Old Town Homes with Two Levels

Welcome to Old Town, a charming and vibrant subdivision nestled in the heart of the United States. Known for its rich history and picturesque streets, Old Town offers a unique blend of modern amenities and classic architectural charm. This community is an ideal choice for those seeking a warm and welcoming atmosphere, where neighbors become friends and every corner tells a story.

One of the standout features of homes in Old Town is the availability of two-level residences. These spacious homes provide ample living space, perfect for families or anyone looking to enjoy a bit more room to breathe. With thoughtfully designed layouts, the two-level homes offer a seamless flow between living areas, creating an inviting environment for both relaxation and entertainment. Imagine hosting gatherings in your expansive living room or enjoying quiet evenings in your cozy den, all while basking in the natural light that floods through large windows.

The allure of Old Town extends beyond just its homes. Residents enjoy access to a variety of local shops, delightful eateries, and serene parks, making it easy to embrace a balanced lifestyle. Whether you’re taking a leisurely stroll down tree-lined streets or exploring the vibrant community events, Old Town truly embodies the spirit of community living.

If you’re searching for a place that combines the charm of a historic neighborhood with the convenience of modern living, look no further than Old Town. Discover your dream two-level home today and become a part of this enchanting community!

Newest Old Town Homes with Two Levels

$375,000

2 Beds ⋅ 1 Baths ⋅ 10811620 MLS

Rarely does the opportunity arise to own one of Historic Brunswick's most beloved cottages. Affectionately known by locals as The Carriage House to the historic residence at 827 Union Street, this charming circa-1934 home offers the character and craftsmanship buyers of historic homes treasure-without the scale and maintenance of a grand estate. Ideally situated on a quiet, tree-lined street in the heart of Brunswick's Historic District, you'll enjoy a walkable lifestyle just moments from downtown restaurants, coffee shops, boutiques, parks, the marina, and year-round community events. Original hardwood flooring, rich woodwork, and four original fireplaces showcase the home's timeless character, while thoughtful updates-including an HVAC system replaced in 2020 and an updated metal roof-provide added peace of mind. The second floor is dedicated to two generously sized bedrooms and a full bath, creating a comfortable and private retreat. The kitchen retains its original farmhouse sink, adding another authentic historic detail that is increasingly difficult to find. Outside, a gracious live oak frames the property, while the picket fenced backyard offers a patio, side porch, storage shed, and a two-car off-street parking pad-an uncommon convenience in Historic Brunswick. Whether you're searching for your primary residence, a charming second home, or a historic property filled with character, 600 Prince Street offers a rare opportunity to own an authentic piece of Brunswick's history in one of Coastal Georgia's most sought-after historic neighborhoods.

600 Prince Street, Brunswick

Listing courtesy of BHHS Hodnett Cooper Real Estate.

$925,000

4 Beds ⋅ 4 Baths ⋅ 10810346 MLS

Nestled in the sought after Old Town community, this beautifully crafted custom home offers a rare combination of luxury, functionality, and walkable convenience. Every space reflects quality craftsmanship and attention to detail. From the moment you arrive, the expansive covered front porch and exceptional curb appeal set the tone for what awaits inside. The open concept floor plan is bright and inviting, featuring spacious living and entertaining areas filled with natural light. At the center of the home is a designer kitchen equipped with custom inset cabinetry, soft-close drawers, paneled appliances, a large walk-in pantry, and striking custom finishes that create both beauty and practicality. The adjoining family room is anchored by a gas fireplace with a handcrafted mantel, creating a warm and welcoming gathering space. The main level owner's suite provides a private retreat complete with a spa-inspired bath featuring dual vanities, a soaking tub, separate tiled shower, and generous walk-in closet. A secondary bedroom and full bath on the first floor offer flexibility for guests or multi generational living. Upstairs, two spacious bedrooms each enjoy the privacy of their own en-suite bathrooms. Outside, enjoy a spacious backyard and patio designed for relaxing, entertaining, or simply enjoying the outdoors. A long private driveway leads to an oversized side-entry two-car garage with additional golf cart parking and abundant storage an uncommon feature in Old Town. Residents in this community enjoy access to exceptional neighborhood amenities including a private clubhouse, resort style pool, outdoor gathering spaces, fireplaces, and grilling areas. Located just moments from local dining, shopping, and entertainment, this home offers the perfect blend of custom luxury and community centered living.

3266 Confetti Blush Drive, Columbus

Listing courtesy of Durham Sears Real Estate.

$1,499,000

4 Beds ⋅ 4 Baths ⋅ 100587094 MLS

Location, location, location! This beautifully appointed 4-bedroom, 4-bath home with over 3,400sf is situated on a desirable large corner lot in the heart of The Village of Pinehurst. The main level features hardwood floors throughout with an open-concept layout that seamlessly connects the kitchen & living room, creating an inviting space for everyday living & entertaining. On the main floor you will also find the master bedroom & ensuite, another bedroom & full bathroom, along with access to the 2-car garage, laundry room, & dining room. The dining room showcases classic elegance with a tray ceiling & board-and-batten detailing, while high ceilings throughout the home are enhanced by extensive trim work & crown molding. The kitchen & bathroom vanities are finished with granite countertops, while the bathrooms feature Schluter shower systems. Upstairs, you'll find a versatile bonus room with a full bath, along with 2 additional bedrooms connected by a Jack-and-Jill bathroom. Each bedroom offers 2 closets & additional storage is available off the bonus room in the unfinished attic. Step outside to a large deck with a privacy fence or unwind on the brick patio overlooking the spacious backyard--perfect for enjoying peaceful evenings outdoors. The crawlspace is fully encapsulated & equipped with a dehumidifier. Upgrades include interior completely freshly painted, landscaping with irrigation, a vinyl fence & Trex decking on both the front & back porches. You will be a golf cart ride away from the Village of Pinehurst, this home offers easy access to local shopping, dining & entertainment. Walking distance to school. The hospital & nearby medical offices are within 1 mile. This home is eligible for a transferable PCC Membership offering access to world-class amenities and lifestyle perks. Located in front of Pinehurst Elementary, left of Clark Cadillac and blocks from Camelot Park. A block away from Maxie's, Tater Barn & Pinehurst Pizza.

85 Dundee Rd, Pinehurst

Listing courtesy of Formyduval Homes Real Estate, LLC.

$1,549,000

4 Beds ⋅ 3 Baths ⋅ 100580260 MLS

Welcome to the Village of Pinehurst where history, elegance, and the good life converge. This stunning new construction home, built by award-winning third-generation builder and developer F. Calvin Riddle, Jr., offers 2,742 square feet of thoughtfully designed living space, four bedrooms, and three full bathrooms. Clad in fiber cement shake and lap siding, this beautifully proportioned New England Cottage-style home fits naturally and gracefully into the historic streetscape of the Village, a fitting nod to the New England resort heritage that gave Pinehurst its very soul. Two bedrooms and bathrooms on the main floor offer convenient and comfortable single-level living, while two additional bedrooms upstairs each enjoy private access to a dedicated full bath and sitting room. Wide-plank wood floors flow throughout the majority of the main level, lending warmth and enduring character at every turn. The kitchen is anchored by a natural gas range, while a natural gas fireplace in the living room sets the perfect scene for cozy Sandhills evenings. Comfort and efficiency are built in from the ground up: a natural gas furnace serves to heat the main level, an electric heat pump handles the upper level, and a tankless natural gas water heater ensures timely hot water throughout. Step through to the screened porch, accessible from the living room, and you will find the ideal setting for morning coffee, alfresco entertaining, or simply listening to the whisper of the pines. A two-car detached garage completes the property, tucked discreetly behind the home in keeping with the Village's traditional and refined character. Established in 1895 and master planned by Frederick Law Olmsted, the legendary landscape architect behind Central Park, the Village of Pinehurst was conceived as a gracious retreat whose winding roads and timeless cottages remain to this day. In 1996, the Village earned designation as a National Historic Landmark, the first golf resort and community ever to receive the honor. Residents enjoy navigating the village's storied streets by golf cart, strolling beneath longleaf pines, and savoring a lifestyle rooted in tradition and world-class recreation, all just steps from the Pinehurst Country Club and its iconic Course #2, confirmed anchor site for the 2029 Back-to-Back Men's and Women's U.S. Open and the 2035, 2041, and 2047 Men's U.S. Opens. A transferable PCC charter membership is available for the buyer to pay the initiation fee and subsequent monthly dues. Buyer to transfer membership within 60 days of closing.

275 Magnolia Rd, Pinehurst

Listing courtesy of Coldwell Banker Advantage-Southern Pines.

$422,900

3 Beds ⋅ 3 Baths ⋅ 10779259 MLS

Don't miss out on this rare opportunity to own property in Brunswick's Old Town Historic District. Historic records reveal that this Victorian style home was built in 1907 by Cormac McGarvey for his daughter Mary McGarvey. According to records, McGarvey constructed not only this home, but also the three neighboring homes on the same block for his other daughters, creating what was essentially a family enclave within Brunswick's historic district. The main floor of this home features the living room a formal dining room with high ceilings, wood floors, and bay windows. Rounding out main floor you will find a half bath, an eat in kitchen with a large butler's pantry. The primary bedroom with its own en suite bathroom, as well as two additional bedrooms and a shared bathroom are upstairs. The home has had many upgrades in recent years to include refinished hardwood floors, interior and exterior painting, the roof is approximately eight years old, the electrical and plumbing have been redone and the property has original windows. Typical with these historic homes, this home has great bones, it is sturdy and well built. The two original fireplaces still exist; with minimal work and effort they could be made operational again. In the backyard, you will find a workshop that measures 24 x 16. Don't let this rare opportunity to own a piece of history in Brunswick's Old Town pass you by.

504 Dartmouth Street, Brunswick

Listing courtesy of BHHS Hodnett Cooper RealEstate.

$1,895,000

5 Beds ⋅ 4 Baths ⋅ 100573844 MLS

PRICED $65,000 BELOW APPRAISED VALUE Trophy Home in the heart of Old Town Pinehurst, nestled on a quiet and highly desirable cul-de-sac. This exceptional 4,983 sq ft residence is set within extraordinary estate-style grounds featuring multiple bubbling fountains, extensive stonework, winding pathways, tiered landscaping, and multiple outdoor entertaining and sitting areas including two gazebo retreats. Upon entering the home, you are greeted by a dramatic vaulted foyer with soaring ceilings and an elegant staircase that immediately establish the home's refined character. The expansive open-concept design flows seamlessly into a massive oak-floored living area incorporating the kitchen, breakfast nook, and gathering spaces, creating an ideal environment for both entertaining and everyday living. The first-floor Primary Suite provides privacy and convenience, accompanied by generous walk-in closets and a luxurious bath. A dedicated office/den, Carolina Room, spacious laundry room, and multiple indoor and outdoor entertaining spaces further elevate the functionality of the home. Upstairs features four additional bedrooms and two full baths including a Jack & Jill configuration. In addition, the home offers approximately 300 sq ft of heated and cooled flex space ideal for a billiards room, media room, fitness studio, sixth bedroom, or private retreat. The outdoor environment is truly exceptional, offering a rare combination of privacy, mature landscaping, architectural stonework, tranquil water features, and thoughtfully designed gathering spaces that create a private sanctuary in one of Pinehurst's most coveted locations. Generac whole house generator with 1000 gallon propane tank, all windows and doors replaced by Anderson in 2021, all heat pumps and splits replaced 2021/22 with new ductwork. Roof replaced with new gutters and leaf guard system. Hunter blinds installed on all windows 2021, Crawl space encapsulated in 2016 with all new insulation. Whole house purification system, whole house water purification added 2021. All kitchen appliances replaced in 2022, yard features including pavillion, gazebo, matching outbuilding, stone patio, and 4 stone fountains installed 2019-2023. Additional highlights include solid oak flooring throughout living areas, a two-car garage, and unique secondary garage access from Graham Road for exceptional convenience and privacy. PCC charter membership available for buyer to transfer.

4 Village Ln, Pinehurst

Listing courtesy of Coldwell Banker Advantage-Southern Pines.

$2,295,000

4 Beds ⋅ 5 Baths ⋅ 100571799 MLS

ALL NEW WINDOWS, new stunning wood and glass double front doors. FULL VIEW OF PINEHURST NO 2, the famed Donald Ross masterpiece and site of the 2024 U.S. Open. Situated across the street from the first Green of the No 2 Course with full views of multiple fairways on this Historic course. Walk one hole on the golf cart trail to the 1st tee of No 2 and Pinehurst Country Club Main Clubhouse. Located two tenths of a mile from the quaint Village of Pinehurst with shops, pubs, restaurants, weekly farmer's market and year round events on the Green. Walk everywhere or take your golf cart! Home is situated on large lot with storybook Gazebo. Outdoor private patio, special collection of David Austin English roses, plus irrigated raised beds for the avid gardener. Inside home is totally updated with handsome fireplace in living room, formal dining room and kitchen open to bright family room with glass wall. Four ensuite bedrooms, plus office, plus wine room, plus powder room, with 2 master bedrooms. Large climate controlled garage with built in refrigerator and freezer (36'' each), and cabinetry completed in 2021. Purchase price based on recent appraisal. Will share with serious buyers who make an offer. Listing agent must be present for all showings.

55 Palmetto Rd, Pinehurst

Listing courtesy of Lin Hutaff's Pinehurst Realty Group.

$485,000

4 Beds ⋅ 4 Baths ⋅ 10756184 MLS

PorchFest evenings, First Friday strolls, and coffee just a few blocks away-this is the rhythm of life in Historic Downtown Brunswick, and this home places you right in the center of it all. If you've been searching for a residence that captures the soul of downtown living while offering modern comfort, this one delivers. This thoughtfully updated historic home blends timeless character with today's conveniences, allowing you to move right in and start enjoying the lifestyle-no major renovations required. The front porch, complete with a gas log fireplace, new decking, and fresh trim, creates an inviting space to gather, host, and unwind. Inside, original wood flooring flows throughout, paired with a layout designed for both everyday living and entertaining. The upgraded kitchen serves as the heart of the home, featuring an island, pantry, Sub-Zero refrigerator, Bosch dishwasher, and a statement Hallman range from Italy. A butler's pantry connects seamlessly to a full bath with a tiled shower, enhancing both function and flow. The formal dining area with original fireplace is equally impressive, offering a built-in bar with ice maker, Sub-Zero wine cabinet, and additional refrigeration drawers-perfect for hosting gatherings that extend into the adjacent formal living room with a ventless gas log fireplace. Flexible spaces include a main-level home office with access to a full bath, an oversized laundry/utility room with sink, and a ground-level bedroom. Upstairs, two guest rooms and an updated guest bath complement the spacious owner's suite, which features a beautifully renovated bath with tiled shower, glass enclosure, and a generous walk-in closet. Outdoor living continues with a rear porch off the kitchen and an open patio ideal for grilling and entertaining. The fenced yard is designed for low maintenance with an irrigation system, and a paved parking pad easily accommodates two vehicles, with additional street parking readily available. Major recent system updates-including plumbing, electrical, HVAC, gas furnace, spray foam attic insulation, and a one-year-old architectural shingle roof-provide added peace of mind. A rare opportunity to own a piece of Historic Downtown Brunswick while fully embracing the walkable, social, and coastal lifestyle that makes this area so special. Seller has approval from the Historical Review Board for a garage with living space they will share with new owner.

708 London Street, Brunswick

Listing courtesy of BHHS Hodnett Cooper Real Estate.

$2,245,000

4 Beds ⋅ 6 Baths ⋅ 100558617 MLS

Introducing The Mayflower Cottage, circa 1917--a timeless gem exuding relaxed elegance and historic charm. Set on 1.15 acres at the corner of Linden Road and McCaskill Rd. W in Old Town, the main residence spans over 4,400 square feet with 4 exquisite bedroom suites. Complementing this, a detached three-car garage with a charming guest cottage with over 880 sq.ft. oﬀers a bedroom suite, oﬃce, living area, and kitchen--a perfect retreat for quests or extended family. The gourmet kitchen, a chef's dream, boasts luxury stainless steel appliances,3 sinks, a breakfast bar, and a breakfast nook with a dedicated coﬀee bar. The formal dining room impresses with a coﬀered ceiling, and the expansive living room centers around a natural gas fireplace. Also on the first floor, you'll find a welcoming family room, a full bathroom, a powder room, and a spacious laundry room. The unfinished basement with a full dehumidifying system features a sauna and a wine cellar . The home features a hardwired full-house generator for peace of mind. This rare estate ,a sanctuary of timeless sophistication and modern comfort, invites you to embrace a serene yet sophisticated lifestyle in one of the most coveted neighborhoods. Access the property from the Linden Road or McCaskill Road driveways. There is a transferable Pinehurst Country Club membership-buyer to pay transfer fee.

55 Linden Rd, Pinehurst

Listing courtesy of Lin Hutaff's Pinehurst Realty Group.

$1,275,000

4 Beds ⋅ 4 Baths ⋅ 100550322 MLS

Pinehurst ''New Construction'' in OLD TOWN. WALK TO PINEHURST ELEMENTARY SCHOOL! Seller to consider OWNER FINANCING. Call listing agent for details. One block from the new Pinehurst Elementary School and less than one mile from the Historic Village of Pinehurst. Great old town location near Rassie Wicker Park, walking trails, ball fields and summer splash pad. Stunning new construction with all the features buyers demand - open floorpan, pre-finished 3/4 inch solid Brazilian hardwood, plantation shutters, cooks kitchen, high end appliances, quartz countertop and more. Handsome fireplace with slate surround is the focal point of the main living area. Utility room has a reclaimed sink from the original house on the property plus a slate countertop. Screened porch off the kitchen with access to very large fenced back yard. First floor master bedroom with walk-in closet and wood shelving, plus heated floors and quartz countertop in Master bath. Second bedroom on the first floor with full bath. Upstairs there are two more ensuite bedrooms and large bonus room/game room. Pool table and card table convey. Home has natural gas.

30 Medlin Rd, Pinehurst

Listing courtesy of Lin Hutaff's Pinehurst Realty Group.

$2,495,000

5 Beds ⋅ 6 Baths ⋅ 100538542 MLS

''Blinkbonnie'' located in one of Pinehurst's most desirable neighborhoods, Old Town, was built by Simon B. Chapin,a New York financier and philanthropist. Mr. Chapin built five other cottages in Pinehurst during his time. Chapin was also credited with developing Myrtle beach, S.C. ''Blinkbonnie'' ,a popular name for 18th century estates in Scotland, conveyed a sense of charm, pastoral beauty and peace. Built in 1917, a formative period of Pinehurst's development, 50 McCaskill Rd is a fine example of the architecture and lifestyle that defined OLD TOWN in the early 1900s. Close to the Village shops, Carolina Hotel and Pinehurst Country Club, this 1.018 acre lot is full of old world charm. Upon entering the foyer, an exquisite living room with a stunning wood burning fireplace awaits. The sunny, elegant dining room entertains easily for small or large gatherings. The Carolina Sunroom boasts French doors, an oversized curved bay window, and a view overlooking pool area, Large den at end of hallway, can convert to 5th bedroom if desired. Kitchen has Subzero refrigerator, double Viking oven, 6 gas burner stove, large island. Butlers pantry has built in glass door cabinetry, lockable liquor cabinet and wine cooler. Easy access to kitchen and garage, first floor mudroom has washer, dryer, cubbies, and closet. Downstairs, a finished basement with rec room, kitchenette, mini fridge, ice maker, dishwasher, pool table, large closets. Media room has TV, full bath, closets, restaurant size walk in refrigerator. Upstairs, a beautiful staircase leads to 4 bedrooms, all with ensuite baths. Light and airy master bedroom has private sitting room, multiple closets and large bathroom. Library sits at the end of hallway with fireplace.Mature landscaping and vintage iron gates lead to brick and blue stone pathways, a tranquil French garden, fenced in area for dog park. Classic rectangular POOL (20x45) and POOL HOUSE with sauna, wet bar, wood smoker grill, full bath. GENERATOR

50 Mccaskill Rd W, Pinehurst

Listing courtesy of Lin Hutaff's Pinehurst Realty Group.

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