Under Contract

335 E Connecticut Avenue

Southern Pines, NC 28387
Mark as Favorite
Bed 4

Bed

Bath 3

Bath

SqFt2,322

Sqft

Acres0.21

Acre(Lot)

Welcome to 335 E Connecticut Avenue, a rare opportunity to own a piece of Southern Pines history while enjoying the ultimate walkable lifestyle. This distinguished Dutch Colonial, built circa 1920 and listed on the National Register of Historic Places, sits in the heart of downtown Southern Pines—steps from charming wine bars, cocktail lounges, coffee shops, the library, and all the amenities that make small-town living so desirable. The home's thoughtfully preserved interior spans 2,312 heated square feet across three levels, with historic details lovingly maintained throughout. The first floor features a beautifully updated kitchen with new appliances (including natural gas stove!) and ample storage, a formal dining room with French doors, and a living room with decorative fireplace. The show-stopping main level primary suite offers exposed beams, a chandelier, walk-in closet, and stunning ensuite bathroom with clawfoot tub. Three additional bedrooms and another clawfoot tub bath occupy the upper level, while a first-floor half bath and charming herringbone brick mudroom complete the main living spaces. The versatility continues beyond the main house. The partially finished lower level provides 311 square feet of heated and cooled space—perfect for a media room, playroom, or home office—plus laundry and unfinished storage. Outside, a charming brick front path leads to a covered porch, while a brick side patio and large sunny deck, offering afternoon and evening shade and overlooking the low-maintenance turf backyard. The crown jewel is the detached 321-square-foot heated and cooled building, currently a gym but equally suited as a home office or sunny studio. Recent upgrades include foundation waterproofing, new appliances, fresh paint, new doors, window treatments, deck refresh, roof repairs, and an EV charger. Walk to everything while enjoying your private historic sanctuary.

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Detail Ic Property Details

Property Type : Residential

Price : $799,000

AD Id : 72840230

MLS Id : 100547937

Beds : 4

Lot Size : 0.21 Acre

Living Area Size : 2,322

Year Built : 1920

County : Moore

Subdivision: Downtown

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    Room Information

    Rooms Total: 9 Has Basement: Yes Basement: Partially Finished
  • Flooring Information

    Carpet, Tile, Wood
  • Roofing Information

    Shingle
  • Interior Features

    Master Downstairs, Walk-In Closet(s), Bookcases, Pantry Roof: Shingle Appliances: Refrigerator, Dishwasher, Gas Range, Electric Water Heater Laundry Features: Washer Hookup, In Basement Window Features: Window Coverings
  • Heating & Cooling

    Has Heating: Yes Heating: Electric, Heat Pump, Natural Gas Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1920 Building Area Total: 2001 Construction Materials: Wood Siding, Frame Patio And Porch Features: Deck, Patio Private Pool: No View: See Remarks
  • Exterior Features

    Exterior Features: None

  • Lot Information

    Lot Dimensions: 62x146x58x150 Main Square Feet: 0.21 Acres Lot Size Acres: 0.21 Lot Size Square Feet: 9148

    Property Information

    Subdivision: Downtown Source Property Type: Residential Property SubType: Single Family Residence Levels: Three Or More Property Age: 106

  • Listing Price Information

    Listing Price: $799000 Original Price: $875000 Cash, Conventional, FHA, USDA Loan, VA Loan

  • Tax Information

    Parcel Number: 00035672 Tax Year: 2024 Annual Tax: $3877.08

  • Parking Information

    Gravel, Off Street, On Site

  • School Information

    Elementary School: Southern Pines
    Junior High School: Crain's Creek Middle
    Senior High School: Pinecrest
  • Utility Information

    Natural Gas Connected, Sewer Connected, Water Connected
  • Location Information

    Direction: From E Indiana Ave, turn right on to May Street, Right on Connecticut - home is on the left. WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
628 Chambers Drive, Southern Pines, NC, 28387 $407,900 4 3 1,906 1,906 SqFt
640 Chambers Drive, Southern Pines, NC, 28387 $368,900 3 3 1,551 1,551 SqFt
656 Chambers Drive, Southern Pines, NC, 28387 $407,900 4 3 1,906 1,906 SqFt
620 Chambers Drive, Southern Pines, NC, 28387 $367,900 3 3 1,551 1,551 SqFt
608 Chambers Drive, Southern Pines, NC, 28387 $407,900 4 3 1,906 1,906 SqFt
668 Chambers Drive, Southern Pines, NC, 28387 $372,000 3 3 1,551 1,551 SqFt
292 Bump A Long Lane, Southern Pines, NC, 28387 $2,150,000 4 4 3,443 3,443 SqFt
212 Skyline Manor Road, Southern Pines, NC, 28387 $235,000 2 3 2,337 2,337 SqFt
130 Horseshoe Drive, Southern Pines, NC, 28387 $349,000 3 2 1,500 1,500 SqFt
132 Tower Street, Southern Pines, NC, 28387 $599,998 3 3 1,531 1,531 SqFt

The data relating to real estate on this website comes in part from the Internet Data Exchange program of Hive MLS. 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 ByOwner 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. Copyright ©2026 Hive MLS LLC. All Rights Reserved.

ByOwner last updated this listing 06/18/2026 @ 13:54

MLS: 100547937 LISTED BY: Kristen Moracco, Everything Pines Partners LLC SOURCE: Hive MLS (North Carolina Regional)

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