N/A Homes with Winthrop Middle school

Welcome to the charming neighborhoods of Middlesex County, Connecticut, where community spirit meets suburban tranquility. Nestled within this picturesque region, you'll find a variety of homes that cater to families, professionals, and retirees alike. One of the standout features of this area is its proximity to Winthrop Middle School, making it an ideal choice for families seeking a nurturing environment for their children.

Winthrop Middle School is not just an educational institution; it’s a cornerstone of the community, fostering a sense of belonging among students, parents, and staff. With its dedicated educators and a comprehensive curriculum, the school prepares children for their academic journeys while encouraging personal growth and social responsibility. Living near Winthrop Middle School means your family will have access to quality education and a supportive network of friends and neighbors.

The homes in this area boast a variety of styles, from charming colonials to contemporary builds, all set against the backdrop of lush greenery and serene streets. Many properties offer spacious yards, perfect for outdoor activities and family gatherings. As you stroll through the neighborhood, you’ll discover parks, playgrounds, and local amenities that enhance the community's appeal.

In Middlesex County, you’re not just buying a home; you’re investing in a lifestyle that values education, community, and connection. Whether you’re drawn to the excellent schools, the welcoming atmosphere, or the beautiful homes, this area offers a perfect blend of comfort and convenience. Come explore the possibilities and find your dream home today!

Newest N/A Homes with Winthrop Middle school

$1,350,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205746 MLS

Investors take note! Your vision and investment in Chester will be rewarded by adding this Chester, Ct income producing six-unit apartment building to your real estate portfolio. Built in 1972 and owned by one family since 1984, this is a rare opportunity to acquire a property that has been well maintained and has an excellent rental history. In addition to the solid construction and care the property has been given, 19 Denlar Dr benefits from its location in this desirable Connecticut River Valley/Shoreline town and the area's need for quality and affordable rental apartments. The Nature Conservancy named the Lower Connecticut River Valley one of the 40 "Last Great Places." Chester is located 2 hours from both New York and Boston. Amtrak service is available from nearby Old Saybrook and the Shoreline RR connects to Metro North in New Haven. Access to the route 9 corridor allows for quick commuting to Middletown and Hartford.

19 Denlar Dr, Chester

$599,900

2 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24202649 MLS ⋅ The Forest BLDG.

A distinctive offering in Chester's only 55+ condominium community, privately set along a quiet cul-de-sac. This beautifully appointed two-bedroom, two-and-a-half-bath residence pairs custom details with an open, light-filled design and a well-planned first-floor layout. The main living space features hardwood floors, abundant windows, and a gas fireplace creating a warm architectural focal point. The chef's kitchen is finished with rich cherry cabinetry, corian countertops, a generous island, and custom details throughout. The first-floor primary suite features a private full bath and two ample closets. Upstairs, a spacious open family room/loft with custom built-ins creates an inviting library, reading area, or study, accompanied by a private bedroom, full bath, and separate office/flex room. Just off the kitchen, a three-season sunroom overlooks the private backyard and lightly wooded surroundings, while a bluestone patio offers additional outdoor living space. An attached two-car garage and full basement provide additional storage. Set in the quintessential town of Chester, known for acclaimed restaurants, independent shops, galleries, and its celebrated village atmosphere. A rare opportunity for refined, low-maintenance living with exceptional space and craftsmanship.

112 Oakwood Trl Unit 112, Chester

$2,995,000

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24201816 MLS

Set along a coveted and historic stretch of the Connecticut River, East View is a rare waterfront compound where extraordinary frontage, architectural integrity and Connecticut River Valley charm converge. Just over one mile from the village, this turnkey 2.65-acre estate offers 285 feet of direct river frontage, protected views and deep-water access. The river is the focal point framed by manicured grounds and a broad terrace leading gently to the water. A six-pile, deep water dock with two slips and a 16-ton lift is designed for serious boaters, while paddling is enjoyed from the floating dock and a small beach. Rooted in historic design and masterfully renovated in 2010, the residence blends timeless New England architecture with modern livability. Equally suited to weekends on the water, extended family gatherings, or multi-generational living, the property offers flexible spaces designed to entertain and live comfortably. Find a total of six garage bays for auto collections, boats, or a workshop. Minutes away discover Chester Village restaurants and artisans. Just across the river, the Goodspeed Opera House adds celebrated cultural dimension, and the neighboring seasonal Connecticut Valley Railroad evokes the region's rich history. The quiet elegance of East View offers a rare opportunity to experience the Connecticut River at its most extraordinary-where boating, history, culture, village life, and natural beauty converge.

288 Middlesex Ave, Chester

$635,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24200419 MLS

Prominently on 1.5 private, park-like acres, this inviting four-bedroom custom Colonial offers space, comfort and a peaceful country setting just minutes from Deep River Center and Essex Village. Thoughtfully designed and beautifully maintained, the home combines classic New England character with a spacious open floor plan, designed for everyday living. The main level features gleaming hardwood floors, a bright and welcoming living room, formal dining room and a well-appointed coastal kitchen with white cabinetry, granite countertops, stainless-steel appliances and a casual dining area. Sliders lead to the private deck overlook the property's beautiful natural surroundings and is ideal for outdoor entertaining. A separate family room, centered around the fireplace, provides the perfect place to rest and relax. Upstairs, the spacious primary suite includes a private bath and walk-in closet, complemented by three additional generously sized bedrooms and a second full bath. Central air, a full basement and an attached two-car garage add convenience and abundant space for all of your storage needs. Bordered by natural plantings, beautiful rock out-croppings and a variety of stately trees, this property offers easy access to several hiking trails and nature preserves in the area. Lasting memories will be made with friends and family around the charming fire pit. Whether you are looking for a full-time residence or the ideal weekend retreat it's the perfect place to call home.

73 Long Hill Rd, Deep River

$3,625,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191233 MLS

Tucked away from the road and set above the CT river on over three acres, this amazing waterfront home is also a secluded personal resort, complete with a pool, spa, and private beach. Designed to showcase river views from every vantage point, the home features high ceilings, floor to ceiling windows, and an expansive open-concept floor plan that brings in an abundance of natural light. A living room with a fireplace, formal dining area, and family room all lead out to a large deck, which offers plenty of room for outdoor entertaining or just admiring the scenic waterfront setting. A well-appointed chef's kitchen with a center island and plenty of storage space faces the family room. A first- floor primary bedroom offers an office/sitting area with another fireplace, a generous ensuite bathroom with both a soaking tub and walk-in shower. A spacious laundry/mud room leads from the kitchen to the three-car garage. A sunroom overlooks the pool deck, which includes a gunite in-ground pool, a large patio area, and a fantastic outdoor kitchen with a built-in grill and bar area perfect for al fresco dining. The second-floor landing is open to the first floor below, and has two bedrooms both with ensuite bathrooms, and sitting area. The finished walk-out lower level leads to another patio area overlooking the private beach. A large family room, a full kitchen, two more bedrooms and a full bathroom complete the lower floor, offering plenty of room for visitors.

409 River Rd, Deep River

$429,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24179608 MLS

Welcome to 58 Union Street in the heart of charming Deep River! Just moments from the vibrant downtown, this beautifully updated home offers the perfect blend of character, comfort, and modern efficiency. Inside, you'll find hardwood floors, timeless architectural charm, and a thoughtfully renovated interior featuring a remodeled kitchen with all-new stainless-steel appliances, an updated bathroom with new fixtures, plumbing and a newly created first-floor laundry room converted from the former utility space for added convenience. The electric was upgraded to 200 amps & new energy-efficient mini-split systems provide year-round heating and cooling, while solar panels help keep utility costs low. Step outside to enjoy the newly installed backyard patio-an inviting space for relaxing or entertaining. Garden enthusiasts will appreciate the unique outdoor sink with both hot and cold water, making gardening projects and outdoor cleanup easier than ever. Located just a short stroll from the center of town, you'll love the convenience of Deep River's charming shops, restaurants, parks, and community events. Experience the best of small-town living, including the nationally recognized annual Deep River Ancient Muster, one of the area's most celebrated traditions. This move-in-ready home is the perfect opportunity to enjoy comfort, efficiency, and an unbeatable in-town location. A great condo alternative or second home.

58 Union St, Deep River

$1,065,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192002 MLS

Essex Village is a short walk to this one-of-a-kind home, privately set on over three picturesque acres. Just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peaceful, private setting while being just minutes from the charming village centers of Deep River and Essex, with their acclaimed restaurants, boutique shops, marinas, yacht clubs, the Connecticut River Museum, and the historic Griswold Inn. A comprehensive redesign of the home's exterior was completed by renowned architect Christopher Arelt, featuring all-new windows, structural insulated panels for enhanced energy efficiency, cedar shingle siding, copper gutters, Azek trim, a 4-zone heating system, an expansive Ipe deck and stairs, a bluestone patio, and a private outdoor shower. A brand-new well, drilled in May, and a whole-house generator powered by a 500-gallon underground propane tank provide year-round comfort and peace of mind. The home's showpiece is the spectacular four-season sunroom. This breathtaking space features a coffered beadboard ceiling, rich Brazilian cherry flooring, walls of windows, a wood-burning stove, custom built-in seating, and French doors opening onto the expansive Ipe deck, creating an extraordinary setting for year-round living and entertaining.

106 Meadow Woods Rd, Deep River

$399,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24179607 MLS

Move right into this Deep River home just moments from the Connecticut River and the charming village and town center. Since purchasing the property, the current owner has completed numerous valuable improvements, including a brand-new roof, new furnace, new oil tank, a tastefully remodeled kitchen, and an updated full bathroom. The main level offers inviting living spaces that blend character and functionality. The living room on first floor is presently used as a bedroom. The laundry is conveniently located off the eat in kitchen and there is a large pantry for storage. The finished upper-level features hardwood floors and provides exceptional flexible living space, while also offering exciting potential for future expansion to create additional bedrooms, a spacious primary suite, home office, or craft room. Additional highlights include updated 200-amp electrical service, and the home is generator-ready, providing added convenience and peace of mind. With public water and public sewer, the property offers both ease of maintenance and flexibility for future growth. Ideally located just minutes from downtown Deep River, you'll enjoy easy access to local restaurants, unique shops, marinas, parks, and the scenic Connecticut River. Whether you're searching for your first home, looking to downsize, or seeking a property with room to grow, this well-maintained home offers the perfect blend of thoughtful updates, future possibilities, and a highly desirable location.

79 River St, Deep River

$6,500,000

5 Beds ⋅ 7 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24143703 MLS

A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone pathways, terraces, & over 6,000sf of refined outdoor living space. This is a truly exceptional, once-in-a-lifetime offering. A long winding driveway gradually reveals an exclusive enclave where the outside world fades away. Stucco structures, cedar shake roofs, & copper gutters emerge in sequence, unified by professionally landscaped grounds, irrigation, & exterior lighting that enhances the estate's serene atmosphere. Completely rebuilt in 2012, & finished in 2015, the Main Residence is a masterclass in quality & livability. Rich millwork, custom cabinetry, radiant-heated hardwood floors, transom windows, & skylights define interiors that feel both elegant & inviting. A boutique-style coat room & jewel-box powder room immediately signal the home's uncompromising level of finish. The show-stopping kitchen features high-gloss bespoke cabinetry, nickel hardware, & a sculptural range hood beneath tall silver-leaf detailed ceilings. A substantial Calacatta marble island integrates a 2nd sink, butcher block, & concealed storage. Chef-grade appliances include SubZero, Wolf, & Miele. *CONTINUED*

252 River Rd, Deep River

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