271 houses for sale in Windmill Farm, North Castle town Westchester County New York

An incredible opportunity to enjoy life on spectacular, private and very desirable North Lake in the highly sought-after Windmill Farm community. Complete with your own waterfront dock, this home offers swimming, boating, fishing and effortless indoor-outdoor entertaining in a truly serene setting.This gorgeous 4-bedroom home features an open floor plan, a beautiful updated kitchen, two spacious family rooms, and hardwood floors throughout. Recent improvements include a new roof and new exterior siding, among many other thoughtful updates. North Lake is truly something you have to experience in personphotos dont do it justice. The setting evokes the feeling of the Adirondacks, yet its located within the award-winning Byram Hills School District. The home also offers MEC membership eligibility, providing access not only to your private lake lifestyle, but also the amenities of the Windmill Club.Easy commute to Manhattan via 40-minute express train from North White Plains into GranRefere

An incredible opportunity to enjoy life on spectacular, private and very desirable North Lake in the highly sought-after Windmill Farm community. Complete with your own waterfront dock, this home offers swimming, boating, fishing and effortless indoor-outdoor entertaining in a truly serene setting.This gorgeous 4-bedroom home features an open floor plan, a beautiful updated kitchen, two spacious family rooms, and hardwood floors throughout. Recent improvements include a new roof and new exterior siding, among many other thoughtful updates. North Lake is truly something you have to experience in personphotos dont do it justice. The setting evokes the feeling of the Adirondacks, yet its located within the award-winning Byram Hills School District. The home also offers MEC membership eligibility, providing access not only to your private lake lifestyle, but also the amenities of the Windmill Club.Easy commute to Manhattan via 40-minute express train from North White Plains into GranRefere

An incredible opportunity to enjoy life on spectacular, private and very desirable North Lake in the highly sought-after Windmill Farm community. Complete with your own waterfront dock, this home offers swimming, boating, fishing and effortless indoor-outdoor entertaining in a truly serene setting.This gorgeous 4-bedroom home features an open floor plan, a beautiful updated kitchen, two spacious family rooms, and hardwood floors throughout. Recent improvements include a new roof and new exterior siding, among many other thoughtful updates. North Lake is truly something you have to experience in personphotos dont do it justice. The setting evokes the feeling of the Adirondacks, yet its located within the award-winning Byram Hills School District. The home also offers MEC membership eligibility, providing access not only to your private lake lifestyle, but also the amenities of the Windmill Club.Easy commute to Manhattan via 40-minute express train from North White Plains into GranRefere

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled conservatory, billiard room, sauna, gym and an Olympic-sized indoor pool with spa. There is also an outdoor pool with dedicated pool house. Vast, beautifully designed grounds showcase formal gardens, a private lake, woodland trails, a hedge maze and lighted tennis court. Four separate guest houses and a separate garage apartment on the property create a truly unparalleled private compound. This is a once in a generation offering for those seeking exceptional elegance and seclusion. Total Acreage 268+ acres: 173+ in Pound Ridge, New York, 95+ in Stamford, Connecticut

HIGHEST and BEST: TUES, AUGUST 25TH AT 12PM* Welcome to this private North Stamford retreat set on 1.58 acres of beautiful, secluded property. This 4-bedroom Colonial offers spacious living areas and an impressive outdoor setting designed for relaxing and entertaining. A 30-foot sunroom with sliders opens to the expansive backyard and pool area. The heated gunite pool is the centerpiece of the property, featuring an expansive stone terrace and waterfall feature. Pool improvements include a new gunite floor and tile in 2021, plus a new filter and electrical box in 2025. The property also offers a pool cabana with electricity, whole-house generator, deer fencing, mature landscaping, and a newly paved and sealed driveway. Inside, the home offers a mix of classic character and updates, including renovated bathrooms, Anderson windows, French doors, updated well systems, and hardwood flooring. A rare 4-car garage setup includes two attached garages plus an oversized detached barn with heat a

Experience refined living in this exceptional modern Colonial, privately set on over an acre in coveted North Stamford. Offering more than 8,000 square feet, this impressive residence features 5 bedrooms, 5 full baths, and 1 half bath, blending timeless elegance with sophisticated design. A dramatic marble foyer welcomes you into beautifully appointed interiors with hardwood floors throughout. The gourmet kitchen is designed for effortless entertaining, featuring granite countertops, custom built-ins, and premium stainless steel appliances, including a Viking cooktop and warming drawer, Wolf double convection ovens, Sub-Zero refrigerator, two Bosch dishwashers, and a Frigidaire microwave. The inviting family room with fireplace and built-ins, elegant living room with a second fireplace, and richly paneled cherry library offer refined yet comfortable living spaces. The luxurious primary suite is a private retreat with a sitting room, tray ceiling, private balcony, expansive walk-in clos

Charming center hall colonial at the end of a quiet mid country cul-de-sac. The location is convenient yet offers wonderful seclusion. Set on a park-like, level 2.3 acres, this property is abuts conservation land and exudes privacy. This 4 bedroom and 3+ bath home has an updated kitchen with Bosch appliances, a finished lower level with a sauna as well a generous living room with wood burning fireplace. The oversized covered deck located off the back of the house overlooks the expanse of the property and multiple entertaining venues. New owner has the option to enjoy or expand.

Tucked away on a tranquil 1.2 acre lot in desirable North Stamford, this classic 4-Bedroom, 2.5 Bath Colonial offers a rare opportunity to create rhe home of your dreams. Enter the Foyer of the home and be welcomed by the traditional layout and generously sized rooms. The Main Level features the Living Room, Kitchen, Formal Dining Room, generously sized Family Room with a Fireplace and a sliding glass door to an enclosed Porch, Powder Room and Laundry Room. The Upper level features a Primary En-Suite Bedroom, over-sized Bedroom/Office, 2 additional Bedrooms and a shared Hall Bath. The partially finished Lower Level, Deck, and pristine wood floors complete the picture. Enjoy the peace and serenity of North Stamford living while being just minutes away from the Merritt Parway,Downtown Stamford, and Metro North. Home is equipped with a whole house generator and central AC for your convenience

Set on 2.77 manicured acres in North Stamford, 223 Jonathan Drive is a stately red brick colonial that seamlessly blends classic elegance with modern updates. Set back from the quiet road, the timeless facade creates a grand first impression, leading to the home's gracious foyer with sweeping staircase. Offering nearly 5000 square feet of living space, this extensively renovated home features 6 bedrooms, 4 full and 1 half baths. Recent updates include the kitchen, which is a chef's delight, with gorgeous views of the pool and property. The luxurious primary suite includes a newly redone spa-like bath with soaking tub, double vanities, glass shower, and walk-in closet. Enjoy the private, resort-like backyard with a beautiful pool - perfect for summer living and entertaining. New landscaping, walkways, and patio enhance the outdoor setting. Also included within the majestic property is a barn with horse stalls. The basement offers great flex space and a gym. Elegant, updated, and set in

BACK ON THE MARKET. Buyers could not perform. Welcome to 150 Wildwood Road, an exceptional new construction that perfectly blends timeless colonial architecture with modern sophistication. Set on 1.12 private acres in one of Stamford's most private neighborhoods, this 9,000+ sqft masterpiece showcases superior craftsmanship and thoughtful design by respected local builder known for quality and attention to detail. Four fully finished levels of lux living, designed for everyday comfort and entertaining. From the moment you enter, you're greeted by a 2-story foyer, sun-filled open spaces, and exquisite white oak detail trim. The main level features a grand foyer, expansive family room/EIK with custom fireplaces, dining rm, living room w wood burning fireplace. The gourmet chef's kitchen has Thermador appliances, custom cabinetry, and generous center island-all opening to a light-filled breakfast area and spacious fam room lead to a huge deck overlooking backyard. The serene primary suite

Experience refined living in this exceptional modern Colonial, privately set on over an acre in coveted North Stamford. Offering more than 8,000 square feet, this impressive residence features 5 bedrooms, 5 full baths, and 1 half bath, blending timeless elegance with sophisticated design. A dramatic marble foyer welcomes you into beautifully appointed interiors with hardwood floors throughout. The gourmet kitchen is designed for effortless entertaining, featuring granite countertops, custom built-ins, and premium stainless steel appliances, including a Viking cooktop and warming drawer, Wolf double convection ovens, Sub-Zero refrigerator, two Bosch dishwashers, and a Frigidaire microwave. The inviting family room with fireplace and built-ins, elegant living room with a second fireplace, and richly paneled cherry library offer refined yet comfortable living spaces. The luxurious primary suite is a private retreat with a sitting room, tray ceiling, private balcony, expansive walk-in clos

Welcome to 761 Den Road, a charming and character-filled home set on a private, level lot in desirable North Stamford. Offering 3-4 bedrooms, 2 full baths, and timeless architectural details, this special property blends classic New England charm with comfortable everyday living. Custom built-ins, original millwork, and a beautiful stone fireplace create warmth and character throughout. The spacious living room flows seamlessly into the formal dining room, making entertaining easy and inviting. One of the home's standout features is the sun-filled family room with cathedral ceilings and walls of windows that bring the outdoors in. The kitchen offers ample space for casual dining and easy access to the patio and backyard. Outside, enjoy a large, flat yard with exceptional privacy, perfect for entertaining, gardening, pets, or play. A detached one-car garage and oversized driveway provide abundant parking for guests and multiple vehicles. Additional features include central air condition

Nestled on nearly two acres at the end of a quiet cul-de-sac in desirable North Stamford, this lovely Colonial offers nearly 4,000 square feet of elegant living space. A welcoming foyer leads to sun-filled formal living and dining room, ideal for entertaining. The spacious eat-in kitchen features granite countertops, abundant cabinetry, and a bright breakfast area overlooking the scenic property. The adjoining family room boasts a fireplace and French doors that open to the outdoor living space, creating the perfect setting for indoor and outdoor gatherings. A first-floor bedroom offers private bathroom for guests, extended family, or a home office. Upstairs, the spacious primary suite features hardwood floors and a luxurious bath with a whirlpool tub, separate shower, and double-sink vanity. Three additional generously sized bedrooms and full bath complete the upper level. Additional highlights include hardwood floors, two wood burning fireplaces, central air, main-level laundry, a fu

Welcome to Windermere on the Lake, a premier, gated community in North Stamford. Situated on a private, scenic lot, this custom 5-bedroom, 5.1-bathroom home offers year-round views of the lake within a sought-after neighborhood. Upon entry, guests are greeted by a stunning foyer with soaring ceilings. The heart of the home is the gourmet eat-in kitchen, featuring brand-new quartzite countertops, a substantial center island, and plenty of counter space for meal prep. The kitchen flows seamlessly to the outdoor deck (with firepit), offering guests captivating views of the lake. From the elegant, formal dining room to the warmth of the cozy great room with custom built- ins, every corner of this home is a sanctuary. A spacious office is conveniently located just off the great room on the first floor. This spectacular home boasts new decorative lighting inside and out, a new entertainment system throughout, refinished floors, a repaved driveway (2025), and a new modern stair railing. The l

Welcome to 70 Chestnut Hill Lane, a beautifully situated 4-bedroom, 3.5-bath colonial home tucked away on a quiet cul-de-sac in the highly desirable, southern part of North Stamford. Set on a phenomenally landscaped property, everything here is beautifully manicured and meticulously maintained, from the sprawling front lawn to the expansive backyard. Designed for everyday living and entertaining, the kitchen opens to the family room, creating a natural gathering place at the heart of the home. Cozy up by the fireplace while enjoying views of the gorgeous property. The crown jewel is the sunporch, where windows on three sides bring the outdoors in and create a peaceful setting for dining, relaxing and enjoying the changing seasons. Formal living and dining rooms offer additional space for entertaining. The primary suite features a huge walk-in closet, spa-like bath and a connected fourth bedroom that offers incredible versatility and can easily function as a dressing room, home office o

Set on one of North Stamford's most sought-after lanes, this beautifully refreshed New England Colonial blends timeless elegance with modern functionality, offering an ideal layout for today's lifestyle. A sun-filled, open floor plan welcomes you with a spacious living room that flows seamlessly into the formal dining room-perfect for both everyday living and entertaining. The eat-in kitchen features all new SS appliances, including a washer and dryer, and opens to a warm and inviting family room complete with custom built-ins and a fireplace. A separate sunroom, framed by French doors, leads to a rear deck and private flagstone patio-creating a perfect indoor-outdoor connection. Flexible spaces throughout the home offer endless possibilities for a home office, sitting room, or playroom. Upstairs, the expansive primary suite provides a true retreat, featuring an en-suite bath, a large exercise or sitting room, multiple closets, vaulted ceilings, and oversized windows that flood the spa

Set on one of North Stamford's most sought-after lanes, this beautifully refreshed New England Colonial blends timeless elegance with modern functionality, offering an ideal layout for today's lifestyle. A sun-filled, open floor plan welcomes you with a spacious living room that flows seamlessly into the formal dining room-perfect for both everyday living and entertaining. The eat-in kitchen features all new SS appliances, including a washer and dryer, and opens to a warm and inviting family room complete with custom built-ins and a fireplace. A separate sunroom, framed by French doors, leads to a rear deck and private flagstone patio-creating a perfect indoor-outdoor connection. Flexible spaces throughout the home offer endless possibilities for a home office, sitting room, or playroom. Upstairs, the expansive primary suite provides a true retreat, featuring an en-suite bath, a large exercise or sitting room, multiple closets, vaulted ceilings, and oversized windows that flood the spa

Architect designed Contemporary. Modern Serenity Meets Architectural Charm. Experience the perfect balance of architectural scale with a peaceful, zen atmosphere. This stunning light-filled residence is defined by its expansive open-concept layout, starting with a dramatic living and dining area featuring soaring cathedral ceilings. A series of sliding glass doors creates a seamless indoor-outdoor flow, opening the entire main level to one deck-ideal for tranquil afternoons or large-scale entertaining. The heart of the home features a chef's kitchen that opens directly into a comfortable family room, supported by a butler's pantry for effortless hosting. For ultimate convenience, the primary suite is located on the main level, offering a personal sanctuary complete with a full bath, closets, and another large deck. Upstairs, the airy feeling continues with two additional bedrooms, both featuring en-suite baths to ensure privacy for family or guests. The lower level adds even more flexi

Privately nestled on 1.14 picturesque acres at the end of a quiet cul-de-sac in one of North Stamford's most sought-after neighborhoods, this gracious 4-bedroom, 3.5-bath Colonial offers 4,594 square feet of exceptional living space. A dramatic two-story foyer welcomes you into a home distinguished by generous room sizes, multiple fireplaces, and a timeless floor plan designed for both elegant entertaining and comfortable everyday living. Lovingly maintained by the same family for many years, this exceptional property is ready to inspire its next owner. Rich in character and classic architectural appeal, it presents a rare opportunity to create a truly personalized residence tailored to your own taste, style, and vision. Whether preserving its enduring charm or introducing a fresh, modern aesthetic, the home's impressive scale, thoughtful layout, and exceptional setting provide the ideal canvas to craft a home that is uniquely yours. Set amidst mature trees and lush surroundings, the e

Light-filled spaces, an open layout, and a seamless connection to the outdoors define this unique contemporary home on one private acre in Stamford. The main level was designed for everyday living and entertaining, with the kitchen flowing into a spacious great room that combines the living and dining areas around a wood-burning fireplace. Large windows bring in natural light throughout the day, while the screened-in deck creates a comfortable place to enjoy morning coffee, dinner with friends, or a quiet evening overlooking the property. Upstairs, cathedral ceilings add volume and character to the two-bedroom layout. The home also offers two full baths and a convenient half bath. A separate room with direct access to the patio provides an ideal space for a home office, studio, or den. Outside, the one-acre setting offers privacy, mature trees, a detached one-car garage, and access rights to the Mianus River. Originally built as one of the Mid-Century Techbuilt homes, the property comb

Beautifully situated Cape with serene views. Bring your ideas and make this home your own. Estate as is. A great opportunity to own this special property

Welcome to Windermere on the Lake, a premier, gated community in North Stamford. Situated on a private, scenic lot, this custom 5-bedroom, 5.1-bathroom home offers year-round views of the lake within a sought-after neighborhood. Upon entry, guests are greeted by a stunning foyer with soaring ceilings. The heart of the home is the gourmet eat-in kitchen, featuring brand-new quartzite countertops, a substantial center island, and plenty of counter space for meal prep. The kitchen flows seamlessly to the outdoor deck (with firepit), offering guests captivating views of the lake. From the elegant, formal dining room to the warmth of the cozy great room with custom built- ins, every corner of this home is a sanctuary. A spacious office is conveniently located just off the great room on the first floor. This spectacular home boasts new decorative lighting inside and out, a new entertainment system throughout, refinished floors, a repaved driveway (2025), and a new modern stair railing. The l

Rich in history and beautifully reimagined for modern living, this extraordinary North Stamford property began as a c.1780 Saltbox Colonial and has evolved into a gracious country estate. Set on 2.7 bucolic acres, the property artfully blends historic character with contemporary comfort. Expanded in the 1940s and meticulously renovated in 2020, the home honors its architectural heritage while accommodating today's lifestyle with ease and sophistication. Encompassing approximately 7,000 square feet, the main house showcases period details, elegant entertaining spaces, and warm, inviting interiors. Every renovation was thoughtfully executed to maintain authenticity, while introducing refined finishes and modern amenities. The idyllic grounds provide a private retreat, complete with a tranquil pond, heated gunite pool, and historic Lord and Burnham greenhouse. Mature landscaping, expansive level lawns, and serene surroundings create a timeless country setting. Complementing the main resid

Privately nestled on 1.14 picturesque acres at the end of a quiet cul-de-sac in one of North Stamford's most sought-after neighborhoods, this gracious 4-bedroom, 3.5-bath Colonial offers 4,594 square feet of exceptional living space. A dramatic two-story foyer welcomes you into a home distinguished by generous room sizes, multiple fireplaces, and a timeless floor plan designed for both elegant entertaining and comfortable everyday living. Lovingly maintained by the same family for many years, this exceptional property is ready to inspire its next owner. Rich in character and classic architectural appeal, it presents a rare opportunity to create a truly personalized residence tailored to your own taste, style, and vision. Whether preserving its enduring charm or introducing a fresh, modern aesthetic, the home's impressive scale, thoughtful layout, and exceptional setting provide the ideal canvas to craft a home that is uniquely yours. Set amidst mature trees and lush surroundings, the e

Welcome to 34 Thunder Mountain Rd - Set on a quiet cul-de-sac with easy access to Glenville, Central Greenwich and Westchester. Substantially re-built in 2024/2025 this meticulous home has had many improvements since the current owner purchased - including generator, custom closets, landscaping, irrigation, custom window treatments, and humidification / water filtration system. Modern light filled interiors offer a very flexible floorplan featuring an oversized open floorplan kitchen / living room / family room and multiple office options. Room to expand if needed from the current 5230 sq feet footprint with the 2 acre parcel. Owner amenable to a pre Labor Day close