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$850,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,001 Sq. Ft.
  • 0.21 Acres
  • Updated 2 days ago

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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.

Full Property Details for 335 E Connecticut Ave

General

  • Price: $850,000
  • Taxes: $3,877 (2024)
  • Status: Active
  • Type: Single Family
  • Source: 2253
  • MLS ID: 100547937
  • Updated: 5/13/2026
  • Added to Site: 128 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: Master Downstairs, Walk-in Closet(s), Mud Room, Bookcases, Pantry, Basement, Blinds/Shades, Walk-In Closet(s)
  • Appliances: Refrigerator, Dishwasher, Gas Range
  • Flooring: Carpet, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

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

Other Rooms

  • Laundry: Dryer Hookup, Washer Hookup, In Basement

Exterior

  • Exterior Features: None
  • Porch/Patio/Deck: Deck, Patio

Parking

  • Parking Features: Gravel, Off Street, On Site

Location

  • County: Moore
  • Subdivision: Downtown
  • Driving Directions: From E Indiana Ave, turn right on to May Street, Right on Connecticut - home is on the left.

School Information

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

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating Type: Gas Pack, Electric, Heat Pump, Natural Gas

Utilities

  • Sewer: Municipal Sewer, Town of Southern Pines
  • Water: Public
  • Utility Description: Natural Gas Connected, Sewer Connected, Water Connected

Structural Information

  • Architectural Style: Historic Home
  • Structure Type: Wood Frame, Stick Built
  • Construction: Wood Siding, Wood Frame
  • Basement Desc.: Partially Finished
  • Roof: Architectural Shingle
  • Square Feet: 2,001
  • Year Built: 1920

Additional Structures

  • Other Structures: Shed(s), See Remarks

Lot Features

  • Lot Size (Acres): 0.21
  • Lot Size (Sq. Ft.): 9,148
  • Lot Dimensions: 62 x 146 x 58 x 150
  • Frontage: City Street, State Road, Paved, Paved
  • Zoning: RS-1
  • Fencing (Description): Full, Back Yard, Wood

Financial Considerations

  • For Sale: Yes
  • Price Per Sq. Ft.: $366.06
  • Assessment Amount: $608,170
  • Tax Amount: $3,877.08
  • Tax Year: 2024
  • Terms: Cash, Conventional, FHA, USDA Loan, VA Loan

Disclosures and Reports

  • Special Conditions: Standard
  • Legal Description: BLK I I LOT 22 & ALLEY
  • Property ID: 35672

Listed by Everything Pines Partners LLC, Kristen Moracco

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Listing agent

— 335 E Connecticut Ave —

  • Kristen Moracco

    Everything Pines Partners LLC

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 335 E 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
9-122.8 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 335 E Connecticut Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/08/2026
Listed
$850,000
21.43%
MLS
9/01/2022
Sold
$700,000
—
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 335 E Connecticut Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,706
-7%
$595,270
-2%
2023
$3,999
25%
$608,170
75%
2022
$3,212
-3%
$347,210
—
2021
$3,298
1%
$347,210
1%
2020
$3,260
—
$343,520
-1%
2020
$3,260
-1%
$347,210
34%
2019
$3,298
46%
$258,350
—
2016
$2,261
—
$258,350
—
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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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Everything Pines Partners LLC, Kristen Moracco

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335 E Connecticut Avenue, Southern Pines, NC 28387 (MLS# 100547937) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 335 E Connecticut Avenue is currently listed for $850,000 and was received on January 08, 2026. Want to learn more about 335 E Connecticut Avenue? Do you have questions about finding other Single Family 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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