This grand estate, set on 4.28+ acres in Brookline’s prestigious Country Club neighborhood, embodies timeless architectural elegance. Renovated under Dell Mitchell Architects and crafted by the Ralph S. Osmond Company since its 2002 private purchase, it offers rare privacy close to the city. The home features exquisite amenities including an indoor pool pavilion, meditation room with Japanese garden, home office, exercise room, salon, and a 1-bedroom staff apartment. The park-like grounds boast gated entry, sweeping lawns, specimen trees, flowering gardens, and a separate 3-bedroom guest house. Listed at $19,000,000, this remarkable property blends thoughtful design with exceptional materials in one of Massachusetts’ most idyllic settings.

House Exterior at Dusk

The classic American home is surrounded by a lush, expansive green lawn framed by several mature deciduous trees with bare branches, indicating early spring or late fall. Large multi-pane windows with warm indoor lighting contrast against the dusky sky, casting a welcoming glow. The structure features traditional wood siding painted a muted blue-gray tone, complemented by white trim around windows and doors. Rooflines vary with multiple gables and dormers adding architectural interest. Stone and shrubbery accents near the foundation provide natural texture. The twilight offers a serene ambiance, blending natural and architectural beauty harmoniously.

Estate Aerial View

Expansive estate surrounded by dense woodland and greenery, showcasing a balance between expansive open lawns and mature tree coverage. The landscape includes winding paths and several detached buildings, blending harmoniously within the natural environment. Beyond the property, the distant urban skyline contrasts with the serene rural setting, with a notable water feature offering tranquil reflection amidst the cityscape backdrop. The estate combines natural textures and hues with architectural structures, creating a peaceful yet majestic ambiance. The property’s layout suggests thoughtful planning, emphasizing privacy and connection to nature while maintaining proximity to urban conveniences.

Estate Aerial View

Expansive historic estate nestled within lush greenery, surrounded by tall mature trees and expansive manicured lawns. The sprawling rooftops with multiple chimneys reflect traditional architectural design, blending seamlessly into the natural landscape. The property is set in a buffer of dense woodland that offers privacy and tranquility. In the distance, a city skyline rises against the clear blue sky, creating a striking contrast between urban life and retreat into nature. The grounds display a harmonious balance of open space and wooded areas, characteristic of a classic American countryside estate setting.

Entrance Gate and Driveway

Wrought iron double gates with clean vertical bars and diagonal reinforcements stand at the entrance, framed by classic stone pillars with a muted beige color. The gate opens onto a long, straight driveway, paved with gravel, that leads through lush greenery. On either side of the driveway, manicured green lawns stretch out, bordered by dense clusters of tall evergreen trees and deciduous trees still bare of leaves, suggesting early spring or late fall. The overall atmosphere conveys a sense of privacy and grandeur, blending natural elements with refined craftsmanship under a clear blue sky.

Garden Flower Bed

A vibrant and well-maintained flower bed is filled with blooming peonies in shades of white, pale pink, and deep pink. The flowers are densely planted, creating a lush, colorful border that contrasts beautifully against the surrounding green grass lawn. Mature evergreen trees provide shade and a natural backdrop, adding depth and tranquility to the garden space. Beneath the bright blue sky, the garden exudes peacefulness, with a neatly trimmed lawn extending into the distance. The combination of vibrant blooms, lush greenery, and substantial tree cover evokes a classic, serene American garden aesthetic.

Historic Home Exterior

A sprawling historic American home set against a vivid blue sky. The house stretches horizontally, featuring multiple large windows framed in white that brighten the classic grey exterior. The roof has a gentle slope with dormer windows that add charm and character. Mature leafless trees in the front yard create an open view to the home, while a lush, well-maintained green lawn extends invitingly forward. Natural landscaping includes a mix of tall trees and shrubs, providing a serene backdrop that blends historic elegance with a peaceful, rustic ambiance.

Historic Home Exterior

Large, classic American home with a weathered gray wood shingle exterior and multiple steeply pitched gabled roofs. An expansive, lush green lawn spreads out in front, framed by mature deciduous trees that cast intricate shadows in the sunlight. The house features multiple large, multi-pane windows both on the first and second floors, allowing abundant natural light inside. Brick chimneys punctuate the roofline, adding traditional architectural charm. The overall feel conveys mid-20th century nostalgia with its timeless, rustic, yet well-maintained aesthetic, harmoniously blending with the natural surroundings.

Exterior Backyard View

The outdoor space shows a historic American home with gray shingle siding and a muted, weathered slate roof that gives it a timeless coastal New England charm. Multiple chimneys rise above the roofline, signaling several fireplaces inside. The façade includes ample white-framed French doors and multi-pane windows that allow natural light into the interior. A delicate balcony with white railings graces the upper right corner, adding architectural interest and outdoor accessibility. Surrounding the house, lush green shrubs and mature trees provide seasonal shade and privacy. The well-maintained lawn and stone patio offer an inviting outdoor living area, blending nature with classic elegance.

Aerial View of Historic Estate

Set amidst dense tree cover, the large estate is surrounded by a mix of mature evergreens and deciduous trees, many without leaves revealing a seasonal transition. The sprawling multi-wing structure features a sharply pitched slate roof punctuated by multiple dormer windows and chimneys, emphasizing historical architectural style. The light gray exterior complements the natural woodland palette. A large driveway provides access to the main entrance, and solar panels are subtly integrated on one roof section, blending modern utility with classic aesthetics. The distant skyline hints at urban proximity while maintaining tranquil seclusion in a vast natural setting.

Courtyard Entrance

A spacious cobblestone courtyard forms a welcoming entrance, framed by classic New England architecture with grey clapboard siding and white trim. Multiple white-trimmed windows and doors punctuate the facades of the connected sections of the house, emphasizing symmetry and historic charm. Gambrel and gabled rooflines with wood shingles add textural interest and dimension, complemented by traditional dormer windows. Lush green shrubs soften the stone and wood elements around the base, while mature deciduous trees bare of leaves hint at early spring or late fall. The overall design evokes timeless elegance and a cozy, inviting atmosphere.

Garden and Carriage House

A charming garden area with a neat stone pathway leads to a vivid red carriage house or barn-style building that adds vibrant character to the serene green surroundings. The structure has a gambrel roof with multiple windows on the upper story and several ground-level windows and doors, allowing ample natural light inside. Surrounding the building is lush landscaping including manicured bushes and mature trees, creating a peaceful, secluded atmosphere. A red lattice fence complements the building’s color, enclosing the yard and enhancing the quaint, historic aesthetic typical of classic American estates.

Exterior View at Dusk

A sprawling historic home with soft blue-gray siding and multiple white-trimmed windows warmly lit from within. The expansive façade is punctuated by several chimneys and dormer windows on a steeply pitched roof. Mature leafless trees stand in front of the home, with soft evening light casting a gentle pink and purple hue across the sky. The large, manicured lawn in the foreground emphasizes the house’s grand scale, while a stone retaining wall and landscaped shrubbery flank the building, creating a balanced blend of natural and architectural elements in a tranquil setting.

Hallway with French Doors

Bright hallway illuminated by natural light streaming through large French doors at the end, opening to a garden view. The walls are painted a crisp white, accented by elegant crown molding and wainscoting. A classic red oriental runner rug extends the length of the warm wood floor, anchoring the space. Brass wall sconces with white shades add a soft glow, complementing the antique pendant light overhead. Two wooden chairs with patterned upholstery flank a dark wood console table beneath an ornate gold-framed mirror, blending traditional craftsmanship with a light, airy ambiance.

Entry Hallway and Staircase

The space is an elegant entry hallway featuring a sweeping wooden staircase with white spindles and a polished wood handrail. The walls and trim are painted in a crisp white, enhancing the natural light and creating an airy atmosphere. Warm-toned hardwood floors are partially covered by long, traditional Persian-style rugs, adding rich texture and color. Furniture includes an intricately crafted wooden table with a floral centerpiece, matched by a pair of classic upholstered chairs and a narrow console table along the wall. Light fixtures are understated, with a lantern-style pendant hanging above the staircase. The design combines historic elegance with subtle warmth and simplicity.

Entry Hall with Staircase

The space displays a grand entry hall with a wide staircase carpeted in a soft beige runner, winding upward with a polished wooden handrail and white balusters. Walls and trim are painted a crisp white, amplifying the natural light flowing through a large, multi-pane window above the stairs. The warm honey-toned hardwood floors are partially covered by richly patterned Oriental rugs, extending through arched doorways into adjoining rooms. Classic furnishings, including a round side table with a floral arrangement and a classic grandfather clock visible in an adjacent room, enhance the timeless, elegant ambiance.

Living Room with Piano

Sunlight floods a spacious living room with large multi-pane windows framed by cream-colored curtains. A plush beige sofa and two elegant upholstered armchairs surround a wooden coffee table set on richly patterned Persian rugs in red, blue, and ivory tones. A grand piano sits near the windows, adding a touch of classical refinement. The walls are painted a soft white, and the floor is a warm-toned hardwood. Delicate lamps and a small vase of fresh flowers enhance the room’s inviting, serene, and timeless atmosphere, blending traditional charm with comfort.

Bay Window Seating Area

Five large, white-framed bay windows with grid muntins open to a verdant outdoor scene, letting in abundant natural light. The windows are framed on each side by cream-colored, subtly patterned drapes paired with sheer white curtains, adding softness and elegance. Below the windows, a wide, built-in bench or ledge painted in white enhances the classic aesthetic. The hardwood floor’s rich, warm tones contrast harmoniously with the bright wall and window trim. A patterned, traditional rug with deep red and navy accents sits before the window area, introducing color and texture to this serene and inviting nook.

Living Room Seating Area

A bright and airy seating area with a classic yet understated elegance. The room is anchored by a large, richly patterned Persian rug in deep blues and reds, adding warmth and texture to the light oak hardwood floor. A peach-toned sofa with clean, straight lines faces two cream-upholstered armchairs with wooden frames that reveal fine craftsmanship. The white walls and ceiling maintain a serene and open atmosphere, complemented by crisp white crown molding and baseboards. A traditional white fireplace with a simple mantel creates a cozy focal point. French doors with divided glass panes open to the outside, allowing abundant natural light to flood in and illuminate the space. Neutral-colored curtains frame the doors, softening the overall look. Wooden side tables with elegant lamps provide balanced lighting while enhancing the room’s timeless charm.

Dining Room with Fireplace

A traditional dining room centers around a polished wooden rectangular table surrounded by six dark wood chairs with blue upholstered seats. An elegantly patterned blue and cream area rug anchors the space beneath the table. The white walls and trim create a bright, clean backdrop, highlighted by classic crown molding and wainscoting. A white fireplace with a mantelpiece serves as a focal point, adorned with a framed sailing ship painting and flanked by two brass wall sconces. Light beige, heavy drapes frame French doors that open to a lush garden, inviting natural light inside. The overall style combines historic charm with timeless elegance.

Kitchen Island and Cabinetry

A bright kitchen with white cabinetry and a central island featuring a butcher block countertop. The island includes drawers and cabinets for storage and holds a wooden bowl with red apples. White framed glass-front cabinets flank a cooking area centered around a large white range hood with intricate tile backsplash accents displaying a subtle, decorative pattern. Stainless steel appliances, including a large refrigerator and dishwasher, complement the design. Light wood flooring adds warmth, while natural light floods in through adjacent rooms visible through two doorways—one leading to a room with a rug and chair, and the other to a bright tiled entry or hallway.

Dining Room Details

A classic dining space characterized by a large, rectangular wooden table surrounded by tall, ladder-back chairs with woven seats. The room is filled with natural light streaming through expansive, multi-pane windows that offer serene views of lush greenery outside. Soft beige curtains frame the windows, adding warmth and softness to the predominantly white walls and molding. The polished hardwood floor is partially covered by an intricate Persian-style rug in deep reds, blues, and creams, grounding the space with traditional elegance. Simple yet refined, the setting invites gatherings in a comfortably understated historic ambiance.

Living Room Details

White plaster walls and intricately detailed crown molding frame a spacious living room centered around a large, traditional fireplace with ornate mantel decorations and a black-tiled hearth bordered by reddish-brown tiles. A Persian-style rug with deep red and intricate patterns covers the wooden floor, complementing a plush, muted pink sofa set against one wall. Golden-yellow curtains frame tall French doors and windows that bring natural light into the room. Classic wooden furniture pieces, including a round table with two upholstered chairs and a small oval coffee table, round out the cozy yet elegant decor. Two table lamps provide soft lighting, enhancing the warm, inviting ambiance.

Outdoor Courtyard Walkway

A tranquil courtyard area framed by sections of a historic home. Wooden beams and large glass windows form a covered walkway along one side, combining rustic charm with transparency that invites nature indoors. Gray shingled exterior walls contrast with the warmth of natural wood tones. The courtyard is lush with green grass and landscaping featuring low bushes and small plants, bordered by a winding stone pathway that guides through the space. Mature leafless trees indicate a late winter or early spring setting, while a skylight above the central entrance adds natural light to the interior courtyard passageway.

Sunroom with Central Fire Pit

A spacious sunroom defined by clean lines and a harmonious blend of wood and neutral tones. The ceiling is trimmed with warm honey wood beams with a large skylight that floods the room with natural light. Walls are cream-colored with vertical and horizontal wood paneling in a matching warm tone, creating a grid-like pattern that adds depth and architectural interest. Centered in the room is a large sunken fire pit filled with smooth river stones, framed by a gray stone surround. Two simple wooden benches along opposite walls add seating, with a potted plant on one bench offering a touch of greenery. Glass double doors lead to an outdoor garden area, further extending the connection between indoor and outdoor spaces.

Indoor Pool Entryway

A separate room with a wash basin and sink leads into an indoor pool area. The space displays a harmonious blend of wood and frosted glass panels in a grid pattern throughout the walls and ceiling beams, evoking a Japanese-inspired aesthetic. Warm-toned wood frames the partitions and doors, complementing beige walls and light stone or tile flooring. The pool area beyond reveals a vaulted wooden ceiling with skylights, enhancing natural light. The design balances clean, minimalist lines with warmth from natural materials, creating a calm and inviting atmosphere ideal for relaxation and wellness.

Indoor Swimming Pool

A long, rectangular indoor swimming pool is surrounded by a sleek gray stone deck. The pool area is enclosed within a structure characterized by warm wood tones seen in the exposed beams, ceiling, and wall paneling, evoking a craftsman-style aesthetic. Large floor-to-ceiling windows on the right side allow abundant natural light and offer views of lush garden greenery outside. The ceiling features a series of skylights adding further illumination. Symmetrical, minimalist wall sconces and clean-lined stainless steel handrails add modern touches. The blend of modern and natural materials creates a serene, inviting atmosphere.

Garden and Lawn Area

A charming outdoor space beside a historic home painted in a muted rose shade with a steeply pitched brown roof. Mature trees and dense green shrubbery create a lush, secluded atmosphere. Flowering bushes with pink and red blooms add bursts of color near the wooden fence with decorative finials. The lawn stretches out wide and well-maintained, with a pair of rustic wooden chairs placed invitingly for relaxation. The landscape combines natural greenery with cultivated plants, evoking a peaceful, traditional New England garden vibe surrounded by the tall woods in the background.

Front Entrance Gate

A charming front entrance gate painted in a muted berry tone stands amidst abundant lush greenery and tall trees. The pathway beyond the gate leads to a welcoming house with similar berry-colored siding and matching window shutters. The house’s roof shows aged shingles, adding a rustic historic charm. The greenery features broad leafy shrubs and natural undergrowth that blend harmoniously with the mature trees, creating a peaceful, secluded ambiance. A classic black mailbox mounted on a stone post adds a quaint, inviting detail to the natural, serene setting of this historic home entrance.

Living Room Seating Area

A bright living room bathed in natural light from multiple large windows, with crisp white walls and ceiling enhancing the open feel. Soft pink and burgundy upholstered seating complements the deep red patterned area rug, creating a cozy yet elegant atmosphere. A glass coffee table with brass detailing holds a vase of tulips and books, adding both color and charm. The fireplace with a simple mantelpiece anchors the room, mounted above by a modern flat-screen TV. Rustic wooden chairs with cross-back design line a bench by the window, under a wrought iron chandelier, blending traditional and contemporary elements seamlessly. A tall green plant near one window adds a natural touch.

Kitchen and Staircase

A spacious kitchen with rich wooden cabinetry extends along the right wall and forms an L-shape around the countertop island in the center, which is topped with patterned granite. The cabinetry includes built-in appliances, such as a microwave, blending seamlessly with the wood finish. The flooring is a warm-toned hardwood, complementing the natural wood cabinets. Above the island, two pendant lights hang from the ceiling, adding soft illumination. Beyond the kitchen, an open living area is visible with a fireplace and large windows. To the left, a staircase with white balusters and wooden handrails ascends, creating an airy and connected atmosphere between floors.

Dining Area

Long glass-topped dining table with a black wrought iron base is surrounded by eight wooden chairs with cross-back designs and light cushions tied to the seats. The floor is a warm-toned hardwood, complementing the natural wood furniture and built-in cabinet in the background. Large windows on one side flood the space with abundant natural light, highlighting the lush greenery outside. White walls provide a neutral, airy backdrop, accented by a simple black chandelier with candle-like lights hanging above the table. Artwork and a cabinet add character, blending rustic and classic styles.

Cozy Reading Nook

Long built-in bookshelves line the wall filled with an array of vintage books and decorative objects, creating a warm library feel. A cushioned daybed with richly patterned upholstery and several throw pillows is nestled into the far corner, perfect for lounging or reading. The floor features a large oriental rug with deep reds and intricate designs that complement the warm wood tones. A leather recliner and matching ottoman sit prominently in the foreground, inviting relaxation. White walls and ceiling with recessed lighting provide a bright, modern contrast to the historic charm. A white painted railing with wood handrails borders a stairwell, enhancing the open layout.

Upper Landing Lounge

Bright and airy upper landing with hardwood floors and white walls creating a clean backdrop. A skylight adds natural light, enhancing the openness. White wooden railings with natural wood handrails border the staircase, contributing classic charm. A built-in cabinet houses a flat-screen TV and decorative items, providing subtle storage. A leather armchair and matching ottoman in a rich reddish hue offer a comfortable seating nook atop a patterned oriental rug with intricate designs in burgundy and beige tones. Contemporary artwork on the far wall adds a splash of color, balancing traditional elements with modern style.

Hallway Desk Area

A narrow hallway with honey-toned wooden floors leads to adjacent rooms, featuring white walls and trim that highlight a bright, airy atmosphere. A built-in desk with a polished, reddish-brown wood surface runs along one side under a row of white-framed windows, offering a serene view of verdant trees outside. The cabinetry beneath the desk is painted white with simple black knobs, balancing function with understated charm. Two classic lamps with cream-colored shades sit on the desk, adding warm light to the space. A wooden chair with a woven cane seat complements the natural aesthetic, while framed art adorns the wall, adding quiet personality.

Listing Agent: Nicole Monahan of LandVest, Inc. via Zillow