1808 Windsor Dr, High Point, NC 27262
Property image
Property image
OFF MARKET

1808 Windsor Dr
High Point, NC 27262

  • 4 Beds
  • 5 Baths
  • 4,290 sqft (on 1.06 acres)

$658,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $3,893/mo*
Refinance Your Home

$658,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $3,893/mo*
Refinance Your Home
4 Beds
5 Baths
4,290 sqft
(on 1.06 acres)

Home Value

Trulia Estimate
$659K
Since last month
Decreased$14K (-2%)
Since last year
Decreased$34K (-4.9%)
Since last sale
Increased$223K (+51.3%)
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 +98% in the last 10 years
MonthEstimated value
2026
August 2026$656K
July 2026$670K
June 2026$671K
May 2026$660K
April 2026$626K
March 2026$607K
February 2026$595K
January 2026$593K
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
1713 Windsor Dr, High Point, NC
0.10
Single-Family Home
$375,000
02/25/26
3
3
2,420
246 Merry Hills Dr, High Point, NC
0.18
Single-Family Home
$228,000
06/01/26
3
3
3,681
308 Canterbury Rd, High Point, NC
0.08
Single-Family Home
$425,000
01/27/26
3
3
2,360
317 Canterbury Rd, High Point, NC
0.17
Single-Family Home
$375,000
03/25/26
4
2.5
2,301
2809 Churchill Ct, High Point, NC
0.43
Single-Family Home
$575,000
02/24/26
4
2.5
3,312
5041 Bennington Way, High Point, NC
0.53
Single-Family Home
$667,000
07/20/26
4
4.5
4,385
1706 Windsor Dr, High Point, NC
0.25
Single-Family Home
$275,000
06/10/26
3
2
1,910
4200 Lupton Ct, High Point, NC
0.60
Single-Family Home
$797,000
03/06/26
5
4.5
5,486
206 Canterbury Rd, High Point, NC
0.14
Single-Family Home
$320,000
03/20/26
3
2
2,100
1717 W Lexington Avenue Ext, High Point, NC
0.25
Single-Family Home
$560,000
04/02/26
3
3
2,824

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
308 Canterbury Rd, High Point, NC 27262
0.08
$425,000
3
3
2,360
Recently Sold
314 Canterbury Rd, High Point, NC 27262
0.13
$365,000
3
2
1,959
For Sale
4342 Oakton Dr, High Point, NC 27262
0.10
$535,100
4
2.5
3,223
Off Market
Merry Hills Dr #12, High Pt, NC 27262
0.12
-
-
-
-
Off Market
211 Canterbury Rd, High Pt, NC 27262
0.12
$424,700
3
2
2,600
Off Market
Merry Hills Dr #3, High Pt, NC 27262
0.15
-
-
-
-
Off Market
307 Ridgeland Dr, High Point, NC 27262
0.16
$353,800
3
2.5
2,014
Off Market
317 Canterbury Rd, High Point, NC 27262
0.17
$375,000
4
2.5
2,301
Recently Sold
517 Merry Hills Dr, High Point, NC 27262
0.18
-
3
2
1,715
Off Market
308 Ridgeland Dr, High Point, NC 27262
0.20
$455,000
3
2.5
2,090
For Sale
Merry Hills Dr #24, High Pt, NC 27262
0.20
-
-
-
-
Off Market
311 Ridgeland Dr, High Point, NC 27262
0.20
$331,800
3
2
1,947
Off Market

Local Information

  • Map ViewExplore the area around 1808 Windsor Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1960
Lot Size
1.06 acres
Living Area
4,290 sqft
Price/Sqft
$154
Parking
Garage

About this House

This home has a beautiful water view, a spacious deck or screened in porch. An open floor plan upstairs - 200-year heartwood pine flooring in the dining/living room, 8-seater granite island sea, LED Lighting throughout, 2 skylights and a game room in the basement. Additionally, there is a detached 2 story in-law suite - all of it is heated! Home is on a large lot, lots of garage space and a lot more to offer. See some of the home highlights in the attachments! You must not miss showing this home!
1808 Windsor Dr, High Point, NC 27262 is a 4 bedroom, 5 bathroom, 4,290 sqft single-family home built in 1960. It last sold for $433,700 on Dec 15, 2022. It is currently off market. The Trulia Estimate is $658,700, with a rent estimate of $3,610/month.

Home Details for 1808 Windsor Dr

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
Dishwasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Concrete, Hardwood

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: BrickFoundation Type: FootingGarden
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1960Year Updated: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 1.06 acres

Price and Tax history

DateEventPrice
Dec 15, 2022
Source: Triad MLS #1087588
Sold
$433,700
Oct 25, 2022
Source: Triad MLS #1087588
Pending
$425,000
Oct 21, 2022
Source: Triad MLS #1087588
Listed For Sale
$425,000
Dec 2, 2019
Source: Agent Provided
ListingRemoved
$339,000
Jun 6, 2019
Source: Agent Provided
PriceChange
$339,000
Price decreased by 3%

Market trends in High Point

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$250K
$833MoM
Sale-to-List Price
99.0%
0.5%MoM
Price per sq ft
$158
$3MoM
Available listings
450
17MoM

Around this home

What Locals Say about High Point

At least 743 Trulia users voted on each feature.

  • 85 % Say car is needed

  • 82 % Say parking is easy

  • 77 % Say it's dog friendly

  • 75 % Say yards are well-kept

  • 67 % Say there's holiday spirit

  • 64 % Say kids play outside

  • 63 % Say it's quiet

  • 54 % Say streets are well-lit

  • 53 % Say people would walk alone at night

  • 47 % Say neighbors are friendly

  • 46 % Say there's wildlife

  • 45 % Say there are sidewalks

  • 43 % Say they plan to stay for at least 5 years

  • 37 % Say it's walkable to grocery stores

  • 33 % Say it's walkable to restaurants

  • 25 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Sheraton Hills pool, Halloween and proximity to downtown children’s events. "
    0
    Flag
  • Marc Tyer
    "Place the raise your family. Close enough to big cities and nice restaurants and still in the country for a nice quiet life."
    2
    Flag
  • Latricia Murchison
    "We have many families in our neighborhood with a park nearby and walking trails. We have a community pool and a gym. "
    1
    Flag
  • terry e.
    "I like the area. Very quiet, nice neighbors, plenty of eat in or out restaurants and every stores you can think of is right at your fingertips. "
    2
    Flag
  • Casey Woodall
    "For the most part, it is very safe and quiet. Most people are neighborly and know each other. It is close to everything without the big city feel "
    2
    Flag
  • Whatsyourhurry
    "I have lived here for going on 30 years and met my husband here. It’s a nice city. Not too big but not too small."
    2
    Flag
  • Ron
    "People walk their dogs often in our neighborhood. There are pet relief areas located throughout the neighborhood."
    0
    Flag
  • Marc Tyer
    "Great area to live in whetherl when you’re starting a family or settling down and enjoying your retirement. The families here are friendly. There’s so many restaurants and places to go to that are within 5 to 10 minutes of your Home and at the same time you feel like you’re away in the country.."
    1
    Flag
  • Ron
    "I live in this neighborhood with 3 1/2 years. The neighbors are friendly very little traffic on our street."
    0
    Flag
  • Nick Torres
    "Lots of community events at the lake down the road we have several nice local lakes around us. We usually have nice events downtown as well including barbecue, festivals spring , fall , winter and music festivals."
    0
    Flag
  • Annette Steele
    "People don’t pick up after their animals and the ones that don’t have animals have to be careful where they step."
    0
    Flag
  • Ron
    "We have a very diverse community. There are families with young children, retirees, and middle-class. Everyone here is very nice to each other and say hello as we walk by."
    0
    Flag
  • Ron
    "The neighborhoods feel very safe and there are quite a few activities for children. The city has nice greenways and plenty of parks"
    0
    Flag
  • Carmen Morales
    "I walk my dog along with neighbors all the time pet friendly and not bad with pooper scooter we are kind to non dog owners "
    0
    Flag
  • Lottanoyes123
    "There are a number of dog owners around. No nice dog parks. Not many restaurants with outdoor eating if you go with your dog. "
    3
    Flag
  • Cothrennancy
    "Too much crime on the news for the area. Too many people asking for money on every street corner. "
    10
    Flag
  • Trulia User
    "they like to give him a space and safe from there dogs.they are all people nice and well maintain ther homes"
    1
    Flag
  • Soraya M. D.
    "Love the quiet and clean neighborhood People ride bicycles and take their dogs for walks daily. Jogging and walking is a favorite in the area "
    0
    Flag
  • Allison
    "Lots of road work and usually no one knows how to drive. The backroads are where it’s at for commuting. "
    1
    Flag
  • Naeem
    "Spring brook meadows high point NC 27263 like this Comunity very nice and clean long time live this area good nabour "
    2
    Flag
  • Antonio S.
    "people walk their dogs all the time and they clean up behind them as well. Friendly neighborhood, no stay dogs. "
    14
    Flag
  • Trulia User
    "Friendly area for dog owners. There’s sidewalks on both sides and nearby park with trails. There is also a doggie park close by. "
    5
    Flag
  • Waqqas.asghar
    "Nice area to live with family and there are parks nearby. People are relatively nice around. Homes in zip code 27263 are also spacious mostly."
    0
    Flag
  • Javonda M. D. O.
    "accessible and convenient, High Point is centrally located between Winston Salem and Greensboro. it's a great place to live."
    1
    Flag
  • Valencia L.
    "They need to know there neighborhood and neighbors. The surrounding area with in a 5 mile radius. Parents need to go to neighborhood meetings to keep up with what's going on in the community and neighbood. "
    15
    Flag
  • Paris T.
    "The property is renovated but still old so we have issues with insects and insulation. Currently dealing with ant infestation even after pest control came out and treated our place"
    0
    Flag
  • Kryston L.
    "quite for the most parks. hookers on my street.. but nice people near us. no body has ever messed with me or my family. "
    0
    Flag
  • Trulia User
    "it is a bit of nice in a not so nice area . neighbors are pretty great except for loud music sometimes late are night. "
    0
    Flag
  • Lytonia H.
    "Close to school and close to parks.. Plenty of kids. No side walks and roads are narrow... Able to walk anytime "
    0
    Flag
  • Jasminekcook
    "Great location and safe neighborhood. Many options for grocery and light errands. Not too far from gas stations and highway"
    2
    Flag
  • Jessicaaldhizer
    "close to many restaurants and shopping. low rent and landlord is easy to deal with. little dark here "
    0
    Flag
  • Btyquenmom
    "It is an old neighborhood with houses of all sizes, which means it is a very diverse neighborhood. I love being able to talk to people from other states/countries in my own street."
    0
    Flag
  • Brooke B.
    "No community events. Just neighbors being neighborly. We are central to churches, schools, and shopping. "
    1
    Flag
  • Mesha T. T.
    "There are nice communities within High Point. It is growing a lot though which I’m not sure will be a good thing for the current residents. "
    0
    Flag
  • Olivia G.
    "nice place to live and enjoy life. great places to vist and spend quality time with friends and family"
    0
    Flag
  • Youvica M.
    "I love high point is very quiet I don't mind to stay there for a long time n for my 2 children's grow in there."
    0
    Flag
  • John S.
    "I am retired so I don’t commute, but I go frequently to downtown and the drive is quick, easy, and there is plenty of parking. The library is a wonderful resource and the people are filled with an abundance of friendliness."
    3
    Flag
  • Melissa M.
    "Nothing. We don’t have any community events. I live in a big community so i know it’s hard for them. "
    0
    Flag
  • Susan E.
    "Evening walkers - everyone is so friendly I feel safe in the evenings and neighbors watch out for your property."
    0
    Flag
  • Proudmom1996
    "dont have neighborhood activities like we wish. we're do have Halloween participation and light candles for holiday "
    3
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1808 Windsor Dr

  • What is 1808 Windsor Dr estimated to be worth?
    Trulia's estimated value for 1808 Windsor Dr in High Point, NC is $658,700.
  • What is the price history for 1808 Windsor Dr?
    1808 Windsor Dr in High Point, NC last sold for $433,700 in December 2022.
  • Is High Point a buyer's or seller's market?
    High Point is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in High Point?
    The median sale price in High Point is $250K. That is up $833 from the prior month.
  • Does 1808 Windsor Dr have air conditioning?
    Yes, 1808 Windsor Dr in High Point, NC has air conditioning.
  • How big is the lot at 1808 Windsor Dr?
    The lot at 1808 Windsor Dr in High Point, NC is about 1.1 acres.

Explore by feature - Pet Friendly

154 pet-friendly rentals in High Point, NC

Explore by feature - Garage

66 rentals with a garage in High Point, NC

Explore by feature - Air Conditioning

167 rentals with air conditioning in High Point, NC

Explore by feature - Pool

65 rentals with a pool in High Point, NC

Explore by feature - Washer/dryer

113 rentals with a washer/dryer in High Point, NC

Explore by feature - Outdoor Space

39 rentals with an outdoor space in High Point, NC

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Off Market Homes Near 1808 Windsor Dr

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