Is a car needed in Cullowhee, NC?

As of early 2026, 96% of users say car is needed

Is parking easy in Cullowhee, NC?

As of early 2026, 81% of users say parking is easy

Does Cullowhee, NC show holiday spirit?

As of early 2026, 72% of users say there's holiday spirit

Is there wildlife in Cullowhee, NC?

As of early 2026, 67% of users say there's wildlife

Is Cullowhee, NC dog-friendly?

As of early 2026, 64% of users say it's dog friendly

Is Cullowhee, NC quiet?

As of early 2026, 53% of users say it's quiet

Are neighbors friendly in Cullowhee, NC?

As of early 2026, 49% of users say neighbors are friendly

Would people walk alone at night in Cullowhee, NC?

As of early 2026, 48% of users say people would walk alone at night

Are yards well-kept in Cullowhee, NC?

As of early 2026, 48% of users say yards are well-kept

Do residents of Cullowhee, NC plan to stay at least 5 years?

As of early 2026, 39% of users say they plan to stay for at least 5 years

Are there community events in Cullowhee, NC?

As of early 2026, 36% of users say there are community events

Do kids play outside in Cullowhee, NC?

As of early 2026, 31% of users say kids play outside

Is Cullowhee, NC walkable to restaurants?

As of early 2026, 30% of users say it's walkable to restaurants

Does Cullowhee, NC have sidewalks?

As of early 2026, 22% of users say there are sidewalks

Are the streets well-lit in Cullowhee, NC?

As of early 2026, 14% of users say streets are well-lit

What is 66 Windward Way estimated to be worth?

Trulia's estimated value for 66 Windward Way in Cullowhee, NC is $805,500 .

What is the price history for 66 Windward Way?

66 Windward Way in Cullowhee, NC last sold for $402,000 in September 2021.

Is Cullowhee a buyer's or seller's market?

Cullowhee is currently a buyer's market, based on recent for-sale activity.

What do residents say about Cullowhee?

Residents describe Cullowhee, NC as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Cullowhee, NC .

Does 66 Windward Way have laundry facilities?

Yes, 66 Windward Way in Cullowhee, NC has in-unit laundry.

How big is the lot at 66 Windward Way?

The lot at 66 Windward Way in Cullowhee, NC is about 4.6 acres .

OFF MARKET

$805,500

Trulia Estimate

3 Beds
2.5 Baths
2,414 sqft (on 4.58 acres)

66 Windward Way, Cullowhee, NC 28723

Est. Refi. Payment $4,456/mo*

Refinance Your Home

Currently Off Market - Sold Sep 29, 2021 for $402,000

Home Value

Trulia Estimate

$806K

Since last month

$10K (-1.2%)

Since last year

$48K (+6.3%)

Since last sale

$404K (+100.4%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +144% in the last 10 years

Month	Estimated value
2026
August 2026	$806K
August 2026	$806K
July 2026	$815K
June 2026	$821K
May 2026	$817K
April 2026	$754K
March 2026	$745K
February 2026	$722K
January 2026	$732K
2025
December 2025	$773K
November 2025	$780K
October 2025	$794K
September 2025	$766K
August 2025	$758K
July 2025	$753K
June 2025	$791K
May 2025	$803K
April 2025	$788K
March 2025	$783K
February 2025	$778K
January 2025	$768K
2024
December 2024	$750K
November 2024	$843K
October 2024	$668K
September 2024	$679K
August 2024	$685K
July 2024	$673K
June 2024	$664K
May 2024	$675K
April 2024	$657K
March 2024	$648K
February 2024	$649K
January 2024	$643K
2023
December 2023	$628K
November 2023	$651K
October 2023	$656K
September 2023	$663K
August 2023	$652K
July 2023	$646K
June 2023	$652K
May 2023	$573K
April 2023	$519K
March 2023	$474K
February 2023	$493K
January 2023	$491K
2022
December 2022	$490K
November 2022	$486K
October 2022	$494K
September 2022	$490K
August 2022	$486K
July 2022	$445K
June 2022	$442K
May 2022	$429K
April 2022	$425K
March 2022	$422K
February 2022	$420K
January 2022	$415K
2021
December 2021	$413K
November 2021	$406K
October 2021	$404K
September 2021	$335K
August 2021	$350K
July 2021	$464K
June 2021	$456K
May 2021	$458K
April 2021	$485K
March 2021	$438K
February 2021	$413K
January 2021	$396K
2020
December 2020	$385K
November 2020	$335K
October 2020	$333K
September 2020	$329K
August 2020	$324K
July 2020	$322K
June 2020	$321K
May 2020	$320K
April 2020	$320K
March 2020	$317K
February 2020	$316K
January 2020	$317K
2019
December 2019	$320K
November 2019	$320K
October 2019	$316K
September 2019	$312K
August 2019	$313K
July 2019	$306K
June 2019	$313K
May 2019	$317K
April 2019	$307K
March 2019	$319K
February 2019	$313K
January 2019	$308K
2018
December 2018	$313K
November 2018	$306K
October 2018	$298K
September 2018	$303K
August 2018	$296K
July 2018	$297K
June 2018	$296K
May 2018	$306K
April 2018	$289K
March 2018	$285K
February 2018	$282K
January 2018	$282K
2017
December 2017	$292K
November 2017	$284K
October 2017	$292K
September 2017	$289K
August 2017	$290K
July 2017	$295K
June 2017	$298K
May 2017	$292K
April 2017	$279K
March 2017	$285K
February 2017	$283K
January 2017	$291K
2016
December 2016	$291K
November 2016	$306K
October 2016	$333K
September 2016	$331K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
173 Leeward Ln, Cullowhee, NC	0.16	Single-Family Home	$330,000	12/29/25	3	2	1,904
241 Leeward Ln, Cullowhee, NC	0.09	Single-Family Home	$865,000	05/20/26	3	3	2,531
2722 Yellow Mountain Rd, Cullowhee, NC	0.36	Single-Family Home	$175,000	07/15/26	3	2	520
71 Buggy Barn Road, Cullowhee, NC	0.24	Single-Family Home	$350,000	03/11/26	2	2	-
271 Scout Mountain Dr, Cullowhee, NC	0.99	Single-Family Home	$300,000	09/22/25	3	2	1,728
416 Sherwood Forest Lane, Cullowhee, NC	0.56	Single-Family Home	$581,500	09/04/26	2	2	-
241 Lullwater Cove, Cullowhee, NC	0.63	Single-Family Home	$465,900	07/01/26	2	2	-
24 Flintlock Road, Cullowhee, NC	0.47	Single-Family Home	$462,000	04/24/26	1	1	-
3286 Yellow Mountain Rd, Cullowhee, NC	0.80	Single-Family Home	$75,000	12/22/25	4	1	1,240
77 Earthtone Ln, Cullowhee, NC	1.23	Single-Family Home	$540,000	07/23/26	3	2.5	2,090

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
TBD Mill Creek Road, Cullowhee, NC 28723	0.14	$130,000	-	-	-	Recently Sold
71 Buggy Barn Road, Cullowhee, NC 28723	0.24	$350,000	2	2	-	Recently Sold
TBD Buggy Barn Road, Cullowhee, NC 28723	0.26	-	-	-	-	Off Market
45 Keyhole Lane, Cullowhee, NC 28723	0.28	$1,000,000	-	-	-	Recently Sold
2700 Yellow Mountain Road, Cullowhee, NC 28723	0.32	$735,300	3	3	-	Off Market
623 Buggy Barn Rd, Cullowhee, NC 28723	0.41	$675,000	2	3	2,551	For Sale
2223 Yellow Mountain Road, Cullowhee, NC 28723	0.44	-	-	-	-	Off Market
24 Flintlock Road, Cullowhee, NC 28723	0.47	$462,000	1	1	-	Recently Sold
0 Flintlock Road LOT 16,17, Cullowhee, NC 28723	0.51	-	-	-	-	Off Market
Yellow Mountain Rd, Cullowhee, NC 28723	0.55	-	-	-	-	Off Market
297 Brahman Ln, Cullowhee, NC 28723	0.60	-	-	-	-	Off Market
Brahman Ln, Cullowhee, NC 28723	0.61	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 66 Windward Way.
Schools1 Preschool School1 Elementary School1 Middle School2 High Schools
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1975

4.58 acre lot

2,414 sqft

$334/sqft

Garage

About this House

Beautiful and serene setting at over 4000 ft in elevation, filled with a rhododendron forest that Knob Creek meanders through leading to a pond. 4.58+/- acres total, offering privacy, an almost completely flat lot and plenty of space for rest and relaxation. Build a firepit out back and listen to the sounds of the katydids in the evenings or grab a picnic and your fishing pole and head down for some quiet time by the pond below. A 3BR/2.5BA four-sided brick ranch home with a formal living room, full laundry room and a study with built-ins offers one level living. The renovated kitchen features granite countertops a gas cooktop and double ovens. The tiled bathrooms have been updated. A two car garage provides shelter from inclement weather. Repairs are needed on the home so it is priced to sell and is being sold "as-is." It has been inspected and estimates for repairs are on hand. This truly is a special setting that will tug at your heart strings and evoke memories spent in younger years playing in the yard with friends catching lightning bugs, hiking through trails, sitting out with a fishing pole and wandering aimlessly through the woods without a care in the world. You will love the tranquility here and will find it as special as the present owner has found it and enjoyed for so many years. This would be a great primary or secondary residence.

66 Windward Way, Cullowhee, NC 28723 is a 3 bedroom, 3 bathroom, 2,414 sqft single-family home built in 1975. It last sold for $402,000 on Sep 29, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $805,500, with a rent estimate of $2,932/month.

Home Details for 66 Windward Way

Interior Features
Interior Details BasementTypes of Rooms: Dining Room
Heating & Cooling Heating: BaseboardHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 1Floors: Tile, Carpet, Hardwood
Appliances & Utilities DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa FireplaceJetted Bath Tub

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: BrickFoundation Type: OtherGardenPatioPorch
Parking & Garage GarageParking: Garage

Property Information
Year Built Year Built: 1975Year Updated: 1985
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 4.58 acres

Price and Tax history

Date	Event	Price
Sep 29, 2021 Source: HCMLS #97300	Sold	$402,000
Aug 31, 2021 Source: HCMLS #97300	Pending	$350,000
Aug 23, 2021 Source: HCMLS #97300	Listed For Sale	$350,000

Year	Property tax	Tax assessment
2025	$1,978	$554,559

Additional Cost

Market trends in Cullowhee

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

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Available listings

3MoM

Around this home

Blue Ridge School
PK-6
Public
122 Students
Jackson County School District
5/10
GreatSchools Rating
Parent Rating Average
It has been wonderful to see students, staff, and families working together to create a supportive and successful learning environment more recently. Our school continues to grow academically, socially, and emotionally by encouraging student achievement, positive relationships, and community involvement. It is clearly making a difference, and it is exciting to see the progress being made each day.
Parent Review
4mo ago
7 Reviews

View nearby schools on GreatSchools

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 Cullowhee

At least 27 Trulia users voted on each feature.

96 % Say car is needed
81 % Say parking is easy
72 % Say there's holiday spirit
67 % Say there's wildlife
64 % Say it's dog friendly
53 % Say it's quiet
49 % Say neighbors are friendly
48 % Say people would walk alone at night
48 % Say yards are well-kept
39 % Say they plan to stay for at least 5 years
36 % Say there are community events
31 % Say kids play outside
30 % Say it's walkable to restaurants
22 % Say there are sidewalks
14 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

Trulia User
Resident
5mo ago
"Nice place It’s a big vacation home community with a beautiful lake. Super expensive but nice if you can afford it. I’m tired of thinking of things to type."
0
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Trulia User
Resident
1y ago
"Not a lot for kids to do here. Most move away after high school. Otherwise it’s a nice place with beautiful Scenery."
0
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Judygc11
Resident
6y ago
"There are several choices of schools here. There are active after school choices such as those at local churches and the Boys and Girls Club. There’s a good library and a nice recreation center. Community events are family friendly. It gets very cold here in winter which can result in delayed school openings."
0
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Monkeyman152002
Resident
7y ago
"there aren't any community events that go on here. it's too small and remote. it needs to build up some more"
0
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Sportysmh15
Resident
7y ago
"Lots of student drivers and cars. They are sometimes reckless and can be dangerous to pets if they are not leashes or watched properly. However, Cullowhee is a beautiful region offering lots of hiking trails , beautiful scenery, and has plenty of room to run for our furry friends! There are also parks and outdoor restaurants that dogs are allowed to visit, but overall Cullowhee is a wonderful place to have dogs. Plus it is full of mountain scenery to see not only wonderful views of the mountain beauty, but of those beautiful pets as well! Cullowhee is most definitely a dog friendly place!"
0
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dthomasturner
12y ago
"I have lived in the house as a renter. It is a wonderful space. The best place I have ever lived. There is a fire pit next to the creek in front of the property and the neighbors are very nice. The location is very quiet and private. there are only three other houses on the street and this one is at the very end of Timber Wolf Trail with no possibility of a house ever going up on the other side."
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Frequently asked questions about 66 Windward Way

What is 66 Windward Way estimated to be worth?
Trulia's estimated value for 66 Windward Way in Cullowhee, NC is $805,500.
What is the price history for 66 Windward Way?
66 Windward Way in Cullowhee, NC last sold for $402,000 in September 2021.
Is Cullowhee a buyer's or seller's market?
Cullowhee is currently a buyer's market, based on recent for-sale activity.
What do residents say about Cullowhee?
Residents describe Cullowhee, NC as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Cullowhee, NC.
Does 66 Windward Way have laundry facilities?
Yes, 66 Windward Way in Cullowhee, NC has in-unit laundry.
How big is the lot at 66 Windward Way?
The lot at 66 Windward Way in Cullowhee, NC is about 4.6 acres.