Sleepy Hollow Real Estate Search

Sleepy Hollow Properties between $350,000 and $400,000 for Sale

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Newest Sleepy Hollow Properties between $350,000 and $400,000 for Sale

$388,000
1 Beds 1 Baths 972984 MLS
Welcome to Residence 2A at 211 East 88th Street — a charming pre-war co-op nestled on a quiet, tree-lined block in the heart of Manhattan’s coveted Upper East Side. This inviting home offers classic New York character paired with everyday functionality. Located just one flight up in a boutique walk-up building, the apartment features a well-proportioned layout with distinct living and sleeping areas, allowing for comfortable living and entertaining. Oversized windows invite natural light throughout, while timeless details such as hardwood floors and high ceilings enhance the home’s warmth and appeal. The kitchen provides ample cabinetry and workspace, while the bedroom serves as a peaceful retreat with space for additional furnishings, making this home ideal as a primary residence. Built in 1920, 211 East 88th Street is a well-maintained, intimate cooperative offering a classic pre-war aesthetic and a welcoming residential feel. The boutique walk-up building features a limited number of residences, creating a sense of privacy and community, and is equipped with conveniences such as laundry facilities, a live-in superintendent, and a voice intercom system. The co-op offers flexible ownership policies, including subletting and pied-a-terre allowed with board approval, making it an appealing option for a variety of buyers. Perfectly positioned in the desirable Yorkville section of the Upper East Side, the building is surrounded by some of Manhattan’s best amenities. Residents enjoy easy access to nearby green spaces including Central Park and Carl Schurz Park, as well as convenient transportation options with the 4, 5, 6, and Q subway lines just minutes away. The neighborhood is home to a wide array of dining, shopping, and everyday conveniences, including popular grocers, local cafes, and boutiques, along with proximity to Museum Mile and Madison Avenue shopping. This vibrant yet relaxed neighborhood offers the perfect balance of classic charm and modern convenience.

211 E 88 Street Unit #2A, New York (Manhattan)

$380,000
2 Beds 2 Baths 971880 MLS
Exquisite 3-Bedroom house Discover the perfect fusion of modern comfort and natural serenity in this stunning 3-bedroom residence. Designed as a sanctuary for relaxation and high-end living, this property offers a unique lifestyle opportunity nestled near premier scenic hiking trails and lush landscapes. The Residence The interior of the home radiates warmth and sophistication, featuring: Inviting Living Spaces: A spacious main floor anchored by a classic fireplace, perfect for quiet evenings. Accommodating Layout: Three well-appointed bedrooms offering ample space and privacy. Gourmet Ready: A fully equipped kitchen that flows seamlessly into the dining and living areas. Sauna: A dedicated space for detoxification and heat therapy. Premium Hot Tub: Positioned for stargazing and ultimate relaxation in a tranquil, private setting. Outdoor Living & Location Embrace the outdoors with a property designed for those who appreciate the fresh air and adventure: Prime Location: Immediate proximity to stunning hiking trails and natural vistas. Exterior Amenities: Features a dedicated BBQ area and outdoor seating, ideal for hosting or enjoying the local wildlife and quiet surroundings. Convenience: Perfectly situated to offer a secluded feel while remaining within easy reach of local infrastructure and attractions. 3 Spacious Bedrooms Cozy Wood-Burning/Gas Fireplace Outdoor Entertainment Suite Direct Trail Access Experience the ultimate getaway that you can call home.

29 Edward Drive, Loch Sheldrake

$359,000
2 Beds 1 Baths 970654 MLS
SUN-DRENCHED CORNER RETREAT | MODERNIZED 2-BEDROOM CO-OP Experience the perfect blend of modern comfort and effortless convenience in this stunning corner-unit residence. Boasting expansive windows on all sides, this home is a sanctuary of natural light, where golden hour lasts all day and illuminates the beautifully polished hardwood floors throughout. REFURBISHED & REIMAGINED Step into a space that feels fresh and inviting. The heart of the home features a sizable living room designed for both entertaining and relaxation. The kitchen has been thoughtfully updated with new cabinetry, contemporary countertops, and stylish new flooring, while the bathroom has been fully modernized to meet the standards of today’s discerning buyer. PREMIER BUILDING AMENITIES Enjoy the security and ease of a full-service lifestyle with a 24-hour doorman and a dedicated live-in super. Residents enjoy access to an on-site playground and manicured grounds, while storage and parking are available via waitlist. For guests, the area offers ample and easy on-street parking. MINUTES-TO-EVERYTHING LIFESTYLE Located in a vibrant hub, your new home is literally steps away from the best the neighborhood has to offer. From your morning latte at the local coffee shop to evening dining at nearby restaurants, everything is right outside your door. With bus stops at the entrance and the train just a short distance away, your commute is as seamless as your lifestyle.

5601 Riverdale Avenue Unit #5L, Bronx

$399,995
3 Beds 2 Baths 969654 MLS
Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom. This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright and airy feel throughout the main living spaces. A standout feature of the property is the fully finished lower level, which includes its own entrance and an in-home laundry area. This flexible layout can accommodate a variety of uses such as a home office, guest space, recreation area, or additional living space. Set on approximately 169,884 square feet of level land, the property offers exceptional outdoor space with many potential uses. Previously utilized as a mini-farm for horses, the land provides room for gardens, fencing, outdoor projects, or agricultural hobbies. The exterior also includes a garage suitable for a workshop or storage along with an additional shed for equipment. Despite its peaceful setting, the property remains convenient for commuters. The Metro-North Railroad station in Middletown and the ShortLine Bus terminal are just minutes away, offering connections to New York City. With easy access to Interstate 84 and New York State Route 17, travel throughout the Hudson Valley is convenient. Nearby attractions include the Orange County Fair Speedway, the Galleria at Crystal Run, and the scenic trails of Highland Lakes State Park.

17 Last Road, Middletown

$389,000
964507 MLS
Prime 19.9-Acre Development Opportunity in the Mid-Hudson Valley Builders, developers, investors, and those dreaming of a private country estate—this exceptional 19.9-acre property offers endless possibilities. According to the local building department, the property may have the potential to be subdivided into up to nine residential lots (buyers should verify all approvals and requirements with the town). Whether you're planning a boutique residential development, several custom homes, or your own private estate, this property is ready to inspire. Property Highlights 19.9 beautiful wooded acres Spring-fed pond Scenic distant mountain views Gravel bank on the property with potential for personal use or, subject to permits and approvals, commercial excavation opportunities Peaceful country road setting Excellent opportunity for builders, developers, or private estate buyers Imagine creating a neighborhood of custom homes or designing your own secluded retreat surrounded by nature while remaining close to every convenience. Located in the heart of the highly desirable Mid-Hudson Valley, the property is only 7 minutes from Hudson, one of the Northeast's most sought-after destinations. Enjoy Warren Street's acclaimed restaurants, cozy pubs, craft breweries, art galleries, boutique shopping, and vibrant cultural scene. Commuters will appreciate Hudson's Amtrak station, offering approximately a two-hour ride to Manhattan. The Taconic State Parkway is just minutes away, the New York State Thruway is easily accessible, and Albany International Airport is only about 45 minutes away. Outdoor enthusiasts will love the area's endless recreation: Historic Olana State Historic Site and its spectacular Hudson River views Thomas Cole National Historic Site Rip Van Winkle Bridge and nearby attractions Lake Taghkanic State Park Catskill Mountain skiing Hudson River boating, marinas, and water sports Numerous wineries, hiking trails, and outdoor adventures Just down the road is the renowned Hudson Valley Creamery, where you'll find award-winning artisan goat cheeses, fresh breads, and local honey. Properties offering this combination of privacy, natural beauty, development potential, and location are increasingly rare. Whether you're looking to build a signature residential project or create the estate you've always envisioned, this property deserves your attention. Opportunities like this don't come along often. Schedule your showing today before this remarkable property is gone.

Bells Pond Road, Hudson

$399,000
3 Beds 2 Baths 964064 MLS
Discover the perfect blend of modern comfort and tranquil Catskill lifestyle at 23 Hazelwood Road North. Built in 2010, this meticulously maintained 3-bedroom, 2-bathroom ranch offers the ease of one-level living with a main floor layout designed for contemporary lifestyles while offering ample storage and bonus areas at the lower level. The home features a seamless flow between the kitchen, dining, and living areas—perfect for hosting. Gather around the functional wood-burning stove, an inviting centerpiece that provides both warmth and charm during crisp Hudson Valley winters. Sliding glass doors lead directly to your rear deck, blending indoor comfort with outdoor beauty. Enjoy total peace of mind in your outdoor oasis - a level backyard, fully enclosed by 320 linear feet of recently installed, white PVC fencing. Gardening, barbecuing, or creating a play space, this yard is a secure and spacious canvas for year-round entertaining or quiet living. Minutes from Route 17, nestled at the gateway to the Catskills in the peaceful Wurtsboro Hills, this home offers the perfect balance of small-town charm and accessibility to a variety of attractions and interests. Enjoy all the area has to offer including hiking the Shawangunk Ridge, birdwatching at the Basha Kill Wildlife Refuge, exploring the Mamakating Rail Trail or sipping local vintages at nearby wineries…. there’s something to do for all ages and interests.

23 Hazelwood Road N, Wurtsboro

$379,900
2 Beds 1 Baths 964090 MLS
Great new price! Come take a look at this 2 bedroom charmer with additional room offers potential 3+ bedrooms. Larger than it looks - need to see. Discover the timeless charm and surprising spaciousness of this delightful carriage house, set on a property rich with character and possibility. Step inside to a generous living room where a wood burning fireplace, hardwood floors, and a large bay window create a bright, welcoming atmosphere. Wall sconces add a soft glow, and a wall A/C unit ensures comfort throughout the warmer months. The eat in kitchen blends practicality with charm, offering tile floors, a newer refrigerator, a handy island, abundant cabinetry, and a pantry for extra storage. Another bay window brings in natural light and enhances the home’s cozy appeal. A full bathroom with a classic pedestal sink and tub completes the main living space. The primary bedroom features hardwood floors, newer windows, two closets, and its own wall A/C unit. A second bedroom—equally charming—also offers hardwood floors and plenty of natural light. Throughout the home, you’ll find generous storage options, including ample closets and a pull down attic. The property is thoughtfully equipped with a natural gas generator, a paved driveway, and multiple outbuildings that expand its functionality. The main house includes an attached two car garage, while a separate two car detached garage showcases original carriage house doors that add a touch of historic character. A small shed provides additional storage, and an oversized outbuilding—with an 8' garage door, separate electric and gas meter, and gas boiler heat—offers exceptional versatility. Above it sits a caretaker’s apartment, ideal for guests, extended family, or workspace needs. All structures are being sold as is. This property blends charm, practicality, and potential in a way that’s increasingly rare—inviting you to imagine the many ways it can fit your lifestyle.

7 Hambletonian Avenue, Chester

$375,000
960561 MLS
FULLY AVAILABLE...Exceptional Investment Opportunity at 6100 Route 209, Kerhonkson, NY: This commercial property is prominently located on a main traffic artery in Kerhonkson, ensuring high visibility and easy access. On B zoning, the site is suitable for both investment or owner-occupied purposes. Originally constructed in 1981 as a bank, the building retains many of its original features, making it ideal for a variety of business uses. Property Features: • Approximately 2100' square feet of finished office space divided into multiple rooms • Situated on a single-level, 0.87-acre lot • Professional, mature landscaping • Large paved parking area with about 35 parking spots • Central forced air heating and air conditioning • Unfinished below-grade basement with 10-foot ceilings, currently used for storage and mechanicals Bank Infrastructure and Adaptability: The property still features the drive-through window, teller counters, secure vault, and safety deposit boxes, making it well-suited for re-establishing a bank branch. The entry foyer, lobby, conference room, private office, and break room provide a versatile floor plan that can be easily adapted for other business uses such as a daycare center, insurance agency, medical practice (doctor, dentist, or veterinarian), law office or any other use. Any modifications to the building for alternate uses are subject to town approvals. Expansion Potential and Accessibility: A full, unfinished basement with high ceilings offers extra storage, while the large parking lot ensures ample space for clients and staff. The 0.87-acre lot provides room for future modifications. Its strategic location on Route 209 guarantees excellent visibility and accessibility, making it an outstanding business opportunity in an up and coming area.

6100 Route 209, Kerhonkson

$375,000
2 Beds 1 Baths 960119 MLS
Welcome to this beautifully renovated, move in ready two-bedroom, one-bath garden-style co-op located in the desirable Windsor Oaks cooperative in Oakland Gardens. Set within a meticulously maintained, park-like community, this bright and spacious residence offers a comfortable blend of modern updates and tranquil living. This charming home located on the first floor, offers easy access in and out. It features an oversized kitchen with abundant cabinet and storage space, a rare find compared to similar units, along with a tastefully updated full bathroom finished in a clean, modern style. A rare in-unit washing machine adds everyday convenience. Both bedrooms are with ample closet space, while large windows provide abundant natural light and pleasant garden views. This pet-friendly co-op (cats and dogs allowed with weight restrictions) offers comfortable living with no flip tax and convenient access to everything the neighborhood has to offer. All your transportation needs via Q27, Q88, QM5, QM8, QM35. wo free unassigned parking stickers are included for first-come, first-serve lots. Subletting is permitted after two years. Enjoy close proximity to Alley Pond Park, Cunningham Park, major highways, and multiple transit options—including express buses to Manhattan (QM5, QM8, QM35) and local MTA routes. Enjoy close proximity to Alley Pond Park, Cunningham Park, shopping, schools, major highways, and multiple transportation options, including express buses to Manhattan (QM5, QM8, QM35) and local MTA routes (Q27, Q58).

74-12 220th Street Unit #335A1, Bayside

$399,000
3 Beds 2 Baths 956107 MLS
Fully Updated Country Retreat on 5 Private Acres Escape to the peaceful countryside of Tusten, just minutes from the charming river town of Narrowsburg, where this beautifully updated home offers the perfect balance of comfort, privacy, and versatility. Set on five picturesque acres surrounded by nature, this inviting property is an ideal full-time residence, weekend getaway, or outdoor enthusiast's retreat. Inside, you'll find 3 bedrooms and 1.5 bathrooms, a spacious eat-in kitchen, and a welcoming living room featuring stunning tongue-and-groove wood walls that create a warm, rustic ambiance. Upstairs, unwind in your own private sauna, the perfect place to relax after a day exploring the area's endless recreational opportunities. Designed with hobbyists, sportsmen, and entrepreneurs in mind, the property includes an impressive four-car garage with an attached workshop, offering abundant space for vehicles, tools, equipment, or recreational gear. An additional auxiliary building provides exceptional flexibility with a large workspace, ideal for a workshop, studio, butcher shop, home business, or countless other possibilities. Located in the heart of Sullivan County, you'll enjoy easy access to the Delaware River for kayaking, fishing, canoeing, and rafting, along with nearby hiking trails, hunting, and year-round outdoor recreation. Experience the renowned restaurants, galleries, boutiques, and vibrant arts community of Narrowsburg, or enjoy concerts and world-class performances at Bethel Woods Center for the Arts, the historic site of the 1969 Woodstock Festival. Lovingly renovated in the 1980s and thoughtfully maintained, this one-of-a-kind property combines country charm, modern updates, and exceptional functionality in a truly beautiful setting. Whether you're looking for a peaceful retreat, a recreational paradise, or a property with room to pursue your passions, this unique offering delivers endless possibilities.

37 Nober Strunk Road, Narrowsburg

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.