Date
Details
Price
Change
Source
10/02/2026
Listed
$575,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
Set on one of the largest lots in Salisbury's prestigious Steeplechase neighborhood, this stately brick-front home offers 3,006 square feet with four bedrooms, two and a half bathrooms, and an office space. The .96 acre property features an expansive lawn, mature trees, and beautifully maintained landscaping, creating an impressive setting from the moment you arrive. Inside, a two story foyer with an open staircase welcomes you into bright, spacious interiors accented by arched windows and classic moldings. The formal dining room provides an elegant space for entertaining, while the kitchen features warm wood cabinetry, a center island, double ovens, and a sunny dining area overlooking the backyard. The adjoining living room centers around a fireplace, offering a comfortable gathering space.The spacious primary suite includes a bathroom with dual vanities, a soaking tub, and a separate shower. Additional bedrooms offer flexibility for guests and hobbies. The generous unfinished walk-up attic space offers valuable storage with the potential for finishing. Outside, enjoy dining or relaxing on the rear patio with views across the expansive backyard. The attached three-car garage with oversized doors provides plenty of room for vehicles, equipment, and storage. Steeplechase residents enjoy a community pool, tennis courts, and playground, while nearby Pemberton Park offers outdoor recreation and community events, including the Wine Festival, the Good Beer Festival and seasonal Music & Arts events featuring live music, local artisans, and food trucks. With its substantial lot, versatile layout, and distinctive curb appeal, this home offers a rare opportunity in a sought after Salisbury community.
Full Property Details
Full Property Details for 27414 Equestrian Dr
General
- Price: $575,000
- HOA FEE: $35/month
- HOA FEE FREQ.: Annually
- Taxes: $4,525 (2026)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDWC2024746
- Updated: 10/2/2026
- Added to Site: 3 day(s) ago
Interior
- Number of Rooms: 12
- Interior Features: Ceiling Fan(s)
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Built-In Microwave, Cooktop, Dishwasher, Dryer, Exhaust Fan, Refrigerator, Stove, Washer, Water Heater
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
- Upper Floor Baths: 2
- Upper - Full Baths: 2
- Main Floor Baths: 1
- Main - 1/2 Baths: 1
Bedrooms
- Total Bedrooms: 4
- Bedrooms Upper: 4
Additional Information
- Shared Pool: Yes
- Pool: Yes
Exterior
- Exterior Features: Other
Parking
- Garage: Yes
- Garage Spaces: 3
- Total Spaces: 3
- Parking Type: Attached Garage
- Garage Description: Garage Door Opener
Location
- Area: Wicomico Southwest (23-03)
- County: WICOMICO
- Subdivision: STEEPLECHASE
- Driving Directions: Rt. 50 West to Nanticoke Rd. Left onto Nanticoke Rd. Follow Nanticoke to Crooked Oak. Let onto Crooked Oak. Follow to Steeple Chase.
School Information
- School District: Wicomico County Public Schools
Community
- Association: Yes
- Assoc. Name: STEEPLECHASE HOMEOWNERS ASSOCIATION
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Electric
- Water Heater: Propane
Utilities
- Sewer: Septic < # of BR
- Water: Public
Structural Information
- Architectural Style: Traditional
- Structure Type: Detached
- Construction: Mixed
- Foundation: Crawl Space
- Stories Description: Main, Upper 1
- Square Feet: 3,006
- Sq. Ft. Source: Assessor
- Living Area: 3,006 Sq. Ft.
- Finished Above Grnd: 3,006 Sq. Ft.
- Year Built: 2005
- Year Built Source: Estimated
Lot Features
- Lot Size (Acres): 0.96
- Lot Size (Sq. Ft.): 41,817
- Lot Size Source: Estimated
- Zoning: R20
Financial Considerations
- Price Per Sq. Ft.: $191.28
- Association Fee: $425
- Assoc Fee Freq.: Annually
- Assessment Year: 2025
- County Tax: $3,976
- County Tax Freq: Annually
- Tax w/Assessment: $539,700
- Tax Amount: $4,525
- Tax Year: 2026
- Tax Total Finished Sq. Ft.: 3006
Disclosures and Reports
- Ownership: Fee Simple
- Lot Number: 18
Listed by Whitehead Real Estate Exec., Darron Whitehead
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 27414 Equestrian Dr —
Darron Whitehead
Whitehead Real Estate Exec.
Listing Office Email: whiteheadre@comcast.net
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 27414 Equestrian Dr
School District:Wicomico County Public Schools
| Name | Grades | Distance |
|---|---|---|
Pemberton Elementary School, Salisbury, MD 1300 Pemberton Drive, Salisbury, MD 21801 | PK-5 | 2.1 mi |
Salisbury Middle School 607 Morris Street, Salisbury, MD 21801 | 6-8 | 3.3 mi |
James M. Bennett High School 300 East College Avenue, Salisbury, MD 21804 | 9-12 | 3.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 27414 Equestrian Dr
Tax History
Tax History for 27414 Equestrian Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,525
7%
$539,700
10%
2024
$4,238
—
$490,867
11%
2024
$4,238
8%
$442,033
12%
2023
$3,922
4%
$393,200
6%
2022
$3,785
11%
$371,400
6%
2019
$3,425
1%
$349,600
7%
2021
$3,381
-1%
$327,800
—
2020
$3,425
—
$327,233
—
2019
$3,436
—
$326,667
—
2018
$3,430
-1%
$326,100
—
2017
$3,452
—
$324,600
—
2016
$3,436
5%
$323,100
—
2015
$3,282
—
$321,600
—
2014
$3,282
—
$321,600
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 27414 Equestrian Dr
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27414 Equestrian Drive, Salisbury, MD 21801 (MLS# MDWC2024746) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 27414 Equestrian Drive is currently listed for $575,000 and was received on October 02, 2026. Want to learn more about 27414 Equestrian Drive? Do you have questions about finding other Single Family real estate for sale in Salisbury? You can browse all Salisbury real estate or contact a Coldwell Banker agent to request more information.