44 Houses For Sale in Pound Ridge, NY

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$1,095,000Est. Payment
3 Beds | 3 Baths | 2,940 Sqft
3 Calf Pasture Lane, Pound Ridge, NY 10576
House For Sale

Tranquility at its finest, describes this Mid-Century Modern entertaining home with unobstructed pond views and babbling water gardens adjacent to the large outdoor flagstone terrace. Japanese inspired Zen gardens with manicured specimen plantings create more of a spa like environment with dramatic outdoor lighting. The rear of this Arts and Crafts Transitional home boasts floor to ceiling glass sliders opening up the entire living spaces to the private outdoor with rock outcroppings & strolling gardens. Pristine gardens yet with minimal required maintenance. Two parklike acres with your own your own pond and private dock, this one-of-a-kind setting is located on a cul-de-sac street with no through traffic. Single level living at its finest, with a lower level guest suite. The vaulted ceiling in the family room has a wood burning fireplace. An open flowing floor plan on the main level. So close to Stanford Train - NEW whole property on demand generator and boiler. Pool site as well.

$689,000Est. Payment
3 Beds | 4 Baths | 2,488 Sqft
155 Kitchawan Road, Pound Ridge, NY 10576
House For Sale

Move right in to this modern home with a legal accessory apartment/ home office with a separate entrance, a barn and so much more! Large living room with a stone fireplace, open concept kitchen with quartz countertops and stainless steel appliances. Ideal for entertaining! Sliders out to an oversized private deck overlooking the woods! Downstairs you will find a family room with a wood burning fireplace, sunroom and a legal accessory apartment or a great home office with it's own entrance! New Energy Kinetics Boiler and New 200 amp electric service.. With nothing else needed this is a perfect home to call your own!

$1,095,000Est. Payment
4 Beds | 3 Baths | 2,988 Sqft
53 Hack Green Road, Pound Ridge, NY 10576
House For Sale

Fall in LOVE! Beautifully renovated 4 bds & 3 bth colonial in Pound Ridge. Nearly 3.5 acres of nature & park land surrounds property. Enter the newly paved bluestone walkway. To the left be welcomed by the Extended living room w/wood burning fireplace, boasting picture like windows giving Scenic views of nature. Dining/entertainment quarters allows for intimate & large gatherings. Updated kitchen w/Sub Zero fridge, grants access to outdoor deck/pool area, family room & 2 car garage. Upstairs grand suite offers a breathtaking taking walk-in closet, sitting area, spa like bathroom, & a NEW oversized Romeo & Juliet balcony overlooking outdoor fire pit, woods, & stream! 3 more bdrms, another renovated full bath & updated laundry room w/ slop sink complement the 2nd level. Basement level is a must see, Florida room overlooks the gunite pool & outdoors. NEW Epoxy garage floors, French drain system, Mitigation system, Pool cover, Boiler, Furnace, etc. New Canaan Train & HWY nearby. BE WOWED!

$1,100,000Est. Payment
5 Beds | 4 Baths | 3,996 Sqft
24 Indian Hill Road, Pound Ridge, NY 10576
House For Sale

4 Bedroom Colonial with Legal Accessory 1-bedroom apartment set on over 2 acres of private, wooded property. Surrounded by nature and walking distance to the beautiful Halle Ravine, a 38.2 acre preserve with walking trails through a hemlock forest. The main home is well laid out with the first floor consisting of formal dining/living rooms, family room w/ fireplace, eat-in kitchen with granite countertops and door to patio, powder room and laundry room. Hardwood floors throughout and lots of natural light. The 2nd floor finds beautiful and expansive primary bedroom with vaulted ceiling, large sitting area, WI closet and ensuite. There are 3 additional family bedrooms and a hall bathroom. Through the breezeway you are lead to the chalet like apartment with cathedral ceilings, exposed wood beams and shiplap throughout. Full kitchen with granite countertops, living room, nicely sized bedroom, WI closet, private laundry and a full bath. Main home has attached 2-car garage and below the apt is a 4-car heated garage. New Pella double-hung windows, water filtration and softener, and 2 driveways in 2018. Mitsubishi air conditioning system installed in 2019.

$949,000Est. Payment
4 Beds | 3 Baths | 4,230 Sqft
82 Scofield Road, Pound Ridge, NY 10576
House For Sale

RARE TASHKOVICH DESIGN - Dramatic Country Contemporary, circa 1972. Fabulous details -- walls of windows with clerestories, circular living spaces, high ceilings and exotic wood floors. Incredible wraparound deck for an easy indoor-outdoor lifestyle. Open Living and Dining Rooms for entertaining. Updated Kitchen with Quartz counters, Porcelanosa tile backsplash and stainless appliances. Four Bedrooms include a Primary Suite with luxurious Bath. Finished, walk-out Lower Level with Den, Office and Recreation Rooms. Private two-acre setting. Large, heated Outbuilding with two-stall stable and second Floor Office/Studio. An incredible opportunity.

$1,085,000Est. Payment
3 Beds | 3 Baths | 4,246 Sqft
101 Eastwoods Road, Pound Ridge, NY 10576
House For Sale

STYLISH CONTEMPORARY - Incredible sun-splashed spaces! Soaring ceilings, light floors and white walls combine with an open floor plan. Dramatic Living Room with floor-to-ceiling stone fireplace and doors to private wraparound deck. Open Dining Area perfect for quiet dinners. Well-designed Kitchen with maple, granite and stainless. Fabulous Office with walls of windows. Private First Floor Primary Suite with access to hot tub and wet bar. Two additional Bedrooms. Finished Lower Level with large Recreation Room and Wine Cellar. Every amenity including central air, alarm and whole house generator. Long block-lined driveway with gated entry to three, professionally landscaped, fenced acres adjoining town greenspace. The perfect year-round or weekend retreat!

$599,000Est. Payment
4 Beds | 2 Baths | 1,969 Sqft
5 High Ridge Road, Pound Ridge, NY 10576
House For Sale

The c. 1735 Jones Homestead is a charming four bed/two bath farmhouse, wonderful as a full-time or weekend retreat. Offering multi-functional spaces, let this home inspire creativity to make it your very own. Special features include wide plank floors, brick fireplace with wooden surround, exposed beams and windows with period glass. Open and cozy rooms perfect for living, working, relaxing and hosting. The living room w/fireplace and dining room w/ two walls of windows are warmly inviting. The generous office w/full bath can easily convert to a first-floor bedroom suite. The sunny eat-in kitchen overlooks the scenic rolling lawn, rock outcroppings, barn-inspired sheds, pond and woodlands. Enjoy all from the wraparound porch. Conveniently located, this level park-like property abuts the 26-acre Bye Preserve, is across from the Pound Ridge Golf Club, and borders North Stamford. Easy access to Scotts Corners, trains, highways, parks, shopping, dining and schools. Just one hour from NYC.

$1,095,000Est. Payment
4 Beds | 4 Baths | 2,611 Sqft
244 Trinity Pass Road, Pound Ridge, NY 10576
House For Sale

1850 CARRIAGE HOUSE - One of Hiram Halle s creative restorations. Carefully expanded and updated while maintaining architectural integrity. Fun, sun-filled spaces with high ceilings, hardwood floors, specialized lighting and wide shiplap walls. Center-of-the-home Great Room with dramatic angled ceiling, seating and dining areas and fireplace. Gorgeous Kitchen with Quartz countertops, gas fireplace and high-end appliances. Private, first floor Primary Suite with Bath. Three Family Bedrooms. Finished Lower Level with Recreation Room. Over three picture book acres abutting conservancy. Outdoor dining gazebo overlooking a flat expanse of lawn-perfect for flag football games!

$1,050,000Est. Payment
4 Beds | 4 Baths | 5,394 Sqft
22 Waring Road, Pound Ridge, NY 10576
House For Sale

Outstanding value and opportunity. Gracious farmhouse style colonial with wrap around porches on level 3.4 acre property in Rock Rim Pond Estates. Some maintenance required throughout. Generous, sunlit spaces with soaring ceilings, two fireplaces, and views from most rooms looking out onto the lush landscape. Room for an in-ground pool. Quality built with hardwood floors, large eat-in kitchen, an over-sized Master Suite with two walk-in closets, three additional family bedrooms and an upstairs recreation room. Conveniently located close to The Merritt Parkway, I-684, Stamford and Mount Kisco Metro North stations.

$829,000Est. Payment
4 Beds | 3 Baths | 2,808 Sqft
52 Deerfield Road, Pound Ridge, NY 10576
House For Sale

A beautiful colonial in Pound Ridge that has been impeccably maintained and update thru the years. 4 Bedrooms 2.5 baths on 2.64 acres at the end of a cul-de-sac, solarium with skylights and vaulted ceiling, den w/ fireplace, home theatre, surround sound and Flat screen TV incl screened in porch, renovated eat in kitchen with granite counters high end appliances, recessed lighting, movable island & electric fireplace, beautiful powder room, formal dining room, expansive living room w/fireplace, Laundry room/mud room. Wrap around back deck w/ total privacy. Full finished basement great for many uses. 2 car garage, level driveway, new boiler, roof & gutters around 2006, freshly painted interior & generator included. This is a great house. 3 miles to Bedford Village, 4 miles to Scotts Corners and 1 mile to PR Elementary school. Don't miss this one.

$3,995,000Est. Payment
6 Beds | 7 Baths | 14,676 Sqft
115 Lower Shad Road, Pound Ridge, NY 10576
House For Sale

Imagine your own private Four Seasons-like resort and spa less than 1 hour from NYC. Spectacular gated estate set on totally private and protected land directly across from Rockrimmon Country Club. This is an amazing custom built residence perfect for relaxing, entertaining and working from home. 6 bedrooms, 6.1 baths, two offices (including a two-level library with spiral stair) and 5 fireplaces. The focus of the main level is the great room with a 25' ceiling and 3 sets of French doors to the terrace. The spa level is a knockout and includes an infinity-edged pool with waterfalls, multiple terraces, fountains, spa, swim-up bar with seating for four, a zero-entry baby pool and a 60-foot lap lane. It's all about the fun including 800 sf windowed gym, 300 sf wine cellar, full club-quality bar, pub room, billiard room and indoor spa room with 6 person hot tub, sauna, steam room, multi-head shower room and full bath. Four car garage & generator. You will never want to leave!

$699,000Est. Payment
2 Beds | 2 Baths | 1,521 Sqft
65 Salem Road, Pound Ridge, NY 10576
House For Sale

Landmark Azuba Raymond House - Beautiful turn key circa 1800 antique farmhouse. Scandinavian inspired interior design with wide plank floors, minimalist concept, exposed beams and charming details. Main level has large kitchen with vaulted ceilings, office with powder room and cozy living room. Two upstairs bedrooms with full bathroom and laundry. Lower level bonus family room with original stone bread oven and walk out to patio with large level yard and well established vegetable garden for the savvy farmer. Detached one car garage, fenced yard, fire pit and near the historic hamlet. Close to the school, library and just mins to Scotts Corners, Pound Ridge downtown . Sunrise views from the kitchen window a sweet bonus! STAR discount is $1175

$649,000Est. Payment
4 Beds | 3 Baths | 2,477 Sqft
9 Winterbottom Lane, Pound Ridge, NY 10576
House For Sale

RUSTIC CONTEMPORARY - On two serene acres surrounded by scenic woodlands and old stone walls. Set high on a hill, Country Contemporary in a private setting. Walls of windows, vaulted ceilings and skylights create an airy, sun-filled interior. Skylit, two-story Entrance Hall. Dramatic Living Room with soaring ceiling and stone fireplace capped by a wall of weathered wood. Spacious Family Room with fireplace. Country Kitchen with doors to skylit Screened Porch. Four Bedrooms including a private Primary Suite. Lower Level Recreation Room. Rear deck perfect for outdoor living. The perfect getaway!

$2,995,000Est. Payment
4 Beds | 5 Baths | 7,856 Sqft
440 Long Ridge Road, Bedford, NY 10576
House For Sale

Twin Ponds - spectacular storybook setting with water views from every room of this quintessential country retreat. Fully renovated 4 bedroom farmhouse, 2 bedroom guest house and additional pool house/cottage (square footage listed includes all - main house 4500 sf). Over twelve bucolic acres of open meadows framed by two sparking spring fed ponds, 48 x 24 heated gunite pool and tennis court - boat, fish, swim, hike or simply relax by the water. Fabulous restoration of main house featuring random width white oak floors, exposed hand hewn beams and custom millwork. Excellent open chef's kitchen and dining, family room and sunroom all with fireplaces, four bedroom suites including primary bedroom with cathedral ceiling and spa quality Waterworks bath. 1700 sf guest cottage and garages and 1600 sf pool house with kitchenette, bath, sleeping loft, changing rooms and screened porch. This property is the ultimate getaway with room for family and friends less than 1 hour from NYC.

$779,000Est. Payment
6 Beds | 5 Baths | 3,611 Sqft
15 Salem Road, Pound Ridge, NY 10576
House For Sale

A beautiful piece of history here in Pound Ridge with the 1860 William Lockwood Landmark (Armand Benedek House). Lockwood lived in the hamlet in the first half of the 19th century and was one of the town s supervisors, Hiram Halle renovated this house in the 1930 s/40 s. However, this is not a quaint antique cottage. This substantial home has six bedrooms, four fireplaces three full and two half baths on more than two acres. The foyer and front hall greet you with the gracious wide floor boards that you see throughout the house. The formal living room, with windows on three sides and custom built ins is to the right of the foyer with one of the fireplaces. The dining room is straight ahead with another fireplace and so many windows. The kitchen pantry and powder room are also here. There is a gorgeous family room in the lower level a stone fireplace, powder room and door out to yard. The six bedrooms are on the two top floors with office space and storage. Welcome home!

$1,565,000Est. Payment
5 Beds | 6 Baths | 4,424 Sqft
110 Old Stone Hill Road, Pound Ridge, NY 10576
House For Sale

THE PERFECT COUNTRY LIFESTYLE - Long drive to peaceful privacy. Over three quiet acres near the Ward Pound Ridge Reservation. Beautiful transitional Colonial with wonderful open floor plan. Fabulous Living and Dining Room for easy entertaining. Chef s Kitchen with high-end appliances and huge center island. Open Family Room. Four Bedrooms including large Primary Suite with Two Walk-in Closets and Bath. Private Bonus Room with Bath perfect for Office, Guests or Yoga Studio. Large Lower Level with Recreation and Media Rooms and Bath. Garages for three cars and built-in air compressor for the auto enthusiast. Generator. A great offering.

$965,000Est. Payment
4 Beds | 5 Baths | 3,114 Sqft
37 Lower Trinity Pass Road, Pound Ridge, NY 10576
House For Sale

Sophisticated Country Contemporary Home nestled on 1.36 private acres, perfect year round home or weekend/summer retreat, just 1 hr N. from NYC. Beautifully updated, the Living room w/fireplace and soaring ceilings opens to Dining room with great flow for formal entertaining and relaxed living. Completely renovated designer kitchen with top of the line SS Viking appliances, quartz countertops, wet bar and wine cooler, cozy breakfast nook, family room leading to an expansive open deck plus a gorgeous covered patio great for effortless outdoor entertaining. 1st floor guest suite with den/fireplace. MBR suite w/chic new spa bath, plus 2 family BR's and sitting room completes the 2nd floor. Finished LL: Private studio/office space with separate entrance, fireplace and bath; home offices, gym, media room, private guest quarters or in-law suite. Addt'l separate garage/studio w/elec. & water. Conveniently located,walk to fine shops & restaurants,near parks, hiking, award winning golf & train.

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