Middletown, CT Houses for Sale

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

Stephanie Liriano Redfin Corporation

This classic 1900 Colonial at 103 Prospect Street offers a chance to bring new life to a well-loved home in a convenient Middletown location. With 1,160 square feet of living space, three bedrooms, and two full baths, the layout is simple and functional, ready for someone with vision to make it their own. The home does require work, making it a great project for investors, renovators, or buyers

Carl Guild Carl Guild & Associates

Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz

Gary Peacock Berkshire Hathaway NE Prop.

Beautifully updated home featuring a fully finished lower-level in-law apartment with its own entrance, kitchen, and living space - perfect for rental income or multigenerational living. Offset your mortgage or create a flexible dual-living setup in one of Middletown's most convenient locations. Recently updated kitchen and baths. Huge driveway with plenty of off street parking.

Andrew Roach KD Realty

Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," Under CONSTRUCTION! Now with many new UPGRADES - available for occupancy in early 2027 Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design:

Phyllis Bysiewicz Berkshire Hathaway NE Prop.

A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a

Lauren Freedman Coldwell Banker Realty

Welcome to Nathan Hale Estates, Middletown's thoughtfully designed private-way community built by Silvin Homes, where timeless design, quality craftsmanship, and modern comfort come together effortlessly. This beautifully designed new construction colonial offers an elegant open-concept layout with thoughtfully created living spaces and high-end finishes. The main level features a beautifully

Jenna Talbot Coldwell Banker Realty

Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary

Jenna Talbot Coldwell Banker Realty

Experience the perfect blend of historic character and modern convenience in this stunning Colonial home. From the moment you step into the spacious foyer, you'll appreciate the warmth, craftsmanship, and elegance found throughout. The dining room, living room, and sunroom showcase exquisite original plaster crown molding that must be seen to be fully appreciated. The updated kitchen features

Juliet Cavanaugh Cavanaugh & Company LLC

Country living right in Middletown. Fantastic views, rural atmosphere. Eat in kitchen with a breakfast bar. Lower level with walk out ability. Wood burning fireplace, built in bookcases and a wet bar. Fenced in private rear yard with a large deck. Access from the rear yard to land trust trails. Solar panel installation for your savings.

Tom Vitali Coldwell Banker Realty

This is home is located convenient to Shopping center and route 9. First floor main bedroom with full bath Addition three bedrooms on the upper level and a full bath. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Ramp A detached two car garage. Property to be sold in as is condition, Contingent upon probate approval

Ramona B Gonzalez Berkshire Hathaway NE Prop.

Enjoy your tour of this thoughtfully updated unit in the upper section of the Highlands at Westlake complex. As you arrive at the home, you will notice the upgrade of energy efficiency with the addition of solar panels and a new roof in 2024. Welcoming you into the home is a large kitchen and dining area remodeled in 2025 with white cabinets and stone counters. Enjoy fresh and clean drinking

Michael Weaver Real Broker CT, LLC

Tucked away on a quiet, highly desirable cul-de-sac of only 7 homes in the sought-after South Farms district, this beautifully crafted 5-bedroom, 3.5-bathroom colonial features a stunning brick-front facade and exceptional curb appeal. Boasting a coveted 3-car attached garage, the home greets you with an abundance of natural light and gleaming hardwood floors flowing seamlessly throughout the

Stefania Bramato Berkshire Hathaway NE Prop.

Move right into this centrally located Middletown home! This 3 bedroom, 1 full bath home offers comfort, many updates, and timeless character in the heart of Middletown. Inside, you'll find a spacious living room perfect for entertaining lots of family and friends, along with touches of classic 1900s charm including a beautiful wood staircase and original railing details that add warmth and

Leah Schroeder KW Legacy Partners

This beautifully designed home offers the perfect blend of comfort, flexibility, and multigenerational living. The main level features impressive 9-foot ceilings that create an open, airy feel . The kitchen has loads of counters as well as an island and dining area which leads to a large trex deck boasting a panoramic view. A spacious primary suite serves as a private retreat with a separate

Nancy Currlin William Raveis Real Estate

Property is being sold via online auction through Xome. Property is occupied-no interior access. Do not disturb occupants. Sold as-is, sight unseen. All bids must be submitted through Xome. Buyer to verify all information and perform their own due diligence, including condition, occupancy status, utilities, and any required inspections. Auction dates, terms, and conditions available on Xome.

Michael Calabro Coldwell Banker Calabro

Beautifully updated home tucked away on a quiet cul-de-sac offering the perfect blend of comfort, functionality & major recent improvements. The open floor plan creates a bright, inviting feel, complemented by hardwood floors throughout the main level. The kitchen was updated in 2022 with new cabinetry, quartz countertops & a clean modern look ideal for everyday living. The flexible layout

Michelle Mazzotta eXp Realty

Experience Carefree Living at Founders' Ridge - the Premier 55+ Award-Winning Community! Introducing our newest Model Home -our sought after "KIRBY II", now available for early 2027 occupancy! This is the last Kirby at this price point! Nestled in the highly desirable Westfield section of Middletown, this thoughtfully designed 1,555 sq. ft. single-level home offers both luxury and ease in one

Phyllis Bysiewicz Berkshire Hathaway NE Prop.

VERY unique property. Use to be a goat farm. Contains 6 outbuildings consisting of a 3 bay open shed - perfect for storing just about anything, a 3 story red bank barn this barn is huge 3 levels inside - would be perfect for car storage, boats, trailers, jet skiis anything you need covered - you rent it out for storage, a 1 car detached heated garage with an office and a furnace with a separate

Pam Rizy Berkshire Hathaway NE Prop.

Get ready to fall in love with this beautiful newer construction ranch that perfectly blends modern style with easy, carefree living! Bright, open, and filled with natural light, this home welcomes you with gorgeous hardwood floors throughout and an open floor plan made for everyday living and entertaining alike. The stylish kitchen is truly the heart of the home, featuring granite countertops,

Jessica Blancato William Pitt Sotheby's Int'l

Tucked at the end of a quiet cul-de-sac in Middletown's desirable Westfield section, this beautifully maintained home offers the perfect blend of comfort, flexibility, and space. The welcoming floor plan is designed for both everyday living and entertaining, featuring a spacious kitchen with granite countertops, center island, stainless steel appliances, abundant cabinetry, and a sunny dining

Debbie Huscher Real Broker CT, LLC

Beautiful Colonial tucked away on a quiet cul-de-sac offering comfort, space, and modern updates. The inviting living room features a large picture window and cozy wood-burning fireplace, creating the perfect gathering space. Updated kitchen includes granite countertops, with plenty of cabinet space, and easy access to the deck - ideal for cookouts and outdoor entertainment. The main level also

Brenda Carocari Realty ONE Group Connect

Welcome to 25 Pleasant View Drive in the highly desirable Westfield section of Middletown. A completely updated home nestled on a quiet cul-de-sac, offering the perfect blend of comfort, style and functionality. This inviting property features large, sun filled rooms and beautiful hardwood floors throughout the main living areas, adding warmth and appeal. The spacious living room is highlighted

Gregory Domingue Coldwell Banker Realty

Imagine waking up, brewing your first cup of coffee and looking out your kitchen window at a peaceful, picturesque scene: your beautiful yard leading to open fields where a local farmer is haying the land. This charming, timeless view can be yours every day. This fully dormered Cape is full of character and curb appeal. Mature perennials, decorative exterior trim, and a covered porch welcome you,

Amber Everin eRealty Advisors, Inc.

Welcome to this inviting contemporary home in Middletown offering the perfect blend of comfort, style, and convenience. This well maintained 4 bedroom, 2 bath residence features 1,328 square feet of thoughtfully designed living space ideal for today's lifestyle. Step inside to discover an updated kitchen with modern finishes, providing a functional and attractive space for everyday living and

Keith Murphy Innovative Properties

Impeccably maintained and move-in ready, this stunning Colonial blends timeless charm with modern comfort in an exceptional setting near Wadsworth Falls State Park and the historic Wadsworth Mansion. Designed for both everyday living and elegant entertaining, the home features a bright and inviting kitchen appointed with quality appliances, tasteful tile flooring, and direct access to the

Mark Tavares Mark Tavares Realty, LLC

REO Occupied - NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 2000, this two story home offers approximately 1934 finished square feet, three bedrooms and two full baths, fireplace, covered front porch, fully finished basement and attached one car garage. This home sits on an approximate 11326 sqft lot. "As is" cash only sale with no

Sherry Price Realhome Services & Solutions

Move right into this beautifully maintained 3 bedroom, 2.5 bath Colonial located in one of Middletown's most convenient neighborhood settings. Pride of ownership shines throughout this pristine home featuring hardwood floors across the main level, an updated kitchen with granite countertops, stainless steel appliances, and a spacious eat in area perfect for everyday living. The inviting living

Sara Etienne eXp Realty

Just Listed in Middletown's Desirable The Hunt Club in Westfield Section! Welcome home to this lovely Dutch Colonial nestled on a level lot on a quiet cul-de-sac in one of Middletown's most sought-after neighborhoods. A true gardener's delight, this exceptional home is surrounded by professionally landscaped grounds featuring winding pathways, a tranquil koi water pond w/a waterfall &

Patrick Combs Dan Combs Real Estate

Welcome to 14 Eastlake Drive in Middletown, CT-a fantastic opportunity for first-time home buyers! This inviting ranch-style house offers the perfect blend of comfort, convenience, and style. Step inside to discover vaulted ceilings throughout, giving every room a bright, airy feel and making the space seem even more expansive. With three bedrooms and one and a half bathrooms, this home provides

Leslie Blaser eXp Realty

Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary

Jenna Talbot Coldwell Banker Realty

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

Tracey Hollerbach Coldwell Banker Realty

Beautifully completely renovated and move-in ready, this charming 3-bedroom, 2-bath Cape Cod home is perfectly situated in the heart of Middletown. Step inside to a warm and inviting living room featuring a classic fireplace, then continue into the stunning fully remodeled eat-in kitchen. The main level offers two comfortable bedrooms and a beautifully updated full bath. Upstairs, the spacious

Heather Kilbourn Cavanaugh & Company LLC