1544 Deep Point Rd
Woolford, MD 21677
2 Beds
1 Bath
1,224 sqft (on 0.64 acres)
2 Beds
1 Bath
1,224 sqft
(on 0.64 acres)
Local Information
- Map ViewExplore the area around 1544 Deep Point Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Affordable waterfront! Cozy 2 bedroom 1 bath with country kitchen and fireplace. Updated bathroom. Large waterside enclosed porch. Great waterfront with easy access to Chespeake Bay. This property is connected to public sewer. This is a Fannie Mae property
1544 Deep Point Rd, Woolford, MD 21677 is a 2 bedroom, 1 bathroom, 1,224 sqft single-family home built in 1986. It last sold for $185,000 on May 25, 2017. It is currently off market. The Trulia Estimate is $470,900, with a rent estimate of $1,683/month.
Home Highlights
Parking
No Info
Outdoor
Porch
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 1544 Deep Point Rd
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Heating & Cooling Heating: BaseboardHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 1 |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: Shake ShingleExterior: OtherFoundation Type: PiersPorch |
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Year Built Year Built: 1986 |
Property Type / Style Property Type: Single Family HomeArchitecture: conventional |
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Units in Building: 1 |
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Lot Area: 0.64 acres |
Price History for 1544 Deep Point Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 05/25/2017 | $185,000 | Sold | N/A |
| 04/28/2017 | $195,000 | Pending | Agent Provided |
| 02/12/2017 | $195,000 | PendingToActive | Agent Provided |
| 01/24/2017 | $195,000 | Pending | Agent Provided |
| 12/14/2016 | $195,000 | Listed For Sale | Agent Provided |
Market trends in Woolford
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
6
1MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,501 |
| Assessment | $360,833 |
Home facts updated by county records
Comparable Sales for 1544 Deep Point Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.10 | Single-Family Home | $340,000 | 08/27/25 | 1 | 960 | ||
0.03 | Single-Family Home | $825,000 | 08/07/25 | 4 | 2.5 | 2,327 | |
0.54 | Single-Family Home | $455,000 | 07/23/25 | 1 | 1 | 672 | |
0.80 | Single-Family Home | $280,000 | 08/25/25 | 3 | 2 | 1,684 | |
1.09 | Single-Family Home | $420,000 | 06/22/26 | 3 | 2.5 | 2,256 | |
0.70 | Single-Family Home | $995,000 | 11/21/25 | 4 | 2.5 | 3,192 | |
1.78 | Single-Family Home | $60,000 | 12/30/25 | 1 | 1,376 | ||
2.28 | Single-Family Home | $325,000 | 01/30/26 | 3 | 2 | 1,680 | |
2.33 | Single-Family Home | $230,000 | 08/04/25 | 1 | 1 | 1,208 | |
1.58 | Single-Family Home | $465,900 | 01/28/26 | 4 | 2.5 | 1,890 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETHoward Hanna Real Estate Services-Shrewsbury
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Assigned Schools
These are the assigned schools for 1544 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 Review8mo 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 1544 Deep Point Rd.
What Locals Say about Woolford
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Apartments for Rent
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Homes for sale near 1544 Deep Point Rd
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Off Market Homes Near 1544 Deep Point Rd
SOLDJUL 13, 2026Meredith Fine Properties
SOLDJUL 2, 2026Keller Williams Select Realtors of Cambridge
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
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