Ossining NY Real Estate & Homes for Sale

A rare opportunity for Midcentury Modern enthusiasts to own a house designed by renowned Bauhaus Architect Marcel Breuer in 1950. Privately set on a 3/4 acre, in-town parcel in the Village of Croton-on- Hudson, this 2,292 square foot, one-story, 3-bedroom, 1 1/2 bathroom residence faces public woodlands through an expansive wall of windows. This architectural gem has been meticulously restored by the current owners. It's exterior features a distinctive butterfly roof, Cypress vertical siding, and steel casement windows, nestled against a rock outcropping. A central entry leads to three bright bedrooms on one wing, and free-flowing living spaces on the other. The living room features a unique locally- quarried stone fireplace, original bluestone floor, and oversized picture window framing the private patio and gardens. The updated kitchen includes stainless-steel cabinetry, Caesarstone countertops and all Bosch appliances. The original screened porch was enclosed as an open-plan concept family and dining room, and seamlessly added are a bright mudroom and large home office/studio. A bonus work area is the original one-car garage, which was converted to a 290 square foot finished space and used as a studio (not included in the listed total square footage). Extensive gardens, a fenced organic vegetable garden and stone pathways add to the outdoor appeal. The mature landscaping gives the house privacy, a feeling of seclusion and connection with nature.

2024 six-bedroom Center Hall Colonial is the newest offering by luxury builders Ritzzo Development. Set on 4.33 acres with pool and room for a pool house, this 9800+ SF house is full of amenities both inside and out. 11' ceilings on the 1st floor with gracious rooms, 2 offices, formal entertaining rooms + guest suite. Gourmet kitchen boasts a 10' island and is adjacent to family room with cathedral ceiling, hearth fireplace and wet bar. 2nd floor with 10' ceilings offers a primary suite with deck overlooking the property, cathedral ceiling, fireplace and luxury bath with heated floors, soaking tub + separate steam shower. 3 double en-suite bedrooms + oversized recreation room / bunk room. Finished lower level with bed, bath, gym + playroom. White oak floors, outdoor shower, loggia with FP + covered terraces. Lake access.

INVITING, LIGHT FILLED HOME in the Greenwich countryside. Ideal for a family compound. Features a stylish cottage, barn and stables. Enjoy the peaceful surroundings of nature only 39 miles from NYC. Bordered by hundreds of acres of Audubon nature preserves and over 125 miles of riding trails, this property is a nature lover's dream! The home's open space floor plan is extremely versatile. A plethora of windows keep the space cheerful and bright while generous gathering spaces encourage joyful entertaining of extended family and friends. Two primary suites in separate wings allow for a privacy. The sunny walkout lower level offers another suite of room away from household distractions. Updated mechanical systems and back up generator assure a worry free lifestyle. THE COTTAGE has been remodeled into a sweet space. Sited away from the main house with a private driveway access, this sophisticated charmer contains a living/dining area, bedroom, full bathroom, kitchen and walkout lower level with a full laundry and storage area. Ideal for a guest cottage, an office or a caretaker's residence. THE STABLES were thoughtfully constructed in 2010 to house quality competition horses. Some 12 x12 box stalls include attached paddocks. A tack room, feed room, wash room, hay lofts and turn out areas are also included. The riding arena was designed and built with excellent footing and drainage. Property abuts miles of well-groomed riding trails. A fabulous family retreat.

Winding tree-lined driveway with front gardens lead to a private 5.64 acres romantic estate of Edwardian mansion. Accomplished with the finest materials, finishes and craftsmanship throughout 13,365SqFt of living space - a total of 26 rooms, 10 fireplaces, 9 bedrooms, 10 bath - builded big, solid with light, airy rooms and accents to details is a cut above what anyone is used to. The oak french door grand entrance welcomes you to a 2-story foyer with a staircase to the second level. Flowing into light-filled open living areas to a great room, living room, a built-in oak shelf office, music room, the formal dining room that easily seats 20, chef's kitchen with high end stainless steel appliances and walk-in pantry room. A family room with a cathedral ceiling, wood beams and a spiral filigree staircase takes you to the second level of the Master Suite and additional bedrooms. Low level offers billiard room, entertainment room, gym room, a study, media room, wine cellar, and a staff wing that has two bedrooms, one bath, an office, a laundry room, and a kitchen. Multiple French glass doors open to a terrace overlooking the pool area. A unique architectural design of living space offer comfort at the highest level. East Branch Byram River, that's crossing the back of the property, where 'Wild Flower Sanctuary' is calling for an adventurous hike of very quiet and deep woods serene at all times. Truly one of a kind, welcoming its new owner.

Stately gated 6-bedroom Georgian Colonial set on four picturesque manicured acres with 50' pool and expansive terraces provides the ideal family home minutes from the towns of Greenwich, Armonk and Bedford in peaceful backcountry Greenwich. Classically appointed, bright interior showcases well-scaled rooms with 10' ceilings and custom millwork. Highlights include an open plan kitchen, breakfast room, double height family room with wood-burning fireplace and oversized windows that fill the room with light. Elegant wood-clad office, sunroom, and main floor bedroom with sitting/music room allows for privacy when guests come to stay or could be transformed into a first floor primary suite.

This is the moment to design and build an extraordinary dream home. This 4.35-acre site is tree lined, private and picturesque. The positioning of a home on this lot with a pool site would be like no other. With a quiet setting and easy access to the Merritt Parkway and short drive to town the convenience and possibilities are endless. The pastoral Back Country is defined by the meandering streams, the pronounced rock outcroppings, winding roads and open meadows. This area is the perfect backdrop and setting for the new construction home awaiting this exceptional site. Explore now before this golden opportunity is gone! The lot is available and can be sold separately.

Abraham Mills House -1846 original with large 1930s expansion to brick & clapboard Georgian rich in history + thoughtfully restored, expanded + updated for today's lifestyle. Fantastic indoor/outdoor entertaining in this fully fenced country compound with whole property generator. Original den with fireplace leads to hidden staircase + wetbar exudes the New England charm + character of this extraordinary classic home. Exquisite architectural detailing throughout the paneled sunken living room with fireplace, oversized dining room with french doors to 2 covered terraces. 7 double bedrooms, 6 baths include a beautiful spacious Primary Ste overlooking the brick walled gardens + lawn. Gourmet kitchen & family room with random width floors + fireplace. Solarium with arched windows + french doors to covered terrace. Upstairs family room with wet bar, spacious office + large playroom. Incredible guest house with vaulted ceiling + fireplace, kitchenette. Pool w spa + pool house. Breathtaking property and formal gardens.

A Jewel! Rare opportunity to own a stunning artfully designed modern church w/architectural elements & impeccable attention to detail. Architect firm Gray Organschis transformation is as much a work of art as it is a showcase for it. Massive Venetian chandelier from Murano, a centerpiece of grand main living area w/stunning 20' of vertical wall space & 16' tall windows. White cedar front door, a replica of an admired sushi bar in Japan is a work of art in-and-of itself. Stunning foyer w/S-curved wall. This inspiring home is perfect for a buyer who chooses to own a property unlike anyone else's. Meticulously renovated, restored & rebuilt in 2007. The exterior facade reads as was written 150 years ago w/an interior undeniably outstanding. Superb condo alternative. 3rd bedroom/rec room in LL w/full bath

Step back in time with this 1790 colonial farmhouse situated on almost 2 picturesque acres of land providing a serene and private retreat. This 4 bedroom, 3 bathroom home features wide plank hardwood floors throughout and a vintage kitchen boasting copper countertops and an antique stove. There is a first floor primary suite along with a second floor primary suite. Update to your standards or rebuild up to a 7448 square foot home.

An exceptional residence meticulously designed and built by a notable developer as his personal dwelling. This six-bedroom Stone/Cedar home sprawls across 2.46 private, gated acres positioned just off Round Hill Road with stunning entertaining areas including a pool, pool cabana with outdoor kitchen and fireplace. Ideal blending of traditional architecture with an contemporary open floor plan boasting 10-foot ceiling heights, this bespoke home is a testament to luxurious living, nestled in a coveted neighborhood, surrounded by walking trails, close to private and public schools, just minutes from town. Designed with meticulous attention to detail, the 13,000+ sq. ft. home features custom millwork, five fireplaces, tall ceilings, and a 3-stop elevator. The main floor highlights elegant formal rooms flowing seamlessly into casual spaces. Spectacular custom kitchen with multiple pantries; family room with French doors to covered porch, library, 900 bottle wine room, mudroom, backstairs and attached heated three-car garage. Luxurious primary suite with fireplace, spa bath with steam shower and radiant floors, dressing room plus four en-suite bedrooms comprise second floor. The walk-out lower level offers flexible space for a playroom, gym, game room, and guest suite with outdoor access to a level lawn.

Discover the epitome of luxurious living in Greenwich's gated community with this sensational new construction opportunity. This 5,000 square-foot masterpiece, complete with a 2-car garage and a pool, offers unparalleled customization, allowing you to mold the floor plan and finishes to your exact desires. The heart of this home is its open living spaces and gourmet kitchen, ideal for entertaining, while the spacious bedrooms and primary retreat provide a peaceful sanctuary. With the lower level offering endless potential, this residence promises the epitome of comfort, style, and prestige in one of Greenwich's most sought-after locations. Secure your future in this gated haven, where your dream home becomes a reality. Buyers, please note this is a to be built listing yet to be constructed. All renderings and plans, including the proposed one listed would remain subject to approval by the HOA.

Restored one of kind home with cathedral celling's nested in over two acres of parklike land among multi million $ homes only 45 minutes from NYC and 10 minutes from Greenwich Train Station. The versatile floor plan offers room for families to play or at-home working situations. Several light filled formal rooms, 4 En-suite bed rooms and 5 luxurious full bath can be used as needed. Primary suite with sitting room over looking garden and access to pool enjoys spa like marble bath with steam room system and dressing room. Brand new chef kitchen with top of the line appliances opens to large dinning/family room and delightful patio and pool area surrounded by gardens and pond perfect for entertaining. Walk out lower level has 2 full bath, a bed room and large exercise/ yoga space. Heated driveway, All renovated with ultimate craftmanship and best of materials. Large chandelier and antique scones are excluded. Interior and exterior cameras. please see list of features

Turnkey custom home by Wernert Construction sits on 4 acres with views straight down the 14th fairway of Stanwich Club. Relax by the pool, play in the expansive yard, unwind in the hot tub, or play billiards in the game room. Pool house with kitchenette, full bath + laundry on one side and 1 bedroom guest house with own entrance, full bath and laundry on other side. Terrace with hot tub and fire pit overlooking the golf course. Main house boasts 9'6 ceilings, formal + informal rooms including a billiards room! 4 suites - primary options on 1st + 2nd floor + 2 additional suites on 2nd floor. Striking quarter sawn floors and spectacular light throughout. 6 zones in main house. 2023 updates incl new pool heater. Special opportunity for an unparalleled lifestyle 10 minutes from town.

Large, Light, Bright Updted 2,708sf 4BR, 2.5B Home w/HrdWd Thruout in Flrs in DR w/Pict. Wndow, LR w/Pict. Wndow & Fpl, the Upper Hall & 4BRs. Grassy, level yrd w/back-yrd rock gardn. Lg. Deck off updated EIK w/Granit Countrs, Lots of Storage, Newish Electric Double (2) Wall Ovens & 36'' Rangemaster glass cooktop, 42'' Sub-Zro Refrig./Freezer. FR w/1/2-Bath & Sliders to Level Lg. Slate Patio w/back yrd. Lndry Rm off FR-w/Newish Washer, Elect. Dryer & Utility Sink. 2-Zone Heat & A/C. 2-Car Gar. w/Elec. Drs. Storage Off Garage & in 2 Attics. NEW in Basement: OilTank, Electrical Panel & Meter + CT Basement System Water Proofing System. Easy commute to Westchester Airport, NYC, White Plains, Rye, & CT areas of Glenville, Greenwich, Stamford, Etc. Close to public/private schools & Merritt Pkwy.

This timeless brick Georgian Colonial is sited on a stunning 2+ acre parcel on a coveted private drive in Mid Country Greenwich, South of the Parkway and minutes to downtown. The scene is set upon your initial approach, with mature trees and expansive Belgian block-lined horseshoe drive. The gently rolling grounds offer a walk-out lower level, tiered patios and terraces with beautiful masonry detail, and park-like backyard offering endless possibilities. The interior is a vision from the past, awaiting a discerning buyer or builder's inspiration. An elegant entry Foyer gives way to a formal dining room, expansive formal living room and private office/study - both with wood-burning fireplaces. The eat-in kitchen offers solid wood cabinetry, center island, casual dining area, and views of the pristine rear landscape and outdoor entertaining areas. The sunken Great Room offers soaring vaulted ceilings, a third wood-burning fireplace, and access to an al fresco dining terrace and sunken hardscape outdoor lounge area. Deceivingly large, the main level also offers an additional living wing, with private entry from the garage and rear yard - This space includes a bedroom suite with full bath, as well as a large bonus room with kitchenette. Upstairs, find four total bedrooms and three full baths: An elegant primary suite offers two walk-in closets, primary bath with tub, shower, and double vanity, and access to an oversized roofdeck above the two-car garage; (CONTINUED)

Welcome to this exquisite 5-bedroom, 4-bathroom home, boasting 4,332 sq/ft of sophisticated living space, nestled directly on the serene banks of what the homeowners affectionately refer to as ''Serenity Pond.'' This magnificent residence offers breathtaking pond views from most rooms, creating a tranquil backdrop to everyday life. The spacious eat-in kitchen is a culinary enthusiast's dream, with ample room for dining and entertaining. Adjacent, the inviting living room beckons with a cozy fireplace and elegant French doors, blending traditional charm with modern comfort, all while offering sweeping views of the water. Enjoy the peaceful ambiance of the Pond with a variety of activities right at your doorstep. Whether you fancy a quiet morning of fishing or birdwatching, a playful afternoon of kayaking, or simply relishing a calming evening breeze off the water, this home is your gateway to a life of relaxation and recreation. All bedrooms are generously sized, with the primary suite providing a luxurious retreat, where one can soak in the stunning scenery and the tranquil vibes of the pond. The additional bedrooms and baths are thoughtfully designed to accommodate both family and guests with utmost comfort. Immerse yourself in the unparalleled serenity and beauty of this private, yet close to town, waterside gem. The harmonious connection between the elegant interiors and the pristine outdoor environment makes this property a rare find.

Darling stone (granite quarried from Byram River same as foundation Statue of Liberty), & clapboard Cape; 70% restored including new insulation, sheet rock, long length red oak flooring, Carrera marble kitchen counters, Alrich cabinetry. Primary suite w/''slipper tub,'' shower, vanity w/double sinks w/matching armoire/closet (negotiable), large walk-in closet & dressing room. First floor bedroom often used as den/office. Charm abounds with dining room French doors opening to a stone-walled terrace & garden; second terrace & former koi pond on North side of home. Ceilings on first floor are 8'4''. Partial basement w/ washer/dryer, radon & water softening systems. 1-1/2 miles from Glenville center & 8 minutes to downtown Greenwich.

Stylish English Manor situated on 5.38 mature landscaped acres, nestled on a private mid-country lane. Thoughtfully restored and updated by current Owners offering six bedrooms and a wealth of amenities including pool, pool house, terraced tennis court crafted for tennis legend Ivan Lendl, charming guest cottage, and lush gardens. Inside, the home exudes understated elegance, combining extraordinary original 1932 architectural details with today's modern design/amenities. The grand formal rooms feature tall ceilings and exquisite moldings while the handsome study showcases a gorgeous tracery ceiling. The expansive chef's kitchen, complete with an adjacent breakfast room featuring parquet floors, flows seamlessly into the family room, where arched, leaded French doors provide access to the wisteria covered loggiaa true highlight of the main level. The second floor is dedicated to luxury living, with a sumptuous primary suite that includes a sitting room, fireplace, dual baths with dressing rooms and closets. Five en-suite sun-filled bedrooms are steps away accessible via front or back stairway. Downstairs, the walk out lower level has a spacious family room with a bar and abundant storage opening to a reflection pool and fields.

Truly unique 19 Acre Estate in the heart of mid country! Prepared to be captivated by this custom built masterpiece of design and craftsmanship. Completed in 2009, and offered to the market for the first time since completion, 97 Pecksland has an unrivaled combination of lot size, quality and privacy. Enter through the grand gated entrance and dramatic driveway to the elevated main house on the primary lot of 8.71 acres, with 2 further sep parcels of 5.3 and 5.13 acres for a total of 19.14 acres in the 2 acre zone. A substantial amount of mature trees balance wide open park like spaces with lawns to the front and rear of the main home. Classically designed to show a high degree of architectural integrity and balance. The Grand entry foyer with double staircase set the tone for the living spaces within. Large informal and formal spaces blend for an ideal venue for large scale entertaining, both inside and out. First floor features an oversized living room / bar area, multiple office spaces, guest suite, dining room, kitchen / fam room and kennel room for 3 large dogs. 3 car garage off the mudroom along with 3 car port cochere for day to day parking. A car collectors dream awaits in the lower level with further parking for over 30 cars. Lower level also features a generous wine cellar, tasting room and golf sim. A huge master suite with terrace overlooking the rear yard, master sitting room and multiple bathrooms and walk in closets. 6 further fam / guest suites and large

A timeless Connecticut Compound in mid-country Greenwich custom designed and built by a coveted team. Resting on 4.7 private level acres with a two bedroom guest house and barn/accessory garage. The sun-filled stylish interior features 10+foot ceilings, grand front-to-back entrance hall, refined living and dining rooms; large handsome library and five inviting fireplaces all with bespoke finishes. The gourmet kitchen and breakfast room seamlessly connect to three exposure family room perfect for gatherings. Five en suite bedrooms including primary suite with spacious terrace, sitting room and double walk-in closets and luxurious baths. Third floor space is open and bright for versatile use. The exceptional lower level has multiple recreation rooms, a wine cellar, potential media room, and space for arts & crafts. Outdoor spaces offer all the amenities to enjoy the seasons; pool, spa, fire pit, expansive lawns and combination of open & covered spaces for entertainment and relaxation. The guest cottage, fronted behind an old world stone wall, has a charming covered front porch and it's own driveway entrance. For driving enthusiasts there is garaging for 5 cars. A unique opportunity on a lovely country road close to schools and parks, 45 minutes to NYC.

Discover this exquisite retreat that seamlessly blends luxury and nature, designed with both comfort and style in mind. With 5 spacious bedrooms, a versatile flex space, 5.1 bathrooms, this 4,105 sq ft of sleek, bright living space makes for the perfect forever home or weekend hideaway. This "TO BE BUILT" home is located in a prestigious enclave of fine residences in North Stamford, on a quiet cul-de-sac. Nestled on 2 lush acres offering a bucolic natural setting with a picturesque soothing brook and plenty of privacy. It features gorgeous living spaces with an array of luxury amenities to personalize your home, all with eco-conscious infrastructure. The 1st floor features a welcoming entry foyer, high ceilings, open-plan chef's kitchen, ideal family room, dining and a 2 story living room providing ample space for entertaining with easy access to the spacious deck and yard, a guest bedroom ensuite and powder room. The Primary suite w/private balcony and spa bath, 3 addt'l BR's, home office, 2 full baths and laundry complete the second floor. Additional 1842 sq ft of finished basement under air w/full bath, 2 car garage equipped with EV charging port,mudroom and plenty of storage. Conveniently located near fine dining, shopping, theaters, parks, golf, hiking, beaches, and everything the vibrant City of Stamford has to offer, easy access to train, airport and Hwys! Easy commute, one hour to NYC!

Welcome to 90 Gun Club Road, a gracious Colonial with a sparkling swimming pool and spa sited on 2 acres on a quiet North Stamford cul-de-sac. This 4/5 bedroom 4 1/2 bath home was designed for easy indoor/outdoor living and entertaining. The warm and inviting main living level boasts a custom kitchen with high-end William Ohs cabinetry, granite counter tops and Wolfe stainless-steel appliances plus a large dining room, den with wet bar, generous living room with fireplace, family room with fireplace, powder room, office/bedroom with updated full bath, laundry room and an enclosed four season sunroom with access to a brand new Trex deck (installed in April 2024.) Retreat upstairs to the spacious primary suite complete with two walk-in closets, dressing area and renovated bath. 3 additional bedrooms and a full bath make up the second floor. The lower level offers even more living space with another wet bar plus an updated full bath, cedar closet and plenty of storage. Sliders provide easy access to the resort-like heated pool and spa. Full house generator and fenced in level back yard affords an entertaining oasis that is perfect for those summer cookouts with friends and family. 90 Gun Club Road has it all and is truly a great value in today's highly competitive Real Estate market.

Handsome custom stick-built colonial home boasting beautiful fieldstone detailing and a gracious front porch overlooking a landscaped island at the end of a cul-de-sac. The deep, private backyard is complemented by two stone patios, one bluestone and one Colorado sandstone, and gorgeous hand-stacked stone walls. Special features include four full baths, one which is adjacent to a first-floor bedroom, and another of which adds flexibility to the bright, finished lower level, with full-sized windows, perfect for exercise studio, hangout haven, au pair or guest suite. Two wood-burning fireplaces add coziness to the primary bedroom and living room. Generous and varied expansion possibilities!

Elegant country estate w/modern enhancements offering 4 BR's, 4 1/2 baths, set on 3.69 acres. Gated entrance leads to this unique home accented by specialty stone, hardwood flooring, substantial millwork, period details & flexible floorplan conducive for both formal & informal gatherings. Gourmet eat-in Kitchen and Family room w/walls of glass overlooking meticulous grounds. Enjoy time outdoors under the wisteria covered pergola, swimming in the saltwater pool, playing tennis or basketball day or night under lights, or perfecting your golf on a 3- tee practice hole and bunker complex. Quiet idyllic location 1 mile from the Greenwich border w/easy access to schools, clubs, shopping, stables & riding trails. Tranquility awaits you at ''Cedar Ridge Farm'', a timeless country compound.

Nestled on a tranquil private road, this magnificent stately colonial home offers a perfect blend of elegance and comfort. The residence boasts an abundance of natural sunlight that fills the grand foyer entrance. The main floor features 10-foot ceilings adorned with crown molding. The living room provides an inviting ambiance with a cozy gas fireplace, creating a warm and welcoming atmosphere. Adjacent to the living room is a dining room that opens up to a private deck, perfect for intimate gatherings or alfresco dining. The chef's dream kitchen features a large island with a charming farmhouse sink, granite countertops, and newer top-of-the-line stainless steel appliances. The family room is a haven for relaxation, complete with a captivating wood-burning fireplace and access to French doors leading to an expansive deck and a screened porch. This outdoor retreat offers a serene sanctuary for enjoying nature with rare specimen plantings throughout the property. The primary suite is an oasis of serenity, featuring a gas fireplace, a sitting and reading area, and deluxe his and hers walk-in closets. The primary bathroom is a spa-like haven with a walk-in shower, a jetted tub, and double sinks. A private balcony attached to the primary suite provides a secluded outdoor space for peaceful moments. Expansive bonus room to customize for endless possibilities. The lower level is thoughtfully finished with a walkout feature and a full bath. 23-24 Taxes are $20,596.06.