$669,900
Original price: $719,900
2 Beds
2 Baths
1,352 sqft (on 0.56 acres)
1514 Deep Point Rd, Woolford, MD 21677
Home Highlights
Single-Family Home
Built in 1953
0.56 acre lot
$495/sqft
6 Open Spaces
Local Information
- Map ViewExplore the area around 1514 Deep Point Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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'.
Last check for updates: about 10 hours ago
Listing courtesy of Theresalaina Barnett, (410) 330-1247
Long & Foster Real Estate, Inc., (410) 546-3211
Source: Bright MLS, MLS#MDDO2012310
Also Listed on Bright MLS.
Open House
Sunday, September 13
1:00 PM to 3:30 PM
Home Details for 1514 Deep Point Rd
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Interior Details Number of Rooms: 7Types of Rooms: Dining Room, Kitchen, Laundry, Living Room, Sun Florida Room |
Beds & Baths Number of Bedrooms: 2Main Level Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2 |
Dimensions and Layout Living Area: 1352 Square Feet |
Appliances & Utilities Appliances: Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Ice Maker, Microwave, Double Oven, Refrigerator, Washer, Water Heater, Electric Water HeaterDishwasherDisposalDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Heat Pump,ElectricHas HeatingHeating Fuel: Heat Pump |
Fireplace & Spa Number of Fireplaces: 1Fireplace: Gas/Propane, ScreenHas a Fireplace |
Gas & Electric Electric: 200+ Amp Service |
Windows, Doors, Floors & Walls Window: Energy EfficientFlooring: Hardwood, Laminate |
Levels, Entrance, & Accessibility Stories: 1Levels: OneAccessibility: Accessible Doors, Accessible Electrical and Environmental ControlsFloors: Hardwood, Laminate |
View Has a ViewView: River |
Security Security: Security System |
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Exterior Home Features Roof: ShingleOther Structures: Above Grade, Below GradeFoundation: Crawl SpaceNo Private Pool |
Parking & Garage Number of Carport Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 6Has a CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 9Parking: Gravel,Detached Carport,Driveway |
Pool Pool: None |
Frontage WaterfrontWaterfront: Boat - Powered, Personal Watercraft (PWC), RiverRoad Surface Type: Black TopOn Waterfront |
Water & Sewer Sewer: Public Septic |
Farm & Range Frontage Length: Water Frontage Ft: 100Not Allowed to Raise Horses |
Finished Area Finished Area (above surface): 1352 Square Feet |
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Days on Market: 74 |
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Year Built Year Built: 1953 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler |
Building Construction Materials: Aluminum SidingNot a New Construction |
Property Information Condition: Very GoodIncluded in Sale: 2 Refrigerators, 1 W / Ice Maker; Microwave, Dishwasher; Washer; Dryer; Cooktop; Double Wall Ovens. Outdoor ShedParcel Number: 1016003131 |
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Price List Price: $669,900Price Per Sqft: $495 |
Status Change & Dates Possession Timing: Close Of Escrow |
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MLS Status: ACTIVE |
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Direction & Address City: WOOLFORDCommunity: None Available |
School Information Elementary School District: Dorchester County Public SchoolsJr High / Middle School District: Dorchester County Public SchoolsHigh School: Cambridge-south DorchesterHigh School District: Dorchester County Public Schools |
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Listing Agent Listing ID: MDDO2012310 |
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Building Area Building Area: 1352 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 0.56 acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To SellListing Terms: FHA, VA Loan, USDA Loan, Conventional, Cash |
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Business Information Ownership: Fee Simple |
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Mls Number: MDDO2012310Water ViewWater View: RiverAbove Grade Unfinished Area: 1352 |
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Source Internet Automated Valuation Display: YSource Internet Consumer Comment: NSource Internet Entire Listing Display: YSource Internet Address Display: Y |
Around this home
What Locals Say about Woolford
Market trends in Woolford
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
8
1MoM
Home Value
Trulia Estimate
$640KSince last month
Decreased$133K (-17.2%)Since last year
Increased$117K (+22.4%)Since last sale
Increased$195K (+43.7%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +81% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $640K |
| August 2026 | $636K |
| July 2026 | $772K |
| June 2026 | $575K |
| May 2026 | $576K |
| April 2026 | $534K |
| March 2026 | $533K |
| February 2026 | $527K |
| January 2026 | $529K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.07 | Single-Family Home | $420,000 | 06/22/26 | 3 | 2.5 | 2,256 | |
0.74 | Single-Family Home | $995,000 | 11/21/25 | 4 | 2.5 | 3,192 | |
0.54 | Single-Family Home | $1,650,000 | 08/10/26 | 7 | 6 | 5,920 | |
2.08 | Single-Family Home | $325,000 | 01/30/26 | 3 | 2 | 1,680 | |
1.57 | Single-Family Home | $465,900 | 01/28/26 | 4 | 2.5 | 1,890 | |
1.47 | Single-Family Home | $1,060,000 | 10/31/25 | 4 | 3 | 2,997 | |
1.58 | Single-Family Home | $1,020,000 | 09/19/25 | 3 | 3 | 2,502 | |
1.65 | Single-Family Home | $770,000 | 06/18/26 | 4 | 3 | 2,900 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.06 | $468,500 | 2 | 1 | 1,200 | Off Market | |
0.23 | $828,300 | 4 | 2.5 | 2,327 | Off Market | |
0.24 | $450,000 | 1 | 1 | 1,040 | For Sale | |
0.36 | $1,300,100 | 5 | 3.5 | 3,853 | Off Market | |
0.35 | $456,600 | 1 | 1 | 672 | Off Market | |
0.38 | $358,800 | 2 | 1 | 816 | Off Market | |
0.40 | $799,999 | 3 | 2 | 2,120 | For Sale | |
0.49 | $872,100 | 4 | 3 | 2,959 | Off Market | |
0.49 | - | - | - | - | Off Market | |
0.54 | $1,650,000 | 7 | 6 | 5,920 | Recently Sold | |
0.56 | $328,500 | 2 | 2 | 1,232 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 12, 2026 Source: Bright MLS #MDDO2012310 | PriceChange | $669,900 Price decreased by 7% |
Aug 3, 2026 Source: Bright MLS #MDDO2012310 | Listed For Sale | $719,900 |
Jul 22, 2026 Source: Bright MLS #MDDO2012310 | ListingRemoved | $659,900 |
Jul 2, 2026 Source: Bright MLS #MDDO2012310 | Listed For Sale | $779,900 |
Apr 14, 2022 Source: Bright MLS #MDDO2001680 | Sold | $445,000 |
Mar 7, 2022 Source: Bright MLS #MDDO2001680 | Pending | $449,000 |
Feb 28, 2022 Source: Bright MLS #MDDO2001680 | PriceChange | $449,000 Price decreased by 5% |
Jan 26, 2022 Source: Bright MLS #MDDO2001680 | Listed For Sale | $475,000 |
Apr 20, 2020 Source: N/A | Sold | $385,000 |
Feb 3, 2020 Source: Agent Provided | Pending | $385,000 |
Jul 15, 2019 Source: Agent Provided | PriceChange | $399,900 Price decreased by 9% |
May 8, 2019 Source: Agent Provided | Listed For Sale | $439,000 |
May 24, 2007 Source: N/A | Sold | $425,000 |
Aug 8, 2001 Source: N/A | Sold | $245,000 |
Sep 1, 1998 Source: N/A | Sold | $179,750 |
Aug 15, 1994 Source: N/A | Sold | $165,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $4,720 | $408,067 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Theresalaina Barnett, Long & Foster Real Estate, Inc., (410) 546-3211
Agent Phone: (410) 330-1247
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement.
Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 Bright MLS, Inc. Click here for more information
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Frequently asked questions about 1514 Deep Point Rd
- What is the estimated monthly payment for 1514 Deep Point Rd?Based on a $669,900 list price with 20% down at today's rates, the estimated monthly payment for 1514 Deep Point Rd in Woolford, MD is approximately $4,219 (about $3,614 principal & interest, $530 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What are the closest schools to 1514 Deep Point Rd?The closest schools to 1514 Deep Point Rd in Woolford, MD are Cambridge-South Dorchester High School (rated 2/10), South Dorchester School (Pre-K/Elementary/Middle, rated 8/10).
- What is 1514 Deep Point Rd estimated to be worth?Trulia's estimated value for 1514 Deep Point Rd in Woolford, MD is $639,500.
- Does 1514 Deep Point Rd have air conditioning?Yes, 1514 Deep Point Rd in Woolford, MD has air conditioning.
- Does 1514 Deep Point Rd have laundry facilities?Yes, 1514 Deep Point Rd in Woolford, MD has in-unit laundry.
- How big is the lot at 1514 Deep Point Rd?The lot at 1514 Deep Point Rd in Woolford, MD is about 0.56 acres (24,393 sq ft).
1514 Deep Point Rd, Woolford, MD 21677 is a 2 bedroom, 2 bathroom, 1,352 sqft single-family home built in 1953. This property is currently available for sale and was listed by Bright MLS on Jul 30, 2026. The MLS # for this home is MLS# MDDO2012310.