85 Winchester Rd, Pinehurst, NC 28374
Property image
Property image
OFF MARKET

$318,200

Trulia Estimate
as of Oct 16, 2026
  • 3 Beds
  • 2 Baths
  • 1,650 sqft

85 Winchester Rd, Pinehurst, NC 28374

Home Highlights

Single-Family Home
1,650 sqft
$193/sqft

Local Information

  • Map ViewExplore the area around 85 Winchester Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Tiled bathroomsEat-in kitchenKitchen islandGranite countertopsBeautiful tile backsplashWalk-in master closet
The hard part is over. You have found the best place to live in central NC. Pinehurst will take you back in time. Home to World Famous golf, the best schools in the area, wonderful parks, and the Golf Hall of Fame.

This house is a newly renovated 3 bed, 2 bath home located a short walk from the new community center. This home is on a quiet street, where the only backyard neighbors are the golfers on Pinehurst No8.

The house boasts granite countertops, beautiful tile backsplash, stainless steel appliances, kitchen island, eat-in kitchen, fireplace, vaulted living room ceiling, tiled bathrooms, walk-in master closet and easy access from all sides of the house to your private deck!

No garage for this property, but a built-in shed closet and attic provide plenty of storage.

Lessee pays utilities, lessee responsible for upkeep of yard. No smoking.
85 Winchester Rd, Pinehurst, NC 28374 is a 3 bedroom, 2 bathroom, 1,650 sqft single-family home. It last sold for $133,667 on Nov 25, 2019 (6,935% above the $1,900 asking price). More recently, it was listed as a rental in July 2026 with an asking price of $1,900 per month. That rental listing was removed on August 23, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $318,200, with a rent estimate of $2,020/month.

Home Details for 85 Winchester Rd

Interior Features

Heating & Cooling
Heating: Central, Heat PumpAir ConditioningCooling System: Air Conditioner, Central AirHeating Fuel: Central
Appliances & Utilities
DishwasherRefrigerator
Levels, Entrance, & Accessibility
Floors: Tile

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 85 Winchester Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.14
Single-Family Home
$350,000
03/25/26
3
2
1,590 sqft
0.20
Single-Family Home
$293,300
06/18/26
3
2
1,352 sqft
0.08
Single-Family Home
$320,000
01/16/26
2
2
1,369 sqft
0.21
Single-Family Home
$320,000
12/11/25
3
2
1,430 sqft
0.18
Single-Family Home
$429,200
07/07/26
3
2
1,700 sqft
0.23
Single-Family Home
$400,000
09/23/26
3
2
2,076 sqft
0.18
Single-Family Home
$55,000
02/27/26
4
2
2,294 sqft
0.38
Single-Family Home
$380,000
01/16/26
3
2
1,688 sqft
0.43
Single-Family Home
$406,000
03/27/26
3
2
1,830 sqft
0.51
Single-Family Home
$389,000
09/24/26
3
2
1,607 sqft

Nearby homes

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Around this home

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 Pinehurst

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 84% say there's holiday spirit
  • 56% say neighbors are friendly
  • 40% say there are community events
Trulia Trick or TreatStart Ghost Hunt
At least 101 Trulia users voted on each feature.
  • 94 % Say car is needed

  • 89 % Say parking is easy

  • 88 % Say yards are well-kept

  • 86 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 83 % Say it's quiet

  • 76 % Say people would walk alone at night

  • 62 % Say kids play outside

  • 62 % Say they plan to stay for at least 5 years

  • 56 % Say neighbors are friendly

  • 55 % Say there's wildlife

  • 40 % Say there are community events

  • 29 % Say streets are well-lit

  • 26 % Say there are sidewalks

  • 22 % Say it's walkable to restaurants

  • 14 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Kimojha Brooks
    "The town is unique and friendly and everything is close by. There are plenty of stores and restaurants too. "
  • Spencer James
    "health lectures senior friendly community events and input include movies music food farmers market etc"
  • Patrick Norris
    "I don’t commute…work from home. Moving around the neighborhood is easy, just need to drive slowly. "
  • Mobrindley79
    "We’ve lived here almost 2 years. Love our location and family neighborhood. We’re in Village acres and we’re also not far from Taylortown or Pinehurst Village. We are golfers, however my husbands recovery from major back surgery last year has put our golf on hold. But there are lots of golf carts driving on our roads to their tee times! It’s great!"
  • Gretchengeorge1
    "Easy and convenient. Not too ouch traffic. The roundabout keeps things moving well. Pinehurst is a great place! "
  • Madison M.
    "There are a lot of pet owners in the neighborhood. People really like dogs and stop to say hi. There is not a fenced dog park and very few doggy/bag stations."
  • Lizabthn
    "I've lived here now 7 months and we love it. Neighbors are super friendly and always helpful. Love that you see your neighbors either walking their dogs or pushing a stroller. I especially like that when you drive by someone, they wave hello. Great family friendly neighborhood! Lots of kids! "
  • Tina A. K.
    "It takes me about 15 minutes to get to work, 7 miles. The traffic circle usually takes the most time but there’s also a stop light along the way. "
  • Liz
    "Very family-friendly neighborhood with many activities and local shops. Great place to raise a family, vacation and retire. Big on Golfing! "
  • BCW
    "Friendly people. Famous for its golf courses. Great restaurants. Quaint village. Great newcomers clubs with many activities on a weekly basis...something for everyone."
  • Cindy S.
    "I work part time and work is only 10 minutes away. This is a very small community. No public transportation needed. "
  • HH
    "Lived here for 12 years...safe and very comfortable! Good neighbors and very child friendly. The schools assigned to this neighborhood are also exceptional."
  • Jill F.
    "It is a very family friendly area that is super safe, reminds me of how it use to be when we were young."
  • Jill F.
    "Every month in each town there are local concerts that are family friendly during the spring through fall months. "
  • Sean K.
    "We like the quiet, quaint neighborhood. We are very close to the village and grocery stores and shopping. "
  • Kyndalboykin
    "I've lived here for 1 year now. I feel extremely safe in my neighborhood. We love the quite laid back feeling, also a good mix of people within our community. Also I love that Aberdeen, Pinehurst and Southern Pines are ALL very convenient and great cities! "
  • Unspecified
    "Low crime rate and a reasonable cost of living. Excellent medical care abounds and there are several miles of walking trails."

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Aug 23, 2026
Source: Zillow Rentals
ListingRemoved
$1,900
Jul 30, 2026
Source: Zillow Rentals
Listed For Rent
$1,900
Jul 22, 2026
Source: Zillow Rentals
ListingRemoved
$1,900
Jul 5, 2026
Source: Zillow Rentals
PriceChange
$1,900
Price decreased by 5%
Jun 26, 2026
Source: Zillow Rentals
PriceChange
$2,000
Price decreased by 5%

Frequently asked questions about 85 Winchester Rd

  • What is 85 Winchester Rd estimated to be worth?
    Trulia's estimated value for 85 Winchester Rd in Pinehurst, NC is $318,200.
  • What is the price history for 85 Winchester Rd?
    85 Winchester Rd in Pinehurst, NC last sold for $133,667 in November 2019.
  • Is Pinehurst a buyer's or seller's market?
    Pinehurst is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Pinehurst?
    The median sale price in Pinehurst is $574K. That is down $24.17K from the prior month.
  • Does 85 Winchester Rd have air conditioning?
    Yes, 85 Winchester Rd in Pinehurst, NC has air conditioning.
  • Does 85 Winchester Rd have parking?
    Yes, 85 Winchester Rd in Pinehurst, NC has on-site parking.

Homes for rent near 85 Winchester Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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