$799,000
UNDER CONTRACT

49 Jessamine Ln Highlands, NC 28741

Highlands Area

Estimated payment $4,835/month

Total Views 238
3 Beds
2 Baths
-- Sq Ft
-- Price per Sq Ft

Highlights

  • Mountain View
  • Deck
  • Wood Flooring
  • Clubhouse
  • Vaulted Ceiling
  • Furnished

About This Home

49 Jessamine Lane. Charming one-level 3-bedroom, 2-bathroom cottage in the sought-after Chestnut Hill Community. Just minutes from Highlands. Features a spacious open floor plan with vaulted ceilings, wood floors, a cozy fireplace, and a bright living area that opens to a screened porch. Perfect for relaxing and entertaining. Whether you're looking for a full-time residence, mountain retreat, or low-maintenance home near town, this charming cottage offers the perfect combination of comfort, convenience, and community.

Listing Agent

Kyle McKim

Weichert Realtors Highland Properties License #169237 Listed on: 07/21/2026

Weichert Realtors Highland Properties

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $1,168

Year Built

  • Built in 1996

Lot Details

  • 3,049 Sq Ft Lot
  • North Facing Home
  • Lot Has A Rolling Slope

HOA Fees

  • $350 Monthly HOA Fees

Parking

  • 1 Car Attached Garage

Home Design

  • Frame Construction
  • Shingle Roof
  • Wood Siding

Interior Spaces

  • 1-Story Property
  • Furnished
  • Built-In Features
  • Vaulted Ceiling
  • Ceiling Fan
  • Wood Burning Fireplace
  • Stone Fireplace
  • Living Room with Fireplace
  • Screened Porch
  • Mountain Views
  • Crawl Space

Kitchen

  • Eat-In Kitchen
  • Microwave
  • Dishwasher
  • Disposal

Flooring

  • Wood
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Walk-In Closet
  • 2 Full Bathrooms

Outdoor Features

  • Deck

Utilities

  • Central Heating and Cooling System
  • Heat Pump System
  • Propane
  • Cable TV Available

Listing and Financial Details

  • Tax Lot 33
  • Assessor Parcel Number 7541.63-94-32

Community Details

Overview

  • Chestnut Hill HOA
  • Chestnut Hill Subdivision

Amenities

  • Clubhouse

Home Details

Home Type

Single Family

Est. Annual Taxes

$1,168

Year Built

Built in 1996

Lot Details

3,049 Sq Ft Lot

HOA Fees

$350 per month

Parking

1

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size Acres: 0.07
  • Subdivision Name: Chestnut Hill
  • Directions: From Main Street Highlands, you are going to turn right onto N 4th Street. As you continue for about 2.8 miles, you are going to turn left on Cashiers Rd. You will continue for about .3 miles, and you will turn right onto Chestnut Hill Drive. 500ft turn right onto Jessamine Lane, and the home should be on your left. 49 Jessamine Lane.
  • Architectural Style: Cottage
  • Carport Y N: No
  • Garage Yn: Yes
  • Unit Levels: One
  • New Construction: No
  • Building Stories: 1
  • Year Built: 1996
  • PropertySubTypeAdditional: Single Family Residence
  • Special Features: UnderContract
  • Stories: 1

Interior Features

  • Furnished: Furnished
  • Appliances: Dishwasher, Electric Cooktop, Electric Oven, Disposal, Microwave, Refrigerator
  • Has Basement: Crawl Space, Encapsulated
  • Full Bathrooms: 2
  • Total Bedrooms: 3
  • Fireplace Features: Living Room, Stone, Wood Burning
  • Fireplaces: 1
  • Fireplace: Yes
  • Flooring: Tile, Wood
  • Interior Amenities: Built-in Features, Ceiling Fan(s), Eat-in Kitchen, Vaulted Ceiling(s), Walk-In Closet(s)

Exterior Features

  • Lot Features: Rolling Slope
  • Topography: Rolling,Sloping
  • View: Mountain(s)
  • View: Yes
  • Waterfront Features: None
  • Waterfront: No
  • Construction Type: Frame, Wood Siding
  • Direction Faces: North
  • Exterior Features: None, Propane Tank - Owned
  • Patio And Porch Features: Rear Porch, Covered, Deck, Front Porch, Porch, Screened
  • Roof: Shingle

Garage/Parking

  • Covered Parking Spaces: 1.0
  • Garage Spaces: 1.0
  • Parking Features: Attached, Garage, One Car Garage, Paved

Utilities

  • Laundry Features: Washer Hookup, Dryer Hookup
  • Cooling: Central Air, Heat Pump
  • Cooling Y N: Yes
  • Heating: Central, Heat Pump
  • Heating Yn: Yes
  • Sewer: Public Sewer
  • Utilities: Cable Available, High Speed Internet Available, Propane
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Clubhouse
  • Association Fee: 4200.0
  • Association Fee Frequency: Annually
  • Association Name: Chestnut Hill HOA
  • Association: Yes

Lot Info

  • Parcel #: 7541.63-94-32
  • Zoning Description: Residential

Tax Info

  • Tax Annual Amount: 1167.84
  • Tax Lot: 33
  • Tax Year: 2021

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $1,578 $504,340 $50,000 $454,340
2024 $1,578 $504,340 $50,000 $454,340
2023 $1,276 $504,340 $50,000 $454,340
2022 $1,276 $271,590 $50,000 $221,590
2021 $1,276 $271,590 $50,000 $221,590
2020 $1,207 $271,590 $50,000 $221,590
2018 $957 $239,500 $50,000 $189,500
2017 -- $239,500 $50,000 $189,500
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
07/21/2026 07/21/26 For Sale $799,000 +135.0% --
10/23/2020 10/23/20 Sold $340,000 +7.9% -- View Prior Sale
10/08/2020 10/08/20 Pending -- -- --
10/10/2018 10/10/18 For Sale $315,000 -- --
Source: Highlands-Cashiers Board of REALTORS®

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed $500,000 Neumann Law Office Pllc
Warranty Deed $340,000 None Available
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $357,000 Construction
Source: Public Records

Source: Highlands-Cashiers Board of REALTORS®

MLS Number: 1003751

APN: 7541639432

North Carolina Macon County Highlands 28741

49 Jessamine Ln, Highlands, NC

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Listing Agent
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Weichert Realtors Highland Properties
(828) 807-8679
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