305 Maples Road Southern Pines, NC 28387 · Weymouth Height

About this home

Originally built in 1952 and thoughtfully expanded and renovated in 2001, Maplewood Cottage seamlessly blends historic character with the comfort, functionality, and spaciousness of modern living. Complemented by a fully furnished detached guest house, the property offers a rare combination of flexible living space, privacy, and timeless appeal within Southern Pines' coveted Weymouth Heights Historic District. The 2001 expansion added 1,562 square feet while extensively re-imagining the original residence, preserving the neighborhood's architectural character while creating a home designed for the way people live today. Set on 1.68 beautifully landscaped acres, the single level residence offers 2,932 square feet with five bedrooms, multiple gathering spaces, and a seamless connection between indoor and outdoor living. Just beyond the front entry, an inviting sitting room gives way to the expansive great room and adjoining Carolina room, where vaulted ceilings, walls of windows, exposed brick accents, and French doors frame views of the surrounding pines and create an effortless connection between the home's principal living spaces. At the heart of the home, the kitchen balances timeless design with everyday functionality, featuring stone countertops, a ceramic tile backsplash, a Bertazzoni gas range, a generous center island, and an adjoining butler's pantry complete with a wet bar, additional storage, and serving space. The primary suite serves as a private retreat with custom armoire style storage, a striking fireplace feature wall, dual vanities, and a spacious walk in shower. Natural light fills the home through expansive windows that continually draw the outdoors inside. Brick patios, winding garden paths, mature landscaping, and a large fenced backyard create multiple destinations for relaxing or entertaining. A separate white picket enclosed garden accented with copper capped fencing adds another layer of charm, while the private hot tub patio extends directly from the primary suite beneath the canopy of mature trees. Above the detached two car garage, the fully furnished 479 square foot guest house offers exceptional flexibility with a kitchenette, full bath, and open living area ideal for guests, multi-generational living, a private office, or income producing opportunities. Located moments from the shops and restaurants of historic downtown Southern Pines and the scenic trails of Weymouth Woods, this exceptional property combines the charm of a historic neighborhood with the comfort and flexibility of a thoughtfully expanded home. Opportunities to own 1.68 acres with a detached guest house, generous living spaces, and this level of privacy within Weymouth Heights are exceptionally rare.

Facts

Type

Single Family Residence

Year built

1952

Lot

1.68 acres

Garage

2 spaces

Community

Weymouth Height

County

Moore

Stories

1

Construction

Brick Veneer, Vinyl Siding, Wood Frame

Roof

Metal

Foundation

Slab, Crawl Space

Water

Public

Property tax

$5,368 / year (2025)

MLS #

100579198

Features

Directions to 305 Maples Road

From Indiana Ave. to Maples Road. House on right.

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About 305 Maples Road

305 Maples Road is a 5-bedroom, 4-bath home of about 3,411 square feet, built in 1952, on 1.68 acres in Weymouth Height, Southern Pines, Moore County, NC 28387.

4 other homes are for sale in Weymouth Height right now (median asking $1,337,500); 5 homes sold there in the last 12 months at a median of $1,150,000, typically in about 69 days.

Across ZIP 28387, 26 5-bedroom homes sold in the past year at a median of $647,875.

Area figures are broad context from the MLS, not a valuation — they don't adjust for condition, lot, views or updates. Ask us for a true comparison.

Weymouth Height neighborhood guideHomes for sale in Southern PinesMoore County homes

Questions about 305 Maples Road