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$399,900
3 Beds 2 Baths 24200766 MLS
Oversized Ranch with Incredible Outdoor Living! This 3 Bedroom, 2 full Bath home offers 1,236 sq. ft., a mighty 2-car attached garage, and a picture-perfect backyard oasis! The inviting foyer opens to an expansive Living Room/Dining Room combination featuring an attractive gas fireplace and sliders to an amazing deck, patio, and backyard. The bright, spacious eat-in Kitchen captures the morning sun and offers a generous breakfast nook and plenty of counter space. The laundry is conveniently located at the far end of the Kitchen. Down the hall are 3 good-sized bedrooms and a welcoming full bath. The Master Bedroom Suite features crown molding, a Master Bathroom with a walk-in shower, and a walk-in closet. Step outside to a sprawling 30' x 15' deck/patio plus an adjacent 12' x 9' patio, creating an exceptional retreat for relaxing or entertaining. The large, flat backyard gives you plenty of room to enjoy it all! The 30' long, cozy front porch is another perfect spot to relax and watch the sunrise. The basement is huge, completely open, ready for finish (Family Room, Game Room, Work Shop). Comfort and efficiency come from 2 split units for heating and A/C, plus a newer heat pump for efficient heating, cooling, and improved electric bills. There are also select baseboard units and radiant ceiling heat, with the split units providing the greatest efficiency. City water and sewer complete the package. The home you've been waiting for! Highest/Best offers by Sun, Sept. 6, 7:00 PM.

65 Murray St, Middletown

$779,000
6 Beds 4 Baths 24199581 MLS
A truly extraordinary residence where distinctive architecture, exceptional privacy and sophisticated design come together to create a home unlike any other. Privately set on 3.5 acres, this beautifully renovated contemporary offers more than 5,500 square feet of impressive living space, with soaring interiors, walls of windows and an abundance of natural light creating a seamless connection to the surrounding landscape. The beautifully designed kitchen features quartz countertops, stainless steel appliances, double ovens, and generous space for gathering and entertaining. Two striking stone fireplaces serve as dramatic focal points, adding warmth, texture and character to the home's expansive living spaces. Offering six bedrooms and three-and-a-half beautifully renovated baths, the versatile floor plan provides exceptional flexibility for today's lifestyle. With its generous proportions and abundance of private and flexible spaces, the home is ideally suited for multigenerational living, extended family, guests, or those seeking dedicated space for a home office or home-based business. A fabulous loft provides yet another versatile area for a family room, office or game room. The spacious primary suite offers a walk-in closet, beautifully updated bath and private patio overlooking the peaceful surroundings. Throughout the home, meticulous details, interesting architectural elements and thoughtfully designed spaces create a sense of character rarely found in

44 Chamberlain Hill Rd, Middletown

$310,000
3 Beds 1 Baths 24199523 MLS
Welcome to 286 Russell Street, a warm and cozy cottage-style home bursting with curb appeal and gorgeous architectural details. A welcoming, adorable front porch invites you inside to discover a main level showcasing hardwood floors and lovely trim work throughout. The inviting living space centers around a detailed fireplace, creating the perfect environment for crisp evenings, while a lovely sunroom offers a bright, serene retreat to relax and unwind. At the heart of the home is a beautifully renovated kitchen (2018), boasting high-quality finishings and a highly functional layout. The main floor features two bedrooms and a bathroom, while the spacious attic, currently functioning as an office and family room, is a fully recognized third bedroom, complete with its own closet and distinct character. Modern efficiency seamlessly blends with classic craftsmanship. The entire home was fully insulated with premium spray foam in 2026, keeping utility bills low and temperatures stable all year long. Additional high-value upgrades include a brand-new washer and dryer set installed in 2026. Situated in a prime Middletown location, this move-in-ready gem sits just a short distance from the Pat Kidney Sports Complex, offering access to a premier multi-use athletic facility. It is easy to walk or drive to downtown in a little over one and a half miles. Schedule your tour today!

286 Russell St, Middletown

$395,000
3 Beds 3 Baths 24194117 MLS
Welcome home to this charming property located at the end of a peaceful cul-de-sac. This residence features three bedrooms, including a primary bedroom with an ensuite full bathroom. There are two updated full bathrooms in total, along with a convenient half bath. As you enter, you'll notice the gleaming hardwood floors that flow throughout the main living areas. The kitchen is thoughtfully designed with granite countertops, maple wood cabinets, and stainless steel appliances, offering a great setup for everyday cooking. The dining area seamlessly connects to the cozy living space, which features a gas fireplace and a mini-split system, providing an additional heating and cooling option for year-round comfort. From the dining area, sliding doors open to a patio with Trex decking, complete with a retractable awning, perfect for providing shade when needed and easily rolled back for sunny days. The two-car garage provides direct access to a finished basement area that includes a half bathroom and laundry facilities, enhancing the home's functionality. Energy-efficient solar panels ensure excellent coverage, leading to no current electric bill. Step outside to discover a private walking path accessible right from your backyard. This home is fully move-in ready, waiting for you to create lasting memories.

3 Yellow Pine Cir, Middletown

$399,900
3 Beds 3 Baths 24190665 MLS
Classic Colonial on a picture-perfect lot with sweeping pastoral views in one of Middletown's most scenic settings! This home offers solid bones, generous room sizes, and loads of potential for anyone ready to add their own touches. The sun-filled living room offers oversized windows and flows easily into the dining area, while the beamed family room delivers warmth and character with wood paneling and a brick fireplace. The eat-in kitchen features ample counter space, stainless appliances, and a picture window overlooking the private backyard. A main-level laundry room and half bath add everyday convenience. Upstairs you'll find three comfortable bedrooms, including a spacious primary suite with its own private bath and double closets, plus a second full bath off the hall. The finished lower level adds fantastic flexible space with a large recreation room and dry bar - perfect for movie nights, a home office, or gym. Step outside and this property truly shines: an expansive deck with covered gazebo overlooks a sprawling, level backyard bordered by mature trees and open field views - a wonderful setting for entertaining or simply unwinding at the end of the day. Additional highlights include a two-car garage, mini-split systems for efficient heating and cooling, and a peaceful country feel just minutes from shopping, schools, and Route 9. Opportunities to own this view, space, and charm don't come along often. Bring your vision and make it home!

9 Round Hill Rd, Middletown

$399,000
2 Baths 24173252 MLS
Commercial property located just off Main Street in a visible area with nearby restaurants, retail, and mixed use activity. B-1 zoning offers a variety of potential uses including retail, office, bakery, coffee shop, barbershop, commercial kitchen, community space, bar/brewery, or other business opportunities. Property was previously used as a bar/restaurant. Convenient location with close proximity to downtown amenities while situated on a quieter side street. Features open space, two bathrooms, and an oversized 800 sq ft garage/storage area in the rear of the property. Some photos include virtual staging or conceptual renderings to show potential layout and use ideas for the space. Buyer to perform all due diligence with the town regarding zoning, permitted uses, approvals, and any intended future use of the property.

73 Ferry St, Middletown

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