$669,900
$130K PRICE DROP

1514 Deep Point Rd Woolford, MD 21677

Estimated payment $4,170/month

Total Views 3,137
2 Beds
2 Baths
1,352 Sq Ft
$495 Price per Sq Ft

Highlights

  • 100 Feet of Waterfront
  • Guest House
  • River View
  • South Dorchester School Rated 10
  • Access to Tidal Water
  • Rambler Architecture

About This Home

Open House Sunday, September 13th 1-3:30. Serving lunch until gone. Seller is offering 6% toward closing with an acceptable offer.
Welcome to your private piece of paradise! Not only do you get gorgeous waterfront and sunset views, but you also get a beautiful home and guest cottage. Freshly painted main bath, new thermopane windows, newer roof, meticulous landscaping, and priced to sell quickly!
Once you step through the front door, the captivating view through the living room bay window will leave you breathless. Not only is this 2-bedroom, 2-full-bath home well-maintained, but it also sits on over half an acre, giving you plenty of room for entertaining. As much as the intoxicating waterfront views beckon you to your private pier, the house calls you home. Once you walk in, you don't want to leave.
This home features a main bedroom with a full bath, a secondary bedroom, a large living room, a beautiful kitchen, and a formal dining room with a breakfast bar, wonderful for holiday entertaining. Spread your party snacks on the bar or use it for extra seating. It has a gorgeous view of the water.
The kitchen has plenty of room and is a cook's dream with double wall ovens and a separate stovetop. There is a large pantry for storing your non-perishables. A large guest bathroom, laundry room, and sunroom featuring large windows and sliding glass doors to the patio. This is a remarkable, well-cared-for home that includes a 2-room, full- bath guest cottage for your overnight guests, or use it as an Airbnb.
Just imagine yourself out there, entertaining on your huge, over half-acre waterfront lot. Barbecues with family, friends, and neighbors, or fishing and crabbing off your personal pier. Or... picture being out on your boat, pulling off from your private dock, cruising on the water, breeze in your hair, sun shining down. Perhaps you decide on waterfront dining at one of the nearby restaurants, or just a day of fishing. And when the day is done, you either tie back up at your private dock or hoist your boat up using your personal 9,000 lb boat lift. The pier has electricity, water, and a swim ladder. Fish and crab from your private pier. The possibilities of waterfront living are endless. You may decide you want to use this property for year-round living, summer vacationing, or as an Airbnb. You could live in the main house and rent out the guest cottage; the possibilities are endless.
There is so much more here; you need to take a look, and perhaps you may see your waterfront homeownership dreams come true. Taylors Island is about 10 minutes away by car; Cambridge is about 20 minutes away for shopping, dining, and more.
Low tide mean is 3'.

Listing Agent

Theresalaina Barnett

(410) 546-3211 andrew.mcbride@longandfoster.com Long & Foster Real Estate, Inc. Brokerage Phone: 4105463211 License #5018393 Listed on: 07/01/2026

Long & Foster Real Estate, Inc.

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $4,660

Year Built

  • Built in 1953

Lot Details

  • 24,393 Sq Ft Lot
  • 100 Feet of Waterfront
  • Home fronts navigable water
  • Property is in very good condition
  • Property is zoned RR

Home Design

  • Rambler Architecture
  • Shingle Roof
  • Aluminum Siding

Interior Spaces

  • 1,352 Sq Ft Home
  • Property has 1 Level
  • Screen For Fireplace
  • Gas Fireplace
  • Living Room
  • Dining Room
  • Sun or Florida Room
  • River Views
  • Crawl Space
  • Home Security System

Kitchen

  • Double Oven
  • Cooktop
  • Microwave
  • Extra Refrigerator or Freezer
  • Ice Maker
  • Dishwasher
  • Disposal

Flooring

  • Wood
  • Laminate

Bedrooms and Bathrooms

  • 2 Main Level Bedrooms
  • 2 Full Bathrooms

Laundry

  • Laundry Room
  • Dryer
  • Washer

Parking

  • 9 Parking Spaces
  • 6 Driveway Spaces
  • 3 Detached Carport Spaces
  • Gravel Driveway

Accessible Home Design

  • Lowered Light Switches
  • Doors are 32 inches wide or more

Outdoor Features

  • Access to Tidal Water
  • Water Access
  • River Nearby
  • Personal Watercraft
  • Powered Boats Permitted
  • Shed

Schools

  • Cambridge-South Dorchester High School

Utilities

  • Cooling Available
  • Heat Pump System
  • Vented Exhaust Fan
  • 200+ Amp Service
  • Private Water Source
  • Electric Water Heater
  • Public Septic

Additional Features

  • Energy-Efficient Windows
  • Guest House

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Tax Lot 20P21
  • Assessor Parcel Number 1016003131

Home Details

Home Type

Single Family

Est. Annual Taxes

$4,660

Year Built

Built in 1953

Lot Details

0.56 Acres

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Ranch/Rambler
  • Accessibility Features: 32"+ Wide Doors, Accessible Switches/Outlets
  • Ownership: Fee Simple
  • Historic: No
  • Inclusions: 2 Refrigerators, 1 w/ Ice maker; Microwave, Dishwasher; Washer; Dryer; Cooktop; Double wall ovens. Outdoor Shed
  • New Construction: No
  • Story List: Main
  • Expected On Market: 7/1/2026 12:00:00 AM
  • Federal Flood Zone: No
  • Year Built: 1953
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Icemaker, Microwave, Oven - Double, Refrigerator, Washer, Water Heater
  • Flooring Type: Hardwood, Laminated
  • Window Features: Energy Efficient
  • Fireplace Features: Gas/Propane, Screen
  • Fireplaces Count: 1
  • Fireplace: Yes
  • Wall Ceiling Types: Dry Wall
  • Foundation Details: Crawl Space
  • Levels Count: 1
  • Room List: Living Room, Dining Room, Kitchen, Sun/Florida Room, Laundry
  • Basement: No
  • Total Sq Ft: 1352
  • Living Area Sq Ft: 1352
  • Price Per Sq Ft: 495.49
  • Above Grade Finished Sq Ft: 1352
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 2
  • Main Level Bedrooms: 2
  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Level Bathrooms: 2.00
  • Main Level Full Bathrooms: 2

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Other Structures List: Guest House, Shed
  • Construction Materials: Aluminum Siding
  • Road Surface Type: Black Top
  • Roof: Shingle
  • View: River
  • Water Access Features: Boat - Powered, Personal Watercraft (PWC)
  • Water Access: Yes
  • Water Body Type: River
  • Waterfront: Yes
  • Water Oriented: Yes
  • Pool: No Pool
  • Tidal Water: Yes
  • Water View: Yes
  • Water Frontage In Feet: 100

Garage/Parking

  • Garage: No
  • Parking Features: Gravel Driveway
  • Number Of Detached Carport Spaces: 3
  • Total Garage And Parking Spaces: 9
  • Type Of Parking: Detached Carport, Driveway
  • Number of Spaces in Driveway: 6

Utilities

  • Central Air Conditioning: No
  • Cooling Fuel: Electric
  • Cooling Type: Heat Pump(s)
  • Electric Service: 200+ Amp Service
  • Heating Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating: Yes
  • Hot Water: Electric
  • Security: Security System
  • Sewer/Septic System: Public Septic
  • Water Source: Private

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No
  • Association Recreation Fee: No

Schools

  • High School Source: Listing Agent
  • School District Source: 3rd Party
  • High School: CAMBRIDGE-SOUTH DORCHESTER

Lot Info

  • Horses: No
  • Lot Size Acres: 0.56
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 24393.00
  • Property Condition: Very Good
  • Zoning: RR
  • In City Limits: No

Rental Info

  • Ground Rent Exists: No
  • Lease Considered: No
  • Pets: No Pet Restrictions
  • Pets Allowed: Yes
  • Vacation Rental: No
  • Property Manager: No

Tax Info

  • Tax Annual Amount: 4660.00
  • Assessor Parcel Number: 1016003131
  • Tax Lot: 20P21
  • County Tax Payment Frequency: Annually
  • Tax Year: 2025

MLS Schools

  • School District Name: DORCHESTER COUNTY PUBLIC SCHOOLS

Map

Range of Values:

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Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2026 $4,720 $429,400 $213,700 $215,700
2025 $4,720 $408,067 $0 $0
2024 $4,123 $386,733 $0 $0
2023 $4,123 $365,400 $213,700 $151,700
2022 $7,811 $345,800 $0 $0
2021 $3,469 $326,200 $0 $0
2020 $3,469 $306,600 $199,400 $107,200
2019 $3,469 $306,600 $199,400 $107,200
2018 $2,922 $306,600 $199,400 $107,200
2017 $3,426 $309,400 $0 $0
2016 -- $309,400 $0 $0
2015 -- $309,400 $0 $0
2014 $4,407 $342,400 $0 $0
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
08/12/2026 08/12/26 Price Changed $669,900 -6.9% $495 / Sq Ft
08/03/2026 08/03/26 Price Changed $719,900 0.0% $532 / Sq Ft
08/03/2026 08/03/26 For Sale $719,900 -7.7% $532 / Sq Ft
07/09/2026 07/09/26 Off Market $779,900 -- --
07/02/2026 07/02/26 For Sale $779,900 0.0% $577 / Sq Ft
07/02/2026 07/02/26 Off Market $779,900 -- --
07/01/2026 07/01/26 For Sale $779,900 0.0% $577 / Sq Ft
05/22/2026 05/22/26 Price Changed $779,900 +75.3% $577 / Sq Ft
04/14/2022 04/14/22 Sold $445,000 -0.9% $329 / Sq Ft View Prior Sale
03/14/2022 03/14/22 Pending -- -- --
03/07/2022 03/07/22 Price Changed $449,000 -5.5% $332 / Sq Ft
01/26/2022 01/26/22 For Sale $475,000 +23.4% $351 / Sq Ft
03/13/2020 03/13/20 Sold $385,000 0.0% $285 / Sq Ft View Prior Sale
02/03/2020 02/03/20 Price Changed $385,000 -3.7% $285 / Sq Ft
02/02/2020 02/02/20 Pending -- -- --
07/14/2019 07/14/19 Price Changed $399,900 -8.9% $296 / Sq Ft
05/08/2019 05/08/19 For Sale $439,000 -- $325 / Sq Ft
Source: Bright MLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Deed $445,000 None Listed On Document
Deed $385,000 Maryland Title Center Llc
Deed $425,000 --
Deed $245,000 --
Deed $179,750 --
Deed $165,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $533,398 FHA
Closed $428,041 FHA
Previous Owner $285,000 New Conventional
Previous Owner $334,300 New Conventional
Previous Owner $340,000 Unknown
Source: Public Records

Source: Bright MLS

MLS Number: MDDO2012310

Bright MLS

APN: 16-003131

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