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

This well-maintained spacious Colonial Home is ideally situated on a 2 Acre Lot in the Town of Wallkill Countryside. Lovely Kitchen W/Breakfast nook overlooks a Large Level Backyard & Private Rear Entertainment Deck. An entry foyer greets you when you arrive at this home, that features a Formal Dining Room, Living Room, Family Room, Powder Room, & mud Room/Laundry to complete the 1st Floor. The

Shernette Hall VYLLA Home

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 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’s lifestyle. Step inside to find a bright and inviting layout featuring two spacious bedrooms, each with generous closet

Jason Madison eXp Realty

Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit three-level townhouse in the highly desirable Maple Fields community! Step inside to find gleaming hardwood floors throughout the main level, creating a warm and inviting space perfect for everyday living and entertaining. The lower level and second floor feature easy-to-care-for luxury vinyl plank flooring, offering both

Karleen Jedziniak 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

GATED COMMUNITY – FOR ACCESS: On arrival, look up BRODSKY at the front gate callbox for gate authorization and entry. As the only property currently available in the highly desirable Wildflowers 55+ gated community, this meticulously maintained, single-level home offers a perfect blend of modern upgrades and resort-style living. Recent updates include new interior paint, a true walk-in shower, a

David White Owner Entry.com

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

Welcome to 238 Concord Lane, a beautifully refreshed home in the heart of Middletown that is truly move-in ready, featuring fresh paint throughout, brand new flooring, and modern lighting that creates a bright, clean, and inviting atmosphere from the moment you step inside; ideally located just minutes from Middletown’s shops, restaurants, and everyday conveniences, this home offers the perfect

Andi Berisha BHHS Hudson Valley Properties

This well-maintained home offers strong structural integrity, reliable mechanicals, and a flexible layout—ideal for buyers seeking a move-in-ready foundation with the opportunity to personalize cosmetic finishes over time. The main level features comfortable living and dining areas, an efficient kitchen layout, and generous natural light throughout. All bedrooms and the hallway include existing

Michelle Gruberger Real Estate Circuit Inc

This home offers so much more than a new build. Enjoy 2,132 square feet of well maintained, comfortable living space, topped with a brand new roof. Set on 2.6 beautiful acres in a serene country setting, the property’s signature feature is its fully owned solar array. No roof penetrations, no lease agreements — just clean energy and real savings. Electric bills as low as $28 per month speak for

Anthony Spadaro RE/MAX Benchmark Realty Group

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 16 Mountain Ave — a well-loved home with tons of potential in the heart of town! This spacious 4-bedroom, 1.5-bath Colonial offers the perfect blend of solid maintenance and room to make it your own. An estate property that’s been cared for throughout the years, it features original hardwood floors waiting to shine beneath the carpet, central air, and a layout that truly works for

Valerie Jewis Keller Williams Realty

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

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

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

?? FHA & VA Approved | Move-In Ready 3BR/2.5BA Townhouse | Woodside KnollsWelcome to this beautifully maintained 3-bedroom, 2.5-bath townhouse in the sought-after Woodside Knolls community — one of the rare condo developments in the area to hold both FHA and VA approval. That means eligible buyers can purchase with as little as 3.5% down (FHA) or $0 down (VA) — an exceptional and uncommon

Ramanjit Dhanoa eXp Realty

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 with granite

Daniel Amodeo AMO Realty

Welcome to Deer Run, this inviting condo in the heart of Middletown, NY, where convenience meets comfort. Perfectly situated for commuters, this home offers easy access to major highways, shopping, dining, and transportation, making daily travel a breeze. Enjoy the best of suburban living with a peaceful atmosphere, all while being close to everything you need. Whether you're starting out,

Beverly Huaman Howard Hanna Rand Realty

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 breakfast bar. Plenty of parking. Lovely

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