5-Bedroom Homes for Sale in Middlesex County CT

Prepare to be WOWed by this far-from-typical Colonial! This gorgeous home has been completely reimagined and remodeled with the highest-end finishes throughout, blending timeless design with modern sophistication. The heart of this 4,000+ sqft home is the chef's kitchen, featuring a Sub-Zero refrigerator, Wolf range, and a stunning Carrara marble island-perfect for culinary enthusiasts and

Melanie Scull William Pitt Sotheby's Int'l

This spectacular waterfront home sits on 2.26 gorgeous acres and is located in the quaint and charming Middle Haddam Historic District. Nestled on the Connecticut River with 228 ft of river frontage, this home offers stunning water views and a tremendous amount of natural light throughout. The beautiful grounds boast a lightly wooded and tranquil setting that include a heated gunite pool with

Mark Graf Berkshire Hathaway NE Prop.

Waterviews!!! Extraordinary Indirect Waterfront Home Overlooking Long Island Sound! Welcome to your dream home with stunning views of the Fenwick Lighthouses! This recently renovated home boasts panoramic views from every room and is move-in ready. Situated on a unique private water-view lot, the property features a lush green lawn, landscaped gardens, and is just steps away from the beautiful

Joel Lucas Coldwell Banker Realty

A Historic Masterpiece, Reimagined Step into history and luxury with The James C. Walkley Estate, a grand circa-1860 manor impeccably remodeled in 2023. Set on 9.69 breathtaking acres, this estate creates a seamless blend of timeless elegance and modern convenience, with glimpses of the Connecticut River from its serene, rolling landscape. A sweeping circular drive leads to the stately home,

Casey Fisher Houlihan Lawrence WD

An impressive and enchanting private retreat set on 1.51 acres atop a quiet cul-de-sac minutes from Essex village and the CT river. The perfect sanctuary for those seeking tranquility with room to entertain family and friends. Recent updates include new skylights, a freshly painted interior, and refinished wide-board hardwood flooring. 4,714 SF - PLUS a very useful 650 SF walk-out lower level

Rick Weiner William Pitt Sotheby's Int'l

This unique farm complex is comprised of an equestrian area for 40 horses +, 5 residential houses and more. It has been in operation for over 100 years and is ready for new multi-generation owners to take the reins or for a progressive investor. There is nearly 280 acres of outstanding land, a pond, pastureland, rolling hills, stalls for 40+ horses and much more. There is, also, an outstanding

Gary Dobratz Century 21 AllPoints Realty

The Greenbacker's Brookfield Farm located midway between Hartford and New Haven in Durham Connecticut has two houses, dairy barn and many other outbuildings. There is approximately 140 acres and approximately 100 acres are least to other farmers for growing crop, etc.. The investor may generate income from the farm's rentals 1. Dairy barn, 2, growing crops (92 acres of cropland leased,

Gary Dobratz Century 21 AllPoints Realty

"Broad View" Privately sited on 3+ acres atop Architects Hill, the epitome of coastal living awaits from this extraordinary residence with expansive views of the Connecticut River, Lyme Hills, Hamburg Cove and beyond. Custom built and thoughtfully designed, the timeless and versatile floor plan features the perfect blend of traditional architecture with modern home design. A welcoming courtyard

Peg Mitchel Coldwell Banker Realty

This stunning 4,400 sq ft Colonial-style home offers the perfect blend of classic charm and modern luxury, just a half mile from two town beaches. Set on a beautifully landscaped half-acre lot, it feels like new construction thanks to extensive renovations completed in recent years. Every detail has been updated: new electrical, roof, windows, doors, a 1,500-gallon septic system, whole house

Joel Lucas Coldwell Banker Realty

Tucked away on 20.54 scenic acres, this expansive 5-bedroom, 3.5-bath home with a flexible in-law suite offers exceptional privacy and space inside and out. Just minutes from Yale, local amenities, and the Connecticut shoreline, it's the perfect blend of country living and convenience. The land abuts the James Valley Preserve and the Mattabesett Trail, creating a natural buffer and serene

John Armellino William Raveis Real Estate

Completely remodeled inside, this historic building has been adapted into gorgeous, modern residential units. With a two-bedroom unit, 4 one-bedroom standard units, and a palatial penthouse suite (including a loft space). Includes one ADA-compliant handicapped accessible unit with separate entryway w/ adjacent parking, roll-up/under countertop, and accessible bathroom. Parking lot includes EV

Allen Jacobs Sunset Creek Realty, LLC

Lease-up add value!!! Occupied two family investment only minutes from downtown Middletown! The property has a new roof and one out of two new furnaces. Currently rented at just over 50% of the market value, lease up alone will raise the return on investment to 10%. Great location, and an easy to manage asset.

Connor Wenchell VC Property Group, LLC

Presenting a single level light-filled mid-century modern masterpiece, set on a prominent 2.7 acre private waterfront peninsula! Enjoy 875' of frontage along the CT River and adjacent Turtle Creek nature preserve. This dreamlike property comes with two docks. A deep water dock on the river, plus a second dock on Turtle Creek! Drink in views from Essex Harbor to the north, across the river to Old

Rick Weiner William Pitt Sotheby's Int'l

Experience comfort, flexibility, and thoughtful design in this impressive 6200+sq ft custom home located in one of Cromwell's most sought-after neighborhoods. Boasting 6-7 bedrooms, 7 bathrooms, and a true in-law suite, this residence offers the perfect layout for multi-generational living, au pairs or long-term guests.The main home features a classic layout with well-proportioned rooms,

Nicole Defrancesco Coldwell Banker Realty

Nestled on 14.5 private acres with extraordinary views of North Cove, the Great Meadow and the Connecticut River, this property offers a rare opportunity for discerning buyers-available for the first time in over 50 years. The home's design embraces passive solar principles with walls of glass that invite natural light and offer breathtaking views of the surrounding landscape. A heated free form

Carol Frost Compass Connecticut, LLC

This extraordinary center-chimney colonial blends rich history with modern elegance. Once a farm and Christmas movie set, this magnificent property now belongs to a master gardener/florist. Featuring exquisite king's lumber floors, 6 charming fireplaces, spacious bedrooms, the home offers both historic character and modern comfort. The 3-bay garage includes a specialized artist/garden workshop

Christine Oleynick Keller Williams Realty

Welcome to 26 College Street, a Nantucket-style haven nestled in the heart of historic Old Saybrook-a coastal village where charm meets convenience. With five spacious bedrooms and three full bathrooms, including a fully private in-law or au-pair suite, it's tailor-made for families or couples looking for multi-generational living, rental income, or a dedicated home office setup. Tucked between

Joel Lucas Coldwell Banker Realty

Discover 8 Batt St, Middletown, CT-a stunning 5-bed, 2-bath ranch blending single-level ease with modern updates. Nestled in a quiet, family-friendly area, this move-in-ready home offers comfort and style. Step into a bright foyer leading to a spacious living room with hardwood floors and large windows. The updated kitchen boasts stainless steel appliances, quartz counters, a breakfast nook, and

Luke Florian SSG Real Estate LLC

Captivating original woodwork throughout this home! Dining room with built-ins, great wood floors and room after room! There are 13 rooms in unit #1! Currently used as a rental property, this home could continue as a solid investment, or would make a spectacular home for someone looking to bring this beauty back to glory! This location is ideal for anyone! Walk to downtown Middletown and enjoy

Dawn Satagaj William Raveis Real Estate

This is a fantastic, possible owner-occupied investment opportunity! This spacious 3 family house with back yard is available now, in heart of downtown Middletown. The 2nd and 3rd floors are already rented, providing immediate income. The 2nd-floor kitchen has been recently renovated with updated counters and cabinets. Each unit has separate electrical panels, boilers, and water heaters, all of

Sacha Armstrong William Pitt Sotheby's Int'l

Dreaming of a lifestyle reminiscent of years past? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just 2 hours from New York City!! An eclectic blend of historic character and modern amenities describes this property, built in 1780 and listed on the National registry of Historic Places. Set on a picturesque 0.7

Gigi Giordano Taylor Compass Connecticut, LLC

Nestled amidst 14.4 acres of idyllic beauty, this magnificent country estate is not just a residence; It's a lifestyle, a retreat that transcends the ordinary. Upon entering, you are greeted by a grand foyer that sets the tone of exquisite craftsmanship and luxury that carries throughout the home. The first floor flows seamlessly upon 10 inch oak floors with original antique nailing. The

Melanie Scull William Pitt Sotheby's Int'l

Welcome to your dream retreat nestled among lightly wooded surroundings with picturesque pond views! This stunning 4-bedroom, 3.5-bathroom home offers an array of unique features and versatile living spaces, making it an ideal escape for a serene getaway, a thriving bed and breakfast, or a cozy homestead. Located conveniently close to Powder Ridge, and one mile from Durham center. Enthusiasts

Alan Spotlow William Raveis Real Estate

Rare opportunity to own this gorgeous waterfront estate on the prestigious River Road. Less than three miles to Essex Village, this custom architected dream home is situated on the property to have water views from every room. A deep water electric dock overlooks hundreds of acres of spectacular conservation land across the Connecticut River. Discover unparalleled elegance and waterfront

Colette Harron William Pitt Sotheby's Int'l

Lake Overlook Estates - an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. The Expanded Cypress. This floor plan offers plenty of space. The 1st floor includes an oversized mudroom, open kitchen to breakfast area and great room, good-sized dining room and 1st floor den/flex room. The upstairs offers 5 bedrooms or 4 bedrooms and 2nd office. One will enjoy the oversized

Mark Toledo Berkshire Hathaway NE Prop.

12 Fairview Street, a XL 2 family in one of Portland's downtown residential neighborhoods. Close to food, highways, shopping, municipal buildings and more! Fully renovated in 2013, updated in 2023 and producing $4800/mo! This multi is updated with two units. The first unit is 1,000sq ft. A recently renovated 2 bed 2 full baths with fresh paint, floors, and master bathroom. Includes galley kitchen

Moira Dill mygoodagent

Tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods, 23 Falmouth Court offers comfort, space, and unexpected luxury. The open-concept main floor is perfect for entertaining, featuring a cozy fireplace with stunning custom built-ins that add both charm and function. The interior was freshly painted in 2023, giving the space a clean, modern feel. But the real

Kristin Callahan eXp Realty