This majestic brick three-family home, located on the historic and tree-lined Chestnut Street near Boston’s Monument Square, dates back to the early 20th century, showcasing exquisite period architectural details emblematic of its era. With over 3,700 square feet, the residence offers a grand first-floor duplex featuring an open living and dining space, a large eat-in kitchen, and a landscaped courtyard. The second and third floors each have one-bedroom, one-bathroom units with outdoor decks and bay windows. Boasting four decorative fireplaces and abundant natural light, the property, listed at $2,400,000, holds tremendous potential for multi-family living or conversion into a stunning single-family estate.

Historic Neighborhood Street

Red brick row houses line both sides of a narrow residential street, exemplifying classic American urban architecture. Tall, leafless trees stretch upward between the sidewalks and the street, their branches creating a natural canopy. The buildings feature prominent bay windows with detailed moldings painted in muted shades of cream and grey, adding historic charm. Black wrought-iron railings accompany stone stoops leading up to the entrances. American flags adorn several porches, adding a touch of patriotic character. Modern cars are parked along the roadside, blending contemporary life with the timeless elegance of this neighborhood.

Living Room with Fireplace

High ceilings adorned with intricate plaster crown molding and a decorative ceiling medallion surround a grand gold chandelier. A large, ornate gold-framed mirror above a white marble fireplace creates a majestic focal point with classic elegance. Walls are painted a soft neutral tone that complements the warm hardwood floors. Modern seating includes a white sofa and green armchairs arranged around a black coffee table over a muted gray area rug. The room extends into a dining area with a simple wooden table. Large windows and French doors enhance natural light, while eclectic details like a putt-putt golf set and wall art add personality.

Living and Dining Area

High ceilings with intricate crown molding and ornate ceiling medallions frame the room elegantly. A grand gold-framed mirror above the classic white marble mantel complements the antique chandelier hanging centrally. The space blends traditional and modern aesthetics with a rustic wooden dining table paired with a bench and simple black chairs, set against polished hardwood floors. The living area includes minimalist yet comfortable furniture, such as a white couch and distinct armchairs, anchored by a large rug. Cream curtains allow natural light through tall windows, enhancing the airy, sophisticated atmosphere. Subtle decor adds a contemporary touch.

Bedroom with Fireplace

White walls and trim create a bright, airy atmosphere complemented by tall windows draped in dark, floor-length curtains. The wooden floor gleams with a polished finish, accented by a colorful geometric rug anchoring the space. A simple metal-framed bed with white bedding is adorned with green pillows and a small plush lion, adding a touch of whimsy. A classic marble fireplace with a curved arch stands out against the wall, framed by a large mirror leaning beside it and a vibrant painting above. Lush trailing plants on and around the mantle enhance the cozy, inviting environment.

Bedroom Looking into Living Room

Soft neutral walls and white trim frame this spacious bedroom with a clean white bedspread atop a wooden bed. A vibrant geometric area rug adds a modern burst of color against the warm hardwood floor. Tall double doors with frosted glass inserts open to reveal a large living area beyond, featuring classic crown molding, an ornate ceiling medallion, and a chandelier. The living room includes mid-century style green chairs and a rustic wooden bench, balancing vintage architectural details with contemporary furnishings. Multiple closet doors and an open doorway enhance the room’s airy flow and historic charm.

Modern Kitchen Layout

An L-shaped modern kitchen with light natural wood cabinetry that extends from floor to ceiling. The countertops have a warm brown speckled finish, complementing the honey-toned hardwood flooring. Stainless steel appliances include a refrigerator, dishwasher, microwave, and gas stove, adding a sleek contemporary touch. Two windows offer natural light, framed by simple white walls that keep the space bright and airy. Green plants atop cabinets introduce a touch of nature and freshness. Recessed ceiling lights and a central round light fixture illuminate the room evenly, emphasizing the clean and functional design.

Bathroom Vanity Area

A clean, compact bathroom corner with a simple yet elegant aesthetic. A black wood vanity cabinet contrasts sharply with the white countertop and sink, offering storage beneath. Above the sink, a large rectangular mirror framed in black reflects a bright six-light fixture with frosted glass shades, giving a soft, warm illumination. A white shower curtain hangs from a black rod, complementing the monochrome color scheme. The toilet is topped with a wooden tray holding a candle and small items, adding a touch of minimalistic decor. Light gray painted walls and beige tile flooring complete the neutral, contemporary look.

Brick Patio Courtyard

Enclosed brick patio surrounded by red brick buildings with white-trimmed windows. The flooring is a combination of red brick and concrete pavers arranged in a pattern, creating a sturdy outdoor space. A black metal round table with ornate chairs sits at the center under a folded turquoise patio umbrella. Two terracotta pots with plants are placed on low stone retaining walls. A small wooden shed with a glass door is positioned adjacent to a white staircase with railings leading to an upper door. Lush greenery borders one side, contrasted by utility elements like air conditioning units and a covered grill. Overhead wires and a second-story wooden balcony add urban character to the courtyard.

Living Room Seating Area

Warm hardwood floors complement cream-colored walls with wide, painted trim around large windows featuring sheer white curtains. A deep teal sectional sofa accented by vibrant orange and muted pastel throws anchors the space. Mid-century modern and retro influences are evident in the wooden coffee table and eclectic standing lamp with three spherical lights. A compact, white standing desk with a modern chair and a small computer setup sits near a doorway leading into another sunlit room. Natural light brightens the airy corner, while indoor plants add a touch of greenery and softness.

Living Room Details

Hardwood floors gleam beneath a modern ceiling fan with multiple light fixtures. Dominating the center wall is a vintage fireplace painted green, creating a striking focal point, adorned with a large wooden-framed mirror above it. Rich wooden furniture includes a tall bookshelf filled with books and decorative items, and a matching cabinet holding a flat-screen TV, surrounded by leafy houseplants adding lush greenery. A deep teal velvet sofa faces away from the fireplace, introducing a bold pop of color. Two large windows framed in white with sheer curtains permit natural light to soften the serene and cozy atmosphere.

Bedroom with Plants and Mirror

Hardwood floors with a natural finish anchor the space, while white walls and trim create a bright, airy atmosphere. A bed with gingham-patterned bedding and an orange throw adds a warm, cozy touch. To the left, a collection of potted plants on a black wrought iron plant stand and small side table bring greenery and life to the room. An undulating wooden-framed mirror above a small wooden dresser adds personality and vintage charm. A door with glass panes leads outside, flanked by a window dressed with white sheer curtains. A standing mirror rests against the wall near a wooden bench holding a small TV and colorful decor, blending functionality with a relaxed aesthetic.

Outdoor Patio Seating Area

Weathered wooden lattice fencing and pergola create a rustic and private atmosphere in this outdoor patio space. The floor is adorned with a blue-striped outdoor rug that adds color and texture. Seating includes a mix of black metal and natural wood furniture—an oval table with a closed navy umbrella, a small rectangular coffee table, and a corner bistro set with two folding chairs. String lights are draped overhead, suggesting cozy evening ambiance. The surrounding red brick buildings and adjacent staircases highlight an urban setting blending historic charm with functional outdoor living.

Living Room and Workspace

Soft beige walls complement three tall, wooden-framed windows that allow natural light to brighten the space. A plush light gray sectional sofa with multiple cushions anchors the room, sitting atop a richly patterned red oriental rug that adds warmth and character. A small, round two-tier coffee table holds books and a remote, enhancing the cozy, lived-in feel. The ceiling fan with dark wood blades provides a functional vintage touch. Behind the sofa, a modest workspace with dual computer monitors and a wooden desk integrates a practical office in the living area. Additional elements include a narrow console table with a distinctive lamp and small plants, blending comfort with utility in this inviting room.

Living Room with Fireplace

Soft beige walls frame a cozy living area centered around a black, ornate cast-iron fireplace with intricate detailing, topped with a white marble mantel holding minimalist decor and a round mirror. A large light gray sectional sofa anchors the space, positioned on a richly patterned, warm red area rug. Two large windows with natural wood trim flood the room with daylight. A ceiling fan with wooden blades and a vintage-style light fixture hangs overhead. A modern white office chair and desk sit adjacent to the fireplace, while a black media console holds a TV beneath a small floating shelf with books and plants, blending historic charm with casual comfort.

Kitchen with Breakfast Table

Light wood cabinetry with brass hardware lines the walls, creating a warm and inviting atmosphere. A stainless steel stove and microwave are integrated into the cabinetry, contrasting nicely with the natural wood tones. The marble-like surface of the small dining table adds an elegant touch, paired with dark leather stools for seating. A large window framed with rich wood trim allows natural light to flood the space, enhancing the neutral beige walls. A patterned rug on the tiled floor adds texture and color, complementing the classic yet functional aesthetic. Overhead track lighting provides focused illumination, blending modern practicality with traditional charm.

Living Room and Kitchen

A cozy living area with a soft grey sectional sofa adorned with various cushions and a throw blanket, creating a comfortable seating space. A small round wooden coffee table with a remote and coasters sits on a richly patterned red area rug, adding warmth and color. The living room seamlessly transitions into a kitchen outfitted with honey-toned wooden cabinetry, stainless steel appliances including a black refrigerator and microwave, and a gas stove. Overhead, track lighting illuminates the kitchen, while a ceiling fan with wooden blades and a flower-like glass light fixture cools the living area. Light beige walls and wide white trim frames the doorways and archway, leading to other rooms with polished hardwood floors unifying the space.

Bedroom Seating Area

Neutral beige walls frame a cozy bedroom with a tufted upholstered headboard and white bedding accented with blue patterned pillows. A soft gray bench with embroidered cushions sits at the foot of the bed, while a rich wood dresser with antique-style hardware provides storage. Two large windows dressed in simple beige curtains let in natural light, highlighting a vintage dark wood vanity table topped with an oval mirror and decorative objects. The hardwood floor is partially covered by a floral patterned area rug. Warm lighting from a central ornate ceiling fixture and table lamps enhances the inviting atmosphere.

Bathroom Vanity Area

Light wood cabinetry lines the vanity, topped with a clean white countertop holding a beige oval sink and classic silver faucet. A large mirror with wooden framing stretches above the sink, illuminated by a pair of frosted globe lights on top. The walls are painted a calming sky blue, contrasted by the warm wood tones of the cabinets. A wicker basket with rolled towels adds a cozy, natural touch. To the right, a tall cabinet offers additional storage. A full-length framed mirror rests against the blue wall, near cream-colored tile with subtle decorative accents, accompanied by a traditional patterned rug on the floor.

Listing Agent: Frank Celeste of Gibson Sotheby’s International Realty via Zillow