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Listing provided courtesy of Keller Williams Pinehurst- MLS# 100552733MLS Provider

280 W Connecticut AvenueSouthern Pines, NC 28387

Single Family · 4 Beds · 3 Full Baths · 1 Half Bath · 3,215 Sq. ft. | 0.38 Acres
$749,500 Active

280 W Connecticut Avenue Overview

Time on Site:
145 days
Visits:
2

BARGAIN Once priced well over $1 million, now attractively priced at $749,500 and offered with a recently surveyed extra building lot suitable for a duplex! Circa 1890 3-4BR/3.5BA 3,200+SF extensively renovated home on a large lot in the highly desired downtown Southern Pines. This unique home offers numerous options. An additional home can be constructed on this lot, or even a duplex! Perhaps a garage with an apartment above, or it can be used as a single-family home with an in-law suite, or even multi-family (3 units total). The family room upstairs could easily be changed back to a 4th bedroom. The main floor boasts a beautifully updated kitchen with ZLINE appliances, gas cooktop dual fuel range, granite counters, and black walnut trim built-in cabinets. The first floor has a new luxurious master bath with a spacious primary bedroom, solid shelving in the walk-in closet and direct access to the laundry/mudroom. The outdoor living space is amazing with a wraparound porch, 2 screened porches, rear deck and wood fencing. The upstairs includes 2/3 spacious bedrooms (2 full baths), a family room (4th BR) that also includes a kitchenette+ an additional spacious laundry room and beautifully hand-tiled full bath with walk-in shower. The basement is dry and adds lots of storage space, accessible from exterior stairs in rear of house. Note the home has 3 electric meters, 3 water heaters and two heat pumps (first floor unit is <10 yr old). The current owner has spent hundreds of thousands $ to carefully restore this home to its current splendor. Anderson windows 2022, Hardie Plank siding 2022, plumbing and electrical updates 2022-2024, Carolina Basements added additional support to basement 2022. New or newer: fixtures, paint, gutters, kitchen, laundry, baths, flooring, insulation, gas lines, fence, and appliances. Shown by appointment to pre-qualified buyers.

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280 W Connecticut Avenue Facts & Features

  • Type Single Family
  • Sq. ft. 3,215
  • Price/Sq.ft. $233
  • Lot 0.38 Acres

Details

General

Association/HOA

  • Association Amenities: Park,Pickleball,Playground,Tennis Court(s),Trash
  • Association: false

School Information

  • School District: Moore County Schools
  • Elementary School: Southern Pines Elementary
  • Middle Or Junior School: Crain's Creek Middle
  • High School: Pinecrest

Building Information

  • New Construction: false
  • Year Built: 1890

Location/Region

  • County Or Parish: Moore
  • Subdivision Name: Downtown

Tax Information

  • Tax Assessed Value: 811730
  • Tax Year: 2025

General Information

  • Furnished: Unfurnished
  • Listing Terms: Cash,Conventional,FHA,VA Loan
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Special Listing Conditions: Standard
  • Zoning: RM-2

Interior

Parking Information

  • Garage: false

Beds/Baths

  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total: 4
  • Bedrooms Total: 4

Building Interior

  • Building Area Total: 3215.0

General Information

  • Appliances: Vented Exhaust Fan,Gas Cooktop,Washer,Refrigerator,Range,Dryer,Disposal,Dishwasher
  • Basement: Exterior Entry,Unfinished,Partial
  • Entry Level: 1
  • Fireplace Features: Gas Log
  • Fireplace: true
  • Flooring: LVT/LVP,Carpet,Tile,Wood
  • Foundation Details: Combination,Brick/Mortar,Crawl Space
  • Interior Features: Master Downstairs,Walk-in Closet(s),Solid Surface,Bookcases,Kitchen Island,2nd Kitchen,Apt/Suite,Ceiling Fan(s),Pantry,Walk-in Shower,Blinds/Shades,Eat-in Kitchen,Gas Log,Walk-In Closet(s)
  • Laundry Features: Dryer Hookup,Washer Hookup,Laundry Room,Utility Sink
  • Levels: Two
  • Living Area: 3215.00
  • Living Area Units: Square Feet
  • Rooms Total: 10
  • Security Features: Smoke Detector(s)
  • Stories Total: 2
  • Window Features: Thermal Windows

Exterior

Parking Information

  • Parking Features: Shared Driveway,On Street,Gravel,Other,See Remarks,Off Street,On Site,Unpaved

Lot Information

  • Frontage Type: See Remarks
  • Lot Features: Front Yard,Level,Corner Lot
  • Lot Size Acres: 0.38
  • Lot Size Area: 0.38
  • Lot Size Dimensions: 125x130x124.7x130
  • Lot Size Square Feet: 16553.00
  • Lot Size Units: Acres
  • Water Source: Public

Waterfront/View

  • View: See Remarks
  • Waterfront: false

Building Exterior/Construction

  • Attached Garage: false
  • Construction Materials: Wood Frame
  • Patio And Porch Features: Covered,Deck,Porch,Screened,Side Porch
  • Roof: Architectural Shingle,Shingle,Composition
  • Structure Type: Triplex,Wood Frame,Stick Built

General Information

  • Fencing: Full,Wood,Front Yard
  • Road Frontage Type: Maintained,City Street,State Road
  • Utilities: Natural Gas Available,Sewer Connected,Water Connected

Room Information

Room: Other

  • Level: Basement
  • Length: 20.00
  • Width: 17.00
  • Description: Basement Storage

Room: Other

  • Level: Basement
  • Length: 20.00
  • Width: 14.00
  • Description: Basement Storage

Room: Dining Room

  • Level: Main
  • Length: 17.00
  • Width: 9.00

Room: Kitchen

  • Level: Main
  • Length: 17.00
  • Width: 9.00

Room: Laundry

  • Level: Main
  • Length: 17.00
  • Width: 8.00

Room: Living Room

  • Level: Main
  • Length: 19.00
  • Width: 17.00

Room: Master Bedroom

  • Level: Main
  • Length: 17.00
  • Width: 17.00

Room: Other

  • Level: Main
  • Length: 37.00
  • Width: 7.00
  • Description: Covered Porch

Room: Other

  • Level: Main
  • Length: 18.00
  • Width: 9.00
  • Description: Deck

Room: Other

  • Level: Main
  • Length: 19.00
  • Width: 7.00
  • Description: Screened Porch

Room: Other

  • Level: Main
  • Length: 19.00
  • Width: 7.00
  • Description: Porch

Room: Bedroom 2

  • Level: Second
  • Length: 19.00
  • Width: 13.00

Room: Bedroom 3

  • Level: Second
  • Length: 16.00
  • Width: 14.00

Room: Bonus Room

  • Level: Second
  • Length: 17.00
  • Width: 16.00

Room: Laundry

  • Level: Second
  • Length: 10.00
  • Width: 10.00

Find, Buy & Move into Your Home with Us.

Instead of having a mortgage team here, an insurance agent there, a REALTOR® down the street, an inspector and a moving company across town, you have one team with one goal and one focus: you. Ask for “All-Inclusive” Buying.

Enjoy the sense of confidence knowing your Long & Foster full team can handle it all. Your agent is supported by a team of specialists in Mortgage, Insurance, Title, Inspection, Moving and Property Management who are there to guide you every step of the way. They’ll make sure things run smoothly, closing happens on time, and you arrive at your dream home according to plan.

Accolades:
98 %
Customer
Satisfaction
4.8

311 Reviews
Top Services:
  • Buying
  • Selling
  • Rental Properties
  • Investment Properties
  • Luxury Properties
Key Advantages:
  • Be your guide with expert knowledge of your area
  • Help find your home and offer objective information and opinions
  • Stand in your corner during negotiations
  • Assist with paperwork and details to get you to closing
  • Connect you to vendors if work is needed

Our mortgage affiliate, Prosperity Home Mortgage, will get you approved for a mortgage before shopping for a home. This will make your offer stand out and give you an edge in a highly competitive market. If you are already pre-approved, no problem, we can take a “second look” and try to get you even better terms.

Accolades:
97 %
Customer
Satisfaction
5.0

3,803 Reviews
Top Services:
  • Fixed & adjustable rate mortgages
  • FHA and VA mortgage programs
  • Rapid Close™
  • USDA Loans
Key Advantages:
  • Full suite of mortgage programs to meet your specific needs
  • Friendly professionals guide through every step of the loan process
  • We help you find and lock in on the market’s best interest rate
  • We work closely with your title company to ensure accurate closing

We help you make good decisions when you’re buying a home and learn how to be a better homeowner after you move-in. We streamline your inspection journey, provide thorough and accurate results, and get you to closing peacefully. Schedule a confirmed inspection online 24x7.

Accolades:
97 %
Customer
Satisfaction
5.0

240 Reviews
Top Services:
  • Home Inspection
  • Radon Gas
  • Termite Inspection
  • Test Indoor Air Quality
  • Pay at Closing*
Key Advantages:
  • Scheduling online 24x7 confirm a convenient date & time for you & your agents
  • High-tech journey makes it easy to sign agreement, make payment, view reports
  • One stop shop for home, radon & termite
  • Knowledgeable, friendly inspectors teach you about your home and property
  • Custom homeowner’s manual teaches you how to maintain your home

* A Long & Foster exclusive benefit. If you work with RGS Title or Sage Title Group and Insight Inspections, your can enjoy a $55 discount and the flexibility to pay for the inspection at settlement. This new approach combines the best of both the title and inspection worlds, creating a seamless and integrated journey.

We carefully examine your new home’s title, get your legal documents in order, and safeguard your investment. With a team of specialists who expect the unexpected, you can anticipate an on-time, worry-free closing.

Accolades:
97 %
Customer
Satisfaction
4.9

Reviews
Top Services:
  • Title Search & Status
  • Title Insurance
  • Document Prep
  • Closing Coordination
  • Filing & Recording
Key Advantages:
  • Ensure that there are no unresolved claims or liens on your home’s title
  • Help secure insurance against unexpected title challenges
  • Prepare closing paperwork to ensure documents are in compliance with laws
  • Coordinate with all parties to schedule final closing
  • File & record your paperwork with the courthouse

We help you secure the proper coverage at a competitive price to protect your largest investment — your home. Our insurance agents work closely with you to understand your risk exposures, educate you on your options, protect you from the unexpected, and develop insurance strategies to offer ongoing service to address your ever-changing insurance needs.

Accolades:
98 %
Customer
Satisfaction
4.9

77 Reviews
Top Services:
  • Home Insurance
  • Auto Insurance
  • Umbrella Insurance
  • Motorcycle, Boat, RV and more
Key Advantages:
  • Specialize in real estate and bundle other policies for savings
  • Work with 10+ leading carriers to secure the best coverage at the best cost
  • Save you time by shopping for you
  • We’re independent - we find and present you with the best offers and let you decide
  • Guide you with ongoing service and support

We ensure a smooth, stress-free move so you can start enjoying your new home as soon as you move in. Whether you’re headed down the street or across the country, our moving specialists will make sure you don’t have to lift a finger.

Accolades:
98 %
Customer
Satisfaction
4.6

953 Reviews
Top Services:
  • Packing & Unpacking
  • Decluttering
  • Storage
  • Local or Long Distance
  • International Moving
Key Advantages:
  • 30-minute guided virtual survey with next business day Guaranteed quote
  • Best Price Guarantee*†
  • 2-months free storage*‡
  • $20,000 full value protection*
  • Personal move concierge - from first call until last box is delivered

* Long & Foster Customers Only. † Examples of qualified movers: any major van line (United, Mayflower, Atlas, North American, etc) for local: JK, Hilldrup, Town and Country, Able, Interstate, All my Sons, Olympia, Gentle Giant. ‡ 2 Months Free Storage Program: If you’re moving from DE, MD, DC or VA and to DE, MD, DC or VA, we offer 2 months of free storage for all of the contents of your home. There is no charge for the storage of the items for 2 months. There is a cost for pickup of the items to go to storage and for delivery of items from storage to the new home.

We are the next generation of property management. With our streamlined processes, best-in-class service, and transparent financial updates, we help investors achieve financial success through real estate.

Accolades:
98 %
Customer
Satisfaction
4.8

120 Reviews
Top Services:
  • Property Surveys
  • Marketing
  • Tenant Screening
  • Maintenance
  • Lease Enforcement
Key Advantages:
  • We’ll guide and help identify the right properties to invest in
  • Use of smart devices, predictive data and analytics to help maintain properties
  • Get more free time when we handle billing and payments
  • We continuously monitor state and federal landlord/tenant laws
  • Become more knowledgeable with quarterly portfolio reviews & guidance

  • Enjoy the sense of confidence knowing your Long & Foster full team can handle it all. Your agent is supported by a team of specialists in Mortgage, Insurance, Title, Inspection, Moving and Property Management who are there to guide you every step of the way. They’ll make sure things run smoothly, closing happens on time, and you arrive at your dream home according to plan.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.8

    311 Reviews
    Top Services:
    • Buying
    • Selling
    • Rental Properties
    • Investment Properties
    • Luxury Properties
    Key Advantages:
    • Be your guide with expert knowledge of your area
    • Help find your home and offer objective information and opinions
    • Stand in your corner during negotiations
    • Assist with paperwork and details to get you to closing
    • Connect you to vendors if work is needed

  • Our mortgage affiliate, Prosperity Home Mortgage, will get you approved for a mortgage before shopping for a home. This will make your offer stand out and give you an edge in a highly competitive market. If you are already pre-approved, no problem, we can take a “second look” and try to get you even better terms.

    Accolades:
    97 %
    Customer
    Satisfaction
    5.0

    3,803 Reviews
    Top Services:
    • Fixed & adjustable rate mortgages
    • FHA and VA mortgage programs
    • Rapid Close™
    • USDA Loans
    Key Advantages:
    • Full suite of mortgage programs to meet your specific needs
    • Friendly professionals guide through every step of the loan process
    • We help you find and lock in on the market’s best interest rate
    • We work closely with your title company to ensure accurate closing

  • We carefully examine your new home’s title, get your legal documents in order, and safeguard your investment. With a team of specialists who expect the unexpected, you can anticipate an on-time, worry-free closing.

    Accolades:
    97 %
    Customer
    Satisfaction
    4.9

    Reviews
    Top Services:
    • Title Search & Status
    • Title Insurance
    • Document Prep
    • Closing Coordination
    • Filing & Recording
    Key Advantages:
    • Ensure that there are no unresolved claims or liens on your home’s title
    • Help secure insurance against unexpected title challenges
    • Prepare closing paperwork to ensure documents are in compliance with laws
    • Coordinate with all parties to schedule final closing
    • File & record your paperwork with the courthouse

  • We help you secure the proper coverage at a competitive price to protect your largest investment — your home. Our insurance agents work closely with you to understand your risk exposures, educate you on your options, protect you from the unexpected, and develop insurance strategies to offer ongoing service to address your ever-changing insurance needs.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.9

    77 Reviews
    Top Services:
    • Home Insurance
    • Auto Insurance
    • Umbrella Insurance
    • Motorcycle, Boat, RV and more
    Key Advantages:
    • Specialize in real estate and bundle other policies for savings
    • Work with 10+ leading carriers to secure the best coverage at the best cost
    • Save you time by shopping for you
    • We’re independent - we find and present you with the best offers and let you decide
    • Guide you with ongoing service and support

  • We help you make good decisions when you’re buying a home and learn how to be a better homeowner after you move-in. We streamline your inspection journey, provide thorough and accurate results, and get you to closing peacefully. Schedule a confirmed inspection online 24x7.

    Accolades:
    97 %
    Customer
    Satisfaction
    5.0

    240 Reviews
    Top Services:
    • Home Inspection
    • Radon Gas
    • Termite Inspection
    • Test Indoor Air Quality
    • Pay at Closing*
    Key Advantages:
    • Scheduling online 24x7 confirm a convenient date & time for you & your agents
    • High-tech journey makes it easy to sign agreement, make payment, view reports
    • One stop shop for home, radon & termite
    • Knowledgeable, friendly inspectors teach you about your home and property
    • Custom homeowner’s manual teaches you how to maintain your home

    * A Long & Foster exclusive benefit. If you work with RGS Title or Sage Title Group and Insight Inspections, your can enjoy a $55 discount and the flexibility to pay for the inspection at settlement. This new approach combines the best of both the title and inspection worlds, creating a seamless and integrated journey.

  • We ensure a smooth, stress-free move so you can start enjoying your new home as soon as you move in. Whether you’re headed down the street or across the country, our moving specialists will make sure you don’t have to lift a finger.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.6

    953 Reviews
    Top Services:
    • Packing & Unpacking
    • Decluttering
    • Storage
    • Local or Long Distance
    • International Moving
    Key Advantages:
    • 30-minute guided virtual survey with next business day Guaranteed quote
    • Best Price Guarantee*†
    • 2-months free storage*‡
    • $20,000 full value protection*
    • Personal move concierge - from first call until last box is delivered

    * Long & Foster Customers Only. † Examples of qualified movers: any major van line (United, Mayflower, Atlas, North American, etc) for local: JK, Hilldrup, Town and Country, Able, Interstate, All my Sons, Olympia, Gentle Giant. ‡ 2 Months Free Storage Program: If you’re moving from DE, MD, DC or VA and to DE, MD, DC or VA, we offer 2 months of free storage for all of the contents of your home. There is no charge for the storage of the items for 2 months. There is a cost for pickup of the items to go to storage and for delivery of items from storage to the new home.

  • We are the next generation of property management. With our streamlined processes, best-in-class service, and transparent financial updates, we help investors achieve financial success through real estate.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.8

    120 Reviews
    Top Services:
    • Property Surveys
    • Marketing
    • Tenant Screening
    • Maintenance
    • Lease Enforcement
    Key Advantages:
    • We’ll guide and help identify the right properties to invest in
    • Use of smart devices, predictive data and analytics to help maintain properties
    • Get more free time when we handle billing and payments
    • We continuously monitor state and federal landlord/tenant laws
    • Become more knowledgeable with quarterly portfolio reviews & guidance

280 W Connecticut Avenue Neighborhood

Community

28387 (SOUTHERN PINES) Demographics

41
Median Age
516
Population Density (per sq. mile)
63%
College Educated
$63,051
Estimated Median Income
4,026
Estimated Total Home Owners
2,959
Estimated Total Renters
58% / 42%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

280 W Connecticut Avenue Monthly Cost

$
$ %
%
$
$
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

280 W Connecticut Avenue Market Data

Based on the last 30 days in this zip code

$598,553
Average List Price
$263
Average Price per Square Foot
0
Properties Sold
35
Average Days on Market
30
Properties for Sale
Calculations provided by Reliance Network

280 W Connecticut Avenue History

Date Event Value Agent
6/27/2026Source: Hive MLS Price Reduction
$749,500 -0.1%
6/4/2026Source: Hive MLS Price Reduction
$750,000 -3.2%
5/30/2026Source: Hive MLS Price Reduction
$775,000 -3.7%
5/18/2026Source: Hive MLS Status Change
Active
5/11/2026Source: Hive MLS Status Change
Hold
5/8/2026Source: Hive MLS Price Reduction
$805,000 -2.4%
4/21/2026Source: Hive MLS Price Reduction
$825,000 -4.0%
4/8/2026Source: Hive MLS Price Reduction
$859,000 -4.4%
4/2/2026Source: Hive MLS Price Reduction
$899,000 -5.3%
2/4/2026Source: Hive MLS Added to Database
February 04, 2026
12/9/2025Source: Hive MLS Added to Database
December 09, 2025