Just north of New York City, Westchester County is a picturesque and vibrant area that blends the charm of suburban living with easy access to the hustle and bustle of Manhattan. Known for its lush landscapes, historic villages, and family-friendly neighborhoods, Westchester offers a unique blend of tranquility and sophistication. It’s a place where tree-lined streets, historic homes, and top-rated schools make it an ideal location for families, while its cultural offerings and dining scene attract young professionals and retirees alike.
With a rich history that dates back to the early colonial period, Westchester has grown from small agricultural settlements into a collection of thriving towns and villages. Each community has its own distinct character, from the quaint and artsy vibe of Katonah to the cosmopolitan feel of White Plains. What makes Westchester truly special is its ability to offer something for everyone—whether you’re looking for a close-knit community, top-tier schools, or a quick commute to NYC, Westchester delivers.
This guide will take you on a journey through the best that Westchester has to offer, from its scenic parks and cultural hotspots to its diverse dining options and thriving real estate market. As you explore, you’ll see why so many people are proud to call Westchester home.
Westchester is a haven for outdoor enthusiasts, culture lovers, and families alike. Whether you’re looking for a peaceful hike, a day of shopping, or a night out at the theater, you’ll find plenty to keep you busy.
Hiking and Nature Walks: Westchester is home to a variety of beautiful parks and nature preserves, perfect for hiking, picnicking, and bird watching. Rockefeller State Park Preserve in Pleasantville offers miles of carriage roads winding through woodlands, wetlands, and meadows, providing a serene escape from city life. Ward Pound Ridge Reservation, the county’s largest park, boasts over 4,000 acres of trails, campgrounds, and fishing spots.
Kykuit, The Rockefeller Estate: Nestled in Sleepy Hollow, this historic estate offers stunning views of the Hudson River and is surrounded by beautifully manicured gardens. A tour of the estate gives visitors a glimpse into the life of one of America’s most famous families, as well as access to an impressive collection of art and antiques.
Rye Playland: For a fun-filled day with the family, head to Rye Playland, an iconic amusement park that’s been delighting visitors since 1928. With its vintage rides, boardwalk, and beach, Playland is a nostalgic destination that’s perfect for kids and adults alike.
Hudson River Walkway: Stretching along the river from Yonkers to Peekskill, the Hudson River Walkway offers stunning views of the water and the Palisades. It’s an ideal spot for a leisurely stroll, bike ride, or even a picnic with a scenic backdrop.
Teatown Lake Reservation: Located in Ossining, this 1,000-acre nature preserve is a local treasure, offering a variety of programs and events throughout the year. The trails here are perfect for all skill levels, and the nature center provides educational exhibits for visitors of all ages.
Caramoor Center for Music and the Arts: Situated in Katonah, Caramoor is a world-renowned cultural venue that hosts a variety of music performances, from classical to jazz, in a picturesque garden setting. The summer music festival is a highlight, attracting visitors from all over the region.
Tarrytown Music Hall: One of the oldest theaters in Westchester, Tarrytown Music Hall offers a diverse lineup of concerts, films, and live performances. The beautifully restored venue is a cultural landmark and a must-visit for those who appreciate the arts.
Hudson Valley Center for Contemporary Art: Located in Peekskill, this dynamic arts center showcases contemporary works by emerging and established artists. The rotating exhibitions and events make it a vibrant hub for the local arts community.
Lyndhurst Mansion: This Gothic Revival mansion in Tarrytown is a National Historic Landmark, offering a glimpse into the Gilded Age. The estate’s sprawling grounds and stunning architecture make it a popular destination for history buffs and architecture enthusiasts.
Golfing: Westchester is home to some of the most prestigious golf courses in the region, including the Westchester Country Club in Rye and Sleepy Hollow Country Club in Scarborough. Whether you’re a seasoned golfer or a novice, you’ll find courses that challenge your skills while offering beautiful views.
Shopping: From the high-end boutiques of The Westchester in White Plains to the charming local shops in towns like Chappaqua and Scarsdale, Westchester offers a wide range of shopping experiences. You can spend a day exploring the unique stores and finding one-of-a-kind items.
Wine Tasting: Westchester is just a stone’s throw from the Hudson Valley’s wine country. Visit local wineries like Brotherhood Winery or take a short drive to explore the many vineyards along the Shawangunk Wine Trail.
Seasonal Festivals: Throughout the year, Westchester hosts a variety of festivals that celebrate everything from local produce to the arts. The Yorktown Grange Fair, Sleepy Hollow’s Haunted Hayride, and the Pleasantville Music Festival are just a few examples of the community spirit that thrives here.
Westchester’s dining scene is as diverse as its residents, offering everything from casual eateries to fine dining establishments. Whether you’re in the mood for farm-to-table cuisine, international flavors, or classic American fare, you’ll find something to satisfy your cravings.
Blue Hill at Stone Barns: Located in Pocantico Hills, Blue Hill is a must-visit for foodies. Set on a working farm, this Michelin-starred restaurant offers a unique farm-to-table dining experience, with a menu that changes daily based on the freshest ingredients available. The immersive experience includes a tour of the farm, where you can see firsthand where your meal is sourced.
The Inn at Pound Ridge by Jean-Georges: This elegant restaurant in Pound Ridge combines rustic charm with sophisticated cuisine. Helmed by world-renowned chef Jean-Georges Vongerichten, the menu features seasonal dishes crafted from locally sourced ingredients. The cozy yet refined atmosphere makes it perfect for a special occasion.
X2O Xaviars on the Hudson: Situated on the Yonkers waterfront, X2O offers breathtaking views of the Hudson River along with an inventive menu that blends global flavors with classic techniques. The restaurant is housed in a striking, glass-walled building, providing a dining experience that is both visually and gastronomically stunning.
Walter’s Hot Dogs: A Westchester institution, Walter’s Hot Dogs in Mamaroneck has been serving up their famous split hot dogs since 1919. The unique blend of beef, pork, and veal, paired with their signature mustard, has earned Walter’s a cult following.
The Cookery: Located in Dobbs Ferry, The Cookery is a neighborhood favorite known for its creative, Italian-inspired dishes. The menu features a mix of comfort food and innovative takes on classic dishes, all served in a relaxed, welcoming atmosphere.
Saxon Woods Grill: This casual eatery in White Plains is perfect for a laid-back meal with family or friends. Known for their hearty burgers and refreshing salads, Saxon Woods Grill offers a cozy dining experience in a setting that feels like home.
Purdy’s Farmer & The Fish: Situated in North Salem, this farm-to-table restaurant focuses on sustainable seafood and locally sourced produce. The rustic yet elegant setting, combined with the freshest ingredients, makes it a must-visit for anyone who appreciates good food and a commitment to sustainability.
La Panetière: For a taste of France in the heart of Westchester, La Panetière in Rye offers a fine dining experience that transports you to the French countryside. The menu features classic French dishes, beautifully presented and paired with an extensive wine list.
Little Drunken Chef: This eclectic restaurant in Mount Kisco offers a menu that blends flavors from around the world, with a focus on tapas-style dishes. The vibrant atmosphere and creative cocktails make it a popular spot for a night out.
MP Taverna: Located in Irvington, MP Taverna brings the flavors of Greece to Westchester. The menu features modern takes on traditional Greek dishes, with a focus on fresh, bold flavors. The lively atmosphere and riverside location make it a great spot for a meal with friends.
Westchester’s real estate market is as varied as its communities, offering everything from historic estates to modern condos. Whether you’re looking for a family-friendly neighborhood, a luxury estate, or a charming village home, Westchester has something to suit every taste and budget.
Colonial Homes: One of the most popular architectural styles in Westchester, Colonial homes are known for their symmetry, classic lines, and timeless appeal. These homes often feature spacious interiors, large yards, and traditional layouts, making them ideal for families.
Tudor Revival: For those who appreciate old-world charm, Tudor-style homes are a common sight in Westchester, particularly in areas like Bronxville and Scarsdale. These homes are characterized by their steeply pitched roofs, decorative half-timbering, and leaded glass windows, offering a distinctive, storybook appearance.
Modern and Contemporary Homes: In contrast to the traditional styles, Westchester also boasts a number of modern and contemporary homes, particularly in newer developments. These homes often feature open floor plans, large windows, and sleek, minimalist designs.
Historic Homes: Westchester’s rich history is reflected in its housing stock, with many homes dating back to the 18th and 19th centuries. Towns like Irvington, Sleepy Hollow, and Bedford are known for their well-preserved historic homes, which offer a unique blend of character and modern amenities.
Westchester’s real estate market is diverse, with property values varying widely depending on location, size, and style. Generally, Westchester is known for its affluent communities, though there are options available for a range of budgets.
Luxury Estates: In towns like Scarsdale, Bronxville, and Purchase, luxury estates can range from $3 million to over $10 million. These properties often feature large lots, state-of-the-art amenities, and prime locations.
Suburban Homes: The majority of Westchester’s housing market consists of suburban homes, with prices typically ranging from $700,000 to $2 million. These homes are popular with families, offering spacious layouts, access to top-rated schools, and close-knit communities.
Condos and Townhomes: For those seeking a lower-maintenance lifestyle, Westchester also offers a variety of condos and townhomes, particularly in urban areas like White Plains and New Rochelle. Prices for these properties typically range from $300,000 to $1 million, depending on size and location.
Westchester is home to some of the best public and private schools in the country, making it a top choice for families. Towns like Scarsdale, Edgemont, and Chappaqua are particularly known for their excellent school districts, which consistently rank among the best in New York State.
Transportation is another key benefit of living in Westchester. The Metro-North Railroad provides convenient access to Manhattan, with express trains from towns like White Plains, Bronxville, and Tarrytown getting you to Grand Central Terminal in under 40 minutes. Additionally, major highways like I-87 and the Saw Mill River Parkway make commuting by car easy.
Local amenities in Westchester are abundant, with plenty of shopping, dining, and recreational options available. From upscale shopping malls like The Westchester to charming downtown areas filled with boutique stores, you’ll find everything you need close to home.
At The Masters Division at Nest Seekers International, we understand the intricacies of the Westchester real estate market. Whether you’re buying or selling, our team of local experts is here to guide you through the process, ensuring that you find the perfect property to meet your needs.
Westchester County offers a unique blend of suburban tranquility and urban convenience, making it one of the most desirable places to live in the New York metro area. Whether you’re drawn by the top-rated schools, the diverse dining scene, or the beautiful natural surroundings, there’s something for everyone in Westchester.
If you’re considering making Westchester your home, The Masters Division at Nest Seekers International is here to help. Our team of local experts is ready to assist you in finding the perfect property to suit your needs. Contact us today to schedule a tour or to learn more about what makes Westchester such a special place to live.