Lewisboro, NY Homes

• 

  Est $814,420 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  219 Kitchawan Rd, South Salem, NY 10590

  219 Kitchawan Rd, South Salem, NY 10590
• 

  

  

  /45

  $869,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,576 Sq Ft

  7 Laurie Ln, South Salem, NY 10590

  Welcome to your private, wooded oasis! Tucked away on a peaceful 2+ acre lot, this charming retreat is a nature lover's dream! The rustic colonial, 3 bedroom, 4 bathroom home with an expansive deck is situated perfectly on the property allowing the owner to enjoy all of the sights and sounds of the nature this property affords. The first level of the home features a large living room with wood

  Patricia Hinkley Coldwell Banker Realty

  7 Laurie Ln, South Salem, NY 10590
• 

  $1,400,000 Sold Mar 21, 2025

  • 2,800 Sq Ft
  • $500/SF
  • 43 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1945

  48 Mead St, Waccabuc, NY 10597

  Pastoral Setting. In one of Waccabuc’s finest estate areas, four spectacular acres with scenic open meadowlands. Breathtaking setting with fine trees, specimen shrubs and level lawns. Circular drive to charming Country House imbued with character. Beautiful Living Room with random-width hardwood floor and fireplace. Library, finished in rich mahogany, with fireplace and ceiling beams. Formal

  Mary Dowdle Ginnel Real Estate

  48 Mead St, Waccabuc, NY 10597
• 

  Est $1,275,338 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 4,275 Sq Ft

  42 Old Church Ln, South Salem, NY 10590

  42 Old Church Ln, South Salem, NY 10590
• 

  

  

  /34

  $3,795,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,224 Sq Ft

  49 Mead St, Waccabuc, NY 10597

  Elmdon. Part of Waccabuc’s rich past. The earliest known residence of the Mead family, a remarkable Center Hall Colonial built in 1780. Painstakingly restored and expanded, seamlessly marrying the old with the new. With a careful nod to the past, classic design with old-world craftsmanship. Fresh and stylish interior with beautifully proportioned rooms, period millwork and antique wide board

  Christine Byrne Ginnel Real Estate

  49 Mead St, Waccabuc, NY 10597
• 

  $330,000 Sold Mar 19, 2025

  • 863 Sq Ft
  • $382/SF
  • 81 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1981

  60 Fox Run, South Salem, NY 10590

  Back on the market due to buyer health issues. Your opportunity to own in the popular Oakridge Condo complex in Vista. Beautiful setting backing onto natural vista; tranquil view from dining room and private patio. Reserved parking space directly in front of the unit. ZERO stairs. Very accessible. Immaculate and updated. Excellent choice for 1st - time homeowner or down-sizer. Move-in ready!

  Debi Orr Keller Williams Prestige Prop

  60 Fox Run, South Salem, NY 10590
• 

  Est $616,159 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  57 Ridgeland Rd, South Salem, NY 10590

  57 Ridgeland Rd, South Salem, NY 10590
• 

  

  /33

  $1,295,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 3,380 Sq Ft

  20 Schoolhouse Rd, Waccabuc, NY 10597

  This contemporary country colonial offers 5 bedrooms and 2.5 bathrooms with over nine acres of land bordering a wildlife preserve in a highly desirable Waccabuc location. Tucked away off a charming street down a meandering driveway, this property includes a completely flat backyard and a separate barn/3-car garage offering flexibility for future use. This peaceful retreat is a nature lover's

  Wendy Loring William Raveis-New York LLC

  20 Schoolhouse Rd, Waccabuc, NY 10597
• 

  $1,090,000 Sold Mar 19, 2025

  • 2,819 Sq Ft
  • $387/SF
  • 174 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2021

  319 Overlook Ct, South Salem, NY 10590

  Spectacular newer construction waterside townhome with lake views, located in the beautiful hamlet of South Salem and close to New Canaan.This beautifully appointed and spacious home is the perfect choice for a discerning buyer looking for a totally move in ready experience. Check out the low low taxes and HOA fees - fantastic value for this size of home and location.With 3 beds and 4

  Peter Topping Coldwell Banker Realty

  319 Overlook Ct, South Salem, NY 10590
• 

  Est $575,492 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,561 Sq Ft

  50 Lake Kitchawan Dr, South Salem, NY 10590

  50 Lake Kitchawan Dr, South Salem, NY 10590
• 

  

  /41

  $949,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  123 East St, South Salem, NY 10590

  Classical restored and refurbished extended colonial home where tranquility meets convenience! 12 min to New Canaan and Ridgefield, close to train to get down to NYC, wonderful shopping, fantastic restaurants, parks, biking, hiking... On the first floor the home offers a foyer, large elegant dining room, living room, half bath, kitchen with beautiful appliances with solid custom kitchen cabinets,

  Giuseppe 'Joe' Melillo William Raveis Real Estate

  123 East St, South Salem, NY 10590
• 

  $475,000 Sold Mar 18, 2025

  • Land
  • 15 Acres
  • $32,736 per Acre

  • 20 Days On Market

  0 Sullivan Rd Unit KEY822384, Lewisboro, NY 10560

  Prime North Salem Land for Sale – Private, Scenic & Ready to BuildDiscover an extraordinary 14+ acre parcel in North Salem, NY, offering a rare combination of privacy, panoramic views, and development potential. This buildable lot boasts a diverse landscape, including level terrain, dramatic rock ledges, a meandering stream, and historic stone walls, creating a breathtaking setting for your

  Julie Setterlund Julia B Fee Sothebys Int. Rlty

  0 Sullivan Rd Unit KEY822384, Lewisboro, NY 10560
• 

  Est $747,521 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,951 Sq Ft

  58 Lake Kitchawan Dr, South Salem, NY 10590

  58 Lake Kitchawan Dr, South Salem, NY 10590
• 

  

  /40

  $1,395,000 Pending

  • 5 Beds
  • 5 Baths
  • 3,815 Sq Ft

  1090 Route 35, South Salem, NY 10590

  Presenting a unique historic colonial estate in South Salem. 1090 Route 35 was last available 54 years ago, so it’s fair to say that an opportunity like this only comes up twice in a century. Built in 1780, this 14 room home sits on an expansive 17 acres of rolling lawn, woods, stone walls, mature maple trees, and a stream. Afternoon sun filters through the six over six double hung windows and

  Stuart Emanuel Coldwell Banker Realty

  1090 Route 35, South Salem, NY 10590
• 

  $1,255,000 Sold Mar 14, 2025

  • 5,896 Sq Ft
  • $213/SF
  • 95 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1988

  149 Ridgefield Ave, South Salem, NY 10590

  Escape to your own private sanctuary, where the stresses of the world simply fade away. Located just an hour away from the bustling streets of NYC, this enchanting retreat invites you to leave behind the chaos and immerse yourself in tranquility.Experience the essence of luxury retreat living! Step into this enchanting French Colonial, where every detail embodies splendor and elegance. As

  Mark Boyland Keller Williams Realty Partner

  149 Ridgefield Ave, South Salem, NY 10590
• 

  Est $443,334 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  7 Lake Ave, South Salem, NY 10590

  7 Lake Ave, South Salem, NY 10590
• 

  

  /30

  $1,299,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,643 Sq Ft

  72 Chapel Rd, Waccabuc, NY 10597

  A Peaceful, Private Retreat. Long drive to striking Country Contemporary. Bright and airy interior with easy open floorplan perfect for today’s lifestyle. Two-story Entry. Dramatic Living Room with soaring ceiling and fireplace. Formal Dining Room. Warm and inviting Family Room with woodburning stove. Doors to wraparound deck for easy outdoor entertaining. Beautifully designed Kitchen with custom

  Mindy Weil Ginnel Real Estate

  72 Chapel Rd, Waccabuc, NY 10597
• 

  $720,000 Sold Mar 13, 2025

  • 2,406 Sq Ft
  • $299/SF
  • 143 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1967

  4 Salem Ln, South Salem, NY 10590

  THE PERFECT BLEND OF COUNTRYSIDE CHARM AND LAKESIDE LIVING!Experience the best of both worlds in this home nestled between Westchesters stunning countryside and peaceful lake life. Positioned between beautiful cultural towns, Ridgefield CT and Katonah NY this property offers a truly unique lifestyle.Not only is the lake a step away but there are numerous local parks and nature reserves

  Daniel Feldman Julia B Fee Sothebys Int. Rlty

  4 Salem Ln, South Salem, NY 10590
• 

  Est $715,962 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,950 Sq Ft

  8 Boway Rd, South Salem, NY 10590

  8 Boway Rd, South Salem, NY 10590
• 

  

  /23

  $779,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,490 Sq Ft

  14 Howe St, South Salem, NY 10590

  Welcome home to this beautifully maintained 3-bedroom, 3-bathroom home nestled on a picturesque, tree-lined cul-de-sac in the Katonah-Lewisboro school district. Step inside to warm and inviting rooms offering a perfect blend of comfort, privacy and natural beauty. The living room with its new modern fireplace surround, vaulted ceiling and wood beams is a stunner! It opens to the updated eat-in

  Sheri Wolfe Berkshire Hathaway HS NY Prop

  14 Howe St, South Salem, NY 10590
• 

  $750,000 Sold Mar 10, 2025

  • 2,380 Sq Ft
  • $315/SF
  • 58 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1974

  9 Howe St, South Salem, NY 10590

  The Lake Lifestyle. Part of the vibrant Lake Truesdale community. Beautifully maintained Country Contemporary with sun-drenched living space. Open Living Room with vaulted ceiling covered in white-washed cedar. Dining Room with doors to the rear deck—perfect for indoor-outdoor entertaining. Kitchen open to the Family Room with fireplace. Private Primary Suite with vaulted ceiling, doors to

  Mary Anne Condon Ginnel Real Estate

  9 Howe St, South Salem, NY 10590
• 

  Est $783,178 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,132 Sq Ft

  2 Salem Ln, South Salem, NY 10590

  2 Salem Ln, South Salem, NY 10590
• 

  

  /37

  $2,750,000 Pending

  • 5 Beds
  • 9 Baths
  • 8,552 Sq Ft

  23 Rock Shelter Rd, Waccabuc, NY 10597

  Waccabuc meets old Hollywood in this gracious custom built estate. Spectacular architecture, perfect layout, gorgeous kitchen with white marble, two Subzeros, a brick enclosed 6 burner Wolff range, double dishwashers and a built-in Miele coffee bar. Five+ bedrooms plus guest suite, 20' double-height entry foyer, 10’ ceilings, beautiful finishes and space for everyone. This completely private

  Angela Kessel Houlihan Lawrence Inc.

  23 Rock Shelter Rd, Waccabuc, NY 10597
• 

  $790,000 Sold Mar 07, 2025

  • 1,876 Sq Ft
  • $421/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1977

  2 Green Hill Rd, Goldens Bridge, NY 10526

  Wonderful ranch home located on a corner lot on a quiet, tree lined road. First time offered - original owners! Well maintained and solid home – in need of cosmetic updates. With 1,876 sqft. of living space, this 3BR home can live like a 4BR. Spacious, sun-filled living room features large bay window and a cozy fireplace. Sunroom, eat-in kitchen w/breakfast nook, and dining room w/ sliders

  Joanne Monteleone Ginnel Real Estate

  2 Green Hill Rd, Goldens Bridge, NY 10526
• 

  Est $727,849 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,022 Sq Ft

  33 Salem Ln, South Salem, NY 10590

  33 Salem Ln, South Salem, NY 10590
• 

  

  /33

  $1,450,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,528 Sq Ft

  22 Bouton St, South Salem, NY 10590

  Don't miss this truly exceptional offering in the heart of the Truesdale Lake community! Built in 1930 as a summer lake house on a rare double lot with a hard to find flat backyard. Completely renovated and expanded in recent years, the residence possesses the soul of an antique with the layout and livability of a modern and contemporary home.This 3 bedroom, 3.5 bath home was majestically built

  Kenneth Sobel Julia B Fee Sothebys Int. Rlty

  22 Bouton St, South Salem, NY 10590
• 

  $837,500 Sold Mar 06, 2025

  • 2,675 Sq Ft
  • $313/SF
  • 59 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1978

  7 Laurel Rd, South Salem, NY 10590

  Custom Saltbox Colonial set on a beautiful level property in the Katonah School District. Circular flow of living in a classic layout. The living room features a gas fireplace, custom built-ins and a large bay window. The large eat-in-kitchen has custom cabinetry, a breakfast nook, ss appliances and slider to the backyard. The second level features the en suite primary and two add’l bedrooms and

  Brenda Timm Coldwell Banker Realty

  7 Laurel Rd, South Salem, NY 10590
• 

  Est $1,040,585 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,074 Sq Ft

  64 Lake Shore Dr, South Salem, NY 10590

  64 Lake Shore Dr, South Salem, NY 10590
• 

  

  /25

  $950,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  5 Canaan Cir, South Salem, NY 10590

  Don't miss this beautiful, fully renovated home on a quiet loop road. This home offers great privacy on 2.09 acres of landscaped land and a huge, usable yard, perfect for recreation or entertaining. A spacious, updated kitchen features access to a beautiful deck overlooking the yard and is open to a family room with cathedral ceiling complete with fireplace. An entrance hall with stone floor

  Kenneth Sobel Julia B Fee Sothebys Int. Rlty

  5 Canaan Cir, South Salem, NY 10590
• 

  $510,000 Sold Mar 04, 2025

  • 1,451 Sq Ft
  • $351/SF
  • 52 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1986

  70 Winterberry Cir, Cross River, NY 10518

  This townhouse is perfectly renovated in the highly desired complex, The Meadows, in the Katonah-Lewisboro School District with LOW taxes (after the basic STAR is approximately $4,400/year). Renovated throughout, the main floor features a modern kitchen, a large living room with lighting, a sliding door to the deck, and a dining area. The second floor features a spacious primary bedroom suite

  Carine Nowak Compass Greater NY, LLC

  70 Winterberry Cir, Cross River, NY 10518
• 

  Est $1,258,240 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft

  63 Lake Shore Dr, South Salem, NY 10590

  63 Lake Shore Dr, South Salem, NY 10590
• 

  

  /15

  $520,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,037 Sq Ft

  2 Woodway Rd, South Salem, NY 10590

  Step back in time with this circa 1880 colonial home, sited on 2.02 acres along a tranquil country road in South Salem, NY. This four-bedroom, three-bath home boasts timeless charm alongside modern potential.Enter through the rear entrance into a spacious country kitchen, with time-polished terra-cotta tiles and a center island with a gas stove insert. Glass doors open to the outdoors, inviting

  Ghylaine Manning Vincent & Whittemore R.E.

  2 Woodway Rd, South Salem, NY 10590
• 

  $1,600,000 Sold Feb 24, 2025

  • 3,109 Sq Ft
  • $515/SF
  • 20 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1810

  520 Mt Holly Rd, Katonah, NY 10536

  520 Mt Holly Road perfectly blends antique charm w/ modern updates, embodying iconic Hudson Valley living. Nestled in Katonah's most coveted neighborhoods, this 1810 Colonial, elegant 1st floor addition including primary bedroom2003, rich in history & distinguished charm. Renovated kitchen, great room, dining area, French doors leading to patio and screened-in porch.generous 1st-floor primary

  Ellen Schwartz Julia B Fee Sothebys Int. Rlty

  520 Mt Holly Rd, Katonah, NY 10536
• 

  Est $1,014,182 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,084 Sq Ft

  13 Bouton St, South Salem, NY 10590

  13 Bouton St, South Salem, NY 10590
• 

  

  /24

  $1,595,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,577 Sq Ft

  30 Schoolhouse Rd, Waccabuc, NY 10597

  Waccabuc Perfection. Meticulously refreshed and reimagined. Stunning renovation of a 1950’s Colonial. Thoughtfully redesigned, with bright and airy spaces seamlessly integrating indoor and outdoor living. Crisp white walls, expansive glass elements and flexible open-concept floor plan. Sun-drenched Family Living Room with fireplace open to Gourmet Kitchen with large island ideal for gatherings.

  George D'Ambrosio Ginnel Real Estate

  30 Schoolhouse Rd, Waccabuc, NY 10597
• 

  $620,000 Sold Feb 20, 2025

  • 1,568 Sq Ft
  • $395/SF
  • 24 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2017

  280 Boulder Ridge Rd, South Salem, NY 10590

  Nestled in a picturesque wooded hillside, this stunning condo offers a serene retreat with breathtaking views and luxurious amenities. The open floor plan seamlessly connects the spacious living area to a custom kitchen, featuring stainless steel appliances, granite countertops, and extensive cabinetry. A cozy gas fireplace in the family room creates a warm and inviting ambiance, while oversized

  Susan O'Brien Houlihan Lawrence Inc.

  280 Boulder Ridge Rd, South Salem, NY 10590
• 

  Est $645,292 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,190 Sq Ft

  3 Bouton St, South Salem, NY 10590

  3 Bouton St, South Salem, NY 10590
• 

  

  /6

  $149,900 Pending

  • Land
  • 3.63 Acres
  • $41,295 per Acre

  0 Laurie Ln Unit KEYH6322888, Lewisboro, NY 10590

  Amazing opportunity to build new construction on 3.6 acres in the town of Lewisboro. Quiet neighborhood setting. Prior BOHA approval is dated 1986.

  Jayne Morelock Howard Hanna Rand Realty

  0 Laurie Ln Unit KEYH6322888, Lewisboro, NY 10590
• 

  $500,000 Sold Feb 20, 2025

  • 864 Sq Ft
  • $579/SF
  • 70 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1951

  451 Smith Ridge Rd, South Salem, NY 10590

  "This charming 3-bedroom, 1.5-bath home is situated on a spacious 1.92-acre lot, offering ample room for expansion and outdoor activities. The property includes an oversized, attached 2-car garage with a convenient breezeway, along with a large driveway providing plenty of parking space.Located in Southeast New York, this home is ideally positioned close to Southern Connecticut and just 5

  Tony Segno Elegran LLC

  451 Smith Ridge Rd, South Salem, NY 10590
• 

  Est $3,293,621 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 4,200 Sq Ft

  20 Hoyt St, South Salem, NY 10590

  20 Hoyt St, South Salem, NY 10590

Showing Results 161 - 200, Page 5 of 18