Middletown, NY Homes for Sale with Pool

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

Step into refined living with this beautifully maintained 5-bedroom Colonial-style home, where classic charm meets upscale upgrades. From the moment you enter, you’re welcomed by exquisite craftsmanship, including detailed crown molding and rich hardwood floors that flow seamlessly throughout the main living spaces.This spacious residence features three elegant fireplaces, creating warm and

Dominick Tufano RE/MAX Benchmark Realty Group

Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’slifestyle. Step inside to find a bright and inviting layout featuring spacious bedrooms each with generous closet

Jason Madison eXp Realty

Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool is

Marie Altieri 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

A rare opportunity to own an architectural masterpiece designed and personally occupied by renowned local architect Dennis Jurow. Privately nestled on a beautifully wooded one-acre setting in Middletown, this iconic mid-century modern residence offers over 4,000 square feet of thoughtfully curated living space where architecture, art, and nature exist in perfect harmony. From the moment you

Patricia Sassi RE/MAX Benchmark Realty Group

Spacious Country Retreat on 22.6 Acres in Minisink Valley School District This 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 throughout.

Linda VanDeWeert BHG Real Estate Green Team

PRICED TO SELL!!! Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase. Add your final touches and make it yours! A ground level end unit with open floor plan 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

Sandra Arnez KW Hudson Valley United

Nestled in the Rolling Meadows residential community in the Middletown School District, this 3-bedroom, 2.5-bathroom raised ranch bilevel home seamlessly blends absolute convenience with comfortable community living. The location is truly key, positioned just off East Main Street for incredibly quick access to major highways like Interstate 84 and Route 17, placing you less than 10 minutes from

Ray Reyes Keller Williams Realty

Welcome home! This inviting 3-bedroom, 1.5-bath townhome offers comfort, space and a welcoming layout. Owned by the same family for over 50 years, this home is now ready for its next chapter. Inside, you’ll find a large, comfortable living room that’s perfect for gathering and relaxing. The eat-in kitchen has been updated with new flooring and appliances, making it both functional and stylish.

Jennifer Kubler eRealty Advisors, Inc

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

CASH ONLY - Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 10 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

Jamie Sittner Find Advisors

Welcome to this impeccably maintained center-unit townhouse in the desirable Fairways at Wallkill, a gated community known for its convenience and low-maintenance lifestyle. This two-bedroom, two-full bath and one-half bath home offers a clean, modern interior with nothing to update. The main level features an open layout with gleaming hardwood floors, neutral tones, and abundant natural light

Patricia Sassi RE/MAX Benchmark Realty Group

Want to see more? Start with Sycamore. Welcome to 83 Sycamore Drive, a well-maintained second-floor, 1-bedroom, 1-bathroom condominium in the desirable Clemson Park Condominiums. Thoughtfully maintained and move-in ready, this home offers a bright, functional layout featuring a galley kitchen with ample cabinet space, a spacious living area, a generously sized bedroom with generous closet space,

Valery Espejo Century 21 Full Service Realty

This 3 bedroom home is being offered by the original owners. Three spacious bedrooms. Family room with custom fireplace. Oversized garage with laundry. Elementary and middle schools just down the road. Middletown High School offers many college courses. Beautiful sunroom with pellet stove. Two 275 gal oil tanks. Beautiful spacious back yard with shed. Extra black topped parking for RV, boat

Sue Laden ARC Realty 1 in Sales

Welcome to this townhouse-style condo in Middletown, offering 2 bedrooms and 2.5 bathrooms. The first floor features a functional layout with a kitchen that opens to a dining area, a spacious living room, and a half bath. The kitchen offers a practical galley-style layout with ample cabinetry and counter space for everyday living. The open-concept living area provides a flexible layout for

Jie Liu KW Hudson Valley United

Welcome home to this beautifully maintained 3 bedroom, 2.5 bath townhome in the desirable Woodside Knolls community. Light-filled and inviting, this home offers a spacious layout perfect for everyday living and entertaining. Features include a fully finished walk-out basement, primary suite with private bath, generously sized deck, two-car garage and walk-in closets in every bedroom. Enjoy the

Kristen Davis Hudson Valley Griffith

This beautiful ranch-style property is ready to move in. Amazing upgrades were made to this home with beautiful hardwood floors, 4 bedrooms, 3 bathrooms, a huge finished basement with 3 additional rooms for storage or home office, and it also has space for a personal gym with access to an amazing backyard that features a beautiful above-ground pool, a tennis court, volleyball court, or basketball

Yajaira Silva Madison Allied LLC

Welcome to 678 Prosperous Valley Road, a beautifully renovated Colonial nestled on 0.80 acres in the desirable Town of Middletown. Combining timeless character with modern upgrades, this move-in-ready home offers 4 spacious bedrooms, 2 full bathrooms, and approximately 1,861 square feet of thoughtfully updated living space. Recent improvements include a stunning remodeled kitchen, fully renovated

Yonauris Gonzalez Then eXp Realty

Coming Soon! Beautiful 3 BR, 2.5 baths.

Kelly Roebuck Curasi Realty, Inc.

Over 3000 Sq ft of living Space including the finished walk out basement! Beautiful in every way and located in the the gated community of the Fairways. Adjacent to the West Hills Golf Course. and just minutes away from the newly Garnett Regional Medical Center,I-84, Rte.17,the metro-north train station, schools, shopping malls and supermarkets. This tri-level end unit is in a very desirable area

Richard Froehlich RE/MAX Benchmark Realty Group

Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level

Colin Seitz RE/MAX Benchmark Realty Group

Welcome to this beautiful 3 bedrooms plus possibly an office or den, one-and-a-half-bath bi-level home nestled in a highly desirable, established community. Offering approximately 2,000 square feet of comfortable living space, this corner-lot property features a beautiful level yard and a spacious backyard perfect for entertaining, relaxing, and enjoying outdoor living. Inside, you’ll find

Anita S. Cristiano HomeSmart Homes & Estates

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. Enjoy relaxing evenings on the spacious rocking chair front porch. The updated kitchen features beautiful granite countertops and a custom backsplash, perfect for culinary enthusiasts. The expansive Great Room is ideal for celebrations, entertaining

Annie Hansen Howard Hanna Rand Realty

A fantastic opportunity for first time home buyers, downsizers or investors. Step into this freshly painted 1 bedroom condo and experience easy living, low maintenance and community perks including pool and clubhouse. Conveniently located with parking only a few steps from your front door.This condo is ready for its new owner. Don't miss the chance to secure a living space that's truly your own.

Carol Scully Keller Williams Realty

BACK ON MARKET: Welcome to this beautifully maintained newer-construction home in the sought-after Magnolia Park section of the Maple Fields community in Middletown. Built in 2019–2020, this spacious residence offers approximately 2,100 square feet of modern living with an open-concept layout designed for today’s lifestyle. The main level features a bright and airy living space, a stylish kitchen

Daniel Amodeo AMO Realty

At 1,070 feet atop the Shawangunk Ridge, the view is the first thing that gets you. A sweeping panorama of valleys, ridgelines, and endless sky that shifts by the hour and somehow never stops feeling dramatic. It’s the kind of setting that instantly slows your pulse.The approach sets the tone: steep dark gables, a gated entry, and a herringbone brick courtyard leading to double doors tucked

Monica Schwerberg Compass Greater NY, LLC

Well-maintained 2-bedroom, 2-bath condo in the Deer Run Community with an open layout and good natural light. Building entry with controlled access and interior access to the second-floor unit. The living and dining areas are combined and connect to a galley kitchen with a pass-through opening. The primary bedroom features a walk-in closet and a private full bathroom. New carpet was installed in

Jie Liu KW Hudson Valley United

JUST REDUCED TO SELL NOW! STOP RENTING! NEW JUST RENOVATED in August 2024. Spacious 2 bedroom. 2 full bath condo. INVESTOR? THIS CAN BE RENTED IMMEDIATELY AFTER CLOSING. 1st FLOOR Private entrance, all new appliances in 2024, all new floors throughout, new washer/ dryer in unit! Spacious unit with en suite primary bedroom and additional full bath . Large second bedroom. Walk in closet. Lovely

Yolanda Hoey More and More Real Estate

Welcome to Buttonwood Hills! This spacious 3-bedroom, 2.5-bath townhouse offers comfortable, low-maintenance living in one of Middletown's most convenient locations. Featuring a bright and functional layout, the main level includes a generous living room, dining area, updated kitchen, convenient half bath, and in-unit laundry. Upstairs, you'll find a spacious primary bedroom along with two

Soleil Jackman Howard Hanna Rand Realty