Skip main navigation
For sale
  • $1,650,000

    420 Windy Ridge Rd, Chapel Hill, NC 27517

    5beds
    6,912sqft
    : 
    $10,040/mo
    Get pre-qualified
    Multi Family
    Built in 2000
    -- sqft lot
    $1,546,400 Zestimate®
    $239/sqft
    $36/mo HOA

    What's special

    Main log homeExquisitely renovated kitchenWraparound porchesSix spectacular acresSurrounded by undisturbed wildlifeOversized deckLofted ceilings
    One distinctive single-family property offers approximately 6,912 square feet across two substantial structures on one magnificent lot, just moments from Jordan Lake and surrounded by undisturbed wildlife. The main log home features timber-frame roof construction with exposed structural beams and posts throughout and is connected by an open pergola walkway to the rear garage/living structure. The main home contains three bedrooms and four full bathrooms; the rear structure provides two additional bedrooms and two full bathrooms. 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, the rear structure expands the property's possibilities, offering 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 barn with loft, ideal for equestrian pursuits, storage, or creating the homestead you've always imagined. Private, peaceful, and truly one of a kind. One exceptional single-family property, six spectacular acres, with endless possibilities. Some homes check every box...this one creates an entirely new list.
    7 days
    536
    48

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Marie Kathleen Brockenbrough 919-606-1197,

    Inhabit Real Estate

    Source: Doorify MLS,MLS#: 10191679MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 6
      • Main level bathrooms: 2
      • Main level bedrooms: 1
      Primary bedroom
      • Level: Main
      • Area: 361 Square Feet
      • Dimensions: 19.0 x 19.0
      Bedroom 2
      • Level: Second
      • Area: 300 Square Feet
      • Dimensions: 15.0 x 20.0
      Bedroom 3
      • Level: Second
      • Area: 300 Square Feet
      • Dimensions: 15.0 x 20.0
      Dining room
      • Level: Main
      • Area: 165 Square Feet
      • Dimensions: 15.0 x 11.0
      Family room
      • Level: Main
      • Area: 324 Square Feet
      • Dimensions: 12.0 x 27.0
      Kitchen
      • Level: Main
      • Area: 260 Square Feet
      • Dimensions: 13.0 x 20.0
      Laundry
      • Level: Main
      • Area: 78 Square Feet
      • Dimensions: 13.0 x 6.0
      Loft
      • Level: Second
      • Area: 486 Square Feet
      • Dimensions: 18.0 x 27.0
      Loft
      • Description: Loft Above Garage
      • Level: Additional
      • Area: 513 Square Feet
      • Dimensions: 27.0 x 19.0
      Office
      • Level: Main
      • Area: 260 Square Feet
      • Dimensions: 13.0 x 20.0
      Other
      • Description: Flex Above Garage
      • Level: Additional
      • Area: 342 Square Feet
      • Dimensions: 18.0 x 19.0
      Other
      • Description: Flex Room Above Garage
      • Level: Additional
      • Area: 210 Square Feet
      • Dimensions: 10.0 x 21.0
      Other
      • Description: Flex Room Above Garage
      • Level: Additional
      • Area: 220 Square Feet
      • Dimensions: 10.0 x 22.0
      Other
      • Description: Flex Room Above Garage
      • Level: Additional
      • Area: 260 Square Feet
      • Dimensions: 10.0 x 26.0
      Other
      • Description: Theater Above Garage
      • Level: Additional
      • Area: 288 Square Feet
      • Dimensions: 16.0 x 18.0
      Other
      • Description: Studio Above Garage
      • Level: Additional
      • Area: 1078 Square Feet
      • Dimensions: 49.0 x 22.0
      Other
      • Description: Storage in Garage
      • Level: Additional
      • Area: 650 Square Feet
      • Dimensions: 25.0 x 26.0
      Other
      • Description: Storage in Garage
      • Level: Additional
      • Area: 275 Square Feet
      • Dimensions: 25.0 x 11.0
      Other
      • Description: Barn
      • Level: Additional
      • Area: 675 Square Feet
      • Dimensions: 27.0 x 25.0
      Other
      • Description: Area Above Barn
      • Level: Additional
      • Area: 324 Square Feet
      • Dimensions: 12.0 x 27.0
      Heating
      • Forced Air, Heat Pump
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Electric Cooktop, Free-Standing Electric Range, Free-Standing Refrigerator, Free-Standing Range, Microwave
      • Laundry: Inside, Main Level
      Features
      • Beamed Ceilings, Ceiling Fan(s), Double Vanity, Eat-in Kitchen, High Ceilings, High Speed Internet, Kitchen Island, Natural Woodwork, Pantry, Primary Downstairs, Recessed Lighting, Walk-In Closet(s), Second Primary Bedroom, Apartment/Suite, Separate Shower, Walk-In Shower, Quartz Counters, Room Over Garage
      • Flooring: Carpet, Ceramic Tile, Hardwood, Luxury Vinyl
      • Number of fireplaces: 1
      • Fireplace features: Great Room, Wood Burning
      • Common walls with other units/homes: No Common Walls
      Interior area
      • Total structure area: 6,912
      • Total interior livable area: 6,912 sqft
      • Finished area above ground: 6,912
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 13
      • Parking features: Covered, Enclosed, Garage, Gravel
      • Garage spaces: 3
      • Uncovered spaces: 10
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Deck, Front Porch, Patio, Rear Porch, Screened, Wrap Around
      • Exterior features: Garden, Private Entrance, Private Yard, Storage
      • Has view: Yes
      • View description: Creek/Stream, Trees/Woods
      • Water view: Creek/Stream
      Lot
      • Size: 6.1 Acres
      • Features: Back Yard, Front Yard, Landscaped, Many Trees, Private, Secluded, Views, Wooded, Hardwood Trees, Partially Cleared
      • Residential vegetation: Partially Wooded
      Details
      • Additional structures: Barn(s), Pergola, Storage
      • Parcel number: 0068460
      • Zoning: R-5
      • Special conditions: Standard
      • Other equipment: Home Theater
      • Horse amenities: Barn

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Contemporary,Log Home,Rustic,Transitional
      • Property subtype: Multi Family
      Materials
      • Wood Siding
      • Foundation: Crawlspace
      • Roof: Architectural Shingle
      Condition
      • Updated/Remodeled
      • New construction: No
      • Year built: 2000

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Septic Connected
      Green energy
      • Energy efficient items: Appliances

      Community & HOA

      Community
      • Subdivision: Big Woods Hills
      HOA
      • Has HOA: Yes
      • Services included: Road Maintenance
      • HOA fee: $435 annually
      • HOA name: Big Woods Hills
      • HOA phone: 914-319-9275
      Location
      • Region: Chapel Hill

      Financial & listing details

      • Price per square foot: $239/sqft
      • Tax assessed value: $884,876
      • Annual tax amount: $6,212
      • Date on market: 9/10/2026
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional
      • Road surface type: Asphalt

        Estimated market value

        $1,546,400

        $1.47M - $1.62M

        $2,443/mo

        Price history

        DateEventPrice
        9/10/2026Listed for sale$1,650,000$239/sqft
        Source: Doorify MLS #10191679 Report a problem
        9/9/2026Listing removed$1,650,000$239/sqft
        Source: Doorify MLS #10180734 Report a problem
        7/17/2026Listed for sale$1,650,000+2744.8%$239/sqft
        Source: Doorify MLS #10180734 Report a problem
        3/29/1999Sold$58,000$8/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,369 +14.1%$884,876 +38.6%
        2024$5,583 +7.6%$638,443
        2023$5,191 +3.8%$638,443
        2022$4,999 +1.3%$638,443
        2021$4,935 -16.2%$638,443 -15.7%
        2020$5,891 +5.7%$757,135
        2019$5,573 -1.3%$757,135
        2017$5,645 $757,135 -3.8%
        2016$5,645 -4.5%$787,176
        2015$5,911 +3.6%$787,176
        2014$5,704 $787,176
        2013$5,704 $787,176
        2012-- $787,176
        2011-- $787,176
        2010-- $787,176 +1.4%
        2009-- $776,036 +44.6%
        2008-- $536,561
        2007$3,790 +7.5%$536,561
        2005$3,525 $536,561
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 27517

        Getting around

        0 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        8 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Chatham - North Chatham Elementary
        • Middle: Chatham - Margaret B Pollard Middle School
        • High: Chatham - Seaforth High School

        Source: Doorify MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts