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For sale
    • Price cut: $500 (6/27)
    $749,500

    280 W Connecticut Avenue, Southern Pines, NC 28387

    4beds
    3,215sqft
    : 
    $4,319/mo
    Get pre-qualified
    Single Family Residence
    Built in 1890
    0.38 Acres Lot
    $744,600 Zestimate®
    $233/sqft
    $-- HOA

    What's special

    Wood fencingWraparound porchRear deckZline appliancesBeautifully updated kitchenNew luxurious master bathGranite counters
    This beautiful property is back on the market due to no fault of its own. The buyers plans changed! 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.
    163 days
    |
    857
    |
    44
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    Zillow last checked:

    Listing updated:

    Listed by:

    Tammy O Lyne 910-603-5300,

    Keller Williams Pinehurst

    Source: Hive MLS,MLS#: 100552733MLS LogoOriginating MLS: Mid Carolina Regional MLS

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Master Bedroom, Living Room, Dining Room, Bonus Room, Bedroom 2, Bedroom 3, Laundry, Other
      Primary bedroom
      • Level: Main
      • Dimensions: 17 x 17
      Bedroom 2
      • Level: Second
      • Dimensions: 19 x 13
      Bedroom 3
      • Level: Second
      • Dimensions: 16 x 14
      Bonus room
      • Level: Second
      • Dimensions: 17 x 16
      Dining room
      • Level: Main
      • Dimensions: 17 x 9
      Kitchen
      • Level: Main
      • Dimensions: 17 x 9
      Laundry
      • Level: Second
      • Dimensions: 10 x 10
      Laundry
      • Level: Main
      • Dimensions: 17 x 8
      Living room
      • Level: Main
      • Dimensions: 19 x 17
      Other
      • Description: Porch
      • Level: Main
      • Dimensions: 19 x 7
      Other
      • Description: Basement Storage
      • Level: Basement
      • Dimensions: 20 x 17
      Other
      • Description: Deck
      • Level: Main
      • Dimensions: 18 x 9
      Other
      • Description: Screened Porch
      • Level: Main
      • Dimensions: 19 x 7
      Other
      • Description: Covered Porch
      • Level: Main
      • Dimensions: 37 x 7
      Other
      • Description: Basement Storage
      • Level: Basement
      • Dimensions: 20 x 14
      Heating
      • Heat Pump, Electric, Forced Air
      Cooling
      • Central Air, Heat Pump
      Appliances
      • Included: Vented Exhaust Fan, Gas Cooktop, Washer, Refrigerator, Range, Dryer, Disposal, Dishwasher
      • Laundry: Dryer Hookup, Washer Hookup, Laundry Room
      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)
      • Flooring: LVT/LVP, Carpet, Tile, Wood
      • Windows: Thermal Windows
      • Basement: Exterior Entry,Unfinished,Partial
      • Has fireplace: Yes
      • Fireplace features: Gas Log
      Interior area
      • Total structure area: 3,215
      • Total interior livable area: 3,215 sqft

      Property

      Parking
      • Parking features: Shared Driveway, On Street, Gravel, Other, See Remarks, Off Street, On Site, Unpaved
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Patio & porch: Covered, Deck, Porch, Screened, Side Porch
      • Fencing: Full,Wood,Front Yard
      • Has view: Yes
      • View description: See Remarks
      • Frontage type: See Remarks
      Lot
      • Size: 0.38 Acres
      • Dimensions: 125 x 130 x 124.7 x 130
      • Features: Front Yard, Level, Corner Lot
      Details
      • Parcel number: 00034624
      • Zoning: RM-2
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, See Remarks
      • Foundation: Combination, Brick/Mortar, Crawl Space
      • Roof: Architectural Shingle,Shingle,Composition
      Condition
      • New construction: No
      • Year built: 1890
      Details
      • Warranty included: Yes

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Natural Gas Available, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Security: Smoke Detector(s)
      • Subdivision: Downtown
      HOA
      • Has HOA: No
      • Amenities included: Park, Pickleball, Playground, Tennis Court(s), Trash
      Location
      • Region: Southern Pines

      Financial & listing details

      • Price per square foot: $233/sqft
      • Tax assessed value: $811,730
      • Annual tax amount: $5,054
      • Date on market: 7/17/2026
      • Cumulative days on market: 163 days
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional,FHA,VA Loan

        Estimated market value

        $744,600

        $707,000 - $782,000

        $3,419/mo

        Price history

        DateEventPrice
        7/17/2026Listed for sale$749,500$233/sqft
        Source: Hive MLS #100552733 Report a problem
        7/4/2026Contingent$749,500$233/sqft
        Source: Hive MLS #100552733 Report a problem
        6/27/2026Price change$749,500-0.1%$233/sqft
        Source: Hive MLS #100552733 Report a problem
        6/4/2026Price change$750,000-3.2%$233/sqft
        Source: Hive MLS #100552733 Report a problem
        5/30/2026Price change$775,000-3.7%$241/sqft
        Source: Hive MLS #100552733 Report a problem
        5/18/2026Listed for sale$805,000$250/sqft
        Source: Hive MLS #100552733 Report a problem
        5/11/2026Listing removed$805,000$250/sqft
        Source: Hive MLS #100552733 Report a problem
        5/8/2026Price change$805,000-2.4%$250/sqft
        Source: Hive MLS #100552733 Report a problem
        4/21/2026Price change$825,000-4%$257/sqft
        Source: Hive MLS #100552733 Report a problem
        4/9/2026Price change$859,000-4.4%$267/sqft
        Source: Hive MLS #100552733 Report a problem
        3/26/2026Price change$899,000-5.3%$280/sqft
        Source: Hive MLS #100552733 Report a problem
        2/4/2026Listed for sale$949,000$295/sqft
        Source: Hive MLS #100552733 Report a problem
        1/2/2026Listing removed$949,000$295/sqft
        Source: Hive MLS #100516728 Report a problem
        10/30/2025Price change$949,000-5%$295/sqft
        Source: Hive MLS #100516728 Report a problem
        10/1/2025Price change$999,000-8.8%$311/sqft
        Source: Hive MLS #100516728 Report a problem
        7/1/2025Listed for sale$1,095,000-12.3%$341/sqft
        Source: Hive MLS #100516728 Report a problem
        7/1/2025Listing removed$1,249,000$388/sqft
        Source: Hive MLS #100481815 Report a problem
        4/7/2025Price change$1,249,000-3.8%$388/sqft
        Source: Hive MLS #100481815 Report a problem
        3/12/2025Price change$1,299,000-3.8%$404/sqft
        Source: Hive MLS #100481815 Report a problem
        1/31/2025Listed for sale$1,350,000+235%$420/sqft
        Source: Hive MLS #100481815 Report a problem
        10/5/2021Sold$403,000-4%$125/sqft
        Source: Hive MLS #207226 Report a problem
        7/28/2021Listed for sale$420,000$131/sqft
        Source: MCR #207226 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$3,132 -3%$491,260
        2023$3,230 +0.3%$491,260 +13%
        2022$3,222 -2.6%$434,570 +24.8%
        2021$3,309 $348,290
        2020$3,309 $348,290
        2019$3,309 $348,290 +28%
        2018$3,309 +39%$272,020
        2017$2,380 $272,020
        2015$2,380 +1.2%$272,020 +59.4%
        2014$2,353 +61.3%$170,650
        2013$1,459 $170,650
        2012-- $170,650
        2011-- $170,650
        2010-- $170,650
        2009-- $170,650
        2008-- $170,650
        2007-- $170,650 +8.2%
        2005-- $157,650
        2004-- $157,650
        2003-- $157,650
        2002-- $157,650
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 28387

        Getting around

        70 / 100
        Somewhat Walkable
        50 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Southern Pines Elementary
        • Middle: Crain's Creek Middle
        • High: Pinecrest

        Source: Hive MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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