Middletown Real Estate Search

Middletown Properties for Sale

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Newest Middletown Properties for Sale

$379,000
3 Beds 2 Baths 24045074 MLS
Your future home is perfect blend of quality construction, modern upgrades, and a spacious, versatile living environment. Discover this oversized, quality-built midcentury brick Ranch-where classic craftsmanship meets modern comforts. They don't build them like this anymore! Updated kitchen with granite countertops, an undermount sink, and beautifully upgraded bathrooms add a touch of luxury. Partially Finished Basement: Perfect for entertaining, hosting guests, or possible in-law quarters. Enjoy romantic winter nights by the wood-burning fireplace. The updated doors and windows add extra comfort while the solar panels keep this expansive home affordable. An oversized lot is an endless opportunities for entertaining, gardening, and outdoor fun. Add a touch of Country Living - Savor the fruits of your own raspberry and blueberry bushes, chestnut, apple, pear, peach and fig trees, and grape vines-right in your backyard. Situated on the Middletown/Middlefield town line, just a short drive from Wesleyan University, Lyman Orchards/Golf Course, Wadsworth Falls State Park, Powder Ridge Ski Park, and more. Enjoy easy access to local restaurants, shops, and entertainment. Close to major routes including Rt 66, Rt 9, Rt 15 Merritt Parkway, Rt 5, I-691, and I-91. This home combines the best of both worlds: the sturdy charm of a bygone era with all the modern updates and conveniences today's buyers seek. Natural gas, city water/sewer available on street for future upgrades. Don't

159 George Street, Middletown

$910,000
5 Beds 3 Baths 24043765 MLS
This extraordinary home has a rich history that includes a past life as a farm, a Christmas movie set, an Air BNB and now home to a master gardener/wedding florist. With gorgeous king's lumber wood floors, this center chimney colonial features 5 bedrooms, a 3 bay-car garage which includes an artist/garden workshop plus walk in refrigerator and 6 fireplaces. Tasteful updates blend seamlessly with original features, including a 40-year red cedar roof, copper gutters, soundproof Indow windows, and newer AC/heating system. The current owner has invested over $200k in upgrades, including interior and exterior paint, full bathroom with secondary laundry area on the first floor and beautiful William Morris wall coverings throughout the home. The Wilcox House was recently converted from oil to efficient gas, enhancing both comfort and sustainability. The main level features a historic tavern room, it's a perfect study or family room and leads to a cottage core eat-in kitchen with new stainless steel appliances - including a new Zline range. The newly painted kitchen and adjacent three-season porch with slate floors overlook the expansive grounds. Enjoy the saltwater Gunite pool, hot tub spa, and new pool pump and heater. To enhance the home's beauty, the exterior has been significantly updated with the addition of fenced-in gardens and perennial plantings. A cleared path through the wild flower field brings you to a 2 story barn, perfect for events or workspace. 2 hours from NYC

455 East Street, Middletown

$549,900
3 Beds 2 Baths 24042149 MLS
Remodeled custom built ranch combines modern amenities with comfort and style. Situated on a spacious 1+ acre lot appropriately setback from the road, this home provides one level living with an additional 240sq of finished space in the basement with an under house 2 car garage. Covered porch with a new solid wood entry door. Two large coat closets allow for ample space to store all your outdoor necessities. The living room features 9ft+ ceiling, skylight, fireplace, and large windows. The newly renovated kitchen has new cabinets, stainless steel appliances, a skylight, and plenty of quartz countertop space for cooking. It seamlessly opens to the dining room with a slider leading to a large deck, perfect for outdoor entertaining. The laundry room is located on the main floor with a new washer/dryer and a separate door to the deck. Updated hallway bathroom with a large shower, tile flooring and beadboard. The master bedroom has an en-suite bathroom with a jacuzzi tub. Two additional bedrooms provide plenty of closet space. Hardwood floors throughout. The finished basement has a large heated room, a utility room with new water softening system and two oil tanks, and more storage space. Exterior upgrades include new architectural shingle roof, painting the entire home, new A/C condensing unit, new garage doors, updated landscaping, replacement windows. Just minutes from parks, shopping and dining in downtown Middletown. Easy access to major highways and 30 min from the shoreline

454 Arbutus Street, Middletown

$899,900
4 Beds 4 Baths 24032968 MLS
Welcome to 14 Laureate Dr, Middletown-an exceptional custom-built, energy efficient residence nestled on a serene 2-acre private lot, offering both luxury and tranquility. As you approach, you'll be welcomed by an island driveway with pavers leading to the front entry. This meticulously maintained home is designed with an open floor plan featuring vaulted ceilings and recessed lighting, creating a bright and airy atmosphere. The heart of the home is the expansive eat-in kitchen, where a large island and cozy fireplace make it perfect for both casual dining and entertaining. Adjacent to the kitchen, a formal dining room awaits your special gatherings. The 1st floor primary suite retreat, offers his and hers walk-in closets. An office, with direct access to the expansive wrap-around back deck, provides a peaceful space for work or relaxation. Upstairs, 3 additional bedrooms, including 1 with an ensuite, ensure ample space and privacy for family and guests. The partially finished lower level adds even more flexibility to this already spacious home. The outdoor space is just as impressive, with a wrap-around deck and a 4-season sunroom that allows you to enjoy the stunning, professionally landscaped yard throughout the year. The oversized heated garage, complete with drainage for easy car washing is perfect for the automotive enthusiast. Surrounded by lush greenery, the property provides a serene backdrop, perfect for unwinding and appreciating the natural beauty of the area.

14 Laureate Drive, Middletown

$425,000
3 Beds 2 Baths 24001625 MLS
Welcome to 44 Lorelei Circle! This ranch styled brick house has three bedrooms and two baths (one full, one half) along with a generously sized living room and formal dining room. The living room leads to a family room with a fireplace ideal for creating those cozy winter evenings. Adjoining the family room is an eat-in kitchen, nicely laid out with loads of counterspace. The laundry room is on the main level conveniently located just off the kitchen. There is also a half bath in this same area which is near an exterior side door leading to the yard and a covered porch. The opposite end of this ranch has three bedrooms and a half bath. The bath can be accessed directly from the primary bedroom. There is no shortage of space in this home (1900+ sq ft) and natural light fills each and every room. The basement has so much potential! Currently it is unfinished with a concrete floor and a bulkhead for outside access. The square footage mimics the main floor so there is plenty of useful space here. Should refinishing this basement be a thought, great ceiling height won't be an issue and, there is a another fireplace here with a raised hearth! With all of the wonderful details at this property, add CAIR, an underground irrigation system, a Generac generator AND a new 40 year architectural roof installed in July 2024. Moving up or sizing down, this lovely ranch is ready for another chapter with new stories. Available immediately, this is HOME, SWEET HOME!!!

44 Lorelei Circle, Middletown

$550,000
3 Beds 2 Baths 24040038 MLS
This stunning and spacious one level home, sits on a beautiful private level lot and is sure to steal your heart. The town is calling this home a Cape but it lives like a ranch, as everything is on one level with expansion potential in the walk up attic. The generous open floor plan boasts 2698 sq. feet and flows beautifully. When you walk in the foyer you have a formal sitting room (or home office) in the front of the home along with the formal dining room. The large gathering room's focal point is a beautiful stone fireplace and soaring ceilings, perfect for cozy fall and winter evenings. The fabulous kitchen is a chef's dream and has a large breakfast nook overlooking the yard from its bay window. The primary bedroom suite has two large closets and a primary bath with soaking tub and walk in shower. There are two additional bedrooms and another full bath. The dedicated laundry room will make doing your laundry a breeze and the sunroom with sky lights and atrium slider door is bound to be one of your favorite rooms as its bright and sunny and looks out to the peaceful back yard. This home has a full basement and full attic for storage and a 2-car garage with additional parking for several more vehicles. This home was custom built, has been freshly painted and has cove molding and hardwood floors throughout and lots of natural light. Everything about the location and layout is perfect and will delight even the most discriminating buyers.

772 Pine Street, Middletown

$295,000
3 Beds 2 Baths 24039670 MLS
Welcome to this beautifully updated colonial home located at 525 High St in the heart of Middletown. This charming residence features 3 spacious bedrooms & 2 full bathrooms. Freshly painted throughout, the interior exudes a fresh and inviting atmosphere. The heart of the home is the stunning kitchen, equipped with contemporary appliances and ample counter space, ideal for both everyday meals & entertaining guests. The open layout flows seamlessly into a large living room, where natural light fills the space, creating a warm & welcoming environment. Additionally, the formal dining room area provides an elegant setting for family gatherings & special occasions. Step outside to discover a large deck that overlooks a flat yard, perfect for outdoor entertaining, gardening, or simply enjoying the fresh air. The property also includes a convenient driveway. A standout feature of this home is the fully finished basement, which offers versatility for a variety of uses, along with washer and dryer hookups for added convenience. Located near major highways, shopping centers, a variety of restaurants, & numerous amenities, this home offers the perfect blend of tranquility & accessibility. Public transportation options are also readily available, making commuting a breeze. 525 High St offers everything in one place & is ready for its new owner. Don't miss this incredible opportunity to make this beautiful colonial your new home. Schedule a viewing today before it's gone! SOLD AS IS!

525 High Street, Middletown

$659,900
4 Beds 3 Baths 24035067 MLS
A True "MUST SEE" Property! Pride of Ownership shows in this IMMACULATE 4,000+ SQ/FT one-owner home on 3.4 park-like acres surrounded by WOODED PRIVACY. CUSTOM BUILT with POSSIBLE IN-LAW/OFFICE space, partially finished basement, HEATED GARAGE and wired for a GENERATOR. BRAND NEW ROOF (2024), NEW FURNACE (2023) & EXTERIOR PAINT (2023-24). The first floor offers the welcoming foyer with BEAUTIFUL staircase; SPACIOUS eat-in kitchen with loads of cabinets and counterspace and FRENCH DOORS that lead to the STAMPED CONCRETE PATIO; step-down formal dining and living rooms with GLEAMING HARDWOOD FLOORS; cozy family room with FIREPLACE; FIRST FLOOR LAUNDRY ROOM and ACCESSIBLE FULL BATH, and rec/billiard room with SEPERATE SIDE ENTRANCE perfect for entertaining or a POSSIBLE IN-LAW space. The second level consists of a large PRIMARY SUITE with front and backyard views, walk-in closet and a PRIMARY BATH RETREAT with whirlpool tub and stand-alone shower; 3 more spacious bedrooms, a split full hall bath; and a REC/OFFICE/FLEX ROOM/possible 5th BEDROOM with half bath and SECOND STAIRCASE to side entrance. OTHER HIGHLIGHTS: 418 SQ/FT HEATED FINISHED space in the basement; FRONT & SIDE STAIRCASES; WALK-UP ATTIC; lots of storage space! Professionally landscaped LARGE BACKYARD surrounded by WOODS and STONE WALLS, and highlighted by STAMPED CONCRETE WALKWAYS/PATIO, GORGEOUS STONEWORK landings and MORE! View the VIRTUAL 3D TOUR to "WALK" the incredible floorplan. Welcome Home!

83 Mountain Laurel Drive, Middletown

$799,900
4 Beds 5 Baths 24033271 MLS
Situated at the end of a quiet cul-de-sac lane, sits this majestic property. Surrounded by woods, backing to 120 acres of conservation land with trails - this truly is a private oasis. 100k worth of 4-year old tesla solar panels included with sale, bringing monthly electric bill from $700/month to less than $20. Gunite salt water in-ground pool with heater, waterslide, & spa. Separate pool bath accessed from the outside. 1,100 sq ft of patio to create multiple lounging/dining areas. The screened porch gives additional living space and al fresco dining. Huge custom brick firepit. Outdoor built-in DCS grill with sink and power. Dramatic foyer with sweeping staircase is the focal point, and is open to the 2nd floor. The sunken living room has a decorative fireplace & elegant boxed ceiling. The dining room offers hardwood, chair rail, and hidden closets. The den has built-in bookcases, an efficient woodstove to keep heating costs low, and a liquor cabinet with wet bar. The 1st FL master suite is the height of luxury. The master bath offers tiled oversized shower, sunken tub, and vanity with quartz counters. The walk-in closet is custom built. Off the master is an additional private office/nursery room. Upstairs has a guest room with it's own bath, and two more bedrooms with a jack and jill bath. First floor laundry room is conveniently located off the kitchen. Crown molding, dentil trim, and high-end detailing throughout.

36 Old Johnson Lane, Middletown

$1,200,000
5 Beds 5 Baths 24027569 MLS
Welcome to your dream home! This stunning 5-bedroom, 4.5-bathroom residence offers over 4,633 sq ft of luxurious living space, including a 619 sq ft rec room & 355 sq . half story. Elegant hardwood floors add sophistication throughout. The heart of the home is an enormous great room with a stoned gas fireplace and breathtaking two-story windows. Both the great room and dining room have French doors opening to a beautiful patio, ideal for indoor-outdoor living. The primary bedroom is a true retreat with French doors to a private patio. The luxurious ensuite features quartz countertops, a tiled shower, a soaking tub, double vanities, and his-and-hers walk-in closets. The gourmet kitchen is a chef's delight, equipped with a gas cooktop, wall oven, and farm sink. A large window offers a serene view of the reservoir, making meal prep a pleasure. The kitchen opens to the great room and dining room, perfect for gatherings. This exceptional home includes an in-law apartment on the main level with a separate entrance. The in-law suite features a double-sided fireplace warming both the living room and bedroom, which includes an ensuite bathroom and walk-in closet. Additional features include a spacious 3-car garage, providing ample storage and parking. Don't miss the opportunity to own this exquisite property designed for modern living and entertaining. Schedule your private viewing today to experience the luxury and elegance of this magnificent home!

245 Training Hill Road, Middletown

$1,399,000
5 Beds 5 Baths 24024319 MLS
Lovingly maintained country estate with award-winning gardens, second guest home or opportunity for rental income, and serene heated in-ground gunite pool. Imagine living in this tranquil oasis but being just moments away from fabulous restaurants, art, entertainment, and all that being near a prestigious university offers! The Nehemiah Hubbard House is filled with charm, character, plus modern-day amenities. Marvel at hand hewn wide plank floors while exploring this 5 bedroom, 3 full 2 half bath home with modern day mudroom. Large eat-in kitchen with loads of prep-space and great entertainment flow. Opportunity for in-law in main home, au-pair suite, art studio, or work from home space. 2 greenhouses will fuel your inner gardener year-round. Lower-level walkout offers easy access to gardens and pool creating endless entertainment choices. This home has a newer roof and new mechanicals including a top-of-the line Buderus boiler! Only the 2nd time this property has been offered to the public in nearly 100 years. With over 10 combined acres including a building lot this property offers access to Wadsworth falls trails, this estate would make for an excellent horse property. Guesthouse features 2 bedrooms, 2 possible full baths. Adjoining barn is excellent storage for the car enthusiast or antique collector. Use for yourself or lease for additional income. Would make excellent living quarters for stable-hand, gardeners, and professionals.

15 Laurel Grove Road, Middletown

$1,399,000
8 Beds 6 Baths 24025031 MLS
Lovingly maintained country estate with award-winning gardens, second guest home or opportunity for rental income, and serene heated in-ground gunite pool. Imagine living in this tranquil oasis but being just moments away from fabulous restaurants, art, entertainment, and all that being near a prestigious university offers! The Nehemiah Hubbard House is filled with charm, character, plus modern-day amenities. Marvel at hand hewn wide plank floors while exploring this 5 bedroom, 3 full 2 half bath home with modern day mudroom. Large eat-in kitchen with loads of prep-space and great entertainment flow. Opportunity for in-law in main home, au-pair suite, art studio, or work from home space. 2 greenhouses will fuel your inner gardener year-round. Lower-level walkout offers easy access to gardens and pool creating endless entertainment choices. This home has a newer roof and new mechanicals including a top-of-the line Buderus boiler! Only the 2nd time this property has been offered to the public in nearly 100 years. With over 10 combined acres including a building lot this property offers access to Wadsworth falls trails, this estate would make for an excellent horse property. Guesthouse features 3 bedrooms, 2 possible full baths. Adjoining barn is excellent storage for the car enthusiast or antique collector. Use for yourself or lease for additional income. Would make excellent living quarters for stable-hand, gardeners or professionals.

Laurel Grove Road, Middletown

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