420 Windy Ridge Road

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Features
Gallery Image 84
Active
$1,650,000
3 beds3,513 sqft$470/sqft
420 Windy Ridge Rd, Chapel Hill, NC 27517
Est: $8,954/moGet pre-approved
Single FamilyProperty Type
6.1 acresLot Size
2000Year Built
$470/sq ftPrice per sq ft
$435/yrHOA Fees
3 carsParking Spaces

Description

Hidden among the trees lies a retreat unlike anything else on the market. Tucked away on 6+ breathtaking acres of peaceful woods, this custom timber estate is where luxury living meets the beauty of the natural world. Two nearly 3,400 square feet custom homes sit on one magnificent lot, just moments from Jordan Lake and surrounded by undisturbed wildlife. You'll feel a world away while only minutes from Chapel Hill, Durham, Pittsboro, Cary, and Apex. Crafted with timeless design, the main home welcomes...Hidden among the trees lies a retreat unlike anything else on the market. Tucked away on 6+ breathtaking acres of peaceful woods, this custom timber estate is where luxury living meets the beauty of the natural world. Two nearly 3,400 square feet custom homes sit on one magnificent lot, just moments from Jordan Lake and surrounded by undisturbed wildlife. You'll feel a world away while only minutes from Chapel Hill, Durham, Pittsboro, Cary, and Apex. Crafted with timeless design, the main home welcomes you with lofted ceilings, huge windows, and a dramatic stone fireplace. Wraparound porches, a screened porch, and oversized deck provide endless spaces to relax and soak in the serene surroundings. Exquisitely renovated kitchen is perfectly modern and features artisan tile, GE Café appliances, and a large quartz island made for gathering. The luxurious main level primary suite offers a spa like bath with soaking tub, oversized walk in shower, and walk in closet. Upstairs, an open loft living room overlooks the great room, and two spacious vaulted bedrooms have their own en-suite baths. A handsome study with custom built-ins and a Murphy bed provides the perfect home office, library, or guest retreat. As remarkable as the main home is, it's only half the story. A second residence has exceptional flexibility for multigenerational living, small business, or recreational use. The lower level features a three-bay garage and heated and cooled wired workshop. A huge home gym and game room with a full bath and steam shower overlook the trees. Large living space above has two additional bedrooms, plus two offices, an open concept kitchen and living area, and an enviable media room! Completing the estate is a large barn with loft, ideal for equestrian pursuits, storage, or creating the homestead you've always imagined. Private, peaceful, and truly one of a kind. Two exceptional homes, six spectacular acres, with endless possibilities. Some homes check every box...this one creates an entirely new list.
46 days on Market
  • Listed by: Marie Kathleen Brockenbrough • Inhabit Real Estate
Last updated: 08/30/2026 06:31 AM • Source: TRIANGLEMLS, MLS#: 10180734

Location

Listing Courtesy of Inhabit Real Estate
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$8,954 per month

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Property Information for 420 Windy Ridge Road

Property Details
  • Taxes: $6,369 / year
  • MLS Type: Residential / Single Family Residence
  • County: Chatham County
  • View: Creek/Stream, Trees/Woods
  • View: Yes
  • Subdivision: Big Woods Hills
Building Information
  • Year Built: 2000
  • Lot Size: 6.10 AC / 265,716 SF
Summary
Location and General Information
  • Zoning: R-5
  • Directions: Head South on Big Woods Road. Turn Right onto Windy Ridge Road. Home is on the Right.
  • Subdivision Name: Big Woods Hills
  • Latitude: 35.782579
  • Longitude: -79.047372
  • Road Frontage Type: Private Road
  • Road Surface Type: Asphalt
Taxes and HOA Information
  • Association Fee Includes: Road Maintenance
  • Association: Yes
  • Total HOA Dues: $.00
  • HOA 1 Fees Required: Yes
  • Tax Annual Amount: $6,368.83
  • City Limits YN: No
  • Lot Number: 29
  • Restrictive Covenants YN: Yes
Contract Information
  • Original MLS: Triangle MLS Inc
  • Property Leased YN: No
  • Years Owned: 1 or More Year(s)
School Information
  • Elementary School: Chatham - North Chatham Elementary
  • Middle Or Junior School: Chatham - Margaret B Pollard Middle School
  • High School: Chatham - Seaforth High School
Parking
  • Open Parking: Yes
  • Parking Features: Covered, Enclosed, Garage, Gravel
  • Attached Garage: No
  • Garage Spaces: 3.0
  • Garage: Yes
Property
Lot Information
  • Building Area Total: 3513.0
  • Lot Features: Back Yard, Front Yard, Hardwood Trees, Landscaped, Many Trees, Partially Cleared, Private, Secluded, Views, Wooded
  • Architectural Style: Contemporary, Log Home, Rustic, Transitional
  • Detached Living Area Sq Ft: 3399
  • Total Other Area Sq Ft: 0
  • Other Structures: Barn(s), Pergola, Storage
  • Parcel Number: 0068460
  • Structure Type: Cabin, House, Multi Family
  • Enhanced Accessible: No
  • Primary Residence YN: Yes
Property and Assessments
  • New Construction: No
  • Photos Count: 83
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Units: Square Feet
  • Common Walls: No Common Walls
  • Senior Community: No
  • Property Condition: Updated/Remodeled
Utilities
  • Sewer: Septic Tank
  • Utilities: Septic Connected
  • Water Source: Well
  • Water_Sewer: Well, Septic Tank, Septic Connected
Green Features
  • Green Energy Efficient: Appliances
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Siding
  • Exterior Features: Garden, Private Entrance, Private Yard, Storage
  • Patio And Porch Features: Covered, Deck, Front Porch, Patio, Rear Porch, Screened, Wrap Around
  • Pool Private: No
  • Roof: Shingle
  • New Construction Type: Wood Siding, Cabin, House, Multi Family
Interior Features
  • Levels: Two
  • Master Bedroom 1st Floor: 1
  • Fireplace Features: Great Room, Wood Burning
  • Fireplace Y N: Yes
  • Fireplaces Total: 1
  • Flooring: Carpet, Ceramic Tile, Hardwood, Vinyl
  • Cooling: Central Air
  • Cooling?: Yes
  • Heating: Forced Air, Heat Pump
  • Heating?: Yes
  • Appliances: Dishwasher, Electric Cooktop, Free-Standing Electric Range, Free-Standing Range, Free-Standing Refrigerator, Microwave
  • Laundry Features: Inside, Main Level
  • Interior Features: Apartment/Suite, Beamed Ceilings, Ceiling Fan(s), Double Vanity, Eat-in Kitchen, High Ceilings, High Speed Internet, Kitchen Island, Natural Woodwork, Pantry, Master Downstairs, Quartz Counters, Recessed Lighting, Room Over Garage, Second Primary Bedroom, Separate Shower, Walk-In Closet(s), Walk-In Shower
  • Equipment Appliances: Dishwasher, Electric Cooktop, Free-Standing Electric Range, Free-Standing Range, Free-Standing Refrigerator, Microwave
  • Interior: Septic Connected, Covered, Enclosed, Garage, Gravel, Wood Siding, Inside, Main Level
  • Equipment: Dishwasher, Electric Cooktop, Free-Standing Electric Range, Free-Standing Range, Free-Standing Refrigerator, Microwave, Inside, Main Level, Covered, Enclosed, Garage, Gravel
  • Additional Equipment: Home Theater
Room Information
Room Information
  • Rooms Total: 20.0
Room 1
  • Room Dimensions: 19.0 x 19.0
  • Room Width: 19.0
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 2
  • Room Dimensions: 13.0 x 6.0
  • Room Width: 6.0
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Laundry
Room 3
  • Room Dimensions: 15.0 x 11.0
  • Room Width: 11.0
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Dining Room
Room 4
  • Room Dimensions: 12.0 x 27.0
  • Room Width: 27.0
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Family Room
Room 5
  • Room Dimensions: 13.0 x 20.0
  • Room Width: 20.0
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Kitchen
Room 6
  • Room Dimensions: 13.0 x 20.0
  • Room Width: 20.0
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Office
Room 7
  • Room Dimensions: 18.0 x 27.0
  • Room Width: 27.0
  • Room Length: 18.0
  • Room Level: Second
  • Room Type: Loft
Room 8
  • Room Dimensions: 15.0 x 20.0
  • Room Width: 20.0
  • Room Length: 15.0
  • Room Level: Second
  • Room Type: Bedroom 2
Room 9
  • Room Dimensions: 15.0 x 20.0
  • Room Width: 20.0
  • Room Length: 15.0
  • Room Level: Second
  • Room Type: Bedroom 3
Room 10
  • Room Description: Flex Above Garage
  • Room Dimensions: 18.0 x 19.0
  • Room Width: 19.0
  • Room Length: 18.0
  • Room Level: Additional
  • Room Type: Other
Room 11
  • Room Description: Flex Room Above Garage
  • Room Dimensions: 10.0 x 21.0
  • Room Width: 21.0
  • Room Length: 10.0
  • Room Level: Additional
  • Room Type: Other
Room 12
  • Room Description: Flex Room Above Garage
  • Room Dimensions: 10.0 x 22.0
  • Room Width: 22.0
  • Room Length: 10.0
  • Room Level: Additional
  • Room Type: Other
Room 13
  • Room Description: Flex Room Above Garage
  • Room Dimensions: 10.0 x 26.0
  • Room Width: 26.0
  • Room Length: 10.0
  • Room Level: Additional
  • Room Type: Other
Room 14
  • Room Description: Loft Above Garage
  • Room Dimensions: 27.0 x 19.0
  • Room Width: 19.0
  • Room Length: 27.0
  • Room Level: Additional
  • Room Type: Loft
Room 15
  • Room Description: Theater Above Garage
  • Room Dimensions: 16.0 x 18.0
  • Room Width: 18.0
  • Room Length: 16.0
  • Room Level: Additional
  • Room Type: Other
Room 16
  • Room Description: Studio Above Garage
  • Room Dimensions: 49.0 x 22.0
  • Room Width: 22.0
  • Room Length: 49.0
  • Room Level: Additional
  • Room Type: Other
Room 17
  • Room Description: Storage in Garage
  • Room Dimensions: 25.0 x 26.0
  • Room Width: 26.0
  • Room Length: 25.0
  • Room Level: Additional
  • Room Type: Other
Room 18
  • Room Description: Storage in Garage
  • Room Dimensions: 25.0 x 11.0
  • Room Width: 11.0
  • Room Length: 25.0
  • Room Level: Additional
  • Room Type: Other
Room 19
  • Room Description: Barn
  • Room Dimensions: 27.0 x 25.0
  • Room Width: 25.0
  • Room Length: 27.0
  • Room Level: Additional
  • Room Type: Other
Room 20
  • Room Description: Area Above Barn
  • Room Dimensions: 12.0 x 27.0
  • Room Width: 27.0
  • Room Length: 12.0
  • Room Level: Additional
  • Room Type: Other
Agent
Sale and Listing
  • Property Type: Residential
  • Property Class Name: CrossProperty

Property History for 420 Windy Ridge Road

DateEvent & SourcePriceAppreciation
Jul 17, 2026

Listed (Active)

TRIANGLEMLS #10180734

$1,650,000—
DateEvent & SourcePrice
07/17/2026

Listed (Active)

TRIANGLEMLS #10180734

$1,650,000

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

Public Records for 420 Windy Ridge Road

Taxable ValueLand$212,300Additions$672,576Total$884,876
Tax Record2025$6,369 ($531 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt3,206 SqFtAbove Grade Finished SqFt3,206 SqFtStories1Lot Size265,716 SqFtStyleSingle Family ResidenceYear Built2000Year Renovated2000ZoningR-5CountyCHATHAMAPN0068460

Schools near 420 Windy Ridge Road

This home is within Chatham County School District.
Rating
School
Type
Grades
Distance
North Chatham Elementary
Public - PK to 5
Margaret B. Pollard Middle School
Public - 6 to 8
Seaforth High
Public - 9 to 12
Chatham County Schools Virtual Academy
Public - 9 to 12
Rating
School
Distance
North Chatham Elementary
PublicPK to 5

Margaret B. Pollard Middle School
Public6 to 8

Seaforth High
Public9 to 12

Chatham County Schools Virtual Academy
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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More information about 420 Windy Ridge Road, Chapel Hill, NC 27517

420 Windy Ridge Road is a single family home for sale in Chapel Hill, NC 27517. This property was listed for sale on July 17, 2026 by Inhabit Real Estate, it's currently listed at $1,650,000. This listing's school district is Chatham County School District. Nearby schools include North Chatham Elementary, Margaret B. Pollard Middle School and Seaforth High. 420 Windy Ridge Road is a 3-bed, 4-bath, 3,513 sqft single family home built in 2000.

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 Inhabit Real Estate

Listings marked with a Doorify MLS icon are provided courtesy of the Doorify MLS, of North Carolina, Internet Data Exchange Database. Brokers make an effort to deliver accurate information, but buyers should independently verify any information on which they will rely in a transaction. The listing broker shall not be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers' personal, non-commercial use. Copyright 2024 Doorify MLS of North Carolina. All rights reserved.