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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.

$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!
$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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$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.
$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.
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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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$310,000
2 Bed
1 Bath
Quiet spot at the end of a short "trail"! 1/2 circle driveway is paved giving more parking, & closer to the entrance! You'll enjoy the spacious deck at the rear of the house for any get togethers or just a peaceful family BBQ & play area for the kids! The deck is partially under a roof to be enjoyed even in the rain! There are 2 bedrooms & a small extra room, sunroom, living room, & fireplace to enjoy in the winter! Both the kitchen and bathroom are updated. Don't miss out on this move in ready home! Parking is on the driveway or along the front of the lot. Basement is accessed by the door in the front of the house. Heat is oil fired hot air and mini split combo heat & AC. Water is connected to the community water & is a quarterly bill. The trail is private & each person on the trail helps to pay any associated costs, like snow plowing or fixing pot holes. No set amount, just contribute when asked!
$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.
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$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!
$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.
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$579,000
3 Bed
2 Bath
Tomkins Cove
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Welcome to OLD WORLD CHARM AND HUDSON RIVER VIEWS. Sit on your amazing front porch and view the Hudson River. Beautiful laminate floors, ceramic in kitchen, entry, 3 season room and bathroom. Windows everywhere. All window treatments, light fixtures, ceiling fans and wall AC units remain. Arched openings , bar in dining room.Washer and dryer in kitchen and closet .Ref. DW, microwave, cooktop, wall oven, and lazy susan pantry. Recessed lighting in the kitchen. 2nd refrigerator in the 3 season room. Propane BBQ remains. Located near a beautiful garden. Property fenced in. Upper level has carpet. No hardwood underneath. Parking for at least 10 cars. Bonus!! Full walk up attic . The view is extraordinary. So much potential. The utilities are located under the front porch in the crawl space, Septic replaced in 2018. Well water. Low low taxes. Almost 2800 Sq. ft. Special home for a special buyer.
$338,000
2 Bed
1 Bath
Lake Community Living! Whether your passion is a weekend or summer getaway, downsizing or looking for your first home that won't break the bank it's all here at 21 Lakeview Dr. This two bedroom charmer is updated and ready for you to move in. The home sits up high to access the lake view. Inside you'll find a comfortable living area, the primary bedroom with a walk in closet, a second guest bedroom, a sleek and stylish kitchen,new bathroom and laundry. The large front deck offers seasonal lake views( more with the help of some branch trimmers). It's the perfect spot to sit and relax. The back yard has a patio area ideal for grilling and plenty of space for a garden. Finer points include central air, luxury vinyl plank flooring, stainless steel appliances, washer and dryer, a renovated full bathroom, basement for storage and a fenced in backyard perfect for your four legged family members. Just down the road is Mombasha Park! Located within the award winning Monroe-Woodbury School District with Pine Tree Elementary School. Commuting is a breeze being just minutes from I87, Route 6, Route 17 and the Harriman Train Station. Enjoy hiking, local breweries, farmer markets, olde time ice cream stands,and quaint eateries. If you need some retail therapy Woodbury Common Shopping Mecca is here along with all the big box stores. Enjoy the very best of the Hudson Valley right here, right now.
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$497,000
3 Bed
1 Bath
Charming older home full of character and original details, offering 3 bedrooms and endless potential. This inviting property blends timeless charm with important modern updates, including a brand-new roof, newer windows, a new furnace and mostly new appliances for added comfort and peace of mind. Be cozy in the Living Room featuring a gas fireplace. Enjoy the beauty and tranquility of the picturesque creek that runs through the property. A rare opportunity to own a home with both charm and a truly scenic setting.
$325,000
4 Bed
2 Bath
Charming 4-bedroom, 1.5-bath home situated on a level lot in the desirable Woodbury community of Highland Mills. Features include spacious living areas, a country kitchen, 4 bedrooms, and a private wooded yard perfect for outdoor enjoyment. Conveniently located near shopping, parks, major commuter routes, and within the Monroe-Woodbury School District. Great opportunity to own a home in a sought-after location. Solar panels are leased at $55/month
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$429,000
2 Bed
2 Bath
Beautifully, recently renovated & refreshed, 6 room, 3 bedroom colonial bordering Tin Brook in the heart of the Village of Walden. Close to major shopping, Hannaford Supermarket, many parks, eateries,Stewart International Airport, Valley Central schools, I84 & I87 to commute. It has a gorgeous kitchen with plentiful white cabinetry, granite counters, high ceilings and recessed lights, stainless steel range, dishwasher, refrigerator & ceramic tile floors, spacious living room to gather, entertain or watch tv, formal dining room & redone lav on first level with a large deck to enjoy nature , BBQ or just relax. Upstairs there are 3 bedrooms and lovely main bath with shower/tub. Improvements include new roof, electric, new windows, new trendy wood look vinyl floors & more. Enjoy what village life has to offer. Close to all the conveniences you require for the ease and enjoyment of living.
$230,000
1 Bed
2 Bath
Wappinger
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Discover your own private sanctuary with this charming waterfront property. The backyard leads directly to Wappingers Creek, offering stunning views and a peaceful, calming atmosphere. Step onto the patio to relax by the water or enjoy an afternoon of fishing right from your yard. Inside, two classic coal stoves provide exceptional warmth and ambiance for chilly winter evenings. Conveniently located near local shopping, schools, major highways, dining, and the train station, this home blends serene creekfront living with everyday accessibility. Bring your vision to make this unique retreat your own.
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$429,000
5 Bed
3 Bath
Great opportunity to own a duplex in the City of Newburgh, located directly across from Mount Saint Mary College and just minutes from the vibrant Newburgh Waterfront. Discover this charming, character-filled home featuring soaring ceilings, oversized windows, exquisite molding, and beautiful hardwood floors throughout, creating a warm and inviting ambiance. This duplex offers incredible flexibility with two units. The lower level features a 1-bedroom, 1-bath apartment with high ceilings—ideal for extended family or rental income. The upper unit is the larger space, offering 3 bedrooms and 2 full bathrooms. Step outside to enjoy a serene backyard, perfect for relaxing or entertaining. Conveniently located near restaurants, shops, Montefiore St. Luke's Hospital, and commuter routes including the Beacon Metro-North train with direct access to Grand Central. You're also a short drive to Stewart International Airport, Bear Mountain, West Point, and the many parks, trails, wineries, and attractions the Hudson Valley has to offer. This property truly has so much to offer—don't miss this opportunity!
$739,900
5 Bed
4 Bath
Washingtonville
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Set on 2.8 acres in Blooming Grove, this distinctive two-family property offers the feel of a private mini estate with thoughtfully curated grounds and mature landscaping. The main residence blends historic character with modern updates, featuring 4 bedrooms and 3.5 baths. Generous living spaces, high ceilings and a mix of hardwood and original wide plank flooring create warmth and authenticity throughout. Custom crown molding, solid oak doors and refined architectural details add to the home's timeless appeal. The chef's kitchen is designed for both function and style with Cafe stainless steel appliances, quartz countertops, an island with seating, a farmhouse sink, exposed beams and a striking antique wood-burning cook stove. A vaulted mudroom and laundry area includes built-in cabinetry, ample storage, an LG washer and dryer and an additional farmhouse sink. Upstairs, spacious bedrooms offer comfort and flexibility, complemented by two well-appointed full baths featuring a clawfoot tub and a jetted soaking tub. Outdoor living is equally impressive, with an expansive front porch accented by stone steps and an oversized paver patio ideal for entertaining. Stone walls frame portions of the property, enhancing its setting. Additional highlights include owned solar panels on both the main house and cottage with a transferable 20-year warranty, geothermal heating and central cooling, a walk-up attic with high ceilings for storage and numerous updated windows. A separate, fully renovated cottage, offering an additional 480sqft, provides legal rental income or guest accommodations, complete with 1 bedroom, 1 bathroom and private laundry. A rare opportunity offering space, versatility and enduring character in a scenic setting. Conveniently located within a few miles of major highways, Stewart airport and minutes from many conveniences. Washingtonville Schools. **Zillow Showcase will be up soon so be sure to check back for the 3D Tour!**
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$500,000
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
$575,000
3 Bed
3 Bath
New Windsor
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Welcome to this beautifully updated Cape Cod, ideally situated in Lacey Field, one of New Windsor's most desirable and charming neighborhoods. From the moment you arrive, the large rocking-chair front porch sets the tone for a home that feels warm, welcoming, and impeccably maintained. Inside, you'll find hardwood floors, thoughtfully updated kitchen and baths, and a comfortable layout that blends classic character with modern convenience. The inviting living room, with a fireplace, opens to the rear deck through French doors, creating an easy flow for everyday living and entertaining. The first-floor primary suite offers wonderful convenience with an ensuite full bath and walk-in closet. Two additional bedrooms (on the 2nd level) and a total of 2.5 baths provide plenty of space for family, guests, or work-from-home needs. A flexible fourth room (on the main level), with a 2nd set of French doors to the backyard, makes an ideal home office, den, playroom, or guest space. The washer and dryer are also conveniently located on this main living level. The backyard is fully fenced and is a true highlight, featuring mature gardens filled with perennials that bloom from March through October, a rear deck, and a shed for added storage. It's a peaceful, private-feeling outdoor space designed to be enjoyed through the seasons. The unfinished basement is a clean, dry, usable space that offers excellent storage, or a place for hobbies. Additional updates and features include a new hot water heater in 2023, gas furnace in 2019, chimney relined in 2024, a freshly sealed driveway, and owned solar panels that are paid in full. Beautifully maintained, completely updated, and full of charm, this Lacey Field Cape Cod is the kind of home that simply feels good the moment you step inside. 12 miles to West Point; 6 miles to Stewart Airport/ANGB; 6 miles to the Salisbury Mills-Cornwall Train Station, 7 miles to the Beacon Train; and about 60 miles to NYC.