Middletown, NY Homes for Sale under $1,000,000

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

Set on a private, wooded one-acre property in Middletown, this remarkable mid-century modern residence offers a rare opportunity to own a home designed and personally occupied by renowned local architect Dennis Jurow. With more than 4,000 square feet of living space, the home reflects Jurow’s distinctive architectural vision through its dramatic design, abundant natural light, and seamless

Patricia Sassi RE/MAX Benchmark Realty Group

Spacious Country Retreat on 22.6 Acres in Minisink Valley School DistrictThis exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character

Linda VanDeWeert BHG Real Estate Green Team

Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 2 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

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 KW Hudson Valley United

This spacious farmhouse colonial pairs timeless style with thoughtful design, custom details and an exceptional setting in the Minisink Valley School District. Built in 2019, this home is like new construction but with smart upgrades and additions. Inside, rustic elegance takes center stage with beautiful wood accents, barn doors and warm finishes throughout. Designed with entertaining in mind,

Danielle Bartula Howard Hanna Rand Realty

Welcome to Scotchtown Estates, where this stunning, three -year-young Center Hall Colonial combines the pristine feel of new construction with thoughtful upgrades, beautiful landscaping, and premium amenities already in place. Originally showcased as one of the neighborhood’s model homes, this exceptional residence offers approximately 3,200 square feet of beautifully designed living space, with

Tammy Scotto Keller Williams Realty

Nestled on 2.5 peaceful acres, this colonial-style home has been lovingly cared for by the same owner since it was built in 2006. The dramatic cathedral ceiling foyer welcomes you with a sense of grandeur, opening to a spacious interior filled with natural light. Hardwood floors flow throughout, enhanced by a refreshed staircase with updated balusters and designer lighting.The custom kitchen

Cecilia Lewis Century 21 Elite Realty

NEW CONSTRUCTION! Set against a peaceful backdrop, this Colonial pairs timeless curb appeal with a practical, beautifully planned interior. This home offers a modern living space with four bedrooms, two and a half baths, a dedicated den, a generous kitchen with island, formal dining and living rooms, second-floor laundry, and a spacious bonus room that doubles as the fourth bedroom.A

Hilary Ryan Goldman Howard Hanna Rand Realty

Set on 9.4 private acres, this extraordinary custom home offers high-function living, privacy, and expansive outdoor space. Designed by the renowned architectural firm, Pendergast & Terach, and inspired by contemporary craftsman design, the open single-level layout creates a seamless flow throughout. The home features a soaring cathedral ceiling, anchored by an impressive stone fireplace and

Jody Atkinson Ellis Sotheby's Intl Realty

Beautifully renovated. Brand new addition 2025. Floor to ceiling stone fireplace with wood burning stone insert, open concept, plenty of room for entertainment. In law set up with kitchenette.

Silena Mauro S M Target Realty, LLC

New Construction LUXURY HOME in Valley Central Schools outside of SCOTCHTOWN! "Choose Your Finishes" on this Stunning 3,000 sq. ft. modern Colonial privately set atop a scenic 5-acre wooded lot offering privacy and natural beauty. Conveniently located 5-10 minutes to Middletown, Pine Bush, and Montgomery. The main level features a spacious open-concept floor plan with 9-foot ceilings, hardwood

Philip Barnao eXp Realty

Experience refine living in this 5 bedroom 3 bath pristine Hi-Ranch, perfectly situated upon 1.52 acres in the highly sought after Pine Bush School District. This home features custom light fixtures in the Kitchen, Dining & Living rooms. The Kitchen features a Breakfast bar; Formal Dining Room with Sliders to the deck; Formal Livingroom with an electric fireplace for cozy winter nights; A First

Shirley Ford BH&G R E Realty Connect

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

Timeless Character. Endless Possibilities.Nestled on over 12 private, wooded acres along a quiet country road, this stately brick Colonial offers the rare opportunity to own a home where history, craftsmanship, and natural beauty come together. Built circa 1900 and encompassing more than 3,000 square feet, this remarkable residence is filled with the warmth and architectural character that

Patricia Sassi RE/MAX Benchmark Realty Group

Seller ready to go! This stunning four-bedroom Colonial is nestled on 1.3 acres at the end of a peaceful cul-de-sac, backing up to the scenic Hunter Nature Preserve. Solar panels owned, utility bills less than $25/month. Enjoy relaxing evenings on the spacious rocking chair front porch. The updated kitchen features beautiful granite countertops and a custom backsplash, perfect for culinary

Annie Hansen Howard Hanna Rand Realty

Mid-century modern haven: Shapes inspired by Frank Lloyd Wright and his organic architectural style. Enjoy one level living with an indoor–outdoor flow that connects the home seamlessly to nature. Clean lines and expansive windows throughout. Sprawling across 8 acres, this property offers endless possibilities for a lively household — space for a swimming pool, tennis court, or other recreational

Kichka Pascaru Douglas Elliman Real Estate