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'.
For sale
Price cut: $50K (8/12)
$669,900
1514 Deep Point Rd, Woolford, MD 21677
2beds
1,352sqft
Single Family Residence
Built in 1953
0.56 Acres Lot
$640,400 Zestimate®
$495/sqft
$-- HOA
What's special
Large guest bathroomPrivate dockBeautiful kitchenNewer roofNew thermopane windowsLaundry roomFreshly painted main bath
- 76 days
- 419
- 23
Zillow last checked:
Listing updated:
Listed by:
Theresalaina Barnett 410-330-1247,
Long & Foster Real Estate, Inc. 4105463211
Source: Bright MLS,MLS#: MDDO2012310
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 2
Rooms
- Room types: Living Room, Dining Room, Kitchen, Sun/Florida Room, Laundry
Dining room
- Level: Main
Kitchen
- Level: Main
Laundry
- Level: Main
Living room
- Level: Main
Other
- Level: Main
Heating
- Heat Pump, Electric
Cooling
- Heat Pump, Electric
Appliances
- Included: Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Ice Maker, Microwave, Double Oven, Refrigerator, Washer, Water Heater, Electric Water Heater
- Laundry: Laundry Room
Features
- Dry Wall
- Flooring: Hardwood, Laminate
- Windows: Energy Efficient
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Gas/Propane, Screen
Interior area
- Total structure area: 1,352
- Total interior livable area: 1,352 sqft
- Finished area above ground: 1,352
- Finished area below ground: 0
Property
Parking
- Total spaces: 9
- Parking features: Gravel, Detached Carport, Driveway
- Carport spaces: 3
- Uncovered spaces: 6
Accessibility
- Accessibility features: Accessible Doors, Accessible Electrical and Environmental Controls
Features
- Levels: One
- Stories: 1
- Pool features: None
- Has view: Yes
- View description: River
- Has water view: Yes
- Water view: River
- Waterfront features: Boat - Powered, Personal Watercraft (PWC), River
- Frontage length: Water Frontage Ft: 100
Lot
- Size: 0.56 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1016003131
- Zoning: RR
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch/Rambler
- Property subtype: Single Family Residence
Materials
- Aluminum Siding
- Foundation: Crawl Space
- Roof: Shingle
Condition
- Very Good
- New construction: No
- Year built: 1953
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Septic
- Water: Private
Community & HOA
Community
- Security: Security System
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Woolford
Financial & listing details
- Price per square foot: $495/sqft
- Tax assessed value: $429,400
- Annual tax amount: $4,660
- Date on market: 7/1/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: FHA,VA Loan,USDA Loan,Conventional,Cash
- Inclusions: 2 Refrigerators, 1 W / Ice Maker; Microwave, Dishwasher; Washer; Dryer; Cooktop; Double Wall Ovens. Outdoor Shed
- Ownership: Fee Simple
- Road surface type: Black Top
Estimated market value
$640,400
$608,000 - $672,000
$1,757/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/12/2026 | Price change | $669,900-6.9%$495/sqft |
Source: | ||
| 8/3/2026 | Listed for sale | $719,900+9.1%$532/sqft |
Source: | ||
| 7/22/2026 | Listing removed | $659,900-15.4%$488/sqft |
Source: | ||
| 7/2/2026 | Listed for sale | $779,900+75.3%$577/sqft |
Source: | ||
| 4/14/2022 | Sold | $445,000-0.9%$329/sqft |
Source: | ||
| 3/7/2022 | Pending sale | $449,000$332/sqft |
Source: | ||
| 2/28/2022 | Price change | $449,000-5.5%$332/sqft |
Source: | ||
| 1/26/2022 | Listed for sale | $475,000+23.4%$351/sqft |
Source: | ||
| 4/20/2020 | Sold | $385,000$285/sqft |
Source: Public Record Report a problem | ||
| 2/3/2020 | Pending sale | $385,000-3.7%$285/sqft |
Source: Coldwell Banker Waterman Realty #MDDO123482 Report a problem | ||
| 7/15/2019 | Price change | $399,900-8.9%$296/sqft |
Source: Coldwell Banker Waterman Realty #MDDO123482 Report a problem | ||
| 5/8/2019 | Listed for sale | $439,000+3.3%$325/sqft |
Source: Coldwell Banker Waterman Realty #MDDO123482 Report a problem | ||
| 5/24/2007 | Sold | $425,000+73.5%$314/sqft |
Source: Public Record Report a problem | ||
| 8/8/2001 | Sold | $245,000+36.3%$181/sqft |
Source: Public Record Report a problem | ||
| 9/1/1998 | Sold | $179,750+8.9%$133/sqft |
Source: Public Record Report a problem | ||
| 8/15/1994 | Sold | $165,000$122/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,720 +9.8% | $408,067 +5.5% |
| 2024 | $4,300 +5.8% | $386,733 +5.8% |
| 2023 | $4,063 +5.7% | $365,400 |
| 2022 | $3,845 +6% | $365,400 +12% |
| 2021 | $3,627 +6.4% | $326,200 +6.4% |
| 2020 | $3,409 | $306,600 |
| 2019 | $3,409 | $306,600 |
| 2018 | $3,409 +16.7% | $306,600 -0.9% |
| 2017 | $2,922 -33.7% | $309,400 |
| 2016 | $4,407 | $309,400 |
| 2015 | $4,407 | $309,400 -9.6% |
| 2014 | $4,407 | $342,400 |
| 2013 | -- | $342,400 |
| 2012 | -- | $342,400 -12.9% |
| 2011 | -- | $393,200 +2% |
| 2010 | -- | $385,306 +2.1% |
| 2009 | -- | $377,393 +2.1% |
| 2008 | -- | $369,480 +14.4% |
| 2007 | -- | $323,066 +10.1% |
| 2006 | -- | $293,320 +27.4% |
| 2005 | -- | $230,240 +12.6% |
| 2004 | -- | $204,392 +14.5% |
| 2003 | -- | $178,546 +16.9% |
| 2002 | -- | $152,700 +9.9% |
| 2001 | -- | $138,952 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 21677
Nearby schools
Schools provided by the listing agent
- High: Cambridge-south Dorchester
- District: Dorchester County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




