305 E Winmore Avenue, Chapel Hill, NC 27516

• 5 beds |
• 5 baths |
• 4,286 sqft

Property Description

This stunning 5-bedroom, 5-bath home in Winmore offers beautifully designed living spaces across three levels, blending timeless architecture with exceptional functionality. Custom millwork throughout reflects elevated finishes. The floorplan is thoughtfully versatile, adapting to your needs. The main-level office connects to a full bath, so it can moonlight as a first-floor sixth bedroom or guest suite as needed. The chef's kitchen is a social hub, with a massive island, cozy custom banquette seating, and a butler's pantry standing by for holiday hosting duty. Grab your coffee and head to the Southern front porch, one of two screened back porches, or the paver patio framed by a raised garden bed including fig and pomegranate trees. Outdoor living is basically a fourth floor here. Upstairs, the primary suite features dual walk-in closets (no more closet negotiations) and a spa-like bath made for soaking away the day. Its own private porch is shared with the bonus room next door, perfect for unwinding with an evening glass of wine and a book. Speaking of flexible spaces, the secondary bedrooms, bonus room, and third-floor rec/media room (complete with its own full bath) mean there's room for guests, a home gym, an additional office, game night headquarters, or all four on rotation. Storage abounds throughout, including custom built-ins, pantry pull-outs, attic space, a large IT closet with bookshelves, and overhead garage racks. And the best part? The sellers already did the hard work: recent interior and exterior painting, updated lighting and fixtures, deep-cleaned carpets, and freshened landscaping, all to get things move-in ready for its next owner. All that's left for you to do is unpack. Life in Winmore comes with its own perks, too: a pool with cabana, two playgrounds, miles of walking trails, a community garden, and an orchard, plus a coveted spot in the Seawell Elementary, Smith Middle, and Chapel Hill High School walk zone. Come fall in love in person!

Listing Status:

Active

Data Last Updated:

September 22, 2026 at 3:19PM

Listing Office:

Jordan Lee Real Estate : 919-475-2944

Listing Agent:

Stacy Elaine Kennedy : 919-323-6504

MLS ID:

10190983

Interior

• General: Built-in FeaturesCeiling Fan(s)Coffered Ceiling(s)Double VanityEntrance FoyerEat-in KitchenGranite CountersHigh CeilingsHigh Speed InternetOpen FloorplanPantryRecessed LightingSmooth CeilingsStorageSoaking TubSeparate ShowerTub ShowerWater Closet(s)Walk-In Closet(s)
• Appliances: DishwasherFree-Standing Gas RangeGas Water HeaterMicrowaveRange HoodStainless Steel Appliance(s)Wine Refrigerator
• Basement: Crawl Space
• Flooring: CarpetCeramic TileHardwood
• A/C: Central AirCeiling Fan(s)
• Heating: Forced AirFireplace(s)Gas
• Fireplace: Blower FanGas LogFireplaceFireplaces: 1

Exterior

• General: CourtyardFenceUncovered Courtyard
• Style: Traditional
• Other Structures: PorchFront PorchRear PorchScreenedCovered
• Pool: Community
• Parking: AttachedDrivewayGarageGarage Door OpenerGarage Faces RearOn Street

Construction

• Roofing: ArchitecturalShingle
• General: Brick VeneerFiber CementThree Or MoreMulti/SplitTri-LevelCrawlspace

Location

• HOA Amenities: Maintenance GroundsQuarterly
• Originating MLS: AMLSNC_TRIANGLE
• County: Orange

Lot

• Zoning: 57 Winmore P101/1809779396230
• View: Neighborhood
• Fencing: FencedPrivacyWood

Utilities

• Water: Public
• Sewer: Public Sewer

Financial

• Source: AMLSNC_TRIANGLE