Would people walk alone at night in Wakefield, VA?

As of early 2026, 100% of users say people would walk alone at night

Is Wakefield, VA quiet?

As of early 2026, 100% of users say it's quiet

Is parking easy in Wakefield, VA?

As of early 2026, 100% of users say parking is easy

Are yards well-kept in Wakefield, VA?

As of early 2026, 80% of users say yards are well-kept

Is a car needed in Wakefield, VA?

As of early 2026, 67% of users say car is needed

Is Wakefield, VA walkable to grocery stores?

As of early 2026, 67% of users say it's walkable to grocery stores

Is Wakefield, VA dog-friendly?

As of early 2026, 60% of users say it's dog friendly

Are the streets well-lit in Wakefield, VA?

As of early 2026, 57% of users say streets are well-lit

Is Wakefield, VA walkable to restaurants?

As of early 2026, 56% of users say it's walkable to restaurants

Is there wildlife in Wakefield, VA?

As of early 2026, 50% of users say there's wildlife

Does Wakefield, VA show holiday spirit?

As of early 2026, 50% of users say there's holiday spirit

Do residents of Wakefield, VA plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Do kids play outside in Wakefield, VA?

As of early 2026, 50% of users say kids play outside

Are neighbors friendly in Wakefield, VA?

As of early 2026, 48% of users say neighbors are friendly

Are there community events in Wakefield, VA?

As of early 2026, 40% of users say there are community events

Does Wakefield, VA have sidewalks?

As of early 2026, 20% of users say there are sidewalks

What is 27075 Upton Ln estimated to be worth?

Trulia's estimated value for 27075 Upton Ln in Wakefield, VA is $562,700 .

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

Wakefield is currently a seller's market, based on recent for-sale activity.

What are the closest schools to 27075 Upton Ln?

The closest schools to 27075 Upton Ln in Wakefield, VA are Nottoway Elementary School (Pre-K, rated 7/10), Southampton High School (rated 2/10), Southampton Middle School (rated 3/10).

How big is the lot at 27075 Upton Ln?

The lot at 27075 Upton Ln in Wakefield, VA is about 48.8 acres .

Does 27075 Upton Ln have a garage?

Yes, 27075 Upton Ln in Wakefield, VA has a garage.

OFF MARKET

$562,700

Trulia Estimate

3 Beds
3 Baths
2,047 sqft (on 48.84 acres)

27075 Upton Ln, Wakefield, VA 23888

Est. Refi. Payment $3,256/mo*

Refinance Your Home

Home Value

Trulia Estimate

$563K

Since last month

$3K (+0.6%)

Since last year

$49K (+9.4%)

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

Trulia Estimate

The of this home's value increased by +85% in the last 10 years

Month	Estimated value
2026
August 2026	$568K
August 2026	$568K
July 2026	$564K
June 2026	$570K
May 2026	$538K
April 2026	$539K
March 2026	$571K
February 2026	$502K
January 2026	$475K
2025
December 2025	$488K
November 2025	$463K
October 2025	$458K
September 2025	$480K
August 2025	$519K
July 2025	$508K
June 2025	$500K
May 2025	$513K
April 2025	$473K
March 2025	$465K
February 2025	$463K
January 2025	$461K
2024
December 2024	$469K
November 2024	$475K
October 2024	$522K
September 2024	$520K
August 2024	$535K
July 2024	$556K
June 2024	$566K
May 2024	$553K
April 2024	$513K
March 2024	$515K
February 2024	$492K
January 2024	$506K
2023
December 2023	$483K
November 2023	$517K
October 2023	$503K
September 2023	$515K
August 2023	$525K
July 2023	$527K
June 2023	$530K
May 2023	$545K
April 2023	$529K
March 2023	$522K
February 2023	$509K
January 2023	$512K
2022
December 2022	$512K
November 2022	$522K
October 2022	$533K
September 2022	$539K
August 2022	$547K
July 2022	$555K
June 2022	$559K
May 2022	$551K
April 2022	$537K
March 2022	$504K
February 2022	$455K
January 2022	$460K
2021
December 2021	$449K
November 2021	$449K
October 2021	$453K
September 2021	$446K
August 2021	$452K
July 2021	$443K
June 2021	$440K
May 2021	$449K
April 2021	$452K
March 2021	$433K
February 2021	$420K
January 2021	$417K
2020
December 2020	$415K
November 2020	$411K
October 2020	$406K
September 2020	$403K
August 2020	$405K
July 2020	$404K
June 2020	$406K
May 2020	$403K
April 2020	$397K
March 2020	$390K
February 2020	$385K
January 2020	$389K
2019
December 2019	$393K
November 2019	$398K
October 2019	$404K
September 2019	$402K
August 2019	$398K
July 2019	$390K
June 2019	$389K
May 2019	$377K
April 2019	$376K
March 2019	$381K
February 2019	$382K
January 2019	$377K
2018
December 2018	$381K
November 2018	$379K
October 2018	$362K
September 2018	$370K
August 2018	$349K
July 2018	$345K
June 2018	$347K
May 2018	$344K
April 2018	$340K
March 2018	$343K
February 2018	$346K
January 2018	$335K
2017
December 2017	$327K
November 2017	$330K
October 2017	$322K
September 2017	$320K
August 2017	$319K
July 2017	$316K
June 2017	$314K
May 2017	$310K
April 2017	$313K
March 2017	$307K
February 2017	$308K
January 2017	$310K
2016
December 2016	$305K
November 2016	$303K
October 2016	$301K
September 2016	$306K

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
26479 Barretts Church Rd, Sedley, VA	0.34	Single-Family Home	$950,000	07/13/26	5	2.5	3,000
29353 Millfield Rd, Wakefield, VA	2.44	Single-Family Home	$435,000	05/19/26	4	2	2,121
11076 Skyline Dr, Wakefield, VA	2.04	Single-Family Home	$80,800	08/07/26	3	1	864
10330 Skyline Dr, Wakefield, VA	1.98	Single-Family Home	$18,550	09/15/25	1	1	480
30047 Millfield Rd, Wakefield, VA	2.96	Single-Family Home	$762,990	01/12/26	5	3.5	3,314
30051 Millfield Rd, Wakefield, VA	3.69	Single-Family Home	$705,740	10/17/25	5	3.5	2,984
36220 Green Level Rd, Wakefield, VA	3.83	Single-Family Home	$425,000	02/11/26	3	2	-
12107 Appleton Rd, Ivor, VA	4.39	Single-Family Home	$350,000	02/04/26	3	2	1,320
32282 Lightwood Dr, Ivor, VA	5.29	Single-Family Home	$405,000	07/28/26	5	3	2,705
39205 Warrique Rd, Ivor, VA	5.30	Single-Family Home	$425,000	11/21/25	3	2	1,460

Local Information

Map ViewExplore the area around 27075 Upton Ln.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1991

Lot Size

48.84 acres

Living Area

2,047 sqft

Price/Sqft

$275

Parking

Garage

About this House

This single-family home is located at 27075 Upton Ln, Wakefield, VA. 27075 Upton Ln is in Wakefield, VA and in ZIP code 23888. This property has 3 bedrooms, 3 bathrooms and approximately 2,047 sqft of floor space. This property has a lot size of 48.84 acres and was built in 1991.

27075 Upton Ln, Wakefield, VA 23888 is a 3 bedroom, 3 bathroom, 2,047 sqft single-family home built in 1991. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $562,700, with a rent estimate of $2,724/month.

Home Details for 27075 Upton Ln

Interior Features
Heating & Cooling Heating: Heat PumpHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 1.7000000476837158Floors: Tile, Other, Carpet
Interior Details Number of Rooms: 9
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: CompositionDeckExterior: OtherFoundation Type: Masonry
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1991
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 48.84 acres

Price and Tax history

Year	Property tax	Tax assessment
2025	$3,753	$528,600

Home facts updated by county records

Additional Cost

Market trends in Wakefield

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Around this home

Nottoway Elementary School
PK-5
Public
235 Students
Southampton County Public Schools
7/10
GreatSchools Rating
Parent Rating Average
Really good school environment, prepares students for an actual middle school (Southampton Middle School is not an actual middle school)
Other Review
2y ago
5 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 Wakefield

At least 4 Trulia users voted on each feature.

100 % Say people would walk alone at night
100 % Say it's quiet
100 % Say parking is easy
80 % Say yards are well-kept
67 % Say car is needed
67 % Say it's walkable to grocery stores
60 % Say it's dog friendly
57 % Say streets are well-lit
56 % Say it's walkable to restaurants
50 % Say there's wildlife
50 % Say there's holiday spirit
50 % Say they plan to stay for at least 5 years
50 % Say kids play outside
48 % Say neighbors are friendly
40 % Say there are community events
20 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 27075 Upton Ln

What is 27075 Upton Ln estimated to be worth?
Trulia's estimated value for 27075 Upton Ln in Wakefield, VA is $562,700.
Is Wakefield a buyer's or seller's market?
Wakefield is currently a seller's market, based on recent for-sale activity.
What are the closest schools to 27075 Upton Ln?
The closest schools to 27075 Upton Ln in Wakefield, VA are Nottoway Elementary School (Pre-K, rated 7/10), Southampton High School (rated 2/10), Southampton Middle School (rated 3/10).
How big is the lot at 27075 Upton Ln?
The lot at 27075 Upton Ln in Wakefield, VA is about 48.8 acres.
Does 27075 Upton Ln have a garage?
Yes, 27075 Upton Ln in Wakefield, VA has a garage.