Circleville, NY Homes for Sale

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  /50

  $549,000

  • 4 Beds
  • 2 Baths
  • 2,824 Sq Ft

  147 Main St, Chester, NY 10918

  Bring your vision to **147 Main Street in the Village of Chester**. Zoned **Duplex with Neighborhood Business use**, this spacious property offers an excellent opportunity for investors, business owners or buyers looking to renovate and create value.The property features multiple living areas, four bedrooms, a large kitchen with center island, one full bathroom, a half bathroom, laundry

  

  Samantha Ortiz

  Howard Hanna Rand Realty

  147 Main St, Chester, NY 10918
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  /33

  $425,000

  $50K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,187 Sq Ft

  19 Judd Place, Goshen, NY 10924

  Welcome to 19 Judd Place in the Village of Goshen! This beautifully renovated 3-bedroom, 1-bath home is completely move-in ready and located within the highly sought-after Goshen Central School District.The stunning new kitchen features quartz countertops, modern cabinetry, and brand-new stainless steel appliances. Throughout the home, you'll find stylish flooring, updated finishes, and a

  

  Ammar Iqbal

  eXp Realty

  19 Judd Place, Goshen, NY 10924
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  /32

  $1,660,000

  $20K PRICE DROP

  • 5 Beds
  • 9 Baths
  • 7,794 Sq Ft

  3 Bristol Dr, Middletown, NY 10941

  Welcome to 3 Bristol Drive, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 Sqft of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment. Built in 2002, this 6-bedroom suits, 8.55-bathroom residence features expansive, light-filled interiors and estate-scale proportions ideal for both entertaining and everyday

  

  Mohamed Elgoarany

  All American Realty Management

  3 Bristol Dr, Middletown, NY 10941
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  /39

  $749,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 8,486 Sq Ft

  48 Maple Ave, Goshen, NY 10924

  Cue the theme song for Somewhere Over the Rainbow, because, Toto, we're not in Kansas anymore! Crossing the threshold of this estate feels like stepping directly into a living storybook and spiritual wellness sanctuary. Once upon a time, this magical land was Noah's Park Retreat, an exotic animal sanctuary and successful Veterinary Hospital. The historic 1938 Cape Cod estate, on 7.3 sprawling

  

  Lisa Kelly

  Exit Realty Connections

  48 Maple Ave, Goshen, NY 10924
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  /17

  $339,900

  Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,086 Sq Ft

  3706 Whispering Hills, Chester, NY 10918

  Discover a compelling combination of space, convenience and Chester accessibility at 3706 Whispering Hills. This 2-bedroom, 2-bath, approximately 1,086-sq-ft townhome-style residence is reported to offer central air, a fireplace, attached garage. Set within the established Whispering Hills community, the location provides convenient access to Route 17, Route 94 and the Chester Park & Ride, along

  

  Randolph Rogers

  eXp Realty

  3706 Whispering Hills, Chester, NY 10918
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  /50

  $574,900

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  8 Nelson St, Goshen, NY 10924

  You have toured enough houses by now that you walk in already doing the arithmetic. The kitchen you would have to redo. The bathroom that would swallow a summer and a savings account. The little concessions that pile up until you are talking yourself into something you never actually wanted. Somewhere in the last few months, the search stopped being exciting and started feeling like a negotiation

  

  Brian Caplicki

  KW Hudson Valley United

  8 Nelson St, Goshen, NY 10924
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  /46

  $849,900

  • 5 Beds
  • 4 Baths
  • 2,600 Sq Ft

  14 Robalene Dr, Goshen, NY 10924

  By now you know the shape of the problem. The houses coming up do not have the rooms. Four bedrooms, two baths, and a conversation about an addition, which means an architect, permits, and a number that keeps moving. New construction means waiting out the build, then the settling, then a year of landscaping and pouring the patio yourself. This one is already past all of it, and you feel that

  

  Brian Caplicki

  KW Hudson Valley United

  14 Robalene Dr, Goshen, NY 10924
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  /46

  $1,388,000

  $100K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 2,056 Sq Ft

  285 Maple Ave, Goshen, NY 10924

  Debuting to the market, this bucolic equestrian mini estate in Goshen captures the essence of refined country living. Beyond stately wrought iron gates is a stunning Craftsman-style home and charming and functional barn, set on 10 glorious acres of rolling pastures, including 5 fenced-in paddocks, round pen and pond. Completely rebuilt from ground up, this Craftsman-style residence offers 2056

  

  JoAnn Maxwell

  Howard Hanna Rand Realty

  285 Maple Ave, Goshen, NY 10924
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  /37

  $789,900

  • 5 Beds
  • 4 Baths
  • 4,697 Sq Ft

  19 Grand View Terrace, Chester, NY 10918

  Welcome to 19 Grand View Terrace in Chester, NY, an impressive Colonial offering approximately 4,697 square feet, five bedrooms, and four full bathrooms. Set on approximately 0.42 acres, this expansive Orange County residence provides the space, comfort, and flexibility needed for everyday living, entertaining, working from home, and hosting guests.The generous interior features multiple

  

  Randolph Rogers

  eXp Realty

  19 Grand View Terrace, Chester, NY 10918
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  /50

  $799,000

  $96K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,296 Sq Ft

  411 Mt Joy Rd, Middletown, NY 10941

  Space, privacy, and thoughtful design come together at this well-maintained 4-bedroom, 2.5-bath Colonial, built in 2005, offers 3,296 sq ft of living space on 11.7 private acres—giving you room to breathe while staying conveniently close to everything Middletown has to offer.Step inside and you'll immediately notice the 9-foot ceilings that elevate every room with an airy, open feel. The main

  

  Donna Reese

  KW Hudson Valley United

  411 Mt Joy Rd, Middletown, NY 10941
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  /4

  $949,900

  • 4 Beds
  • 2.5 Baths
  • 2,865 Sq Ft

  14 Sutton Ln, Goshen, NY 10924

  Imagine turning onto your driveway, approaching your brand-new dream home nestled beautifully on over 6.6 acres of serene countryside, yet conveniently located just moments from everything Goshen has to offer. This stunning Colonial, crafted by a highly respected local builder known for meticulous attention to detail and superb craftsmanship, promises a lifestyle where elegance meets

  

  Brian Caplicki

  KW Hudson Valley United

  14 Sutton Ln, Goshen, NY 10924
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  /42

  $649,000

  • 3 Beds
  • 3 Baths
  • 2,350 Sq Ft

  64 Guinea Hill Rd, Other, NY Other

  Modern Luxury Meets Parklike Serenity in Minisink Valley School District!Welcome to 64 Guinea Hill Road, a picture-perfect 7-acre sanctuary tucked away in the hamlet of New Hampton in the heart of Wawayanda. Built in 2015 and meticulously updated by its current owners, this stunning 3-bedroom, 3-full-bath residence offers the ideal blend of modern luxury, country charm, and complete peace of

  

  Vincent O'Brien

  Davis R. Chant - Milford

  64 Guinea Hill Rd, Other, NY Other
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  /45

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,583 Sq Ft

  50 Hambletonian Ave, Chester, NY 10918

  Welcome to this charming ranch style home set on 4 picturesque acres, featuring beautiful flowing hardwood floors and a peaceful, private setting. The inviting kitchen offers gorgeous marble countertops, an abundance of cabinetry, a sink positioned beneath the windows, and stainless-steel appliances. From the living room, double sliding doors open onto the expansive wraparound porch, creating an

  

  Jennifer Loprieno

  Howard Hanna Rand Realty

  50 Hambletonian Ave, Chester, NY 10918
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  /2

  $89,900

  $10K PRICE DROP

  • Land
  • 8,498 Sq Ft
  • $460,789 per Acre

  183 W Main St, Goshen, NY 10924

  Some people drive through Goshen and see a pretty village. You see something else. You see the foot traffic on a Friday night when Amore's is pulling pizzas out of the oven, the rhythm of dancers coming and going at Kennet's across the way, the way people slow down when they hit this stretch of West Main. You've already pictured what could sit on this corner. The sign over the door. The light

  

  Brian Caplicki

  KW Hudson Valley United

  183 W Main St, Goshen, NY 10924
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  /50

  $1,480,000

  • 8 Beds
  • 5.5 Baths
  • 5,302 Sq Ft

  127 Hill Rd Unit 129, Goshen, NY 10924

  THREE HOMES. TWO PROPERTIES. ONE EXTRAORDINARY ESTATE.Welcome to something truly uncommon. Set back and framed by nature, this legacy estate delivers the space, flexibility, and income potential most buyers spend a lifetime searching for and never find. First time on the market in over 70 years. Rarely does a property of this magnitude come available with this level of flexibility and

  

  Christina Rowan

  Howard Hanna Rand Realty

  127 Hill Rd Unit 129, Goshen, NY 10924
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  /36

  $519,000

  $21K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft

  5 Walnut Ct, Goshen, NY 10924

  Lovely raised ranch on a cul de sac. Updated kitchen and bathrooms. Open floor plan with a deck off the kitchen/dining area. The deck is fabulous and large, perfect for entertaining, dining al fresco, enjoying a beverage of your choice or lounging with a good read. Beautiful, large backyard. Don't miss the opportunity to own a home that gives you a lot for your money. Come explore the lay out see

  

  Pamela Burns

  Corcoran Legends Realty

  5 Walnut Ct, Goshen, NY 10924
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  /3

  $1,139,900

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  32 Breezeway Ln, Goshen, NY 10924

  At some point, you stop scrolling.Not because you ran out of options, but because you start recognizing the pattern. Same layouts. Same compromises. Different finishes, same feeling. Almost right, but never quite it.This is where that changes.Set in Goshen, where the rhythm of the day moves between the Heritage Trail, local farm stands, and a village center, this

  

  Brian Caplicki

  KW Hudson Valley United

  32 Breezeway Ln, Goshen, NY 10924
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  /4

  $799,900

  • 4 Beds
  • 2.5 Baths
  • 2,489 Sq Ft

  113 Maple Ave, Goshen, NY 10924

  Imagine stepping into a home built around your every desire, where sunlight gently pours through expansive oversized windows, filling your grand great room with warmth and light. This brand-new construction, nestled within the prestigious Goshen School District, offers more than just a place to live—it's where your story begins.With impressive 9-foot ceilings accentuating the spacious,

  

  Brian Caplicki

  KW Hudson Valley United

  113 Maple Ave, Goshen, NY 10924
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  /15

  $929,900

  $80K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 2,773 Sq Ft

  52 Breezeway Ln, Goshen, NY 10924

  You spent enough evenings scrolling through listings that compromise something. The kitchen is dated, or the location is wrong, or the layout fights you on a Tuesday night. This is the one that stops asking you to settle. The framing is up, the rooflines are taking shape, and the hilltop already offers the kind of long Hudson Valley views that make you slow down on the driveway every time you

  

  Brian Caplicki

  KW Hudson Valley United

  52 Breezeway Ln, Goshen, NY 10924
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  /40

  $729,000

  $21K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  200 Conklingtown Rd, Goshen, NY 10924

  Escape the city to your own 5-acre country retreat in beautiful Goshen! Nestled in the rolling, open countryside, this 1980 3-bedroom, 2-bath raised ranch offers a lifestyle defined by space, privacy, and endless possibilities. Perfect for horse lovers, hobby farmers, or anyone looking to live closer to the land with horses, donkeys, chickens, or goats. The property features an impeccably

  

  Vincent O'Brien

  Davis R. Chant - Milford

  200 Conklingtown Rd, Goshen, NY 10924
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  /4

  $979,900

  • 4 Beds
  • 2.5 Baths
  • 3,073 Sq Ft

  21 Breezeway Ln, Goshen, NY 10924

  Nothing here has been decided yet, and that is the best thing about it. The plan is drawn, the 2.26 acres are ready, and the neighborhood around it is all striking custom homes with real space between them, not a corner cut on a single one. This is the side of Goshen that still feels like country, and everyone on this road went looking for exactly that. Every choice that normally gets made for

  

  Brian Caplicki

  KW Hudson Valley United

  21 Breezeway Ln, Goshen, NY 10924
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  /50

  $990,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,955 Sq Ft

  1 Oakland Ave, Chester, NY 10918

  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

  

  Christina Rowan

  Howard Hanna Rand Realty

  1 Oakland Ave, Chester, NY 10918
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  /46

  $349,999

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  11 Strack Rd, Goshen, NY 10924

  Welcome to this beautifully updated 4-bedroom single-family home conveniently located just outside the Village of Goshen. Offering a comfortable blend of modern updates and everyday functionality, this home is move-in ready and thoughtfully maintained.The updated kitchen features granite countertops, a mosaic tile backsplash, and brand-new stainless steel Frigidaire appliances. Throughout the

  

  Chativa Bowen

  Keller Williams Realty

  11 Strack Rd, Goshen, NY 10924
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  /18

  $399,000

  • Land
  • 46 Acres
  • $8,674 per Acre

  492 Black Meadow Rd, Chester, NY 10918

  Rare opportunity to own approximately 46 acres in the desirable Black Meadow Road area of Chester, New York. Tucked privately behind a subdivision entrance at the end of a cul-de-sac, this parcel offers a peaceful natural setting surrounded by mature woods, wetlands, scenic surroundings, and abundant wildlife.Ideal for recreational use including hiking, hunting, nature walks, bird

  

  Ewa Kusmierek

  eXp Realty

  492 Black Meadow Rd, Chester, NY 10918
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  /3

  $285,000

  • 2 Beds
  • 1 Bath
  • 1,019 Sq Ft

  16 Earle St Unit 14 1/2, Middletown, NY 10940

  Prime opportunity for investors, renovators, or savvy buyers looking to build instant sweat equity. With some TLC and modern updates, you can bring your vision to life and transform this house into a standout primary residence or high-yield rental investment.Unbeatable Location & Convenience:Walkable: Walking distance to SUNY Orange campus, downtown amenities, and local

  

  Joao Rodrigues

  Preferred Properties Real Esta

  16 Earle St Unit 14 1/2, Middletown, NY 10940
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  /42

  $649,000

  • 3 Beds
  • 3 Baths
  • 2,350 Sq Ft

  64 Guinea Hill Rd, New Hampton, NY 10958

  Modern Luxury Meets Parklike Serenity in Minisink Valley School District!Welcome to 64 Guinea Hill Road, a picture-perfect 7-acre sanctuary tucked away in the hamlet of New Hampton in the heart of Wawayanda. Built in 2015 and meticulously updated by its current owners, this stunning 3-bedroom, 3-full-bath residence offers the ideal blend of modern luxury, country charm, and complete peace of

  

  Vincent O'Brien

  Davis R Chant Real Estate Inc.

  64 Guinea Hill Rd, New Hampton, NY 10958
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  /48

  $699,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,378 Sq Ft

  TBD Kirbytown Rd, Middletown, NY 10940

  Welcome to your brand-new home, located on a 2.4 acre wooded lot in the Minisink Valley school district. The Reese model colonial was thoughtfully designed, offering 4 bedrooms and 2.5 baths with plenty of space to grow and make memories. On the first floor, you’ll find a bright and inviting living room with beautiful hardwood floors and a cozy fireplace—perfect for movie nights or gathering with

  

  Chris Ogden

  Realty Promotions Inc

  TBD Kirbytown Rd, Middletown, NY 10940
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  /50

  $829,999

  New Construction Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,074 Sq Ft

  86 Shore Blvd, Slate Hill, NY 10973

  **WATERFRONT PROPERTY** IMMERSIVE BACK YARD VIEWS OF RIDGEVIEW LAKE!!! STILL TIME TO CHOOSE FINISHES!!! This Modern Craftsman style home in Ridgebury Lake Estates overlooks Ridgeview Lake, offering a beautiful setting within the Town of Wawayanda and the Minisink Valley School District. Located right off heavily travelled Route 6 which runs through the Hamlet of Slate Hill, the property allows

  

  Richard Baxter

  Keller Williams Realty

  86 Shore Blvd, Slate Hill, NY 10973
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  /36

  $300,000

  • Land
  • 27.9 Acres
  • $10,753 per Acre

  Exp Hwy 17 Unit LotWP001, Middletown, NY 10941

  Located in the Town of Wallkill, Orange County, NY, and within the Goshen School District, this approximately 27.9 acre parcel offers strong potential for a variety of uses. The property is accessed via a right-of-way (ROW) from Mt. Joy Road and is situated in an area surrounded by established homes and horse farms. The property features rolling terrain with a blend of open, fallow fields and

  Clint Carlson Whitetail Properties Real Estate

  Exp Hwy 17 Unit LotWP001, Middletown, NY 10941
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  /32

  $665,000

  • Land
  • 39.1 Acres
  • $17,008 per Acre

  975 Pulaski Hwy, Goshen, NY 10924

  Located in the famous "Black Dirt Region," this 39.1+/- acre property consists of high-yield production black dirt located in Goshen, NY. The sale consists of 7 parcels, access roads, maintained drainage ditches, a well, and 1.5+/- acres of upland ground. The upland area offers a great spot to park equipment, temporarily store product, or potentially build a building with town approval.

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  975 Pulaski Hwy, Goshen, NY 10924
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  /28

  $399,000

  • 2 Beds
  • 2.5 Baths
  • 1,337 Sq Ft

  19 Putters Way Unit 6, Middletown, NY 10940

  Beautiful Townhouse in Fairways at Wallkill! Enjoy maintenance-free living in this desirable Fairways community townhouse. Conveniently located near major highways, shopping, and Orange Regional Medical Center, this home features 2 bedrooms, 2.5 bathrooms, a spacious living room, and a bright private balcony overlooking the pool.Residents have access to outstanding amenities including a

  Xiaohui Cui KW Hudson Valley United

  19 Putters Way Unit 6, Middletown, NY 10940
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  /31

  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,388 Sq Ft

  21 Black Stallion Ct, Middletown, NY 10940

  Welcome to inviting, freshly painted, updated 3-bedroom, 1.5-bathroom home in The Meadows community~Main floor offers kitchen-with brand new cabinets, new stainless steel appliances, granite countertops, roomy dining area, bright and expansive living room with large bay window and half bathroom~Door from the kitchen leads to the large deck perfect for relaxing and entertaining your guests

  Liene Kasparsons Keller Williams Realty

  21 Black Stallion Ct, Middletown, NY 10940
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  /27

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  41 Irwin Ave, Middletown, NY 10940

  The covered front porch, hardwood floors, and separate rooms give this home the kind of simple, straightforward layout that has worked for generations and still works today. Step inside and you’ll find plenty of natural light, along with distinct living and dining rooms that each have their own purpose without making the home feel disconnected.The kitchen is practical and well equipped,

  Joshua Papka KW Hudson Valley North

  41 Irwin Ave, Middletown, NY 10940
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  /43

  $604,999

  $15K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,994 Sq Ft

  333 Arcadia Rd, Goshen, NY 10924

  Welcome to 333 Arcadia Road in Goshen, NY, a beautifully situated property offering privacy, space, and the charm of country living while remaining convenient to all that the Hudson Valley has to offer. Set on approximately 2.5 acres, this property provides plenty of room to enjoy the outdoors, entertain, garden, or simply relax and take in the peaceful surroundings.The home offers a

  Steve Ruiz-Esparza eRealty Advisors, Inc

  333 Arcadia Rd, Goshen, NY 10924
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  /39

  $350,000

  • 4 Beds
  • 1 Bath
  • 1,155 Sq Ft

  14 Mohin Park, New Hampton, NY 10958

  Set on a spacious property, this 4-bedroom, 1-bath home offers approximately 1,155 square feet with a practical and flexible layout. The freshly painted interior features original hardwood floors, a sun-filled living room, a generous dining area, and a bright kitchen with abundant cabinet space. Two main-level bedrooms provide options for guests, an office, or additional living space, while two

  Elizabeth Marsh Keller Williams Realty

  14 Mohin Park, New Hampton, NY 10958
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  /46

  $539,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,088 Sq Ft

  225 Knoell Rd, Goshen, NY 10924

  Welcome to 225 Knoell Road—where everyday comfort meets open-country beauty. Set on a corner lot, this inviting 3-bedroom, 2-full-bath home offers central air, an attached one-car garage, and a truly special setting. The Heritage Trail is behind the fenced backyard, while expansive preserved farmland across the street creates peaceful views and a wonderful sense of openness. Inside, gather around

  Li Yan Xiao BHHS Hudson Valley Properties

  225 Knoell Rd, Goshen, NY 10924
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  /5

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,540 Sq Ft

  44-50 Ingalls St, Middletown, NY 10940

  Beautiful home for Sale that features 4 bedrooms with 2.5 baths in a desirable area of Middletown just minutes from Orange County Community College. Do NOT let the outside fool you as this home is bigger than expected inside as it has many finished levels! Newly remodeled and ready for its final touches. Open floor layout from Living room to dining room & kitchen all with newly stained hardwood

  Sandra Arnez KW Hudson Valley United

  44-50 Ingalls St, Middletown, NY 10940
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  /45

  $655,000

  Open Sun 10AM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,653 Sq Ft

  180 N Church St, Goshen, NY 10924

  Built in 1851, this three-bedroom, two-bath home is filled with warmth, character, and local history. Box pews from an 1813 meeting house are said to have been reused as siding for the home, with a pew also thoughtfully incorporated into the staircase, just one of the many unique details that make this home truly special.The formal living room features a fireplace, beautiful wood floors,

  John Olivero Keller Williams Realty

  180 N Church St, Goshen, NY 10924
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  /20

  $420,000

  • 3 Beds
  • 2.5 Baths
  • 2,097 Sq Ft

  4 Kless Ct, Middletown, NY 10940

  Welcome to Maple Fields! This well-maintained 3-bedroom, 2.5-bath townhouse with a versatile finished loft offers a functional layout designed for today's lifestyle.The main level features an open-concept living area, a dedicated dining space, and a bright kitchen with stainless steel appliances, a pantry, tile backsplash, and ample counter space. Sliding glass doors open to a private

  Bryant Moran YourHomeSold Guaranteed Realty

  4 Kless Ct, Middletown, NY 10940
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  /42

  $199,000

  $16K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 879 Sq Ft

  11 Brittany Dr, Middletown, NY 10940

  Welcome to a low-maintenance lifestyle, minimal utilities, included heat and hot water, generous storage, and a commuter-friendly setting. This condominium is an excellent opportunity for buyers looking for comfort and convenience . Located in a quiet, peaceful neighborhood, this second-floor condo offers a welcome retreat while still being close to varied amenities and transportation options

  Amanda Ferrantello Hudson Valley Griffith

  11 Brittany Dr, Middletown, NY 10940

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