165 Jack Wilcox, Highlands, NC 28741
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Property image
OFF MARKET

165 Jack Wilcox
Highlands, NC 28741

  • 2 Beds
  • 3 Baths
2 Beds
3 Baths
(on 0.57 acres)

Local Information

  • Map ViewExplore the area around 165 Jack Wilcox.
  • Schools2 Elementary Schools2 Middle Schools3 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1960
Lot Size
0.57 acres

About this House

This is a rare find where a classic "Joe Webb Cabin" intersects with a "Mountain Chic" restoration! This tasteful blend of styles creates charm, comfort, and move-in-readiness. Meticulously renovated and finished by the current owner, you'll discover a large primary bedroom and a guest bedroom both near updated full bathrooms. The sleeping quarters both flank the wide-open living spaces. An open chef-style kitchen with high-end appliances well-serves the living space which features a dining area, wet bar, and back-to-back fireplaces. 100% of the interiors access and open up to the views beyond thanks to a full-length deck/sunporch displaying the pasture, woods, and mountain views beyond. Outdoor living is exactly what the doctor ordered for this cottage! Natural light is an important purchase consideration, and this cottage has it by bringing the outside...in! A special opportunity presents itself to add that 3rd bedroom or studio/office on lower level. Steeped in history, this is the former site of the "Little Billy Cabin" created by Joe Webb himself. Chances are good that this cottage will check many of your boxes...including the bonus of being convenient to Downtown Highlands. If you're thinking peace, tranquility, and stillness in a property that's just minutes from downtown ...don't miss this one. Current rental history runs +/- $45K+ per year if you're inclined towards purchasing income property. Highlands is often referred to as the "Aspen of the East", we offer fine boutiques and shops, award-winning restaurants, cultural arts, festivals, music events. Abundant outdoor life includes fly fishing, hiking, kayaking, stand-up paddle-boarding, canoeing...all just minutes away. As we like to say here in Highlands..."come for the weekend, stay for a lifetime"!
165 Jack Wilcox, Highlands, NC 28741 is a 2 bedroom, 3 bathroom single-family home built in 1960. It last sold for $945,000 on Sep 15, 2023 (11% above the $849,000 asking price). It is currently off market. The Trulia Estimate rent is $3,727/month.

Home Details for 165 Jack Wilcox

Interior Features

Interior Details
Basement: Partial,Concrete,Partially Finished,Bath/Stubbed,Walk-Out AccessNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bonus Room, Den, Dining Room, Family Room, Kitchen, Living RoomWet Bar
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 3
Appliances & Utilities
Utilities: Cable Available, High Speed Internet AvailableAppliances: Dryer, Dishwasher, Gas Oven, Refrigerator, WasherDishwasherDryerLaundry: Washer Hookup,Dryer HookupRefrigeratorWasher
Heating & Cooling
Heating: Central,GasHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Gas Log, Living Room, Masonry, Stone, Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Carpet, Concrete, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Concrete, Tile, Wood
View
Has a ViewView: Mountain(s), Panoramic, Trees/Woods

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, Front Porch, Side Porch, Wrap Around
Parking & Garage
No CarportNo GarageParking: Gravel,Other,Paved,Parking Lot
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Bungalow,Log Home
Building
Construction Materials: Frame, Log, Log Siding, Wood SidingNot a New Construction
Property Information
Parcel Number: 7640195021

Price & Status

Price
List Price: $849,000
Status Change & Dates
Off Market Date: Fri Sep 15 2023Possession Timing: Close Of Escrow

Active Status

MLS Status: Closed

Location

Direction & Address
City: HighlandsCommunity: Billy Cabin

HOA

Association for this Listing: Highlands Cashiers Board of RealtorsNo HOA

Lot Information

Lot Area: 0.57 acres

Offer

Listing Terms: Cash

Miscellaneous

BasementMls Number: 102000Living Area Range Units: Square FeetAttribution Contact: 8285268300Universal Property Id: US-37113-N-7640195021-R-N
Last check for updates: 13 minutes ago
Listed by Patrick Gleeson
Highlands Sotheby's International Realty - DT
Deborah Gleeson
Highlands Sotheby's International Realty - DT
Bought with: C. Dan Chapman, Country Club Properties
Originating MLS: Highlands Cashiers Board of Realtors
Source: HCMLS, MLS#102000

Price History for 165 Jack Wilcox

DatePriceEventSource
09/15/2023$945,000Sold
HCMLS #102000
08/18/2023$849,000PendingHCMLS #102000
08/15/2023ListingRemovedHCMLS #102000
08/05/2023$849,000ContingentHCMLS #102000
05/01/2023$849,000Listed For SaleHCMLS #102000
03/19/2023ListingRemovedHCMLS #100984
10/13/2022$1,250,000Listed For SaleHCMLS #100984
03/16/2015$210,000Sold
N/A

Market trends in Highlands

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
186
25
MoM
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Property Tax and Assessment

Year2014
Tax
Assessment$1,636,700
Home facts updated by county records

Comparable Sales for 165 Jack Wilcox

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.37
Single-Family Home
$874,000
03/23/26
3
3
-
0.32
Single-Family Home
$1,100,000
06/02/26
3
3
-
0.32
Single-Family Home
$825,000
08/27/25
3
3
-
0.55
Single-Family Home
$1,250,000
01/05/26
4
3
-
0.60
Single-Family Home
$955,000
09/12/25
3
3
-
0.55
Single-Family Home
$1,225,000
08/21/25
2
2
-
0.47
Single-Family Home
$1,270,000
07/21/26
3
3.5
1,966
0.79
Single-Family Home
$900,000
08/22/25
3
3
-
0.89
Single-Family Home
$1,130,000
10/27/25
2
2.5
-
0.79
Single-Family Home
$1,675,000
04/20/26
2
2.5
-

Nearby homes

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Assigned Schools

These are the assigned schools for 165 Jack Wilcox.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Highlands

At least 19 Trulia users voted on each feature.
  • 95 % Say it's dog friendly

  • 91 % Say it's quiet

  • 89 % Say car is needed

  • 89 % Say yards are well-kept

  • 84 % Say people would walk alone at night

  • 76 % Say there's holiday spirit

  • 74 % Say parking is easy

  • 74 % Say they plan to stay for at least 5 years

  • 74 % Say there's wildlife

  • 74 % Say there are community events

  • 54 % Say neighbors are friendly

  • 52 % Say streets are well-lit

  • 46 % Say kids play outside

  • 44 % Say it's walkable to grocery stores

  • 30 % Say it's walkable to restaurants

  • 25 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Kimberlyg833
    "It’s beautiful and appears to be a great place to raise a family. I used to come here as a child back in the 70’s with my parents and it’s still as I remember it. Quaint and beautiful. "
  • Karie.mcclure
    "not sure only a renter at this point but love how safe And low key it is .. great weather as well nice people "
  • Pam
    "Great small town. Elevation 4000 feet plus. Friendly residents. Lots to do for a small town. A little pricy, but worth it. Great hiking and waterfalls galore. Dog friendly neighborhood and town."
  • Christine B.
    "It's a very friendly community. When the tourists come to town for the season it gets overcrowded but some non locals are really friendly. "
  • Bill B.
    "I live here and love the weather, hiking trails, water falls, and the National Forest. 4,118 feet elevation provides cool weather in the summer."
  • Susan C.
    "What a beautiful place to live ... there is nothing as peaceful or beautiful as the mountains and this lovely, quaint town."
  • Rick C.
    "There's no Wal-Mart or fast food joints. Life in the mountains has an easier pace. You are removed from the city, but that's why we live here, to get away from it all. There is a world class spa, fine dining on smaller scale, exquisite shops. Think Breckinridge, without the skiing.Beautiful mountains, hiking, mountain biking, floral life, live music, plays, wineries, what more do you want?"
  • carolrosen
    "Great area, lovely home, easy comfortable living"
  • John D.
    "A great place to spend the summer, and within walking distance to town."
  • Nadine P.
    "A wonderful community with a year round caretaker, pool, tennis courts and swimming pool plus it is gated. Certainly not a necessity in Highlands! I would recommend King Mtn to anyone looking for lush foliage, fantastic views and wonderful amenities."
  • Nadine P.
    "I have lived in Highlands, NC for 7 years and still upon returning from out of town get a peacefulness when I hit Main St or the Gorge Rd from Franklin. Prettiest place anywhere...you must visit!"
  • Dorothy S.
    "You will find that people are extremely friendly. We have four mild seasons. Winter is wonderful. Nothing is better than curling up with a book in front of a crackling fire."

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Copyright Highlands-Cashiers Board of REALTORS. All rights reserved. Information is deemed reliable but not guaranteed.