5-Bedroom Homes for Sale in Middlesex County CT

Magnificent lakeside retreat in Westbrook convenient to everything. This expanded cape has everything you could possibly want in a home including two large primary suites on the main level. Originally the builder's home, the attention to detail and high-end finishes are obvious in every room. Features include large, open rooms, an indoor pool and ample light filled rooms overlooking Lake Louise.

Rick Allen William Raveis Real Estate

Welcome to 55 Otter Cove Dr, a charming New England residence that offers an unparalleled multi-generational living experience in the prestigious Otter Cove Estates. This exquisite home, located in a serene community with private beach access to the Connecticut River, is more than just a house-it's a lifestyle. Property Features: 5 Beds, 4 Baths, 4,792 SqFt on 2.4 Acres with Water Views of the

Kristina Demaria Coldwell Banker Realty

This remarkable Essex country estate is sited on a quiet lane in close proximity to the Village and on a cul-de-sac with deeded access to Middle Cove. Approaching the residence down a long, curved driveway surrounded by sweeping lawns, you are introduced to the almost two acre parcel of beautifully landscaped property interspersed with specimen plantings, mature gardens and shade trees, as well

Jennifer Caulfield William Pitt Sotheby's Int'l

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

Offering privacy without seclusion 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 by the current owners, the timeless and versatile floor plan features the perfect blend of traditional architecture with modern home design. A welcoming courtyard with

Kyle Hinding Coldwell Banker Realty

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

Th"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

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

Two family home rented until March 2026! Immediate investment opportunity! Large 2-unit home located within a few minutes of Wesleyan University and downtown Middletown! Tenants pay for their own heat and hot water too! Well maintained home that you'll be proud to add to your investment portfolio!

Dawn Satagaj William Raveis Real Estate

Captivating original woodwork throughout this home! Dining room with built-ins, great wood floors and room after room! There are 10 bedrooms in unit #1! Currently used as a rental property, this home could continue as a solid investment, but, 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

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

This four unit brick building sits on a corner lot within very close proximity to downtown Middletown. A vacant commercial space on the ground level provides a potential owner operator with tremendous opportunity. Three residential units fill the upper two floors including a one bedroom, two bedroom, and three bedroom apartment. The commercial space was once operated as a bar/restaurant and

Connor Wenchell VC Property Group, LLC

Turnkey Two-Family Investment Opportunity in the Heart of Middletown Welcome to 50 Liberty Street, a fully updated 2-family property offering both historic charm and modern efficiency-perfect for investors looking to expand their portfolio with minimal upfront work. Located just blocks from downtown Middletown, this property provides strong rental potential in a high-demand area. Each spacious

Jonathan Zuromski Real Broker CT, LLC

Experience a perfect blend of old-world charm and modern design in this stunning 5-bedroom Colonial. The grand two-story foyer with dual staircases sets an impressive tone from the moment you enter. To the right, enjoy a flexible space ideal for a home office, formal living room, or game room-framed with rich woodwork and elegant moldings. The open floor plan flows into a sunlit great room with

Amy Rio Executive Real Estate Inc.

Charming Multi-Family with views of the marsh ready for new owners who appreciate the ambiance of Shoreline living. This property is in a desirable location South of Rt 1 near the Center of Westbrook, a short walk to Middle Beach, marinas, playground, bank, busline, restaurants, and shopping. This is currently being used as a legal two-family with short-term tenants in place for investors or make

Lisa Burns Executive Real Estate Inc.

Charming Single-Family with views of the marsh ready for new owners who appreciate the ambiance of Shoreline living. This property is in a desirable location South of Rt 1 near the Center of Westbrook, a short walk to Middle Beach, marinas, playground, bank, busline, restaurants, and shopping. This is currently being used as a legal two-family with short-term tenants in place for investors or

Lisa Burns Executive Real Estate Inc.

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

This one-of-a-kind, expansive duplex offers the perfect blend of coastal charm and modern luxury. Located in the coveted Chapman Beach Association nestled on nearly half an acre. Each spacious unit features 3 bedrooms,3 baths, one car attached garage, outdoor deck and more. The first floor of each unit features a bedroom, bathroom, kitchen with stainless steel appliances and dinning room with

Cheryl Cook REMAX Valley Shore

This one-of-a-kind, expansive duplex offers the perfect blend of coastal charm and modern luxury. Located in the coveted Chapman Beach Association nestled on nearly half an acre. Each spacious unit features 3 bedrooms,3 baths, one car attached garage, outdoor deck and more. The first floor of each unit features a bedroom, bathroom, kitchen with stainless steel appliances and dinning room with

Cheryl Cook REMAX Valley Shore

Charming Antique nestled on a knoll with incredible views of the CT River which is only 100 ft +/- away. Ready to be brought back to its glory. This one time Inn, overlooking historic Deep River port was a stagecoach stop as well. Steeped in history. The 800 sqft addition off the rear was once the towns Doctor's office from the 1930's to the 1960's. It now served as a 2 bedroom in-law or

Craig Milton REMAX Valley Shore

Discover a masterpiece of modern architecture! Designed by renowned architect Hugh Stubbins, a student of Frank Lloyd Wright, this iconic mid-century modern home is a true testament to timeless elegance and innovative design. 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

Carol Frost Compass Connecticut, LLC

Exquisite Shingled Traditional European Estate on the Connecticut River. Discover unparalleled elegance and waterfront serenity with this majestic 5,557 square-foot Traditional style residence, perfectly situated on a lush 2.52-acre estate with dock and beach on the CT River. Boasting 5 bedrooms and 5.5 bathrooms, this home is a testament to craftsmanship and sophisticated living. The home's

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.