Middletown Real Estate Search

Middletown Properties for Sale

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Newest Middletown Properties for Sale

$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

$399,900
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

$379,900
3 Beds 2 Baths 24025654 MLS
Welcome home to this immaculate, move-in-ready raised ranch on a lush half-acre in a tranquil cul-de-sac neighborhood. This completely renovated property will charm you from the moment you set foot on the professionally landscaped lot, surrounded by mature trees. You enter a classic raised ranch foyer with a bright and airy living room, featuring rich hardwood floors, ceiling fan, and ample natural light. Your thoughtfully remodeled eat-in kitchen includes large format tile flooring, granite counters, stainless appliances, lovely hardwood cabinetry, under-cabinet lighting, soft-close drawers, and a tile backsplash. Bedrooms feature hardwood floors, natural light, and ample storage. Your remodeled bathrooms have marble counters, updated fixtures, and elegant tile work. Enjoy a versatile space in your finished lower level, which offers new carpeting, a full bath, a laundry area with storage, and room for a DIY work area. A French door leads to a spacious stamped concrete back patio, ideal for sunset grilling with friends; new landscaping enhances the curb appeal. Additional features include central air, a new thermostat, heat pump that minimizes oil use, and security lights with motion sensors. This home is minutes from Middletown's dining and culture, Miner Hills Golf Course, Wesleyan University, and Middlesex Hospital, with easy access to Route 9, I-91, 5/15, and 84. Don't miss this exceptional property where attention to detail and pride of ownership shine from every room!

187 Oak Ridge Drive, Middletown

$309,900
3 Beds 2 Baths 24025513 MLS
Looking for a house with LOTS of space and a HUGE yard to match... STOP scrolling, here's THE ONE for YOU! This 3 bed, 1.5 bath split-level house has everything you've been waiting for! The main level is home to a generously-sized living room, dining space, kitchen - complete with TONS of storage, a WALK-IN PANTRY, hardwood floors, and enclosed porch. Take a few steps up to the upper level & you will find three GREAT-sized bedrooms, renovated full bath, and SUPER closet space. Off the main level, take a few steps down to the RECENTLY RENOVATED raised basement space w/ALL NEW electrical, luxury vinyl tile, windows, freshly painted walls & ceilings. This level is also home to another exterior front door and half bath that DOUBLES as a laundry room. To the right of this room, walk down a few more stairs to ANOTHER recently renovated finished basement space with the same AMAZING upgrades! Office? Playroom? Guest room? YOU NAME IT! The possibilities for this space are entirely up to YOU! Nothing was skipped in this renovation! The dreamiest part of this home is undoubtedly the almost HALF AN ACRE that this house sits on. The backyard boasts a HUGE, OPEN tree-lined space that once was home to a MASSIVE wood deck, above-ground pool, & trampoline. The yard currently reflects a partially finished patio space & fire pit - PERFECT for entertaining! There is PLENTY of paved off-street parking for all the activities! Backyard BBQs? Playscape area? Gardens galore? YOUR blank canvas awaits!

25 Smith Street, Middletown

$1,500,000
3 Beds 3 Baths 24024510 MLS
Are you seeking boundless opportunities? Whether it's a serene retreat, a haven for animals, a solar venture, or a hunting plot, this property nestled in Middletown offers it all! Spanning across three parcels of land, totaling nearly 51 acres, this property is a canvas for your dreams. The largest lot comprises 25.25 acres, the second largest is 23.34 acres, and the third, hosting a splendid 2018 home, is 1.77 acres. Constructed in 2018, the home boasts three bedrooms and two and a half bathrooms. The main level welcomes you with an open floor plan encompassing a kitchen, dining area, and living room, complemented by a first-floor primary bedroom. Ascend upstairs to discover two generously sized bedrooms, a full bathroom, and a vast unfinished bonus room, ripe for customization or storage. Additionally, the property features a full, radiant heated basement with 9-foot walls, steel beam support, and a 26x30 oversized, radiant heated two-car garage. Step outside into an oasis of tranquility. An outdoor kitchen awaits, equipped with a sink, grill, mini refrigerator, granite countertops and stools. Adjacent is the hot tub, offering the perfect vantage point to witness breathtaking sunsets over the picturesque Powder Ridge Mountain slopes in the distance. This home boasts radiant heated floors throughout, central air conditioning/heat pump, stainless steel appliances, and complete furnishings elevate the property's allure.

125 East Mount Road, Middletown

$449,900
4 Beds 2 Baths 24020832 MLS
Discover Timeless Elegance in this Stunning Updated 1800 Colonial, nestled in the highly desirable Wesleyan Hills community w over 30 acres of open space, ponds, fields, & woods to enjoy! Enrich your lifestyle with over 3 miles of scenic walking trails alongside ponds and over footbridges crossing streams. The paths connect the mini-neighborhoods w/tunnels under the main roads. Enchanting! This historically significant home was the original farmstead from which Wesleyan was created, & boasts exquisite period details including milled moldings, decorative fireplace surrounds, and an arched transom over the front entry. Beautifully exposed beams add interest. Impeccably decorated and freshly painted throughout. Refinished Original Hardwood floors span the entirety of the home, enhancing its classic charm. The spacious interior w/4 bedrooms & 2 full baths has a unique layout. This special home offers an array of large rooms, w high ceilings, providing versatile options for dining and living spaces-perfect for hosting large gatherings and guests. Step outside to the expansive deck overlooking the lush yard, ideal for outdoor relaxation & entertaining.The detached, oversized 2-car garage incl addt'l sheds for even more storage. Modern updates incl a NEW ROOF for both home & garage/shed), UPDATED Electrical and lighting, & NEW Stnlss Appliances in the remodeled kitchen, ensuring peace of mind. Inlaw Poss, City Wtr/Swer, Rural location close to golf, hwys, schools, restaurants!

477 Laurel Grove 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

$895,000
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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