Set along the scenic shores of Wicomico Creek, near the headwaters of the Wicomico River, this exceptional high-bank waterfront estate spans over 41 private acres with more than 2,000 feet of shoreline and two picturesque tidal ponds. Designed and custom built by the original Cooley family, the residence offers over 5,000 square feet of thoughtfully designed living space that blends timeless architecture with everyday comfort. Inside, a marble foyer and sweeping staircase introduce the formal and informal living spaces, including a large dining room, elegant living room with fireplace and a private den/sitting room offering a warm fireplace setting. The well-appointed kitchen features KitchenAid appliances, custom cabinetry and Cambria countertops, opening to a sunlit breakfast room and sun porch overlooking the water and pool areas. The main-level primary suite offers a private retreat with tray ceilings, panoramic water views, generous closet space, and a spa-inspired bath. Basement and third-floor space provide opportunities for future expansion. Outdoor amenities include a private dock, an in-ground concrete pool by Sylvan Pools, brick patios, hardscape walkways, and a pool house ready to be transformed into a studio, fitness room, or workspace. A five-stall barn and multiple fenced pastures provide excellent options for equestrian use or hobby farming. This property offers an exceptional level of privacy, natural beauty, and waterfront lifestyle. Enjoy waterfront privacy, refined living, and coastal convenience. Located just minutes from downtown Salisbury, Rt. 50, and Rt 13 providing convenient access to the beaches of Ocean City, Fenwick Island, and Bethany Beach, as well as the charm of Berlin and the natural beauty of Assateague Island. Assessors above grade conditioned sqft is 5,016 with an additional 795 sqft considered below grade/basement area and or "pool house" and is not currently conditioned space. Agents, please see agent comments and showing instructions.
Coming soon 04/06
$985,000
14135 Cooley Rd, Princess Anne, MD 21853
4beds
5,811sqft
Est.:
Single Family Residence
Built in 1964
41.25 Acres Lot
$-- Zestimate®
$170/sqft
$-- HOA
What's special
- 7 days |
- 638 |
- 63 |
Zillow last checked: 7 hours ago
Listing updated: March 10, 2026 at 04:18am
Listed by:
Roger Sansom 410-251-8574,
ERA Martin Associates 4107491818
Source: Bright MLS,MLS#: MDSO2007014
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
- Main level bathrooms: 5
- Main level bedrooms: 4
Basement
- Area: 795
Heating
- Heat Pump, Electric, Propane
Cooling
- Central Air, Electric
Appliances
- Included: Water Treat System, Water Heater
- Laundry: Main Level
Features
- Attic, Bathroom - Walk-In Shower, Built-in Features, Crown Molding, Formal/Separate Dining Room, Wine Storage, Dry Wall
- Flooring: Carpet, Ceramic Tile, Hardwood
- Windows: Window Treatments
- Basement: Sump Pump,Partial
- Number of fireplaces: 3
- Fireplace features: Brick
Interior area
- Total structure area: 5,811
- Total interior livable area: 5,811 sqft
- Finished area above ground: 5,016
- Finished area below ground: 795
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, Attached, Driveway
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Other
Features
- Levels: Two
- Stories: 2
- Has private pool: Yes
- Pool features: Private
- Fencing: Vinyl,Wire,Chain Link
- Has view: Yes
- View description: Water, Pasture
- Has water view: Yes
- Water view: Water
- Waterfront features: Creek/Stream
Lot
- Size: 41.25 Acres
- Features: Wooded, Secluded, Stream/Creek
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 2005078296
- Zoning: A
- Special conditions: Standard
- Horses can be raised: Yes
- Horse amenities: Stable(s)
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Block
- Roof: Architectural Shingle
Condition
- Excellent
- New construction: No
- Year built: 1964
Details
- Builder name: Cooley
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Septic Exists
- Water: Conditioner, Private
- Utilities for property: Propane, Other Internet Service
Community & HOA
Community
- Security: Fire Alarm, Monitored
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Princess Anne
Financial & listing details
- Price per square foot: $170/sqft
- Tax assessed value: $1,122,800
- Annual tax amount: $11,185
- Date on market: 4/6/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/9/2015 | Sold | $600,000$103/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $11,305 +14.4% | $1,005,867 +13.2% |
| 2024 | $9,885 +15.1% | $888,933 +15.1% |
| 2023 | $8,585 +1.2% | $772,000 |
| 2022 | $8,486 +1.2% | $772,000 +2.4% |
| 2021 | $8,387 +1.2% | $754,267 +1.2% |
| 2020 | $8,289 | $745,400 |
| 2019 | $8,289 | $745,400 |
| 2018 | $8,289 -1.5% | $745,400 -1.5% |
| 2017 | $8,413 +1.6% | $756,600 +1.6% |
| 2016 | $8,281 +1.6% | $744,667 +1.6% |
| 2015 | $8,148 -12.2% | $732,733 +1.7% |
| 2014 | $9,285 | $720,800 |
| 2013 | -- | $720,800 |
| 2012 | -- | $720,800 -22.5% |
| 2011 | -- | $929,540 |
| 2010 | -- | $929,540 |
| 2009 | -- | $929,540 -1.7% |
| 2008 | -- | $945,600 +9.3% |
| 2007 | -- | $865,410 +10.2% |
| 2006 | -- | $785,220 +11.4% |
| 2005 | -- | $705,030 +4.2% |
| 2004 | -- | $676,830 +4.3% |
| 2003 | -- | $648,630 +4.5% |
| 2002 | -- | $620,430 +0.5% |
| 2001 | -- | $617,546 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$5,418/mo
Principal & interest
$4614
Property taxes
$804
Climate risks
Neighborhood: 21853
Nearby schools
GreatSchools rating
- NAPrincess Anne Elementary SchoolGrades: PK-1Distance: 5 mi
- 3/10Washington Academy And High SchoolGrades: 8-12Distance: 6.4 mi
- NAPrincess Anne Elementary SchoolGrades: PK-5Distance: 5.1 mi
Schools provided by the listing agent
- District: Somerset 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.




