Middletown, NY 2-Story Homes for Sale

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 this beautifully updated 4-bedroom, 2.5-bath raised ranch offering a versatile and comfortable layout. The main level features bright and inviting living spaces, while the lower level includes a spacious recreation room and additional family/multi-purpose room—ideal for a variety of lifestyle needs. Enjoy an expansive backyard and generous deck space, perfect for outdoor relaxation or

Joseph Lukic Compass Greater NY, LLC

Welcome to 10 Cyprus at Wildflowers at Wallkill, where comfort, style, and easy living come together in one beautiful home. This meticulously maintained 2-bedroom, 2 full bath residence offers the convenience of single-level living with a bright, open-concept layout designed for both everyday living and effortless entertaining. Sunlight pours through oversized windows, filling the space with

Hilary Ryan Goldman Howard Hanna Rand Realty

INVESTOR'S DREAM: TURN-KEY CONDO WITH IMMEDIATE CASH FLOW! This meticulously maintained 2-bedroom, 2-full bath end-unit condo is an absolute standout in one of Middletown's most sought-after communities. Recently upgraded with fresh paint and brand-new flooring in late 2024, the property also features a new central AC condenser installed in 2025, ensuring long-term mechanical reliability. The

Hai Li Keller Williams Hudson Valley

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

Great location with mixed-use zoning potential! This nicely maintained property offers a comfortable and practical layout that is perfect for family living.The home features 4 bedrooms and 2 full bathrooms, providing generous and comfortable living space. A finished basement offers additional room that can be used for entertainment, a recreation area, home office, or extra living

Jin Pang Panorama 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

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

Welcome to this charming 3-bedroom ranch-style home offering convenient first-floor living with additional space in the fully finished basement. The main level features a spacious living room, eat-in kitchen, primary bedroom with en-suite bath, a second full hall bathroom, along with two additional bedrooms and ample storage throughout. Sun-filled living spaces create a warm and inviting

Stephanie Dolan HomeSmart Homes & Estates

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

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

Rare Gem – Like-New Home with Park-Like Setting; StunningDesign. Welcome to a truly special property—an exceptional home thatcombines style, comfort, and an unbeatable location. Homes Like thisrarely come to market. Meticulously maintained and showing Like new,this residence offers the perfect blend of elegance and convenience with a tastefully designed interior with modern

Matthew Gibbs Keller Williams Hudson Valley

Step into a rare piece of local history with this stunning former schoolhouse, beautifully set in the Town of Wallkill. Rich in character and architectural charm, this one-of-a-kind property offers an abundance of natural light that highlights the craftsmanship of a bygone era. The open interior provides exceptional flexibility - perfect for a unique residence, artist's retreat, studio space, or

Rebecca Matta-Candela Keller Williams Realty

Charming turn-of-the-century farmhouse offering 4 bedrooms, 2.5 bathrooms, and 1,960 square feet of living space, set on just over half acre in the Pine Bush school district. This warm and inviting home features an abundance of original character, including beautiful wide-plank floors, built-in storage, and timeless architectural details, all complemented perfectly with thoughtful modern updates

Gary MacEntee Keller Williams 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

Welcome to this inviting 1-bedroom, 1-bath residence in the heart of Middletown. Featuring an open-living layout with abundant natural light, this unit offers a seamless flow from the living room to the kitchen and plenty of storage. The generously sized bedroom boasts a large closet and easy access to the full bath. Additional perks include in-unit laundry and assigned parking. Located in a

Malik Subhani Weichert Realtors

Welcome to this 4-bedroom, 2-bath bilevel nestled in the desirable Panorama Hill section of Middletown, within the sought-after Pine Bush Central School District! Offering 1,676 sq ft of living space, this home has great bones and just needs a little love to make it shine. The main level features hardwood floors, a bright living room, dining room, full bath, and three comfortable bedrooms. Enjoy

Antoinette Gundersen HomeSmart Homes & Estates

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

Unlock the door to your newly furnished & thoughtfully renovated 4 bedroom, 2 full bath Catskill Mountain Ski Retreat! The property delivers both Upstate sanctuary & investment making it a remarkably special experience. Overlooking breathtaking Denver Vega Valley, this 5 acre property captures sweeping mountain vistas, glowing sunsets, and a peaceful seasonal stream. Private wooded acreage

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