Tucked along Oenoke Ridge in New Canaan, this exquisite estate transforms an 1890s cow barn into a refined residence blending agrarian heritage with contemporary elegance. Set on five private acres, the home was thoughtfully redesigned by the Hobbs family with architects Joeb Moore and Louise Brooks. Featuring a soaring two-story great room with a stone fireplace, six bedrooms, and a first-floor primary suite, the property includes a detached garage with guest house and terraced gardens by Kathryn Herman Design. Recent additions include a heated gunite pool and outdoor fireplace. Priced at $6,195,000, it offers an iconic blend of history, artistry, and serene privacy minutes from town amenities.

Front Driveway Entrance

A long gravel driveway flanked by evenly spaced, meticulously pruned trees illuminated by soft ground lighting creates a grand entrance. The symmetrical alignment of lush green trees on both sides leads the eye straight toward a warmly lit house at the end, evoking a sense of tranquility and elegance. The moon hangs low in a clear evening sky, adding to the serene atmosphere. The surrounding lawn areas are neatly manicured, bordered with stone edging, emphasizing order and refined landscaping typical of historic American estate grounds.

Aerial View of Property

The image captures a sprawling estate from above, revealing a large, classic home surrounded by neatly manicured lawns and lush greenery. The house’s multiple rooflines and light gray roofing contrast with vibrant green trees and hedges carefully shaped into geometric forms. Adjacent to the house is an elongated swimming pool with clear blue water, bordered by a stone patio area. Several mature trees provide shade and texture across the expansive yard. Visible in the garden are structured pathways and small seating areas, underscoring a blend of natural harmony and formal landscaping. The entire property is framed by thick foliage, offering both privacy and classic elegance.

Aerial View of Estate

The property is nestled amidst dense, mature trees interspersed with well-manicured shrubbery and topiary. The main house and adjoining structures are painted white with wooden garage doors adding rustic charm. A paved driveway leads to the three-car garage. Multiple garden spaces are visible, including a neatly trimmed hedge maze and a small pool surrounded by green lawns. A firepit area invites outdoor gatherings, enclosed by verdant borders. Beyond the estate, a river runs along the tree line, offering picturesque water views. The overall setting exudes tranquility, privacy, and classic countryside elegance with lush greenery and serene water elements.

Backyard and Pool Area

A spacious backyard with a pristine rectangular swimming pool is surrounded by a well-manicured lawn and lush greenery. Mature trees provide shade and create a natural, serene ambiance. The home’s exterior is clad in white siding with large multi-pane windows that allow ample natural light inside. Stone retaining walls and stairways add historic charm and structure to the garden, leading down to a gated entrance at the lower terrace. A pergola-covered seating area sits adjacent to the pool, offering a comfortable spot for outdoor relaxation. The overall aesthetic blends natural beauty with classic architectural detailing.

Backyard Swimming Pool

A rectangular swimming pool sits centrally in a lush, well-manicured backyard surrounded by vibrant green grass and a stone border. On either side of the pool, two pairs of modern white sun loungers are positioned symmetrically, inviting relaxation. In the background, a wooden pergola covered with green vines provides a shaded seating area with a table and chairs below. Tall, mature trees and neatly trimmed hedges encircle the space, offering privacy and a natural, serene ambiance. A bright blue sky with scattered clouds enhances the tranquil, fresh outdoor setting.

Outdoor Fireplace Patio

A serene outdoor seating area is centered around a rustic stone fireplace composed of rounded river stones. The hearth holds a lively fire, framed symmetrically by two storage cavities filled with firewood. The paved stone patio is bordered by neatly trimmed lush green hedges and vibrant grass. Minimalist outdoor furniture, including two cushioned armchairs and a matching cushioned loveseat, features sleek metal frames and light gray cushions. In the background, dense green foliage and trees create a tranquil natural backdrop. White blossoming branches add a subtle decorative touch atop the fireplace, blending natural elements with refined design.

Garden Patio and Reflecting Pool

A beautifully manicured garden space with vibrant green grass and an assortment of leafy trees and shrubs surrounds a rectangular reflecting pool bordered with smooth stone. Four large, flat stone steps cross the shallow pool, adding a modern geometric element to the natural setting. In the background, a small paved patio area holds a wooden outdoor dining set, providing an inviting place for relaxation and dining. The scene is framed by dense foliage under a bright blue sky with scattered clouds, creating a serene and private outdoor retreat.

Backyard Exterior View

A traditional two-story white wooden house with a large elevated deck wrapping around the back is visible. The deck is supported by stone pillars, combining natural stone and classic white wood for a charming, rustic appeal. Stone stairs lead down to a meticulously manicured green lawn framed by trimmed boxwood hedges. The house has numerous symmetrical windows, allowing natural light to flood the interior and creating a strong connection between the indoors and the expansive natural surroundings. Mature trees frame the property, adding privacy and enhancing the serene ambiance under a clear blue sky.

Front Entry and Garden

A rustic wooden gate with a stone base opens onto a cobblestone path leading to a spacious gravel driveway. The driveway extends to the front façade of a classic white-shingled home, nestled behind a graceful canopy of mature green trees. Symmetrical bushes and manicured hedges frame the entrance porch, where tall double doors with sidelights invite guests inside. The soft gray roof contrasts subtly with the crisp white exterior, while dappled sunlight filters through the leaves, adding a serene, timeless charm to the estate’s welcoming approach.

Front Exterior Entrance

White wooden shingle siding covers the facade, lending a classic New England farmhouse charm. Two stone chimneys add rustic appeal, while the steeply pitched roof is clad in wooden shingles, blending well with its historic character. Multiple small-paned windows with cream trim punctuate the walls symmetrically. The front entry, recessed under a roof extension supported by wooden posts, includes a door with sidelights, allowing natural light inside. Manicured green shrubs and small bushes line the gravel driveway and stone-bordered garden beds, creating a tidy, inviting landscape framed by lush trees casting soft shadows.

Wine Cellar Storage

Wooden racks line the walls in this compact wine cellar, holding an extensive collection of both red and white bottles displayed horizontally. Light-toned wooden crates occupy multiple shelves on the right, adding to the organized storage layout. Above, the ceiling is made of exposed, whitewashed wooden beams that contribute a rustic, historic charm. The floor has a dark finish with subtle reddish speckles, contrasting elegantly with the pale wood. The arrangement maximizes space while maintaining aesthetic appeal, with a warm, inviting atmosphere for wine preservation and display enhanced by the mix of wood textures and natural light.

Garden Sauna Entry

A quaint, circular wooden sauna is nestled between dense green hedges, blending naturally with the garden surroundings. The sauna door is fitted with a narrow vertical window, flanked on either side by two small rectangular windows that allow light inside while maintaining privacy. Natural wood tones dominate, providing a rustic, earthy aesthetic complementing the lush foliage around it. Gravel and stone slabs pave the entrance path, guiding visitors through the greenery to this charming outdoor retreat, offering a sense of seclusion and tranquility within a well-maintained garden space.

Outdoor Deck Seating

A spacious wooden deck with natural light-toned planks extends along the side of the house, bordered by classic white railings with square posts. Comfortable outdoor seating includes a cushioned sofa, two armchairs, and a central coffee table, all in a cohesive gray frame with beige cushions, offering a modern contrast to the historic structure. The deck overlooks a lush green lawn and mature trees under a bright blue sky with fluffy clouds, creating a serene, inviting atmosphere ideal for relaxation and outdoor gatherings. Steps lead to a covered sitting area toward the rear of the deck.

Living Room Corner View

Natural stone wall on the left contrasts with smooth white walls edged by dark wood framing. The floor is polished hardwood, complementing massive built-in wooden shelving with open and closed storage spaces on the right. A muted, textured area rug adds warmth to the seating area. A modern black sideboard holds decorative vases and a lamp beneath a mounted flat-screen TV, blending rustic elements with contemporary accents. The far wall is almost entirely made up of multi-paned windows letting in abundant natural light and offering scenic outdoor views, emphasizing open, airy living.

Entryway with Stone Accent

A wide wooden front door with natural grain and a diagonal brace stands as the focal point of this entryway. Flanked by glass sidelights and a transom window above, the entrance allows abundant natural light to filter through. Rich hardwood floors extend across the threshold, complemented by a pair of layered rugs in muted beige tones. A rustic metal and wood console runs along a stone accent wall, topped with a large monochromatic lion portrait that evokes strength and calmness. Earth-toned decor items and a ceramic lamp enhance the organic, warm ambiance. Iron railings and exposed wooden beams add structural character to this welcoming space.

Living Room Details

Rough stone wall contrasts with smooth white walls framed in dark exposed wooden beams. Warm honey-toned wide plank hardwood flooring complements the rustic timber framework. Large white-framed French doors open to the outdoors, allowing natural light to flood the space alongside multiple sash windows positioned near the ceiling. A framed monochromatic lion portrait rests on the stone wall, accompanied by a ceramic lamp on a dark wooden table. Neutral-colored seating arranged on a light gray rug invites relaxation, balancing contemporary furnishings with the home’s historic, rustic architectural elements for a harmonious, airy atmosphere.

Living Room Details

Exposed dark wooden beams create a rustic framework contrasted by crisp white walls, giving the space a bright yet warm ambiance. Polished wide plank hardwood flooring complements the wood accents, extending through the open room. A large stone fireplace anchors one side, adding historic charm with irregular, natural stones. Floor-to-ceiling multi-paned windows line one wall, flooding the area with natural light and connecting the interior to greenery outside. The room is furnished with neutral-toned, modern sofas and minimalistic decor, while wall-mounted sconces add subtle illumination, maintaining a balance of vintage and contemporary elements.

Living Room with Vaulted Ceilings

Expansive living room characterized by towering vaulted ceilings framed with exposed dark wood beams contrasting crisp white walls. An impressive grid of tall windows branches both vertically and horizontally, allowing abundant natural light and verdant views. The furniture arrangement centers on a large sectional sofa in a soft beige linen fabric, paired with two matching armchairs and two leather-upholstered chairs with a sleek modern design. A substantial wooden coffee table anchors the space, adorned with books and sculptural decor. Polished hardwood floors and neutral tones unify the room, complemented by a spherical, modern pendant light that adds a distinctive contemporary element.

Living Room with Exposed Beams

The living room displays a high vaulted ceiling accented by rustic, dark wooden beams that contrast beautifully with the crisp white walls. Large grid-style windows fill the room with natural light and provide scenic views of lush greenery outside. Furnishings include a spacious beige sectional sofa and two matching armchairs, all arranged around a rich wooden coffee table with artistic decor and books. Soft gray area rugs cover polished hardwood flooring, complementing the neutral color palette. Modern spherical pendant lights hang from the ceiling, adding a contemporary touch to this elegant, airy setting. French doors open to an outdoor deck, enhancing indoor-outdoor living.

Living Room Seating Area

A spacious living area with high vaulted ceilings framed by exposed dark wood beams contrasting crisp white walls. Large windows and glass doors open to a verdant outdoor view, allowing natural light to flood the room. The seating arrangement includes a soft beige sectional sofa, two matching armchairs, and a dark leather ottoman, all arranged around a wooden coffee table adorned with books and a sculptural centerpiece. Neutral tones dominate the color scheme, supported by grey accent pillows and minimalistic wall sconces, blending modern comfort with rustic architectural charm. A woven basket with cozy throws enhances the inviting atmosphere.

Outdoor Balcony Seating

A cozy balcony deck framed by white wooden railings offers seating with modern cushioned patio furniture in neutral beige and gray tones. The arrangement includes a loveseat, two armchairs, and a simple rectangular coffee table, all positioned on a natural wood floor. Beyond the balcony, a lush green lawn and meticulously trimmed hedges create a manicured garden appearance. In the distance, a countryside view unfolds with dense, vibrant green trees under a bright blue sky scattered with fluffy clouds. The overall ambiance combines sleek contemporary outdoor furniture with natural, serene surroundings.

Dining Room and Built-In Shelves

Warm honey-toned hardwood floors extend throughout the room, complemented by exposed dark wooden beams that add a rustic character. The dining area features a modern rectangular table surrounded by eight gray leather chairs, resting on a large woven natural fiber rug. Adjacent to the dining space, built-in wooden shelves and cabinets with a rich finish showcase decorative objects, including vases, framed botanical prints, and a serene white Buddha statue, which adds a zen-like touch. White walls and abundant natural light streaming through multiple windows create a bright, airy atmosphere balancing traditional and contemporary elements.

Spacious Kitchen Island

The kitchen is designed in a bright, airy style with white cabinetry and walls, contrasted by a dark gray countertop on a large central island. The island offers ample workspace while also serving as a casual dining area with white barstools supported by wooden legs. Natural wood beams and accents introduce warmth and an architectural rustic charm to the predominantly modern and clean-lined room. Light wood floors complement the neutral color scheme. Large windows and multiple upper transom windows flood the room with natural light. Stainless steel appliances, including a professional-grade range, add sleekness, while subtle decorative molding adds elegance to cabinetry.

Kitchen and Dining Area

Bright white cabinetry with glass-front upper cabinets adds elegance and openness. A sleek black countertop on the island contrasts with the white base, complementing the stainless steel range hood and range with red knobs. The vertical beadboard ceilings and exposed wooden beam contribute to a charming rustic aesthetic. White tiled backsplash has a subtle texture, enhancing the classic feel. Natural light floods through large multi-pane windows, illuminating a marble dining table paired with minimalist white chairs. A modern oval chandelier with delicate lighting hangs above, blending contemporary design with the timeless farmhouse style.

Dining Room Details

A bright dining area with vaulted ceilings lined with white wood paneling creates an airy atmosphere. A round marble table sits atop a light textured rug, surrounded by modern white chairs with sculptural backs. The walls and built-in cabinetry, painted in crisp white, include glass-fronted upper cabinets and a black countertop workspace. French doors and tall windows flood the space with natural light and open to an outdoor wooden deck with leafy green views. The centerpiece chandelier features a striking geometric design of intersecting crystals, adding elegance and contemporary flair to the classic white farmhouse aesthetic.

Cozy Sitting Room

A bright, inviting sitting room with white walls and ceiling, illuminated by recessed lighting. Two large windows with white frames are adorned with blue and white patterned Roman shades, allowing natural light to flow in. Two sofas face each other: a gray sofa on the left and a beige sectional with a chaise on the right, both accented with neutral and blue patterned throw pillows and a cream throw blanket. A round ottoman with black, white, and blue zigzag fabric serves as a coffee table, topped with a wooden tray holding vases and greenery. Soft, light wood flooring and a large white area rug complete the space, while an abstract blue and beige painting and a white lamp add artistic and cozy touches.

Home Office Workspace

Bright and airy room with large double-hung windows framed by beige and white patterned curtains, allowing natural light to flood the space. Walls painted a soft gray create a calm and neutral backdrop, complemented by built-in open shelving and cabinetry painted in matching tones. A clear glass desk with black metal trestle legs centers the room, paired with a comfortable upholstered chair draped with a striped throw. The floor features polished hardwood with a large area rug boasting a three-dimensional geometric pattern in earthy beige and tan shades. A modern white lamp and art pieces gently enhance the clean, serene atmosphere.

Master Bedroom with Canopy Bed

Bright and airy master bedroom with a dark wood canopy bed serving as the centerpiece. The walls are painted a soft neutral beige, complementing the warm tone of the polished hardwood floors. Three windows with light-patterned Roman shades allow natural light to fill the room, highlighting the simple yet elegant furnishings. A textured, off-white bench sits at the foot of the bed, resting on a large light beige area rug that defines the sleeping space. White French doors draped with matching patterned curtains open to reveal a lush green outdoor view, adding a refreshing natural element.

Bathroom Bathtub Nook

A pristine white freestanding bathtub sits centrally, accompanied by a sleek chrome floor-mounted faucet. A narrow wooden bath tray rests across the tub, adding warmth to the modernistic aesthetic. The wall behind the tub is adorned with a large multi-pane window that provides a serene, verdant view of lush foliage, blending indoor relaxation with nature’s tranquility. Adjacent to the tub, white open shelves hold woven baskets for storage, complementing the minimalist and clean style. Horizontal shiplap paneling on the shelves enhances the space’s subtle texture and classic charm, while the soft natural light brightens the entire nook.

Library Loft Walkway

A narrow aisle lined with built-in white bookshelves filled with books and decorative objects stretches along one side, while the other side is supported by vertical black metal rods providing an open view down to the living area below. The rich wood beams and structural elements frame a tall stone fireplace, contributing a rustic, natural texture against the otherwise crisp white walls and ceiling. The floor is covered with a muted gray-brown carpet runner, and an artistic spherical chandelier hangs in the open space, blending modern design with historic architectural charm.

Bedroom with Window Views

White walls and ceiling create a bright, airy atmosphere enhanced by natural light streaming through three large windows framed with dark wooden beams. Blue and white striped Roman shades add a nautical touch. A plush, white upholstered bed with patterned and solid blue pillows sits centered on a textured, light-colored geometric rug over polished hardwood floors. Matching white nightstands on either side hold white and blue lamps, complementing the soft blue accents within the bedding. A dark gray wooden dresser adds contrast and storage, while double white closet doors provide clean, minimalist lines.

Bedroom with Blue Walls

Soft blue walls provide a calming backdrop for this bedroom, contrasted by crisp white trim around three spacious windows allowing abundant natural light. A plush, white bed with multiple textured decorative pillows anchors the room, flanked by light wooden nightstands topped with ceramic lamps. The hardwood floor complements the warm, neutral-toned area rug beneath the bed. At the foot of the bed, a tufted bench offers both style and function. Architectural details like the sloped ceiling and classic window moldings evoke a refined, cozy atmosphere blending modern comfort with traditional charm.

Home Gym Area

Bright and spacious home gym with smooth light-colored hardwood flooring and crisp white walls providing a clean, modern backdrop. Natural light floods in through two large, classic multi-pane windows, offering a view of lush greenery outside. Exercise equipment includes a sleek elliptical machine positioned by the windows and a sturdy black weight bench facing a matching rack filled with various dumbbells. A tall black metal shelving unit holds assorted fitness accessories, while a large rectangular wall mirror visually expands the room. A wall-mounted flat-screen TV adds a functional entertainment component, balancing utility with simplicity.

Garage Exterior

Set against a backdrop of lush green trees, the garage exterior presents a classic and clean design. It features three wooden carriage-style garage doors with cross-bracing details that add rustic charm. The light gray siding contrasts gracefully with the warm wood tones of the doors, while the steep, shingled roof emphasizes the traditional American architecture style. Above the central door is a small window bringing subtle natural light inside, and vintage-inspired metal sconces provide outdoor lighting. The surrounding setting is serene and natural, framed by greenery and a gravel driveway that complements the timeless appeal.

Home Office Nook

Sloped ceilings and crisp white trim highlight the charm of this bright home office nook. A built-in desk with white cabinetry and a warm wooden countertop extends beneath a small window, offering functional workspace. Across the room, a white columned library bookshelf with minimal décor contrasts against the beige walls. A cozy reading area includes a light beige swivel chair paired with a matching ottoman placed on an irregularly shaped white cowhide rug. Large, grid-pane windows flood the room with natural light, while a leafy potted plant adds a touch of greenery to the serene setting. Hardwood floors unify the space with warmth.

Cozy Attic Bedroom

Small attic bedroom with sloped ceilings painted white, creating a snug and intimate atmosphere. Soft beige walls contrast gently with crisp white window trim and baseboards. A large bed occupies most of the space, dressed in white bedding with a textured blue and gray throw blanket draped across the foot. Multiple blue accent pillows provide a calming color contrast. On each side, modern lamps with textured ceramic bases sit on minimalistic round tables with black metal legs. Natural wood floor adds warmth while a light patterned rug complements the bedding’s neutral palette.

Listing Agent: Danielle Malloy of Serhant Connecticut LLC via Zillow