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

$520,000
2 Beds 2 Baths 1023127 MLS
Welcome to luxury living at The Retreat, an exclusive 55+ community offering comfort, elegance, and exceptional amenities. This beautifully appointed second floor, single-level living residence features the largest floor plan available. The spacious Cranwell model boasts 2 bedrooms, a versatile third bedroom or den, and 2 full baths. The interior showcases 9-foot tray ceilings, pristine crown molding, classic wainscoting, and gleaming hardwood floors. The kitchen is beautifully appointed with granite countertops, a matching granite breakfast bar, and tiled backsplash. The formal dining room provides the perfect setting for hosting family and friends, while the expansive living room offers a warm and inviting space to unwind. Bathed in natural light, the primary suite is complete with an oversized walk-in closet, featuring custom organizers and a luxurious en-suite bath with a soaking tub, a separate shower with bench sitting and a double-sink vanity. The second bedroom is equally spacious with direct access to the second full bath, while the additional third bedroom/den offers the perfect flexible space for a home office or guest room. Conveniently located within the unit, the laundry room includes a side-by-side washer and dryer. Step outside to the private, covered balcony where serene views of mature landscaping create a peaceful and private setting. Residents of The Retreat enjoy an impressive array of amenities, including a clubhouse with a kitchen, card room, pool room, library, fitness center, and an inviting in-ground pool. Additional conveniences include heated underground assigned parking and a private storage room. Ideally situated close to shopping, restaurants, parks, and transportation, this exceptional home offers carefree living at its finest.

30 N De Baun Avenue Unit #203, Suffern

$599,000
2 Beds 2 Baths 1025735 MLS
Privately set and beautifully maintained three-level end-unit townhouse in the highly desirable Chapel Hill community, offering comfort, functionality, and a private wooded setting. The main level features an entry foyer, a dining area, and a beautiful living room highlighted by a fireplace, two remote-controlled skylights that fill the space with natural light, and sliding glass doors leading to a private 18' x 20' Trex deck overlooking the peaceful open space. The first floor also offers a spacious bedroom and a beautifully remodeled full bathroom (2022) with dual access from both the bedroom and hallway. Upstairs, you'll find a second bedroom with its own full bath, a walk-in closet, and a spacious loft area that provides excellent flexibility for a home office, den, guest space, or additional living area. The lower level offers even more usable space, additional storage opportunities, and access to the oversized one-car garage equipped with automatic door openers and built-in storage cabinets. A newer roof provides and freshly paved roads and driveway added peace of mind for the next owner. Wonderful Location! Residents of Chapel Hill enjoy access to exceptional community amenities, including a clubhouse, two swimming pools, tennis courts, pickleball courts, and a basketball court, making it one of the area's most sought-after neighborhoods. Combining a versatile layout, private setting, and outstanding community features, this home offers the perfect blend of comfort and convenience.

3501 Homestead Court, Peekskill

$579,000
4 Beds 2 Baths 1025665 MLS
Welcome to 14 Lafayette Avenue, West Haverstraw, NY! This spacious 4-bedroom, 2-bath home offers approximately 2,500 square feet of versatile living space, a one-car garage, and an ideal floor plan for today’s lifestyle. Filled with natural sunlight and thoughtfully maintained, this move-in-ready home provides the perfect balance of comfort, function, and flexibility. One of the home’s most impressive features is the expansive two-story addition. The upper level is currently used as a private primary bedroom retreat but could easily become an impressive great room, home office, playroom, fitness studio, or additional entertaining space. The level below features a warm and inviting family room anchored by a cozy wood-burning stove, creating the perfect gathering place year-round. The main level showcases freshly refinished hardwood floors, a bright, sunny kitchen with sliding glass doors, and welcoming living spaces designed for both everyday living and entertaining. The finished lower level expands your living options with a recreation room complete with a wet bar, a full bathroom, laundry room, workshop, and additional flex space that can adapt to your family’s changing needs. Whether you’re looking for room to grow, space for multi-generational living, or a home that comfortably accommodates holidays and family gatherings, this property offers the flexibility you’ve been searching for. Located in the heart of West Haverstraw in the beautiful Lower Hudson Valley, you’ll enjoy convenient access to the Hudson River waterfront, parks, marinas, restaurants, hiking and biking trails, and the charming river towns that make this region one of the most desirable places to call home. Commuters will appreciate easy access to the Haverstraw-Ossining Ferry, major highways, and nearby rail service to Westchester and New York City. If you’ve been searching for a spacious home with abundant natural light, flexible living space, hardwood floors, a finished lower level, a brand new roof and an unbeatable Lower Hudson Valley location, 14 Lafayette Avenue is an opportunity you won’t want to miss.

14 Lafayette Avenue, West Haverstraw

$599,999
1018448 MLS
Exceptional opportunity to acquire a 5,126 square foot church situated on approximately 2.5 acres, offering a unique combination of worship space and residential accommodations. Church property with seating capacity for approximately 105 occupants, ideal for an established congregation, community organization, educational use, or special-purpose facility. The building features two bathrooms and a partially finished basement offering tremendous flexibility for additional classrooms, offices, meeting space, fellowship hall, storage, or future expansion to suit a variety of needs. Significant exterior improvements include new siding completed in 2025, enhancing both curb appeal and long-term maintenance value. Positioned on a versatile property with numerous potential uses, this is a rare opportunity for owner-users, nonprofits, or investors seeking a unique commercial asset with room to grow. The property includes two separate residential homes, each with its own septic system, providing flexibility for owner occupancy, staff housing, rental income, or future expansion opportunities. To the left of the church is a 1,144 square foot ranch home built in 1987, offering 2-3 bedrooms and 2 bathrooms. The residence is well suited for use as a parsonage, additional housing, or an income-producing rental property. Located to the right of the church is a 1,034 square ft cottage built in 1950, featuring 2 bedrooms and 1 full bathroom. All structures are heated by above ground oil, and the residential units are equipped with window unit air conditioning. A rare opportunity for religious organizations, community groups, or owner-users seeking a versatile multi-building campus with residential income potential and room for future growth.

101-107 Newport Bridge Road, Warwick

$599,900
4 Beds 4 Baths 1024028 MLS
Owner Relocating and Sad to say goodbye.... Welcome to this elegant Colonial home on a Cul-de-Sac road in the desirable Brentwood section of Red Oaks Mill. Offering over 3,500 square feet of finished living space, this home beautifully combines comfort, charm, and convenience. A welcoming full front porch invites you inside, that features a formal living room, dining room, eat-in kitchen with tile flooring, stainless steel appliances, and skylight, a home office, and an updated half bath. The spacious enclosed porch, accessible from the kitchen, family room, and back deck, provides the perfect spot to enjoy views of and access to the backyard. Hardwood floors flow throughout the remainder of the first and second floors, adding warmth and timeless elegance. The cozy family room is highlighted by a stunning brick wall with a fireplace and Dutch oven—perfect for relaxing evenings at home. Upstairs, you'll find four spacious bedrooms and two updated bathrooms. The lower level offers a versatile family room, dedicated exercise area, and ample storage space. Outdoor living takes center stage on the expansive deck overlooking a private backyard oasis, complete with a heated saltwater above-ground pool—ideal for summer entertaining and making lasting memories. A whole-house generator provides peace of mind year-round. This is a Great Home in a Wonderful Neighborhood. Just minutes from Parks, Shopping, Schools, Hospitals, and other amenities. This property offers the perfect blend of peaceful suburban living and everyday convenience.

11 Carnelli Court, Poughkeepsie

$550,000
1019538 MLS
Located in the Business Highway Zoning District in the Town of Wawarsing, this exceptional multi-use offers 5.077 acres with an impressive 315 feet of frontage on Route 209. This unique property offers a rare combination of commercial, residential, and agricultural potential. Historically utilized as a motel, later as a charter bus terminal, and continuously as a residence, the property features multiple structures suited for a wide range of uses. The standout feature is a steel garage building constructed in 2011, measuring 60' x 36' with an 18' ceiling height (24' at peak). This well-maintained building is in excellent condition and includes three roll-up doors (two front doors measuring 14' x 14' and 12' x 14', plus one rear door measuring 14' x 14'), three man-doors, a concrete floor with radiant heat capability, and 3-phase electric service—ideal for commercial, industrial, or storage use. Also included is a beautifully renovated 20' x 40' double-wide manufactured home, offering immediate occupancy. Fully updated in 2020, the interior features an open-concept living room and kitchen, dining area, two bedrooms, full bath, and porch. Renovations include new walls, sheetrock, windows, doors, laminate flooring, recessed lighting, kitchen cabinetry, countertops, sink, and GE appliances including a propane stove, microwave, and refrigerator. Additional features include an inline propane water heater, washer/dryer hookup, municipal water, and an updated septic system. The original one-story motel building includes five rooms with exterior entrances, plus an attached residence featuring a large kitchen, combined living/dining room, three bedrooms, and full bath. While this structure is currently in poor to fair condition and requires significant renovation, it offers substantial redevelopment potential. In addition to municipal water, the motel building is connected to a functioning private well. For agricultural or recreational use, the property also includes a 24' x 24' barn with two 12' x 12' stalls, generous storage space, and a fenced corral. A separate fenced field measuring approximately 175' x 75' is currently used for horses, but offers additional flexibility for parking, expansion, or future development. With its prime highway frontage, flexible zoning, multiple existing structures, and endless potential for business, residential, agricultural, or redevelopment opportunities, this is a rare investment opportunity in a highly visible location. Property (Section 75.4, Block 1, Lot 33)

6940 Route 209, Kerhonkson

$589,999
2 Beds 4 Baths 998296 MLS
This rarely available end unit in highly sought after Amber Fields complex offers three full levels of beautifully finished, sun-filled living space and one of the largest floor plans in the community. Step inside to soaring ceilings, rich hardwood floors, abundant natural daylight and a dramatic double sided gas fireplace that creates a warm, elegant focal point between the Formal Dining Room and gracious sized Living Room. The open main level is designed for effortless daily living and entertaining, seamlessly connecting to an Eat-In-Kitchen and generous workspace. Upstairs, the expansive primary suite serves as a private retreat with dual closets and an en-suite bath featuring a double vanity, soaking tub and a seperate shower. The second bedroom has it's own dedicated full bath. The versatile lower level adds exceptional value, complete with a full tub bath, laundry room and flexible living space ideal for a home office, media room, guest suite or potential third bedroom configuration. Updated and freshly painted throughout, this home is the perfect combination of comfort, space, and a low maintenance lifestyle. Major updates include: replacement insulated windows with a transferable lifetime warranty and a high efficiency HVAC system (2024) with a transferable 10-yr warranty. Enjoy summer living with a large, community pool, Clarkstown Parks and Recreation Summer concerts, town and County parks within minutes. Bear Mountain State Park for hiking, ice skating, local Zoo and so much more. NJ Transit to NYC only 2.7 miles away.

91 Meadow Lane, Nanuet

$559,000
4 Beds 2 Baths 1019585 MLS
Rare opportunity to own a picturesque country farmhouse on 1.3 beautifully landscaped acres just seconds from the heart of the Village of Ellenville. Tucked away at the end of Spring Street, this exceptional property offers the perfect blend of small-town charm, privacy, and natural beauty in the heart of the Hudson Valley. The serene grounds are a nature lover's paradise, featuring established perennial gardens, mature fruit trees, a raspberry patch, and expansive open skies. Enjoy breathtaking eastern views of the Shawangunk Ridge, where spectacular sunrises greet each morning, while colorful sunsets illuminate the western hillside each evening. Zoned R-2, the property offers exciting possibilities, including potential subdivision (subject to municipal approvals), making it an attractive opportunity for a compound, investment, or other permitted uses. The classic farmhouse features four bedrooms, one full and one half bath, a galley kitchen, an inviting sitting room with breakfast nook, formal dining room, and a spacious living room highlighted by a charming brick fireplace. A bonus third-floor room awaits your finishing touches and offers inspiring panoramic views of the surrounding mountains and village. Don't miss this unique opportunity to own a truly special property where you can create lasting memories while enjoying the beauty and tranquility of the Hudson Valley and convenience of village living. Schedule your private showing today! An additional adjacent 5.8-acre parcel may also be available for purchase but is not currently listed in the MLS.

17 Spring Street, Ellenville

$599,000
2 Beds 2 Baths 1024193 MLS
An Urban Oasis in the Heart of Flushing: Spacious 2BD/2BA Condo (Private Garage Parking Available for Additional Fee) Discover a rare sense of tranquility right in the vibrant center of Flushing. Offering 955 square feet of thoughtfully designed space (835 sq. ft. measured interior) and a 65-square-foot private balcony, this 2-bedroom, 2-bathroom condo is the ultimate city retreat. The seamless layout invites you into a sun-drenched living area that opens directly onto your private, east-and-south-facing balcony—perfect for morning coffee or seamless indoor-outdoor entertaining. Both bedrooms are exceptionally comfortable, featuring custom closets, individual A/C units, and abundant natural light. Enjoy the luxury of privacy with only two residences per floor and semi-private elevator access, ensuring a remarkably quiet living experience. Everyday convenience is built right in, featuring an in-unit washer and dryer combo and a highly coveted deeded garage parking space. The Neighborhood: Set in an incredibly walkable neighborhood, you are just steps away from daily essentials, diverse dining, and major retailers including Target, BJ’s, ShopRite, Stop & Shop, and HomeGoods. Commuting & Location: Transportation is completely effortless. You’ll have immediate access to the subway, LIRR, and multiple bus routes (including Manhattan express service). Major highways, parks, Citi Field, and LaGuardia Airport are all just minutes away. Whether you are looking for your perfect home or a high-yield, long-term investment, this well-rounded property perfectly balances privacy, functionality, and an unbeatable location.

3138 137th Street Unit #7B, Flushing

$579,000
3 Beds 2 Baths 1023454 MLS
Welcome home to this move in ready raised ranch, perfectly suited for first time homebuyers, commuters or anyone looking to enjoy the beauty of the Hudson Valley. Beautifully updated throughout, this home features a stylish new kitchen, updated flooring and a beautifully renovated lower level. Nestled on a peaceful half acre wooded lot, you'll enjoy sweeping mountain views from the backyard, creating the perfect setting to relax and unwind. Ideally located just minutes from the charming Village of Tuxedo, you’ll appreciate the convenience of nearby NJ Transit, a local bus stop, and access to Wee Wah Lake, making both commuting and recreation effortless. Step inside the two story foyer and you’ll find a bright, inviting living room with a large picture window, a formal dining room and an updated eat-in kitchen featuring quartz countertops, abundant cabinetry, a Bosch dishwasher, five burner gas range, microwave and direct access to the deck, perfect for outdoor dining, entertaining or simply taking in the peaceful surroundings. The main level also offers two spacious bedrooms, including a primary bedroom and full bath. Hardwood floors, newer windows, central air conditioning add to the home’s comfort and convenience. The finished lower level provides flexible living space with a generous family room featuring sliding glass doors to the patio, a third bedroom, half bath, laundry area and interior access to the attached one car garage. Whether you’re purchasing your first home or looking for a comfortable year round residence in an excellent commuter location, this property offers the perfect combination of privacy and convenience.

37 Nursery Road, Tuxedo Park

$579,000
2 Beds 2 Baths 1023974 MLS
Your secluded, luxurious sanctuary with serene, beautiful, nature and wildlife surroundings in the general regional context of the Southern Catskill Mountains of Southeastern Sullivan County, NY. This spacious home has been renovated during the last few years with high quality materials, systems and luxurious surfaces and components, such as the white shaker cabinets, soapstone countertops, hardwood floors, floating staircase, designer lighting, center island kitchen, Bertazonni appliances, breakfast bar, garbage disposal and dishwasher and dryer that all combine to enhance and enrich the lifestyle qualities of living here. The two-story great room has floor to ceiling windows on three sides giving views of your expansive property – yard and woodlands. The open architectural design joins the great room, dining area, kitchen and loft and with the abundant doors and windows, the indoor-outdoor living flow provides an ongoing sense of living in and with nature whether indoors or outdoors. The large downstairs bedroom, with nearby bathroom, has windows on three sides and enables one-floor living with convenient access to all the home’s main living areas without going upstairs. The floors in the mud room are heated by radiant heat. Lights and heat are connected to an iPhone smart home control system that can be controlled from anywhere in the world. The electronic system is supported by a self-starting whole house generator. The water treatment system includes both filtration and purification functions. The flagstone patio has a built-in firepit and a ceramic smoking oven. The second-floor master bedroom, like the first floor bedroom, also has windows on three sides plus closets and a balcony. Upstairs, the bathroom has a cast-iron slipper tub and rainfall shower. This beautiful 6.1 acre, wooded, personal sanctuary located in the Southern Catskill Mountains of Southeast Sullivan County is within minutes of the Otisville train station to NYC is close to Middletown, Wurtsboro, West Brookville and Port Jervis for an easy work commute. There are many natural parks and attractions, with abundant wildlife numbers of all native species, and at least 32 species of birds. Beyond the beautiful, well-kept wildlife habitat on your own six acres, the nearby area offers additional venues to explore and enjoy the natural world, including, the Bashakill Wildlife Preserve and the wild and scenic Upper Delaware River Parks. For local cultural entertainment the towns of Middletown, Wurtsboro, Port Jervis, and the quaint hamlets of Narrowsburg and Callicoon all have much to offer. This beautifully reimagined country retreat blends sophisticated design with extraordinary privacy, creating a place where coming home is always like going on vacation. Although wonderfully secluded, modern conveniences remain close at hand. High-speed Spectrum internet supports today's work-from-home lifestyle, while nearby Otisville offers rail service to New York City for those balancing country living with occasional trips into Manhattan. Whether envisioned as a full-time residence, luxury weekend escape or peaceful retreat from city life, this is more than simply a beautiful home.

340 Upper Pine Kill Road, Wurtsboro

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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.