Located in historic Southold, this fully renovated century home blends classic architectural elegance with modern luxury. Built on a lush half-acre along a coveted tree-lined street, the four-bedroom, four-bath residence showcases timeless craftsmanship with features such as a grand foyer, sweeping staircase, two fireplaces, and radiant-heated floors. The property includes mature ornamental plantings, two versatile accessory structures, an oversized pool, and a masonry deck, all enhancing its private, serene ambiance. Ideally situated near charming local cafes, shops, and acclaimed restaurants, this rare East End gem is listed at $2,495,000, offering an exquisite sanctuary that defines refined North Fork living.

Backyard Pool Area

The backyard consists of a large rectangular swimming pool bordered by a clean stone edge. Alongside the pool, six wooden lounge chairs with black and white striped cushions are perfectly aligned, each shaded by white umbrellas. The house in the background displays a charming historic character with a red brick chimney, cream-colored walls, and climbing green vines enveloping a porch area. Lush greenery and tall trees surround the yard, enhancing privacy while adding natural beauty and a serene atmosphere to the outdoor space. Small decorative statues and a dining set under an umbrella enhance its inviting design for relaxation and social gatherings.

Tree-Lined Driveway

A serene, paved driveway extends forward, framed by dense clusters of mature trees on either side. The lush greenery creates a natural canopy overhead, casting dappled shade across the road. Manicured lawns and well-tended shrubs line the edges, with occasional garden pots adding subtle splashes of color. The driveway gently curves toward a welcoming white gate visible in the distance, suggesting the entrance to a private estate. The overall atmosphere is peaceful and inviting, combining natural beauty with a sense of refined, understated elegance typical of historic American countryside properties.

Backyard with Pool

A serene backyard area surrounded by lush, mature trees displays a private swimming pool with clear blue water. The verdant garden features well-maintained greenery and landscaping blending naturally with the tall trees, including evergreens and deciduous varieties in full foliage. Adjacent to the pool is a patio with umbrellas and outdoor furniture, suggesting a relaxing space for outdoor dining or lounging. The historic home with tan siding and dark brown roof anchors the scene, complemented by a smaller outbuilding with a simple, pitched roof nearby. This peaceful outdoor retreat maintains a harmonious balance between nature and residential comfort.

Pool Area

A large rectangular swimming pool dominates the foreground, bordered by a clean stone edge and surrounded by a neatly maintained lawn. To the left, black-and-white striped cushioned lounge chairs with dark wooden frames and white umbrellas create an inviting relaxation zone. A classic two-story house with a soft beige exterior and red brick chimney stands in the background, accented by abundant greenery including flowering bushes and climbing vines draping over a pergola-like structure. Mature trees frame the scene, creating a balance of cultivated elegance and natural shade.

Garden Patio Seating

Sunlight filters gently through lush greenery and climbing vines draping a trellis overhead, casting dappled shadows across the stone-paved patio. A small round metal table with a mosaic top rests near a low brick planter filled with abundant white and red blooming hydrangeas, providing both color and natural texture to the space. Two simple green metal chairs accompany the table, inviting quiet outdoor moments. To the right, a glass sliding door connects this serene garden corner to the interior, blending indoor and outdoor living. The overall ambiance is peaceful, natural, and charmingly rustic.

Patio Furniture

A charming garden patio space framed by lush greenery and flowering plants creates a serene outdoor retreat. The round mosaic-tiled table with a wrought iron base is matched by green metal folding chairs, evoking a quaint European café style. A brick half-wall encloses the patio, supporting cascading vines and a stone planter bursting with vibrant red flowers, adding bursts of color. The backdrop reveals a neatly manicured lawn with sun loungers shaded by a large umbrella, bordered by thick foliage and trees, hinting at privacy and a peaceful connection with nature.

Backyard Swimming Pool

A rectangular in-ground swimming pool is set in a tranquil backyard surrounded by lush greenery and abundant trees. The pool is bordered by a simple stone or concrete edge, giving it a clean and classic look. On one side, several wooden lounge chairs with black-and-white striped cushions are lined up neatly under large white umbrellas, inviting relaxation and sunbathing. The garden plants, including white flowering shrubs and leafy bushes, frame the pool area and add a natural, serene ambiance. A stone statue is positioned on the grass, contributing a subtle decorative touch to the landscape.

Property Aerial View

Expansive lush greenery and mature trees envelope a charming historic home situated near a serene waterfront with boats anchored on calm waters. The house, marked by a home icon, has a classic architectural style with a muted roof and multiple chimneys. The property includes a rectangular swimming pool nestled within the garden’s greenery, surrounded by manicured lawns and adjacent structures. Neighborhood roads weave gently through the verdant landscape, blending natural beauty and peaceful residential living. The distant water body extends toward the horizon, framed by dense forests and an overall tranquil, scenic environment.

Aerial View of Property

An aerial perspective reveals a historic home nestled within a lush, mature landscape marked by various trees in rich greens and autumn hues. The central house has a classic gable roof with multiple intersecting sections, surrounded by ample green lawn space. A rectangular swimming pool sits to one side, accompanied by two white umbrellas and lounge chairs, highlighting a tranquil outdoor leisure area. A driveway leads to the house from a quiet street, flanked by dense hedges and garden beds. The property’s boundaries are subtly defined, offering privacy while showcasing a serene, well-maintained yard.

Entryway and Staircase

Bright white walls and detailed wainscoting create a clean, airy atmosphere in the entryway. A dark wooden staircase railing contrasts elegantly with pale painted steps, leading upwards beside a decorative, multicolored globe lamp. Rustic textures appear in the thick wooden console table topped with green potted plants and reading materials, complemented by a natural fiber rug on the floor. An intricately carved chair with a patterned orange cushion adds vintage charm near the doorway. Two delicate wall sconces with red shades and crystal adornments cast soft light, enhancing the room’s blend of historic detail and modern simplicity.

Living Room Fireplace Area

A cozy living room centered around a traditional white-painted wood fireplace with a lit fire, enclosed by a decorative black metal screen. Above the mantel hangs a large octagonal wooden-framed mirror, enhancing light and space. Two large windows with classic trim flank the fireplace, letting in natural light. Two armless chairs with vivid orange, red, and beige floral upholstery sit symmetrically on either side, facing inward toward a square green cushioned ottoman with wooden legs. The walls are painted crisp white, accented by simple molding and a built-in white bookshelf filled with books and framed artwork, lending a warm yet refined historic charm.

Dining Room Details

Bright white walls and trim create an airy, fresh ambiance in the dining room. A large rectangular table covered with a vibrant orange and beige patterned textile anchors the space, surrounded by dark wood chairs with carved backs and light upholstery. A grand chandelier made of brass and white elements hangs overhead, its lampshades varying in color including white, beige, black, and a striking pink, adding an eclectic touch. Against the far wall, an ornately painted cabinet with vivid nature scenes adds texture and historic charm. A set of three windows let in natural light, accented by red and white ceramic pieces on the wide window sill. Decorative art and fresh flowers complete the inviting look.

Entry Hall Cabinet

A painted antique cabinet with intricate, colorful motifs of figures and animals dominates a white paneled wall. The cabinet’s warm yellow and earthy tones contrast beautifully with the crisp white walls. On top, a beige pleated lampshade atop a white base sits beside a small coral piece and a framed artwork featuring a spiral of pink dots. Fresh tulips in shades of orange and pink add a lively touch. Above, a multi-paneled artwork with delicate floral and bird imagery in warm tan and orange tones complements the cabinet’s color scheme, enhancing the space’s historic yet eclectic feel.

Kitchen Island and Cabinets

The kitchen displays a spacious layout with a central island topped with a polished stone countertop, adorned with a bowl of lemons. White cabinetry lines the walls, featuring shaker-style doors and silver hardware that complement the contemporary stainless steel dishwasher and large fridge. Two large windows allow ample natural light, enhancing the clean white subway tile backsplash and soft beige walls. Overhead, two pendant lights with red cords hang from a ceiling with exposed beams. The floor consists of large dark slate tiles, contrasting with the bright ambience. A doorway opens to a dining area with a chandelier visible.

Kitchen and Dining Area

The kitchen boasts a bright, clean aesthetic dominated by white cabinetry with simple, classic paneling and soft round knobs. The countertops are a light gray stone, matching the large kitchen island centrally placed beneath three pendant lights with white shades and red cords, adding subtle color contrast. A stainless steel range and vent hood sit nestled between white subway tile backsplash, extending to open shelves with a few decorative pieces. The adjoining dining space features a white round table surrounded by white chairs, and rustic wood shelving displaying plates and pottery, while large windows bring natural light into the slate tile floor space.

Dining Area

Round white dining table with four matching chairs featuring cushioned seats occupies the center of the room, complementing a rustic yet clean aesthetic. Natural wood furniture pieces, including an open shelving unit filled with dishware and a simple wooden console table, add warmth against the light walls. Three large windows bring in abundant natural light highlighting the soft gray floor tiles arranged in a staggered pattern. Exposed ceiling beams, painted white for subtle texture, and a modern pendant light hanging above the table blend traditional and contemporary elements seamlessly.

Living Room and Dining Area

White paneled walls and ceiling with dark exposed wooden beams create an airy yet warm atmosphere. The stone fireplace, painted in light gray, stands as a focal point with a modest fire burning inside, adding coziness. A simple wooden table under a double-hung window holds a vase of pink tulips, enhancing natural light and views of lush greenery outside. A sliding glass door next to the dining table opens to an outdoor space. The dining area contains a wooden table surrounded by vintage wooden chairs, topped with a large round paper lantern pendant light. Soft striped area rug anchors the seating area.

Dining Room Table

A bright dining space with large windows flooding natural light and offering views of lush greenery outside. The white painted walls and ceiling contrast with dark wood beams overhead creating a rustic yet airy ambiance. A sturdy wooden dining table sits centrally, surrounded by an eclectic mix of vintage wooden chairs, some with cushioned seats. Above hangs a large, round paper lantern providing soft illumination. The floor is light-colored, adding to the openness. A simple vase with pink tulips adds a touch of color and freshness, enhancing the welcoming, casual farmhouse aesthetic.

Sunroom Seating Area

Bright and airy with abundant natural light streaming through large windows, this sunroom exudes a cozy charm. White paneled walls and ceiling contrast with exposed dark wooden beams, grounding the space with rustic warmth. Three sofas draped in fabric with red stripes and tassels face a dark wooden coffee table, creating an inviting conversation nook. A stone fireplace with a softly burning fire adds historic character. A carved wooden screen stands near the glass sliding door, adding intricate texture. Soft striped rug in subtle tones complements the textiles and enhances the relaxed, vintage-inspired aesthetic.

Bathroom Vanity Details

A marble countertop with an under-mount sink is set against crisp white cabinetry, creating a clean and classic look. Above, a large rectangular mirror with an antiqued gold frame adds a touch of historic charm, complemented by a colorful fish sculpture perched atop. Bright yellow tulips in a clear glass jar bring life and warmth to the neutral palette. The walls are adorned with small framed artworks featuring birds and a scenic watercolor piece, adding whimsical, nature-inspired accents to the serene and well-lit bathroom space.

Bedroom Details

The room displays a crisp, white color palette with walls and bedding in pure white, creating a bright and airy atmosphere. The floral-patterned headboard adds a vibrant pop of colors including reds, greens, and pinks, bringing a lively, vintage touch. Warm orange and brown accent pillows complement the headboard’s colors. Two bedside tables rest on either side of the bed, with a white ceramic lamp on one and a bold red lamp paired with a bouquet of yellow and orange tulips on the other. The dark wooden oval mirror with intricate carvings adds a historic elegance, while a rich red area rug anchors the space with a splash of warmth and color beneath the white metal bench. A framed artwork on the wall enhances the eclectic mix of modern comfort and classic charm.

Entry Hall and Staircase Area

The entry hall is spacious with wide, painted wooden floors covered partly by a long woven rug that adds texture. White paneled walls rise halfway, topped with smooth wall surfaces painted in light neutrals. On the right, a wooden staircase features rich, dark handrails and vertical balusters. The lower part of the staircase is paneled in white with small built-in benches housing blue and white decorative pots. A colorful, spherical lamp perched atop the newel post highlights the staircase area. Opposite, a sturdy, rustic wooden console stretches along the wall, adorned with small plants and a table lamp with a ceramic base. Wall sconces with fabric shades add soft lighting, enhancing the welcoming ambiance. The far end opens to an exterior view through a glass-paneled door, allowing natural light to flood the hall. Subtle framed artwork and a cushioned chair add gentle accents.

Upstairs Landing

Warm wood tones define the stair railing with vertical slats and broad newel posts, creating a welcoming transition between floors. White wainscoting runs along the walls, topped with soft light gray paint that enhances the bright, airy feel. A large, round, mid-century modern pendant light adds a touch of contemporary contrast. A narrow black bench along one wall provides a resting spot beneath an expansive dark-hued framed artwork. Natural light filters through double-hung windows with classic trim, illuminating the hallway’s graceful simplicity and the adjoining bedroom visible through the open door.

Sunlit Bedroom Seating

The space, likely a bedroom, combines restful and casual seating areas bathed in natural light from two large windows dressed with sheer white curtains and a roller shade. A wooden storage bench with carved details sits beneath one window, bringing warmth with its rich, dark stain. In the foreground, a blue-striped upholstered armchair and matching ottoman add casual comfort and a pop of color that complements the bright blue pillows on the bed. The bed has a neutral, striped headboard, while a subtly patterned beige and white bench at its foot adds texture and elegance. Light wood flooring and neutral walls create an airy, calm atmosphere accented by minimal decor including a simple potted plant and a small piece of blue artwork.

Bathroom Interior Details

White walls and trim create a bright, airy space accentuated by natural light from two double-hung windows. A patterned tile floor in gray and white adds subtle visual interest without overwhelming the calm palette. The minimalist white bathtub sits adjacent to a light gray marble countertop supporting a green potted aloe plant, injecting natural texture. A modest framed print with teal and cream motifs hangs between the windows, providing a focal point. To the right, a glass-enclosed shower with gray marble tile brings a touch of classic elegance and complements the overall serenity of the room.

Bright Bedroom Details

Soft natural light fills this airy bedroom with its crisp white walls and ceiling, enhancing the tranquil atmosphere. Pale wood flooring contrasts subtly with two vivid red bedside tables that hold coral-inspired lamps, introducing a splash of color. The bed has a striped upholstered headboard with cream and soft beige floral bedding, exuding understated elegance. Sheer white curtains frame three large windows, allowing ample daylight. At the foot of the bed, a light gray cushioned bench with wooden legs adds classic charm. Decor includes a framed coastal painting, blending a relaxed, cozy yet refined aesthetic.

Bedroom Corner with Bathroom Access

A bright bedroom corner illuminated by natural light from a large window with a white roller blind. The room includes a cozy armchair draped in a vibrant orange, patterned fabric, complemented by a striped lumbar pillow. Next to the chair, a sliding white barn door with a glass panel leads into a bathroom featuring white marble tiles and chrome fixtures, adding a touch of elegance. An antique red chest with intricate bird and floral motifs stands beneath a large round mirror. A small potted plant and a colorful ceramic vase provide fresh, artistic accents, harmonizing with the room’s serene white walls and light hardwood flooring.

Bathroom Bathtub Area

The bathtub area is lined with large white marble tiles veined in soft grey, creating a sleek and sophisticated look. The space includes a modern rain showerhead positioned above the tub, with additional chrome fixtures including a hand shower, taps, and tub spout that contrast subtly with the light stone. Two narrow frosted windows provide natural light while maintaining privacy. Adjacent to the tub, a built-in shelf unit painted white offers storage and display space, topped with a marble ledge holding a decorative potted plant and arched mirror that adds subtle elegance and depth to the room.

Master Bedroom and Sitting Nook

The spacious master bedroom displays a calming neutral palette with cream-colored walls and light wood flooring. A large bed covered with a textured, subtle floral-patterned quilt anchors the room. Two windows allow natural light to filter in, showcasing views of lush greenery outside. An adjoining sitting nook houses a single daybed with floral bedding and a small white table holding a classic lamp and fresh flowers, creating a cozy reading or relaxing spot. A rich, warm-toned oriental rug with geometric patterns adds vibrant contrast to the floor. A vintage wooden dresser topped with a decorative lamp balances the room’s understated elegance.

Quiet Bedroom Corner

The bedroom corner is bathed in natural light from a large window framed in crisp white trim. A single bed adorned with a floral patterned quilt in soft pastel tones sits on light wood flooring. A woven rattan chair with a cushioned seat and subtle floral upholstery complements a small potted plant placed on a wicker side table nearby. Six small framed botanical prints hang neatly on the pale gray wall, enhancing the room’s calm and cozy ambiance. A neutral area rug with a geometric floral motif adds texture and warmth. Sliding white barn doors with a mirror panel open to an adjacent bathroom with vintage-inspired tile and a white vanity.

Bathroom Interior

Subtle cream-colored walls create a serene backdrop for this bathroom, highlighted by a patterned tile floor in muted green and white that adds soft character. A white bathtub with a frameless glass shower screen and overhead rainfall showerhead presents a clean, modern touch next to a natural wood chair, infusing subtle warmth. The vanity, painted in pale mint, holds a gray marble countertop with a distinctive scalloped-edged mirror above. A green and white woven basket and a vase of fresh pink tulips contribute a gentle splash of color, enhancing the light-filled space from the large, mullioned window.

Listing Agent: Bridget Elkin of Compass Greater NY LLC via Zillow