492 Pear Tree Point Rd

Chestertown, MD 21620

$850,000
Last Sold Price
3
Beds
3,720 Sq. Ft.
$228 / Sq. Ft.
3,720
Sq. Ft.
$228
per Sq. Ft.
Closed 12/19/25
Closed 12/19/25
492 Pear Tree Point with remarkable upriver views
Overlooking pristine marshes and protected farms
Gorgeous views at every turn
A porch fated for sunsets, BBQs and crab feasts
Back porch view
Great room: living / dining combo
Gourmet kitchen
Well manicured
Backs to horse pasture
Quick drive by car or boat to downtown Chestertown
Fieldstone lined gravel drive
Spacious front yard
Hardiplank siding
Plenty of space for kids and dogs
Foyer
Great room with cherry hardwood floors
Kitchenaid Stainless steel appliances
Lots of countertop space
Stainless steel farm sink
Porch views
Wonderful exposed beams
Main Level bedroom
Main level full bath
Second floor primary suite
Primary bath plumbed and ready for finishes
Make it your own
Sunroom
Loft plan
Unfinished loft above garage with vaulted ceilings
Recreation room, Den or 4th Bedroom
Plenty of room to add a bath
3rd bedroom
2nd bath
Basement with propane fireplace
Walkout basement
Additional storage space below the deck
Two-car garage with lots of storage space
Main floor plan
Second floor plan
Basement floor plan

Description

Welcome to 492 Pear Tree Point Road: an exceptional Chester River waterfront home with unique upriver views. Spacious rooms, gorgeous cherry hardwoods, a back deck to die for, private setting, and with space to add; this home has it all! Good water depth for a dock and center console. Nearly an acre of elevated land - out of the flood zone - that backs to picturesque horse pasture. The main floor features a huge open-concept kitchen and living/dining room space which naturally flows onto the unmatched...Welcome to 492 Pear Tree Point Road: an exceptional Chester River waterfront home with unique upriver views. Spacious rooms, gorgeous cherry hardwoods, a back deck to die for, private setting, and with space to add; this home has it all! Good water depth for a dock and center console. Nearly an acre of elevated land - out of the flood zone - that backs to picturesque horse pasture. The main floor features a huge open-concept kitchen and living/dining room space which naturally flows onto the unmatched second-story wrap-around deck; perfect for crab feasts, bbq, and watching summer sunsets. Perched on the second floor is the primary suite with private Romeo and Juliet style balcony high above. Ensuite bath is unfinished but is plumbed and ready for tile and final fixtures. Walk down the sunroom to the oversized two-car garage with workshop behind and the massive unfinished loft above. With electric and insulation already in place, this space is a blank canvas ready to be turned into a fantastic rec room or 4th bedroom. Finishing the loft and primary bath would make the home over 3,000 square feet of finished space and 3/4 bedrooms and 3 fun baths. Add the final touches to make this space your own. Walkout basement has tons of storage for outdoor equipment and has a bedroom and full bath. Open House Saturday October 18, 10:00 - 2:00. Come join us.
  1. Listed by Joseph S. Ciganek • Coldwell Banker Chesapeake Real Estate Company
    P: (410)-708-3924 jciganek@cbchesapeake.com

Property Details for 492 Pear Tree Point Road

Tax ID Number
1807003919
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Coastal, Traditional
Levels/Stories
3
Furnished
No
LISTING UPDATED: 12/19/2025 08:15 PM

Property Details for 492 Pear Tree Point Road

StatusClosed
MLS #MDQA2015126
Days on Market29
Taxes$6,142 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built2001
Lot Size0.91 AC / 39,728 SF
CountyQueen Anne's County

Location

Listing Courtesy of Coldwell Banker Chesapeake Real Estate Company

Sold By Benson & Mangold, LLC

Add your commute

Building Information for 492 Pear Tree Point Road

Stories3Year Built2001Building Size-Lot Size0.91 AC / 39,728 SF

Payment Calculator

$4,712 per month

30 year fixed, 6.28% Interest

Principal and Interest

$4,200

Property Taxes

$512

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 492 Pear Tree Point Road

Location
Location
  • In City Limits: No
  • School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
  • School District County ID: 121137777627
  • SchoolDistrictSource: Listing Agent
  • County: QUEEN ANNES
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: Yes
  • Water Body Name: Chester
  • Water Body Type: River
  • Water Frontage In Feet: 150.0
  • Mean Low Water Feet: 3.00
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2024
  • Tax Assessed Value: $699,600
  • Year Assessed: 2025
  • County Tax: $6,142
  • Improvement Assessed Value: $310,500
  • Land Assessed Value: $389,100
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: NC-20
  • Tax Lot: 5
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 1
All Lower Levels
  • # Bedrooms All Lower Levels: 1
  • # Bathrooms All Lower Levels: 1
  • # Bathrooms Full All Lower Levels: 1
Lower Level 1
  • # Bedrooms Lower Level: 1
  • # Bathrooms Lower Level: 1
  • # Bathrooms Full Lower Level: 1
Rooms
  • Stories: Lower 1, Main, Upper 1
Building Info
Building Info
  • Building Level Count: 3
  • Total Finished SQFT: 3,720.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 1,512.00
  • Total SQFT: 4,770.00
  • Total SQFT Source: Estimated
  • Construction Materials: Stick Built
  • Roof: Architectural Shingle
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8042/4445/0376/804244450376_512_384_WM_k9GaQNsldXuvcAXV.jpg
  • Wall and Ceiling Types: 9'+ Ceilings
  • Flooring Type: Hardwood, Luxury Vinyl Plank
  • Basement Type: Connecting Stairway, Daylight, Full, Improved, Interior Access, Outside Entrance, Walkout Level, Windows
  • Foundation Details: Block
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Lower Level 1-1, Bathrooms Full-Lower Level 1-1
  • # Bathrooms Full: 2
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Front Yard, Landscaping, Level, Not In Development, Partly Wooded, Private, Rear Yard, Rural, Secluded, SideYard(s), Trees/Wooded
  • Location Type: River
  • Parcel ID: 4533682
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Attached Garage
  • Num of Attached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Garage Features: Garage - Front Entry, Additional Storage Area, Oversized
Interior Features
Interior Features
  • Interior Features: Entry Level Bedroom, Bathroom - Tub Shower, Breakfast Area, Combination Kitchen/Living, Floor Plan - Open, Family Room Off Kitchen, Kitchen - Gourmet, Recessed Lighting, Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Appliances: Built-In Microwave, Dishwasher, Washer, Dryer, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances
  • Accessibility Features: None
  • Door Features: Insulated, Sliding Glass
  • Laundry Type: Basement
Exterior Features
Exterior Features
  • Exterior Features: Extensive Hardscape, Exterior Lighting, Secure Storage
  • Outdoor Living Structures: Deck(s), Wrap Around
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Heat Pump(s), Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Propane
  • Water Source: Well
  • Sewer Septic: On Site Septic, Private Septic Tank
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS
  • List Agent URL: www.joeyciganekproperties.com

Property History for 492 Pear Tree Point Road

DateEvent & SourcePriceAppreciation
Dec 19, 2025

Closed

BRIGHT #MDQA2015126

$850,000—
Nov 13, 2025

Pending

BRIGHT #MDQA2015126

—
Nov 13, 2025

Active Under Contract

BRIGHT #MDQA2015126

—
Nov 6, 2025

Price Change

BRIGHT #MDQA2015126

$875,000—
Oct 17, 2025

Listed (Active)

BRIGHT #MDQA2015126

$920,000—
Sep 2, 2025

Withdrawn

BRIGHT #MDQA2013108

—
Aug 30, 2025

Price Change

BRIGHT #MDQA2013108

$949,900—
Aug 14, 2025

Listed (Active)

BRIGHT #MDQA2013108

$1,100,000—
DateEvent & SourcePrice
12/19/2025

Closed

BRIGHT #MDQA2015126

$850,000
11/13/2025

Pending

BRIGHT #MDQA2015126

—
11/13/2025

Active Under Contract

BRIGHT #MDQA2015126

—
11/06/2025

Price Change

BRIGHT #MDQA2015126

$875,000
10/17/2025

Listed (Active)

BRIGHT #MDQA2015126

$920,000
09/02/2025

Withdrawn

BRIGHT #MDQA2013108

—
08/30/2025

Price Change

BRIGHT #MDQA2013108

$949,900
08/14/2025

Listed (Active)

BRIGHT #MDQA2013108

$1,100,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 492 Pear Tree Point Road

Taxable ValueLand$389,100Additions$310,500Total$699,600
Tax Record2023$5,529 ($461 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,512 SqFtAbove Grade Finished SqFt1,512 SqFtStories2Lot Size39,728 SqFtStyleSingle Family ResidenceYear Built2001ZoningNC-20CountyQUEEN ANNE'SAPN07-003919Fireplace TypeHas Fireplace

Schools near 492 Pear Tree Point Road

This home is within Queen Anne's County Public Schools.
Rating
School
Type
Grades
Distance
Church Hill Elementary School
Public - PK to 4
Sudlersville Middle School
Public - 5 to 8
Queen Anne's County High School
Public - 9 to 12
Chestertown Christian Academy
Private - PK to 12
Rating
School
Distance
Church Hill Elementary School
PublicPK to 4

Sudlersville Middle School
Public5 to 8

Queen Anne's County High School
Public9 to 12

Chestertown Christian Academy
PrivatePK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Coldwell Banker Chesapeake Real Estate Company

© 2025 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 12/19/2025 08:15 PM