Sleepy Hollow Real Estate Search

Sleepy Hollow Properties between $400,000 and $450,000 for Sale

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Newest Sleepy Hollow Properties between $400,000 and $450,000 for Sale

$429,000
3 Beds 2 Baths 1025586 MLS
Sweet classic American foursquare farmhouse on a one acre meadow with open skies and year round mountain views, freshly renovated and ready for its next chapter. Built in 1935, the home keeps the charm of its era but now lives with the comfort and efficiency of a modern country retreat, including public water/sewer. The updated kitchen features butcher block counters, stainless appliances, new cabinetry, and simple, clean finishes. It connects easily to the dining room and living areas, and a dedicated laundry room with full-size washer and dryer sits just off the kitchen along with a convenient half bath. At roughly 1550 sq ft, the layout is smart and comfortable. Sunlight fills the rooms throughout the day and the refinished hardwood floors bring warmth to the entire first level. An enclosed front porch stretches across the house, offering a flexible space for morning coffee, reading, or seasonal plants. A rear mudroom creates a practical entry point for day-to-day living. Upstairs are three bright bedrooms and a fully renovated bath, each room with views of meadow, woods, or the ridge. The property itself adds to the sense of openness and privacy. The land rolls gently toward the tree line with mountain views visible in several directions, and there is room for gardens, play areas, or simply enjoying the quiet. Recent upgrades inlcude new split unit heat pump AC and a brand new firepit area in the back that takes in the year round mountain views. The location is a major highlight. You are within an easy walk of Mill and Main for coffee, dinner, and community events. The rail trail and local bus route are close, keeping the home connected and practical. Minnewaska State Park and the Mohonk Preserve are minutes away with miles of hiking, biking, and climbing. A short drive brings you to Accord favorites like Inness, Arrowood Farm Brewery, and Westwind Orchard, each offering its own mix of food, drink, and the relaxed Hudson Valley atmosphere. Stone Ridge adds more options including the Stone House Tavern, and nearby New Paltz, Rosendale, and Kingston offer additional dining, shopping, and cultural destinations. For those commuting or visiting on weekends, the home sits under two hours from New York City. For buyers seeking a renovated, move-in ready farmhouse with charm, practicality, and a location that remains one of the Hudson Valley's most appealing, this property stands out. It offers a rare combination of value, style, and setting that is increasingly hard to find. Municipal water and sewer. Mixed use zoning allows for uses not typically found in residential settings.

40 Highland Avenue, Kerhonkson

$425,000
3 Beds 2 Baths 1027071 MLS
Forty-three acres on the Susquehanna River in Otego-Unadilla, NY, with 3,000 feet of river frontage and a layout built for a small farm, hobby farm, or private retreat. The land breaks into distinct zones: a 3-acre house lot with groomed lawn, a 6-acre “pond meadow” with its own half-acre pond, 14 acres of woods and trails, and a 22-acre lower meadow running to the riverbank. The river meadow sits within the floodway and isn’t buildable, which has kept it wild and open for grazing, hay, or fishing access. The infrastructure for working the land is already here. A 40x60 three-bay pole barn with a concrete floor and roll-up doors anchors the outbuildings, with a 12-foot center door and two 7-foot side doors. A heated 25x12 Amish shed currently serves as an office and could easily convert to a farm store or seasonal stand, with frontage on Covered Bridge Road. Three additional garden sheds provide further storage. The home is a 25x60 2016 double-wide with 3 bedrooms and 2 bathrooms, including a primary suite with private ensuite bath. The kitchen and dining area, over 500 square feet, is warmed by a wood-burning stove and opens to the rear deck. Baseboard electric and propane forced-air heat, plus a detached three-bay metal garage with roll-up doors, its own wood stove, and extra storage. Located in the Otego-Unadilla Central School District, in a private, rural setting with the Susquehanna River as a constant, quiet presence at the edge of the land. For anyone picturing a small farm, a retreat, or simply more land than they’ve ever had, this is ground worth walking.

1045 Covered Bridge Road, Other

$449,000
1 Beds 1 Baths 1027130 MLS
**Welcome to The Sherwood House, where coastal living meets endless possibilities** This spacious Junior 4 offers a flexible layout, a large private terrace, and incredible potential to create a home that reflects your personal style. Inside, you'll find a generous living area, a spacious primary bedroom, a full bathroom, and an eat-in kitchen with an adjoining bonus room that can be used as a formal dining room, home office, den, or offers the potential for an additional bedroom (subject to applicable approvals). Hardwood floors, abundant closet space, and a well-designed floor plan provide a fantastic opportunity to update and make this home your own. A covered parking space is included, adding convenience to everyday beach living. Residents of The Sherwood House enjoy outstanding amenities including a saltwater inground pool, a brand-new fitness center, laundry on every floor, a bike room, party room, and a secure entry system. Ideally located just across from the beach and the iconic Long Beach Boardwalk, you'll enjoy the best of the beach lifestyle with easy access to the shoreline, restaurants, shopping, parks, and the LIRR. Maintenance includes taxes, heat, gas, and water, the STAR rebate applies, and only 10% down is required. Don't miss this opportunity to own a versatile home with a large private terrace, covered parking, and endless potential in one of Long Beach's most desirable oceanfront buildings. Some photos have been virtually enhanced.

410 E Broadway Unit #2F, Long Beach

$414,900
6 Beds 3 Baths 1021464 MLS
Some opportunities announce themselves the moment you walk in, before a single wall goes back up. This is one of them. What you are looking at is a brick and brownstone townhouse built in 1890, three floors of good bones on a stretch of Newburgh that has quietly become one of the fastest moving pockets in all of Orange County. The heavy lifting has already started. Demolition is well underway, the electrical and plumbing permits are approved and waiting for you to finish, the architectural plans are drawn, and many of the materials have already been purchased and secured. Someone else absorbed the slowest, most uncertain part of a project like this. You get to step in at the moment it becomes exciting. Look past the dust and you will see what the camera saw. Original hardwood underfoot. Brick that has held its color and character for well over a century. Ceiling height and window placement that newer construction forgets to give you. This is the kind of canvas people spend years hunting for and almost never find with the approvals already in hand. Then there is the math that lets you sleep at night. Three separate units under one roof, a 1 bedroom on the ground floor, a 3 bedroom on the first, and a 2 bedroom on the second, together projected to bring in roughly $5,500 a month once complete. Live in one, let the other two carry the building, and watch your cost of ownership shrink to something that feels almost unfair. Public water and sewer plus natural gas heat keep the monthly carrying costs friendly, the kind of numbers that make an investment easy to hold and easy to rent. A renovation loan can fold the purchase and the work into a single move, so you build equity and income at the same time instead of choosing between them. The location does a lot of the earning for you. You are minutes from Montefiore St. Luke's Cornwall Hospital, Mount Saint Mary College and the SUNY Orange Newburgh campus, three engines that keep steady tenants looking for exactly this. Walk down toward the Hudson River waterfront for dinner at Blu Pointe, tacos at Hudson Taco, or a pint at Newburgh Brewing Company. Downing Park and Washington's Headquarters sit close enough for a slow Sunday. When you need to be anywhere else, I-84, I-87 and Route 9W are right there, New York Stewart International Airport is a short drive when the trip is a bigger one, and Manhattan sits about 60 miles south, close enough to keep the city in reach without paying to live in it. The vision is already sketched. The permits are already signed. The brick is already beautiful. All that is left is the person who can see it.

225 Dubois Street, Newburgh

$425,000
1 Baths 1025732 MLS
Welcome to this stunning high end studio apartment, offering the perfect blend of luxury and comfort with 7 years of tax abatament. Boasting a spacious 400 square feet of living space, this apartment features beautiful oakwood floors throughout, adding warmth and elegance to the already inviting atmosphere. The modern kitchen is equipped with top-of-the-line stainless steel appliances. The sleek design and high-end finishes make this kitchen not only functional, but also a visually stunning centerpiece of the home. Featuring private balcony where you can enjoy the fresh air and the perfect spot to unwind after a long day. This apartment provides the perfect oasis for relaxation and reflection. Security, luxury, and style are just the beginning. To truly separate Onyx Square from the ubiquitous new-builds in the vicinity, a sophistication in design features, an emphasis on common spaces, and optimized space planning were all given the utmost importance so that occupants will be able to enjoy the ultimate level of comfort. Offering more amenities than any building in the surrounding area, 2128 Ocean Avenue is primed to redefine the standard of luxury condominium living in South Brooklyn with 6 total common amenity spaces (4 indoor and 2 outdoor). First class amenities await: modern spacious lobby with a doorman, seating area, state of the art fitness center, yoga and meditation studio, residents lounge and entertainment room, kids playroom, outdoor landscaped courtyard and a separate additional outdoor common terrace; outfitted with furniture, grills, and greenery. With so much happening right now in the Midwood-Madison-Sheepshead Bay area, and with Onyx Square being located just a 10 minute subway ride (B/Q Express) in either direction to Prospect Park/Park Slope or Coney Island Boardwalk, this is a truly unique location to call home.

2128 Ocean Avenue Unit #4G, Brooklyn

$400,000
2 Beds 1 Baths 1024654 MLS
Welcome home to this beautifully maintained top-floor co-op at the highly sought-after Edmond Lee in Central Riverdale. Enjoy breathtaking southern and western exposures from every room, along with sweeping skyline views from your private terrace. Watch the city come alive as golden hour gives way to sparkling Midtown lights that create a magical backdrop every evening. Thoughtfully converted into a two-bedroom residence, this bright and airy home offers a spacious living and dining area filled with natural light and enhanced by classic parquet hardwood floors throughout. The windowed galley kitchen features abundant cabinetry, generous stone countertop space, and an efficient layout ideal for everyday living. The primary bedroom provides double exposure, exceptional storage with two oversized double closets, while additional large hallway closets offer even more space to keep everything organized. The Edmond Lee is a full-service, pet-friendly building offering a 24-hour doorman, beautifully landscaped seasonal outdoor pool, fitness center (available for an additional fee), laundry facilities, and both indoor and outdoor parking (subject to current availability). Perfectly situated just blocks from the shops, restaurants, and cafés along Johnson and Riverdale Avenues, as well as local parks and multiple transportation options, this home offers the ideal blend of convenience, comfort, and exceptional views. Monthly Maintenance: $1,471 Monthly Assessment: $160 Total Monthly Charges: $1,631 Maintenance includes heat, hot water, property taxes, and access to the seasonal outdoor pool.

3135 Johnson Avenue Unit #17A, Bronx

$429,000
4 Beds 2 Baths 1017259 MLS
Offering a comfortable layout, versatile living spaces, and a location just minutes from everything New Paltz has to offer, this inviting 4-bedroom, 2-bathroom home is ready to welcome its next owner. As you step inside, you are welcomed into the living room, which flows naturally into the rest of the main living area. The kitchen and dining area/sunroom truly serve as the heart of the home, creating a connected and inviting space for everyday living and entertaining. The kitchen overlooks the bright four-season sunroom, allowing natural light to fill the space while maintaining an open feel. From here, sliders provide a seamless indoor/outdoor flow to the rear deck, extending your living space into the outdoors and making it easy to enjoy gatherings or quiet evenings at home. The outdoor area features an oversized backyard, offering plenty of room for recreation, gardening, pets, or future enhancements, all while maintaining a sense of privacy and space. The main level also features two comfortable bedrooms and a full bathroom, offering the convenience of one-level living if desired. Upstairs, you'll find two additional bedrooms along with a second full bathroom, providing privacy and flexibility for family, guests, or a dedicated home office. Recent improvements, including a newer roof (2024) and holding tank, offer added peace of mind, while the home's charming character provides the perfect opportunity for a new owner to add their own personal style over time. Being offered fully furnished, this home is ready to enjoy as a primary residence, weekend getaway, or investment opportunity. Ideally located just minutes from the New York State Thruway (I-87), the vibrant Village of New Paltz, SUNY New Paltz, Mohonk Preserve, Minnewaska State Park Preserve, local wineries, breweries, restaurants, and countless outdoor adventures, 19 N Ohioville Road offers the perfect balance of small-town charm, commuter convenience, and the exceptional lifestyle that makes the Hudson Valley such a desirable place to call home.

19 N Ohioville Road, New Paltz

$435,000
4 Beds 2 Baths 1020855 MLS
Welcome to 22 Jumping Brook Lane, where comfort, convenience, and community come together in one of Kingston’s most established and beloved neighborhoods. Beautifully updated and thoughtfully maintained, this inviting four-bedroom, two-bath home offers nearly 2,000 square feet of versatile living space designed for the way you live today. The screened-in porch creates a comfortable outdoor living area, while the level backyard provides endless possibilities for entertaining, recreation, gardening, or simply enjoying your own private outdoor space. Designed for both everyday living and weekend gatherings, the backyard is an extension of the home’s easy, functional lifestyle. Inside, you’ll find a warm, welcoming layout with modern updates and flexible living spaces that effortlessly adapt to busy households, entertaining, working from home, or simply enjoying everyday life. Best of all, this low-maintenance property allows you to spend less time on upkeep and more time enjoying everything the Hudson Valley has to offer. Perfectly positioned just minutes from Kingston’s vibrant Uptown Stockade District, waterfront dining along the Rondout, shopping, restaurants, parks, hiking trails, and major commuter routes, this home offers the ideal balance of neighborhood charm and everyday convenience. If you’ve been searching for a place where life feels just a little easier, 22 Jumping Brook Lane is ready to welcome you home.

22 Jumping Brook Lane, Kingston

$445,000
3 Beds 2 Baths 1020961 MLS
South side extremely well cared for home is looking for its next long term owner. Looking for a home that will offer you everything you're looking for? Stop the search is over. A solidly built brick cape style home situated above the quiet street it sits on. Plenty of off street parking and a backyard made for gatherings. A whole house basement with two root cellars and the ceiling hight to do whatever you would like. Game room, home gym, plenty of storage or whatever else you may think of. Access the garage and your car without going outside, no more hot sun, cold snow or wet rain to hinder you from comfortably entering or exiting your car. The house offers a warm welcoming entry from the front door where hardwood floors through out the home lead to a very generous sized living room with fireplace. A formal dinning room to enjoy any celebration or holiday you like. A large eat in kitchen with more counter top space then you could use. A counter top stove and double wall oven to prepare culinary delights and snacks alike. You can also enjoy a cold drink, warm cup of morning coffee or just unwind in the screened in porch right of the eating area of this incredible kitchen. Down the hallway leads to two generous sized bedrooms with closets for plenty of clothes. Your first full bath rounds off the first floor of this home. Then up the stairs to the second floor where you will find space for even more storage if you need it, your second full bathroom and a third spacious bedroom with closets. A large walk in cedar closet is also there for anything you'd like to store in it. At the end of the home is a large space currently used for even more storage or can be finished to become an incredible work from home office that would be extremely private or a sitting area for relaxing and unwinding with tv away from it all steps away from your slumber. Close to everything the city and town has to offer, minutes to Raymond ave farmers market and restaurants. A few more minutes to the main street corridor, waterfront, train station and the Walkway over the Hudson state park. Home was so well cared for that any updating you may like to do can be done when you would like as you like in time if you decided. The pride of ownership is blinding in this home. Easy to show but confirmation is required.

10 Degarmo Place, Poughkeepsie

$439,900
4 Beds 3 Baths 1023238 MLS
Pride of ownership shines throughout this meticulously maintained home, where thoughtful care and regular upkeep are evident. Offering a warm and inviting layout, this home provides comfort, functionality, and timeless appeal. On the main level, the private primary bedroom is thoughtfully tucked away from the two additional bedrooms, creating a peaceful retreat. Enjoy relaxing year-round in the sunroom, where abundant natural light pours in throughout the morning and afternoon, creating the perfect spot to unwind. Walk out the sliding glass door from the living room onto the maintenance free Trex deck overlooking the beautifully landscaped south facing backyard. A finished bonus room in the basement provides valuable flexible space—perfect for a home office, recreation room, fitness area, or guest accommodations with a separate entrance. There is also a large bedroom and full bath off the bonus room. Outside, you'll find flower gardens accented by attractive stone retaining walls, adding character and curb appeal to the grounds. A detached two-car garage with high ceilings offers ample storage and workspace or potential for a car enthusiast to install a lift. The paved circular driveway provides plenty of parking and makes entering & exiting a breeze. This home is situated in a convenient location close to town, schools, shopping, and everyday amenities. It is also nearby outdoor attractions such as Verkeerderkill Park, Minnewaska, Sam's Point. Experience the beauty of the Shawangunk Ridge just minutes away. This well-cared-for home has the perfect balance of tranquility and accessibility. Move right in and appreciate the exceptional care and pride that have made this property truly special. Original windows have been replaced with vinyl double hung windows. Roof 2017. Washer/Dryer 2019. Whole house Generac generator approx. 2021. Water softener by Culligan 2026.

3253 State Route 52, Pine Bush

$425,000
2 Beds 2 Baths 1023710 MLS
Welcome home to this well maintained 2-bedroom, 1.5-bath co-op that truly lives like a townhouse! Offering a unique layout with two units in the building, this home provides a level of privacy and quiet that is hard to find in traditional co-op living. Step inside and immediately feel at home with warm hardwood floors throughout, abundant natural light, and a thoughtfully designed floor plan. The inviting living room offers a comfortable yet stylish space to relax or entertain, flowing seamlessly into the dining area featuring charming built-ins and plenty of room for gatherings. The kitchen features a modern design with sleek cabinetry, stainless steel appliances, and beautiful finishes — creating both style and functionality. Upstairs, you’ll find two spacious bedrooms, including a serene primary bedroom retreat with great natural light and generous space. Enjoy the convenience of two entrances, giving this home a true townhouse feel. Parking is located close to the unit, making everyday living simple and easy. Set within a peaceful, well-kept community surrounded by mature landscaping, this home offers the perfect balance of comfort and convenience. An ideal commuter location — just 10 minutes to the Metro-North train station with easy access to NYC, and close to major highways, shopping, dining, and everyday essentials. If you’re looking for the ease of co-op ownership with the feel and privacy of a townhouse, this special home is a must-see!

109 N Broadway Unit #H1, White Plains

$425,000
4 Beds 3 Baths 1021819 MLS
Move right into this beautifully renovated colonial tucked away at the end of the road, offering privacy, peace, and a setting that feels a world away. Set on a serene 5.65-acre lot, 142 Split Rock Drive is a spacious 2006-built home with 2,240 square feet, featuring four bedrooms and two and a half bathrooms. Thoughtful recent updates include new flooring throughout, a renovated bathroom, and a brand-new chef’s kitchen with quartz countertops, stainless steel appliances, and ample cabinet space. With generous living space, modern upgrades, and a tranquil setting in the desirable Pyne Ayre community, this move-in-ready home is ready to welcome its next owners. The main level offers excellent space for both everyday living and entertaining, featuring a covered rocking chair front porch and a large deck off the kitchen, perfect for BBQs and seamless indoor-outdoor gatherings. Inside, the living room is anchored by a cozy propane fireplace, while the formal dining room provides ample space for hosting around a full-sized table. Just off the eat-in kitchen, a spacious family room adds even more room to relax, and a convenient half bath completes the main level. Upstairs, you’ll find four spacious bedrooms, a full bathroom with a walk-in shower and separate bathtub, a linen closet, and a conveniently located laundry closet. The generously sized primary suite offers a walk-in closet and a private en-suite bathroom with a soaking tub, creating a comfortable retreat at the end of the day. The partially finished basement adds even more flexibility, featuring a finished room ideal for a home office, guest room, or hobby space. A large unfinished area provides excellent storage and has the potential to be used as a playroom, gym, or additional recreation space, with direct access to the backyard. Barryville places you in the heart of the Upper Delaware region, surrounded by some of the area’s best recreation, dining, and small-town charm. Outdoor enthusiasts will appreciate easy access to the Delaware River for tubing, canoeing, kayaking, and fishing, while nature lovers can explore the peaceful trails and woodlands of Hickok Brook Multiple Use Area or visit Minisink Battleground Park for hiking, history, and scenic views. The nearby Upper Delaware Scenic Byway offers one of the region’s most picturesque drives, winding along the river through charming hamlets and beautiful natural landscapes. When it’s time to grab a bite to eat, Barryville offers a fun and convenient mix of local dining and everyday essentials. In town, enjoy favorites such as River’s Edge, Stickett Inn Cafe, The Hungry Goat Cafe and Creamery, Il Castello Pizzeria, and B.V.H. Sports Bar, offering everything from morning coffee and breakfast to casual lunches, burgers, cocktails, and dinner. Peck’s Market in nearby Eldred is just a short drive away for groceries and daily necessities.

142 Split Rock Drive, Barryville

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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.