1540 Deep Point Rd
Woolford, MD 21677
2 Beds
1.5 Baths
1,188 sqft (on 0.38 acres)
2 Beds
1.5 Baths
1,188 sqft
(on 0.38 acres)
Local Information
- Map ViewExplore the area around 1540 Deep Point Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Waterfront cottage with breathtaking sunset views and private pier. Ready to move in....practically new!! Renovated w raised foundation . Numerous upscale touches including new kitchen and baths,granite, SS appliances,waterside porch, plenty of room for gathering and eating crabs. Detached garage and two sheds..Boating, Fishing , crabbing~heaven on earth!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 1540 Deep Point Rd
|
|---|
Heating & Cooling Heating: Heat Pump, ElectricAir ConditioningCooling System: Central, OtherHeating Fuel: Heat Pump |
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet, Linoleum Vinyl |
Interior Details Types of Rooms: Dining Room, Sun Room |
Appliances & Utilities DishwasherRefrigerator |
Fireplace & Spa Fireplace |
|
|---|
Exterior Home Features Roof: AsphaltDeckExterior: VinylFoundation Type: Piers |
Parking & Garage GarageParking Space: 1Parking: Garage Attached |
|
|---|
Year Built Year Built: 1958 |
Property Type / Style Property Type: Single Family HomeArchitecture: Bungalow |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 0.38 acres |
Price History for 1540 Deep Point Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 07/27/2017 | $295,400 | Sold | N/A |
| 05/26/2017 | $299,900 | Pending | Agent Provided |
| 04/27/2017 | $299,900 | Listed For Sale | Agent Provided |
| 12/26/2014 | $309,900 | ListingRemoved | Agent Provided |
| 12/13/2014 | $309,900 | PriceChange | Agent Provided |
| 09/28/2014 | $319,900 | PriceChange | Agent Provided |
| 06/21/2014 | $305,000 | PriceChange | N/A |
| 05/19/2014 | $319,900 | PriceChange | Agent Provided |
| 02/01/2014 | $324,900 | PriceChange | Agent Provided |
| 10/01/2013 | $334,900 | Listed For Sale | Agent Provided |
| 04/14/2008 | $39,000 | Sold | N/A |
| 03/07/2006 | $330,000 | Sold | N/A |
Market trends in Woolford
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
5
- Results are loading
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,423 |
| Assessment | $322,567 |
Home facts updated by county records
Comparable Sales for 1540 Deep Point Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.06 | Single-Family Home | $825,000 | 08/07/25 | 4 | 2.5 | 2,327 | |
0.11 | Single-Family Home | $340,000 | 08/27/25 | 1 | 960 | ||
0.51 | Single-Family Home | $455,000 | 07/23/25 | 1 | 1 | 672 | |
0.78 | Single-Family Home | $280,000 | 08/25/25 | 3 | 2 | 1,684 | |
0.50 | Single-Family Home | $870,000 | 07/11/25 | 4 | 3 | 2,959 | |
1.08 | Single-Family Home | $420,000 | 06/22/26 | 3 | 2.5 | 2,256 | |
0.71 | Single-Family Home | $995,000 | 11/21/25 | 4 | 2.5 | 3,192 | |
1.57 | Single-Family Home | $465,900 | 01/28/26 | 4 | 2.5 | 1,890 | |
2.25 | Single-Family Home | $325,000 | 01/30/26 | 3 | 2 | 1,680 | |
1.22 | Single-Family Home | $600,000 | 11/04/25 | 2 | 2,928 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETHoward Hanna Real Estate Services-Shrewsbury
FOR SALE0.34 ACRESSharon Real Estate P.C.
OFF MARKETCharles C. Powell, Inc. Realtors
OFF MARKETBenson & Mangold, LLC
OFF MARKETBenson & Mangold, LLC
FOR SALE
3D VIEW0.89 ACRESTTR Sotheby's International Realty
OFF MARKETKeller Williams Select Realtors of Annapolis
Assigned Schools
These are the assigned schools for 1540 Deep Point Rd.
- Cambridge-South Dorchester High School
- 9-12
- Public
- 811 Students
2/10GreatSchools RatingParent Rating AverageI love this school and everything in it!!!Student Review7mo ago - South Dorchester School
- PK-8
- Public
- 230 Students
10/10GreatSchools RatingParent Rating AverageI went to this school growing up a while ago, and I can tell you, they were truly the halcyon days of my youth. Amazing personalized attention, wonderful teachers who deeply care about each and every student, a warm administration who is on the ball, and parental involvement is at staggering levels. It was a bit of a culture shock when I got to CSDHS to see that SDS isn't how all schools function. The Gifted and Talented Program, although quite small, was extremely supportive of my interests and my creativity. Some of the projects I did there, I was even able to refer back to in college! Talk about great hands-on learning. This school is one of the true gems on the Eastern Shore, and I credit a huge amount of my positive, happy upbringing to the experiences I had at SDS.Other Review12y ago 
Check out schools near 1540 Deep Point Rd.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
- Results are loading
Homes for sale near 1540 Deep Point Rd
- 0.89 ACRESTTR Sotheby's International Realty
3.39 ACRESStafford-Stafford Real Estate
23.79 ACRESSharon Real Estate P.C.
0.81 ACRESEastern Shore Real Estate, LLC
See more homes for sale inWoolford
Off Market Homes Near 1540 Deep Point Rd
SOLDJUN 22, 2026Coldwell Banker Realty
SOLDAPR 7, 2026Keller Williams Legacy
SOLDMAR 25, 2026
SOLDMAR 6, 2026Meredith Fine Properties
SOLDJAN 30, 2026McClain-Williamson Realty, LLC
SOLDJAN 28, 2026Keller Williams Realty- SOLDNOV 13, 2025
- SOLDNOV 4, 2025
SOLDOCT 31, 2025The Land Group- See more homes for sale inWoolford
1540 Deep Point Rd, Woolford, MD 21677 is a 2 bedroom, 2 bathroom, 1,188 sqft single-family home built in 1958. This property is not currently available for sale. 1540 Deep Point Rd was last sold on Jul 27, 2017 for $295,400. The current Trulia Estimate for 1540 Deep Point Rd is $469,400.