Sleepy Hollow Real Estate Search

Sleepy Hollow Properties for Sale

Our website features the best Sleepy Hollow real estate search for homes, condo, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Sleepy Hollow Properties for Sale

Avg. No of Beds
Avg. No of Baths
Avg. Living Ft2
Avg. Listing Price
Cost per ft2
Days on Market

Curious about what’s happening in the Sleepy Hollow real estate market? Sign up for a  Sleepy Hollow Real Estate Market Report to see what’s active, under contract, and sold!

Newest Sleepy Hollow Properties for Sale

$369,900
2 Beds 1 Baths H6269524 MLS
A spacious driveway awaits your arrival to explore this cozy cottage conveniently located on the Orange / Ulster County line. I-84, 87 and the Newburgh Beacon Bridge are just minutes away for shopping, restaurants or an easy commute. The Hudson Valley's famous Rail Trails and Farm Markets can be reached in under a 20 minute scenic country drive. Find serenity in your own backyard full of colorful Tulips and Rhododendrons in Spring, lush Perennial Gardens and lovingly maintained mature Trees and Shrubs in Summer. Privacy is provided naturally by the bright yellow blooms of Forsythia bushes surrounding the property. Harvest Chestnuts for roasting in the Fall from the ancient Chestnut Tree near the capacious backyard shed. The kitchen and dining area is a magnetic space for entertaining and conversation filled with natural light most of the day and mood lighting in the evening for an inviting atmosphere. There's plenty of room and soft morning light in the spacious bathroom featuring two sinks, shower and a jet tub for soaking your stress away. In the living room, large picture windows facing the front yard view Songbirds filling branches of the great big Oak Tree with spectacular Winter sunsets as a backdrop. The master bedroom holds space for a king size bed comfortably and has two closets. But for the best spot in the house to fall asleep to Summer sounds of Katydids and Firefly shows is the second bedroom / office viewing the surrounding woods. If you feel like escaping into your own private club, there's a bonus room downstairs perfect for celebrations or quiet movie nights at home. This cherished home is now waiting to make new memories with you.

139 Old South Plank Road, Walden

$2,195,000
5 Beds 5 Baths 3506437 MLS
Prepare to be swept away by the epitome of waterfront living in the highly coveted Mill Neck Estates. With your very own private beach access, this exquisite sanctuary offers a unique opportunity to embrace waterfront living at its finest. Gaze out from any of the three levels, and be enchanted by the ever-changing views of Mill Neck Creek. As you step inside, the open layout unfolds before you, creating a vibrant atmosphere that's perfect for entertaining. Fabulous views surround the formal living room to the Chef's Kitchen. New Stainless Steel Appliances, ample cabinet space and an inviting center island make this the true heart of the home. Step outside from the main level to a panoramic perch that allows you to savor the waterfront's ever-changing beauty. For more outdoor entertainment, the covered patio below offers a secluded retreat. The primary ensuite boasts soaring ceilings and a private balcony that serves as your personal front-row seat to awe-inspiring sunrises and sunsets. With a total of five bedrooms, each featuring walk-in closets, and 4.5 bathrooms, this home effortlessly combines style with functionality. Private beach, kayak racks and mooring rights elevate your waterfront experience. Bonus 1,000-gallon propane tank to support full home generator, gas cooking, electric fireplace and fire pit. Every day here could feel like a vacation, where the harmony of the water and the luxury of your surroundings transport you to a world of leisure and delight. This is not just a home; it's a lifestyle.

702 Sound View Road, Oyster Bay

$365,000
3 Beds 1 Baths H6270221 MLS
Situated among the tranquil streets of Carmel, New York, a refreshing find awaits. This one-level, affordable home offers a simpler, more economical way of life. Step through the front door, and you'll discover a world of charm and convenience. As you enter, you're greeted by a spacious living room, inviting you to relax and unwind. The smooth layout effortlessly flows into a large eat-in-kitchen, complete with plenty of counter and cabinet space. But that's not all; slide open the glass doors, and you'll find yourself on an enormous covered deck. Here, you can bask in the beauty of nature, relish outdoor dinners, immerse yourself in a good book, or entertain friends and family under the open skies. Back inside, you'll see a delightful dining room, where you will create cherished memories over meals with loved ones. A full bath and three nicely-sized bedrooms complete the interior, offering you ample space and coziness. But the grace of this property doesn't end there. It boasts a vast basement, perfect for a recreation room or home office. There's even a workshop and laundry space, ensuring your practical needs are easily met. There are so many added benefits including a driveway with a garage providing plenty of parking, an easy entrance to the home for those who prefer to avoid stairs, plus central air too! As you walk outside again, you'll be greeted by a wonderful backyard, offering abundant areas to savor the great outdoors. This property is part of a beautiful lake community, where you can indulge in activities like canoeing, fishing, and gazing upon scenic sights. The sense of peace and serenity is unmatched on this sweet, quiet street. In addition to these excellent qualities, this amazing place is conveniently located near shopping centers, major highways, and great dining options. Anything you might need is within reach. For those who wish for access to New York City, it's just an hour's drive and the train station is less than 15 minutes away. This is a rare find, one of a kind! Don't let the opportunity slip through your fingers. Embrace the simplicity, serenity, and affordability of 34 Woodstock Road in Carmel, NY, and make it your forever home today.

34 Woodstock Road, Carmel

$1,199,000
6 Beds 6 Baths H6269960 MLS
Welcome to the Carvey-Gatfield house, a stunning c. 1800 Federal style farmhouse nestled in the charming town of Cornwall, NY. Steeped in history and listed on the National Register, this remarkable property boasts not only a immaculately and thoughtfully preserved main house but also two one-bedroom cottages and a spacious two-story barn with endless potential. Step inside the main house and immerse yourself in the timeless elegance of this well-preserved gem. With a side-hall plan, pocket doors, wood floors, and original stair railings, every corner exudes the charm of its post-Revolutionary origins. The large country kitchen is a true highlight, ideal for hosting unforgettable gatherings. Warmth and character radiate from the 5 fireplaces (two working) and a cozy pellet stove, offering comfort on chilly evenings. Imagine relaxing on the outdoor stone patio, surrounded by lush landscaping and breathtaking mountain views. And don't forget to explore the small waterfall and admire the beauty of the stone walls that grace this serene oasis. The additional rental cottages provide excellent income potential or flexibility for extended family living arrangements. The barn opens up a world of possibilities convert it into an artist's studio, a workshop, or simply use it for ample storage. Situated on 2.5 acres in a highly sought-after area, this property offers both tranquility and convenience. You'll find yourself within easy reach of schools, shopping centers, and recreational facilities. Don't miss your chance to own a piece of history while enjoying modern comfort and unique architectural features.

375 Angola Road, Cornwall

$525,000
4 Beds 3 Baths H6267813 MLS
Nestled within the serene beauty of Hudson Valley, 21 Applewood Court is a captivating 4-bedroom, 2.5-bath colonial home that defines gracious living. Set on a sprawling 3-acre estate, this 2,688 square foot residence offers not only space but also stunning west-facing sunsets that paint the sky in breathtaking hues. As you step inside, you'll be greeted by an inviting open layout that effortlessly flows from room to room. The formal dining room provides an elegant space for gatherings, while the living room is perfect for relaxation and entertainment. The ground floor offers a versatile den or bedroom, accommodating your lifestyle needs. The heart of the home is a fully remodeled kitchen that will inspire your inner chef. Modern and thoughtfully designed, it features top-of-the-line appliances, stylish finishes, and ample space for culinary creativity. Mudroom, pantry and a spacious garage add to the home's functionality. Ascending to the second floor, you'll find three spacious bedrooms, each offering comfort and charm. The primary bedroom suite is a true retreat, complete with an ensuite primary bathroom for your personal oasis. The full unfinished basement is open to the imagination with plenty of space for storage, a game room, in-home gym, and more! Outdoor living is equally impressive, with an oversized, no-maintenance Trex deck that's perfect for enjoying the beauty of the surrounding landscape. This exceptional property is situated at the end of a tranquil dead-end street, offering the ultimate in privacy and peacefulness. 21 Applewood Court is more than just a home; it's an opportunity to embrace the Hudson Valley lifestyle at its finest. Don't miss the chance to make this remarkable colonial your own. Come experience the magic of 21 Applewood Court today!

21 Applewood Court, Clintondale

$1,950,000
5 Beds 4 Baths H6200015 MLS
Welcome to your dream home in highly sought-after Briarcliff Manor! Stunning 5-bed, 5710 sq ft residence sits gracefully on a sprawling 1.4-acre landscaped lot, offering a perfect blend of luxury, tranquility, and convenience. Be captivated by the meticulous attention to detail and the harmonious flow of space and light, enhanced through oversized windows and the strategic use of frosted pocket glass doors. Every aspect of this home was re-designed and renovated by award-winning architects and the designer/homeowner. The heart of the home is the open gourmet kitchen, featuring top-of-the-line appliances, endless counter space, and exquisite finishes. Entertain friends in the enormous recreation room, surrounded by glass doors that seamlessly blend indoor and outdoor living. The first floor includes a guest suite, laundry room, custom mudroom, and the first of two offices. The luxurious primary suite is a true oasis, boasting an incredible custom closet and office space. Unwind in front of the fireplace or step onto the deck overlooking breathtaking sunset views. Outside, the flat and usable 1.4 acre lot beckons you with its lush perennial flowers, mature trees, vegetable garden, and stone fire pit. Located on a quiet cul-de-sac within the top-ranked Briarcliff Manor school district. Scarborough train station is just 5 minutes away for an easy commute to NYC. Don't miss the opportunity to make this Briarcliff Manor gem your own. Schedule a tour today and experience the epitome of luxurious living in a truly idyllic setting.

7 Nichols Place, Briarcliff Manor

$499,990
2 Beds 1 Baths 3506409 MLS
Welcome To This Spacious Home With Room For Many Possibilities. This Ranch-Style Property Offers A Unique Opportunity, As It Can Be Easily Converted Into A Three-Bedroom Residence, Providing You With More Options To Suit Your Specific Needs. As You Come Inside, The Elegance Of The Hardwood Floors Instantly Captures Your Attention, Guiding You From The Formal Living Area Towards The Two Generously Sized Bedrooms. These Bedrooms Boast An Abundance Of Natural Light, Creating A Warm And Inviting Atmosphere. The Heart Of This Home Lies In The Eat-In Kitchen, Which Seamlessly Transitions Into The Den, Complete With A Convenient Access Door Leading To The Newly Built Deck. With Its Picturesque Views Of The Expansive Fenced Yard, This Deck Promises To Be The Perfect Spot For Relaxation And Entertainment. You Will Also Find Ample Storage Space Within The Unfinished Basement. Additionally, The Oversized Garage Ensures Further Storage Capacity, Accommodating All Your Needs. Updates Have Been Made To This Property, Including Newer Siding, A Hot Water Heater, And An Updated Electrical Panel. These Improvements Not Only Enhance The Functionality Of The Home But Also Provide Peace Of Mind, Knowing That You Are Investing In A Well-Maintained Property. In Conclusion, This Inviting Home Offers A Blank Canvas For You To Create The Living Arrangement That Suits Your Lifestyle. With Its Potential For A Three-Bedroom Conversion, Ample Storage Space, And Recent Updates, You Will Find A Harmonious Blend Of Comfort, Convenience, And Style Within These Walls.

41 Sherman Avenue, West Islip

Start Your Search

Information Copyright 2023, OneKey® MLS. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.