Refine Search
Sort by
$692,000
3 Beds 3 Baths 24078043 MLS
Set high on Watch Hill, this stunning 3-4 bedroom, 2.5-bath Colonial offers breathtaking views and over 4,382 SqFt of living space on a 1.04-acre lot. The main level features gorgeous hardwood floors, a formal dining room, and a spacious living room with a cozy wood-burning fireplace. The chef's kitchen is a dream, with granite countertops, stainless steel appliances, a wall oven, a glass cooktop, and a large center island with a built-in wine refrigerator. French doors off the kitchen lead to a multi-level deck, perfect for entertaining. A main-level laundry room adds convenience. Upstairs, the primary suite boasts a walk-in closet, whirlpool tub, and stall shower, while two additional bedrooms (plus a bonus craft/bedroom) offer ample space. The Great Room impresses with vaulted ceilings, skylights, and recessed lighting. The finished lower level features a large family room with a second fireplace and sliders to a backyard patio. Additional highlights include an attached 3-car garage and active solar panels. Located near schools, medical facilities, and shopping, this home offers the perfect blend of luxury and convenience. Don't wait-schedule your private tour today!

34 Watch Hill Dr, Middletown

$689,900
4 Beds 5 Baths 24020327 MLS
* Seller is relocating for work * Welcome to this exceptional 4-bedroom, 4.5-bathroom ranch located just inches away from the Durham town line in beautiful Middletown. Boasting a generous 4,200+sqft of living space, this home offers both elegance and functionality. The unique feature of two primary suites, one on each end of the house, provides privacy and convenience for multi-generational living or hosting overnight guests. The pass through fireplace is something you didn't know you couldn't live without. With a 1,200sqft finished basement featuring a second kitchen, the possibilities are endless, making it an ideal space for potential in-law or guest accommodations. Outside you will find a true oasis with the brand new patio ($60k) with a fireplace and pizza oven. Situated within a short drive to popular destinations such as Powder Ridge, Miller's Pond, and Lyman Orchard's Golf Club, you'll have endless opportunities for outdoor recreation and entertainment. Embrace the serenity of the area while enjoying the convenience and comfort this remarkable property has to offer. Whole house filter and water softener system just installed in 2023.

1111 Arbutus St, Middletown

$675,000
4 Beds 3 Baths 24144673 MLS
Set on a beautifully landscaped 0.37-acre lot in a quiet cul-de-sac setting, this spacious Colonial offers 4 bedrooms, 2.5 bathrooms, and approximately 3,500 square feet of living space. Built in 2003 and surrounded by similar well-sized homes, the property offers a strong blend of space, layout, and neighborhood consistency. Thoughtfully designed for both everyday living and entertaining, the home features multiple living areas, generously sized rooms, and flexible space throughout. The upper level is highlighted by a private primary suite wing occupying its own section of the home, complete with a spacious bedroom, full bath, walk in closet, and an adjoining bonus room ideal for an office, nursery, sitting room, or additional flex space. One of the secondary bedrooms features direct access to a separate full bath with hall entry, offering a practical setup for guests or extended stays. Laundry is conveniently located on the same level as the bedrooms, adding to the home's everyday functionality. The finished lower level provides additional versatility for a recreation room, home office, gym, or playroom. An attached 3 car garage offers ample storage and convenience. Step outside to the patio and enjoy the backyard setting with an open rear view that enhances the overall feel of the property. A well-sized home offering space, flexibility, and a strong setting within an established neighborhood.

87 Wanda Ln, Middletown

$675,000
6 Beds 4 Baths 24093067 MLS
Nestled in the heart of Middletown, CT stands a house of remarkable architectural note, originally commissioned by J. Phelps Ingersoll in 1927. Inside, the residence retains much of its original details. Each of its owners have cared for it with sensitively and grace. Every corner of this special home tells a story of a bygone era; the current owner has cast a discerning eye towards appropriate renovations to modernize and freshen its overall appeal. Upon entry there's a spacious study w/built in shelves and half bath. Pass thru a private entry into your beautifully appointed LR w/ raised paneled fireplace, arched framework over a pair of built in bookshelves & base cabinets. This sun-drenched space is lit w/oversized windows that overlook the backyard & gardens. Celebrate all occasions in the formal DR opposite the living room. There's a pair of built in corner cupboards & wood trim, moldings and access to an original butler's pantry with upgraded storage & glass-front cabinetry. The updated kitchen is a bright, efficient space. There's a back stair access to the second floor 'attic' over the garage. One can easily reach the garage, basement & rear den and patio from here.

226 Old Mill Rd, Middletown

$673,000
4 Beds 3 Baths 24128202 MLS
This exceptional 4-bed Cont. Colonial is perfect for your lifestyle. Built for energy-efficiency it is adorned with premium designer finishes, nestled in a desirable cul-de-sac surrounded by beautiful residences. The bright, open flr plan boasts 9' ceilings and oak floors, striking the perfect balance between quality and warmth. Be creativity in the gourmet eat-in kitchen featuring custom 42" white cabinetry, stunning granite countertops, chic stone backsplash & slate-finished GE appliances, complete with a beer/wine fridge. The inviting peninsula with bar seating connects to the living room, embellished with elegant custom built-ins. Open flr plan flows into a 1st floor study and a separate dining room designed for stylish entertaining. Sliders from the living room empty to the large Trex deck in that is perfect for outdoor gatherings overlooking a beautifully landscaped lawn and outdoor space bordered by tranquil natural preserves. The ultimate relaxation is the primary bedroom, which offers an ensuite bath featuring a glass walk-in shower, polished chrome fixtures, & dual Carrera marble vanities. The oversized~ walk-in closet, complete with custom built-ins and stylish pendant lights is truly your dressing room. 3 additional large bedrooms and a 2nd floor laundry room await your tour. One of the nicest features of this home is the 1st floor mudroom w/ built ins & 1/2 bath off the back foyer. You have a walkout basement for future use. Meticulous home to treasure forever.

29 Talias Trl, Middletown

$672,353
2 Beds 2 Baths 24069640 MLS
Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "STOW IV," at 123 Webster Lane has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile in the bathrooms and laundry. Enjoy an expanded 12 x 16 deck with breathtaking views, plus elegant crown molding and shadow boxes in the entry hall. The home is equipped with natural gas and central A/C for your comfort. Available for late 2025 occupancy. Some photos of Similar homes Agent/Owner related. Come see why our motto is: "Choose a Carefree Lifestyle!"

123 Webster Ln, Middletown

$665,000
6 Beds 5 Baths 24119057 MLS
WOW! Do not miss out on this stately home with modern flare. This is a beautiful home. You will be greeted by a dramatic 2-story entry with spectacular, dramatic staircase. Large formal dining room, front office, center classic living room with gas fireplace and an amazing great room with vaulted ceilings with new skylights that boast an oversized family room, dining room and open kitchen concept with additional fireplace presently home to a wood-burning stove. The 1st floor also offers a large laundry room. Plenty of space for the cars in the oversized 3-car garage. Upstairs offers 4 generously-sized bedrooms with an en suite that will blow your socks off, including a full bath, additional half bath dressing area that leads to an oversized walk-in closet, additional office/den off the primary with fireplace. The 3rd floor offers 2 additional bedrooms with large walk-in closet between the bedrooms that can easily be turned into another full bath. This beauty sits on a gorgeous 1.5 acre private, wooded sanctuary, offering plenty of outside space for whatever might come your way. Roof has recently been replaced. Just minutes from downtown Middletown offering an array of restaurants from fine dining to pizza, a 12-plex movie theater, Main St shopping and scenic CT River boardwalk. A short drive to some of CT's most beautiful shoreline towns and beaches. About 2 miles from I-91 and Rte 9.

34 Apple Ln, Middletown

$665,000
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 Dr, Middletown

$660,000
4 Beds 3 Baths 24177306 MLS
Welcome to the peaceful and charming Watch Hill Estates community, where elevated living meets timeless elegance. Perched high atop a scenic hill, this stunning Colonial offers sweeping panoramic views stretching across Middletown and Durham, creating a truly breathtaking everyday backdrop. Meticulously maintained and completely turnkey, this exceptional residence blends refined comfort with classic design. The main level unfolds beautifully with an open concept living room that flows seamlessly into an inviting family room centered around a cozy gas fireplace. A formal dining room, also ideal as a private office, complements the thoughtfully designed eat-in kitchen, featuring granite countertops, stainless steel appliances, and abundant space for gathering. Upstairs, four generously sized bedrooms provide comfort and versatility, including a luxurious primary suite with a spa-inspired en-suite bath. Rich hardwood flooring enhances much of the home, while tasteful tile accents complete the beautifully appointed interior. Step outside to your own private retreat, where a multi-tiered deck and beautiful landscaped grounds create the perfect setting for entertaining, relaxing, or simply taking in the serene countryside vistas. This is a rare opportunity to own a home where style, comfort, and spectacular scenery come together seamlessly in one unforgettable setting. *Buyer unable to secure financing; property available again.*

60 Watch Hill Dr, Middletown

$660,000
3 Beds 3 Baths 24174229 MLS
Positioned on a beautifully landscaped lot, this impressive brick home combines timeless design with exceptional indoor & outdoor living. The main level showcases hardwood floors throughout, soaring ceilings & an open floor plan centered around a stunning floor-to-ceiling stone fireplace. The kitchen is thoughtfully designed with granite countertops, limestone backsplash & stainless steel appliances, flowing seamlessly into the spacious living & family room areas. The first-floor primary suite offers comfort & convenience, while two additional full bathrooms provide flexibility for family & guests. Enjoy the efficiency of central air, forced hot air & supplemental baseboard heating. The full basement features 9-foot ceilings & a fireplace, presenting outstanding potential for future finished living space. Step outside to a professionally landscaped, fully fenced backyard complete with a patio, fire pit & hot tub, perfect for entertaining or relaxing. A beautiful covered porch adds even more charm to this exceptional home. A standout blend of space, quality craftsmanship & lifestyle amenities, this home is designed to impress from the moment you arrive.

220 Coleman Rd, Middletown

$660,000
4 Beds 3 Baths 24105453 MLS
Welcome to 45 Serra Drive-an impeccably maintained colonial set at the end of a quiet cul-de-sac in one of Middletown's most desirable neighborhoods. With over 3000 square feet of thoughtfully designed living space, this home offers a spacious layout, quality finishes, and all the right features. Step inside to find extensive crown molding, hardwood floors, and an open concept floor plan that's perfect for everyday living and entertaining. The great room with gas fireplace flows into a chef's kitchen featuring granite counters, stainless steel appliances, and an oversized island with breakfast bar. Upstairs, the primary suite includes a whirlpool tub, large closets, and ample space to unwind. All bedrooms are generously sized, and the second-floor laundry adds extra convenience. The finished lower level has a bar and walk-out basement offering flexible space for a home office, gym, or media room. Central air, a security system, and a beautiful lot with mature landscaping complete the package. Lovingly maintained and move-in ready-this is a standout value in today's market.

45 Serra Dr, Middletown

$658,350
4 Beds 3 Baths 24050673 MLS
Location! Location! Location! Welcome to 25 Pashley Lane, a stunning residence nestled in an private cul-de-sac featuring newer, prestigious homes! This prime location, near the Middlefield town line brings tranquility and privacy, while still being conveniently close to local amenities. Step inside to discover high-end finishes throughout, with a tastefully neutral interior that exudes elegance and warmth. The expansive kitchen is truly a chef's dream, boasting an abundance of premium cabinetry, quartz counters and top-of-the-line appliances, for entertaining enthusiasts.There is also a built in cabinet flanked by columns that makes a great place for a coffee bar or beverage center! The oversized kitchen also flows into your open Great Room complete with a stunning gas firplace and hardwood flooring and your spacious dining room creating entirely an open feel. The eating area slider seamlessly connects you to your outdoor deck which couldn't be more perfect for entertaining. Convenience abounds with a main floor laundry room and mudroom with a deacons bench built right in! The dining room offers elegance with it's hardwood floors, openess and tray ceiling. Upstairs you will find a large landing area/flex space that is perfect for an exercise room,home office or reading nook, you decide! The Primary Suite is exceptional, with a large walk in closet and high-end Primary full bathroom, you will never want to leave this space! Rounding out the upper level are 3 more generously

25 Pashley Ln, Middletown

$650,000
3 Beds 4 Baths 24177178 MLS
Set on a beautiful, private lot in one of Middletown's most desirable neighborhoods, 37 Cranberry Lane offers the perfect blend of space, style, and comfort. This impressive Contemporary Colonial features soaring cathedral ceilings, sun-filled spaces, and an open layout designed for both everyday living and effortless entertaining. The spacious kitchen and living areas flow seamlessly to an oversized freshly painted deck overlooking the expansive backyard-ideal for summer gatherings, outdoor dining, or simply enjoying the peaceful setting. Upstairs, you'll find three generously sized bedrooms including a spacious primary suite with a beautifully appointed ensuite bath and abundant closet space. Convenient huge second-floor laundry adds to the home's thoughtful functionality. The finished lower level provides exceptional flexible living space perfect for a home office, gym, playroom, media room, or guest overflow. Meticulously maintained throughout, the home also features furnace and air conditioning condensers along with central air for year-round comfort that was updated in the last 5 years. A wonderful opportunity to enjoy space, privacy, and a neighborhood setting that feels tucked away while remaining convenient to everything Middletown has to offer.

37 Cranberry Ln, Middletown

$650,000
4 Beds 3 Baths 170582181 MLS
Beautiful 4 Bedroom Colonial home in a quiet, countryside development, ideally located minutes to I-91 & Route 9. Situated perfectly on a flat 1 acre lot, it is truly a park like setting, backing to conservation land & with open space common area outside your front door. Enjoy summer in your backyard with impressive stone walls & steps, new stone patio and gorgeous landscaping, as well as a sprinkler system to ensure a lush green lawn all summer long. Enter and be greeted by a large light filled foyer. The home features a modern bright kitchen with custom cabinets, granite countertops, a stainless hood over a gas range & a new stainless dishwasher and new stainless refrigerator. An open floor plan with soaring ceilings, oversized family room with french doors, plus a dining room open to the living room with tons of windows and a wood burning fireplace. Upstairs you will find a catwalk overlooking the kitchen, a conveniently located 2nd floor laundry room, 3 nice sized bedrooms sharing a full bathroom. Additionally, the 2nd floor primary suite features vaulted ceilings, a private bath with a double sink granite vanity, large walk in closet & a huge tub. Walkout lower level with tons of storage space and the added bonus of a den & gym space. Central air was replaced in 2020, new garage door and opener, generator hook up. Agent is related to owner.

274 Old Farms W, Middletown

$649,900
3 Beds 3 Baths 170617560 MLS
Check out this new Construction in Middletown! You will love this spacious ranch style home with a full walk-out basement. This property sits on over an acre of pristine property and its new owner will have so many possibilities to add a barn, inground pool, an additional garage or shed. No expense has been spared in the construction of this home. This 2000+ sq foot custom ranch home is ready for your final touches. This home has 3 large bedrooms, 2.5 baths as well as a 3-car garage. This home has a FULL walk-out basement that has tons of natural light and 9 ft high ceilings. A perfect set up for an in-law apartment or extra living area for a growing family. A custom-chef inspired kitchen with center island, large windows, breakfast nook, hardwood floors throughout, a gas fireplace in the family room and an open and spacious floor plan throughout, make this home perfect for entertaining and family gatherings. This home also has a maintenance-free deck with custom deck railings. ***please note the lower level has already been fitted with plumbing for an extra full bath and kitchen** All of these wonderful things are included in this custom property; tied up in a pretty bow on a lovely cul-de-sac. This location is close to all major highways and shopping hot spots. This home has public sewer and a private well... the best of both worlds! Schedule your showing today...this home will not disappoint!

95 Orchard Hill Ln, Middletown

$649,900
3 Beds 3 Baths 24028019 MLS
Welcome to 125 East Mount Rd, situated upon 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. Furthermore, the electrical setup is ready to accommodate a whole-house standby generator. The owner is graciously leaving behind a portable generator for added peace of mind. Come see this property today!

125 E Mount Rd, Middletown

$647,000
3 Beds 3 Baths 24096896 MLS
Welcome to your personal oasis just in time for Summer! Located at the end of a private cul-de-sac, this lovely Georgian Colonial sits on .79 acres of beautifully manicured grounds and features a stunning inground pool. Fenced for privacy but with unobstructed sky for maximum fun in the sun. The adjacent breezeway offers plenty of shade & perfect layout for rest & relaxation on your wicker sectional. Steps away, enjoy the oversized, stone paver patio with built in fire pit. Easily supports an 8 seat patio set & grill! Inside, the home offers 3 bedrooms but lives like a 5 BR with large room above garage & finished space in the basement. Great flex space as bedroom, office, gym, gaming room, theater or den. The kitchen is a chef's dream with large island, quartz counters and brand new SS appliances. The open floor plan spills into the bright family room with large gas fireplace, & large dedicated dining room, plus a separate room good as a home office or family study. Upstairs features a large primary bedroom with WIC & on suite spa like bathroom with double sinks. 2 nearby bedrooms share the full hall bath with tucked away laundry room. At the end of the hallway is a huge 18X11 room, ideal as a playroom or gaming room with an adjoining 12X17 space currently used as a BR with 2 full sized beds. Great for guests or sleepovers! This home is simply move in ready and well appointed with hardwood floors throughout, top end finishes & windows & light galore. It's the total package!

106 Northview Dr, Middletown

$636,000
4 Beds 4 Baths 24185842 MLS
Fantastic home located in Westfield Hills community with plenty of space to roam. This 3/4 bedroom home offers it all. The first floor boasts a large open kitchen with good size eating area, formal dining room, front to back great room and first floor family room with fireplace. All of this leading out to a stunning landscaped yard for enjoying those summer outings or just a relaxing Zen moment. Upstairs offers 2 large bedrooms and an oversized primary with large ensuite, huge walk in closet, additional sitting area, office or nursery. The beautiful finished lower level will impress with a fantastic kitchen setup, family room and additional bedroom and bath and laundry with its own private access. One will enjoy laundry on the first floor and a 2nd laundry in finished lower level for a complete in law situation. All sits on a professionally landscaped lot with fire pit, pergola/gazebo and shed backing to woods. Short drive to downtown Middletown offering an array of restaurants from fine dining to pizza, Main Street shopping includes local venues and many shops and boutiques and a scenic CT River boardwalk. Only about 30 minute ride to some of CT's most beautiful beaches and shoreline towns. Highest and Best offers by July 1st, 2026 by 10:00am. No escalation clauses please.

46 Tavern Cir, Middletown

$635,000
4 Beds 3 Baths 24143271 MLS
Tucked away on a quiet cul-de-sac, this beautifully maintained colonial offers serene privacy, sweeping sunrise and sunset views, and .84 acres of land that stretch all the way to Crystal Lake Road - with a fenced rear yard to keep anything you love safe. Inside nearly 2,500 sq ft, the home balances spacious comfort with a cozy, welcoming atmosphere. The main floor boasts gleaming hardwood floors throughout, an open-concept layout with a large family room anchored by a gas fireplace, and a chefs-ready eat-in kitchen featuring granite counters, center island, and stainless-steel appliances. A formal dining room and convenient half bath complete the main level. A dramatic 2-story foyer leads to a carpeted second floor with a generous primary suite - tray ceiling, walk-in closet with dressing area, and a full ceramic bath with a walk-in shower. Three additional bedrooms and a full bath finish the upper level. The basement receives ample natural light and presents a blank canvas, ready to become additional living space, a home office, gym, or media room. Efficient propane heating (with a 500-gallon in-ground tank) ensures cozy winters. Enjoy your morning coffee on the sun-drenched 3-season porch and plan lazy summer evenings in the expansive yard. This is a rare opportunity to own one of just 11 homes on Trailside Crossing. Schedule your private showing and make this special home yours.

44 Trailside Xing, Middletown

$635,000
4 Beds 3 Baths 24058164 MLS
Welcome home to this well maintained, quiet, family oriented neighborhood. A stunning Colonial-style home on a partially private lot,nestled in the Westfield section of Middletown, CT . This spacious single-family residence, built in 2005, includes 2,616 square feet of living space on a generous 0.71-acre lot. It features 4 bedrooms, 2 full bathrooms, and 1 half bathroom. Hardwood flooring throughout the welcoming open floor plan with an abundance of natural light. The gourmet kitchen is equipped with modern appliances including a dishwasher, microwave, and refrigerator, perfect for culinary enthusiasts. Cozy up by the fireplace in the spacious living room. The large mudroom off the kitchen is easily accessed from the garage and deck. The partially finished basement has additional space for a home gym, office, or entertainment area. The exterior includes an attached garage that accommodates 2 vehicles and a beautifully landscaped yard. The home is equipped with a durable asphalt roof, forced air oil heating system, and central air conditioning. Situated in a peaceful neighborhood, this home is conveniently located near schools, parks, and shopping centers, making it an ideal choice for families. Experience the perfect blend of comfort and elegance at 49 Thornton Court. Take a walk with your family and pet throughout the neighborhood on the sidewalks and chat with the friendly neighbors. Schedule a viewing today and make this beautiful house your new home.

49 Thornton Ct, Middletown

$631,000
4 Beds 3 Baths 24012887 MLS
This 4 bedroom, 2 1/2 bath colonial is situated on a cul-de-sac. The main floor open plan has 9 ft. ceilings and hardwood floors throughout. The kitchen features stainless steel appliances and quartz counters. The family room has a wood burning fireplace. Details in the formal dining room include a tray ceiling, chair rail and shadow box molding. The primary bedroom includes a walk-in closet with professional organization system. A large en suite bathroom features dual sinks, a jetted Jacuzzi soaking tub, and separate glass enclosed tiled shower. The property includes an in-ground pool with heater and stamped concrete deck. The 1/2 bath and kitchenette in the pool house make entertaining a breeze. An oversized composite deck offers private space to enjoy the outdoors. The professional, mature landscaping and irrigation system provide a pleasing background. The solar panels (owned) on the back of the home help offset electrical costs.

85 Thornton Ct, Middletown

$630,000
4 Beds 3 Baths 24004886 MLS
*****Highest and best offers due Sunday 6 PM ****** Stately colonial in a desirable neighborhood designed witha modern open floor concept. The kitchen is updated with an oversized granite island, SS appliances, professional gas cooktop, double walls ovens and plenty of cabinets for storage. The kitchen opens to the dining room and family room cornered with a stone fireplace and sliders to the rear deck/yard. Enjoy the additional den/study for a 5th first floor bedroom or reading room as well as a first floor office with glass french doors. The primary bedroom suite and 3 additional bedrooms are on the second level with a tiled laundry room for your convenience. A lovely 2 tiered backyard with stairs leading to a fire pit and additional yard space for entertaining and sunset views.

308 Scarborough Ln, Middletown

$630,000
3 Beds 3 Baths 24034778 MLS
Who doesn't love a classic center hall Colonial? Forever en vogue this timeless floor plan is literally THE best, beloved for decades for a reason - it just works! For everyday you've got a lovely flow from the kitchen through the casual dining and on into the great room which leads to the outdoor patios. The formal spaces have strong entertaining vibes, get that big batch of martinis ready! Plus there is a cozy den on the first floor. The upper level comfortably separates the generous primary suite from the additional bedrooms. The lower level awaits your visions for a rec / gym / play / guest space. The home sits high upon the hill where the year round vistas are spectacular. The private rear yard backs up to lush mature trees. Chelsea Court is a rare four plus cul-de-sac community called "The Woods". This beauty is waiting for you to put your stamp on it. Blink and you'll be in the home of your dreams, it's turn key and ready to go. This well loved standard of high vibes likely won't last the weekend. Nicknamed the "Forest City", Middletown offers a vibrant walkable Main Street that includes all types of cuisines from quaint coffee shops and bakeries to pubs, local breweries, and gourmet fare. You'll find one-of-a-kind shops and all kinds of entertainment. From art to live music, theater, and local festivals there's something for everyone.

8 Chelsea Ct, Middletown

$630,000
4 Beds 3 Baths 170563021 MLS
Have you been looking for a home built with quality materials? You finally found it! Take a 3D Tour OR Enjoy a Video Walkthrough today! This Move-In Ready custom-built upscale colonial-style 1-owner home has a long list of remarkable finishes. There are 28,000 bricks on an all-brick exterior with corner quoins and custom hand-made keystones over openings. The unfinished basement is bone dry & ready for finishing off with both interior/exterior footing drains running to the storm drains by gravity (not a sump pump that can break down or that needs power during power outages). The foundation has 2" styrofoam insulation. Exterior wall/roof sheathing is 3/4" plywood (not thin particleboard). All windows and doors are quality Andersen brand, and the interior doors are all solid 6-panel doors. The entire 1st floor has Granite flooring and Granite baseboard imported from China, and the Kitchen countertops are also matching granite. The 2nd-floor bedrooms/hall have hardwood flooring, and the 2 full baths have tiled floors and tiled walls from floor to ceiling with Italian tile. The HVAC system has a new Burnham boiler with an indirect hot water heater plus a 4-ton central A/C air handler in the attic. There are even 14 sheets of plywood in the attic for future attic flooring. The large level yard can easily accommodate an in-ground pool as this home is served by city water and city sewer (no septic or water quality hassles). There's even a custom shed with a full-size garage door.

14 Prout Hill Rd, Middletown

$625,000
6 Beds 4 Baths 24159471 MLS
Classic architecture meets modern updates in this beautiful three-story Tudor-style stucco home ideally located just steps from Wesleyan University and within walking distance to vibrant downtown Middletown, where restaurants, shopping, and entertainment are right at your doorstep. Built in 1926, this distinctive residence showcases timeless character while benefiting from numerous thoughtful updates. Recent improvements include a new roof, gutters, updated electrical system, interior painting, refinished hardwood flooring, and many replacement windows-allowing the home's original charm and craftsmanship to shine while providing modern comfort. Sun-filled rooms and generous living spaces create a warm and inviting atmosphere throughout the home's three levels. The flexible floor plan offers six spacious bedrooms and three and a half baths, ideal for guests, home offices, or multi-generational living. The private primary suite features its own full bath and sitting area offering a quiet retreat. Classic details, beautiful hardwood floors, and abundant natural light enhance the home's character, while the spacious layout provides versatility for today's lifestyle. Located in one of Middletown's most desirable neighborhoods, this property offers the rare combination of historic elegance, modern updates, and exceptional walkability to campus and the thriving downtown district. A truly special opportunity to own a gracious and beautifully maintained Tudor in a prime location.

11 Mansfield Ter, Middletown

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.