Chappaqua 4 Bedroom Properties for Sale

Our website features the best real estate search for 4 bedroom properties available in Chappaqua and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Chappaqua real estate market? Sign up for a Chappaqua Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Chappaqua 4 Bedroom Properties for Sale

$1,188,000

4 Beds ⋅ 3 Baths ⋅ 1026394 MLS

Smartly updated, multi-level home offers room for everyone. Living room with wood-burning fireplace. Transom windows frame the entries to the thoughtfully designed eat-in kitchen with wood cabinetry, Miele induction cooktop and in-wall convection oven, Bosch refrigerator/freezer and dishwasher, GE microwave and granite counter tops, which adjoins the family room with slider to the deck on one side and the formal dining room with French doors to deck for dining alfresco on the other. Private home office. Spacious bedrooms with recessed lighting and hardwood flooring, including primary bedroom with walk-in closet. Jack-n-Jill bath with shower over bathtub. Hall bath with shower over jetted tub. Large walkout lower-level recreation room with slider to deck. Sitting/media room. Laundry/mud room outfitted with Samsung washer and dryer, slop sink, closet and side entry adjoins attached, 2-car garage with Tesla charger. Mostly new windows. Septic system upgraded 2022. New Fujitsu mini split AC system (10 indoor units and 3 outdoor units) 2023. Hybrid electric water heater 2024. Upgraded 400 AMP electrical service 2025. New Stiebel Eltron wall-mounted electric heaters (4) 2025. New roof and new leased 12.6kW Tesla PV solar system with battery backup 2026. Privately nestled in Lawrence Farms East, a highly sought-after enclave in the Town of New Castle featuring Chappaqua schools and easily commutable from Chappaqua or Mount Kisco via Metro-North and/or the Saw Mill River Parkway.

11 Kitchel Road, Mount Kisco

$1,150,000

4 Beds ⋅ 3 Baths ⋅ 1024331 MLS

***CHAPPAQUA SCHOOL DISTRICT*** Tucked away on a quiet cul-de-sac and set on nearly half an acre of beautifully landscaped property, this sun-filled Colonial offers the perfect combination of space, comfort, and convenience. Thoughtfully maintained and move-in ready, the home features almost 3,000 square feet of inviting living space for everyday living and effortless entertaining. A welcoming foyer leads to the spacious eat-in kitchen appointed with granite countertops, stainless steel appliances, and generous prep space with an adjoining dining room ideal for hosting gatherings. The fully enclosed family room anchored by a wood-burning fireplace and framed by oversized windows can be used as a bright, spacious office or a fifth room. A versatile office/mudroom, powder room, and access to the attached two-car garage complete this level. Just a few steps up, the expansive living room offers a bright, airy retreat with hardwood floors and large windows overlooking the surrounding property—creating the perfect space to relax or entertain. A few more steps lead to the private bedroom level, where the spacious primary suite features an en-suite bath and generous closet space. Three additional well-proportioned bedrooms share a full hall bath, offering comfortable accommodations for guests or flexible work-from-home needs. The finished walk-out lower level provides exceptional bonus space ideal for a recreation room, playroom, fitness area, or media room, along with laundry and abundant storage. Outside, a spacious recently refinished deck overlooks the private, tree-lined backyard, creating a peaceful setting for outdoor dining, entertaining, or simply enjoying the tranquil surroundings. Ideally located 7 minutes from downtown Mount Kisco and the Metro North station and 5 minutes from Chappaqua Crossing, Whole Foods, and Lifetime Fitness. You’ll enjoy easy access to acclaimed restaurants, shopping, parks, all within the highly regarded Chappaqua School District. Offering an ideal blend of space, location, and lifestyle, this is a home you’ll enjoy for years to come.

49 E Ridge Lane, Mount Kisco

$2,250,000

4 Beds ⋅ 6 Baths ⋅ 1025674 MLS

A rare opportunity to own a private mini-estate on approximately 6.9 acres in Millwood. The main residence offers four bedrooms, three-and-a-half baths and generous living spaces with views of the property’s natural surroundings. Highlights include an eat-in country kitchen with French marble flooring, a living room overlooking the pond and waterfall, multiple fireplaces, radiant heat in the primary bath and extensive closet storage. The property also includes a renovated guest cottage above a three-car garage, plus an additional three-car garage with a private retreat or meditation room featuring pine paneling and a stone fireplace. Outdoor amenities include a heated in-ground concrete pool, pond, waterfall, landscaped gardens, specimen plantings and a three-hole golf course. A distinctive property offering privacy, flexible space and a peaceful setting within the Chappaqua School District. Stay tuned coming soon!

82 Shingle House Road, Millwood

$1,299,000

4 Beds ⋅ 3 Baths ⋅ 1013321 MLS

Set on a level .64-acre property along one of Chappaqua's most sought-after neighborhood streets, 9 Oak Hill Road is a beautifully updated 4-bedroom, 3-bath Raised Ranch that offers spacious, light-filled living in a peaceful natural setting. A covered front porch welcomes you into an entry foyer, where a short mezzanine staircase leads to the main living level. Here, a gracious living room with a picture window flows effortlessly into the adjoining dining room, creating an inviting space for everyday living and entertaining. Adjacent to the dining room, the eat-in kitchen completes the home's open, functional layout. Oversized windows at both the front and rear fill the living areas with natural light, while the property's exceptional setting—backing to the Saw Mill River Audubon Society's Cameron-Murfeldt Sanctuary—offers privacy, scenic views, and a charming pond that enhances the tranquil landscape. The eat-in kitchen is thoughtfully designed with white cabinetry, stainless steel appliances, a picture window, and a sun-filled breakfast area that enjoys morning light. A door opens directly to the deck, making outdoor dining and weekend barbecues effortless. Three well-proportioned bedrooms are located on the main level, including a spacious primary suite with two closets and a private bath. A corner bedroom enjoys windows on two sides, while the third bedroom features two front-facing windows and a generous double closet. Every bedroom in the home is outfitted with custom California Closets, providing beautifully designed, highly functional storage and organization. The finished walk-out lower level provides exceptional additional living space with a generously sized family room featuring hardwood floors, a decorative electric fireplace, and sliding glass doors that open to the patio. A private, expansive fourth bedroom with hardwood floors and a double closet, a full bath with shower, laundry area, utility room, abundant storage, and direct access to the attached two-car garage complete this versatile level. Set back from the road with a level driveway and expansive front lawn, this inviting home offers the perfect balance of comfortable living, effortless entertaining, and the peaceful beauty of its park-like surroundings.

9 Oak Hill Road, Chappaqua

$1,995,000

4 Beds ⋅ 3 Baths ⋅ 882412 MLS

Nestled on a picturesque tree-lined street in the highly sought-after Chappaqua School District, this beautifully renovated 4-bedroom Colonial combines timeless charm with thoughtfully updated living spaces. A welcoming front porch offers the perfect place to enjoy a quiet morning coffee or relax on a summer evening. A gracious entry foyer introduces the home's warm and inviting interior. The sun-filled living room features oversized windows, custom built-ins, and elegant proportions, creating a comfortable space for everyday living and entertaining. At the heart of the home is the beautifully renovated chef's kitchen with top of the line stainless appliances, designed for both function and style, with a spacious center island with seating, a sunny dining area, built-in desk, generous walk-in pantry, and access to the deck for seamless indoor-outdoor living. Just beyond the kitchen, the inviting family room is anchored by a raised-hearth wood-burning fireplace, offering a warm and comfortable gathering space. The first floor also includes a formal dining room and a versatile room with walls of windows, ideal as a second family room, home office, playroom, or sunroom, a full bath and laundry room. Upstairs, the primary suite has a renovated bath and large walk-in closets. Three additional bedrooms share a well-appointed hall bath, providing ample space for family and guests. The expansive lower level offers exceptional storage and outstanding potential for future finished recreation, fitness, or media space. Throughout the home, rich hardwood floors, custom millwork, abundant natural light, and a thoughtfully designed open floor plan create an atmosphere that is both elegant and welcoming. Ideally located in one of Chappaqua's most desirable neighborhoods, this is a home that offers timeless appeal, exceptional comfort, and a setting you'll enjoy for years to come. A must see home!!

12 Brandon Drive, Mount Kisco

$2,200,000

4 Beds ⋅ 4 Baths ⋅ 1021493 MLS

Welcome to 10 Crestview Drive, a beautifully updated 1990 colonial that perfectly blends classic elegance with updated modern luxury within the highly sought-after Heritage Court neighborhood. This exceptional property offers the rare combination of an intimate community feel and tremendous, serene privacy, all set on nearly an acre of flat, meticulously manicured grounds. Inside, you will find a bright and spacious layout featuring four well-proportioned bedrooms, all on the same level, and designed for ultimate comfort. The main floor features a three-car garage, mudroom, eat-in-kitchen with easy access to the deck, and backyard beyond, open floor plan, living room, dining room, and office. Also of note, this turnkey gem provides an unparalleled and truly unique opportunity for the next lucky buyers: a rare, one-time option to choose between the Chappaqua or the Byram Hills School District at closing. This is turnkey luxury at its finest!

10 Crestview Drive, Pleasantville

$1,998,999

4 Beds ⋅ 4 Baths ⋅ 1011189 MLS

Nestled on over an acre of beautifully landscaped grounds in the highly sought-after Chappaqua School District, this exceptional residence offers a rare blend of privacy, craftsmanship, and versatility. Behind a gated entrance, mature specimen plantings, expansive lawns, and a tranquil natural setting create a true private retreat just minutes from downtown Chappaqua and Metro-North. Thoughtfully improved throughout the years, the home features cedar siding, Anderson windows and sliding doors, custom hardwood flooring with intricate inlay detail, reinforced structural beams, remote-controlled skylights, and numerous mechanical upgrades. Dramatic ceilings, walls of windows, and sun-drenched living spaces create an inviting atmosphere designed for both everyday living and entertaining. The eat-in kitchen is appointed with custom cabinetry, premium stainless steel appliances, a center island, and seamless access to the outdoor deck. Formal and informal living spaces flow effortlessly throughout the main level, highlighted by a dramatic living room with soaring ceilings, oversized windows, and a marble fireplace. The luxurious primary suite serves as a private retreat featuring custom California Closets and a stunning spa-inspired bath with a freestanding soaking tub, oversized glass-enclosed shower with body jets and bench seating, custom mahogany detailing, designer lighting, and exceptional finishes throughout. Renovated bathrooms throughout the home showcase custom tilework, premium fixtures, and thoughtful spa designs. Additional highlights include California Closets throughout, intercom and surround sound systems, smart gate access, surveillance cameras, irrigation system, renovated garage, and a charming detached storage shed. Outdoor living is equally impressive with expansive decking, a remote-controlled SunSetter awning, and peaceful grounds designed for entertaining and relaxation. A truly special offering combining privacy, quality craftsmanship, modern conveniences, and exceptional flexibility in one of Westchester County's most desirable communities.

4 Old House Lane, Chappaqua

$2,699,000

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

$2,895,000

4 Beds ⋅ 6 Baths ⋅ 992104 MLS

Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built with anticipated completion this Fall 2026. Early buyers will have the rare chance to customize many of the final finishes and tailor the home to their personal style. This thoughtfully designed home offers 4 bedrooms and 5.1 bathrooms, with a highly desirable layout that lives like a larger home thanks to additional flexible living spaces. The main level features an open-concept design with seamless flow between the kitchen, dining area, and informal living room with fireplace. The kitchen is equipped with a premium Thermador appliance package and includes sliding glass doors leading to the back patio, while the family room also features sliders to the covered patio—creating a seamless connection and the perfect setting for indoor-outdoor entertaining. In addition to the formal dining room, formal living room, and powder room, the main level also includes a versatile room adjacent to a full bathroom, ideal for use as a private office, den, or guest accommodations. The fully finished walk-out lower level adds substantial additional living space, including an additional room with sliding glass doors and access to a full bathroom—well-suited for a variety of uses including extended living, recreation, or work-from-home needs. The primary suite is a true retreat, showcasing a tray ceiling, two oversized walk-in closets, and a luxurious bathroom with double vanity, soaking tub, separate shower, and private toilet room. A second-floor laundry room adds everyday convenience. Just a few additional highlights include 9-foot ceilings throughout, 4" oak hardwood floors, high-end finishes across all levels, an oversized two-car garage leading to a mudroom with custom cubbies and closet, a high-efficiency heat pump and cooling system, pre-wiring for a future electric vehicle charging station, and a security system. Privately set on over an acre of land on a cul-de-sac street and surrounded by mature trees, this home offers a peaceful setting while remaining close to parks, town, schools, and transportation. A rare opportunity to own a brand-new, thoughtfully designed home with exceptional flexibility in an ideal Chappaqua location.

39 Barnes Lane, Chappaqua

$809,000

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

$3,900,000

4 Beds ⋅ 6 Baths ⋅ 966260 MLS

Designed without compromise and executed to perfection, this custom Georgian Colonial by Nasser Nakib Architect sets a new standard for luxury living. Eleven-foot ceilings, an effortless open layout, and walls of windows create a light-filled, airy feel throughout. A front-to-back foyer with floating staircase makes a striking first impression, while wide plank wood floors, a slate roof, and full smart home technology reflect the quality behind every detail. The gourmet kitchen is beautifully appointed with state-of-the-art appliances, double islands, and a hidden walk-in pantry, flowing seamlessly into the breakfast area and family room with fireplace. Doors open to a covered patio overlooking the pool and capturing spectacular sunset views. Upstairs, the primary suite is a true sanctuary with two spa-like baths, each with a soaking tub. One features a refined dressing room with island; the other offers an oversized rain head and steam shower. Every room of the suite opens to a private terrace. Three additional ensuite bedrooms and laundry complete the upper level. The lower level includes a cabana bath with shower and double WCs for pool access, a recreation room, expansive gym, conditioned wine cellar, additional laundry, and a substantial unfinished space. Beautifully landscaped grounds with slate patio, pool, and spa. Located in the Chappaqua School District with easy access to town, train, and major highways. 4+ car attached garage. A must see!

16 Taylor Road, Mount Kisco

Start Your Search

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.