1514 Deep Point Road
Woolford, MD, 21677 $ 669,900
Bedrooms2 Baths2.0 Sq 1,352 Monthly Estimate*
$ 4,230
for $669,900 with 2 bedrooms and 2 full baths. This 1,352 square foot home was built in 1953 on a lot size of 0.56.
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'.
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FeaturesGeneralLiving Area 1352
Sewer Public Septic
Heating Heat Pump(s)
Cooling Heat Pump(s)
Possession Settlement
Roof Shingle
Appliances Cooktop Dishwasher Disposal Dryer Exhaust Fan Extra Refrigerator/Freezer Icemaker Microwave Oven - Double Refrigerator Washer Water Heater
Zoning RR
Architectural Style Ranch/Rambler
Security Features Security System
Construction Materials Aluminum Siding
School District DORCHESTER COUNTY PUBLIC SCHOOLS
Year Built 1953
Electric 200+ Amp Service
View River
Levels 1
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility 32 + wide Doors Accessible Switches/Outlets
County DORCHESTER
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Garage Y/N N
Water Access Y/N Y
Other Structures Above Grade Below Grade
Total Rooms 7
Full Baths 2
Status ACTIVE
Directions Route 50E Cambridge turn right onto Route 16 follow to Woolford Turn Right onto Deep Point Rd; Follow to the right to remain on Deep Point Rd; Property on the left.
City WOOLFORD
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 24393.00
Tax Annual Amount 4660.0
Home Warranty Y/N N
Property Condition Very Good
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 2
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 495.49
Acceptable Financing FHA VA USDA Conventional Cash
Historic Y/N N
Lease Considered Y/N N
Vacation Rental Y/N N
Standard Status Active
Year Built Source Assessor
Tax Lot 20P21
Association Recreation Fee N
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InteriorHeating Fuel Electric
Flooring Hardwood Laminated
Total Fireplaces 1
Fireplace Features Gas/Propane Screen
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Window Features Energy Efficient
Fireplace Y/N Y
Above Grade Finished Area 1352
Central Air Y/N N
Total Bedrooms 2
Below Grade Finished Area 0
Room Type Living Room Dining Room Kitchen Sun/Florida Room Laundry
Main Level Bedrooms 2
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
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ExteriorPool No Pool
Parking Features Gravel Driveway
Water Source Private
Inclusions 2 Refrigerators 1 w/ Ice maker; Microwave Dishwasher; Washer; Dryer; Cooktop; Double wall ovens. Outdoor Shed
Type of Parking Detached Carport Driveway
Foundation Details Crawl Space
Water View Y/N Y
Lot Size Acres 0.56
Road Surface Type Black Top
Water Body Type River
Lot Size Source Assessor
Waterfront Y/N Y
Water Access Features Boat - Powered Personal Watercraft (PWC)
Horse Y/N N
Land Assessed Value 213700.00
Navigable Water Y/N Y
Water Oriented Y/N Y
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* Excluded FeaturesList ByLong & Foster Real Estate, Inc.Broker
theresalaina.barnett@longandfoster.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $4,230
- Monthly Property Taxes
- $388
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Woolford, MD
Average List Price $828,971
Percent of Sale Price 24%
About Woolford, MD 361 Population
10% Since 2002
$ 72,159 Median Income
51.34 Median Age
18% Households with Children
Trends Information provided by ATTOM Data Solutions.
3536465 Elementary School
3534448 Middle School
Cambridge-South Dorchester High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 8/12/2026 | $669,900 | -6.95% | Price Down |
| 8/3/2026 | $719,900 | -7.69% | Price Down |
| 5/23/2026 | $779,900 | -2.50% | Price Down |
| 5/19/2026 | $799,900 | | Listed Price |