Sleepy Hollow Real Estate Search

Sleepy Hollow Properties between $500,000 and $600,000 for Sale

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Newest Sleepy Hollow Properties between $500,000 and $600,000 for Sale

$529,000
7 Beds 4 Baths 1006412 MLS
Some properties ask you to be patient. This one puts money in your pocket from closing day. Fully occupied and cash flowing, this commercial-residential multi-family sits on Main Street in the heart of Highland, steps from the Walkway Over the Hudson, one of the most visited destinations in the entire Hudson Valley. Two tenanted units. Month-to-month leases. Current rents below market value. A new owner inherits immediate income with a clear and near-term path to increased returns, no waiting, no buildout, no guesswork. The lower unit offers 3 bedrooms, 2 full baths, a private primary suite with deck access overlooking a secluded backyard, wood-burning fireplace, custom kitchen with stainless appliances, and a full unfinished basement. The upper unit delivers 4 generously sized bedrooms, 2 baths, stunning pine paneled walls throughout, an eat-in kitchen with island and wall oven, wood-burning fireplace, and a private deck with sweeping views of the Walkway Over the Hudson. Oak hardwood floors run through both units. The upside does not stop at rent. Both tenants are on month-to-month leases, and the seller is prepared to deliver the property vacant or with tenants in place; the choice belongs to the new owner. For the investor who wants stabilized income from day one, it is there. For the buyer with a conversion, renovation, or repositioning plan, vacant possession is available. Zoned commercial-residential with potential to convert to a 3-unit configuration subject to minor modification and town approval, this property offers a second chapter for the investor with vision. Solid mechanicals throughout. Main Street Highland. Walkway corridor. Income-producing. Conversion potential.

53 Main Street, Lloyd

$500,000
3 Beds 3 Baths 1003572 MLS
Welcome to 29 Avon Croft Lane, One of a Kind Nestled among mature trees and natural surroundings, this property provides a peaceful and secluded setting. a beautifully maintained home offering privacy, comfort, and convenience in a desirable Middletown location. . This spacious home offers the comfort and freedom you’ve been looking for—about 70 miles from NYC, with easy access to major highways and minutes from public transportation for a smooth commute. You’ll also love being close to shopping, restaurants, schools, and even the hospital—everything you need is right at your fingertips Step inside to discover spacious rooms, hardwood floors, elegant crown molding, and a bright, inviting layout filled with natural light. With its southern exposure, the home enjoys abundant sunshine throughout the day, creating a warm and welcoming atmosphere. The kitchen is vent hood designed for both style and functionality, featuring granite countertops and ample workspace for cooking and entertaining. Master Bedroom is a personal retreat with a new spa-like ensuite bathroom with walk in tub and a large walk-in closet comfort and accessibility while the home's thoughtful design provides plenty of storage space throughout. Additional highlights include an insulated garage and attic, a dedicated storage room, and a walk-out basement offering flexible space for recreation, hobbies, a home office, or future customization. Step outside and enjoy the tranquil surroundings from the beautiful stone patio, perfect for relaxing, entertaining, or taking in the peaceful wooded views. The property also includes a shed for additional storage and outdoor equipment. No equipment for outdoor equipment. The garage has sink in there. Combining privacy, quality features, and a convenient location, 29 Avon Croft Lane presents a wonderful opportunity to enjoy comfortable living in the heart of Orange County. Schedule your private showing today and experience all that this exceptional property has to offer.

29 Avoncroft Lane, Middletown

$539,000
2 Beds 2 Baths 1009502 MLS
Enjoy easy, low-maintenance living in this beautifully updated top floor 2-bedroom, 2-bath end unit condo, nestled in the sought after 55+ community of Sutton Manor, (where at least one resident must be 55+). The bright open floor plan features sunny tree-top views, freshly painted interiors, new white oak flooring, new lighting fixtures, and designer finishes throughout. The elevated chefs kitchen showcases all new white quartz counter tops, LG stainless steel appliances and open breakfast bar that transitions seamlessly into the living/dining spaces for effortless entertaining. Relax in the spacious primary bedroom featuring an ensuite bath, cozy window nook, and generous walk in closet. The second bedroom with adjacent full bath can easily accommodate guests or serve as a home office. The enclosed in unit washer and dryer further enhances the comfort and convenience of this special offering. Residents of the building enjoy direct elevator access to their assigned indoor garage space no matter the weather, use of the community room that features a full kitchen with dining room, living area, outdoor patio with seating, separate fitness room, and additional outdoor parking. In addition, heat, hot water, & snow removal are also included in the association fees, and the building is equipped with a back up generator. Ideally located near Metro North transit, shopping, restaurants, medical centers, and numerous recreational opportunities, this move-in-ready residence offers the perfect balance of serene comfort and active 55+ living.

314 Sutton Drive Unit #314, Mount Kisco

$547,500
4 Beds 3 Baths 1009591 MLS
Welcome to 584 Shore Drive, a completely renovated and move-in ready home nestled in the desirable Beaver Lake community of New Windsor. Thoughtfully updated from top to bottom, this stunning property combines modern finishes with the charm and tranquility of lakeside living. Step inside to discover beautiful new hardwood floors, a stylishly updated interior, and a modern kitchen featuring brand-new stainless steel appliances. Major improvements provide peace of mind, including a new roof and extensive renovations throughout, allowing you to simply unpack and enjoy. Every detail has been carefully considered to create a turnkey home that offers both comfort and contemporary appeal. Located within the Beaver Lake community, residents enjoy access to a scenic lake setting perfect for fishing, kayaking, paddleboarding, boating, and enjoying the outdoors. The neighborhood offers a peaceful retreat while maintaining convenient access to everyday necessities and regional destinations. Ideally situated near major shopping centers, restaurants, entertainment venues, and commuter routes, this home provides easy access to Interstate 84, the New York State Thruway, and regional transportation options. Commuters will appreciate the convenient proximity to New York City, while outdoor enthusiasts can explore the many parks, hiking trails, wineries, breweries, historic sites, and cultural attractions that make the Hudson Valley one of New York's most sought-after destinations. Whether you're looking for a year-round residence or a weekend escape, 584 Shore Drive offers the perfect blend of modern living, community amenities, and an exceptional Hudson Valley location. Don't miss this opportunity to enjoy lakeside living in a beautifully renovated home.

584 Shore Drive, New Windsor

$598,800
4 Beds 3 Baths 1009388 MLS
Welcome to your dream home in the charming village of Sloatsburg! This beautifully maintained single-family residence offers the perfect combination of space, comfort, and modern efficiency. Featuring 4 spacious bedrooms and 2.5 bathrooms, this home is thoughtfully designed for today's lifestyle. The expansive primary suite serves as a private retreat, complete with a full en-suite bath and a generous walk-in closet. From the inviting living areas to the functional floor plan, every space is designed for comfortable everyday living and effortless entertaining. Energy-efficient solar panels add exceptional value by helping reduce utility costs while promoting sustainable living. Ideally situated at the gateway to Harriman State Park, you'll enjoy breathtaking natural surroundings with miles of hiking, biking, and outdoor recreation just minutes from your doorstep. Despite its peaceful suburban setting, this home offers outstanding commuter convenience with easy access to the Sloatsburg train station providing service to Hoboken and connections to New York City, nearby bus routes, Route 17, and the New York State Thruway. Located close to schools, shopping, restaurants, parks, and everyday conveniences, this home delivers the perfect balance of small-town charm, outdoor adventure, and accessibility to New York City, northern New Jersey, and surrounding employment centers. Whether you're looking for more space, a peaceful lifestyle, or an easy commute, this exceptional property truly has it all. Don't miss your opportunity to own this beautiful home in one of Rockland County's most desirable communities—schedule your private showing today!

60 Grant Street, Sloatsburg

$515,000
4 Beds 2 Baths 1007942 MLS
Set on 3.7 acres in the Town of Newburgh, this 4-bedroom, 2-bath ranch offers 2,212 square feet of living space with a flexible layout designed for both everyday comfort and entertaining. Buyers searching for a home with an updated kitchen, private guest suite, sunroom, and expansive outdoor space will appreciate the combination of functionality and thoughtful updates throughout. The main level features cathedral ceilings and a spacious living and dining area that flows directly into the walk-through kitchen, creating an easy connection between the home's primary living spaces. The kitchen was updated in 2022 and offers quartz countertops, stainless steel appliances, generous cabinetry, and multiple pass-through openings that enhance both convenience and entertaining. Hardwood floors extend throughout much of the main level, while the sunroom provides additional living space with views of the surrounding property. Bathrooms were also updated in 2022, adding to the home's move-in-ready appeal. The property also benefits from owned solar panels that covers nearly all electric. The home also features a guest suite, offering valuable flexibility for extended living arrangements, guests, or multi-generational living. Exterior features include a landscaped 3.7-acre lot, expansive lawn, covered carport, sunroom, and a large shed, offering a blend of outdoor living space and functionality. Conveniently located near shopping centers, parks, and regional transportation options, the property provides accessibility for both daily commuting and weekend travel. Buyers searching for a Newburgh ranch with a private guest suite, updated kitchen and baths, outdoor entertaining space, acreage and room for extended living will appreciate the flexibility, updates, and location offered by this Orange County property.

101 Brewer Road, Newburgh

$529,000
2 Beds 4 Baths 1007430 MLS
Last fully Available Unit! Spacious 3-Level Townhome Near Rhinebeck. Experience refined Hudson Valley living in this beautifully appointed 3-level, 2,200 sq ft townhome, ideally located in a highly sought-after river-adjacent community just minutes from Rhinebeck Village and the Hudson River. Offering significantly more space than most comparable townhomes in the area, this residence is a rare opportunity in a fully sold-out community. Blending space, comfort, and convenience, the home delivers a sophisticated yet relaxed lifestyle--perfect as a full-time residence or upscale weekend retreat. The main level features a bright, open-concept layout designed for both everyday living and entertaining. Sun-filled living and dining areas flow seamlessly into the kitchen, creating an inviting central space for gathering. A private deck off the kitchen extends the living area outdoors, ideal for morning coffee or al fresco dining. With three full levels of living space, the home offers exceptional flexibility and privacy. The upper level includes generously sized bedrooms, highlighted by a serene primary suite with ample closet space and a private bath, offering a peaceful retreat. The finished lower level adds valuable versatility, ideal as a media room, home office, fitness area, or guest suite with a full bath. With walkout access to a private patio, it enhances seamless indoor-outdoor living and entertaining. Set within a meticulously maintained community, residents enjoy resort-style amenities including a large swimming pool, elegant clubhouse, fitness center, and beautifully landscaped grounds. HOA services cover exterior maintenance, landscaping, and snow removal, providing a truly effortless lock-and-leave lifestyle. Premier Location Highlights: Minutes to Rhinebeck Village dining, boutiques, and cultural attractions in Historic Hyde Park with it's famous mansions. Easy access to Rhinecliff Amtrak and Poughkeepsie Metro North for direct NYC travel Close to Hudson River parks, walking trails, and scenic overlooks Convenient to Route 9 and Hudson Valley destinations like Kingston or Poughkeepsie. Direct pathway access to an adjoining yacht club, enhancing the waterfront lifestyle. Several colleges are nearby including Vassar, Marist and the Culinary Institute. Located in a community where opportunities to own are rare This exceptional residence offers generous space, refined comfort, and unmatched amenities--delivering an elevated Hudson Valley lifestyle in a premier setting.

64 Hudson View Terrace, Hyde Park

$545,000
1 Beds 2 Baths 1005354 MLS
Welcome to this beautifully maintained townhouse in the highly desirable Meadows community. Ideally located near shopping, restaurants, and schools, this home offers affordable living, excellent amenities, and low taxes within the sought-after Katonah-Lewisboro School District. Situated in one of the most private locations in the development, the home is just a short walk to the community pool and tennis courts. The main level features a modern kitchen renovated in 2022, a spacious living and dining area, and a cozy wood-burning fireplace—perfect for relaxing or entertaining. Upstairs, you'll find a generous primary bedroom suite with two oversized closets and a convenient stackable washer and dryer. An adjoining loft provides flexible space that can be used as a nursery, home office, reading area, or guest space. Additional storage is plentiful, with a large attic and an unfinished basement offering endless possibilities. Step outside to enjoy peaceful evenings on your private deck overlooking the beautifully maintained grounds. Commuters will appreciate the home's proximity to the Katonah train station and Route I-684, providing easy access to New York City in just over an hour. The school bus stops at the clubhouse, and a Beeline bus offers convenient transportation to downtown Katonah. Don't miss this opportunity to enjoy low-maintenance, country-style living with exceptional convenience, low taxes and easy lifestyle.

157 Jay Court, Cross River

$549,900
4 Beds 2 Baths 1008896 MLS
This beautifully maintained Victorian home owned and occupied by the same family for decades, offers a perfect blend of style, comfort and functionality. The kitchen features updated appliances and convenient counter seating and is open into the spacious dining room. The living room offers a welcoming space for the entire family to gather. The entire home features gleaming hardwood floors and tongue and groove wood ceilings and is enhanced by the natural light flowing through Anderson insulated windows. The second level features 3 generously sized bedrooms, one currently set up as an office, and a full bathroom. Additional storage space is also available in the attic, accessed through pull-down stairs. The lower level of the home, with its own outside entrance, full bathroom, and walk-in closet, currently used as a bedroom, is perfect as a guest suite or potential Airbnb. Now let's step outside and explore. The side entrance to this home features a sunlit, wrap-around deck with a barbecue grill, ready for your outdoor meal prep. Overlooking the peaceful backyard is a spacious patio , a perfect place to unwind or enjoy the company of family and friends. Adjoining the back yard, opportunity awaits, with two outbuildings, both offering endless possibilities. The historic carriage house with 100 amp electric already connected, features two garage bays, a workshop area, plus a second level with potential for expansion as a studio or possible additional living space. A second, oversized, two-car garage (built in 2002), accessed from Bushnell Avenue, also has electric installed and was constructed to support a second story through expansion and/or possible sub-division, subject to Village approvals. Combining historic charm with practical amenities, this unique property offers endless possibilities for homeowners, creatives and enthusiasts alike. This location provides easy walking access to Catskill's waterfront and the variety of shops and eateries on Catskill's Main Street and is just a short drive to hiking, skiing, and all the outdoor activities this area has to offer. Schedule your showing today!

470 W Main Street, Catskill

$515,000
3 Beds 3 Baths 1007034 MLS
Welcome to this maintained split-level home, set on a beautifully landscaped 1.1-acre corner lot in the Pine Bush School District. Offering 3 bedrooms, 3 full bathrooms, and a versatile multi-level floor plan, this home combines comfort, functionality, and pride of ownership throughout. The sun-filled main level features soaring cathedral ceilings, an open-concept kitchen and dining area, granite countertops, abundant cabinetry, a pantry, and seamless access to the rear deck, perfect for everyday living and entertaining. The spacious living room is highlighted by a beautiful bay window that fills the space with natural light. Upstairs, you'll find three generously sized bedrooms, including a primary suite with a private full bath. The finished lower level offers exceptional flexibility with a large family room, full bathroom, ample closet space, and direct access to the backyard, making it ideal for guests, recreation, a home office, or additional living space. Additional highlights include Anderson windows, central air conditioning, hardwood and ceramic tile flooring, central vacuum, a heated two-car garage, attic storage, whole-house generator, and a roof approximately five years old. Outside, enjoy the privacy of the partially fenced yard, mature landscaping, and expansive outdoor space perfect for relaxing, gardening, or entertaining. Conveniently located with easy access to major commuter routes while offering the peace and tranquility of country living.

163 Van Keuren Avenue, Pine Bush

$550,000
1 Beds 1 Baths 1008329 MLS
Penthouse level unit with double exposure comes with over 500sqft private terrace. Nestled in the heart of Fresh Meadows, an exquisite new condominium development, Harvest Plaza. Where luxury meets modern living with delicate design and exclusive residents perks. Every detail is crafted to reflect quality and unique taste, making Harvest Plaza the ideal home for contemporary living. Each residence features a sleek, open-concept layout that maximizes space, premium quartz countertops, and an externally vented cooking range. Double-layer soundproof windows and doors ensure a peaceful and quiet living experience. Harvest Plaza offers a range of upscale amenities, such as modern finishes, a stylish lounge, convenient in-building laundry facilities, indoor parking spaces, a bike room, private storage rooms, and rooftop outdoor space, furnished lobby, and intercom system to enhance security. Harvest Plaza offers unmatched convenience with close proximity to shops, supermarkets, and dining options. Provides easy access to MTA bus lines, including Q65, Q17, Q46, QM44, and QM36. Major highways, such as LIE/495 and GCP, offer a seamless commute to Manhattan. St. John’s University, and Queens College are just minutes away, while downtown Flushing is a short 15-minute drive. Experiencing the ultimate urban living by making Harvest Plaza your new home, low carrying costs, modern, comfortable, and well-connected lifestyle await.

163-07 72nd Avenue Unit #5A, Fresh Meadows

$530,000
3 Beds 2 Baths 1001582 MLS
Full of warmth, character, and timeless appeal, this charming colonial home offers a wonderful blend of classic details, comfortable living spaces, and an exceptional location in the heart of Ossining. Set on a beautiful property with a spacious yard, this special home provides the perfect backdrop for gardening, entertaining, outdoor play, or simply enjoying a quiet evening outdoors. Inside, you'll find inviting spaces filled with character, including a welcoming living room, formal dining room, bonus room ideal for a home office, den, or playroom, and a large eat-in kitchen that serves as the heart of the home. A convenient main-level laundry area, three bedrooms, one-and-a-half baths, and a full unfinished basement complete the home's functional and flexible layout. The outdoor space is truly a standout feature. The expansive yard offers endless possibilities for recreation, gardening, gatherings with family and friends, or creating your own private retreat. Whether hosting summer barbecues, enjoying morning coffee on the porch, or watching the seasons change, this property offers a lifestyle that is increasingly hard to find. Ideally located just minutes from downtown Ossining, you'll enjoy easy access to local restaurants, cafes, shops, parks, and the popular Ossining Farmers Market. Nature lovers will appreciate nearby waterfront parks, scenic trails, and recreation opportunities along the Hudson River. Commuters will love the convenience of the Ossining Metro-North station, offering direct access to New York City while allowing you to enjoy all the charm and community of Rivertown living. Rich in character, filled with potential, and situated in one of Westchester's most vibrant riverfront communities, 33 Maurice Avenue is a place you'll be proud to call home.

33 Maurice Avenue, Ossining

$529,000
3 Beds 2 Baths 994193 MLS
Welcome to Lake DeVenoge, a peaceful lake community tucked into the Town of Highland, where natural beauty, year-round comfort, and everyday convenience come together. Set on two mostly level, grassy acres, this inviting one-level home offers an easy indoor-outdoor lifestyle just moments from a well-maintained sandy beach with chairs, picnic tables, and umbrellas for relaxed summer days on the 70-plus-acre lake. A deck entry leads into a bright sunroom, an ideal place to sit and take in the view through a wall of windows. From there, the updated kitchen offers a warm and welcoming gathering space, with room for a large table and a wood-burning fireplace that creates a cozy focal point for meals and conversation. Just off the kitchen, a pantry nook provides flexible storage along with a built-in desk for household organization or casual work-from-home use. The living room features expansive windows with seasonal views of the lake’s glistening waters. The primary bedroom suite includes a private bathroom with a large soaking tub, while two additional bedrooms and a second full bathroom with a light tube complete the main level, bringing natural light and practical comfort throughout the day. The large, partially finished lower level expands the home’s possibilities with a built-in bar, wood-burning stove, workshop room, laundry area with a convenient laundry chute, and ample space for a home gym, office, recreation room, or studio. An attached two-car garage adds valuable storage, while central air conditioning and a whole-house generator support comfort and peace of mind in every season. For those seeking additional space or investment potential, an adjoining two-acre buildable lot is available as a separate purchase. The setting also places you near the Delaware River, Barryville farmers market, local restaurants, galleries, a yoga studio, and the NACL Theatre, with regional train access under 30 minutes away and New York City approximately two hours by car.

11 Fairway Drive, Highland Lake

$549,900
4 Beds 2 Baths 1006587 MLS
Cherished through generations and lovingly maintained by its owners, this remarkable circa home is ready for its next chapter. Set on 3.6 beautifully level acres in the Valley Central School District, the property offers the perfect blend of historic character, functional space, and country charm. As you approach, the care and pride of ownership are immediately evident. A welcoming front porch invites you inside, where you'll discover timeless architectural details and a warmth that only a well-loved home can provide. Upon entry, take notice of the unique concave wall, setting the tone for the character found throughout. The formal living room features a Franklin stove vented through the repointed chimney, complemented by a faux marble mantel, elegant pocket doors, and built-in bookcases. A spacious formal dining room with oversized windows and wide moldings provides the perfect setting for holidays, celebrations, and everyday gatherings. The kitchen offers abundant storage with two deep pantry closets, an additional utility closet, built-in stove, double sink, and convenient half bath. A main-level home office with its own closet creates an ideal work-from-home space. Upstairs, you'll find four generously sized bedrooms filled with natural light. The spacious primary bedroom includes a walk-in closet and linen closet, with indications of a possible original stove location hidden behind the wallpaper. An oversized full bath features a large window and soaking tub. The finished lower level offers additional living space, including a fabulous craft area, family/TV room, and abundant storage. A walk-up attic provides easy-access storage options rarely found today. One of the home's most beloved features is the sunroom—a peaceful retreat where every season brings a new view. Enjoy your morning coffee while listening to birdsong and taking in the beauty of the surrounding acreage. Outside, the possibilities are endless. The level 3.6-acre property is ideal for horses, small animals, gardening, recreation, or simply enjoying open space and privacy. A detached 1,136-square-foot garage/barn offers tremendous flexibility for vehicles, equipment, a workshop, hobbies, or agricultural use. Organic gardens. Rich in character, filled with history, and surrounded by picturesque grounds, this special property offers a rare opportunity to become the next steward of a truly grand old home.

22 Camp Orange Road, Middletown

$565,000
1006562 MLS
A Rare Opportunity in the Heart of Mineola – The Only Vacant Land Listing Currently Available! Build your dream home or create a valuable investment property on this prime 40x100 mid-block lot with an existing partial driveway, ideally situated in one of Nassau County's most sought-after communities. Zoned for a single-family residence, this exceptional parcel offers endless possibilities for customization and new construction. Sale is subject to purchaser obtaining any necessary variances and a boundary agreement. Looking for proof of potential? Consider nearby 100 Brown Street, located just minutes away, where a similar 40x100 lot sold for $455,000 and the newly constructed home later sold for approximately $1.45 million. With limited housing inventory and virtually no available land in Mineola, this is a unique chance to secure a property with significant upside and far less competition than purchasing an existing home. Perfectly positioned near major conveniences, the property is just moments from Jericho Turnpike's abundance of shopping, dining, and everyday essentials. Enjoy easy access to Mineola Crossings, Country Glen Center, and Roosevelt Field Mall. Commuters will appreciate proximity to both the Mineola and East Williston LIRR Stations, nearby bus transportation, major roadways, and NYU Langone Hospital–Long Island. Outdoor enthusiasts can take advantage of nearby Wilson Park, Mineola Memorial Park, and Roslyn Road Park, offering recreation, sports facilities, and green space. Whether you're a builder, investor, or future homeowner, this is a rare chance to acquire vacant land in a thriving and highly desirable Mineola location. Don't miss this exceptional opportunity to bring your vision to life in one of Long Island's most convenient and established communities.

248a McKinley Parkway, Mineola

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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.