4,585 houses for sale in Middlesex County, Connecticut

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Fully renovated and exceptionally private, this sophisticated waterfront contemporary is a true North Fork retreat, pairing stylish interiors with a serene setting and an effortless outdoor lifestyle. Hardwood floors and walls of glass define the open-concept, where a beautifully appointed kitchen flows into the living and dining spaces and an inviting sunroom, all oriented toward the water. Two main-level primary suites and three modern baths offer exceptional comfort and flexibility. Outside, the setting takes center stage. Expansive mahogany decking wraps around a heated saltwater pool overlooking the water, creating a private resort-like escape. A semi-enclosed gazebo, generous lounge areas, and open-air dining space make entertaining effortless, while the spacious lawn beyond is perfect for a fire pit, lawn games, and summer afternoons. A private dock accommodates a 20-foot boat with easy access to Peconic Bay, while the HOA’s private bay beach offers another coveted way to enjoy

Built in 2020, this 4-bedroom, 3.5-bath cedar-shingle home in East Marion pairs modern construction with extensive outdoor amenities, protected farmland views, and the Peconic Bay at the end of the street. Designed by landscape architects Marshall & Paetzel, the resort-style backyard features a 15x40 heated gunite pool with an electric cover and fiber-optic lighting, complemented by a private 5x15 hot tub with a soothing fountain and fully irrigated Zen garden. The custom poolside cabana offers motorized screens, a half bath, a bar with a sink, ice maker, and refrigerator, plus an outdoor shower that is served by its own tankless water heater. A 20x40 foot marble patio brings the outdoor entertaining space together with a built-in DCS grill and dedicated dining and lounging areas. Inside, a vaulted entry opens to the main level, where the dining room flows into the chef’s kitchen with an oversized island, Viking range, Sub-Zero refrigerator, Miele dishwasher, and wine refrigerator. The

Beautifully renovated ranch set on a manicured acre in a prime Mattituck location. This well-appointed 4-bedroom, 3-bath home offers a spacious and versatile layout, including a bonus room ideal for a home office and more! Two separate living rooms, each with its own fireplace, provide warm and inviting spaces for relaxing and entertaining. The eat-in kitchen features granite countertops and opens to a separate dining area, while the primary bedroom includes a private ensuite bath. Sliding doors lead to a beautiful outdoor oasis with covered patio and a heated, saltwater gunite plunge pool, surrounded by pristine gardens and mature landscaping. The legally finished lower level expands the living space with plenty of room for a playroom, media room, recreation area, and more. Ideally located near Love Lane shops and restaurants, amazing bay beaches, wineries, farm stands, and all that the North Fork has to offer, this turnkey Mattituck home offers the perfect combination of comfort and

Legal Three-Family in the Heart of Sag Harbor Village Opportunities like this rarely come to market in Sag Harbor Village. Set within the Historic District, moments from Main Street and the harbor, this circa-1850 Greek Revival is a legal three-family residence, a use that cannot be newly created under today’s zoning. Approximately 2,959 sq ft across three self-contained apartments, each with two bedrooms, one bath and a separate entrance. The two upper units each have a private deck, with water views from the top level. The exterior was restored in 2023 with cedar shake siding, a historic full-width front porch and a Federal-style entry. A detached 1.5; -story accessory building of approx. 518 sq ft with a full bath and loft serves as a private home office, and a private driveway provides off-street parking. A piece of Sag Harbor’s history, with income potential that almost never comes to the village

Home Complete! Professional Photos Coming Soon. Exceptional new construction by well-known local builder set on. 42 acres with approximately 4,600 sq. Ft. offering 7 bedrooms and 6½ baths. Sophisticated design features include 10’ ceilings, 4” white oak floors, European windows, Cortizo doors, architectural roof, and Hardie Plank siding. Designer kitchen with Taj Mahal quartzite countertops, waterfall island, custom cabinetry, butler’s pantry, Thermador appliances, XO hood and wine refrigerator. Luxurious first-floor junior en suite and stunning second-floor primary suite with spa-like wet room, soaking tub, walk-in closet and mahogany balcony. Living room with gas fireplace, finished lower level, heated 18’ x 36’ in-ground pool, irrigation and professional landscaping. Detached two-car garage with overhead storage. A new construction offering space, style and sought after amenities. Close to 67 Steps Beach and moments from all that Greenport has to offer

Two legal residential single family homes, one exceptional mattituck opportunity. Discover a hard to find North Fork property offering two well-maintained residences on one lot. With an incredible 1,729 square foot three bedroom, two bath main house and a separate 500 square foot beautiful one bedroom, one bath house/cottage, this versatile offering provides options for personal enjoyment and rental income. Live in one residence and rent the other, or rent both out at the same time as an investment. Separate electric meters. The 1480 Factory Avenue house features a comfortable living room, a dedicated office, and an eat-in kitchen. Two bedrooms and a full bath are conveniently located on the first floor, with the third bedroom and second bath upstairs. Includes two spacious walk in closets. Central air conditioning adds comfort, while a large, full basement with good ceiling height and interior access offers valuable storage and utility space. The 1470 Factory Avenue custom architectur

Tucked away in the coveted waterfront hamlet of New Suffolk, this charming move-in ready ranch captures the easygoing spirit of North Fork living. Warm hardwood floors run throughout the home, where an inviting living and dining area flows effortlessly into a bright, sun-filled kitchen overlooking the backyard gardens. The layout offers two comfortable guest bedrooms, a full hall bath, and a private primary suite with its own full bath, walk-in closet, and laundry area. Outside, the property feels peaceful and established, with lush green lawns, thoughtfully maintained garden beds, and a vegetable garden tucked along the rear of the yard. Just moments from the beloved New Suffolk beach, local favorites like Minnow and Legends Restaurant, and Shagwong Marina, the location places you right in the heart of one of the North Fork’s most cherished waterfront communities. Whether envisioned as a quiet weekend escape or a year-round home, life in New Suffolk offers a timeless coastal charm tha

Built in 1910, this classic Greenport Village farmhouse offers something that is becoming increasingly hard to find in the Village by having an extra wide, extra deep lot with the space to truly create the backyard lifestyle you have been wanting. With an outdoor fireplace under the stars, long summer dinners, gardens, entertaining space, and afternoons spent soaking up the sun before heading down to 6th Street Beach at the end of the road to cool off with the breeze off the water. Inside, the home retains original woodwork and that inviting farmhouse feel. With a surprisingly adaptable floor plan this house has an open layout. The front living room flows through the dining room and into the large farmhouse kitchen, creating a direct sightline all the way to the backyard. Morning light fills the kitchen, which opens naturally to the outdoor space and makes the yard a great space for outdoor dinners after having lunch at the beach. A generously sized bedroom on the main floor is in dema

Ready to Move In.New Construction Luxury Southold Home completed October 2026. Nestled in the prestigious Wildberry Fields, this new home blends coastal elegance with peaceful North Fork country living. Features 5,100+ SF of living space on 3 levels with 4 Bedrooms and 4.5 Bathrooms plus a bonus room/office over your attached 3 car garage. This stunning home has everything including a Giant front wrap-around-porch, heated saltwater 18x36 pool, outdoor shower and both first and second level primary bedrooms with ensuite baths. Every bedroom has large walk-in-closets. All high-end finishes were used throughout including Natural Alaskan Cedar Siding, Anderson 400 Series Windows, Luxury Appliances and Quartz Countertops, Wide Plank Natural White Oak Floors, Gas Fireplace, Custom Glass Shower Doors throughout, and more. Full Finished Basement with 9.5’ ceilings, Outside entrance to the lower level, full lower level bathroom, built in wine fridge, and luxury oversized double glass doors lead

An impeccable one of a kind East Hampton retreat with its own full recreational amenity package of a TENNIS COURT and POOL. This well-maintained four bedroom contemporary has been recently renovated and is situated on 1.6 acres of bountiful nature, with tall trees and privacy. Located a short distance from East Hampton Village and Sag Harbor, this retreat is centrally located for the Hampton life-style. The open floor plan has a large renovated kitchen (2021) with a stone top island and a sun-lit view of the tennis court and pool. The pool has an oversized deck area and the gazebo is the transition /entertainment center point leading from the pool to the tennis court. Inside, the kitchen leads to the entertaining area adorned with high ceilings and a wall of glass sliders with transoms above. The entertaining area contains a fireplace and is complimented by a large deck that runs sixty feet, exposing one to breathtaking natural setting surrounding the tennis court and pool. The first f

Welcome to a truly unique North Fork opportunity in the heart of Mattituck! This special property offers a charming 2-bedroom, 2-bath main residence along with a separate seasonal 2-bedroom, 1-bath cottage—perfect for guests, extended family, or additional seasonal possibilities. Enjoy access to a private dock, making it easy to embrace the best of waterfront living and spend your days out on the water. Ideally situated near Mattituck’s renowned vineyards, farm stands, beaches, restaurants, and all that the North Fork has to offer. Whether you’re searching for a year-round residence, weekend escape, or a property with incredible versatility, this one offers a rare combination of location, lifestyle, and opportunity. LB Not responsible for Info contained in the listing buyer must verify all info