Located at 169 Milton Road in Rye, this iconic sea captain’s home blends historical charm with modern elegance. Situated on a sprawling one-acre lot, the 7-bedroom residence features classic architectural details such as high ceilings, built-in cabinetry, and charming fireplaces. Built over a century ago, the home underwent significant renovations including a 2016 landscape redesign by Sean Jancski, featuring a 20×44 pool and outdoor entertainment area. The 2021 transformation of the original four-car garage into a pool house adds versatility. Modern updates include new flooring, bathrooms, A/C units, boiler, and roof. Priced at $6,999,000, it offers a rare blend of history, luxury, and proximity to Rye’s town, schools, and beach.

Historic Home Exterior

White Colonial-style house with classic black shutters and multiple chimneys atop a dark shingled roof. The front entrance is marked by a rounded veranda with white columns and brick steps. Curved architectural details add elegance to the facade. Surrounding the home is an expansive green lawn that includes a white flagpole flying an American flag, four Adirondack chairs, and a circular flower bed with a tree. At the rear, a large rectangular pool is accompanied by a paved patio area with outdoor seating and a stone fireplace, blending traditional and recreational living. Mature trees and a stone boundary wall frame the property.

Backyard Pool Area

Expansive outdoor pool area surrounded by a spacious stone patio with seating loungers along one side. The backyard of a classic American white colonial-style home is visible, featuring multiple chimneys, dormer windows, and black shutters. Adjacent to the pool is an outdoor kitchen and bar area with wooden stools and a pergola overhead. Lush greenery, including bushes and blooming flowers, frames the patio, while mature trees provide privacy and shade. The architecture and landscaping blend traditional elegance with modern comfort, creating a serene space for relaxation and outdoor entertaining.

Backyard Pool Area

A large, rectangular in-ground pool takes center stage, surrounded by a wide stone patio. On one side, several wicker chaise lounges with cushions are neatly aligned under beige umbrellas, offering a relaxing sunbathing spot. The other side features an outdoor dining area with a long wooden table and benches near a built-in grill. White-painted historic-style houses with gabled roofs and dormer windows frame the pool, complemented by lush, mature trees and manicured hedges that add privacy and tranquility. The setting combines classic elegance with a serene, inviting atmosphere for outdoor living and entertaining.

Backyard and Pool Area

A sprawling backyard highlights a lush, manicured lawn leading up to a rectangular pool framed by a stone patio. The historic home features white wooden siding and multiple large windows with black shutters, surrounded by mature trees and meticulously maintained flower beds with white blooms. A small garden bed with a flowering shrub anchors the green space. Architectural details include two distinctive brick chimneys and a wrap-around porch with decorative columns. Beyond the pool, a quaint outbuilding with matching white siding and a cupola complements the serene, elegant outdoor setting perfectly.

Outdoor Patio and Pool Area

A beautifully landscaped outdoor space integrates classic brick pathways with natural stone steps leading up to a raised pool area. The pool deck is spacious, lined with cushioned lounge chairs shaded by large umbrellas for relaxing and sun protection. A modern, cubic fountain sits as a centerpiece, surrounded by manicured hedges and abundant greenery, creating an inviting, serene atmosphere. A white pergola shelters cushioned seating near a red brick wall, blending historic brickwork with contemporary comfort. Tall trees and dense hedges provide privacy and a lush backdrop, enhancing the garden’s tranquil, elegant aesthetic.

Garden Entry Archway

A charming white wooden archway gate with lattice panels opens to reveal a formal garden path paved with red bricks. The arch, featuring curved beams, adds an elegant framing to the view beyond. The garden is neatly manicured with sculpted boxwood hedges lining the path, small yellow blooms punctuating the greenery. At the end of the walkway, a square stone pedestal is surrounded by lush shrubs. Further in the distance, a water feature with a fountain and a classic brick outdoor fireplace provide focal points amidst tall, mature trees under a clear blue sky, enhancing the serene, historic garden atmosphere.

Backyard Pool Area

A rectangular swimming pool set within a stone-paved deck creates an inviting outdoor retreat. Lounge chairs line one side, ideal for sunbathing. The space includes a brick fireplace surrounded by comfortable seating, enhancing the cozy atmosphere for gatherings. Adjacent is an outdoor kitchen bar with wicker stools, designed for alfresco dining. Mature trees and lush greenery, including vibrant flowering shrubs, provide privacy and natural beauty. The overall aesthetic is a blend of rustic charm and modern leisure with an emphasis on functionality and relaxation amidst a serene garden setting.

Front Exterior View

Classic white-painted façade with black shutters defines this historic American home’s stately front. Symmetry highlights the colonial revival style with tall, multi-pane windows and a prominent triangular pediment decorated with dentil molding. A curved bay window adds elegance to one side of the façade. A white picket fence encloses the manicured front lawn, where well-trimmed shrubs and mature trees frame the scene. Adirondack chairs sit on the lawn, inviting relaxation. The American flag atop a tall flagpole reinforces patriotic charm and tradition under a bright blue sky.

Poolside Patio Area

The large rectangular swimming pool is the focal point, bordered by smooth, wide stone tiles that create a spacious deck area. On the right, several cushioned wicker chaise lounges with throw pillows are neatly lined up under beige umbrellas, suggesting a comfortable sunbathing spot. The background reveals a stately white colonial-style house with black shutters and multiple chimneys, adorned by large windows and French doors. Green manicured bushes and flowering plants, including a blooming pink shrub, add color and soften the clean geometric lines of the patio. Tall trees frame the area with natural greenery under a bright blue sky.

Historic Home Exterior

A stately white colonial-style house with a dark gray shingled roof and several brick chimneys dominates a lush green lawn. The facade includes prominent black shutters framing numerous large windows and a semi-circular front porch with decorative trim. Mature trees border the property, offering privacy and shade. Adjacent to the house, a sophisticated outdoor pool area features modern lounge furniture, a stacked stone fireplace, and umbrella-shaded seating. The expansive yard is meticulously maintained with manicured shrubs, a stone retaining wall, and a tall flagpole with the American flag, emphasizing classic American elegance and charm.

Modern Classic Kitchen

The kitchen showcases a blend of classic and modern design elements, with a large white island at the center surrounded by five patterned blue cushioned bar stools featuring black legs. White cabinetry with detailed molding stretches from floor to ceiling, incorporating glass-front upper cabinets that display dishware. The backsplash is composed of small mosaic tiles in neutral tones, complementing the darker countertops. Stainless steel appliances, including a large refrigerator, contrast stylishly with the white cabinetry. Hardwood flooring adds warmth, while two large pendant lights and recessed ceiling lights provide ample illumination. A window above the sink allows natural light and a view outside.

Kitchen and Dining Area

Expansive white kitchen cabinetry with glass-paneled doors lines the walls, enhancing a bright, airy feel. A large central island features a smooth white countertop and built-in shelving with cookbooks, surrounded by modern bar stools upholstered in a blue-gray geometric pattern. Above, industrial-style pendant lights add an elegant touch. The backsplash sports a subtle mosaic tile in warm beige tones, complementing black countertops. Light wood flooring extends into an adjacent dining area where mauve-pink chairs encircle a sleek rectangular table. Large windows and French doors with beige curtains invite natural light, blending classic and contemporary design elements.

Outdoor Dining Patio

A spacious outdoor patio with a large, wooden dining table surrounded by cushioned chairs arranged for a gathering. The table is set with white plates, wine glasses, blue placemats, and bottled water. Adjacent to the dining area is a brick outdoor kitchen equipped with a grill and a green ceramic egg-shaped smoker. A wide stone-paved floor extends throughout the space, leading to a stone fireplace framed in red brick, adding warmth and ambiance. Beyond, a tranquil pool bordered by reclining lounge chairs with umbrellas, lush greenery, and tall, mature trees create a serene, inviting atmosphere blending nature with modern comfort.

Butler’s Pantry

Long, narrow space with classic cream-colored cabinetry topped with dark stone countertops. Upper cabinets feature glass-front doors displaying elegant glassware, adding a refined touch. A small undermount sink with a vintage-style faucet is centered beneath a decorative tile backsplash in soft neutral tones. The cabinetry includes wine storage at one end, complete with open slots for bottles and a tray holding various liquor bottles. The hardwood flooring adds warmth and richness, while recessed lighting under the cabinets highlights the workspace. The adjoining room reveals a glimpse of a modern kitchen with pendant lighting and bar stools.

Dining Room Details

A spacious dining area centers around a large rustic wooden table paired with eight upholstered chairs in a soft beige fabric, accented with nailhead trim. Three elegant pendant lights with ribbed glass shades hang directly above the table, creating a warm glow. The walls are painted in a fresh, light gray tone complemented by crisp white crown molding and trim around wide doorways that connect to adjacent rooms. A classic fireplace with a gold-framed mirror above adds a hint of vintage charm. Light wood floors and a large patterned area rug complete the sophisticated yet inviting atmosphere.

Living Room and Study Area

A spacious living room flows into a sunlit study nook framed by large windows, filling the space with natural light. A soft gray and beige palette unites the walls, curtains, and upholstery, creating a serene atmosphere. The contemporary sectional sofa with clean lines anchors the seating area around a rustic wooden coffee table adorned with decorative trays and a chess set. French doors open to an outdoor patio, while an ornate fireplace with a round mirror above adds classic charm. Light hardwood floors and detailed crown molding enhance the historic architectural elegance mingling with modern furnishings.

Living Room Seating Area

A spacious corner living area with light gray walls and white trim, creating a calm and sophisticated atmosphere. A large beige sectional sofa with patterned and solid-colored cushions anchors the space, complemented by two upholstered chairs with subtle geometric patterns. The floral area rug beneath the modern wooden coffee table introduces soft pops of color in blues, greens, and reds. Built-in white bookshelves with scalloped trim flank the windows and hold books and decorative items. Dark gray roman shades cover the double windows, enhancing the room’s cozy yet elegant charm. Recessed lighting overhead ensures balanced illumination.

Bedroom with Bay Window Desk

A spacious bedroom combines classic and contemporary elements with its large upholstered bed in neutral tones, complemented by a tufted bench at its foot. Walls feature a distinct toile wallpaper with pastoral and animal motifs, framed by elegant white molding. Multiple large windows with dark roman shades allow natural light, creating a bright atmosphere. A rounded bay window area houses a warm wooden desk and black office chair, balancing rest and productivity space. Light wood floors and a subtle area rug anchor the room. The hanging spherical chandelier adds a sophisticated touch to the high ceiling.

Bathroom Entrance and Closet

An arched doorway with detailed white woodwork leads into a serene bathroom featuring dark stone tile flooring and soft gray walls. On the immediate sides of the entrance are built-in white cabinetry with paneled doors and black knobs, offering ample storage. A window seat cushion with delicate blue and white floral patterns adds a cozy touch by the large window with a brown Roman shade. Inside the bathroom, a silver-gray freestanding bathtub sits in front of bay windows with white shutters, framed by twin wall sconces with cream shades and a spherical chandelier overhead, blending classic charm with modern elegance.

Elegant Master Bathroom

The bathroom centers on a sleek freestanding bathtub with a polished silver exterior, positioned beneath a large bay window that invites natural light through white plantation shutters. The walls are painted in a soft, muted gray complementing the dark stone tile floor, which adds a grounded, elegant contrast. Classic white cabinetry with black hardware supports a modern vessel sink atop a black countertop. A glass-enclosed shower with a minimalist chrome handle is visible to the right. A delicate chandelier enclosed in a spherical metal frame adds a hint of sophisticated charm, blending modern and traditional styles gracefully.

Master Bedroom Details

Vaulted ceilings painted in a soft gray complement the white paneled walls that extend around the room, adding historic charm. A large tufted white upholstered bed is dressed in white bedding with textured pink throw pillows and a matching throw blanket, creating a cozy, feminine contrast. Natural wood floors with a warm tone add earthiness, enhanced by a neutral textured area rug under the bed. An antler chandelier hangs centrally, bringing rustic elegance. A plush circular white swivel chair with blush-cushions sits near two large multi-pane windows. Black metal shelving and a tall mirror framed in wood add functional and decorative accents.

Bedroom Seating Area

Soft pastel walls enhance the welcoming feel of this bedroom, featuring a pink accent behind the bed framed by two large mirrors surrounded with a row of warm light bulbs, contributing to a cozy glow. A macramé wall hanging adds a handcrafted, vintage touch above a low-profile bed dressed in muted floral bedding. White wooden nightstands flank the bed, topped with simple lamps and small plants. Light hardwood floors are softened by a thick beige rug. Near large windows with dark roller shades, a cream sofa adorned with colorful embroidered and solid throw pillows offers a relaxing nook, balanced with a tall leafy plant and framed artwork on the wall.

Bathroom Vanity Area

Smooth gray walls complement a large window with white, wooden shutters, allowing natural light to softly illuminate the space. The countertop is a polished white marble slab with rounded edges, fitted with two under-mount sinks and sleek chrome faucets. The vanity, crafted from light-toned wood with black iron handles and knobs, adds a rustic warmth to the modern, clean design. Two black-framed mirrors hang above each sink, paired with metal sconce lights featuring exposed bulbs, blending industrial and farmhouse styles. The floor is covered in small, light mosaic tiles, enhancing the room’s texture and subtle elegance.

Cozy Bedroom Corner

Soft gray walls create a calming atmosphere paired with natural light flowing through the multiple large windows and French doors that open to a balcony. A white bunk bed with cozy bedding and orange accent pillows nestles into the corner, complemented by a light wood floor. An inviting round, furry egg chair adds a whimsical touch and texture contrast, while a wooden desk with a plush, white faux fur-covered chair offers a functional workspace. A classic chandelier hangs from the ceiling, blending vintage charm with modern simplicity in this inviting bedroom space.

Loft Sitting Area

A cozy loft area with a rustic wooden floor and a white-painted wooden ladder leading to an upper balcony with traditional spindle railings. The walls are vibrant with a bold, patterned wallpaper featuring red and green pagoda-style buildings on a navy background, lending a vintage and whimsical touch. A large beige sectional sofa adorned with colorful throw pillows, including red and patterned green cushions, occupies the corner beneath the sloped ceiling. A small wooden round coffee table sits on a multicolored striped rug, enhancing the warm, eclectic feel of this intimate living space. Shelves with children’s books add a playful and homey detail.

Basement Lounge Area

A spacious basement lounge with light gray walls and a subtle tray ceiling illuminated by recessed lighting creates a cozy atmosphere. A large beige sectional sofa, adorned with white and patterned throw pillows and a plush gray fur throw, stretches along two walls. The floor is covered with a woven cream rug and beige tile. A geometric wooden coffee table holds a wicker basket filled with snacks. A white media console beneath a wall-mounted flat-screen TV holds board games and storage baskets. Minimalist framed artwork adds character to the neutral-toned space.

Wine Cellar Storage

Dark wooden wine racks organized with diagonal and vertical slots dominate one wall of this cellar space, cradling numerous bottles of various wines. A corner set of open shelves holds decorative items including a large bottle and greenery, adding a touch of elegance. The neutral-toned tiled floor complements the soft gray walls, while the cream-colored paneled door with brass hardware provides a classic, understated contrast. Recessed ceiling lights create ample illumination, highlighting the rich wood tones and creating a clean, organized, and inviting environment perfect for wine storage and display.

Backyard Garden and Patio

Expansive green lawn bordered by neatly trimmed hedges and flowering bushes leads to a multi-level stone patio with comfortable wicker seating and a central fire pit area. The white historic house with black shutters and a grey shingled roof contrasts elegantly with the surrounding greenery. Climbing vines on pergola structures add a natural touch. Raised brick planters and stone pathways create distinct garden areas. Mature trees provide shade and privacy, while a children’s playhouse in the far corner adds charm and function, blending traditional landscaping with casual outdoor living.

Outdoor Pool Area

A spacious rectangular swimming pool is bordered by light-colored stone tiles, creating a clean and modern look. Four cushioned lounge chairs with pale green and white pillows sit neatly under large beige umbrellas, offering shade and comfort. In the background, a brick outdoor fireplace adds warmth and charm, flanked by lush greenery and flowering bushes. Adjacent to the fireplace is a cozy seating area with dark wicker furniture and cushions. To the right, a brick bar with wooden stools allows for outdoor dining and entertaining, all surrounded by well-maintained trees and clear blue skies.

Outdoor Patio Seating

Spacious outdoor patio includes sleek black-framed seating with white cushions arranged around a large rectangular coffee table. A white pergola overhead stringed with hanging light bulbs adds a soft, ambient glow to the space. A red brick fireplace serves as a striking focal point, accentuated by a unique spherical metal frame housing a crystal chandelier. Stone paved floor tiles blend seamlessly with the natural stone retaining wall, topped with an array of tall green hedges and blooming purple hydrangeas, creating a harmonious mix of modern comfort and natural beauty.

Living Room and Kitchenette

High ceilings with a mezzanine balcony create an open, airy feel. Warm leather armchairs and a matching ottoman contrast with the neutral, light-grey walls and white cabinetry. A cozy knitted throw and pillows add texture and comfort. The kitchenette offers white paneled cabinets, a stainless steel dishwasher, and dark countertops, blending modern convenience with classic style. A sleek wooden desk with a rolling chair sits beneath a vibrant neon “Thijs’ Pinball” sign, adding playful personality. Sliding glass doors open to an outdoor patio filled with greenery, bringing natural light and warmth into the space.

Home Gym Area

This fitness space is situated under a pitched roof with multiple dormer windows, allowing abundant natural light. The hardwood floor exudes warmth and contrasts nicely with the soft gray walls and crisp white trim. A wooden staircase with white balusters and natural wood handrails creates a classic architectural touch. Modern exercise equipment includes a treadmill, stationary bike, and elliptical machine, arranged neatly for efficient use of space. Recessed ceiling lights provide ample illumination, while a wall-mounted air conditioning unit ensures ventilation and comfort, combining vintage structure with contemporary amenities.

Listing Agent: Kimberly H. Arenas of Compass Greater NY, LLC via Zillow