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$805,000 Just Listed

  • For Sale
  • Active
  • Triplex
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,215 Sq. Ft.
  • 0.38 Acres
  • Updated 9 hours ago
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Once priced well over $1 million, now attractively priced at $805,000. 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.

Full Property Details for 280 W Connecticut Ave

General

  • Price: $805,000
  • Taxes: $5,054 (2025)
  • Status: Active
  • Type: Triplex
  • Source: 2253
  • MLS ID: 100552733
  • Updated: 5/18/2026
  • Added to Site: 4 day(s) ago

Interior

  • Number of Rooms: 10
  • 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)
  • Fireplace: Yes
  • Fireplace(s): Gas Log
  • Appliances: Vented Exhaust Fan, Gas Cooktop, Washer, Refrigerator, Range, Dryer, Disposal, Dishwasher
  • Furnishings: Unfurnished
  • Flooring: LVT/LVP, Carpet, Tile, Wood

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Living Area

Other Rooms

  • Eat-in kitchen: Yes
  • Laundry: Dryer Hookup, Washer Hookup, Laundry Room, Utility Sink

Additional Information

  • Shared Amenities: Park, Pickleball, Playground, Tennis Court(s), Trash
  • Security/Safety: Smoke Detector(s)

Exterior

  • Porch/Patio/Deck: Covered, Deck, Porch, Screened, Side Porch

Parking

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

Location

  • County: Moore
  • Subdivision: Downtown
  • Driving Directions: Downtown So. Pines, then onto Broad Street to W. Connecticut, then N. Bennett St., property is on the corner of W. Connecticut Ave. and N. Page St. Parking on W. Connecticut

School Information

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

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Central Air, Heat Pump
  • Heating Type: Heat Pump, Electric, Forced Air

Utilities

  • Sewer: Municipal Sewer
  • Water: Public
  • Utility Description: Natural Gas Available, Sewer Connected, Water Connected

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Triplex, Wood Frame, Stick Built
  • Construction: Wood Frame
  • Basement Desc.: Exterior Entry, Unfinished, Partial
  • Roof: Architectural Shingle, Shingle, Composition
  • Windows: Thermal Windows
  • Entry Floor Number: 1
  • Square Feet: 3,215
  • Year Built: 1890

Lot Features

  • Lot Size (Acres): 0.38
  • Lot Size (Sq. Ft.): 16,553
  • Lot Dimensions: 125 x 130 x 124.7 x 130
  • Frontage: Maintained, City Street, State Road
  • Lot Features: Front Yard, Level, Corner Lot
  • Zoning: RM-2
  • Fencing (Description): Full, Wood, Front Yard

Financial Considerations

  • For Sale: Yes
  • Price Per Sq. Ft.: $250.39
  • Assessment Amount: $811,730
  • Tax Amount: $5,054
  • Tax Year: 2025
  • Terms: Cash, Conventional, FHA, VA Loan

Disclosures and Reports

  • Special Conditions: Standard
  • Legal Description: BLK J 5 LOT 13 14 PART LOT 1215
  • Property ID: 34624
  • Lot Number: 13

Listed by Keller Williams Pinehurst, Tammy O Lyne

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Listing agent

— 280 W Connecticut Ave —

  • Tammy O Lyne

    Keller Williams Pinehurst

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 280 W Connecticut Ave

School District:Moore County Schools
NameGradesDistance
Crain's Creek Middle School
4631 Union Church Road, Carthage, NC 28327
6-88.9 mi
Pinecrest High School
250 Voit Gilmore Lane, Southern Pines, NC 28387
9-122.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 280 W Connecticut Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/18/2026
Listed
$805,000
99.75%
MLS
9/22/2021
Sold
$403,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 280 W Connecticut Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,053
56%
$811,730
65%
2023
$3,230
—
$491,260
41%
2022
$3,222
-3%
$348,290
—
2021
$3,309
1%
$348,290
—
2020
$3,270
-1%
$348,290
28%
2019
$3,309
39%
$272,020
—
2016
$2,380
—
$272,020
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Keller Williams Pinehurst, Tammy O Lyne

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280 W Connecticut Avenue, Southern Pines, NC 28387 (MLS# 100552733) is a Triplex property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 280 W Connecticut Avenue is currently listed for $805,000 and was received on May 18, 2026. Want to learn more about 280 W Connecticut Avenue? Do you have questions about finding other Triplex real estate for sale in Highland Trails? You can browse all Highland Trails real estate or contact a Coldwell Banker agent to request more information.

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