5-Bedroom Homes for Sale in Middlesex County CT

A spacious, exquisite, immaculately maintained home that shows like new! This impressive property is on the market for the first time since it was custom designed by the original owners, and built by a renowned local contractor. Attention to detail and flow is apparent throughout. The floor plan is fantastic. In addition to a large kitchen/great room with a fireplace and sliders leading to a rear

Rick Weiner William Pitt Sotheby's Int'l

Welcome to 4 Laconia Drive, where timeless elegance meets modern sophistication. Nestled within Lake Laconia Estates, this 4,500 sq ft estate on 1.84 acres offers a curated balance of timeless architecture and modern refinement. Private lake access, a private corner lot, and thoughtfully renewed interiors create a lifestyle of both elegance and ease. From the moment you step inside, the attention

Larry Bevilacqua RE/MAX Legends

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.

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

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

Welcome to 1286 Westbrook, a fantastic multi-family investment opportunity in the heart of Westbrook! This well-maintained property offers excellent potential for both seasoned investors and first-time buyers looking to capitalize on rental income. Right on Boston Post Road this property is a rare find with its combination of location, condition, and income-generating, this property consists of 4

Bob Yostos Coldwell Banker Realty

Spectacular 2 Family home newly renovated. Separate entrances and separate driveways. One unit has 4 bedrooms and a bonus room and the other has 3 bedrooms. New septic system. Central air and washer/dryer hookups in each unit. Huge open kitchen/dining/living room area in both units. All wood and tile floors. Even the basement looks new with all new mechanicals. Stone wall along the driveway

Alexis Devlin Coldwell Banker Realty

Own a piece of Middletown history! This Italianate architecture single family home was originally built in 1880, and gutted down to the studs in 2006 after a fire. It borders beautiful Wesleyan university and is situated on a .75 acre, picturesque lot. The home features a stone and stucco exterior with a gorgeous 2-story foyer with architectural columns, granite floor and grand staircase. The

Lisa Campo William Raveis Real Estate

An EXTRAORDINARY MODERN MASTERPIECE: Inspired by renowned architect Frank Lloyd Wright, sited to take full advantage of an exceptional, private 1.6 acre waterfront location overlooking North Cove and the CT River, and constructed with meticulous care and the best of the best curated materials, 20 Saltus Drive offers a luxurious, comfortable lifestyle with panoramic water views from almost every

Margaret Muir William Pitt Sotheby's Int'l

The tenants are responsible for Propane, Electric and Cable. Each apartment has its own electric service, propane heating system and propane hot water heater. The landlord pays for water and sewer. There is a large above ground Propane Tank located on the back of the property. This tank supplies propane to everyone. There are separate propane meters for each apartment and the laundry, so

Michael Zubretsky Venture One Realty

High Income Producing properties. The tenants are responsible for Propane, Electric and Cable. Each apartment has its own electric service, propane heating system and propane hot water heater. The landlord pays for water and sewer. There is a large above ground Propane Tank located on the back of the property. This tank supplies propane to everyone. There are separate propane meters for each

Michael Zubretsky Venture One Realty

This 2-Family is good for investment or owner occupancy while situated on a cul de sac near the bustling Main st of Middletown and Wesleyan University. This home also offers an open walk out basement, and separate gas utilities.

Craig Ings Hill Top Real Estate, LLC

This 2 family has great potential and within walking distance to Wesleyan University. Also easy access to Rt 9 or Rt 66 and walking distance to the downtown restaurants and shops. This is an ideal investment property to add to your portfolio, or can be your own place of peace with an additional income stream.

Andre Holloman KW Legacy Partners

Tucked on 5.5 private acres in coastal Westbrook, this spacious multi-family offers flexibility for owner-occupants, extended family, or added income. With 3,036 sq ft across two levels, you'll find generous living areas, five total bedrooms, and 3.5 baths-balanced by modern comforts like propane heating and central air. Highlights Two-unit versatility: Ideal for multigenerational living or

Patrick Precourt Dorrance Realty

Welcome to 195 Liberty Street - a spacious two-family home in the heart of Middletown. Offering over 2,400 sq. ft. of living space, this property features two well-appointed units, each with 3 bedrooms, a full bath, and generous living and dining areas. A full walk-up attic and basement provide excellent storage and flexibility. Set on a level lot with off-street parking, the home also offers an

John Oliveri Property Works New England

Fantastic opportunity to own this well-maintained duplex-style 2-family home! Each unit features an eat-in kitchen, spacious living room, first-floor laundry, and a back porch. The units offers 3 bedrooms and a full bath, with additional finished third-floor space-one side with 4 bedrooms and the other with 1 bedroom. The property is well maintained, with potential for cosmetic updates to add

Brittany Bennett eXp Realty

Custom-Built Waterfront Home in Coveted Lake Louise Neighborhood Welcome to this stunning custom-built home located in the highly desirable Lake Louise community, offering beautiful water views and 1/3 ownership of the lake. Enjoy peaceful waterfront living with private access for kayaking, canoeing, and more. Step inside to find gleaming hardwood floors throughout the main level and an open

David Hughes Century 21 AllPoints Realty

Welcome to 14 Main Street in the heart of East Hampton! This spacious 5-bedroom, 2-bath colonial sits on a level lot in a prime, convenient location. Just a short stroll to the village center, restaurants, and shopping, you'll love the walkable lifestyle this property offers. With classic colonial charm and plenty of space, this home is full of potential - bring your vision and make it your own.

Carl Guild Carl Guild & Associates

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

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. With approx. 1.4 miles of private hiking trails, a spring-fed pond, and open fields, it's a haven for outdoor

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

Two side by side two families in Middletown! One newly renovated and vacant first floor unit at 207 E Main Street features higher end finishes and is move in ready! These properties are easy to manage and have easy access to the Route 9 corridor. Only lease up is required to achieve over a 20% return on investment.

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

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

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

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