OFF MARKET

Off Market Jun 2021 for $689K

$1,312,915

Est. refi paymentEst. refi $4,408/mo

•

—

sq ft

366 Simon Speed Rd, Highlands, NC 28741

About this home

What a rare find this timber frame peg home is. It sits overlooking the bold Houston Branch, on 4.27 acres, and is minutes from downtown Highlands, NC. The Spanish tile, vaulted ceilings, and rustic timber frame are what give this home so much charm. There are 3 beds and a bonus room (2 bedroom septic system), 4 baths, and an office/study. The Living room is spacious and offers a stacked stone wood-burning fireplace to cozy up with. Just off from the kitchen is a beautiful screened-in porch that allows you to hear and see the waterfall below. The large master suite offers a wood-burning stove and private deck to enjoy the view. Head upstairs to the 2 guest bedrooms and a full bath. There are additional sleeping quarters, a laundry closet, and a full bath on the lower level. This private property has so much to offer, and it's gently rolling. There is a path that will take you directly to the stream! Home is being sold completely furnished.

Single-familyProperty Type

1981Year Built

4.27 acresLot Size

2 spacesParking

Listed by Jessica Mason • The Village Realty Group of Highlands-Cashiers

Contact: 8285240100

Bought with Sarah Strawn • Keller Williams Great Smokies

Redfin checked: a few seconds ago

•Source:HCMLS #96163

Redfin Estimate

$1,312,915

$624K since sold in June 2021$42K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.8% higher than the average sale price ($1.22M) of 6 comparable homes.

SOLD MAY 18, 2026
$1,163,460
A
3 beds3 baths— sq ft
265 Cardwell Eaton Rd, Highlands, NC 28741
SOLD JUL 24, 2026
$1,035,000
B
3 beds3 baths2,271 sq ft
3819 Flat Mountain Rd, Highlands, NC 28741
SOLD APR 7, 2026
$1,000,000
C
3 beds3 baths— sq ft
734 King Gap Rd, Highlands, NC 28741
SOLD AUG 31, 2026
$1,100,000
D
3 beds2.5 baths— sq ft
8 Three R Ln, Highlands, NC 28741
SOLD OCT 16, 2025
$1,635,000
E
2 beds3 baths— sq ft
670 Big Bearpen Rd, Highlands, NC 28741
SOLD OCT 20, 2025
$1,375,000
F
3 beds3 baths— sq ft
509 Crowe Dr, Highlands, NC 28741

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Earn from this home

Refinance

Est. cash available

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Rent

$4,346/mo

Redfin rental estimate

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Market trends in 28741, NC

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

93.5%

0.5% MoM

Median sale price

$1.1M

$64K MoM

Avg. days on market

89d

34 days MoM

Recently sold homes

12 MoM

New listings for sale

NEW 32 HRS AGO
$1,499,000
3 beds3 baths— sq ft
1518 Cullasaja Dr, Highlands, NC 28741
$895,000
2 beds2 baths— sq ft
180 Country Club Dr, Highlands, NC 28741
3D WALKTHROUGH
$3,495,000
5 beds5.5 baths— sq ft
523 Broadview Dr, Highlands, NC 28741
3D WALKTHROUGH
$895,000
3 beds2 baths— sq ft
25 Laurel Br, Highlands, NC 28741
3D WALKTHROUGH
$998,000
3 beds3 baths— sq ft
29 Potter Ln, Highlands, NC 28741
$3,750,000
5 beds5 baths— sq ft
75 Creekwood Ct, Highlands, NC 28741
$239,000
2 beds2 baths— sq ft
145 Hawks Nest Lane Ln Unit A, Highlands, NC 28741
3D WALKTHROUGH
$4,950,000
4 beds4.5 baths— sq ft
264 Upper Brushy Face Rd, Highlands, NC 28741
$399,000
2 beds1 bath— sq ft
965 Franklin Rd Rd, Highlands, NC 28741
$1,975,000
3 beds2 baths— sq ft
1084 Big Bear Pen Rd, Highlands, NC 28741
See all

Provided by Redfin

Sale history for 366 Simon Speed Rd

Date

Event

Price

HCMLS #96163

Jun 11, 2021

Sold

$689,000

Apr 5, 2021

Listed

$679,000

CSAOR #26019165

Apr 12, 2021

Listed

$679,000

HCMLS #84612

Jul 3, 2017

Sold

$495,000

Aug 13, 2016

Listed

$500,000

Over the river and through the woods. .. Spacious 3BD +Bonus/4BA Timber Peg home sitting on just under 5 beautiful acres. This home is privately set with beautiful gardens and foliage surrounding. Sit on the screened porch and listing to the bold sounds of Houston Branch which flows down to Big Creek, or cozy up by the massive fireplace in the open living room. Paths leading down to the stream provide the ideal place for everyone to take in what nature is providing. Lot is large enough to add a second, privately situated home. Home is set up for solar heating with Spanish tile floors acting as a heat sink to hold in the heat in the winter. The master suite is on the main level with a private deck, sitting area, vaulted ceilings, and His and Her closets. The upper level has 2 additional guest bedrooms with a shared bath, and the lower level has additional living and sleeping space, and tons of storage. If you are looking for a private, stream front home with a great house, this is it. Excellent value and offered furnished.

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Year

Property tax

Land + Additions

Assessment*

2025

$2,413

$347,540 + $445,600

$793,140

2024

$2,413 (+0.5%)

$347,540 + $445,600

$793,140

2023

$2,401 (+19.0%)

$347,540 + $445,600

$793,140

2022

$2,017

$161,260 + $282,680

$443,940

2021

$2,017 (+5.9%)

$161,260 + $282,680

$443,940

2020

$1,905 (+0.7%)

$161,260 + $282,680

$443,940

2019

$1,892 (−5.6%)

$161,260 + $282,680

$443,940

2018

$2,005 (−5.9%)

$246,410 + $317,980

$564,390

2017

$2,129

$246,410 + $284,300

$530,710

2016

$2,129 (+1.1%)

$246,410 + $284,300

$530,710

2015

$2,106 (+24.3%)

$247,420 + $317,980

$565,400

2014

$1,694

$195,450 + $368,050

$563,500

Tax history for 366 Simon Speed Rd

Year

Property tax

Land + Additions

Assessment*

2025

$2,413

$347,540 + $445,600

$793,140

2024

$2,413 (+0.5%)

$347,540 + $445,600

$793,140

2023

$2,401 (+19.0%)

$347,540 + $445,600

$793,140

2022

$2,017

$161,260 + $282,680

$443,940

2021

$2,017 (+5.9%)

$161,260 + $282,680

$443,940

2020

$1,905 (+0.7%)

$161,260 + $282,680

$443,940

2019

$1,892 (−5.6%)

$161,260 + $282,680

$443,940

2018

$2,005 (−5.9%)

$246,410 + $317,980

$564,390

2017

$2,129

$246,410 + $284,300

$530,710

2016

$2,129 (+1.1%)

$246,410 + $284,300

$530,710

2015

$2,106 (+24.3%)

$247,420 + $317,980

$565,400

2014

$1,694

$195,450 + $368,050

$563,500

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

4.27 Acres

Year renovated

1996

Sq. Ft.

2,532

Year built

1981

Style

Other

County

Macon County

APN

7541330575

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 27, 2026.

Property details

Parking

Parking/Garage Information
# of Covered Spaces: 2
Has Carport
# of Carport Spaces: 2
Parking Features: Circular Driveway, Carport, Detached, Gravel, Parking Lot

Interior

Virtual Tour

Bathroom Information
# of Full Bathrooms: 4

Heating & Cooling
Cooling: Ceiling Fan(s), None
Has Heating
Heating: Baseboard, Wood

Interior Features
Interior Features: Ceiling Fan(s), Cathedral Ceiling(s), Eat-in Kitchen, Vaulted Ceiling(s), Walk-In Closet(s), High Speed Internet
Window Features: Skylight(s)
Furnished: Furnished
Appliances: Dryer, Dishwasher, Electric Oven, Disposal, Microwave, Refrigerator, Trash Compactor, Washer
Flooring: Carpet, Other, Tile
Has Fireplace
Fireplace Features: Living Room, Wood Burning, Wood Burning Stove, Master Bedroom

Room Information
Has Basement
Basement Details: Exterior Entry, Finished, Interior Entry, Partially Finished

Exterior

Exterior Features
Exterior Features: Balcony, Garden, Other
Patio And Porch Features: Rear Porch, Deck, Screened
Roof: Other, Shingle, Tile

Building Information
Levels: One and One Half
Construction Materials: Frame, Other, Wood Siding

Property Features
Waterfront Features: Stream
Has View
Other Structures: Workshop

Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Raw Mls Property Sub Type: Single Family Residence

Lot Information
Lot Features: Rolling Slope, Wooded, Waterfall
Water Body Name: Big Creek
Lot Size : 4.27
Lot Size Area: 4.27
Lot Size Units: Acres
Lot Size Acres: 4.27

Financial

Tax Information
Tax Annual Amount: $1,904.62

Utilities

Utility Information
Water Source: Private, Well
Utilities: Cable Available, Other, See Remarks
Sewer: Septic Tank

Location

Location Information
Directions: Hwy 64 to left onto Buck Creek Road. Just before the recycling center, left onto Simon Speed Road. Go by big house on right, cross the small stream (safe for any car) and home is first on left. The detached carport/storage area is on right.
Subdivision Name: None

Community Information
Community Features: None

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 2,532
Stories: 1.0
Lot Size: 4.27 acres
Style: Other
Year Built: 1981
Year Renovated: 1996
County: Macon County
APN: 7541330575

Home facts updated by county records on Aug 27, 2026

Other

Listing Information
List AOR: HighlandsCashiersBoardOfRealtors
AttributionContact: 8285240100

Around this home

Schools

Highlands School

Public K-12 • Assigned • 2.8mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

9/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

1/10 Heat Factor

7 days above 89° expected this year, 19 days in 30 years

2/10 Wind Factor

Minor risk of severe winds over next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Highlands, NC • 28741

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

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Sun exposure

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Provided by Shadowmap

Is this your home?

Track this home’s value and nearby sales activity

Nearby similar homes

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New listings for sale in 28741

NEW 32 HRS AGO3D WALKTHROUGH

$1,499,000

3 beds3 baths— sq ft

1518 Cullasaja Dr, Highlands, NC 28741

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2 beds2 baths— sq ft

180 Country Club Dr, Highlands, NC 28741

3D WALKTHROUGH

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5 beds5.5 baths— sq ft

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3D WALKTHROUGH

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3 beds2 baths— sq ft

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3D WALKTHROUGH

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3 beds3 baths— sq ft

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$3,750,000

5 beds5 baths— sq ft

75 Creekwood Ct, Highlands, NC 28741

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2 beds2 baths— sq ft

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3D WALKTHROUGH

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4 beds4.5 baths— sq ft

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$399,000

2 beds1 bath— sq ft

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Home values near 366 Simon Speed Rd

Data from public records.

Address	Redfin Estimate
336 Simon Speed Rd, Highlands, NC 3 Beds \| 2 Baths \| - Sq. Ft.	$770,494
185 Myrtle Speed Rd, Highlands, NC 6 Beds \| 3 Baths \| 2760 Sq. Ft.	$1,364,647

Address	Redfin Estimate
430 Simon Speed Rd, Highlands, NC 3 Beds \| 3 Baths \| 2507 Sq. Ft.	$1,151,977
404 Myrtle Speed Rd, Highlands, NC 2 Beds \| 2 Baths \| - Sq. Ft.	$2,073,519

Address	Redfin Estimate
20 Simon Speed Rd, Highlands, NC 2 Beds \| 1 Baths \| 748 Sq. Ft.	$407,496
365 Henry Wright Rd, Highlands, NC 3 Beds \| 3 Baths \| 2541 Sq. Ft.	$2,301,824

Property information provided by HCMLS when last listed in 2021. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 28741, NC

Sale history for 366 Simon Speed Rd

Tax history for 366 Simon Speed Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Is this your home?

Nearby similar homes

New listings for sale in 28741

Home values near 366 Simon Speed Rd

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