Homes for Sale near The Windward School - Westchester Middle School

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  /28

  $300,000

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft

  37 N Central Ave Unit 2G, Hartsdale, NY 10530

  Welcome to this wonderful two-bedroom, one-bath co-op in the sought-after Hartsdale Gardens community. This classic prewar building blends timeless architectural details with stylish 2019 updates for comfortable, move-in ready living.Inside, you’ll find refinished dark hardwood floors and recessed lighting throughout. The oversized living room showcases beautiful original parquet floors,

  Leia Rodman Corcoran Legends Realty

  37 N Central Ave Unit 2G, Hartsdale, NY 10530
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  /21

  $945,000

  • 4 Beds
  • 2.5 Baths
  • 2,252 Sq Ft

  7 Frost Ln, Hartsdale, NY 10530

  Beautifully Updated Split-Level Home with Spacious Layout and Modern UpgradesWelcome to this inviting 4-bedroom, 3-bath split-level home on a double cul-de-sac, in the sought-after Poet’s Corner section of Hartsdale, offering comfort, style, and space for the whole family. The main floor features a bright, open layout with a fully renovated kitchen with modern finishes, granite countertops

  Heather McVeigh Coldwell Banker Realty

  7 Frost Ln, Hartsdale, NY 10530
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  /25

  $244,500

  • 1 Bed
  • 1 Bath
  • 810 Sq Ft

  292 Main St Unit 4C, White Plains, NY 10601

  FULLY AVAILABLE - This charming 1BR/1Bath co-op in classic 1927 pre-war bldg., w/ exquisite architectural details, in the heart of White Plains, is bright & spacious. The unit features entry foyer w/closet, modern galley kitchen w/appliances as stated, breakfast/dining area w/ large window and door accessing the fire stairwell (a second way out), living room w/ decorative fireplace, A/C unit and

  Pia Markel DRS Realty Group, LLC

  292 Main St Unit 4C, White Plains, NY 10601
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  /16

  $110,000

  • 1 Bath
  • 550 Sq Ft

  182 Pinewood Rd Unit 28, Hartsdale, NY 10530

  Welcome to Rex Ridge! This bright and spacious studio co-op offers a fantastic opportunity to design your own Westchester retreat. Located on beautifully landscaped grounds in the heart of Hartsdale, Apt 28 awaits your personal updates and creative touches. The layout provides an open living area with great natural light, and there's potential to install an in-unit washer/dryer for added

  John Rota Keller Williams Realty Group

  182 Pinewood Rd Unit 28, Hartsdale, NY 10530
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  /37

  $1,875,000

  • 4 Beds
  • 2 Baths
  • 2,672 Sq Ft

  85 Grapal St, Rye, NY 10580

  Fantastic opportunity in the City of Rye - welcome to 85 Grapal Street, a sun-drenched Colonial one block away from the thriving heart of downtown Rye! This multi-family home has been expanded and opened up to live like a single-family home - bring your loved ones and enjoy open spaces and private corners throughout, or convert the first floor back to a legal income bearing separate apartment and

  Lisa Graff Houlihan Lawrence Inc.

  85 Grapal St, Rye, NY 10580
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  /30

  $1,375,500

  • 4 Beds
  • 1.5 Baths
  • 1,545 Sq Ft

  15 Roosevelt Ave, Rye, NY 10580

  Welcome to this bright and charming 4-bedroom Colonial nestled on a beautiful tree-lined street in the heart of Rye. Also available for rent. This home offers comfort and convenience in every room. The layout includes a spacious livingroom with fireplace, a dedicated home office/den, formal dining room and a sunny playroom, making it ideal for work-from-home or relaxed living.The large

  Connie Stetler William Raveis-New York LLC

  15 Roosevelt Ave, Rye, NY 10580
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  /31

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft

  16 Ria Dr, White Plains, NY 10605

  Finally a sun-drenched no-step Ranch offering convenient one-level living with seamless indoor/outdoor access and attached 1-car garage is for sale in the very desirable quiet Holbrooke Manor neighborhood close to all: Public bus, Trains, Schools, Playgrounds, Ridgeway Nature Trail, Saxon Woods Park, Pool & Miniature golf, Public Tennis courts, Golf Courses, Newly Renovated City Center Movie

  Geraldine Angel Keller Williams NY Realty

  16 Ria Dr, White Plains, NY 10605
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  /13

  $2,875,000

  • 5 Beds
  • 4.5 Baths
  • 3,203 Sq Ft

  80 Grapal St, Rye, NY 10580

  Modern elegance meets timeless design in this exceptional new construction by a renowned local builder. This stunning home offers refined style and exceptional craftsmanship. Crisp lines, gabled rooflines, and sleek covered entries make a striking first impression, while mature trees and lush landscaping provide both privacy and curb appeal. Step inside to discover light-filled interiors designed

  Joan O'Meara Houlihan Lawrence Inc.

  80 Grapal St, Rye, NY 10580
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  /36

  $715,000

  • 3 Beds
  • 1.5 Baths
  • 1,616 Sq Ft

  23 Jackson Ave, White Plains, NY 10606

  Welcome to 23 Jackson Avenue, a charming and well-maintained Colonial nestled in the desirable Battle Hill neighborhood of White Plains. This inviting home offers classic curb appeal with a neatly landscaped front yard and welcoming walkway. Inside, the sun-filled layout is ideal for both everyday living and entertaining. The bright living room features a cozy fireplace and flows into the kitchen

  Julie Alcee Berkshire Hathaway HS NY Prop

  23 Jackson Ave, White Plains, NY 10606
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  /30

  $599,000

  • 2 Beds
  • 2.5 Baths
  • 1,647 Sq Ft

  89 N Broadway Unit 220, White Plains, NY 10603

  Welcome to White Plains Commons, a highly sought-after condominium community offering the perfect blend of comfort, convenience, and location in the heart of White Plains. Enjoy easy access to everything this vibrant city has to offer — just minutes to the Metro-North train and bus station, The Westchester Mall, The Ritz-Carlton, City Center shops, restaurants, movie theaters, recreation, and

  Happy French-Zingaro Houlihan Lawrence Inc.

  89 N Broadway Unit 220, White Plains, NY 10603
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  /31

  $6,550,000

  • 7 Beds
  • 9 Baths
  • 10,723 Sq Ft

  28 Thunder Mountain Rd, Greenwich, CT 06831

  Elegance and luxury define this light-filled modern stone + clapboard home on 2 stunning acres near town + schools. Designed by Rich Granoff, this 7-bedroom, 7.2-bath residence offers exceptional indoor/outdoor living w pool, spa, covered terrace w fireplace + firepit—all on a quiet cul-de-sac. Recently redesigned, the open floor plan + soaring ceilings create a bright, airy feel throughout.

  B.K. Bates Houlihan Lawrence

  28 Thunder Mountain Rd, Greenwich, CT 06831
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  /2

  $649,000

  • Land
  • 0.18 Acre
  • $3,605,556 per Acre

  16 Railside Ave, White Plains, NY 10605

  Can walk property. Lot being offered with approved plans at $649,000 or purchase with new home to be built for $1,595,000.

  Renata Douglass Houlihan Lawrence Inc.

  16 Railside Ave, White Plains, NY 10605
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  /7

  $1,595,000

  • 4 Beds
  • 2.5 Baths
  • 2,835 Sq Ft

  16 Railside Ave, White Plains, NY 10605

  NEW CONSTRUCTION to be built. Approved plans, 10-12 month finish time. Some customization can still be made within the footprint, including the possibility of a first Primary Suite! Wonderful location, at end of cul-de-sac. High ceilings, wood floors, open floor plan, covered porch and deck. High efficiency heating, Hardiplank exterior, finished basement with an additional 832 square fee not

  Renata Douglass Houlihan Lawrence Inc.

  16 Railside Ave, White Plains, NY 10605
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  /46

  $7,250,000

  • 7 Beds
  • 8.5 Baths
  • 9,314 Sq Ft

  4 Commodore Ave, Rye, NY 10580

  Rare Opportunity to Own a Storybook Estate of Enduring Elegance and Modern LuxurySet on 2.08 manicured acres within the exclusive grounds of the Westchester Country Club, this exquisitely renovated 1929 stone manor offers over 9,300 square feet of refined living space—seamlessly blending timeless architectural details with today’s most desirable amenities, including 7 car garage/golf

  Margaret Grasso Berkshire Hathaway HS NY Prop

  4 Commodore Ave, Rye, NY 10580
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  /20

  $245,000

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  19 Old Mamaroneck Rd Unit 3E, White Plains, NY 10605

  Welcome home to this two-bedroom PET FRIENDLY unit conveniently located in downtown White Plains. The spacious living room can accommodate a large sectional couch and also has room for a desk or additional sitting area, and the light and bright primary bedroom has plenty of room for a king size bed. Hardwood floors throughout (under carpet). Ample closet space, a total of 7 (two closets in each

  Julie Alcee Berkshire Hathaway HS NY Prop

  19 Old Mamaroneck Rd Unit 3E, White Plains, NY 10605
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  /31

  $925,000

  • 2 Beds
  • 2.5 Baths
  • 1,442 Sq Ft

  1 Renaissance Square Unit 14F, White Plains, NY 10601

  Discover the pinnacle of sophisticated living in this exquisite high-rise condo located in the vibrant heart of White Plains. This residence boasts 2 bedrooms and 2.5 bathrooms, offering an abundance of natural light and spectacular views. Experience unrivaled luxury with top-of-the-line appliances and ample closet space within a building that features five-star amenities such as a 24-hour

  Nancy Kennedy

  1 Renaissance Square Unit 14F, White Plains, NY 10601
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  /30

  $799,000

  • 3 Beds
  • 3 Baths
  • 1,700 Sq Ft

  17 Austin Place, Port Chester, NY 10573

  Colonial park area of Port Chester near Greenwich border this home sits on lush emerald green lawn with specimen plantings, private rear deck surrounded by green trees. Also a few steps away from beautiful Lyon Park. The foyer leads one into a large living room with Fireplace, formal dining room, open eat in kitchen office/ den and half bath.Second level offers Primary bedroom, bedroom,

  Kathleen Zaccagnino Rye Port Real Estate, Inc.

  17 Austin Place, Port Chester, NY 10573
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  /3

  $5,895,000

  • 5 Beds
  • 7 Baths
  • 6,803 Sq Ft

  144 Wendover Rd, Rye, NY 10580

  Welcome to this sleek, modern farmhouse masterpiece where refined design meets everyday functionality. Newly constructed with clean architectural lines and timeless finishes, this home delivers a rare combination of style, space, and sophistication. Hard to find and thoughtfully designed, it offers everything today’s discerning buyer is looking for—and more. Soaring 10-foot ceilings on the first

  Christine Hazelton Houlihan Lawrence Inc.

  144 Wendover Rd, Rye, NY 10580
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  /32

  $2,400,000

  • 6 Beds
  • 8 Baths
  • 3,242 Sq Ft

  26 Homestead Ln, Greenwich, CT 06831

  New Construction Luxury Townhome style 2 Family featuring a total of 6 bedrooms, 6 Full Bathrooms, 2 half baths and 3,242 sq ft with rent potential of 15k-16k per month. Built with the best finishes in mind, flexible open floor plan, hardwood floors throughout and dream kitchens featuring custom cabinetry, large panties stainless steel chefs appliances, white oak island with built-in microwave

  Edward Zislis Higgins Group Real Estate

  26 Homestead Ln, Greenwich, CT 06831
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  /17

  $1,600,000

  • 9 Beds
  • 4 Baths
  • 3,415 Sq Ft

  25 Fremont St, Harrison, NY 10528

  Fully leased triplex in Harrison generating a solid 7%+ cap rate, with immediate value-add upside. Current monthly rent roll totals $12,655 with low annual expenses of $37,221, producing a net operating income of $114,639. Unit Breakdown:4BR/1BA: $4,450/month3BR/1BA: $4,300/month2BR/2BA: $3,905/monthAll tenants pay electric and gas (except for the 2BR unit, where

  Matthew Warbet Keller Williams Hudson Valley

  25 Fremont St, Harrison, NY 10528
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  /36

  $765,000 Open Sun 12PM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  18 Gainsborg Ave E, West Harrison, NY 10604

  Welcome to 18 Gainsborg Avenue E, a cherished home that has been lovingly maintained by a single family for decades. This split level offers a warm and inviting atmosphere, perfect for the next owners to create lasting memories. Nestled in the heart of Silver Lake, this delightful 3 bedroom, 2 bath home presents a unique opportunity for homebuyers seeking a blend of comfort & convenience & has a

  Daniel Berger RE/MAX Prestige Properties

  18 Gainsborg Ave E, West Harrison, NY 10604
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  /44

  $1,479,900

  • 4 Beds
  • 3 Baths
  • 3,344 Sq Ft

  1 Thomas Ct, Scarsdale, NY 10583

  Welcome to 1 Thomas Court, Scarsdale, constructed in 1995, where space, style, and location converge.Nestled in a quiet cul-de-sac within one of Westchester’s most sought-after neighborhoods, this beautifully maintained home offers exceptional living in the renowned Scarsdale Edgemont School District—consistently ranked among the top in New York State.Boasting with 3344 sq.ft. of

  Chen Shen Christie's Int. Real Estate

  1 Thomas Ct, Scarsdale, NY 10583
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  /26

  $4,600,000

  • 3 Beds
  • 3.5 Baths
  • 5,005 Sq Ft

  5 Renaissance Square Unit PH41G, White Plains, NY 10601

  The Ritz-Carlton Residences Westchester in White Plains, New York. PH41G features three spacious bedrooms, three full baths, and one half bath. This stunning 41st-floor residence spans just over 5,000 square feet and treats you to panoramic views that seem endless. Every corner is entirely custom, sparing no budget and showcasing the highest design and construction quality, adorned with

  Paul Sarlo Christie's Int. Real Estate

  5 Renaissance Square Unit PH41G, White Plains, NY 10601
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  /24

  $5,300,000

  • 3 Beds
  • 3.5 Baths
  • 5,756 Sq Ft

  5 Renaissance Square Unit PH41C, White Plains, NY 10601

  Located at The Ritz-Carlton Residences Westchester in White Plains, New York, features three spacious bedrooms, three full baths, and one half bath. This stunning 41st-floor residence spans over 5,700 square feet and treats you to panoramic views that seem endless. Every corner is entirely custom, sparing no budget and showcasing the highest design and construction quality, adorned with

  Paul Sarlo Christie's Int. Real Estate

  5 Renaissance Square Unit PH41C, White Plains, NY 10601
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  /7

  $1,300,000

  • Land
  • 0.15 Acre
  • $8,666,667 per Acre

  572 van Ranst Place, Mamaroneck, NY 10543

  Link NY Realty is proud to present a fully approved development site in the heart of the highly sought- after Village of Mamaroneck, directly across the street from the Mamaroneck train station. This shovel-ready site offers plans for 10 free-market residential units, including: 4 two-bedroom units , 6 one-bedroom units. All approvals are in place, allowing immediate commencement of construction.

  Valon Nikci Link NY Realty

  572 van Ranst Place, Mamaroneck, NY 10543
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  /10

  $4,600,000

  • Land
  • 14 Acres
  • $333,333 per Acre

  0 Barnes Ln Unit KEY881504, Harrison, NY 10577

  Almost 14 acres of prime land to be sold between Purchase Estates and Brae Burn Country Club at the corner running along Barnes Lane and Purchase Street. Incredible developmental opportunity in great section of sought after Purchase. Survey attached.

  Louis Katsoris Julia B Fee Sothebys Int. Rlty

  0 Barnes Ln Unit KEY881504, Harrison, NY 10577
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  /36

  $1,390,000

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  1 Christie Place Unit 205E, Scarsdale, NY 10583

  This beautifully refreshed 2 bedroom/2.5 bath condo in Scarsdale's coveted Christie Place has it all! Move right into this exceptional sun-filled and open unit featuring walls of windows, 9' ceilings, a high-end Kitchen (with Viking appliances), spa-like/en-suite bathrooms, central air, in-unit laundry, recessed lighting, custom bookcases and generous walk-in closets... All freshly painted with

  Laura Redican Houlihan Lawrence Inc.

  1 Christie Place Unit 205E, Scarsdale, NY 10583
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  /41

  $1,645,000

  • 4 Beds
  • 3 Baths
  • 2,146 Sq Ft

  33 Guilford Ln, Greenwich, CT 06831

  Fully renovated J & S Home in a forever Glenville neighborhood. Thoughtfully redesigned with high-end finishes, vaulted-ceiling living room, shiplap fireplace, and open kitchen with Calcutta quartz, GE Cafe appliances, and Zephyr hood. Main-level primary suite features dual closets and spa bath. Two more bedrooms with built-ins share a second bath. Finished lower level offers 4th bedroom/in-law

  Mike Parelli Mike Parelli Real Estate LLC

  33 Guilford Ln, Greenwich, CT 06831
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  /39

  $4,449,500

  • 5 Beds
  • 4.5 Baths
  • 5,382 Sq Ft

  12 Fairway Ave, Rye, NY 10580

  Where modern luxury meets timeless design, this stunning new construction in a prime Rye location delivers an extraordinary living experience just moments from the beach, shops, and schools. Crafted with 9-foot ceilings on every level, impeccable attention to detail, and exceptional craftsmanship, every inch of this home reflects refined elegance and thoughtful design. At the center of it all is

  Laura Sprovieri Weichert Realtors

  12 Fairway Ave, Rye, NY 10580
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  /6

  $1,495,000

  • Land
  • 2.10 Acres
  • $711,905 per Acre

  15 Rockledge Rd, Harrison, NY 10580

  Discover the perfect canvas for your dream estate on this exceptional 2.1-acre level lot, nestled within the prestigious enclave of Rockledge Road. Located just minutes from downtown Rye, this prime piece of vacant land offers unparalleled convenience and privacy. Enjoy effortless access to the vibrant centers of Rye and nearby White Plains, with seamless connections to major highways and the Rye

  Wendy Alper Julia B Fee Sothebys Int. Rlty

  15 Rockledge Rd, Harrison, NY 10580
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  /49

  $4,895,000

  • 7 Beds
  • 10 Baths
  • 13,923 Sq Ft

  7 Rockledge Rd, Rye, NY 10580

  Unrivaled grandeur with an idyllic Tuscan-countryside vibe! Introducing one of Westchester County’s most magnificent Estates, beautifully situated high on an exquisite tree-lined rise just minutes from Rye. This private sanctuary is nestled on 5.2 acres of manicured grounds with distant water views of Long Island Sound. There’s nothing quite like it: an infinity pool, pool house, guest house,

  Wendy Alper Julia B Fee Sothebys Int. Rlty

  7 Rockledge Rd, Rye, NY 10580
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  /36

  $1,147,000

  • 3 Beds
  • 2.5 Baths
  • 2,141 Sq Ft

  71 Harlan Dr, New Rochelle, NY 10804

  Welcome to this beautifully maintained split-level home located in the desirable north end of New Rochelle. Boasting a thoughtful layout and generous living spaces, this home features 3 large bedrooms and 2 full bathrooms, perfect for comfortable living.The open-concept living room, dining room, and renovated kitchen create a seamless flow ideal for entertaining. The laundry room is

  Jennifer Askowitz Silversons Realty, LLC

  71 Harlan Dr, New Rochelle, NY 10804
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  /17

  $179,900

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  125 N Washington Ave Unit 46, Hartsdale, NY 10530

  Light and open 1 bedroom apartment in The Highlands Cooperative, conveniently located near Central Park Avenue, the Hartsdale train station, shopping, dining, transportation, and many other local amenities. This second floor unit has all hardwood floors, an eat in kitchen with ample counter and cabinet space, a large living room and an area off the kitchen suitable for a small formal dining area.

  J. Philip Faranda Howard Hanna Rand Realty

  125 N Washington Ave Unit 46, Hartsdale, NY 10530
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  /31

  $13,400,000

  • 6 Beds
  • 9 Baths
  • 11,157 Sq Ft

  31 Meadow Ln, Greenwich, CT 06831

  Exceptional Tanner White ultra-luxurious six-bedroom modern residence in the estate area of Greenwich. The open floor plan with 12+ foot ceilings is filled with natural light and allows for versatile use of the dramatic formal and casual rooms, all leading to a captivating outdoor living space complete with a fireplace overlooking the serene pool with spa and verdant lawn. The interior design and

  Leslie McElwreath Sotheby's International Realty

  31 Meadow Ln, Greenwich, CT 06831
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  /11

  $3,950,000

  • 7 Beds
  • 6.5 Baths
  • 6,406 Sq Ft

  32 Sycamore Rd, Scarsdale, NY 10583

  Welcome to 32 Sycamore Road — a stunning new construction set on over half an acre of beautifully landscaped property in the heart of Scarsdale. This thoughtfully designed home features 7 bedrooms, including a convenient first-floor guest room that provides ample space for all. At the heart of the home is a high-end chef’s kitchen with top-of-the-line appliances and a spacious layout that’s

  Mindy Gerstein Berkshire Hathaway HS NY Prop

  32 Sycamore Rd, Scarsdale, NY 10583
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  /11

  $1,720,000

  • 3,265 Sq Ft

  555 W Putnam Ave, Greenwich, CT 06830

  Excellent income-producing investment in Central Greenwich along West Putnam Avenue and Old Post Road #3. Surrounded by some of the area's busiest retail outlets and commercial development projects, and zoned LBR-2, the two lots together provide both residential and local business opportunities while generating substantial income. There are 5 income-producing units: 4 residential apartments and

  Ted Hildner Coldwell Banker Realty

  555 W Putnam Ave, Greenwich, CT 06830
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  /39

  $5,595,000

  • 8 Beds
  • 11 Baths
  • 12,095 Sq Ft

  21 Dorann Rd, Purchase, NY 10577

  Privately nestled behind gates on 2.89 lush acres, this classically updated 8-bedroom, 9.2-bath New England Colonial offers unmatched elegance, space, and serenity. With a picturesque natural pond in front and sweeping golf course views in back, this estate is a rare and refined offering. From the moment you arrive, the charm is undeniable — from the stately approach to the beautifully maintained

  Christine Hazelton Houlihan Lawrence Inc.

  21 Dorann Rd, Purchase, NY 10577
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  /45

  $1,650,000

  • 7 Beds
  • 4.5 Baths
  • 2,855 Sq Ft

  42 N Healy Ave, Hartsdale, NY 10530

  Rare 2+ Acre Opportunity in the Heart of Hartsdale!?Set back from the road and surrounded by mature trees, this expansive 2.07-acre property offers not just one, but two separate homes—a unique opportunity for end users seeking privacy, flexibility, or multigenerational living.The main residence, a stately 5-bedroom, 3-bath Colonial built in 1900, spans 2,855 sq ft and features generous

  Lumi Kacic EXIT Realty Private Client

  42 N Healy Ave, Hartsdale, NY 10530
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  /47

  $1,425,000 Open Sat 2PM - 4PM

  • 5 Beds
  • 3.5 Baths
  • 3,625 Sq Ft

  11 Oxford Rd, White Plains, NY 10605

  Welcome to this classic Tudor-style home, nestled on over half an acre in the desirable Gedney Farms neighborhood. This charming home seamlessly blends original architectural details with modern upgrades, caters to every lifestyle. The main level features a grand living room with a wood burning fireplace, a versatile den/office, formal dining room, and a delightful eat-in kitchen. A convenient

  Christine Ricci Keller Williams NY Realty

  11 Oxford Rd, White Plains, NY 10605
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  /36

  $2,995,000

  • 6 Beds
  • 8.5 Baths
  • 10,378 Sq Ft

  9 Lincoln Woods, Purchase, NY 10577

  Tucked away at the end of a quiet, picturesque cul-de-sac in the coveted Purchase community, this exceptional home sits on nearly two beautifully landscaped acres that make a lasting impression. Designed by renowned architect Chris Demetriades, it blends thoughtful design with masterfulcraftsmanship and elegant details throughout. Step into the grand foyer and you're immediately greeted by

  Kori Sassower Compass Greater NY, LLC

  9 Lincoln Woods, Purchase, NY 10577

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