Xscpremier.com Search Results

Naturalist's delight! Cantilevered mid-century modern cedar contemporary set on a lushly landscaped acre within a private, enchanting enclave. Inside, light does the decorating. The living room rises from four skylights to a vaulted wood ceiling over 14 feet high. Open gathering and entertaining areas adjoin a step-down fireplace conversation pit and sliding glass doors to a large deck for easy indoor/outdoor enjoyment. A playful loft den peeks down from above. The dining level stuns with views of the property in all directions. Overlooking the entrance foyer and living room, the formal dining room features a built-in dry bar, wine rack and china cabinets, plus a Juliet balcony. The sun-filled, efficiently designed eat-in kitchen easily caters to a crowd, with Bosch appliances, U-Line beverage center, maple cabinetry, natural quartzite counters and a French door to the upper deck. The adjoining casual dining area is wrapped in room-sized picture windows and sliding glass doors. A walk-in pantry, a side entry, and a powder/laundry room with a deep Kohler sink for soaking, quartzite counter and full-size stacked Maytag washer and dryer complete the level. Upstairs are three bedrooms with wood ceilings and floors. Morning sun and evening moon bathe the primary suite in natural light through oversized windows. Its skylit bath has two sinks and a glass-walled jetted shower. The hall bath, also with a skylight, offers a tub with shower and handheld, and a marble-topped vanity. A private home office sits off the 16-foot-high entry foyer. The finished lower level provides flex space, currently used as a gym, with a full bath, storage closet and access to the two-car garage. Outside, sculpted grounds rolling out in soft lawns, and a bluestone terrace overlook a pond with steppingstones and an aerating fountain. Copper beech and Japanese maple anchor plantings of rhododendron, azalea, hydrangea, viburnum and peony, with daffodils every spring. Only minutes to shops, the North County Trailway, and NYC via Metro-North and the Taconic State Parkway, yet it feels like a million miles from anywhere.

3 Beds ⋅ 4 Baths ⋅ 1058445 MLS

Naturalist's delight! Cantilevered mid-century modern cedar contemporary set on a lushly landscaped acre within a private, enchanting enclave. Inside, light does the decorating. The living room rises from four skylights to a vaulted wood ceiling over 14 feet high. Open gathering and entertaining areas adjoin a step-down fireplace conversation pit and sliding glass doors to a large deck for easy indoor/outdoor enjoyment. A playful loft den peeks down from above. The dining level stuns with views of the property in all directions. Overlooking the entrance foyer and living room, the formal dining room features a built-in dry bar, wine rack and china cabinets, plus a Juliet balcony. The sun-filled, efficiently designed eat-in kitchen easily caters to a crowd, with Bosch appliances, U-Line beverage center, maple cabinetry, natural quartzite counters and a French door to the upper deck. The adjoining casual dining area is wrapped in room-sized picture windows and sliding glass doors. A walk-in pantry, a side entry, and a powder/laundry room with a deep Kohler sink for soaking, quartzite counter and full-size stacked Maytag washer and dryer complete the level. Upstairs are three bedrooms with wood ceilings and floors. Morning sun and evening moon bathe the primary suite in natural light through oversized windows. Its skylit bath has two sinks and a glass-walled jetted shower. The hall bath, also with a skylight, offers a tub with shower and handheld, and a marble-topped vanity. A private home office sits off the 16-foot-high entry foyer. The finished lower level provides flex space, currently used as a gym, with a full bath, storage closet and access to the two-car garage. Outside, sculpted grounds rolling out in soft lawns, and a bluestone terrace overlook a pond with steppingstones and an aerating fountain. Copper beech and Japanese maple anchor plantings of rhododendron, azalea, hydrangea, viburnum and peony, with daffodils every spring. Only minutes to shops, the North County Trailway, and NYC via Metro-North and the Taconic State Parkway, yet it feels like a million miles from anywhere.

7 Cabin Ridge Road, Chappaqua

$3,299,000

Approached by a long private driveway and set on more than two beautifully landscaped acres, 46 Annandale Drive is a distinctive Lawrence Farms East residence offering approximately 7,500 square feet of thoughtfully designed living space. This five-bedroom Colonial has been thoughtfully expanded and maintained, with generous proportions, quality details, and excellent spaces for both everyday living and entertaining. The expansive first floor features generously proportioned versatile rooms. The eat-in kitchen with breakfast nook connects to a spacious great room with fireplace and direct access to the bluestone patio, while a formal living room with fireplace also opens to the patio, creating a natural connection between the interior and beautifully landscaped grounds. A large formal dining room provides an ideal setting for entertaining, while two additional multi-use rooms with custom built-ins offer versatile space for offices, family rooms, or other needs. A private guest suite, large pantry, mudroom, and dedicated laundry room complete the first floor. Upstairs, four en-suite bedrooms offer privacy and comfort. The spacious primary suite includes a fireplace, large walk-in closet, and en-suite bath. The walk-out lower level adds significant flexibility with a mudroom area, gym, recreation room, and additional laundry/storage space. The spacious two-car garage offers ample storage. The outdoor setting is a major highlight of the property, with a pool and pool cabana with half bath, expansive bluestone patio, and mature landscaping providing privacy and multiple areas for outdoor entertaining. The exceptional park-like property is newly enclosed with deer fencing, complemented by wood fencing along the driveway and wrought iron fencing around the pool. New wrought iron railings and bannisters enhance the patio and backyard, while the pool house has been updated with new lighting and a fan. Ideally located within walking distance of the high school and the new Chappaqua Crossing/Whole Foods complex, 46 Annandale Drive offers an exceptional combination of scale, privacy, thoughtfully designed living spaces, and extensive outdoor amenities in one of Chappaqua's most sought-after neighborhoods. A truly exceptional offering!

5 Beds ⋅ 7 Baths ⋅ 1052644 MLS

Approached by a long private driveway and set on more than two beautifully landscaped acres, 46 Annandale Drive is a distinctive Lawrence Farms East residence offering approximately 7,500 square feet of thoughtfully designed living space. This five-bedroom Colonial has been thoughtfully expanded and maintained, with generous proportions, quality details, and excellent spaces for both everyday living and entertaining. The expansive first floor features generously proportioned versatile rooms. The eat-in kitchen with breakfast nook connects to a spacious great room with fireplace and direct access to the bluestone patio, while a formal living room with fireplace also opens to the patio, creating a natural connection between the interior and beautifully landscaped grounds. A large formal dining room provides an ideal setting for entertaining, while two additional multi-use rooms with custom built-ins offer versatile space for offices, family rooms, or other needs. A private guest suite, large pantry, mudroom, and dedicated laundry room complete the first floor. Upstairs, four en-suite bedrooms offer privacy and comfort. The spacious primary suite includes a fireplace, large walk-in closet, and en-suite bath. The walk-out lower level adds significant flexibility with a mudroom area, gym, recreation room, and additional laundry/storage space. The spacious two-car garage offers ample storage. The outdoor setting is a major highlight of the property, with a pool and pool cabana with half bath, expansive bluestone patio, and mature landscaping providing privacy and multiple areas for outdoor entertaining. The exceptional park-like property is newly enclosed with deer fencing, complemented by wood fencing along the driveway and wrought iron fencing around the pool. New wrought iron railings and bannisters enhance the patio and backyard, while the pool house has been updated with new lighting and a fan. Ideally located within walking distance of the high school and the new Chappaqua Crossing/Whole Foods complex, 46 Annandale Drive offers an exceptional combination of scale, privacy, thoughtfully designed living spaces, and extensive outdoor amenities in one of Chappaqua's most sought-after neighborhoods. A truly exceptional offering!

46 Annandale Road, Chappaqua

$1,995,000

Set in Chappaqua’s desirable Random Farms community with pool, tennis and sports court, this custom-built, sleek and sophisticated Contemporary offers a distinctive blend of architectural style, natural light, and comfortable living. An exceptional open floor plan features vaulted ceilings, skylights, custom windows, and a combination of wood and granite floors. The spacious eat-in chef's kitchen features custom Snaidero Italian white-lacquer cabinetry, granite countertops and flooring, top of the line stainless Subzero, Wolf induction and Bosch appliances, and abundant natural light. The adjoining family room with wood-burning fireplace opens seamlessly to the living and dining rooms, creating an ideal layout for both everyday living and entertaining. The second floor offers four generously sized bedrooms, including a private primary suite with marble bath, Jacuzzi tub, oversized shower, and walk-in closet. Additional bedrooms include ensuite and hall bath access. The finished walk-out lower level provides versatile additional living space for recreation, entertaining, or a home gym, with a full bath. Immaculately maintained and thoughtfully designed, this distinctive home within the highly coveted Chappaqua School District combines contemporary architecture with comfortable, functional living. Set on a beautiful, private property with level rear and side yards, this home also enjoys Random Farms’ amenities, including a pool, clubhouse, tennis courts, and sports court. Two-car attached garage with EV charging outlet, above ground Roth oil tank, and more. Not to be missed! Contracts signed by buyer 10/2/26.

4 Beds ⋅ 5 Baths ⋅ 1053697 MLS

Set in Chappaqua’s desirable Random Farms community with pool, tennis and sports court, this custom-built, sleek and sophisticated Contemporary offers a distinctive blend of architectural style, natural light, and comfortable living. An exceptional open floor plan features vaulted ceilings, skylights, custom windows, and a combination of wood and granite floors. The spacious eat-in chef's kitchen features custom Snaidero Italian white-lacquer cabinetry, granite countertops and flooring, top of the line stainless Subzero, Wolf induction and Bosch appliances, and abundant natural light. The adjoining family room with wood-burning fireplace opens seamlessly to the living and dining rooms, creating an ideal layout for both everyday living and entertaining. The second floor offers four generously sized bedrooms, including a private primary suite with marble bath, Jacuzzi tub, oversized shower, and walk-in closet. Additional bedrooms include ensuite and hall bath access. The finished walk-out lower level provides versatile additional living space for recreation, entertaining, or a home gym, with a full bath. Immaculately maintained and thoughtfully designed, this distinctive home within the highly coveted Chappaqua School District combines contemporary architecture with comfortable, functional living. Set on a beautiful, private property with level rear and side yards, this home also enjoys Random Farms’ amenities, including a pool, clubhouse, tennis courts, and sports court. Two-car attached garage with EV charging outlet, above ground Roth oil tank, and more. Not to be missed! Contracts signed by buyer 10/2/26.

76 Random Farms Circle, Chappaqua

$2,349,000

Tucked into one of Chappaqua’s most coveted enclaves, this striking Random Farms Colonial is a standout 5-bedroom residence that lives like a 6-bedroom, with 4.5 baths and an effortless blend of architectural drama and resort-inspired luxury. Enter into a grand two-story foyer crowned by skylights and an elegant spiral chandelier, illuminating refinished hardwoods and leading to the heart of the home: a soaring two-story family room anchored by a warm wood-burning fireplace and walls of windows framing serene, golden sunset views. Designed for both grand entertaining and effortless daily life, the main level also features a formal living room with custom built-ins, an executive home office, convenient first-floor laundry, and a private guest suite complete with a full bath. The chef’s kitchen serves as a culinary showpiece with custom mitered cherry cabinetry, sleek dark granite countertops, a gathering center island, Sub-Zero refrigeration, Cafe double wall ovens, and a Bosch dishwasher—all opening seamlessly to an expansive wraparound deck. Upstairs, an open bridge walkway—suspended between and open to both the two-story foyer and family room below, creates an architectural centerpiece while naturally separating the sleeping wings. It leads to the secluded primary retreat, complete with a scenic balcony overlooking the grounds, his-and-hers walk-in closets, and an en-suite bath with a steam shower and soaking tub. Across the walkway, three additional bright bedrooms complete this level including an en-suite bedroom and two connected by a shared hall bath with all four upstairs bedrooms featuring custom built-in shelving. The fully finished walk-out lower level offers a self-contained multi-generational suite or the ultimate recreation destination, complete with a kitchenette, and abundant space for a home theater, gym, ping-pong, and pool table. Double doors spill out directly onto an expansive paver patio. Outdoors, the backyard is an exceptionally private haven framed by tiered stone retaining walls and mature woodlands. In addition to a large, flat lawn ideal for playing soccer and run freely, days are spent lounging on the wraparound deck or sun-drenched lower patio, and unwinding by the heated in-ground pool and integrated spa, protected by an automatic safety cover. Complete with a fully owned Tesla solar system, dual-unit central air, multi-zone heating, a double-wall above ground Roth oil tank, and a 240V Level 2 EV charging outlet in the garage plus Random Farms HOA clubhouse, pool, tennis, and sports courts. This home delivers an extraordinary lifestyle just minutes from top schools, town, and Metro-North.

5 Beds ⋅ 6 Baths ⋅ 1053148 MLS

Tucked into one of Chappaqua’s most coveted enclaves, this striking Random Farms Colonial is a standout 5-bedroom residence that lives like a 6-bedroom, with 4.5 baths and an effortless blend of architectural drama and resort-inspired luxury. Enter into a grand two-story foyer crowned by skylights and an elegant spiral chandelier, illuminating refinished hardwoods and leading to the heart of the home: a soaring two-story family room anchored by a warm wood-burning fireplace and walls of windows framing serene, golden sunset views. Designed for both grand entertaining and effortless daily life, the main level also features a formal living room with custom built-ins, an executive home office, convenient first-floor laundry, and a private guest suite complete with a full bath. The chef’s kitchen serves as a culinary showpiece with custom mitered cherry cabinetry, sleek dark granite countertops, a gathering center island, Sub-Zero refrigeration, Cafe double wall ovens, and a Bosch dishwasher—all opening seamlessly to an expansive wraparound deck. Upstairs, an open bridge walkway—suspended between and open to both the two-story foyer and family room below, creates an architectural centerpiece while naturally separating the sleeping wings. It leads to the secluded primary retreat, complete with a scenic balcony overlooking the grounds, his-and-hers walk-in closets, and an en-suite bath with a steam shower and soaking tub. Across the walkway, three additional bright bedrooms complete this level including an en-suite bedroom and two connected by a shared hall bath with all four upstairs bedrooms featuring custom built-in shelving. The fully finished walk-out lower level offers a self-contained multi-generational suite or the ultimate recreation destination, complete with a kitchenette, and abundant space for a home theater, gym, ping-pong, and pool table. Double doors spill out directly onto an expansive paver patio. Outdoors, the backyard is an exceptionally private haven framed by tiered stone retaining walls and mature woodlands. In addition to a large, flat lawn ideal for playing soccer and run freely, days are spent lounging on the wraparound deck or sun-drenched lower patio, and unwinding by the heated in-ground pool and integrated spa, protected by an automatic safety cover. Complete with a fully owned Tesla solar system, dual-unit central air, multi-zone heating, a double-wall above ground Roth oil tank, and a 240V Level 2 EV charging outlet in the garage plus Random Farms HOA clubhouse, pool, tennis, and sports courts. This home delivers an extraordinary lifestyle just minutes from top schools, town, and Metro-North.

48 Random Farms Circle, Chappaqua

$679,000

A unique opportunity to create your dream home on 3+ wooded acres in the highly sought-after Chappaqua School District. Tucked away at the end of a cul-de-sac, this exceptional property offers privacy, natural beauty, and tremendous potential for a builder, investor or end user. The existing home is in need of removal, presenting an opportunity to bring your vision to life and build a new custom residence on this beautiful parcel. The expansive wooded setting provides a wonderful sense of seclusion while being conveniently located near Chappaqua shops, schools, restaurants and train station. A rare chance to build in an established highly desirable neighborhood surrounded by gracious homes and natural landscape. Bring your architect and builder and explore the possibilities.

4 Beds ⋅ 2 Baths ⋅ 1046287 MLS

A unique opportunity to create your dream home on 3+ wooded acres in the highly sought-after Chappaqua School District. Tucked away at the end of a cul-de-sac, this exceptional property offers privacy, natural beauty, and tremendous potential for a builder, investor or end user. The existing home is in need of removal, presenting an opportunity to bring your vision to life and build a new custom residence on this beautiful parcel. The expansive wooded setting provides a wonderful sense of seclusion while being conveniently located near Chappaqua shops, schools, restaurants and train station. A rare chance to build in an established highly desirable neighborhood surrounded by gracious homes and natural landscape. Bring your architect and builder and explore the possibilities.

10 Paula Place, Chappaqua

$1,399,000

SoHo in Chappaqua! Chappaqua schools! Dramatic, Airy and Light-filled 3 Bedroom Contemporary in immaculate condition located in sought-after neighborhood and Cul-De-Sac. Set on almost an acre of private property with rocking-chair front porch. Elegant living room features a soaring cathedral ceiling, wall of built-in bookshelves and wall of windows opening to dining area with access to deck. Renovated eat-in-kitchen offers granite countertop, pantry closet, stainless steel appliances and breakfast area with access to deck. Large family room with wood stove and custom mantle. Den/Office/Study with closet and renovated new bath completes the first floor. Primary bedroom with walk-in-closet, an additional closet and freshly renovated in-suite full bathroom. Two addditional bedrooms with renovated Jack-and Jill bath. Full semi finished lower level with Library and Recreational/Gym room 281sqft with CO (included in total). This exceptional home with wall of windows, skylights, high/cathedral ceilings, open floor plan, two decks, Living Room, Family Room with Fireplace, Office/Den, Eat-In-Kitchen, hardwood floor with views of lush park property is ideal for indoor and outdoor entertaining. A must see!

3 Beds ⋅ 3 Baths ⋅ 1046960 MLS

SoHo in Chappaqua! Chappaqua schools! Dramatic, Airy and Light-filled 3 Bedroom Contemporary in immaculate condition located in sought-after neighborhood and Cul-De-Sac. Set on almost an acre of private property with rocking-chair front porch. Elegant living room features a soaring cathedral ceiling, wall of built-in bookshelves and wall of windows opening to dining area with access to deck. Renovated eat-in-kitchen offers granite countertop, pantry closet, stainless steel appliances and breakfast area with access to deck. Large family room with wood stove and custom mantle. Den/Office/Study with closet and renovated new bath completes the first floor. Primary bedroom with walk-in-closet, an additional closet and freshly renovated in-suite full bathroom. Two addditional bedrooms with renovated Jack-and Jill bath. Full semi finished lower level with Library and Recreational/Gym room 281sqft with CO (included in total). This exceptional home with wall of windows, skylights, high/cathedral ceilings, open floor plan, two decks, Living Room, Family Room with Fireplace, Office/Den, Eat-In-Kitchen, hardwood floor with views of lush park property is ideal for indoor and outdoor entertaining. A must see!

10 Deborah Lane, Chappaqua

$749,000

You’ll be hard-pressed to find a turn-key home like this—especially at this price—in the Chappaqua School District, let alone Westchester County! Welcome to this charming 1850s Colonial, ideally situated in the heart of Chappaqua, just 0.3 miles on foot via a convenient sidewalk to Metro-North and close to all that the village has to offer. With an easy walk to the train and convenient access by car, commuting to NYC couldn’t be easier. Filled with natural light and lovingly maintained, this inviting home beautifully blends timeless character with thoughtful updates. The updated kitchen features stainless steel appliances, quartz countertops, and a convenient side entrance. Gather around the fireplace in the cozy living room, or unwind in the quiet sitting room after enjoying a meal in the formal dining room. Beautiful hardwood floors and original millwork add warmth and charm throughout. Upstairs, you’ll find three lovely bedrooms, including one with its own convenient powder room. The walk-up attic and walkout basement offer ample storage and additional flexibility. The home has been thoughtfully updated with young mechanicals, including a 2020 furnace, 2023 hot water heater, 2023 electrical panel, and a 2022 three-bedroom septic system. A rare opportunity to own a move-in-ready Colonial in one of Westchester’s most desirable communities and school districts—close to shops, restaurants, parks, schools, and just a short 0.3-mile walk to Metro-North for an easy NYC Commute.

3 Beds ⋅ 2 Baths ⋅ 1043982 MLS

You’ll be hard-pressed to find a turn-key home like this—especially at this price—in the Chappaqua School District, let alone Westchester County! Welcome to this charming 1850s Colonial, ideally situated in the heart of Chappaqua, just 0.3 miles on foot via a convenient sidewalk to Metro-North and close to all that the village has to offer. With an easy walk to the train and convenient access by car, commuting to NYC couldn’t be easier. Filled with natural light and lovingly maintained, this inviting home beautifully blends timeless character with thoughtful updates. The updated kitchen features stainless steel appliances, quartz countertops, and a convenient side entrance. Gather around the fireplace in the cozy living room, or unwind in the quiet sitting room after enjoying a meal in the formal dining room. Beautiful hardwood floors and original millwork add warmth and charm throughout. Upstairs, you’ll find three lovely bedrooms, including one with its own convenient powder room. The walk-up attic and walkout basement offer ample storage and additional flexibility. The home has been thoughtfully updated with young mechanicals, including a 2020 furnace, 2023 hot water heater, 2023 electrical panel, and a 2022 three-bedroom septic system. A rare opportunity to own a move-in-ready Colonial in one of Westchester’s most desirable communities and school districts—close to shops, restaurants, parks, schools, and just a short 0.3-mile walk to Metro-North for an easy NYC Commute.

27 Mill River Road, Chappaqua

$1,575,000

Welcome home to Chappaqua's best kept secret right in town! This classic 1989 center hall colonial has been reimagined for the way we live today, blending sun drenched, open spaces with effortless modern style, all less than a mile to the charming village, convenient train and public library. Step inside to a first floor that flows beautifully from room to room. The open concept living and dining rooms and kitchen bask in natural light all day long, anchored by a striking fireplace that begs for cozy evenings in. Need a smaller spot to unwind? The family room off the kitchen is the perfect retreat for movie nights and quiet mornings. The chef's kitchen is where this home truly shines, with a generous island for gathering and doors that open onto a sprawling deck. From there, steps lead down to a private yard, made for summer barbecues, morning coffee, and everything in between. Indoor outdoor living has never felt so seamless. A well appointed laundry room and stylish half bath round out this level. Upstairs, four bedrooms offer a peaceful escape, headlined by a primary suite with a generous walk in closet and a spa like bath that feels like your own private retreat. The lower level delivers exceptional storage with convenient walk out access, and a two car garage with EV charging plus ample driveway space means there is room for everyone. This home has been loved and is ready for the next owner to enjoy it. Welcome home.

4 Beds ⋅ 3 Baths ⋅ 1047882 MLS

Welcome home to Chappaqua's best kept secret right in town! This classic 1989 center hall colonial has been reimagined for the way we live today, blending sun drenched, open spaces with effortless modern style, all less than a mile to the charming village, convenient train and public library. Step inside to a first floor that flows beautifully from room to room. The open concept living and dining rooms and kitchen bask in natural light all day long, anchored by a striking fireplace that begs for cozy evenings in. Need a smaller spot to unwind? The family room off the kitchen is the perfect retreat for movie nights and quiet mornings. The chef's kitchen is where this home truly shines, with a generous island for gathering and doors that open onto a sprawling deck. From there, steps lead down to a private yard, made for summer barbecues, morning coffee, and everything in between. Indoor outdoor living has never felt so seamless. A well appointed laundry room and stylish half bath round out this level. Upstairs, four bedrooms offer a peaceful escape, headlined by a primary suite with a generous walk in closet and a spa like bath that feels like your own private retreat. The lower level delivers exceptional storage with convenient walk out access, and a two car garage with EV charging plus ample driveway space means there is room for everyone. This home has been loved and is ready for the next owner to enjoy it. Welcome home.

9 Lori Lane, Chappaqua

$1,725,000

Welcome to an exceptional move-in ready home located in a highly desirable Chappaqua neighborhood known for its award-winning schools & sought-after lifestyle. Perfectly positioned in a quiet neighborhood, this stunning property offers privacy, space & luxury living at its finest. In addition, easy access to the North County Trail for any outdoor activities of your choice. Step inside & you'll find a bright, open-concept floor plan with natural light & high-end finishes throughout. The eat-in gourmet stylish kitchen is a chef's dream, complete with stainless steel appliances, state-of-the-art cabinetry & a large center island - perfect for entertaining or everyday living. The inviting living room & elegant dining space provide a seamless flow, ideal for gatherings of any size. The upstairs boast 4 spacious bedroom plus an office and bonus space ideal for kids suite or study. The luxurious primary suite includes spa-inspired bathroom, oversized shower, & a generous walk-in closet. Outside, step into your own private oasis designed for ultimate outdoor living with a spacious patio, a 3-season screened in porch & flat backyard. Whether you're a first time home buyer or upgrading, this is a rare opportunity to own a turn-key home in one of Westchester's finest communities. Come visit today!

4 Beds ⋅ 4 Baths ⋅ 974007 MLS

Welcome to an exceptional move-in ready home located in a highly desirable Chappaqua neighborhood known for its award-winning schools & sought-after lifestyle. Perfectly positioned in a quiet neighborhood, this stunning property offers privacy, space & luxury living at its finest. In addition, easy access to the North County Trail for any outdoor activities of your choice. Step inside & you'll find a bright, open-concept floor plan with natural light & high-end finishes throughout. The eat-in gourmet stylish kitchen is a chef's dream, complete with stainless steel appliances, state-of-the-art cabinetry & a large center island - perfect for entertaining or everyday living. The inviting living room & elegant dining space provide a seamless flow, ideal for gatherings of any size. The upstairs boast 4 spacious bedroom plus an office and bonus space ideal for kids suite or study. The luxurious primary suite includes spa-inspired bathroom, oversized shower, & a generous walk-in closet. Outside, step into your own private oasis designed for ultimate outdoor living with a spacious patio, a 3-season screened in porch & flat backyard. Whether you're a first time home buyer or upgrading, this is a rare opportunity to own a turn-key home in one of Westchester's finest communities. Come visit today!

53 W Orchard Road, Chappaqua

$1,325,000

A private drive leads to your own secluded oasis. 35 Marcourt is a picture perfect colonial tucked away in a peaceful wooded setting located in the coveted Dodge Farm neighborhood. This home is filled with character, charm and architectural details making it one-of-a-kind. The classic center hall opens to both the formal dining room and a living room with a beamed ceiling, custom built-ins and a wood burning fireplace. Spectacular family room is flooded with light from skylights in the cathedral ceiling, three walls of windows and doors to the patio. A bright kitchen opens to the back porch overlooking the rear yard and adjacent to a brick patio with a built-in grill. An added bonus on the first floor is a den/office or guest suite with a beamed ceiling, built-in bookshelves and en-suite bath. Upstairs is a primary bedroom and bath, two bedrooms with double exposures and a hall bath. This home is a move-in ready gem just minutes from the village and train.

3 Beds ⋅ 3 Baths ⋅ 1040629 MLS

A private drive leads to your own secluded oasis. 35 Marcourt is a picture perfect colonial tucked away in a peaceful wooded setting located in the coveted Dodge Farm neighborhood. This home is filled with character, charm and architectural details making it one-of-a-kind. The classic center hall opens to both the formal dining room and a living room with a beamed ceiling, custom built-ins and a wood burning fireplace. Spectacular family room is flooded with light from skylights in the cathedral ceiling, three walls of windows and doors to the patio. A bright kitchen opens to the back porch overlooking the rear yard and adjacent to a brick patio with a built-in grill. An added bonus on the first floor is a den/office or guest suite with a beamed ceiling, built-in bookshelves and en-suite bath. Upstairs is a primary bedroom and bath, two bedrooms with double exposures and a hall bath. This home is a move-in ready gem just minutes from the village and train.

35 Marcourt Drive, Chappaqua

$3,599,000

Timeless elegance meets exceptional craftsmanship in this spectacular brick and stone estate, privately set behind gates on 4+ acres in one of Chappaqua's prestigious Whippoorwill neighborhoods. Designed by acclaimed architect Carol Kurth and masterfully built in 2003 by renowned builder Robert Torre, this extraordinary 5-bedroom, 6 full, 1 half bath residence offers over 10,000 square feet of impeccably crafted living space, where timeless architecture, luxurious finishes, and modern comfort come together seamlessly. A long private drive leads to a grand arrival. Inside, a dramatic two-story foyer with a sweeping circular staircase sets the tone for the home's impressive scale and refined design. Every room features soaring 10-ft ceilings, while the entry foyer and formal living room rise to over 20 feet, filling the home with light and volume. Rich hardwood floors, exquisite custom millwork, recessed lighting, and four fireplaces enhance the warmth and sophistication throughout. Designed for both grand entertaining and comfortable everyday living, the main level flows effortlessly from room to room. A spectacular formal living room with walls of windows opens to a gracious dining room, while the designer chef's kitchen features custom cabinetry, honed natural limestone floors, an oversized island with seating, breakfast area, abundant prep space, and premium stainless appliances including a 48" Wolf range, 30" Wolf convection oven, Thermador microwave, separate 36" Sub-Zero refrigerator and freezer, and 2 Bosch dishwashers. A butler's pantry enhances entertaining, and French doors lead to an expansive stone terrace overlooking the pool and grounds. Adjacent to the kitchen, the family room is anchored by a striking stone fireplace. The 1st floor also includes a spacious guest suite with a private bath, a back hall with pool bath, and access to the heated epoxy-finished three-car garage with room for up to five vehicles using lifts—a dream for the automobile enthusiast. Between 1st and 2nd floors is a private office and below a wine tasting room. The luxurious primary suite offers a dressing room, two oversized walk-in closets, a private balcony overlooking the backyard, and a spa-inspired bath with radiant heated floors, whirlpool tub, and steam shower. Three additional en-suite bedrooms, an expansive recreation room, and a 2nd floor laundry complete the upper level, while an additional 1st floor laundry room adds convenience. An enormous unfinished lower level offers exceptional potential for a home theater, fitness center, wine cellar, golf simulator, or additional recreation space. The outdoor setting is equally impressive. Beautifully landscaped grounds designed by acclaimed landscape architect Louis Fusco feature sprawling level lawns, specimen plantings, curated gardens, classic stone walls, and a magnificent Cardillo saltwater pool with a new filtration system and electric safety cover. An expansive stone patio and charming gazebo provide exceptional spaces for entertaining and relaxation. Bordering the Glazier Arboretum and backing to forever protected land, the property enjoys extraordinary privacy, tranquility, and picturesque natural surroundings. Additional amenities include a whole-house generator, electric vehicle charger, Elan smart home system for lighting, thermostats, and security. Just minutes from downtown Chappaqua, award-winning schools, and Metro-North for an approximately 50- minute commute to Manhattan, this remarkable Whippoorwill estate represents a rare opportunity to own one of Chappaqua's premier luxury properties.

5 Beds ⋅ 7 Baths ⋅ H6333127 MLS

Timeless elegance meets exceptional craftsmanship in this spectacular brick and stone estate, privately set behind gates on 4+ acres in one of Chappaqua's prestigious Whippoorwill neighborhoods. Designed by acclaimed architect Carol Kurth and masterfully built in 2003 by renowned builder Robert Torre, this extraordinary 5-bedroom, 6 full, 1 half bath residence offers over 10,000 square feet of impeccably crafted living space, where timeless architecture, luxurious finishes, and modern comfort come together seamlessly. A long private drive leads to a grand arrival. Inside, a dramatic two-story foyer with a sweeping circular staircase sets the tone for the home's impressive scale and refined design. Every room features soaring 10-ft ceilings, while the entry foyer and formal living room rise to over 20 feet, filling the home with light and volume. Rich hardwood floors, exquisite custom millwork, recessed lighting, and four fireplaces enhance the warmth and sophistication throughout. Designed for both grand entertaining and comfortable everyday living, the main level flows effortlessly from room to room. A spectacular formal living room with walls of windows opens to a gracious dining room, while the designer chef's kitchen features custom cabinetry, honed natural limestone floors, an oversized island with seating, breakfast area, abundant prep space, and premium stainless appliances including a 48" Wolf range, 30" Wolf convection oven, Thermador microwave, separate 36" Sub-Zero refrigerator and freezer, and 2 Bosch dishwashers. A butler's pantry enhances entertaining, and French doors lead to an expansive stone terrace overlooking the pool and grounds. Adjacent to the kitchen, the family room is anchored by a striking stone fireplace. The 1st floor also includes a spacious guest suite with a private bath, a back hall with pool bath, and access to the heated epoxy-finished three-car garage with room for up to five vehicles using lifts—a dream for the automobile enthusiast. Between 1st and 2nd floors is a private office and below a wine tasting room. The luxurious primary suite offers a dressing room, two oversized walk-in closets, a private balcony overlooking the backyard, and a spa-inspired bath with radiant heated floors, whirlpool tub, and steam shower. Three additional en-suite bedrooms, an expansive recreation room, and a 2nd floor laundry complete the upper level, while an additional 1st floor laundry room adds convenience. An enormous unfinished lower level offers exceptional potential for a home theater, fitness center, wine cellar, golf simulator, or additional recreation space. The outdoor setting is equally impressive. Beautifully landscaped grounds designed by acclaimed landscape architect Louis Fusco feature sprawling level lawns, specimen plantings, curated gardens, classic stone walls, and a magnificent Cardillo saltwater pool with a new filtration system and electric safety cover. An expansive stone patio and charming gazebo provide exceptional spaces for entertaining and relaxation. Bordering the Glazier Arboretum and backing to forever protected land, the property enjoys extraordinary privacy, tranquility, and picturesque natural surroundings. Additional amenities include a whole-house generator, electric vehicle charger, Elan smart home system for lighting, thermostats, and security. Just minutes from downtown Chappaqua, award-winning schools, and Metro-North for an approximately 50- minute commute to Manhattan, this remarkable Whippoorwill estate represents a rare opportunity to own one of Chappaqua's premier luxury properties.

301 Whippoorwill Road, Chappaqua

$3,389,000

Timeless elegance meets relaxed country chic at this extraordinary Chappaqua retreat. Ideally situated on one of Chappaqua's most coveted streets, this remarkable residence was originally built in 1910 and completely renovated and reimagined in 200l and then again in 2009 for modern living. Privately set amid beautifully landscaped grounds, 40 Algonquin blends classic country manor-style architecture with warm sophistication and resort-inspired outdoor living. A stately columned facade creates a striking first impression, while inside, expansive rooms, oversized windows, and sun-filled spaces create a bright yet inviting atmosphere throughout. Thoughtfully designed living spaces offer effortless flow for both relaxed everyday living and entertaining. This 4-bedroom home lives like a 5-bedroom, offering outstanding flexibility for guests, au pair, home office, or multigenerational living. Light-filled gathering spaces include a gracious den/library anchored by a fireplace, formal living room and an expansive family room with wood plank flooring and its own custom wood framed fireplace thoughtfully designed for comfortable living and effortless entertaining The beautifully updated chef’s kitchen is truly the heart of the home, featuring a redesigned center island, stainless steel appliances, and its own wood burning fireplace. The kitchen flows seamlessly into a stunning sun-filled dining area framed by a dramatic wall of windows overlooking the expansive outdoor terrace — creating the perfect setting for both everyday meals and memorable gatherings. A private main-level guest suite with en-suite bath adds wonderful convenience and flexibility for visitors or extended stays. Upstairs, A generously sized bedroom with en-suite and office/den flex space that lead to the tremendous primary suite retreat, complete with fireplace, dual bathrooms, two oversized walk-in closets, and a separate office or flex space with balcony to have your morning coffee. The third level offers an additional bedroom with loft/gaming area with full bathroom and an additional storage/Flex space. The renovated lower level adds impressive lifestyle space with a private gym, updated full bath, and beautifully finished recreation area ideal for entertaining, play, or relaxation. Walk-out directly to the patio where the Salt-water pool and hot tub create the ultimate outdoor retreat. The backyard is truly spectacular — a private resort-like oasis featuring a gorgeous gunite pool and spa, sprawling lawns, mature specimen plantings, multiple lounging and dining areas, and incredible privacy. Designed for both entertaining and peaceful retreat, the outdoor spaces deliver the lifestyle today’s luxury buyers are seeking. Ideally located just minutes to town, train, and Chappaqua Central School District award-winning schools, 40 Algonquin offers the rare combination of timeless charm, modern comfort, and elevated estate-style living- all in one of Westchester's most coveted settings.

4 Beds ⋅ 7 Baths ⋅ 995167 MLS

Timeless elegance meets relaxed country chic at this extraordinary Chappaqua retreat. Ideally situated on one of Chappaqua's most coveted streets, this remarkable residence was originally built in 1910 and completely renovated and reimagined in 200l and then again in 2009 for modern living. Privately set amid beautifully landscaped grounds, 40 Algonquin blends classic country manor-style architecture with warm sophistication and resort-inspired outdoor living. A stately columned facade creates a striking first impression, while inside, expansive rooms, oversized windows, and sun-filled spaces create a bright yet inviting atmosphere throughout. Thoughtfully designed living spaces offer effortless flow for both relaxed everyday living and entertaining. This 4-bedroom home lives like a 5-bedroom, offering outstanding flexibility for guests, au pair, home office, or multigenerational living. Light-filled gathering spaces include a gracious den/library anchored by a fireplace, formal living room and an expansive family room with wood plank flooring and its own custom wood framed fireplace thoughtfully designed for comfortable living and effortless entertaining The beautifully updated chef’s kitchen is truly the heart of the home, featuring a redesigned center island, stainless steel appliances, and its own wood burning fireplace. The kitchen flows seamlessly into a stunning sun-filled dining area framed by a dramatic wall of windows overlooking the expansive outdoor terrace — creating the perfect setting for both everyday meals and memorable gatherings. A private main-level guest suite with en-suite bath adds wonderful convenience and flexibility for visitors or extended stays. Upstairs, A generously sized bedroom with en-suite and office/den flex space that lead to the tremendous primary suite retreat, complete with fireplace, dual bathrooms, two oversized walk-in closets, and a separate office or flex space with balcony to have your morning coffee. The third level offers an additional bedroom with loft/gaming area with full bathroom and an additional storage/Flex space. The renovated lower level adds impressive lifestyle space with a private gym, updated full bath, and beautifully finished recreation area ideal for entertaining, play, or relaxation. Walk-out directly to the patio where the Salt-water pool and hot tub create the ultimate outdoor retreat. The backyard is truly spectacular — a private resort-like oasis featuring a gorgeous gunite pool and spa, sprawling lawns, mature specimen plantings, multiple lounging and dining areas, and incredible privacy. Designed for both entertaining and peaceful retreat, the outdoor spaces deliver the lifestyle today’s luxury buyers are seeking. Ideally located just minutes to town, train, and Chappaqua Central School District award-winning schools, 40 Algonquin offers the rare combination of timeless charm, modern comfort, and elevated estate-style living- all in one of Westchester's most coveted settings.

40 Algonquin Drive, Chappaqua

$2,649,000

Tucked away on over two exquisitely landscaped acres in one of Chappaqua’s most prestigious enclaves, this exceptional newly constructed modern home redefines luxury living through a masterful blend of architectural sophistication, cutting-edge efficiency, and timeless elegance. Designed with a discerning eye and crafted with uncompromising quality, this magazine-worthy residence offers the ultimate turnkey lifestyle only moments from downtown Chappaqua, Metro North, and top-ranked schools. A dramatic arrival sets the tone as you enter through oversized custom doors into sun-drenched interiors framed by soaring 10-foot ceilings, expansive walls of glass, and wide-plank white oak flooring throughout. The home’s seamless open-concept design was thoughtfully curated for both grand-scale entertaining and intimate everyday living, creating a warm yet elevated atmosphere in every room. At the heart of the home is a spectacular chef’s kitchen worthy of a luxury design showroom, featuring premium professional-grade appliances, bespoke custom cabinetry, oversized quartzite island, designer lighting, and exceptional prep and storage space. Flow effortlessly into the breathtaking great room anchored by a statement fireplace and oversized sliders that open to a covered outdoor lounge, creating a true indoor-outdoor living experience. The primary suite is a private sanctuary rivaling a five-star resort, complete with a boutique-inspired dressing room and a spa-caliber bath featuring radiant heated floors, custom marble steam shower, soaking tub, and designer vanities. Generously sized ensuite bedrooms provide exceptional comfort and privacy for family and guests alike. The fully finished walk-out lower level elevates the home even further, offering an extraordinary extension of living space ideal for a private wellness retreat, gym, media lounge, golf simulator, wine tasting room, or entertainment venue. A striking custom wine display serves as a dramatic focal point and conversation piece. Every inch of this residence reflects a commitment to luxury and modern convenience, including geothermal heating and cooling, smart-home integration, premium fixtures and finishes, oversized heated garage space, and meticulously curated landscaping designed for both beauty and privacy. A rare offering that blends modern elegance, privacy, and convenience just under an hour from Manhattan. Come see a flawless fusion of contemporary design, superior craftsmanship, and effortless luxury set within one of Westchester’s most coveted communities today.

4 Beds ⋅ 5 Baths ⋅ 998577 MLS

Tucked away on over two exquisitely landscaped acres in one of Chappaqua’s most prestigious enclaves, this exceptional newly constructed modern home redefines luxury living through a masterful blend of architectural sophistication, cutting-edge efficiency, and timeless elegance. Designed with a discerning eye and crafted with uncompromising quality, this magazine-worthy residence offers the ultimate turnkey lifestyle only moments from downtown Chappaqua, Metro North, and top-ranked schools. A dramatic arrival sets the tone as you enter through oversized custom doors into sun-drenched interiors framed by soaring 10-foot ceilings, expansive walls of glass, and wide-plank white oak flooring throughout. The home’s seamless open-concept design was thoughtfully curated for both grand-scale entertaining and intimate everyday living, creating a warm yet elevated atmosphere in every room. At the heart of the home is a spectacular chef’s kitchen worthy of a luxury design showroom, featuring premium professional-grade appliances, bespoke custom cabinetry, oversized quartzite island, designer lighting, and exceptional prep and storage space. Flow effortlessly into the breathtaking great room anchored by a statement fireplace and oversized sliders that open to a covered outdoor lounge, creating a true indoor-outdoor living experience. The primary suite is a private sanctuary rivaling a five-star resort, complete with a boutique-inspired dressing room and a spa-caliber bath featuring radiant heated floors, custom marble steam shower, soaking tub, and designer vanities. Generously sized ensuite bedrooms provide exceptional comfort and privacy for family and guests alike. The fully finished walk-out lower level elevates the home even further, offering an extraordinary extension of living space ideal for a private wellness retreat, gym, media lounge, golf simulator, wine tasting room, or entertainment venue. A striking custom wine display serves as a dramatic focal point and conversation piece. Every inch of this residence reflects a commitment to luxury and modern convenience, including geothermal heating and cooling, smart-home integration, premium fixtures and finishes, oversized heated garage space, and meticulously curated landscaping designed for both beauty and privacy. A rare offering that blends modern elegance, privacy, and convenience just under an hour from Manhattan. Come see a flawless fusion of contemporary design, superior craftsmanship, and effortless luxury set within one of Westchester’s most coveted communities today.

40 Hamilton Drive, Chappaqua

$2,350,000

A Rare Opportunity Where History Meets Modern Living. Built in 1750 and thoughtfully renovated in 2005. White clapboard, black shutters, cedar shake roof, and copper gutters set a timeless exterior, framed by professionally designed grounds. A wide entry hall opens to living and dining rooms bookended by floor-to-ceiling stone fireplaces. Hardwood floors and detailed millwork mark the quality craftsmanship throughout every room. The main house offers four bedrooms and three and a half baths. The gourmet kitchen anchors daily life. Sub-Zero and Viking appliances, generous custom cabinetry, and a large center island flows into a family room that opens directly onto the patio and gardens. The primary suite is a retreat in its own right: vaulted ceilings, a stone fireplace, walk-in closet, and a spa-inspired bath with soaking tub and glass-enclosed shower. A separate carriage house extends the home’s character and livability. The main level offers a welcoming sitting room, while upstairs an open living area with kitchenette is bathed in natural light. Equally suited to hosting guests or serving as a private studio or work-from-home retreat. Outside, grounds designed by acclaimed landscape architect Jan Johnsen unfold around an oversized stone patio with outdoor kitchen, generous space for hosting friends, or enjoying the surrounding beauty in complete privacy. A vegetable garden and expansive lawn extend the property further, all bordered by protected land that offers a balance of openness and seclusion that can’t be replicated. A heated three-car garage rounds out the property. Byram Hills School District. Chappaqua train parking eligibility.

4 Beds ⋅ 5 Baths ⋅ 993886 MLS

A Rare Opportunity Where History Meets Modern Living. Built in 1750 and thoughtfully renovated in 2005. White clapboard, black shutters, cedar shake roof, and copper gutters set a timeless exterior, framed by professionally designed grounds. A wide entry hall opens to living and dining rooms bookended by floor-to-ceiling stone fireplaces. Hardwood floors and detailed millwork mark the quality craftsmanship throughout every room. The main house offers four bedrooms and three and a half baths. The gourmet kitchen anchors daily life. Sub-Zero and Viking appliances, generous custom cabinetry, and a large center island flows into a family room that opens directly onto the patio and gardens. The primary suite is a retreat in its own right: vaulted ceilings, a stone fireplace, walk-in closet, and a spa-inspired bath with soaking tub and glass-enclosed shower. A separate carriage house extends the home’s character and livability. The main level offers a welcoming sitting room, while upstairs an open living area with kitchenette is bathed in natural light. Equally suited to hosting guests or serving as a private studio or work-from-home retreat. Outside, grounds designed by acclaimed landscape architect Jan Johnsen unfold around an oversized stone patio with outdoor kitchen, generous space for hosting friends, or enjoying the surrounding beauty in complete privacy. A vegetable garden and expansive lawn extend the property further, all bordered by protected land that offers a balance of openness and seclusion that can’t be replicated. A heated three-car garage rounds out the property. Byram Hills School District. Chappaqua train parking eligibility.

790 King Street, Chappaqua

$1,590,000

Welcome to this sophisticated carriage home at 17 Lila Lane, offering a rare blend of contemporary luxury and maintenance-free living within the prestigious Chappaqua Crossing community. The thoughtfully designed layout is anchored by a gorgeous chef’s kitchen, featuring a large center island with ample seating and a premium JennAir appliance package. Equally enticing is the coveted first-floor primary suite, providing a serene sanctuary with a spa-inspired ensuite bathroom and an expansive walk-in closet. The second level serves as a versatile retreat, home to a spacious second bedroom, a dedicated home office/bedroom, an inviting sitting area, and a gorgeous private terrace. Additional living space abounds in the fully finished lower level, perfectly suited for a high-end home gym and a cozy media den, while the attached two-car garage comes equipped with an EV charging station for modern convenience. Residents enjoy an unparalleled "village within a village" lifestyle defined by sprawling green space and scenic walking trails, with exclusive access to a luxury clubhouse and sparkling pool. Situated in the heart of Chappaqua, this residence is just steps from Whole Foods, Life Time Fitness, delicious restaurants, and offers the convenience of a private community shuttle to the Metro-North for a seamless commute to Manhattan.

3 Beds ⋅ 4 Baths ⋅ 984583 MLS

Welcome to this sophisticated carriage home at 17 Lila Lane, offering a rare blend of contemporary luxury and maintenance-free living within the prestigious Chappaqua Crossing community. The thoughtfully designed layout is anchored by a gorgeous chef’s kitchen, featuring a large center island with ample seating and a premium JennAir appliance package. Equally enticing is the coveted first-floor primary suite, providing a serene sanctuary with a spa-inspired ensuite bathroom and an expansive walk-in closet. The second level serves as a versatile retreat, home to a spacious second bedroom, a dedicated home office/bedroom, an inviting sitting area, and a gorgeous private terrace. Additional living space abounds in the fully finished lower level, perfectly suited for a high-end home gym and a cozy media den, while the attached two-car garage comes equipped with an EV charging station for modern convenience. Residents enjoy an unparalleled "village within a village" lifestyle defined by sprawling green space and scenic walking trails, with exclusive access to a luxury clubhouse and sparkling pool. Situated in the heart of Chappaqua, this residence is just steps from Whole Foods, Life Time Fitness, delicious restaurants, and offers the convenience of a private community shuttle to the Metro-North for a seamless commute to Manhattan.

17 Lila Lane, Chappaqua

$809,000

Welcome home to this well-maintained residence in the heart of vibrant Chappaqua! This 4 bedroom and 2.5 full bathroom house is located in the award-winning Chappaqua school district. Step inside to discover gleaming hardwood floors throughout, a cozy living room with a wood-burning fireplace, and a bright, charming dining room. The kitchen features ample cabinetry, granite countertops, and brand-new stainless-steel appliances. The spacious primary suite, versatile enough to serve as a large family room, includes a walk-in closet and a newly renovated en-suite bathroom. Upstairs, three generously sized bedrooms await, including a second primary suite with a walk-in closet, and a second full bathroom. Additional highlights include a welcoming front porch, expansive attic storage, a full basement with crawl space, and a circular driveway accommodating up to six cars for effortless access. Enjoy summer days in the fenced backyard—perfect for gatherings, gardening, or basking in the sunshine. This prime location is minutes from the Train Station, library, town hall, post office, shops, restaurants, top-rated schools, and easy access to major parkways. Zoned for versatility, this property offers a potential for conversion back to commercial use, for an attorney’s office, dental practice, or other professional ventures in the bustling heart of Chappaqua. Don’t miss your chance to own this delightful home with endless possibilities! The house is no longer furnished as shown in the photos.

4 Beds ⋅ 3 Baths ⋅ 981423 MLS

Welcome home to this well-maintained residence in the heart of vibrant Chappaqua! This 4 bedroom and 2.5 full bathroom house is located in the award-winning Chappaqua school district. Step inside to discover gleaming hardwood floors throughout, a cozy living room with a wood-burning fireplace, and a bright, charming dining room. The kitchen features ample cabinetry, granite countertops, and brand-new stainless-steel appliances. The spacious primary suite, versatile enough to serve as a large family room, includes a walk-in closet and a newly renovated en-suite bathroom. Upstairs, three generously sized bedrooms await, including a second primary suite with a walk-in closet, and a second full bathroom. Additional highlights include a welcoming front porch, expansive attic storage, a full basement with crawl space, and a circular driveway accommodating up to six cars for effortless access. Enjoy summer days in the fenced backyard—perfect for gatherings, gardening, or basking in the sunshine. This prime location is minutes from the Train Station, library, town hall, post office, shops, restaurants, top-rated schools, and easy access to major parkways. Zoned for versatility, this property offers a potential for conversion back to commercial use, for an attorney’s office, dental practice, or other professional ventures in the bustling heart of Chappaqua. Don’t miss your chance to own this delightful home with endless possibilities! The house is no longer furnished as shown in the photos.

73 S Bedford Road, Chappaqua

$3,350,000

Exciting all new construction by highly regarded local builder, Tavo Development, along with noted architect Teo Siguenza, aiming for a Fall 2026 completion. This refined, 5,712 sq ft Colonial blends classic architecture with sophisticated modern living. The light-filled main level, with 10’ ceilings, offers a seamless open floorplan featuring a chef’s kitchen with island and service pantry, breakfast room with terrace access, formal dining room, private library, and an inviting family room with fireplace. A dramatic two-story entry foyer, generous mudroom with laundry, and attached 3-car garage complete the level. Upstairs, the luxurious primary suite is a true retreat, highlighted by a vaulted ceiling, fireplace, dressing room with island, and a spa-inspired dual bath with soaking tub and oversized shower with separate entries. Three additional ensuite bedrooms and a second laundry provide comfort and functionality. Nearly one acre of usable grounds, with town approved pool site, creates the ideal backdrop for the finest outdoor living. Next to 2026 new build by Tavo, in the Chappaqua school district. Convenient to town, schools, highways, and approximately 50 minutes to NYC. House has a 5 bedroom septic system.

4 Beds ⋅ 7 Baths ⋅ 946608 MLS

Exciting all new construction by highly regarded local builder, Tavo Development, along with noted architect Teo Siguenza, aiming for a Fall 2026 completion. This refined, 5,712 sq ft Colonial blends classic architecture with sophisticated modern living. The light-filled main level, with 10’ ceilings, offers a seamless open floorplan featuring a chef’s kitchen with island and service pantry, breakfast room with terrace access, formal dining room, private library, and an inviting family room with fireplace. A dramatic two-story entry foyer, generous mudroom with laundry, and attached 3-car garage complete the level. Upstairs, the luxurious primary suite is a true retreat, highlighted by a vaulted ceiling, fireplace, dressing room with island, and a spa-inspired dual bath with soaking tub and oversized shower with separate entries. Three additional ensuite bedrooms and a second laundry provide comfort and functionality. Nearly one acre of usable grounds, with town approved pool site, creates the ideal backdrop for the finest outdoor living. Next to 2026 new build by Tavo, in the Chappaqua school district. Convenient to town, schools, highways, and approximately 50 minutes to NYC. House has a 5 bedroom septic system.

201 Bedford Road, Chappaqua

$1,658,995

To be Built! Spring 2025 move-in. 3485 square feet ! Still time to personalize interior finishes at our luxury Design Studio. Final building for sale at Chappaqua Crossing! A roaring fireplace will warm the entire home. A private rooftop terrace with included outdoor gas fireplace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! The exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. Overlooking the great room and accompanied by a casual dining area, the gorgeous kitchen is the perfect environment for entertaining guests with wraparound counter space and a sprawling central island. The spacious primary bedroom suite offers a luxurious bath and impressive closet space. The private workspace on the second floor is the perfect spot to work from home. Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, outdoor pool, clubhouse which will open this Spring, and much more.

2 Beds ⋅ 4 Baths ⋅ 852622 MLS

To be Built! Spring 2025 move-in. 3485 square feet ! Still time to personalize interior finishes at our luxury Design Studio. Final building for sale at Chappaqua Crossing! A roaring fireplace will warm the entire home. A private rooftop terrace with included outdoor gas fireplace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! The exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. Overlooking the great room and accompanied by a casual dining area, the gorgeous kitchen is the perfect environment for entertaining guests with wraparound counter space and a sprawling central island. The spacious primary bedroom suite offers a luxurious bath and impressive closet space. The private workspace on the second floor is the perfect spot to work from home. Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, outdoor pool, clubhouse which will open this Spring, and much more.

11 Wallace Way Unit #18, Chappaqua

How much is your home worth?

How much is your home worth?

Tierra Stanback