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Historical Homes

Discover these historic homes, each with a unique story waiting for you to make it your own. Explore these timeless treasures and discover a home that connects you to the past.

$465,000
2 Bed
1 Bath
Central Valley
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New Beginnings start with 17 Valley Ave. Not only is this home adorable but there is a heated detached garage/workshop waiting for you. Use it to hold all your cars or toys and save the other side for your crafts, hobbies or maybe even your home business. Sitting pretty in the heart of Central Valley within the town of Woodbury is this charming piece of history where the Arden Dairy Company used to be. Dating back to 1880 this two bedroom gem offers both old world charm with modern updates. Step into the mudroom and into the vintage kitchen displaying white cabinets with newer appliances and a skylight allowing for natural light. The dining room offers a spot to gather and boasts gorgeous refinished hardwood floors that flow into the living room. Adjacent to the living room is an adorable sun room where your plants and flowers will flourish. This room currently doubles an office space. Now up the original staircase to the second floor where you'll find the primary bedroom with exposed beams and high ceilings and added storage above, a wall of closets and recessed lighting. The second bedroom on this floor is ample-sized and overlooks the side yard. The remodeled, full-bath has a tiled tub and a block glass wall. Now let's talk about outside. Just shy of a level half acre, the property has a stone patio which is the perfect place to relax and has bonus built ins. The converted barn with the original tin roof is now a heated workshop with an oversized two car garage and a bonus loft upstairs waiting to be finished. The home has public water and sewer and reasonable taxes. An ideal location for commuters, the home is 2 miles from I-87, Route 17, Route 6, and the Shortline bus stop into NYC. If you prefer the train, Metro north station is a 10 minute drive. Best of all is the Woodbury Parks and Recreation exclusive to Woodbury residents. It includes two parks...John Burke pool which is a beautiful pool with water slides, sprinkle fountains and cabanas for rent and Earl Reservoir which offers a swimmable lake with a high dive and dock, a pavilion with bar-b-ques, playgrounds, ball fields, walking trails, and even a dog park. Walk to the old time custard stand, the local diner, cafes, post office, and library. Close to West Point and Stewart Airport. Woodbury Common Shopping Outlet is right down the road. Schedule your private tour today. You're going to love it!
$335,000
3 Bed
1 Bath
Welcome to this charming storybook home, where timeless character meets modern comfort. Step inside to a thoughtfully designed layout featuring a convenient first-floor bedroom and two spacious second-floor bedrooms. Laminate plank flooring flows throughout, creating a warm and inviting atmosphere, while the open-concept living spaces are enhanced by stylish modern touches that elevate the home's appeal. The well-appointed kitchen maximizes every square inch and features stainless steel appliances, making meal preparation and entertaining effortless. Outside, enjoy a level lot complete with a lovely deck and outdoor living space—perfect for relaxing or hosting guests. A spacious storage shed provides plenty of room for tools, outdoor equipment, seasonal items, and more. Ideally situated between Walton Lake and Round Lake, this home offers the perfect balance of tranquility and convenience. Enjoy easy access to major transportation routes, shopping, dining, and the endless recreational opportunities the Hudson Valley has to offer.
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$619,000
3 Bed
3 Bath
I am pleased to share the details for this immaculate, move-in-ready home in the Cornwall School District. The bright, open-concept layout features a sun-drenched living room and a sunken formal dining room with vaulted ceilings, both offering deck access. The updated kitchen includes granite countertops, stainless appliances, and a center island. The main level provides two bedrooms and a full bath, while the upstairs primary suite offers a walk-in closet and a luxury en-suite with a Jacuzzi tub. The finished lower level adds 1,182 square feet of living space, including a recreation area, flex room, and full bathroom. Recent upgrades include a new HVAC system, hot water heater, and oil tank. The property features a private deck, brick patio, level yard and a Mobile Charging Port for Electric Vehicles for easy convenience. Access to Woodbury Reservoir and community pool amenities.
$974,950
5 Bed
3 Bath
Tuxedo Park
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Prestigious Tudor Residence in Historic Gated Village of Tuxedo Park Welcome to this exquisite 5-bedroom, 3-full-bath Tudor home nestled within the gated, historic enclave of Tuxedo Park, NY one of the Hudson Valley's most distinguished residential communities. This elegant stucco residence offers timeless architectural character, classic Tudor details, and exceptional living spaces on a beautifully landscaped property. The gracious foyer opens to a formal living room with oversized windows while the adjacent formal dining room and kitchen provide seamless flow for entertaining. Rich wood finishes, and original craftsmanship elevate each room throughout. A flexible floor plan includes multiple spaces, private office/den, and abundant natural light. The spacious primary suite features an en-suite bath and generous closet space. Four additional well-appointed bedrooms and two additional full baths offer comfort and privacy for guests. Hardwood floors, built-ins, and period-inspired architectural details celebrate the home's heritage while providing modern livability. Step outside to manicured grounds with patios and outdoor living areas perfect for al fresco dining and gatherings. Residents enjoy the security and exclusivity of a gated community with access to private lakes, scenic trails, village amenities, and nearby commuter options. This property is an exceptional opportunity to own a historic Tudor in one of the region's most sought-after settings.
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$649,900
5 Bed
3 Bath
Haverstraw
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Great investment opportunity! Very well-maintained and freshly painted two-family home featuring a 4-car garage and separate utilities. Projected gross income is 64,200 a year. The first-floor apartment offers a private entrance, living room, dining room, kitchen, 2 bedrooms, 1 full bath, and washer/dryer. PLUS a bonus private room with its own separate entrance and full bath—perfect for extended living or additional income potential. The second-floor apartment features an updated kitchen with granite countertops, and stainless appliances. 2 bedrooms, a large living room, and a full bathroom. PLUS a full unfinished walkout basement with another washer and dryer. UPDATES include a NEW boiler, 2 NEW hot water heaters, and updated front steps. Spacious driveway, fenced property, and patio. This home is fully rented. A MUST SEE!
$1,199,000
7 Bed
4 Bath
Congers, NY! Unique multi-structure investment opportunity featuring three separate buildings on one parcel—each with its own private parking. The main residence is a Colonial offering 3 bedrooms and 1.5 baths, complete with a spacious living room, dining room, eat-in kitchen, and a side porch/den. Additional features include a basement with storage and washer/dryer. The second dwelling is a well-maintained 2-bedroom, 1-bath ranch featuring a living room, eat-in kitchen, and basement with storage and washer/dryer. This home is equipped with central air, a whole-house generator, and a deck—ideal for comfortable single-level living. The third unit is a 2-bedroom, 1-bath apartment situated above a three-car garage, offering a living room, eat-in kitchen, and access to washer/dryer and additional storage within the garage space. Additional highlights include two extra garage bays currently used for storage, presenting further potential for income or personal use. A rare opportunity for investors or owner-occupants seeking multiple income streams in one property.
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$249,900
4 Bed
2 Bath
New Windsor
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There are no interior showings. Tenant occupied. Cornwall Schools! This home is close to Plum Point park, shopping, Newburgh waterfront shops & restaurants and so much more. There are 2 pictures that show the layout of the rooms. On the 1st level, there is an enclosed porch, kitchen, dining room, living room with a fireplace & 1/2 bath. Four bedrooms & full bath are upstairs. Outside is a generous parking area, level yard and a deck. This is an "as is" sale.
$430,000
3 Bed
2 Bath
Central Valley
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Welcome home to this charming 3-bedroom, 2-bath home nestled on a spacious lot with mature trees and a welcoming front porch. This well-maintained home offers a bright and inviting layout, featuring comfortable living spaces, generously sized bedrooms, and two full bathrooms. Enjoy relaxing mornings on the covered porch or entertaining in the private backyard. The dual driveways provide ample off-street parking and leads to a shed for added storage and convenience. Conveniently located near shopping, dining, parks, and major commuter routes, this move-in-ready property combines classic character with everyday functionality. Don't miss the opportunity to make this beautiful home your own!
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$399,000
3 Bed
1 Bath
This beautifully maintained and renovated 1930s Colonial-style home offers 3 bedrooms, 1 bath, and approximately 1,200 sq. ft. of living space. The main level features a welcoming family room that seamlessly flows into the dining room, creating a warm and inviting layout. Interior updates: fully renovated modern kitchen with stainless steel appliances - replaced 2023 & granite countertops, new flooring throughout. 2-zone heat. The second floor offers three spacious bedrooms and a full bathroom featuring marble flooring and a subway tile shower. Exterior updates include vinyl siding - 2020, Trex decking on the front porch and front porch railings - 2025, new soffit and 6” gutters installed in 2021. Additional improvements include basement floor resealed - 2025 and paved driveway resealed - 2025. This parcel is being sold together with the Lot for Sale (land) - MLS #1002091 Centrally located near major highways, restaurants, shopping, wineries, Woodbury Common Premium Outlets, and the Newburgh Waterfront. This home is ready to welcome its next owner.
$475,000
4 Bed
3 Bath
From the inviting front porch to the flexible upper-level loft, this 4-bedroom, 3-bathroom home in Monroe offers a layout full of warmth, character, and space to make your own. Originally built in 1935, the home was thoughtfully expanded and updated in 2004, blending timeless charm with modern functionality. Step through the front door into the open living and dining area, where hardwood floors and distinctive wood-plank ceilings create a cozy yet inviting atmosphere. Sliding glass doors at the rear of the space fill the room with natural light and lead directly into the enclosed sunroom, complete with a hot tub for year-round relaxation. Just off the living area, the first bedroom features a walk-in closet and private full bathroom, offering comfort and convenience. French doors off the dining area lead into the kitchen, complete with a charming breakfast nook and direct access to the spacious back deck — the perfect setup for summer barbecues and outdoor entertaining. Connected to the kitchen is a second dining area, designed to make everyday meals and hosting seamless. Beyond the second dining room are two additional bedrooms, another full bathroom, and a laundry room equipped with an AI-powered washer and dryer for added modern convenience. Upstairs, the loft area provides endless possibilities for a home office, creative studio, playroom, or additional lounge space. The upper-level bedroom includes its own full bathroom and closet, creating a private retreat tucked away from the main living areas. Located just 2 minutes from Crane Park. Property is being sold as-is. Flood insurance is required. Some images are virtually staged. This home is registered with the 100% Money Back Guarantee. Sold AS IS
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$1,000,000
4 Bed
3 Bath
Welcome to Brook Farm - Village of Chester, New York - Circa 1851 - 6.8 Acres. There's a moment, just after you turn onto Main Street and the house comes into view above the lawn, when you understand that this is not an ordinary property. The covered porch stretches wide across the front, the slate roof catches the afternoon light, and the whole thing sits there with the quiet confidence of something that has absolutely nothing to prove. Brook Farm has been here since 1851. It will be here long after you. This is the kind of home that changes the way you think about time. Originally the crown jewel of financier Richard Delafield's 128-acre Brook Farm estate — named after his Tuxedo Park retreat — the manor was designed from the very beginning for a life lived generously. For gathering people. For long dinners that drift into evening. For the kind of entertaining that doesn't need a theme, because the house is the occasion. Step through the front door and the ceilings rise to greet you — twelve feet of plaster and molding, the proportions of a home that was never meant to feel small. The formal rooms flow one into the next: parlor, drawing room, dining room, each anchored by original fireplaces, each telling you without a word that whoever built this place understood how a house should feel. The hardwood oak floors, the walnut trim, the two grand staircases with their original woodwork — these aren't period details. They're the bones of the place, still standing, still beautiful, still doing exactly what they were put here to do. Upstairs, four bedrooms carry the same unhurried character — rooms with depth and soul, served by two full baths and a dressing room. A walk-up third floor adds two finished bonus rooms: a studio, a library, a playroom, a quiet office above the treetops. The house keeps offering more. And then there's the basement. Name it what you want — a tavern, a speakeasy, a rumpus room — but nothing quite prepares you for it. A massive brick fireplace. A built-in bar. Full-size windows flooding the space with light. And a door that opens directly onto a sunken pebbled courtyard, walled and private, where summer evenings could easily become a habit. Beyond the main house, the estate unfolds across 6.8 acres of lawn, mature trees, and open land. A charming 882-square-foot guest cottage — two bedrooms, one bath, fully independent utilities — sits privately apart from the manor. It's the kind of setup that solves problems you haven't had to solve yet: visiting loved ones, aging parents, a long-term guest, a rental income stream, a caretaker's quarters. The dairy barn and outbuildings hint at the property's agricultural past and offer a footprint ready for whatever comes next — a workshop, a studio, a small farm, a vision that hasn't quite taken shape yet but will the moment you walk the land. There's even a tennis court. Fifty-five minutes from Midtown Manhattan, charming village setting, close to the Rail Trail, highways, the Goshen Historic Track, Legoland, the Shawangunk Wine Trail, and some of the best farm-to-table dining in the Hudson Valley — Brook Farm is private without being remote, historic without being frozen in time. Properties like this — with this much land, this much character, this much history — don't come back on the market. This one hasn't been available in over seventy years. The people who have lived here understood what they had. Now it's your turn. A special property steeped in character, with a story already written… and a bold new one waiting to begin. Full of soul and raw possibility, it's ready for reinvention, for reimagination, for a whole new energy. Awaken its potential, elevate its spirit, and make it entirely your own. The next chapter is yours to craft. Your vision. Your legacy.
$475,000
3 Bed
2 Bath
BACK ON THE MARKET!!! A well-kept 3 bed 1.5 bath home with a legal 1 bedroom 1 bath cottage, located very close to beautiful Lake Carmel Recreation district. Home was completely renovated and updated in 2017! Cottage was recently re-insulated with blown-in insulation in walls and foundation.
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$549,900
5 Bed
4 Bath
New Windsor
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Oldie But Goodie with Endless Possibilities! What an unbelievable property! Nestled on 2 private acres, this unique offering features a spacious two-story home plus a separate one-bedroom apartment—perfect for extended family, guests, rental income, or a home office setup. Enjoy the privacy and tranquility of having no homes behind you, providing a peaceful backdrop and added peace of mind. The property has seen numerous updates while maintaining its timeless character and charm. Located in one of the Hudson Valley's premier commuter locations, you'll enjoy the perfect balance of country living and convenient access to major routes, shopping, dining, and everything the region has to offer. Whether you're looking for multi-generational living, investment potential, or simply room to spread out, this rare opportunity checks all the boxes. Don't miss your chance to make this exceptional property your own!
$779,000
3 Bed
3 Bath
Tuxedo Park
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Welcome to this charming Carriage House located within the prestigious gated community of Tuxedo Park. This 3-bedroom, 2.5-bath home is ideal as a full-time residence or weekend retreat. Set in a secluded, private setting and surrounded by natural beauty, the home features sun-filled living areas designed for comfort and functionality. A walkout basement provides flexible space for many possible uses. An additional 7 x 13 bonus room, has its own separate entrance and offers the perfect setup for remote work, a studio, or professional use. Conveniently located near major highways for easy commuting, the property also benefits from 24-hour guard-gated entry and a dedicated police force exclusive to the community. Residents enjoy access to swimming, boating, fishing, biking, and miles of scenic hiking trails, with private Golf and Tennis Club membership available. This unique home offers privacy, security, and a sought-after Hudson Valley lifestyle just one hour from NYC. Whether you're seeking a tranquil escape or a refined year-round residence, this unique carriage house offers the rare opportunity to experience privacy, security, and timeless charm in one of the Hudson Valley's most sought-after communities.
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$449,000
3 Bed
2 Bath
Tomkins Cove
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Welcome home to 363 North Liberty Drive! Full of charm and character, this move-in ready home offers 3 bedrooms, 1.5 bathrooms, and an abundance of original details throughout. From the moment you arrive, you will appreciate the enclosed front porch, the beautiful original woodwork, hardwood floors, crown molding, and the timeless character that makes this home truly special. Some rooms in the home have also been freshly painted. Step inside to a welcoming entryway that leads to the spacious main level featuring high ceilings throughout. The bright living room offers lovely river views from the window and is accented by elegant crown molding. The formal dining room is generously sized and perfect for entertaining. Just off the dining room is an additional enclosed porch, ideal for enjoying your morning coffee or simply unwinding while taking in the natural light. The spacious eat-in kitchen showcases a beautiful original tin ceiling and offers a walk in pantry and an abundance of cabinet and counter space,making it the perfect gathering place for everyday meals and entertaining. Off the kitchen is a convenient half bathroom. You'll also find a mudroom with a laundry area and a bonus storage room that offers potential to be converted into a future full bathroom. The mudroom also provides access to a large screened-in porch, the perfect place to relax and enjoy the outdoors. Upstairs, you'll find three spacious bedrooms along with a full bathroom. The primary bedroom features access to the full bath, complete with a soaking tub and more of the home's wonderful original details. Outside, the property includes a detached one-car garage and a shared driveway with one neighboring home. With its classic charm, original features, river views, and endless potential to make it your own, this is a wonderful opportunity to own a character filled home that is ready for its next chapter. Conveniently located near Bear Mountain, Seven Lakes, and scenic hiking trails. Don't miss your chance to own this one-of-a-kind home.
$224,999
4 Bed
2 Bath
Calling all investors and visionaries! This property is a true blank canvas, ready for your creative vision. Ideally situated in a prime location, it offers exceptional potential for those looking to renovate, remodel, or reimagine. With the right updates, this home presents a rare opportunity to transform it into a standout masterpiece or income-producing asset. Bonus: the property features a brand new roof and comes with muti-family planning board approval, adding even more value and flexibility for future use. Bring your vision to life and unlock the full potential of this diamond in the rough. Opportunities like this don't come around often, don't miss it!
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$629,900
4 Bed
2 Bath
Welcome to 23 Edgewood Drive. A magnificent Cape Cod home located in one of the most Desirable locations in all of Monroe Area. This stunning home features Lush Landscaping, Custom built stone walkway, and stone retaining walls. Inviting Open & Sundrenched Floor Plan that includes beautiful Hardwood Floors, Recessed and track Lighting, a sun- filled Large Living room, gourmet Kitchen including Custom designed cabinetry, tiled backsplash, Stainless Steel Appliances, Endless Countertop Space and prep area. Elegant Dining area with abundance of windows to enjoy the beauty of the outdoors while enjoying your morning coffee. Formal Dining Room with sliding doors that leads to a huge deck. Stylish Main Bathroom. Spacious Bedroom. Primary Bedroom Suite offering a Brand-New Gorgeous Spa like bathroom that includes Imported Tiling, Hand Crafted Two sink vanity with Quartz Countertops, custom lighted mirror, a Jetted Soaking Tub, 2 persons Shower with Body sprayers, 2 Rain shower heads one of which is lighted, and recessed lighting for a real spa experience. Second Level offers Two Generous size Bedrooms with lots of closet areas. Full unfinished walk out basement with an Attached storage space. Enjoy the Private Fenced backyard Oasis that features a Large Heated Salt water Inground Swimming Pool with custom stone patio. Multi Zone A/C System providing independent climate control (Heat and A/C) Across multiple areas. Energy efficient new tankless combination (hot water and heat), Saltwater softener system. This Home is Turnkey!! MUST SEE !! Perfectly located to NYS Thruway, Rt 17M, Bear Mountain, Metro North, Rt 6 Convenient to Everything Easy commute to NYC
$499,000
3 Bed
2 Bath
This 3-bedroom, 2-bathroom ranch in a quiet Fishkill village neighborhood offers 1,792 sq ft of living space on a sprawling 0.84-acre lot. Featuring hardwood floors, a cozy fireplace, and a walk-out basement, the property perfectly blends the peace of a parklike setting with ultra-convenient commuter access. Property Highlights include a spacious layout with 3 bedrooms and 2 full baths with an inviting, sunlit family room. Classic features include freshly redone hardwood floors, a large living room anchored by a warm fireplace, and a bright, functional kitchen. Outside is an oasis on a gorgeous lot with an appealing deck, mature evergreens, offering excellent privacy and a great setting for entertaining. Downstairs in the walk-out basement. Attached garage provides exceptional storage and potential for expansion. It's also a commuter dream: with an unbeatable location just minutes from I-84, Route 9, and local Metro-North train stations for easy travel. You'll love the convenience to the charming Village of Fishkill with its local shops and dining.
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$669,000
4 Bed
2 Bath
West Haverstraw
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Welcome to this beautifully updated 4-bedroom Colonial in the heart of West Haverstraw! This turn-key home features a guest room/office, fresh paint throughout, new windows, and recessed lighting that creates a warm, modern feel. The new stylish kitchen boasts granite countertops, stainless steel appliances, and self-closing cabinets—perfect for everyday living and entertaining. With two updated bathrooms and spacious bedrooms, this home offers both comfort and functionality. Enjoy summer days in the above-ground pool with a new liner and filter, or relax in the flat, fully fenced backyard—ideal for outdoor gatherings. Property also includes a detached 1-car garage. Conveniently located near the Bowline Ferry with easy access to NYC trains, minutes from Bear Mountain State Park and surrounded by the majestic Hudson River.
$399,000
3 Bed
1 Bath
Welcome to 23 Roosevelt Place, a charming Cape Cod that perfectly blends timeless character with a bright, airy mid-century modern feel. Pride of ownership shines throughout this beautifully maintained home, and from the moment you arrive, you'll feel right at home. The inviting kitchen features warm wood cabinetry, under-cabinet lighting, ceramic tile flooring, stylish backsplash, peninsula island with storage and barstool seating, stainless steel appliances - gas range, dishwasher, microwave, and a newer refrigerator, with the kitchen sink window overlooking the expansive Trex deck and private backyard. The cozy living room showcases a classic brick wood-burning fireplace, rich hardwood floors, and subtle wood accents that add warmth and charm. The main level offers two spacious bedrooms, with one currently being utilized as a formal dining room, plus a full bathroom with a timeless black-and-white NYC-inspired feel. Sliding Anderson doors lead to an oversized Trex deck with white composite railings, creating the perfect space for outdoor entertaining. Enjoy backyard envy with a level yard fully enclosed by a 6-foot white vinyl privacy fence. Upstairs, a dormered second level offers endless possibilities with a large open-concept space enhanced by a skylight and abundant natural light (water line access is available on this floor for future if needed). Additional features include hardwood flooring throughout, beautiful wood accents, recessed lighting, smart Nest thermostat, recently painted interior, storm doors, newer windows, newly upgraded gas service line, and a full unfinished basement ready for storage, hobbies, or future expansion. A paver walkway welcomes you to the front entrance, while the home's unbeatable location places you within walking distance to local schools and less than five minutes from Interstates 84 and 87. Conveniently located just 60 miles from NYC and close to West Point, Stewart International Airport, Metro-North, the Beacon Ferry, and major commuter routes, this special home offers the perfect balance of charm, convenience, and lifestyle. Call today—this beauty won't last long!