Middletown, NY 2-Story Homes for Sale

SPECTACULAR 180 PANORAMIC MOUNTAIN VIEWS AS FAR AS THE EYES CAN SEE w/ THIS IMMACULATE 4 BR / 3.5 BATH CUSTOM, TWO-STORY, CONTEMPORARY HOME ON FULLY FINISHED DAYLIGHT WALKOUT BASEMENT w/ LARGE WRAPAROUND BACK DECK & 2ND STORY PRIMARY SUITE BALCONY OVERLOOKING THE BREATHTAKING VIEWS OF THE HUDSON VALLEY LANDSCAPE, AND A 2-CAR GARAGE, PRIVATELY SET ON 17.8 ACRES w/ SPRAWLING & WELL-MAINTAINED LAWN

Olivia Cappelli Donna Ruffino Realty Corp

Discover the perfect blend of classic charm and modern comfort in this beautiful Colonial-style home. Filled with warmth and character, this cozy yet spacious residence features soaring high ceilings that create an open, airy feel throughout. Each room is thoughtfully designed to offer both elegance and comfort, making the home feel inviting from the moment you step inside. With its timeless

Ermelinda Mclaughlin eXp Realty

ABSOLUTELY GORGEOUS!!! MUST SEE!! QUALITY BUILT WITH BRAND NEW ADDITION AND BRAND NEW DETACHED POLE BARN!!! OVER 7 ACRES !!! 481 Dosen Road offers a rare combination of quality construction, privacy, and usable space, set on 7.4 peaceful acres. This custom-built Lok-N-Logs log home was thoughtfully designed to blend the character of a true log cabin with the comforts needed for everyday living.

Frank Muccari Cronin & Company Real Estate

New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft

Jonathon Lee Keller Williams Hudson Valley

You know the house in Scotchtown that everyone slows down to admire? This is it! Exceptional corner curb appeal, stunning landscaping and a rare DOUBLE LOT set the stage for this beautifully maintained oversized split offering over 2,000 square feet on .61 acres. A standout feature of the property is the incredible 24' x 28' detached garage and the unexpectedly private backyard that makes this

Laurel Lustgarten Howard Hanna Rand Realty

Country Escape of 6 spacious bedrooms offers space, privacy, and a serene setting on 3.38 acres. Just about 75 miles from New York City, it’s close enough for convenient weekend escapes yet far enough to feel like a true retreat feels like a private estate—perfect for those seeking a refined escape from city life A grand foyer opens to a bright, airy layout with high ceilings, large windows, and

Michelle Gruberger Real Estate Circuit Inc

Welcome to this spacious raised ranch in Scotchtown neighborhood within the highly sought-after Pine Bush School District. This 4-bedroom, 2-bath home offers over 1,700 square feet of living space that was been recently updated The main level features a brand new kitchen, dining and living room combination. Three generously sized bedrooms, and a new full bath complete the first floor. Newly

Derek Greene Greene Realty Group

The perfect blend of comfort, convenience, and low-maintenance living, this townhome features a bright and spacious layout ideal for today’s lifestyle.The main level offers an inviting living area with gas fireplace, kitchen, with ample cabinet space, a 1/2 bath, and a seamless flow perfect for everyday living or entertaining guests. Upstairs, you’ll find three generously sized bedrooms,

Michael Knecht Howard Hanna Rand Realty

Charming Farmhouse Retreat on 2.4 Acres! Nestled on a quiet country road in the Town of Greenville and located within the desirable Minisink Valley Central School District, this beautiful farmhouse-style home offers the perfect blend of comfort, charm, and country living. Situated on 2.4 scenic acres, this inviting home features 3 bedrooms and 2.5 baths with attractive Pergo wood flooring

Dominick Tufano RE/MAX Benchmark Realty Group

Welcome to a truly exceptional home nestled in one of the most beautiful and peaceful areas of the Town of Wallkill, NY. Completely renovated with stunning modern upgrades, this rare and remarkably spacious single-family residence offers the perfect blend of elegance, comfort, and functionality. From the moment you enter, you’ll appreciate the bright open layout featuring a beautifully updated

Moshe Ekstein eRealty Advisors, Inc

Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad

Jacob Matthews Ellis Sotheby's Intl Realty

New renovation, New split air conditioner,New floor ,NEW painting, New toilet on the first floor, New refrigerator, new washing machine, new dryer, garage renovationBeautifully maintained detached townhome in Canterbury Knolls is very convenient to highway, train station and major shopping. Homeowner fee covers lawn maintenance, snow removal, garbage pickup and use of clubhouse. This home has

Zhiheng Tang Keller Williams Hudson Valley

An exceptional opportunity for homeowners and savvy investors, this sun-drenched, southeast-facing condo is located in one of Middletown’s rare communities with NO rental restrictions. Experience the comfort of two-level living with a thoughtful layout featuring a spacious living room on the main floor and private bedrooms upstairs. This home offers ultimate peace of mind with a Boiler and Water

Hai Li Keller Williams Hudson Valley

Move in ready Colonial that perfectly balances classic charm with tasteful updates. This home has been meticulously maintained and features a bright, inviting interior. The kitchen serves as the heart of the home, updated with white shaker cabinets, granite countertops, an oversized island, and a full suite of stainless steel appliances. For added convenience, the first floor includes a dedicated

Christian Lugo Howard Hanna Rand Realty

Welcome to this charming 2-story townhouse-style condo located in the Spring Hollow community. This home offers 2 bedrooms and 1.5 bathrooms. The main level features a spacious living room, a cozy eat-in kitchen, and a convenient half bath. The kitchen includes cream-colored cabinets, granite countertops, a tile backsplash, stainless steel appliances, a center island for additional workspace, and

Jie Liu Keller Williams Hudson Valley

Beautifully updated and filled with natural light, this turnkey 3-bedroom, 1.5-bath attached single-family home in Middletown within the highly regarded Goshen Central School District is the perfect place to simply move right in, unpack, and enjoy the summer. This bright and welcoming home features a sun-filled interior with hardwood floors, hardwood staircase, oversized dining room with

Rosalie Cook Weichert Realtors

Distinctive 11-Acre Country Retreat - More than a home, this property delivers a lifestyle defined by space, privacy, and ease. Set across two parcels totaling 11.1 acres, this distinctive Cape Cod combines thoughtful design and easy, everyday living. From the expansive covered front porch to the farmhouse-style entry, the home immediately feels airy and inviting. Inside, the home balances warmth

Michelle Genatempo Howard Hanna Rand Realty

Here's the opportunity investors have been waiting for. This two-story colonial offers the right buyer a full-renovation canvas with real upside. Generous room sizes, hardwood floors on the upper level, a covered front porch, and an oversized barn/garage outbuilding in the rear — features that support strong ARV whether you're flipping or holding for rental income. The home needs a complete

Igor Krasnoperov Rising Star Realty

Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase & to call home! A ground level end unit with open floor from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one with a Suite with double closets and a private full

Sandra Arnez Keller Williams Hudson Valley

Offered for sale for the very first time by its original owners, this custom-designed and thoughtfully upgraded 3-bedroom, 2.5-bath private luxury estate is nestled on 12.7 level acres in the Town of Greenville. Built in 2014 with quality craftsmanship and comfort in mind, this expansive home offers the perfect blend of space, functionality, and modern efficiency. The chef’s kitchen outfitted

Vanessa Wight BHG Real Estate Green Team

Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas

Jonathon Lee Keller Williams Hudson Valley

Welcome to your dream home in the heart of Middletown, NY! This beautifully maintained 4 bedroom, 2 bathroom home with a bonus room/home office offers the perfect blend of comfort, convenience, and lifestyle. Nestled in a quiet neighborhood, this spacious property is ideal for today’s modern living with flexible space for working from home, entertaining guests, or simply relaxing in style. The

Kristine Many Keller Williams Realty

Say hello to possibility! A Middletown townhouse with space, flexibility, and room to make it your own. With 3 bedrooms, including a main-level bedroom, 1.5 bathrooms, plus inviting outdoor space, this home is ready for your personal touch. Close to everything Middletown offers—shops, dining, parks, and commuter routes—this is a smart move with big potential. Make 2 S. Aspen Rd your next upgrade.

Derek Greene Greene Realty Group

Brand New Luxury Home in the Valley Central School District! Stunning 3,000 sq. ft. modern Colonial privately set atop a scenic 5-acre wooded lot offering exceptional privacy and natural beauty. Conveniently located just 10 minutes to Middletown, Pine Bush, and Montgomery. The main level features a spacious open-concept floor plan with 9-foot ceilings, hardwood floors, formal living and family

Philip Barnao eXp Realty

Rare Catskills Investment Retreat — Pool, Views & Proven Short-Term Rental Income. One of the few properties in the Catskills with a private pool and the income to match, this turnkey 4-bedroom, 2-bath mountain retreat on 5+ acres offers a competitive edge that most area listings simply cannot. The private pool extends peak demand well beyond the winter ski season, attracting premium summer

Ashley O'Malley Listing by Jewett and Jewett LLC

Located at 375 Blumel Road in Scotchtown, New York, this exceptional historic multi-family investment property offers a rare opportunity to own a fully restored income-producing asset in the heart of Orange County in New York's Hudson Valley. Originally constructed in 1787 and completely renovated in 2024, the property combines historic architecture with modern upgrades and strong income

Keegan Rehill ZORA REI

Original owner has loved this ‘must see’ raised ranch in the Meadows for over 45 years, but it is time for someone new to start making memories! Enter into a light-filled interior where hardwood floors run throughout the main floor and the open floor plan invites entertaining. Beautifully renovated kitchen boasts center island for dining, rich wood cabinets, granite countertops, stainless steel

Laurel Lustgarten Howard Hanna Rand Realty

Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 1 of the coveted Lane Meadow Farm subdivision, located in the Town of Mamakating, Sullivan County, NY. Enjoy the serenity and natural beauty of one of Sullivan County's newest and most sought-after neighborhoods, where peaceful country living meets exceptional craftsmanship. Featuring

Jacob Silberstein Parcel Realty LLC

Welcome to this 3-bedroom, 1.5-bath townhouse located in the Pine Bush School District. The home features an open dining area and a galley kitchen with updated cabinetry and granite countertops. The kitchen flows into the living room with access to the backyard, perfect for relaxing or enjoying outdoor meals. A brand new refrigerator, as well as a washer(2025) and dryer(2022), is included. A half

Jie Liu Keller Williams Hudson Valley

Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom. This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright and airy

Bryant Moran YourHomeSold Guaranteed Realty

Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

Neven Spralja Realhome Services & Solutions, Inc

Welcome to Robins Meadows! This charming 3-bedroom, 1.5-bath home perfectly balances comfort, functionality, and an unbeatable location. The heart of the home features a bright, open living and dining area designed for seamless daily living. Head downstairs to find a versatile lower level—complete with a cozy wood-burning stove—offering endless potential for a home gym, office, or ultimate media

Jayne M. Prechtel Keller Williams Valley Realty

Welcome to this charming Cape Cod-style home situated on a spacious .69-acre lot in the Town of Wallkill. This well-maintained property offers 3 bedrooms plus a versatile bonus room perfect for a home office, guest space, playroom, or additional bedroom. The home features a comfortable layout with bright living spaces, an updated feel, and plenty of potential to make it your own.Enjoy the privacy

Gerald Higbie Howard Hanna Rand Realty