1514 Deep Point Rd Woolford, MD 21677
Estimated payment $4,170/month
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
(410) 546-3211 andrew.mcbride@longandfoster.com Long & Foster Real Estate, Inc. Brokerage Phone: 4105463211 License #5018393 Listed on: 07/01/2026
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
Map
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 |
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 |
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 | -- |
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: Bright MLS
MLS Number: MDDO2012310
APN: 16-003131
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Ask me questions while you tour the home.