6,272

Westchester, NY Homes

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  • 34 Oakland Beach Ave, Rye, NY 10580

    $1,950,000 Sold Jun 03, 2025

    • 3,976 Sq Ft
    • $490/SF
    • 68 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1983

    34 Oakland Beach Ave, Rye, NY 10580

    Spanning nearly 4,000 sq ft, this colonial home boasts a flexible floor plan that adapts to your lifestyle with five spacious bedrooms and five bathrooms—great for an in-law or au pair suite—all nestled on an expansive, private level yard. As you step through the inviting foyer, you’ll be greeted by a gracious living room adorned with a wood-burning fireplace and a bay window that flows into the

    Adriane Defeo Compass Greater NY, LLC

    34 Oakland Beach Ave, Rye, NY 10580
  • /48

    $5,395,000 Pending

    • 6 Beds
    • 7 Baths
    • 6,188 Sq Ft

    45 Forest Ave, Rye, NY 10580

    This iconic Georgian Brick Colonial set on over one acre, tucked behind a tree-lined drive off Forest Avenue in Rye, NY, offers a rare blend of timeless architecture and resort-style living. A private recreational haven awaits: a beautiful tennis/sport court, a sun-drenched newly renovated pool, spa, a charming cabana with a kitchenette and two full bathrooms offer all the ease of a luxury club,

    Kimberly Arenas Compass Greater NY, LLC

    45 Forest Ave, Rye, NY 10580
  • 21 Hammond Rd, Rye, NY 10580

    $1,800,000 Sold Jun 02, 2025

    • 2,523 Sq Ft
    • $713/SF
    • 20 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    21 Hammond Rd, Rye, NY 10580

    Welcome home to this sparkling split-level Home abutting The Rye Nature Center! Light, bright, and airy, this sun-filled home offers abundant space and thoughtful upgrades! The first floor welcomes you with a grand entry foyer, a formal living room with soaring cathedral ceilings and picture windows, and a formal dining room perfect for gatherings. The spacious kitchen, featuring three large

    Christine Hazelton Houlihan Lawrence Inc.

    21 Hammond Rd, Rye, NY 10580
  • /20

    $245,000 Pending

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    6 Davis Ave Unit A42, Rye, NY 10580

    Nestled in a charming Tudor-style building in a quiet, residential neighborhood, this cozy one-bedroom, one-bath home bursts with character and charm. Located on the top floor, the private apartment features a combined living room and dining area with exposed brick accent walls, a large skylight and an open kitchen with newer appliances. The spacious bedroom includes a very deep closet as well as

    Jeannette Boccini Coldwell Banker Realty

    6 Davis Ave Unit A42, Rye, NY 10580
  • 5 White Birch Dr, Rye, NY 10580

    $2,500,000 Sold Jun 02, 2025

    • 2,394 Sq Ft
    • $1044/SF
    • 0 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1951

    5 White Birch Dr, Rye, NY 10580

    Nestled on a quiet tree-lined street in one of Rye’s most desirable neighborhoods - Hix Park - this beautifully maintained Colonial offers timeless curb appeal & contemporary comfort. A Belgian block-lined driveway and lush professional landscaping welcome you to the covered front entrance. Step inside to a sun-drenched interior featuring a dramatic 2-story entry, expansive windows &

    Katherine Irwin Houlihan Lawrence Inc.

    5 White Birch Dr, Rye, NY 10580
  • /44

    $2,100,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,032 Sq Ft

    27 Greenhaven Rd, Rye, NY 10580

    Set in the sought after Greenhaven neighborhood in Rye, NY, this beautiful Tudor-style home combines classic charm with modern comfort. From the moment you step inside, you'll notice the intricate architectural details and warmth that fill every corner of the beautiful house. The generous living room has a romantic ambiance and features wide plank wood floors, a stunning wood-burning fireplace,

    Catherine Fugazy Julia B Fee Sothebys Int. Rlty

    27 Greenhaven Rd, Rye, NY 10580
  • 1085 Boston Post Rd Unit 6, Rye, NY 10580

    $550,000 Sold Jun 02, 2025

    • 800 Sq Ft
    • $688/SF
    • 10 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1927

    1085 Boston Post Rd Unit 6, Rye, NY 10580

    Grab this one fast!! These units are a rare find that seldom come up for sale. The 10 unit co-op is 100% owner occupied, in the last 15yrs has never had an assessment or an increase in monthly maintenance, and in fact due to great financials, in 2024, the co-op lowered the maintenance! Move right into this stunning, sun-drenched ""in-town"" 2-bedroom co-op with 220 sqft of private storage area.

    Fiona Dogan Julia B Fee Sothebys Int. Rlty

    1085 Boston Post Rd Unit 6, Rye, NY 10580
  • /13

    $235,000 Pending

    • 1 Bed
    • 1 Bath
    • 583 Sq Ft

    6 Davis Ave Unit B12, Rye, NY 10580

    Step into this 1-bedroom coop in the heart of Rye, nestled within a charming prewar English Tudor building that exudes timeless elegance. Features high ceilings, hardwood floors and classic architectural details that add to its timeless appeal. Just moments from Rye’s vibrant downtown, Metro-North, shops, restaurants and the scenic waterfront, this is a rare opportunity to own in one of

    Marco Vasile Keller Williams NY Realty

    6 Davis Ave Unit B12, Rye, NY 10580
  • 63 Florence Ave, Rye, NY 10580

    $4,125,000 Sold May 28, 2025

    • 5,816 Sq Ft
    • $709/SF
    • 4 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2016

    63 Florence Ave, Rye, NY 10580

    A mahogany porch welcomes you to this captivating 5,816 sq ft Cedar Shake Colonial home located in Rye, this home is walking distance to school, train & Rye Golf. Built by Susan Cappelli (SAC Properties) and featuring custom millwork & beautiful craftsmanship in every room this home is detailed to perfection with high ceilings on all floors. The Living Room has a gas fireplace, Family Room has

    Nancy Lawton Houlihan Lawrence Inc.

    63 Florence Ave, Rye, NY 10580
  • /50

    $11,750,000 Pending

    • 9 Beds
    • 12 Baths
    • 11,236 Sq Ft

    19 Hilltop Place, Rye, NY 10580

    Nestled within the serene and secluded enclave of Hilltop Place in Rye, stands a magnificent property once the country retreat of Andrew Goodman, the former owner of Bergdorf Goodman. A true embodiment of 1920s elegance, this captivating Colonial masterpiece is a harmonious blend of classic charm and modern luxury, in a fully fenced and gated, completely private setting. The 9000+sq ft Main

    Donna McElwee Houlihan Lawrence Inc.

    19 Hilltop Place, Rye, NY 10580
  • 9 Brevoort Ln, Rye, NY 10580

    $1,700,000 Sold May 22, 2025

    • 3,195 Sq Ft
    • $532/SF
    • 11 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1974

    9 Brevoort Ln, Rye, NY 10580

    Welcome to this charming 4 bedroom center hall colonial nestled in the desirable Greenhaven section of Rye. First time on the market with only one owner this home embodies solid craftsmanship from its construction in 1974. While it awaits your personal vision & touch to restore it to its original glory the property promises the perfect canvas to create your dream home. As you step in the foyer

    Laura Olivier-Leva Compass Greater NY, LLC

    9 Brevoort Ln, Rye, NY 10580
  • /18

    $278,000 Pending

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    4 Peck Ave Unit 47A, Rye, NY 10580

    Newly renovated, bright and inviting, first-floor corner one-bedroom unit in the highly desirable Rye Colony in walking distance to metro-north and downtown Rye. Multiple windows provide natural light throughout. Freshly painted, new kitchen (stainless appliances, quartz countertops), new bathroom, new windows and blinds, hardwood floors throughout, and California closets providing excellent

    Liz Boucher Houlihan Lawrence Inc.

    4 Peck Ave Unit 47A, Rye, NY 10580
  • 53 Park Dr S, Rye, NY 10580

    $6,700,000 Sold May 22, 2025

    • 9,248 Sq Ft
    • $724/SF
    • 153 Days On Market
    • 6 Beds
    • 7.5 Baths
    • Built 1930

    53 Park Dr S, Rye, NY 10580

    Nestled within the prestigious grounds of Westchester Country Club, in Harrison, NY, this meticulously renovated and expanded 2012 Tudor-style residence seamlessly blends old-world charm with modern luxury. From the grand entry with stained-glass doors and intricate woodwork to the sunken living room with antique limestone fireplace and coffered ceilings, every detail speaks of craftsmanship and

    Margaret Grasso Berkshire Hathaway HS NY Prop

    53 Park Dr S, Rye, NY 10580
  • /27

    $1,799,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 3,024 Sq Ft

    526 Purchase St, Rye, NY 10580

    A timeless center hall Colonial, meticulously restored in 2013 from top to bottom, offering the perfect blend of classic elegance and modern convenience. Set on beautifully landscaped grounds reminiscent of a magazine spread, the property blooms with seasonal color year-round. A gracious entry hall with 9’ ceilings welcomes you, setting the tone for the sunlit formal living room featuring

    Christine Hazelton Houlihan Lawrence Inc.

    526 Purchase St, Rye, NY 10580
  • 18 Walker Ave, Rye, NY 10580

    $2,455,000 Sold May 21, 2025

    • 2,600 Sq Ft
    • $944/SF
    • 4 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2005

    18 Walker Ave, Rye, NY 10580

    Located on a quiet cul de sac in the desirable Glen Oaks neighborhood of Rye, this colonial home is a must see. The first level offers a spacious entry foyer which opens into the living room and has convenient access to the attached garage. The bright, eat-in kitchen is filled with natural light, thanks to french doors leading to the back patio. It seamlessly opens to the family room, creating

    Jennifer Reddington Compass Greater NY, LLC

    18 Walker Ave, Rye, NY 10580
  • /17

    $3,495,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 4,064 Sq Ft

    630 Forest Ave, Rye, NY 10580

    Welcome to your dream home, 630 Forest Avenue, Rye. This brand-new construction offers effortless living at its finest with high-end finishes, energy-efficient Geothermal heating and cooling, and an open-concept layout perfect for entertaining. The sun drenched kitchen is a chef's delight, featuring Sub Zero and Wolf appliances, quartz countertops, and a spacious island that seats 4 comfortably.

    Sandra Chittenden Julia B Fee Sothebys Int. Rlty

    630 Forest Ave, Rye, NY 10580
  • 4 Chamberlain St, Rye, NY 10580

    $3,900,000 Sold May 21, 2025

    • 4,954 Sq Ft
    • $787/SF
    • 17 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2014

    4 Chamberlain St, Rye, NY 10580

    Nestled in the heart of Rye’s sought-after neighborhood of Hix Park, this exquisite 2014 custom-built colonial seamlessly blends timeless craftsmanship with modern luxury. Designed with meticulous attention to detail, from its soaring 9’ ceilings and beautifully crafted millwork to the elegant wainscoting and coffered ceilings, all coming together to create an atmosphere of refined elegance. At

    Katherine Doherty Compass Greater NY, LLC

    4 Chamberlain St, Rye, NY 10580
  • /15

    $1,900,000 Pending

    • 6 Beds
    • 23 Baths
    • 3,307 Sq Ft

    238 Purchase St, Rye, NY 10580

    This legal side-by-side three-family property, with an attached two-car garage, driveway parking and backyard/patio space, is located on a corner lot near downtown Rye, shopping, Metro North, and schools. Left side: 2 bed, 1.5 bath duplex. Right side: 3 bed, 1.5 bath unit and a 1 bed, 1 bath unit with access to finished attic space. Access to patio and backyard space and garage/parking.

    Lucille Venia William Raveis-New York LLC

    238 Purchase St, Rye, NY 10580
  • 169 Milton Rd, Rye, NY 10580

    $6,929,000 Sold May 19, 2025

    • 7,297 Sq Ft
    • $950/SF
    • 4 Days On Market
    • 7 Beds
    • 6.5 Baths
    • Built 1884

    169 Milton Rd, Rye, NY 10580

    Welcome to 169 Milton Road, a once-in-a-lifetime opportunity to own one of Rye’s most iconic properties once known as the sea captain's house. This home offers an unparalleled lifestyle in a sought after, walk-to-all location. The elegant 7-bedroom home is set on a sprawling one-acre lot, offering both historical charm and modern sophistication. The property underwent a significant transformation

    Kimberly Arenas Compass Greater NY, LLC

    169 Milton Rd, Rye, NY 10580
  • /35

    $1,198,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,703 Sq Ft

    343 Rye Beach Ave, Rye, NY 10580

    Rich in charm and character, this is the home you’ve been waiting for. Follow the brick path to a covered front porch and step into this rare beachside cedar shake center hall Colonial, brimming with curb appeal. Discerning buyers will appreciate the private beach access and the prime location in one of Rye’s sought-after neighborhoods. This home blends timeless features with elegance, comfort,

    Iris Kalt Berkshire Hathaway HS NY Prop

    343 Rye Beach Ave, Rye, NY 10580
  • 3 Ormond Place, Rye, NY 10580

    $2,075,000 Sold May 19, 2025

    • 2,268 Sq Ft
    • $915/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    3 Ormond Place, Rye, NY 10580

    A rare opportunity to own a home in Rye’s highly sought-after Milton Point Peninsula. This meticulously updated Tudor home offers a perfect mix of old-world charm and modern sophistication. As you enter, you’re welcomed by an expansive living room with high ceilings, beautiful wood exposed beams, an impressive gas fireplace, and oversized windows that bathe the space in warm, southern

    Aric Wiser Douglas Elliman Real Estate

    3 Ormond Place, Rye, NY 10580
  • /34

    $1,895,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,439 Sq Ft

    9 Grapal St, Rye, NY 10580

    This tastefully and spectacularly renovated & expanded home perfectly blends timeless Americana charm with modern luxury in a fabulous near-town location. Behind the white picket fence, you'll find impeccable curb appeal with a manicured lawn, lush landscaping, and an inviting front porch that sets the tone for what’s inside. Step through the front door to discover exquisite finishes, custom

    Mary Kmetz Houlihan Lawrence Inc.

    9 Grapal St, Rye, NY 10580
  • 17 Hook Rd, Rye, NY 10580

    $3,850,000 Sold May 14, 2025

    • 4,208 Sq Ft
    • $915/SF
    • 6 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1958

    17 Hook Rd, Rye, NY 10580

    Nestled on a quiet cul-de-sac with stunning backyard water views, this gracious 6-bedroom, multi-level home represents sophisticated modern country living – Rye style! Situated on nearly an acre of land and close to downtown Rye, the property is thoughtfully designed to embrace its inherent natural beauty. The house has a wonderful flow offering spacious areas for both entertaining and private

    Maureen Skrilow William Raveis-New York LLC

    17 Hook Rd, Rye, NY 10580
  • /36

    $369,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    3 Peck Ave Unit 313A, Rye, NY 10580

    Welcome Home to Rye Colony! Don't miss this beautiful updated Two Bedroom One Bath Townhouse-style co-op in Rye City School District. Spacious sun-filled living room with dining area, hardwood floors and new windows. Updated kitchen features granite counter tops with stainless steel appliances and a door that leads to a deck. Perfect spot to enjoy your morning coffee or sit and read your favorite

    Laurie Burns Houlihan Lawrence Inc.

    3 Peck Ave Unit 313A, Rye, NY 10580
  • 25 Glen Oaks Dr, Rye, NY 10580

    $2,795,000 Sold May 12, 2025

    • 3,368 Sq Ft
    • $830/SF
    • 152 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2024

    25 Glen Oaks Dr, Rye, NY 10580

    Designed and built by local premier builder, Georgio Home, this 5 bed, 4.5 bathroom 3300+ sqft new construction home is an opportunity not to be missed. Located in the Glen Oaks neighborhood of Rye, this home backs to a private dead end cul-de-sac, while also offering walkability to Osborn elementary, the Harrison train station/downtown, and Rye Golf/Pool. The open concept floor plan with an

    Chelsea Georgio Compass Greater NY, LLC

    25 Glen Oaks Dr, Rye, NY 10580
  • /46

    $1,699,000 Pending

    • 3 Beds
    • 3 Baths
    • 3,266 Sq Ft

    9 John Jay Place, Rye, NY 10580

    Perfectly nestled on a tranquil cul-de-sac in the highly desired Greenhaven section of Rye, this home sits within a quiet, peaceful, and walkable neighborhood known for its tree-lined streets and strong sense of community. This stunning 3-bedroom, 3-bathroom colonial ranch residence lives like a 5-bedroom home, offering unparalleled privacy and effortless luxury.Gleaming hardwood floors lead from

    Tulay Erdem Christie's Int. Real Estate

    9 John Jay Place, Rye, NY 10580
  • 66 Milton Rd Unit C21, Rye, NY 10580

    $560,000 Sold May 11, 2025

    • 900 Sq Ft
    • $622/SF
    • 17 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1929

    66 Milton Rd Unit C21, Rye, NY 10580

    Welcome to Blind Brook Lodge, where timeless elegance meets modern convenience, right in the heart of Rye City. This light filled 2 bedroom, 1 bathroom unit boasts a wood burning fireplace, built-in book shelves and a custom window seat over looking the courtyard with iconic summer fountain. This unit features many unique architectural details such as custom wood shutters, marble window sills,

    Annalise Stack Compass Greater NY, LLC

    66 Milton Rd Unit C21, Rye, NY 10580

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