request
ML approach
by Request
CAP Approach
CAP Return
Estimation
6%
by Request
6.5%
by Request
7%
by Request
Blend value · Realmo final
$725k
Range $653k – $798k · ±10%
Realmo estimate · informational only.
These numbers are calculated by our models from public records and may not reflect actual market value.
Not an appraisal.
Verify with a licensed appraiser before transacting. Realmo accepts no liability for divergence from real-world outcomes.
View the full estimation — every method, every assumption
Confidence drivers & risk notes · Custom comparable set · Free for first 3 / day
Full estimation methodology
Every method · every assumption · confidence drivers
Price per SF
Sale + rent benchmarks
Subject property
$72 / SF
Submarket sale & rent benchmarks
Median sale $/SF · Asking & closed rent · Submarket vacancy
Submarket sale & rent benchmarks
Median sale $/SF · asking & closed rent · submarket vacancy
Property tax & assessments
Tax year 2023Property tax & assessments
Tax year 2023
Tax billed
$6,202
Tax year 2023
Assessed value
$472,800
Assessed 2023
Previous assessed
$472,800
+0.0% YoY
Effective rate
1.31%
On assessed value
Assessed land
$191,300
Assessed improvement
$281,500
Land market value
$191,300
Improvement market value
$281,500
Total market value
$472,800
Applied tax rate
20.0000
Comparables
6 recent transactions · within 1.5 miComparable in this city
6 recent transactions
Comparable in this City
Similar Nearby for Sale
Similar Nearby for Lease
Recent comparable sales
Sale price & price/SF · Sale date & distance · Adjustments & confidence
Recent comparable sales
Sale price & $/SF · sale date & distance · adjustments
Property description
Physical attributes from public recordsBuilding & lot
Public records
Property type
Investment properties
Use group
OFFICE/RESIDENTIAL (MIXED USE)
Status
Off-Market
Year built
1890
Construction
BRICK
Heating
HOT WATER
Cooling
AC.PACKAGE
Stories
3
Units
1
Total area
10,098 SF
Lot
0.18 ac (7,865 SF)
APN
04-005244
UPID
US40-0278254
Jurisdiction
KENT
Zoning & alternative use
Zoning · permitted uses
Permitted & conditional uses
Allowed uses · Special-permit conditions · Prohibited uses
Permitted & conditional uses
Allowed · special-permit conditions · prohibited
Building & site characteristics
From public records
Year built
1890
Construction
BRICK
Heating
HOT WATER
Cooling
Yes
Stories
3
Units
1
Lot
0.18 ac
Current owner
From public records · entity-resolved
High Street Investments LLC
Entity
Free & Clear · 0 yrs held
Mailing address
335 HIGH ST APT #3, CHESTERTOWN, MD 21620-1344
Ownership since
2025
Owner contacts — direct phone, email, and related entities
Decision-maker phone · Verified email · Related entities & filings
Owner contacts
Email · phone · related entities
Sales History
5 recorded events · public records
Date
Price
Buyer
Seller
Deed Type
Mortgage
Sep 24, 2025
—
High Street Investments LLC
High Street Investments LLC
Deed
related
—
Sep 3, 2013
$250,000
High Street Investments LLP
Enfield Family Trust
Grant Deed
$237,500 · Enfield Family Trust (pt)
Feb 21, 2013
$600,000
Enfield Family Trust
High Street INC
Deed In Lieu Of Foreclosure
—
Oct 1, 2009
$600,000
High Street INC
Enfield Family Trust
Grant Deed
$600,000 · Enfield Family Trust
Jun 24, 2009
$225,000
Enfield Family Trust
Enfield,richard H & Ella S
Grant Deed
related
—
Coming soon
Costs & Benchmarks
Operating expenses, capex projections, utility benchmarks, and submarket comparables — all in one view.
Coming soon
Risks
Flood, climate, environmental, title, and tenant-concentration risk — surfaced with mitigations and source citations.
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