Mount Kisco 5 Bedroom Properties for Sale

Our website features the best real estate search for 5 bedroom properties available in Mount Kisco 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 Mount Kisco real estate market? Sign up for a Mount Kisco 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 Mount Kisco 5 Bedroom Properties for Sale

$1,850,000

5 Beds ⋅ 6 Baths ⋅ H6229866 MLS

A rare opportunity to own a quintessential Pound Ridge home nestled into the border of the 4,300 acre Ward Pound Ridge Reservation. Designated a Historic Landmark, this 1860 Center Hall Colonial exudes elegance and charm with well-proportioned, sun filled living spaces richly detailed with original wide plank floors, built-ins, walls of mullioned glass and a wrap around porch. In addition, there is a newly rebuilt 1308 sf guest house and 2 car garage, pool, sauna, 4 stall barn, organic vegetable garden and mature perennial gardens. Nature lovers can begin each day by taking in pastoral views on a property that is a trailhead with access to miles of maintained riding and hiking trails. This special location gives you the impression of having vast acreage, without the responsibilities. Don't miss this once-in-a-lifetime opportunity to own an extraordinary piece of Pound Ridge history.

349 Stone Hill Road, Pound Ridge

$4,750,000

5 Beds ⋅ 6 Baths ⋅ H6255732 MLS ⋅ Penwood BLDG.

Set on 4.7 beautifully landscaped acres of privacy with every entertaining amenity, including a folding glassed in spa room, fireplace, tv, stone terrace overlooks an ionized Shoreline pool, this gracious Colonial is timeless. The open concept first floor features a spacious designer kitchen and breakfast conservatory, privately set home office and full cabana bath with its own pool exit all taking in sweeping flat lawn views and shimmering pool. Two beautifully scaled private suites, (total of 5 bedrooms) on the second floor are easily accessed by a personal elevator that services every level. The main suite features spa bath, heated floors, redwood sauna, huge walk in closet/dressing room/ kitchenette/coffee bar, washer/dryer. The second private suite features a spacious deck overlooking the grounds, along second floor entertaining/family room. State-of-the-art mechanicals, full house generator. This turnkey private estate is only one hour to NYC, minutes to every convenience. Property completely deer fenced

11 Tucker Road, Bedford Corners

$959,000

5 Beds ⋅ 4 Baths ⋅ H6267706 MLS

Spacious, Airy and Sun-filled. Country Contemporary with fabulous open floorplan. High ceilings, hardwood floors and skylit spaces. Fabulous Great Room with seating and dining areas and stone fireplace. Large Kitchen with Breakfast Area open to Family Room with vaulted ceiling and fireplace. Private Primary Suite with Bath. Four additional Bedrooms include the perfect mother/daughter Suite with separate entrance. Located in the heart of Pound Ridge, two beautifully landscaped acres with an array of flowering perennials. Private rear terrace with outdoor pizza oven for the ultimate in entertaining! Moments to the elementary school, historic hamlet, library and town park.

11 Tatomuck Road, Pound Ridge

$14,900,000

5 Beds ⋅ 5 Baths ⋅ H6266343 MLS

Bedford's best kept secret! Private, gated drive through gorgeous woodlands to peaceful private hilltop. 100 park-like acres with incredible stone walls, large expanses of verdant lawns, ancient trees and views. Ten separate tax lots, including a five plus acre lot with 1940's Country Colonial, pool and pool cabana. Fabulous convenient location with easy access to the Ward Pound Ridge Reservation, Katonah and Bedford Village. A once in a lifetime opportunity.

1093-1129 Old Post Road, Bedford

$2,575,000

5 Beds ⋅ 6 Baths ⋅ H6264808 MLS

Nestled on its own private oasis, this absolutely stunning 5 bedroom updated Colonial will allow you to feel complete serenity. As you step inside, you are greeted by a soaring double-height entry setting the tone for the grandeur and elegance that awaits you. The heart of the home is the chef's kitchen, a culinary dream, seamlessly blending modern functionality with beauty. Adjacent to the kitchen is the family room, a space designed for true relaxation. With home offices indispensable today, 11 Edwards offers two! The piece de resistance is the primary suite offering picturesque views from your frameless steam shower and soaking tub. The media/playroom complete the second floor. The walk out lower level offers a fireplace, exercise area, wet bar and a cozy home for each wine bottle. Enjoy year round leisure in the heated in-ground pool & jacuzzi. The expansive deck is perfect for entertaining and as the seasons change, you will gather around the inviting outdoor fireplace.

11 Edwards Court, Bedford Corners

$2,375,000

5 Beds ⋅ 6 Baths ⋅ H6256903 MLS

Beauty in Bedford. Newly renovated and refreshed mini estate abutting hundreds of acres of preserve and steeped in history. Your opportunity awaits to uncover the past. With over 5.5 acres including: walls of stone that housed buildings of the past, rolling hills, a Historic main house (built in 1825), a pool house (built in 1982), a cottage house (built in 1982) and land abutting hundreds of acres of the Mianus River Gorge Preserve, much of the property has yet to be explored. Two massive Stonehenge rocks adorn driveway entrance of this estate. A gravel driveway forks into a long driveway leading to the main home and a smaller one leading to the cottage. The main home features 5 bedrooms, 3.5 baths and over 4000 sq ft of living space. Once part of a larger property along Long Ridge road and also served as the Wilkenloh Hotel in the early 1900s. Tastefully renovated and restored marrying both aesthetics of past and present. Exquisite character that cannot be replicated. Featuring original wide plank floors and a massive natural stone fireplace. An open concept kitchen with adjoining dining and family room is perfect for entertaining. A wall of doors off of the dining room overlooks a setting that only Bob Ross himself can replicate (happy trees). The dining room opens to the homes best feature, a true rocking chair covered porch supported by magnificent stately pillars reminiscent of old Bedford and homes of the past. Imagine enjoying a morning beverage overlooking your very own private setting including fall foliage and winters first snow. A fully restored 22x44 heated gunite pool has been updated with new mechanicals. A pool house (over 1400 sq ft) with an expansive wraparound deck, an outdoor fireplace, a screened in fireplace with a wet bar, ice machine and unparalleled blue stone that lead upstairs to a game room/guest quarters with a full bath and a kitchenette. Not to be missed, a completed separate studio cottage featuring a palladium window, cathedral ceilings, a beautiful kitchen, 2 additional rooms, full bathroom over a garage, massive storage area and its very own driveway entrance into the property. For floor plans, please email me directly. HUGE BONUS: your very own 3-acre walking trail, perfect for walking, jogging, ATV's, mountain bikes and snowmobiles. A fabulous natural stone patio that leads to one end of the trailway has just been unearthed. Come explore!

233 Long Ridge Road, Bedford

$3,818,000

5 Beds ⋅ 6 Baths ⋅ H6253532 MLS ⋅ Old Iron Estates BLDG.

NEW CONSTRUCTION in Old Iron Estates - house under construction - sheetrock is up and house is looking gorgeous - with time to personalize selections. This fresh and modern design offers the feel of the Ultimate Tree House with high end European design and master craftsmanship on 4+ private and lush acres in an enclave of notable properties. Set at the highest point in the subdivision, uniquely, the home has an entirely different vibe in the summer and winter. Through the walls of glass, in the winter, there are distant mountain views while in the summer months, the abode is ensconced by the lush leaves of the trees and feels like a private, nature-filled retreat. The property has a pool site approved for a 18 x 36 pool which can be custom built as an add-on to further create a summer oasis. A full floor expanse on each level allows for beautiful sight lines from one side of the residence to the other and affords stunning displays for art and grand gathering space. Top of the line finishes in the substantial kitchen feature natural stone and wood. 9' to 18' ceilings throughout with double-height entry and hall. LED lighting throughout, White Oak Engineered wood offers stunning and durable flooring underfoot. Incredible spaces with fold-back walls of windows lead to outdoor terraces and patios overlooking the exceptional estate property. One of the most convenient areas in all of Northern Westchester with easy access to everything. A truly modern masterpiece awaits.

16 Hollow Ridge Road, Bedford Corners

$2,600,000

5 Beds ⋅ 7 Baths ⋅ H6246792 MLS

New Construction is underway on this reimagined Elegant Manor w/modern flair and Inground Gunite pool. Over 4,600 sq ft is brought to you by the area's high end luxury builder. This well appointed 5 bedroom 7 bath en-suite home is set on over 2 acres of idyllic property with natural stone walls and views of lake Kichawan. The home boasts designer finishes, white oak flooring, sleek millwork oversized Blk Marvin windows/doors and high ceilings. The 2 story entry w/herringbone flooring welcomes you into this open and airy home with an open floor plan where the living room, dining rm, great room, breakfast area and kitchen are laid out for todays modern living & entertaining. The designer Kitchen is equipped with high end cabinets,10 ft island, ceaserstone countertops and professional grade appliances. The breakfast room opens to a bluestone patio and pool. The great room with a wall of windows & linear fireplace is the perfect gathering rm. The Library is set for remote work with its own bath. Rounding out the first floor is a an oversized pantry, mudrm, powder rm and dog shower for your convenience. The second floor is designed with a vaulted Primary wing w/ it's own sitting rm, private balcony, dressing room and spa like bath with wet room and zero entry shower. The other half of the second floor is dedicated to 5 en-suite bedrooms with high ceilings designer finishes & walk in closets. Walk up attic for additional space. Another 2,000 sq feet of the lower level is set for additional space. Minutes away from the quaint town of Scott's corners with fine dining and entertaining come secure this exquisite home and be in for the new year. Some photos are the builders previous work!

82 Ebenezer Lane, Pound Ridge

$3,595,000

5 Beds ⋅ 6 Baths ⋅ H6251609 MLS

THE HOUSE THAT HAS IT ALL- Sophisticated yet totally livable 5 bedroom Contemporary home designed by noted architect Vuko Tashkovich (trained under I.M. Pei & Eliot Noyes) and sited on 3.27 acres of spectacularly landscaped property with a pool, pool house with a changing room, bath and outdoor shower, a 1/2 basketball court, sports field and lake with a dock- perfect for kayaking, fishing, etc. Minutes to the charming town of Pound Ridge, Scotts Corners, with farmers markets and an array of eclectic shops and restaurants. The public spaces flow beautifully with walls of glass showcasing the verdant views of the outdoors. All of the rooms that a buyer could desire are here: renovated eat-in kitchen, screened/glassed in porch, work-out room, home offices, family room, guest suite and more. The outdoors have mature specimen plantings including Japanese Maples, Dogwoods, Weeping Beech, Lilacs, Weeping Cherry- mesmerizing views from every room.

10 Beech Hill Lane, Pound Ridge

$4,400,000

5 Beds ⋅ 6 Baths ⋅ H6210422 MLS

First time ever on the market! Gracious, custom built colonial with over 10 acres of the most amazing views in Bedford. Prime estate area only 45 minutes to NYC and moments to train, shopping, highways and the towns of Chappaqua, Armonk, Mt Kisco and Bedford. This home was built by a top NYC developer for his own family with superlative construction, materials and design. Ten foot ceilings, beautiful millwork, excellent floor plan and space for everyone. Great pool and tennis sites. New cedar shingle roof and well pump 2022. Full house generator. The total square footage does not include the unfinished walk out basement or the second floor bonus space on the second level.

115 Westwood Drive, Bedford Corners

$3,495,000

5 Beds ⋅ 6 Baths ⋅ H6241851 MLS

A remarkable estate that blends bespoke luxury with everyday comfort. Privately set on 3.33 acres, this 5-bed, 6-bath home elevates your living experience from the moment you arrive with an automatic gate, parking courtyard, expansive patios, sports court, resort-style pool, plus mature trees and lush perennial gardens. The 7,154-sq-ft interior is equally exceptional with top-tier craftsmanship at every turn, a butler's pantry, office, mudroom, and laundry. A gracious layout creates an inviting flow, while 10' ceilings and oversized windows fill the home with natural light. Enjoy alfresco entertaining from the dining room or chef's kitchen, each with French doors to the wraparound patio. Retire upstairs to the primary suite with two dressing rooms and a pool-view balcony, quietly removed from three en-suite bedrooms and a media room. The third floor offers spacious guest quarters, while the 1,100-sq-ft lower level boasts an impressive second laundry room and gym. Make it yours!

476 Long Ridge Road, Bedford

$4,950,000

5 Beds ⋅ 7 Baths ⋅ H6232872 MLS

Incomparable stone & clapboard country home on gorgeous property in Bedford's foremost estate location. Custom designed and crafted, the house is for the sophisticated buyer who wants high quality, endless charm and space for everyone to work and play. Reclaimed materials from iconic residences (Rockefeller and Vanderbilt estates) include 18th century pine paneling, antique mantles and custom millwork; all of which provide the backdrop for today's modern living. The heart of the house is the rustic-chic country kitchen with top-of-the-line everything which opens to the family room with one of seven fireplaces. With over 2000 sf of stone terraces and covered porches, this is a home made for indoor/outdoor living. Multiple offices make working from home a dream and the walk-out lower level includes the spa with indoor lap pool, sauna, gym, bath, billiards and media room with fireplace. Amazing walking trails directly from the house and five minutes to everything. 45 minutes to NYC. Perfect pool site with permit in progress.

189 Baldwin Road, Bedford Corners

$2,995,000

5 Beds ⋅ 5 Baths ⋅ H6212721 MLS

Brand new construction started! Five bedroom, four and a half bath on over four beautiful acres of level land being built by Pound Ridge's top builder. Prime location, set way back on a picturesque country road with easy access to everything including the super charming town of Scott's Corners, recreation, shopping, and great restaurants. All high-end with beautiful finishes, fabulous windows, wide plank hardwood floors and top kitchen and bath design. Additional 1,650 sf living space in the full unfinished lower level plumbed for a full bath. Perfect pool site. House will be delivered complete by June 2024.

263 Stone Hill Road, Pound Ridge

$6,750,000

5 Beds ⋅ 11 Baths ⋅ H6246643 MLS ⋅ Penwood BLDG.

Magnificent English Manor home exquisitely designed by Tasos Kokoris and one of the first homes built in the gated community of Penwood. This stunning 5-bedroom, 8 full and 3 half bathroom residence offers 3 levels of elegant formal and intimate gathering spaces. Step inside the stunning sun-drenched grand entry foyer facing a double-height wall of windows and doors that open to the grand patio and pool complex. The great room with a floor-to-ceiling stone fireplace and 12ft ceilings opens to a stunning new Kitchen by Deane, crafted with luxurious finishes, top-of-the-line appliances and separate breakfast area. The oversized elegant formal dining room with butler's pantry tucked away, makes entertaining easy. The formal living room offers a wood-burning fireplace and French doors to an expansive semi-circular stone patio. A private library with custom woodwork and fireplace has a secret door to spiral stairs up to the primary sitting room. Adjacent to the library is an oversized semi-round stone and slate screened porch that is ideal for 3-season entertaining. There are 3 powder rooms on the first floor, a mudroom, laundry room and 3-car garage, plus an elevator with access to the second floor. A covered porch leads from the mudroom to a car enthusiast's dream 2nd garage accommodates 8 cars with room for lifts to add more. The second floor has been masterfully executed to allow comfort and privacy. The primary wing offers a luxurious bedroom, 2 owner's baths, 2 walk-in closets and semi-circular sitting room with spiral stairs to the 1st floor office. The family wing offers 3 en-suite bedrooms, loft area, a great room/conference area and full bath. Additional office, elevator to main level and a large family library with built-in bookcases and banquet seating. The guest quarters include a private living room with wet bar, en-suite bedroom plus bonus room. Large bonus lower level finished storage, sauna, full bath, and wine storage. This unique property is set on over 5 pristine acres with extensive landscaping, and includes a 20 x 36 Pebbletech saltwater pool, 14-person infinity edge hot tub, and pool house with kitchenette, full bath and 2 changing rooms. For the golf enthusiast this property also offers a putting green with bunker to keep your game on par. Ideally located in Bedford Corners, convenient to shopping, restaurants, county clubs, train, highway, and Westchester County Airport.

24 Penwood Road, Bedford Corners

$6,350,000

5 Beds ⋅ 6 Baths ⋅ H6238346 MLS

Spectacular Nantucket style waterfront directly on Blue Heron Lake with breathtaking views. This country home is gated, fenced and completely private with truly beautiful land, gardens and fabulous dock, pool and pool house. Blue Heron is a private, 45 acre spring fed lake with crystal clear water for swimming, boating, fishing and ice skating in winter. There are only 13 private homes on the lake and no public access. The open front to back entry with water views leads to spacious great rooms made for both entertaining and everyday family living. The lovely chef's kitchen and top-of-the-line baths make the house a joy to be in. Perfect location under one hour from NYC, moments to the charming town of Scotts Corners for dining and shopping, amazing cultural institutions and year round recreation with the Henry Morgenthau Preserve on North end of lake for hiking and cross country skiing.

131 S Bedford Road, Pound Ridge

$499,000

5 Beds ⋅ 2 Baths ⋅ H6198811 MLS

Short Sale Pending 3rd Party Bank Approval. AS-IS subject to any and all tenants, violations, CO's and Liens. Being Sold Occupied. Needs TLC. Great location, easy access to public transportation, shops, schools, major highways and restaurants.

228 West Street, Mount Kisco

$2,399,000

5 Beds ⋅ 7 Baths ⋅ H6237367 MLS

MEADOW VIEWS - Impressive & spacious Center Hall Colonial. Over 10,000sf of living space w/beautifully scaled rooms & great light. Fine details include extensive millwork & moldings, new hardwood flrs, French doors & 3 fireplaces. Gracious Two-Story Entrance Hall w/sweeping staircase. Finely finished Living Rm w/Fireplace. Formal Dining Rm. Butler's Pantry. Spacious Kitchen w/Breakfast Rm. Open Family Rm w/Fireplace. Private Office perfect for working remotely. Private Primary Suite w/Fireplace & walk in closets. First Floor Guest/Au Pair Suite. Three Family Bedrooms. Recreation Room. Situated on almost two lovely acres w/old stone walls & meadow views. Fabulous deck overlooking the vanishing edge pool w/spa & firepit. Outdoor Kitchen. Additional 2,983 in basement with C/O w/Home theater, Gym, spa sauna, bathroom, Billiard Room w/wet bar. Conveniently located w/easy access to Bedford, Stamford & the Merritt Parkway. OWNER IS IN THE PROCESS OF GRIEVING TAXES. As per his Attorney, the taxes will be reduced to approximately $42,000 in June 2024.

496 Long Ridge Road, Pound Ridge

$2,550,000

5 Beds ⋅ 7 Baths ⋅ H6236196 MLS

An offering with privacy, character and old-world west coast style, this Mediterranean retreat, nestled on 6.63 acres of rolling lawns and wooded forestry, is infused with everything required to create an enchanting lifestyle. Elegant details include terra cotta tiles, vaulted ceilings with wood beams, arched windows and doors, and rich wide plank wood floors. The expansive tiered terrace, accessed from the main living areas, views from balconies and windows, all direct your sights to the verdant, landscaped pool area with heated freeform pool and spa with southwestern exposure. A luxurious primary suite on the upper level offers front and back balconies, fireplace, and an opulent primary bath. Three bedrooms on the main level are in a separate wing with an additional first floor bedroom and bath on the opposite side of the house. The lower level offers a gym, rec room and full bath. This unique opportunity is conveniently located near highways and shopping with a 50-minute commute to NYC.

327 Haines Road, Bedford Hills

Start Your Search

Information Copyright 2023, OneKey® MLS. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.