23556 Gilpin Point Road
Closed 7/15/25
Closed 7/15/25
Description
Secluded Waterfront Retreat for the discerning and environmentally conscious homeowner is now available for a new owner to enjoy. Come explore this unique 5.6 +/- acre property that is the perfect marriage of outdoor Eastern Shore elemental beauty and meticulous attention to construction detail that make this Bay Friendly property easy to comfortably love. The owner thoughtfully incorporated a Living Shoreline to meet the 365’ +/- of Choptank River water frontage. Enjoy boating or your personal watercraft...Secluded Waterfront Retreat for the discerning and environmentally conscious homeowner is now available for a new owner to enjoy. Come explore this unique 5.6 +/- acre property that is the perfect marriage of outdoor Eastern Shore elemental beauty and meticulous attention to construction detail that make this Bay Friendly property easy to comfortably love. The owner thoughtfully incorporated a Living Shoreline to meet the 365’ +/- of Choptank River water frontage. Enjoy boating or your personal watercraft from the private 50' +/- pier with L- shaped platform, power boatlift and 2 feet of mean low water (MLW). The home enjoys Northwestern exposure and views of the mouth of the Tuckahoe River with undeveloped shorelines- an area known for good fishing! The Difference is in the Details.... Great attention was given to this beautifully crafted 3 Bedroom 3 Bath home; including the selection of the building site, building materials used and mechanical systems to support the home. The eye appealing exterior is low maintenance Hardie Board siding, the exterior walls are foam insulated, and the windows are high efficiency rated. Optimal living temperatures are maintained by the geothermal heat pump and utility costs are greatly offset by the Tesla solar panels (owned). Enjoy the captivating wide water views of the river from the comfort of the three-bedroom, three-bathroom home that shares a soaring sense of openness by incorporating high ceilings accented by clerestory windows. The abundant natural light showcases the luster and grain of the 5" solid wood white oak flooring or ceramic porcelain floor tiles and Douglas fir trim used throughout adding warmth and character. The spacious kitchen, designed for both cooking and gathering, features a handcrafted eating bar and expansive Cambria quartz island and counters. There’s an abundance of storage offered by 42" cherry cabinets with fruitwood stain. The natural lighting also highlights the Douglas fir closets that line the hallway leading to the owner's private suite that includes a captivating waterfront view, sitting area, well-appointed bath and oversize closets with storage dividers. The home also offers a guest ensuite and an additional bedroom/bath combination area that could easily be partitioned to create an in-law suite. The list of features continues an encapsulated/conditioned crawl space, whole home automatic backup generator, a one car with workshop detached garage and additional outbuildings/storage sheds add versatility to the property. The tranquil setting with abundant natural beauty, thoughtful design and craftsmanship and well-appointed amenities makes this an exceptional opportunity to enjoy Eastern Shore Living!
LISTING CLOSED: 07/15/2025 12:00 AM
- Listed by Judith A Germain • Benson & Mangold, LLCP: (410) 200-4168 jgermain@bensonandmangold.com
Property Details for 23556 Gilpin Point Road
Status
MLS #
MDCM2005330
Days on Market
96
Taxes
$8,812 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Fee Simple
Year Built
2014
Lot Size
5.60 AC / 243,936 SF
County
Tax ID Number
0608008175
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Mid-Century Modern
Levels/Stories
1
Furnished
No
Waterfront
Yes
Views
River, Water
Garage
Yes
Subdivision
NONE AVAILABLE
Subdivision
NONE AVAILABLE (CAROLINE MD)
Total Parking Spaces
1
Central Air
Yes
Basement
No
Above Grade Finished SQFT
2,585.00
Above Grade Fin SQFT Source
Assessor
Below Grade Finished SQFT
.00
Below Grade Fin SQFT Source
Assessor
Below Grade Unfinished SQFT
.00
Below Grade Unfin SQFT Source
Assessor
Total Below Grade SQFT
.00
Total Below Grade SQFT Source
Assessor
New Construction
No
Property Condition
Excellent
Recent comparable sales
Median sold price
$675,000
Avg days on market
53
Sale-to-list ratio
91.6%
Preston, MD
9 comparable properties found
1/61
$840,000
Sold 09/20/24
- 3
- Bedrooms
- 3
- Bathrooms
- 3,160
- Square Feet
- 3.78
- Acres
1/84
$875,000
Sold 09/26/25
- 4
- Bedrooms
- 3
- Bathrooms
- 2,119
- Square Feet
- 1.52
- Acres
$1,100,000
Sold 07/01/26
- 3
- Bedrooms
- 3
- Bathrooms
- 2,880
- Square Feet
- 18
- Acres
1/37
$325,000
Sold 09/26/25
- 3
- Bedrooms
- 3
- Bathrooms
- 2,016
- Square Feet
- 0.5
- Acres
1/46
$442,675
Sold 07/17/26
- 3
- Bedrooms
- 4
- Bathrooms
- 2,667
- Square Feet
- 2.1
- Acres
$675,000
Sold 09/19/25
- 3
- Bedrooms
- 3
- Bathrooms
- 2,450
- Square Feet
- 1.38
- Acres
1/34
$1,050,000
Sold 08/15/25
- 3
- Bedrooms
- 3
- Bathrooms
- 2,748
- Square Feet
- 30
- Acres
1/40
$350,000
Sold 12/27/24
- 3
- Bedrooms
- 3
- Bathrooms
- 2,607
- Square Feet
- 23.18
- Acres
1/35
Location
Listing Courtesy of Benson & Mangold, LLC
Sold By Unrepresented Buyer Office
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Building Information for 23556 Gilpin Point Road
Stories1Year Built2014Building Size-Lot Size5.60 AC / 243,936 SF
Payment Calculator
$5,563 per month
30 year fixed, 6.55% Interest
Principal and Interest
$4,829
Property Taxes
$734
HOA Dues
$0
The Payment Calculator is for illustrative purposes only.
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1Property Information for 23556 Gilpin Point Road
Location
Location
- In City Limits: No
- School District Name: CAROLINE COUNTY PUBLIC SCHOOLS
- School District County ID: 121139029245
- SchoolDistrictSource: Listing Agent
- County: CAROLINE
Waterfront / Water Access
Waterfront / Water Access
- Water View: Yes
- Water Access: Yes
- Water Access Features: Boat - Powered, Fishing Allowed, Personal Watercraft (PWC), Private Access
- Water Oriented: Yes
- Navigable Water: Yes
- Tidal Water: Yes
- Water Body Name: Choptank River
- Water Body Type: River
- Water Frontage In Feet: 365.0
- Docks Count: 1
- Dock Type and Features: Hoist/Lift Electric, Material - Treated Lumber, Private
- Slips Count: 0
- Mean Low Water Feet: 2.00
- Distance To Body Of Water: .00
- Distance To Body Of Water Units: Feet
Association / Community Info
Association / Community Info
- Senior Community: No
Taxes and Assessment
Taxes and Assessment
- Tax Year: 2024
- Tax Assessed Value: $801,467
- Year Assessed: 2024
- County Tax: $8,752
- Improvement Assessed Value: $681,300
- Land Assessed Value: $217,100
- Clean Green Assessed: No
- Land Use Code: R
- Zoning: R
- School Tax: $0
- Automatically Update Tax Values Y/N: Yes
Rooms
Main
- # Bedrooms Count Main Level: 3
- # Bathrooms Count Main Level: 3
- # Bathrooms Full Main Level: 3
Rooms
- Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Foyer, Laundry, Mud Room, Office, Bathroom 2, Bathroom 3, Hobby Room, Primary Bathroom, Screened Porch
- Stories: Main
Rooms Information
Room 1
- Room Type: Foyer
- Room Length: 7.0
- Room Width: 6.0
- Room Level: Main
- Room Exists: Yes
Room 2
- Room Type: Dining Room
- Room Length: 20.0
- Room Width: 23.0
- Room Level: Main
- Room Exists: Yes
Room 3
- Room Type: Living Room
- Room Length: 22.0
- Room Width: 9.0
- Room Level: Main
- Room Exists: Yes
Room 4
- Room Type: Primary Bedroom
- Room Length: 17.0
- Room Width: 19.0
- Room Level: Main
- Room Exists: Yes
Room 5
- Room Type: Primary Bathroom
- Room Level: Main
- Room Exists: Yes
Room 6
- Room Type: Office
- Room Length: 12.0
- Room Width: 7.0
- Room Level: Main
- Room Exists: Yes
Room 7
- Room Type: Bedroom 2
- Room Length: 15.0
- Room Width: 16.0
- Room Level: Main
- Room Exists: Yes
Room 8
- Room Type: Bathroom 2
- Room Level: Main
- Room Exists: Yes
Room 9
- Room Type: Kitchen
- Room Length: 18.0
- Room Width: 14.0
- Room Level: Main
- Room Exists: Yes
Room 10
- Room Type: Bedroom 3
- Room Length: 11.0
- Room Width: 13.0
- Room Level: Main
- Room Exists: Yes
Room 11
- Room Type: Hobby Room
- Room Length: 11.0
- Room Width: 13.0
- Room Level: Main
- Room Exists: Yes
Room 12
- Room Type: Laundry
- Room Length: 9.0
- Room Width: 10.0
- Room Level: Main
- Room Exists: Yes
Room 13
- Room Type: Bathroom 3
- Room Length: 8.0
- Room Width: 12.0
- Room Level: Main
- Room Exists: Yes
Room 14
- Room Type: Screened Porch
- Room Length: 18.0
- Room Width: 13.0
- Room Level: Main
- Room Exists: Yes
Room 15
- Room Type: Mud Room
- Room Length: 6.0
- Room Width: 8.0
- Room Level: Main
- Room Exists: Yes
Building Info
Green Info
- Green Energy Efficient: Construction, Fireplace/Wood Stove, HVAC
- Green Energy Generation: PV Solar Array(s) Owned
- Green Sustainability: Conserving Materials/Methods
Building Info
- Total Finished SQFT: 2,585.00
- Total Finished SQFT Source: Assessor
- Tax Total Finished SQFT: 2,585.00
- Total SQFT: 2,585.00
- Total SQFT Source: Assessor
- Construction Materials: Frame, Advanced Framing, Cement Siding, HardiPlank Type, Spray Foam Insulation
- Flooring Type: Hardwood, Ceramic Tile
- Foundation Details: Crawl Space
- Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Full-Main Level-3
- # Bathrooms Full: 3
- Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
- Lot Size Source: Assessor
- Lot Features: Level, Partly Wooded, Private, Secluded
- Location Type: Rural
- Parcel ID: 4497868
- Ground Rent Exists: No
Parking
Parking
- Type Of Parking: Detached Garage
- Num of Detached Garage Spaces: 1
- Total Garage Spaces: 1
- Parking Features: Crushed Stone
- Garage Features: Garage Door Opener
Interior Features
Interior Features
- Interior Features: Bathroom - Walk-In Shower, Built-Ins, Ceiling Fan(s), Combination Dining/Living, Entry Level Bedroom, Floor Plan - Open, Kitchen - Gourmet, Kitchen - Island, Primary Bath(s), Solar Tube(s), Stove - Wood, Wood Floors
- Fireplace: No
- Appliances: Refrigerator, Stove, Microwave, Dishwasher, Freezer, Stainless Steel Appliances, Washer, Water Heater - High-Efficiency, Water Heater - Tankless, Dryer
- Accessibility Features: Roll-in Shower
- Door Features: Six Panel
- Window Features: Energy Efficient, Bay/Bow
- Laundry Type: Has Laundry, Dryer In Unit, Washer In Unit
Exterior Features
Exterior Features
- Exterior Features: Bump-outs, Outbuilding(s), Secure Storage
- Pool: No Pool
Utilities
Utilities
- Heating: Yes
- Cooling Type: Central A/C, Ceiling Fan(s)
- Cooling Fuel: Geothermal
- Heating Type: Heat Pump(s)
- Heating Fuel: Geo-thermal
- Hot Water: Tankless
- Water Source: Well
- Sewer Septic: On Site Septic
Confidential Data
Listing Office
- List Agent AOR: Mid-Shore Board of REALTORS
- List Agent URL: jiffyjudy.com
Property History for 23556 Gilpin Point Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Jul 15, 2025 | Closed BRIGHT #MDCM2005330 | $950,000 | — |
| Jul 14, 2025 | Closed (Public Record) Public Record #1907439390 | $950,000 | +7.3% / yr |
| Jun 17, 2025 | Pending BRIGHT #MDCM2005330 | — | |
| Mar 26, 2025 | Price Change BRIGHT #MDCM2005330 | $1,200,000 | — |
| Mar 14, 2025 | Listed (Active) BRIGHT #MDCM2005330 | $1,250,000 | — |
| Sep 19, 2001 | Closed (Public Record) Public Record #86476604 | $177,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 07/15/2025 | Closed BRIGHT #MDCM2005330 | $950,000 |
| 07/14/2025 | Closed (Public Record) Public Record #1907439390 | $950,000 +7.3% / yr |
| 06/17/2025 | Pending BRIGHT #MDCM2005330 | — |
| 03/26/2025 | Price Change BRIGHT #MDCM2005330 | $1,200,000 |
| 03/14/2025 | Listed (Active) BRIGHT #MDCM2005330 | $1,250,000 |
| 09/19/2001 | Closed (Public Record) Public Record #86476604 | $177,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 23556 Gilpin Point Road
Taxable ValueLand$217,100Additions$681,300Total$898,400
Tax Record2023$7,001 ($583 / month)
Home Facts
Beds0Baths3Total Finished SqFt2,585 SqFtAbove Grade Finished SqFt2,585 SqFtStories1Lot Size243,936 SqFtStyleSingle Family ResidenceYear Built2014ZoningRCountyCAROLINEAPN08-008175Fireplace TypeHas Fireplace
Schools near 23556 Gilpin Point Road
This home is within Caroline County Public Schools.
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Preston Elementary School PublicPK to 5 | ||
Colonel Richardson Middle School Public6 to 8 | ||
Colonel Richardson High School Public9 to 12 | ||
Caroline Career & Technology Center Public9 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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Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 23556 Gilpin Point Road, Preston, MD 21655 | $950,000 | 3 | 3 | 2,585 | 243,936 |
– | – | 2 | 1,200 | 104,544 | |
– | – | 1 | 1,848 | 1,411,344 | |
– | – | 2 | 1,536 | 5,471,136 | |
$175,000 | 2 | 1 | 768 | 195,149 | |
– | – | 2 | 1,674 | 518,364 | |
$300,000 | 4 | 2 | 1,942 | 320,166 | |
$100,000 | – | 2 | 952 | 174,240 | |
– | – | 1 | 1,340 | 303,613 | |
$583,000 | 8 | 9 | 7,682 | 1,153,033 | |
$840,000 | 3 | 3 | 3,160 | 164,657 | |
– | – | – | – | 17,314 | |
– | – | 3 | 2,337 | 47,480 | |
– | – | 3 | 2,398 | 271,814 | |
$60,000 | – | 1 | 1,846 | 114,127 | |
$375,000 | 3 | 2 | 2,134 | 40,554 |
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
Listing Courtesy of Benson & Mangold, LLC
© 2026 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 07/15/2025 03:54 PM