Homes for Sale near Rye High School

Welcome to 2025 luxury living in the highly desirable, sidewalk-lined Glen Oaks neighborhood—where lifestyle meets convenience. Walk to the Metro North train station, bike to Osborn School, or stroll over for a swim or round of golf at Rye Golf Club & Pool from this beautifully crafted 5-bedroom, 4.5-bath home offering approx. 4,000 sq ft of thoughtfully designed living space. Built with

Lisa Murphy Houlihan Lawrence Inc.

Stunning New Construction with Luxury Finishes in Prime Rye LocationThis exquisite brand-new construction blends timeless elegance with modern comfort, offering 5 spacious bedrooms and 4.5 luxurious baths across a thoughtfully designed open floor plan. Situated on a private street just a 10-minute walk to the train, the charming town of Rye, Rye Arts Center, parks, and the award-winning

Susan O'Brien Houlihan Lawrence Inc.

A sophisticated new build with a timeless design! Nestled on a beautifully landscaped .17-acre setting, this stunning new construction by acclaimed local builder Paul Varsames blends classic Colonial architecture with a modern, airy vibe. Offering 6 bedrooms and 6 full baths across 4,621 square feet, including a fully finished lower level, this home is designed for today’s lifestyle. Step inside

Joan O'Meara Houlihan Lawrence Inc.

Fantastic new home in Rye on a cul-de-sac, centrally located close to schools, parks, beaches, and town. This home features an open floor plan including an eat in kitchen with large center island, family room with fireplace and sliding glass doors to a blue stone patio with an outdoor kitchen and private backyard. Living room, dining room, mud room and powder room complete the main level. The

Joseph Stilo Julia B Fee Sothebys Int. Rlty

New Construction in the city of Rye on a beautiful dead end street in the desirable Glen Oakes neighborhood of Rye. This new home features an open floor plan including a spacious kitchen with a large center island, butlers pantry, family room with fireplace, living room, dining room, mud room and powder room complete the first floor. The second floor has a great primary suite with a vaulted

Joseph Stilo Julia B Fee Sothebys Int. Rlty

Welcome to your luxury new-construction home at 50 Franklin Avenue in the highly sought-after Rye Gardens neighborhood. Meticulously designed and custom-built by The Red Diamond Group, this ~4,525 square foot residence offers an exceptional blend of classic elegance and modern functionality. An open-concept layout and soaring 10-foot ceilings on the main level provide an ideal setting for both

Kory Borenkoff R2M Realty Inc

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.

Classic Colonial charm meets modern comfort in this beautifully maintained Rye City home, set on a landscaped property and custom built in 1999 by the current homeowner. Thoughtfully designed and lovingly cared for, the home offers both elegance and practicality. The first floor boasts a sun-filled formal living room with a gas fireplace, a spacious dining room ideal for gatherings, and a true

Christine Hazelton Houlihan Lawrence Inc.

Welcome to this bright and beautifully updated second floor corner unit located in the highly sought-after Rye Colony community. Situated near the cul-de-sac at the center of the complex, this charming home offers both comfort and convenience. Thoughtfully maintained, the unit features a delightful front patio - perfect for relaxing, a private attic- ideal for additional storage and lovely views

Nancy Everett Houlihan Lawrence Inc.

Convenience, Curb Appeal, Character--14 Mendota Avenue truly has it all! Step into a piece of Rye’s rich history with this enchanting 6-bedroom, 3.1-bath home set on a park-like .30 acre lot and offering approx. 3841 sq ft of timeless charm and character. Believed to be originally built in 1790 as a tavern on Boston Post Road, and relocated to its current magical neighborhood setting in the

Lisa Murphy Houlihan Lawrence Inc.

Step into the crown jewel of Rye’s St. Regis Residences - this exclusive Penthouse Suite is one of the largest and most prestigious homes in this premier 55+ gated community. Live an exquisite lifestyle with refined interiors and access to 5-star amenities, all backed by the legendary St. Regis service. Inside is spectacular – 3,108 sq ft of light-filled luxury with wraparound windows, sweeping

Wendy Alper Julia B Fee Sothebys Int. Rlty

Discover elevated living in this top-floor penthouse at the St. Regis Residences of Rye, Westchester’s premier 55+ luxury community. Situated in the sought-after C building, one of only two four-story buildings, this exceptional residence offers a covered balcony with serene views of the beautifully landscaped courtyard, providing unmatched privacy and sophistication.The open, sun-filled

Kim Formon Julia B Fee Sothebys Int. Rlty

Accepted offer. No more showings ** Please submit highest and final offers by Tuesday September 9th at 3:00 PM**Welcome to Rye Wood Gardens! This lovely, sun drenched 2 bedroom, one full bath condo, on the second floor, is in a quiet residential neighborhood in the heart of Rye. Freshly painted with hardwood floors and stainless steel appliances. The unit includes laundry room and private

Mary Ellen Gramolini Coldwell Banker Realty

Newly renovated house with large rustic backyard and within 5 minutes to LIRR station and downtown City of Rye............New oak wood floors, sunroom, new appliances, new windows, resurfaced BBQ area and driveway, new split A/C units. Excellent nearby school.

Valerie Goode Colony Realty

A gem of a recently built two-family home within half a block to Long Island Sound and Rye's beach, park and waterfront restaurant.Wonderful waterviews from frontConvenient bedroom and bath on first floor of each apt.Back townhouse has additional 'finished storage' in basementFront townhouse has future finishing potentialWithin easy walk to Elementary School. marina, beach,

Michele Flood Coldwell Banker Realty

Settle Estate. Plant your roots in this quaint City of Rye, this charming red Ranch cape with fairy tale feel is the perfect opportunity. Home sits on .13 acresoffers eat- in -kitchen, living room with beautiful stone fireplace, dining room, primary bedroom, bedroom, bedroom, full bath on first levelsecond level loft/office. Plumbing in for second bath. Front entry or side entry leads to

Kathleen Zaccagnino Rye Port Real Estate, Inc.

Timeless Charm Meets Modern Elegance – Fully Renovated in 2025-Nestled in the heart of prestigious Rye, NY, this beautifully renovated home blends classic character with sophisticated modern updates. Bathed in natural sunlight, the open-concept living area highlights pristine white cabinetry and striking granite countertops, creating a kitchen that’s both functional and stunning perfect for

MaryAnn Giacobbe Houlihan Lawrence Inc.

Sunny and open 1 Bed 1 Bath Co-Op In "The Garden's" Complex Located In Highly Sought After Neighborhood of Rye. Large amounts of closet space and spacious living room and bedroom. Close to Metro-North Train, Bee-line Bus, Local Shops, Restaurants, Parks, Beach, and Rye’s Golf Course.

Jason Platzner Platzner International Group

An opportunity for you to live in Rye NY and experience all that it has to offer at an affordable price. Step into this one level living completely updated studio like one bed, 1.5 bath co-op in the heart of Rye NY. This unit offers sunlight, tasteful updates, brand new stainless steel kitchen appliances, and the convenience of assigned parking right outside of the unit. Step inside the bedroom

Alyssa Carbone Howard Hanna Rand Realty

You can't get more convenient than this in such an idyllic neighborhood setting! Perfect close to town location, a 6 minute walk to the Rye train station, downtown shops and restaurants, the Apawamis Club and Rye Country Day School. The rare neighborhood setting that is truly a short stroll to it all. This inviting home is set on a private .20 acre lot in the heart of the attractive Indian

Lisa Murphy Houlihan Lawrence Inc.

Four bedrooms and a fenced backyard in one of Rye City's most sought-after neighborhoods. Welcome to 504 Milton Road, a meticulously updated colonial near award-winning Milton School, Rye Middle School, Rye Town Park, Oakland Beach, Rye Marina, with private clubs, downtown shopping and commuter trains close by. Inside you'll find a delightful open plan kitchen with stainless steel appliances,

Jason Mehler William Raveis-New York LLC

Welcome to this bright and charming 4-bedroom Colonial, also available for rent/Possible long term for additional fee, 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 living room with fireplace, a dedicated home office/den, formal dining room and a sunny playroom, making

Connie Stetler William Raveis-New York LLC

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

Located in a prized Rye Beach location, this beautifully reimagined Tudor-style home masterfully blends historic character with striking modern design. A sleek, charcoal-stained cedar addition introduces clean lines and bold contrast to the meticulously restored stucco and timber facade. Inside, natural light floods the interiors, anchored by a dramatic glass-enclosed stairwell that bridges the

Jennifer Baldinger Julia B Fee Sothebys Int. Rlty

This immaculate Two Family Home with separate garage shows like new! Appealing corner location!Beautifully & thoughtfully landscaped.Move right into either apt and rent out the other one!The 4 bedroom apt is a spacious townhouse with bonus office...plus spacious room in lower level with side entrance.The first level 3 bdrm apt with its New HVAC system, includes staircase to

Michele Flood Coldwell Banker Realty

Prime Mixed-Use Investment in the Heart of Rye!Exceptional 11-unit mixed-use property located steps from the Metro-North Rail Station. Fully occupied and income-producing, this turnkey asset features 5 commercial spaces and 6 residential units. Situated in one of Westchester's most dynamic and walkable downtowns, this building offers unbeatable visibility and convenience. Impeccably maintained,

Michael Castellano Gilcrest Properties

Welcome to Manursing Island, an idyllic coastal year around resort-like community. Offering Rye City's only 24hr guard-gated security, experience one of Rye's most exclusive neighborhoods yet only 5 minutes to beach clubs, train, town, schools and major highways. Masterfully designed and meticulously constructed by a well known local architect, Paul Benowitz, this breathtaking waterfront

Ellen Stern Julia B Fee Sothebys Int. Rlty

This 3Brs/2Baths Colonial with it's original charm located in a prime location of Rye. Very close to Marinas, Shore clubs, LI Sound, Rye Town, Summer Camps, Oakland Beach and Pool, Shopping, Restaurants, walking Trails, Rye Golf Course, and close to the Train Station for easy commune to NYC. Home is equiped with C/Vac and Generac generator and the attached Greehouse is a gardner's dream. Also the

Alissa Salvatore CENTURY 21 ROYAL

Rare waterfront opportunity offering both sunrise, sunset and a protected deep water dock! Enjoy panoramic vistas providing an incredible array of breathtaking water views. Perfectly situated, protected, bucolic 2.58 acres of natural beauty and over 200 feet of direct harbor waterfront. Whether you choose to renovate, build anew or pursue subdivision potential, explore the optionality. Site plan

Ellen Stern Julia B Fee Sothebys Int. Rlty

Welcome to 13 Kirby Lane, one of Rye’s most admired and iconic waterfront estates. Situated on 2.36 private acres with nearly 300 feet of water frontage, this historic property combines timeless elegance with an unmatched coastal lifestyle.The main residence, a stately manor recognized by the Rye Historical Society, offers grand-scale living with soaring ceilings, five fireplaces, and

Michael McCooey Compass Greater NY, LLC

Move right into this 1 bedroom, 1-bathroom, 2nd floor Condo, located in the Purchase Street Rye Cliff Condominium Development, w/ Lr/Dr, terrace and 1-car garage/storage. Renovated w/ new designer kitchen, quartz counter and stainless-steel appliances, new bathroom, new/re-furbished flooring, fresh paint, etc. Close to local shopping, transportation and parkways. Don’t miss out on this

Todd Yovino Island Advantage Realty LLC