440 Kensington Rd

Southern Pines, NC 28387

$689,000
Price
4
Beds
2,187 Sq. Ft.
$315 / Sq. Ft.
2,187
Sq. Ft.
$315
per Sq. Ft.
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Description

Discover the perfect blend of space, charm, and convenience in this sought-after Southern Pines home, just a 10-minute walk to vibrant downtown. This rare three-story property offers over 2,800 square feet of living space on a fully fenced 0.51-acre lot. The main living areas feature four bedrooms and three bathrooms, with a functional layout that includes two bedrooms and two full baths on the main level, plus two additional bedrooms and a full bath upstairs. The semi-finished walkout basement adds...Discover the perfect blend of space, charm, and convenience in this sought-after Southern Pines home, just a 10-minute walk to vibrant downtown. This rare three-story property offers over 2,800 square feet of living space on a fully fenced 0.51-acre lot. The main living areas feature four bedrooms and three bathrooms, with a functional layout that includes two bedrooms and two full baths on the main level, plus two additional bedrooms and a full bath upstairs. The semi-finished walkout basement adds exceptional flexibility, offering three bonus rooms currently used as a guest room, media room, and additional living space—creating an ideal opportunity for a future apartment or private retreat with a little imagination. Thoughtful details throughout include plantation shutters, a carport with electricity, a charming tree house, and a cozy fire pit—perfectly capturing the relaxed lifestyle Moore County is known for.
  1. Listed by LINNETTE REYES • PINELAND PROPERTY GROUP, LLC.

Property Details for 440 Kensington Road

Architectural Style
TwoStory
Waterfront
No
Parking Features
DetachedCarport
Parking Total
1.0
Subdivision Name
SOUTHERN PINES
View
See Remarks
Zoning
Res
View
Yes
LISTING UPDATED: 12/21/2025 03:07 PM

Property Details for 440 Kensington Road

StatusActive
MLS #754569
Days on Market19
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1940
Lot Size0.51 AC / 22,215 SF
CountyMoore County

Location

Listing Courtesy of PINELAND PROPERTY GROUP, LLC.
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Building Information for 440 Kensington Road

Stories2Year Built1940Building Size-Lot Size0.51 AC / 22,215 SF

Payment Calculator

$3,660 per month

30 year fixed, 6.28% Interest

Principal and Interest

$3,405

Property Taxes

$255

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 440 Kensington Road

Summary
Location and General Information
  • City: Southern Pines
  • County Or Parish: Moore
  • Country: US
  • Directions: From US-1 S Take the exit toward Pennsylvania Ave, Continue on W Pennsylvania Ave, Take S Bennett St to Kensington Rd, Turn L onto W Pennsylvania Ave, Turn R onto S Bennett St, Turn R onto W Illinois Ave, Turn R onto Kensington Rd, Destination will be on the L.
  • Road Surface Type: Paved
  • Postal Code: 28387
  • Latitude: 35.17481
  • Longitude: -79.39968
  • State Or Province: NC
  • Road Frontage Type: Paved
  • Topography: Cleared
Taxes and HOA Information
  • Parcel Number: 00034307
  • Association: No
  • Tax Assessed Value: 479660
  • Tax Book Number: 1
  • Tax Legal Description: PINEYWOOD MILLEN PL
  • Tax Map Number: 43
  • Tax Year: 2024
School Information
  • Elementary School: Southern Pines Elementary
  • High School: Pinecrest High School
  • High School District: Moore County Schools
  • Middle Or Junior School: Southern Middle School
Parking
  • Attached Garage: No
  • Carport Spaces: 0.0
  • Carport: No
  • Covered Spaces: 1.0
  • Garage Spaces: 1.0
  • Garage: Yes
Property
Lot Information
  • Above Grade Finished Area Units: SquareFeet
  • Below Grade Finished Area Units: SquareFeet
  • Above Grade Finished Area Range: 2001-2200
  • Building Area Total: 2187.0
  • Building Area Units: SquareFeet
  • Lot Features: Cleared
  • Lot Size Acres: 0.51
  • Lot Size Area: 22215.6
  • Lot Size Dimensions: 100x225x100x2225
  • Lot Size Units: Acres
  • Lot Size Range: .51-.75 Acre
  • Lot Size Square Feet: 22216.0
  • Living Area: 2187.0
  • Living Area Units: Square Feet
  • Living Area Range: 2001-2200
  • Above Grade Unfinished Area Range: 0
  • Below Grade Finished Area Range: 0
  • Below Grade Unfinished Area Range: 0
  • Structure Type: Wood Frame
Property and Assessments
  • Year Built: 1940
  • New Construction: No
  • Human Modified: No
Utilities
  • Sewer: PublicSewer
  • Utilities: Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Exterior Features: Fence, PropaneTankOwned
  • Frontage Type: See Remarks
  • Fencing: BackYard
  • Construction Materials: Block, WoodFrame
  • Foundation Details: See Remarks
  • Patio And Porch Features: Covered, Porch
  • Pool Private: No
  • Roof: Shingle
Interior Features
  • Levels: Two
  • Stories: 2
  • Flooring: Brick, Tile, Wood
  • Basement: PartiallyFinished, WalkOutAccess
  • Bathrooms Full: 3
  • Bathrooms Half: 0
  • Bathrooms Total: 3
  • Bedrooms Total: 4
  • Rooms Total: 9
  • Cooling: Yes
  • Cooling: CentralAir
  • Heating: Yes
  • Heating: FloorFurnace, HeatPump
  • Fireplaces Total: 2
  • Laundry Features: Dryer Hookup, Washer Hookup
  • Appliances: Cooktop, Dishwasher, Microwave, Refrigerator
  • Fireplace Features: None
  • Fireplace: No
  • Interior Features: CathedralCeilings, SeparateFormalDiningRoom, DoubleVanity, GraniteCounters, GardenTubRomanTub, PrimaryDownstairs, VaultedCeilings, WindowTreatments
  • Window Features: Blinds
Room Information
Room 6
  • Room Length: 13.12
  • Room Level: Basement
  • Room Type: Living Room
  • Room Width: 19.21
Room 7
  • Room Length: 19.28
  • Room Level: Second
  • Room Type: Office
  • Room Width: 14.35
Room 8
  • Room Length: 5.79
  • Room Level: First
  • Room Type: Bathroom 2
  • Room Width: 11.4
Room 9
  • Room Length: 13.47
  • Room Level: First
  • Room Type: Living Room
  • Room Width: 20.54
Multi Family
Income & Expenses
  • Operating Expense: $0
Rental
Rental Information
  • Occupant Type: Owner
  • Lease Considered: No

Property History for 440 Kensington Road

DateEvent & SourcePriceAppreciation
Dec 15, 2025

Expired

NCRMLS #100497567

$699,000—
Dec 13, 2025

Listed (Active)

NCRMLS #100545309

$689,000—
Dec 12, 2025

Listed (Active)

Longleaf Pine REALTORS #754569

$689,000—
Dec 12, 2025

Listed (Active)

TRIANGLEMLS #LP754569

$689,000—
Dec 3, 2025

Withdrawn

NCRMLS #100497567

$699,000—
May 30, 2025

Price Change

NCRMLS #100497567

$705,000—
May 3, 2025

Expired

NCRMLS #100442647

$705,000—
Mar 28, 2025

Listed (Active)

NCRMLS #100497567

$725,000—
Sep 30, 2024

Expired

TRIANGLEMLS #LP724908

—
Jun 30, 2024

Withdrawn

Longleaf Pine REALTORS #724908

—
Jun 14, 2024

Price Change

Longleaf Pine REALTORS #724908

$705,000—
Jun 4, 2024

Price Change

Longleaf Pine REALTORS #724908

$715,000—
May 27, 2024

Price Change

Longleaf Pine REALTORS #724908

$725,000—
May 20, 2024

Price Change

Longleaf Pine REALTORS #724908

$735,000—
May 6, 2024

Listed (Active)

NCRMLS #100442647

$740,000—
May 2, 2024

Listed (Active)

TRIANGLEMLS #LP724908

$740,000—
May 2, 2024

Listed (Active)

Longleaf Pine REALTORS #724908

$740,000—
Aug 4, 2023

Sold

NCRMLS #100377713

$650,000—
Jul 19, 2023

Sold (Public Record)

Public Record #1516166979

$650,000

+22.5% / yr

Jun 3, 2023

Pending

NCRMLS #100377713

—
Apr 5, 2023

Listed (Active)

NCRMLS #100377713

$650,000—
Feb 26, 2021

Sold

NCRMLS #202273

$400,000—
Feb 24, 2021

Sold (Public Record)

Public Record #1452071819

$400,000

+5.3% / yr

Feb 3, 2021

Pending

NCRMLS #202273

—
Sep 8, 2020

Listed (Active)

NCRMLS #202273

$450,000—
Jan 5, 2009

Sold

NCRMLS #131199

$212,500—
Dec 16, 2008

Pending

NCRMLS #131199

—
Dec 8, 2008

Sold (Public Record)

Public Record #1116123729

$212,500—
Nov 11, 2008

Listed (Active)

NCRMLS #131199

$215,000—
DateEvent & SourcePrice
12/15/2025

Expired

NCRMLS #100497567

$699,000
12/13/2025

Listed (Active)

NCRMLS #100545309

$689,000
12/12/2025

Listed (Active)

Longleaf Pine REALTORS #754569

$689,000
12/12/2025

Listed (Active)

TRIANGLEMLS #LP754569

$689,000
12/03/2025

Withdrawn

NCRMLS #100497567

$699,000
05/30/2025

Price Change

NCRMLS #100497567

$705,000
05/03/2025

Expired

NCRMLS #100442647

$705,000
03/28/2025

Listed (Active)

NCRMLS #100497567

$725,000
09/30/2024

Expired

TRIANGLEMLS #LP724908

—
06/30/2024

Withdrawn

Longleaf Pine REALTORS #724908

—
06/14/2024

Price Change

Longleaf Pine REALTORS #724908

$705,000
06/04/2024

Price Change

Longleaf Pine REALTORS #724908

$715,000
05/27/2024

Price Change

Longleaf Pine REALTORS #724908

$725,000
05/20/2024

Price Change

Longleaf Pine REALTORS #724908

$735,000
05/06/2024

Listed (Active)

NCRMLS #100442647

$740,000
05/02/2024

Listed (Active)

TRIANGLEMLS #LP724908

$740,000
05/02/2024

Listed (Active)

Longleaf Pine REALTORS #724908

$740,000
08/04/2023

Sold

NCRMLS #100377713

$650,000
07/19/2023

Sold (Public Record)

Public Record #1516166979

$650,000

+22.5% / yr

06/03/2023

Pending

NCRMLS #100377713

—
04/05/2023

Listed (Active)

NCRMLS #100377713

$650,000
02/26/2021

Sold

NCRMLS #202273

$400,000
02/24/2021

Sold (Public Record)

Public Record #1452071819

$400,000

+5.3% / yr

02/03/2021

Pending

NCRMLS #202273

—
09/08/2020

Listed (Active)

NCRMLS #202273

$450,000
01/05/2009

Sold

NCRMLS #131199

$212,500
12/16/2008

Pending

NCRMLS #131199

—
12/08/2008

Sold (Public Record)

Public Record #1116123729

$212,500
11/11/2008

Listed (Active)

NCRMLS #131199

$215,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 440 Kensington Road

Taxable ValueLand$134,670Additions$344,990Total$479,660
Tax Record2024$3,058 ($255 / month)
Home Facts
Beds2Baths2Total Finished SqFt1,812 SqFtAbove Grade Finished SqFt1,812 SqFtStories1Lot Size22,390 SqFtStyleSingle Family ResidenceYear Built1940ZoningRM-2CountyMOOREAPN00034307Fireplace TypeHas Fireplace

Schools near 440 Kensington Road

This home is within Moore County School District.
Rating
School
Type
Grades
Distance
Southern Pines Elementary School
Public - PK to 5
Crain's Creek Middle School
Public - 6 to 8
Pinecrest High School
Public - 9 to 12
Connect Academy
Public - K to 12
Rating
School
Distance
Southern Pines Elementary School
PublicPK to 5

Crain's Creek Middle School
Public6 to 8

Pinecrest High School
Public9 to 12

Connect Academy
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 440 Kensington Road, Southern Pines, NC 28387

440 Kensington Road is a single family home for sale in Southern Pines, NC 28387. This property was listed for sale on December 12, 2025 by PINELAND PROPERTY GROUP, LLC., it's currently listed at $689,000. It has been on the market for a total of 19 days and was last sold on August 4, 2023. This listing's school district is Moore County School District. Nearby schools include Southern Pines Elementary School, Crain's Creek Middle School and Pinecrest High School. 440 Kensington Road is a 4-bed, 3-bath, 2,187 sqft single family home built in 1940.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of PINELAND PROPERTY GROUP, LLC.

The data relating to real estate on this web site comes in part from the Internet Data Exchange program of Hive MLS, and is updated as of 12/21/2025 03:07 PM. All information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s) nor Compass shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. © 2026 Hive MLS