1529 Deep Water Rd

Woolford, MD 21677

$480,000
Price
4
Beds
2,072 Sq. Ft.
$232 / Sq. Ft.
2,072
Sq. Ft.
$232
per Sq. Ft.
Virtual Tour
Virtual Tour
an aerial view of a house with a swimming pool
an aerial view of a house with a yard
an aerial view of a city
a view of a city
a front view of a house with a yard and garage
a house with green field in front of it
a view of a swimming pool with a yard
a front view of a house with garden
a view of a house with a yard and garage
a front view of a house with a yard
a view of a small space
an empty room with mirror and wooden floor
a living room with furniture and a fireplace
a view of an empty room with a window
a living room with furniture potted plant kitchen view and a large window
a view of an empty room with a window
a view of empty room with wooden floor and floor to ceiling window
a view of a livingroom with a fireplace
a view of an empty room with a chandelier fan
a view of a kitchen with kitchen island a counter top space appliances and a ceiling fan
a room with pool table and windows
a view of an empty room with a window
a kitchen with stainless steel appliances granite countertop a sink dishwasher stove and wooden cabinets
a kitchen with granite countertop white cabinets and white appliances
a spacious bathroom with a granite countertop sink and a mirror
a bedroom with a bed and a window
a bedroom with a bed and a large window
an empty room with a chandelier fan and windows
an empty room with chandelier fan and windows
a bedroom with a bed and a chandelier
an empty room with windows and fan
a view of an empty room with a window
a bathroom with a sink and a mirror
a bathroom with a sink and a mirror
a bedroom with a bed and a window
an empty room with a window
an empty room with a window
a bathroom with a toilet sink and mirror
a kitchen with a sink stove and cabinets
an empty room with windows and ceiling fan
a bedroom with a bed and a chandelier
an empty room with windows and closet
an empty room with windows and fan
a bathroom with a double vanity sink a toilet and a mirror
a bathroom with a bathtub and shower
a view of a lake with a yard
an aerial view of a house with a ocean view
a view of a house with a yard
a view of a house with a yard
a view of a brick house with large windows

Description

Looking for a serene location? Peace and quiet can be found here in Woolford, in the Deep Water neighborhood. Conveniently located halfway between Cambridge and Taylors Island, Woolford is a water oriented town with close proximity to Blackwater National Wildlife Refuge. This custom-built all brick single-story home is situated on a flat and grassy 2.22 acre lot that backs to woods. The home offers an open, modern floor plan. Coming home the brick front porch leads to the front door. Inside the foyer...Looking for a serene location? Peace and quiet can be found here in Woolford, in the Deep Water neighborhood. Conveniently located halfway between Cambridge and Taylors Island, Woolford is a water oriented town with close proximity to Blackwater National Wildlife Refuge. This custom-built all brick single-story home is situated on a flat and grassy 2.22 acre lot that backs to woods. The home offers an open, modern floor plan. Coming home the brick front porch leads to the front door. Inside the foyer opens into the center of the home. Note 9’ ceilings and wood doors throughout. Inviting entry to the great room from the foyer, with a spectacular view out the double set of sliding glass doors showing the majestic trees in the rear wooded backdrop. The great room has a brick fireplace that has only been used with a wood pellet stove insert. The stove can reduce the cost of your electric bills with an efficient heat source while still providing aesthetic glow of a fireplace without the mess and hassle. Off the great room there is a spacious kitchen with bay window in the dining area and abundance of counter and cabinet space including a pantry cabinet and counter overhang for stools. In total there are 4 bedrooms, 2.5 bathrooms including the primary bedroom ensuite. The primary suite is located on the opposite side of the house from the other 3 bedrooms for privacy. It has a large walk-in closet, generous bathroom with dual sinks, a whirlpool bathtub, and a separate one piece shower. The other bedrooms all have ceiling fans and the front corner bedroom offers a high vaulted ceiling with a fan and a huge front arched window. Throughout the home there are many windows providing natural light and warmth to the home. The closets are all spacious. Currently the owner has set up a bedroom for use as a home office with vinyl floor and shelved closet. Convenient 1st floor laundry/mud room has cabinets and utility sink. From there you can enter the large, attached 2-car garage with a workbench, and a garage door opener with 2 new remote controls. Some of the many 2025 updates of the home include: Fresh paint & new carpet throughout, newly refinished wood floors in the foyer, kitchen, and dining area. New 50 gal. water heater w/ booster (installed Mar 2025), Dishwasher (installed 2024), HVAC system (installed 2024). In addition, for your convenience, the home comes with a central vac system with attachments! Price reduced for quick sale. Don’t miss this opportunity! Call your agent today for your own private viewing.
  1. Listed by Patricia B Smallwood • Maryland Real Estate Network
    P: (301)-332-3876 smllwd@verizon.net
  2. Listed by Kenneth W Smallwood • Maryland Real Estate Network
    P: (301)-332-1753 smllwdbell@earthlink.net

Property Details for 1529 Deep Water Road

Tax ID Number
1016006173
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Ranch/Rambler
Levels/Stories
1
Waterfront
No
LISTING UPDATED: 11/20/2025 04:25 PM

Property Details for 1529 Deep Water Road

StatusActive
MLS #MDDO2010646
Days on Market90
Taxes$3,690 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1998
Lot Size2.22 AC / 96,703 SF
CountyDorchester County

Location

Listing Courtesy of Maryland Real Estate Network
Add your commute

Virtual Tour

Building Information for 1529 Deep Water Road

Stories1Year Built1998Building Size-Lot Size2.22 AC / 96,703 SF

Payment Calculator

$2,679 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,372

Property Taxes

$308

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 1529 Deep Water Road

Location
Location
  • In City Limits: No
  • School District Name: DORCHESTER COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139665361
  • SchoolDistrictSource: Listing Agent
  • County: DORCHESTER
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2024
  • Tax Assessed Value: $357,667
  • Year Assessed: 2025
  • County Tax: $3,690
  • Improvement Assessed Value: $331,700
  • Land Assessed Value: $51,800
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: RR
  • Tax Lot: 14
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 4
  • # Bathrooms Count Main Level: 3
  • # Bathrooms Full Main Level: 2
  • # Bathrooms Half Main Level: 1
Rooms
  • Stories: Main
Building Info
Building Info
  • Total Finished SQFT: 2,072.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 2,072.00
  • Total SQFT: 2,072.00
  • Total SQFT Source: Assessor
  • Construction Materials: Brick
  • Roof: Asphalt, Hip
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8042/8239/0174/804282390174_512_384_WM_THUwgjOP-eoY3mcj.jpg
  • Wall and Ceiling Types: 9'+ Ceilings, Vaulted Ceilings
  • Flooring Type: Carpet, Wood, Vinyl
  • Foundation Details: Crawl Space
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bedrooms-Main Level-4, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Half-Main Level-1
  • # Bathrooms Full: 2
  • # Bathrooms Half: 1
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 5324489
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 2
  • Driveway - # of Spaces: 10
  • Total Garage Spaces: 2
  • Parking Features: Gravel Driveway
  • Garage Features: Garage - Front Entry
Interior Features
Interior Features
  • Interior Features: Bathroom - Jetted Tub, Bathroom - Stall Shower, Breakfast Area, Ceiling Fan(s), Central Vacuum, Combination Kitchen/Dining, Entry Level Bedroom, Floor Plan - Open, Kitchen - Eat-In, Primary Bath(s), Recessed Lighting, Walk-in Closet(s), Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Other
  • Appliances: Dishwasher, Dryer, Exhaust Fan, Range Hood, Refrigerator, Stove, Washer, Water Heater
  • Accessibility Features: None
  • Door Features: Sliding Glass, Six Panel
  • Window Features: Double Hung, Palladian
  • Laundry Type: Main Floor
  • Virtual Tour URL Unbranded: https://my.matterport.com/show/?m=GFTp9zcVbSh&
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Septic Exists
Confidential Data
Listing Office
  • List Agent AOR: Howard County Association of REALTORS
  • List Agent URL: thesmallwoodteam.com

Property History for 1529 Deep Water Road

DateEvent & SourcePriceAppreciation
Nov 20, 2025

Price Change

BRIGHT #MDDO2010646

$480,000—
Sep 25, 2025

Listed (Active)

BRIGHT #MDDO2010646

$500,000—
May 31, 2011

Expired

BRIGHT #1006761244

$349,900—
Oct 9, 2010

Listed (Active)

BRIGHT #1006761244

$369,000—
Aug 13, 2008

Closed (Public Record)

Public Record #254659693

$289,500—
Aug 13, 2008

Closed

BRIGHT #MDDO100562

$289,500—
Aug 13, 2008

Withdrawn

BRIGHT #1001181840

—
Jun 30, 2008

Pending

BRIGHT #MDDO100562

—
Jun 7, 2007

Listed (Active)

BRIGHT #MDDO100562

$390,000—
Jun 6, 2007

Listed (Active)

BRIGHT #1001181840

$390,000—
DateEvent & SourcePrice
11/20/2025

Price Change

BRIGHT #MDDO2010646

$480,000
09/25/2025

Listed (Active)

BRIGHT #MDDO2010646

$500,000
05/31/2011

Expired

BRIGHT #1006761244

$349,900
10/09/2010

Listed (Active)

BRIGHT #1006761244

$369,000
08/13/2008

Closed (Public Record)

Public Record #254659693

$289,500
08/13/2008

Closed

BRIGHT #MDDO100562

$289,500
08/13/2008

Withdrawn

BRIGHT #1001181840

—
06/30/2008

Pending

BRIGHT #MDDO100562

—
06/07/2007

Listed (Active)

BRIGHT #MDDO100562

$390,000
06/06/2007

Listed (Active)

BRIGHT #1001181840

$390,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1529 Deep Water Road

Taxable ValueLand-Additions-Total-
Tax Record2025$4,145 ($345 / month)
Home Facts
Beds0Baths2.5Total Finished SqFt2,072 SqFtAbove Grade Finished SqFt2,072 SqFtStories1Lot Size96,703 SqFtStyleSingle Family ResidenceYear Built1998ZoningRRCountyDORCHESTERAPN16-006173Fireplace TypeHas Fireplace

Schools near 1529 Deep Water Road

This home is within Dorchester County Public Schools.
Rating
School
Type
Grades
Distance
South Dorchester School
Public - PK to 8
Cambridge-South Dorchester High School
Public - 9 to 12
Rating
School
Distance
South Dorchester School
PublicPK to 8

Cambridge-South Dorchester High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 1529 Deep Water Road, Woolford, MD 21677

1529 Deep Water Road is a single family home for sale in Woolford, MD 21677. This property was listed for sale on September 25, 2025 by Maryland Real Estate Network, it's currently listed at $480,000. It has been on the market for a total of 90 days and was last sold on August 13, 2008. This listing's school district is Dorchester County Public Schools. Nearby schools include South Dorchester School and Cambridge-South Dorchester High School. 1529 Deep Water Road is a 4-bed, 3-bath, 2,072 sqft single family home built in 1998.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Maryland Real Estate Network

© 2025 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 11/20/2025 04:25 PM