4 beds3,662 sqft$164/sqft
209 Riding Path Dr, Clayton, DE 19938
Est: $3,246/moGet pre-approved

Description

Welcome to Jockey Hollow — Where Luxury Meets Nature
Discover the exceptional beauty of this gorgeous home, gracefully situated on 0.66 acres and backing to a tranquil pond and 27 acres of protected open space. Nestled within the unique and picturesque community of Jockey Hollow, this extraordinary setting is surrounded by acres of open space and four serene ponds, creating a private retreat immersed in nature’s beauty. A beautifully landscaped walkway welcomes you to the main porch entrance and inviting
...Welcome to Jockey Hollow — Where Luxury Meets Nature

Discover the exceptional beauty of this gorgeous home, gracefully situated on 0.66 acres and backing to a tranquil pond and 27 acres of protected open space. Nestled within the unique and picturesque community of Jockey Hollow, this extraordinary setting is surrounded by acres of open space and four serene ponds, creating a private retreat immersed in nature’s beauty. A beautifully landscaped walkway welcomes you to the main porch entrance and inviting mudroom, while an expansive side-entry driveway leads to the three-car garage with impressive 8-foot doors. Step inside and experience a bright, sophisticated open floor plan enhanced by beautiful hardwood flooring throughout the first level, excluding the mudroom and office/den. The gracious center foyer is flanked by an elegant living room and spacious dining room, leading effortlessly into the heart of the home — a truly spectacular gourmet kitchen. Designed for both everyday living and memorable entertaining, the kitchen showcases Stainless Steel Kenmore Pro appliances, professional-style gas cooking with an additional center burner designed to accommodate a grill, premium granite countertops, subway tile backsplash, and Century’s Carriage House Annandale-style cabinetry. Thoughtful details include soft-close doors, dovetail drawer construction, and convenient pull-out trays. A substantial granite-topped center island, breakfast bar, and additional coffee/serving bar provide exceptional functionality and gathering space. A strategically positioned butler’s pantry/wet bar with sink adds an elegant touch for entertaining while maintaining a seamless connection to the breathtaking two-story family room. Here, soaring ceilings frame a dramatic center gas fireplace with stone hearth, wood surround, and custom mantle. Relax by the fire while enjoying views of the beautifully turned staircase and its distinctive custom arched window overlooking the second level. The luxurious primary suite offers a peaceful escape with a cathedral ceiling and enormous walk-in closet. The spa-inspired primary bath features a double vanity, beautifully tiled walk-in shower, and indulgent soaking tub, complemented by an elegant arched window that fills the space with natural light. A widened second-floor hallway leads to three generously sized additional bedrooms and a beautifully tiled hall bath featuring a double vanity and tub/shower combination. And there is even more to discover. The builder thoughtfully completed a daylight, partially finished basement, offering double sliders to the outdoors, abundant storage, and rough-in plumbing for a future bathroom. Whether envisioned as a recreation area, home gym, media room, hobby space, or future guest retreat, the possibilities are endless. The main level also offers exceptional convenience with a front-entry mudroom and laundry area, plus a private office/den just across the hall — ideal for working from home, reading, or creating a quiet personal retreat. Outside, the level backyard becomes a private haven, where peaceful pond views and 27 acres of open space create an idyllic backdrop for relaxing, entertaining, and enjoying the changing seasons. A rare combination of refined living, thoughtful design, abundant space, and breathtaking natural surroundings — this is more than a home; it is a lifestyle. Welcome to your own personal sanctuary in Jockey Hollow.
LISTING UPDATED: 08/19/2026 07:58 PM

  1. Listed by Shiloh B Cornelius • Keller Williams Realty Devon-Wayne
    P: (610) 368-0417 shiredzzz@gmail.com

Property Details for 209 Riding Path Drive

Status
MLS #
DEKT2049892
Days on Market
2
Taxes
$2,023 / year
HOA Fees
$333 / year
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Fee Simple
Year Built
2016
Lot Size
0.66 AC / 28,750 SF
Tax ID Number
KH-00-02602-01-1300-000
Ownership
Fee Simple
Condo Coop Association
No
HOA
Yes
Structure Type
Detached
Style
Traditional
Levels/Stories
2
Waterfront
No
Views
Pond, Park/Greenbelt
Garage
Yes
Subdivision
JOCKEY HOLLOW
Subdivision
JOCKEY HOLLOW (KENT DE)
Building Name
NONE AVAILABLE (CLAYTON DE)
Cross Street
Country Hollow Dr.
Legal Subdivision
JOCKEY HOLLOW
Total Parking Spaces
3
Central Air
Yes
Basement
Yes
Above Grade Finished SQFT
3,062.00
Above Grade Fin SQFT Source
Estimated
Below Grade Finished SQFT
600.00
Below Grade Fin SQFT Source
Estimated
Below Grade Unfinished SQFT
.00
Below Grade Unfin SQFT Source
Estimated
Total Below Grade SQFT
600.00
Total Below Grade SQFT Source
Estimated
New Construction
No
Property Condition
Excellent

Location

Listing Courtesy of Keller Williams Realty Devon-Wayne
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Building Information for 209 Riding Path Drive

Stories2Year Built2016Building Size-Lot Size0.66 AC / 28,750 SF

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$3,246 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,049

Property Taxes

$169

HOA Dues

$28

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Property Information for 209 Riding Path Drive

Location
Location
  • In City Limits: No
  • School District Name: SMYRNA
  • School District County ID: 300200396884
  • SchoolDistrictSource: Listing Agent
  • High School: SMYRNA (KENT DE)
  • HighSchoolSource: Listing Agent
  • County: KENT
  • MLS Area: Smyrna (30801)
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • HOA Name: JOCKEY HOLLOW HOA
  • HOA Phone: (302)321-2418
  • HOA Condo Coop Fee Includes: Common Area Maintenance
  • Senior Community: No
  • Type of Condo: Home Owner Association
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $74,200
  • Year Assessed: 2020
  • County Tax: $276
  • Improvement Assessed Value: $0
  • City Town Tax: $0
  • Land Assessed Value: $0
  • Clean Green Assessed: No
  • Land Use Code: 0
  • Zoning: AC
  • Tax Lot: 1300-000
  • School Tax: $1,722
  • Automatically Update Tax Values Y/N: No
Rooms
Main
  • # Bedrooms Count Main Level: 0
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 0
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 4
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
  • # Bathrooms Half All Upper Levels: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 4
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
  • # Bathrooms Half Upper Level: 0
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Basement, Foyer, Breakfast Room, Laundry, Office, Recreation Room, Primary Bathroom, Full Bath, Half Bath
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Foyer
  • Room Length: 8.0
  • Room Width: 9.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 2
  • Room Type: Dining Room
  • Room Length: 12.0
  • Room Width: 13.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Chair Rail, Flooring - HardWood
Room 3
  • Room Type: Living Room
  • Room Length: 13.0
  • Room Width: 18.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 4
  • Room Type: Half Bath
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick
Room 5
  • Room Type: Family Room
  • Room Length: 15.0
  • Room Width: 22.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Fireplace - Gas, Flooring - HardWood
Room 6
  • Room Type: Breakfast Room
  • Room Length: 9.0
  • Room Width: 13.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 7
  • Room Type: Kitchen
  • Room Length: 16.0
  • Room Width: 13.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Countertop(s) - Granite, Island, Breakfast Bar, Kitchen - Gas Cooking, Pantry
Room 8
  • Room Type: Laundry
  • Room Length: 10.0
  • Room Width: 10.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick
Room 9
  • Room Type: Office
  • Room Length: 10.0
  • Room Width: 10.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 10
  • Room Type: Primary Bedroom
  • Room Length: 18.0
  • Room Width: 13.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet, Cathedral/Vaulted Ceiling, Walk-In Closet(s)
Room 11
  • Room Type: Primary Bathroom
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick, Bathroom - Soaking Tub, Double Sink, Countertop(s) - Solid Surface
Room 12
  • Room Type: Bedroom 4
  • Room Length: 16.0
  • Room Width: 10.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet, Walk-In Closet(s)
Room 13
  • Room Type: Full Bath
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Bathroom - Tub Shower, Flooring - Tile/Brick, Double Sink, Countertop(s) - Solid Surface
Room 14
  • Room Type: Bedroom 2
  • Room Length: 13.0
  • Room Width: 12.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 15
  • Room Type: Bedroom 3
  • Room Length: 13.0
  • Room Width: 13.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 16
  • Room Type: Recreation Room
  • Room Length: 21.0
  • Room Width: 25.0
  • Room Level: Lower 1
  • Room Exists: Yes
  • Room Features: Basement - Finished, Flooring - Carpet
Room 17
  • Room Type: Basement
  • Room Level: Lower 1
  • Room Exists: Yes
  • Room Features: Basement - Unfinished
Building Info
Building Info
  • Total Finished SQFT: 3,662.00
  • Total Finished SQFT Source: Estimated
  • Total SQFT: 3,662.00
  • Total SQFT Source: Estimated
  • Construction Materials: Vinyl Siding
  • Roof: Shingle
  • Wall and Ceiling Types: 9'+ Ceilings, Cathedral Ceilings
  • RFactor Ext Walls: R20
  • RFactor Ceilings: R49
  • Flooring Type: Hardwood, Tile/Brick
  • Basement Type: Full, Partially Finished, Walkout Level, Daylight, Partial
  • Foundation Details: Concrete Perimeter
  • Room and Floor: Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bedrooms-Upper Level 1-4, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
  • # Bathrooms Full: 2
  • # Bathrooms Half: 1
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Size Dimensions: 125.00 x 230.00
  • Lot Dimensions Source: Estimated
  • Parcel ID: 4696112
  • Additional Parcels: No
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 3
  • Total Garage Spaces: 3
  • Parking Features: Asphalt Driveway
  • Garage Features: Built In
Interior Features
Interior Features
  • Interior Features: Butlers Pantry, Wet/Dry Bar, Breakfast Area, Built-Ins, Ceiling Fan(s), Curved Staircase, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Gourmet, Kitchen - Island, Pantry, Bathroom - Soaking Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Upgraded Countertops, Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Gas/Propane, Fireplace - Glass Doors, Mantel(s)
  • Appliances: Built-In Microwave, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Washer
  • Accessibility Features: 2+ Access Exits
  • Laundry Type: Main Floor
Exterior Features
Exterior Features
  • Outdoor Living Structures: Porch(es), Deck(s)
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Natural Gas
  • Hot Water: Natural Gas
  • Water Source: Public
  • Sewer Septic: Septic Exists
  • Electric Service: 200+ Amp Service, Circuit Breakers
Confidential Data
Listing Office
  • List Agent AOR: Tri-County Suburban REALTORS

Property History for 209 Riding Path Drive

DateEvent & SourcePriceAppreciation
Aug 18, 2026

Listed (Active)

BRIGHT #DEKT2049892

$599,900
Jul 14, 2021

Closed (Public Record)

Public Record #1467056792

$475,000

+6.7% / yr

Jul 14, 2021

Closed

BRIGHT #DEKT249586

$475,000
DateEvent & SourcePrice
08/18/2026

Listed (Active)

BRIGHT #DEKT2049892

$599,900
07/14/2021

Closed (Public Record)

Public Record #1467056792

$475,000

+6.7% / yr

07/14/2021

Closed

BRIGHT #DEKT249586

$475,000

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

Public Records for 209 Riding Path Drive

Taxable ValueLand$113,000Additions$369,600Total$482,600
Tax Record2023$2,373 ($198 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt3,608 SqFtAbove Grade Finished SqFt3,062 SqFtFinished Basement SqFt546 SqFtUnfinished Basement SqFt1,089 SqFtStories2Lot Size28,750 SqFtStyleSingle Family ResidenceYear Built2016ZoningACCountyKENTAPN3-00-026.02-01-13.00-000

Schools near 209 Riding Path Drive

This home is within Smyrna School District.
Rating
School
Type
Grades
Distance
Public - K to 4
Public - 4 to 6
Public - 7 to 8
Public - 9 to 12
Rating
School
Distance
Clayton Elementary School
PublicK to 4

Moore (John Bassett) School
Public4 to 6

Smyrna Middle School
Public7 to 8

Smyrna 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.

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209 Riding Path Drive is a single family home for sale in Clayton, DE 19938. This property was listed for sale on August 18, 2026 by Keller Williams Realty Devon-Wayne, it's currently listed at $599,900. It has been on the market for a total of 2 days and was last sold on July 14, 2021. This listing's school district is Smyrna School District. Nearby schools include Clayton Elementary School, Moore (John Bassett) School and Smyrna Middle School. 209 Riding Path Drive is a 4-bed, 3-bath, 3,662 sqft single family home built in 2016.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Keller Williams Realty Devon-Wayne

Based on information from one of the following Multiple Listing Services: BRIGHT, Greater LeHigh Valley Regional MLS, Greator Scranton Board of REALTORS® and Pocono Mountains Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by BRIGHT, Greater LeHigh Valley Regional MLS, Greator Scranton Board of REALTORS® and Pocono Mountains Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.