285 Wheeling Dr, Pinehurst, NC 28374
Property image
Property image
OFF MARKET

$431,800

Trulia Estimate
as of Sep 29, 2026
  • 4 Beds
  • 2.5 Baths
  • 2,350 sqft

285 Wheeling Dr, Pinehurst, NC 28374

Home Highlights

Single-Family Home
Built in 2014
2,350 sqft
$184/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 285 Wheeling Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Beautifully appointed bedroomsLarge windowsExpansive layout
Synonymous with comfort and elegance, 285 Wheeling Dr in Pinehurst, NC, is the perfect sanctuary for those seeking a harmonious blend of modern living and serene surroundings. This spacious 2,350 sq ft home boasts four beautifully appointed bedrooms, providing ample space for relaxation and privacy. The property features two full bathrooms and a convenient half bath, offering practicality and comfort for everyday living. Nestled in a tranquil neighborhood, this home invites you to experience the charm and warmth that Pinehurst is known for. The expansive layout ensures both communal and private spaces, making it ideal for both entertaining guests and enjoying quiet family moments. Large windows flood the interior with natural light, creating a bright and welcoming atmosphere throughout. As you explore this delightful residence, you'll find that every detail has been thoughtfully designed to enhance your living experience. Whether you're enjoying a quiet morning coffee or hosting a lively dinner party, this home provides the perfect setting for every occasion. Backyard is fully fenced with 6 ft privacy fence. Dogs welcome based on owner approval. Discover the potential of a lifestyle that balances comfort, style, and convenience at 285 Wheeling Dr, your new home in Pinehurst.

All Olive & CO Property Management residents are enrolled in the Resident Benefits Package (RBP) for either $39.95 or $54.95/month based on the package of choice. These include (based on the selected plan) liability insurance, credit building to help boost the resident's credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application.
285 Wheeling Dr, Pinehurst, NC 28374 is a 4 bedroom, 3 bathroom, 2,350 sqft single-family home built in 2014. It last sold for $265,000 on Mar 27, 2019 (10,092% above the $2,600 asking price). More recently, it was listed as a rental in April 2025 with an asking price of $2,600 per month. That rental listing was removed on May 15, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $431,800, with a rent estimate of $2,554/month.

Home Details for 285 Wheeling Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air

Property Information

Year Built
Year Built: 2014
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Lease: 12 months Deposit: equal to one months rentAvailable: now

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 285 Wheeling Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.07
Single-Family Home
$400,000
09/23/26
3
2
2,076 sqft
0.20
Single-Family Home
$478,000
08/04/26
4
2.5
2,363 sqft
0.12
Single-Family Home
$350,000
03/25/26
3
2
1,590 sqft
0.10
Single-Family Home
$429,200
07/07/26
3
2
1,700 sqft
0.30
Single-Family Home
$375,000
07/28/26
4
3
1,946 sqft
0.23
Single-Family Home
$415,000
04/28/26
3
3
2,292 sqft
0.30
Single-Family Home
$453,000
06/02/26
4
3
2,508 sqft
0.30
Single-Family Home
$465,000
06/02/26
4
3
2,495 sqft
0.25
Single-Family Home
$475,000
02/23/26
4
3
2,992 sqft
0.32
Single-Family Home
$482,000
06/02/26
4
3
2,498 sqft

Nearby homes

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Rental Market Trends in Pinehurst

Last updated Sep 2026
Trulia Rent Estimate$2,554/mo
Average rent
$2.13K
$75
MoM
Available listings
76
View rental market trends in Pinehurst, NC

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

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
May 15, 2025
Source: Zillow Rentals
ListingRemoved
$2,600
Apr 25, 2025
Source: Zillow Rentals
Listed For Rent
$2,600
Mar 27, 2019
Source: Hive MLS #192225
Sold
$265,000
Feb 29, 2016
Source: Hive MLS #1005163103
Sold
$224,900
Jun 4, 2014
Source: MCR #145428
Sold
$10,000

Frequently asked questions about 285 Wheeling Dr

  • What is 285 Wheeling Dr estimated to be worth?
    Trulia's estimated value for 285 Wheeling Dr in Pinehurst, NC is $431,800.
  • What is the price history for 285 Wheeling Dr?
    285 Wheeling Dr in Pinehurst, NC last sold for $265,000 in March 2019.
  • Is Pinehurst a buyer's or seller's market?
    Pinehurst is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Pinehurst?
    The median sale price in Pinehurst is $598K. That is down $7.92K from the prior month.
  • Does 285 Wheeling Dr have air conditioning?
    Yes, 285 Wheeling Dr in Pinehurst, NC has air conditioning.
  • Does 285 Wheeling Dr have parking?
    Yes, 285 Wheeling Dr in Pinehurst, NC has on-site parking.

Homes for rent near 285 Wheeling Dr

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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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