299 Oak Street 5

Highlands, NC
$ 2,600,000 Beds 3 Baths 3.5
Monthly Estimate* How much can I afford?

In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.

Single Family

  • Price
  • $ 2,600,000
  • City
  • Highlands
  • Bedrooms
  • 3
  • Full Bathrooms
  • 3
  • County
  • Macon
  • Half Bathrooms
  • 1
  • Area
  • Highlands In-Town
  • Lot Size
  • 0.14 Acres
  • Zip
  • 28741
  • Year Built
  • 2025
  • Style
  • MLS#
  • 1001750
Listed By: Christie's International Real Estate Highlands-Cashiers
Data Source: Highlands Cashiers MLS (HCMLS-NC)

Features

General

View Creek/Stream,Trees/Woods
Heating Central
Cooling Central Air,Zoned
Year Built 2025
Appliances Built-In Gas Range,Dishwasher,Exhaust Fan,Disposal,Refrigerator,Tankless Water Heater
Exterior Features Private Entrance,Rain Gutters
Interior Features Wet Bar,Breakfast Bar,Built-in Features,Ceiling Fan(s),Chandelier,Eat-in Kitchen,Elevator,High Ceilings,High Speed Internet,Kitchen Island,Open Floorplan,Stone Counters,See Remarks,Smart Thermostat,Vaulted Ceiling(s),Bar,Natural Woodwork,Walk-In Closet(s)
Utilities Cable Connected,Electricity Connected,Fiber Optic Available,Natural Gas Not Available,Water Connected
Roof Shake,Synthetic
Unit Number 5

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Highlands, NC office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School
Middle School
High School

Price History

8/31/2025 Listed $2,600,000

Property vs Zip Code Average in 28741

Price
AVG $2.6M
$2.6M
Year Built
AVG 1992
2025

299 Oak Street 5 Highlands, NC is a Single Family Home for sale at $2600000 and a lot size of 0.14 Acres Acre(s). 299 Oak Street 5 Highlands has 3 bedrooms, 3 baths and was built in 2025. The property's zip code is 28741 which is in Highlands, NC

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.