Middletown Real Estate Search

Middletown Properties for Sale

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Newest Middletown Properties for Sale

$389,000
3 Beds 2 Baths 24034698 MLS
Introducing this meticulously preserved three-bedroom, two-bathroom farmhouse colonial, originally built in 1860. With its exposed beams, large wood-burning fireplace, and rich heritage as a former local spring water bottling company, this home exudes character and charm at every corner. Upon entering, you'll be greeted by an inviting open floor plan on the first floor, perfect for entertaining and creating lasting memories with loved ones. The heart of the home lies in the spacious living area, where the crackling wood-burning fireplace beckons you to cozy up on chilly evenings. As you make your way to the second floor, you'll discover not one, but two primary bedroom suites, each offering a unique retreat. One of the suites boasts its own wood-burning fireplace, providing a warm and romantic ambiance. In 2003, a thoughtful addition was made, featuring a two-car garage and a sunroom. This additional space provides ample room for storage and allows for the enjoyment of natural light, no matter the season. Outside, you'll be delighted to find professionally landscaped grounds, showcasing the beauty of nature at its finest. A patio area invites you to relax and unwind, while raised garden beds offer the perfect opportunity to cultivate your green thumb. Don't miss the opportunity to own this piece of history, where old-world charm meets modern comfort. Schedule a viewing today and embark on a journey through time in this farmhouse colonial gem. Owner/Agent

83 Ridgewood Road, Middletown

$405,000
4 Beds 2 Baths 24034491 MLS
Charming 4 bedroom colonial home set on .50 acre level lot in established neighborhood of other lovingly maintained homes. Built in 1929, this unique home is brimming w/charm & character throughout. Several recent improvements including a new roof & gutters (2013), many window replacements (2013 & 2016) & new paver patio & deck crafted of stunning Brazilian hardwood. Both the interior & the outdoor space is ideal for entertaining to proudly host gatherings w/family & friends. A spacious sunny kitchen w/granite counters, breakfast bar, SS Appliances leads to a welcoming dining room w/hardwood floors, crown molding & an abundance of natural light. Enter the living room & picture yourself relaxing by the fireplace! Hardwood floors, crown molding & French doors add to the ambiance of this lovely & cozy space. Double sets of French Doors open to a huge sun room, currently serving as a home office & playroom. A welcoming foyer & 1 full bathroom complete the main level of this immaculate home. The upper level includes 4 bedrooms, each with hardwood floors, plus a full bath & walk up attic, providing tons of storage space. Additional storage is available in the full basement, the backyard shed & 2 car garage. The deck & patio areas, overlooking sprawling park-like grounds, will give you many hours of outdoor enjoyment. The rear yard provides ample space to enjoy outdoor games, recreation & sports. All this home needs is your personal design touches that will make it entirely YOURS

658 Ridge Road, Middletown

$145,000
1 Beds 1 Baths 24033442 MLS Trolley Crossing BLDG.
Fabulous Top-Floor Condo with lots of Recent Upgrades! Nestled on the highest floor, this one-bedroom gem offers a harmonious blend of comfort and style. From the moment you step inside, you'll be greeted by a sense of modern elegance. Key Features include: Flooring: The recent upgrades include sleek new flooring throughout. Imagine stepping onto fresh, easy to maintain floors as you explore your cozy abode. Fresh Paint: The walls have been treated to a fresh coat of paint, creating a canvas for your personal touch. Kitchen: The kitchen has been updated with a new refrigerator, stove, granite counters & overhead fan, awaiting your culinary adventures. Prepare meals with ease & flair. Bathroom: The bathroom vanity has been upgraded too. Picture yourself getting ready for the day in this serene space. More: newly updated Central air unit & windows w/new patio door & screen w/a special 3 piece lock system. Top-Floor Views: Enjoy sweeping views from your private balcony. Sip morning coffee at sunrise or a glass of wine as you unwind with the setting sun. Overall Impression: This top-floor retreat is a sanctuary of modern living. Whether you're a first-time buyer, downsizing, or seeking an investment property, this condo ticks all the boxes. Location: Situated in a highly convenient location, this condo offers convenience and accessibility. Parks, cafes, shopping, medical facilities and major highways are within easy reach. This lovely home won't disappoint! Schedule now!

25 Trolley Crossing Lane, 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

$1,600,000
5 Beds 5 Baths 24027569 MLS
Welcome to your dream home! This stunning 5-bedroom, 4.5-bathroom residence offers over 5,033 sq ft of luxurious living space, including a 927 sq ft rec room. 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! *Interior photos coming soon!

245 Training Hill Road, Middletown

$448,000
4 Beds 2 Baths 24025172 MLS
This classic Dutch colonial is truly one of a kind. Full of character and charm it was built in 1931. Located steps from the Wesleyan Campus it is a perfect residence with outstanding views from the front to back. Solid craftsman construction with very attractive original trim and retro tiling in the bathrooms. The front entrance features a stunning arched transom and side glass panels. The house has hardwood floors throughout the residence and a gorgeous trimmed boxed ceiling in the living room. The interior has been recently painted and the galley kitchen could use your designer touches. You will enjoy how it opens to a breakfast area/sitting room full of natural light from the numerous windows on the south side. The 2446+ sq ft home features a total of 4 bedrooms, 2 full baths, a walkup attic storage, cedar closets and beautiful millwork throughout this stunning home. The partially finished basement features a bar in a recreation room, laundry area and newer mechanicals. You will enjoy the side open porch with pillars which is a perfect place for casual dining and/or just enjoying the views. This property is a double lot (map is attached in documents) so you have the advantage of being in a lovely neighborhood but not too close to your neighbors. Detached 2 car garage and plenty of storage space makes this a home for you for many years to come. This is a treasure rarely available in our community. A must see! Property being sold in As is Condition.

46 Pine Street, Middletown

$1,499,000
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

$1,499,000
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

$349,900
4 Beds 2 Baths 24026162 MLS
Welcome to this charming Cape Cod style home, ideally situated in the heart of Middletown. This beautifully maintained property offers the perfect blend of classic design and modern updates, making it an ideal choice for families or anyone seeking comfort and convenience. This home boasts four spacious bedrooms and two full bathrooms, providing ample space for family living and guest accommodation. Enjoy peace of mind with a newer roof and a brand new boiler, ensuring energy efficiency and reliable comfort throughout the seasons. The replacement windows further enhance the home's energy-saving features. The fully fenced-in yard offers both privacy and security, making it perfect for pets or simply enjoying outdoor activities in a serene environment. Located just a three-minute walk from Veterans Park, this home is perfect for outdoor enthusiasts. Additionally, it's in close proximity to Wesleyan University, making it an excellent option for faculty or staff. Washington Street, with its array of restaurants and shopping options, is also just a short distance away, providing convenience at your doorstep. The large basement, featuring high ceilings, offers a fantastic opportunity to add more living space according to your needs. Whether you envision a home gym, an entertainment area, or additional bedrooms, the possibilities are endless. Don't miss out on the chance to own this delightful Cape Cod style home in a highly desirable location.

217 Barbara Road, Middletown

$675,000
4 Beds 4 Baths 24020535 MLS
Gracefully set on a picturesque 3.4 acres, this elegant custom built colonial at the end of a cul-de-sac is surrounded by wooded privacy. A circular drive welcomes you to this one-owner lovingly cared for home with space for all! The spacious foyer leads to the formal living and dining rooms graced with gleaming hardwood floors. The eat-in kitchen offers loads of cabinet and granite counter space, and French doors in the breakfast nook lead to the patio. Off the kitchen is the cozy family room with wood-burning fireplace, an accessible full bath, and laundry room. The billiard room offers another area for gatherings and can has a side entrance, also making it a possibility for an in-law space. Upstairs you'll find four bedrooms, another full bath and the office/bonus room. The primary suite offers a large walk-in closet, full bath with whirlpool tub, walk-in shower and dual sinks. Accessed through the primary suite or the separate staircase from the side entrance, is the office with half-bath and wood stove hook-up. This room can be used for numerous purposes, perhaps a 5th bedroom or part of the possible in-law! In the basement there is an additional approx 418sq/ft heated finished space. The grounds are lovely - rolling green lawn, private wooded surroundings, stone walls, and a beautiful stamped concrete patio to relax on while taking in the view. Other features include a Brand New roof, walk-up attic, heated garage, new boiler, new central vac. Welcome Home!

83 Mountain Laurel Drive, Middletown

$359,900
3 Beds 2 Baths 24018345 MLS
Back on the market: Located in this highly desirable neighborhood,155 High Meadow Lane offers a unique blend of privacy and spacious living, perfect for multi-generational families. This expansive property features a separate entrance for a possible in-law suite, providing comfort and autonomy for extended family or guests. Additionally, a fourth bedroom downstairs can serve as a separate unit if the possible in-law suite is used as a studio apartment. The home boasts a brand new roof and a hot water heater that is only a year old, ensuring efficiency and peace of mind. Storage is plentiful, with three sheds and ample room within the home. A four-car heated garage ensures your vehicles and equipment stay protected and warm all year round. The owners have been economically heating the home with a pellet stove, reducing their heating bills substantially. The residence sits on large, level lots, ensuring complete privacy and ample space for 10 vehicles, making it ideal for gatherings. Middletown's prime location offers easy access to major highways like I-91 and I-95, making travel to the shoreline, Hartford, and New Haven a breeze. Nearby Wesleyan University enriches the area with vibrant cultural scenes, great restaurants, and lively venues. With room to expand and add personal touches, this home is a canvas ready for enhancement. Don't miss the chance to tailor this home to your family's needs and style.

155 Highmeadow Lane, Middletown

$874,900
5 Beds 6 Baths 24013325 MLS
PEACEFUL RETREAT on 10.83 ACRES w/PRIVATE POND, IN-GROUND POOL, & expansive 5-BEDROOM COLONIAL w/FULL IN-LAW SUITE! Exhale...you've arrived home! Nestled on nearly 11 acres, this hidden gem exudes a lifestyle of peace & serenity while just moments away from all town conveniences. Harmoniously sited to cherish the captivating setting overlooking a private 2-acre spring-fed pond rimmed w/meandering walking paths, arched bridges, mature trees, professional landscaping, & built-in fire pit. Whether its gliding across the pond in a kayak on a sunny summer day or on ice skates in a winter wonderland, this property delights in every season. Perfectly perched to relish sweeping water views & stunning sunsets, the mahogany-floored front wraparound porch adds 300sf of beautiful outdoor living space. Bright 2-story foyer welcomes & flows into sophisticated yet relaxed interiors throughout an almost 4,000sf versatile floor plan. Open layout allows water vistas to be savored from most rooms. A front dining room, equipped w/incredible storage built-ins & wetbar, is primed to host festive family gatherings & daily dinners alike. An elegant formal living room is gracefully adorned w/crown molding, beautiful wood-burning fireplace, hardwood floors w/in-laid border, & large glass pocket doors. The expansive eat-in chef's kitchen is truly the heart of the home, wonderfully appointed w/cherry cabinets, center island, quartz counters & backsplash, Italian tile floor, SS farmhouse sink &

49 Miner Street, Middletown

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