101 Winston Dr, Pinehurst, NC 27376
Property image
Property image
OFF MARKET

101 Winston Dr
Pinehurst, NC 27376

Seven Lakes
  • 3 Beds
  • 2 Baths
  • 1,512 sqft (on 0.51 acres)

$334,400

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $1,924/mo*
Refinance Your Home

$334,400

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $1,924/mo*
Refinance Your Home
3 Beds
2 Baths
1,512 sqft
(on 0.51 acres)

Home Value

Trulia Estimate
$334K
Since last month
Decreased$5K (-1.4%)
Since last year
Increased$8K (+2.3%)
Since last sale
Increased$118K (+54.7%)
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 +72% in the last 10 years
MonthEstimated value
2026
August 2026$334K
July 2026$335K
June 2026$339K
May 2026$337K
April 2026$334K
March 2026$326K
February 2026$320K
January 2026$317K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
134 Fawnwood Drive, West End, NC
0.36
Single-Family Home
$398,500
07/13/26
3
2
1,862
122 Vanore Rd, West End, NC
0.27
Single-Family Home
$340,000
06/04/26
4
2.5
2,150
105 Myrick Court, West End, NC
0.06
Single-Family Home
$725,000
03/19/26
4
3.5
3,112
107 Sunset Point, West End, NC
0.13
Single-Family Home
$1,372,000
01/30/26
3
3
3,790
104 Wilderness Court, West End, NC
0.54
Single-Family Home
$385,000
04/17/26
3
2
1,804
110 Vanore Road, West End, NC
0.28
Single-Family Home
$685,000
06/26/26
4
3
2,877
124 Owens Circle, West End, NC
0.42
Single-Family Home
$681,000
12/09/25
3
3
2,872
107 Pinnacle Court, West End, NC
0.50
Single-Family Home
$327,000
06/17/26
3
2
1,896
143 Longleaf Drive, Pinehurst, NC
0.82
Single-Family Home
$415,000
10/13/25
3
2
1,918
111 Vanore Road, West End, NC
0.33
Single-Family Home
$1,225,000
07/30/26
3
3
2,115

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
105 Myrick Court, West End, NC 27376
0.06
$725,000
4
3.5
3,112
Recently Sold
108 Winston Drive, West End, NC 27376
0.06
$604,000
4
2.5
2,817
Off Market
118 Otter Dr, West End, NC 27376
0.10
$65,000
-
-
-
For Sale
112 Mccracken Drive, West End, NC 27376
0.09
$739,000
5
4.5
4,541
Recently Sold
TBD Oehman Drive, West End, NC 27376
0.12
-
-
-
-
Off Market
104 Sunset Point, West End, NC 27376
0.12
$516,000
3
2
2,764
Off Market
539 Longleaf Drive, West End, NC 27376
0.13
$548,500
3
2.5
2,102
Off Market
545 Longleaf Drive, West End, NC 27376
0.15
$505,900
4
3
2,511
Off Market
104 Oehman Drive, Pinehurst, NC 27376
0.16
-
-
-
-
Off Market
547 Longleaf Drive, West End, NC 27376
0.17
$508,500
4
2.5
2,587
Off Market
107 Otter Drive, Pinehurst, NC 27376
0.20
$95,000
-
-
-
Recently Sold
101 Fawnwood Drive, West End, NC 27376
0.19
$552,100
3
2.5
2,158
Off Market

Local Information

  • Map ViewExplore the area around 101 Winston Dr.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1983
Lot Size
0.51 acres
Living Area
1,512 sqft
Price/Sqft
$221
Parking
Garage

About this House

What an opportunity to downsize, to invest or to start out!! Wonderful home on a large, beautifully landscaped lot with a partial view of Lake Auman.Easy walk to get the mail, go to the pool, reach the tennis courts or attend an event at the Community Center. The owner is a long time resident that has meticulously maintained the home and has records of repairs and improvements. Heat pump completely replaced in 2015 and new roof in 2006 with 30 year shingles. (The heated square footage does not include the 16x11 Carolina Room.) A split bedroom plan, separate dining room, oak hardwood floors and a double car garage all add to the attraction! There also is a heated and cooled workshop with outside entrance for all of your projects or storage. New deck within the past year!!
101 Winston Dr, Pinehurst, NC 27376 is a 3 bedroom, 2 bathroom, 1,512 sqft single-family home in Seven Lakes, built in 1983. It last sold for $216,000 on Apr 20, 2020. It is currently off market. The Trulia Estimate is $334,400, with a rent estimate of $1,850/month.

Home Details for 101 Winston Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Types of Rooms: Dining Room
Heating & Cooling
Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Appliances & Utilities
DishwasherWasher
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Vinyl, Brick
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1983
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 0.51 acres

Price and Tax history

DateEventPrice
Apr 20, 2020
Source: Hive MLS #198320
Sold
$216,000
Mar 8, 2020
Source: Agent Provided
Pending
$216,900
Jan 20, 2020
Source: Agent Provided
PriceChange
$216,900
Price increased by 3%
Sep 12, 2019
Source: N/A
PriceChange
$210,999
Price decreased by 2%
Sep 10, 2019
Source: N/A
PriceChange
$215,999
Price increased by 2%

Market trends in West End

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$434K
$417MoM
Sale-to-List Price
—
Price per sq ft
$195
$10MoM
Available listings
62
10MoM
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Around this home

Neighborhood Overview

Seven Lakes
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Seven Lakes

At least 37 Trulia users voted on each feature.

  • 98 % Say it's quiet

  • 97 % Say car is needed

  • 95 % Say yards are well-kept

  • 93 % Say parking is easy

  • 93 % Say it's dog friendly

  • 85 % Say there's holiday spirit

  • 80 % Say people would walk alone at night

  • 78 % Say kids play outside

  • 76 % Say there's wildlife

  • 75 % Say neighbors are friendly

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say there are community events

  • 32 % Say it's walkable to grocery stores

  • 21 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Dembow Wey
    "Nothing makes west end special. It’s treated second rate compared to seven lakes and always will be. Our post office won’t even let us get a mail box."
    0
    Flag
  • Chazleach11
    "Seven Lakes is as pro-animal as you could get. Pet owners are ALWAYS welcomed and there is plenty of space for their pets to be free. One thing I’d mention is the lack of sidewalks. I do understand this is a neighborhood, however, it’s grown to a good size and public sidewalks should be considered immediately."
    0
    Flag
  • Kristianne H. B.
    "Younger families are moving into the area. The lake is amazing and the community offers many benefits to enjoy. "
    0
    Flag
  • Gvand18291
    "We have lived here for five years. It is a nice place to live. Peaceful. More families each year. More children. Plenty for them to do."
    0
    Flag
  • Kristianne H. B.
    "I’ve lived here for 16 years. I have great neighbors and the amenities are amazing! The lake sets us apart from other communities in North Carolina."
    1
    Flag
  • Kristianne H. B.
    "Dogs are welcome. I have four. Many places to walk along side roads. People are friendly and drive with care around walkers."
    0
    Flag
  • Dan J.
    "Great family place to live ! People are so friendly and so many things to do ! Seven lakes, golf, horseback riding and very affordable."
    0
    Flag
  • Sam Smith
    "I drive because public transportation unavailable - not a problem . Retired so not really an issue................."
    0
    Flag
  • joyfulmagik
    "We have multiple lakes with swimming beaches and picnic areas, playgrounds, a community pool, tennis and basketball courts, boat launch and stables with horses that are free for residents to ride."
    0
    Flag
  • Lisa J. V.
    "Gated community, everyone waves and is friendly. Resort feeling. Lots of amenities and commodities, helpful neighbors"
    0
    Flag
  • Strickland
    "Gated Community with 7 Lakes. Great Neighborhood."
    1
    Flag
  • Dpetruccelli3
    "Social neighbors welcoming single's couples and families. House's each different and well maintained properties."
    1
    Flag
  • snossg1
    "This is a great area for a vacation home or for raising young kids, very safe, lots of recreational activities, gated community with lots of aminities "
    0
    Flag
  • Chb1923
    "I have live here since 1992, and love the area. raised both my children here in a safe a supportive place. "
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 101 Winston Dr

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Off Market Homes Near 101 Winston Dr

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Frequently asked questions about 101 Winston Dr

  • What is 101 Winston Dr estimated to be worth?
    Trulia's estimated value for 101 Winston Dr in Pinehurst, NC is $334,400.
  • What is the price history for 101 Winston Dr?
    101 Winston Dr in Pinehurst, NC last sold for $216,000 in April 2020.
  • 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 $434K. That is down $417 from the prior month.
  • Does 101 Winston Dr have air conditioning?
    Yes, 101 Winston Dr in Pinehurst, NC has air conditioning.
  • How big is the lot at 101 Winston Dr?
    The lot at 101 Winston Dr in Pinehurst, NC is about 0.51 acres (22,216 sq ft).