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92 Main St Unit 410, Deep River
$299,500
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216953 MLS ⋅ The Piano Works BLDG.
Completely & tastefully remodeled end unit located on the 4th floor overlooking the greenery & brook at historic Piano Works. The unit faces westerly & is filled with ambient light through six oversized windows! This bright & airy single level home truly epitomizes the term "Move In Ready"! If you're looking for in-town living, a newly renovated unit & want the closest parking spot in the building, then this is your opportunity to own a magnificent property. Located in the heart of Deep River village, you're just steps to restaurants, boutiques, a membership gym & everything else that this historic community has to offer. The numerous improvements include the completely remodeled kitchen featuring all new appliances, renovated bathrooms, new hardwood flooring & carpeting, custom closets, custom lighting, oversized windows, Hunter Douglas custom window treatments and much, much more! Community amenities include an on-site gym, a common room which is great for events, laundry on two levels & storage on the entry level. This truly is a one of a kind, so don't let it pass you by!

92 Main St Unit 410, Deep River
28 Stanwoll Hill Rd, Deep River
$3,200
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216337 MLS
This adorable cape is located near the heart of Ivoryton, regional schools, and Route 9. The lovely yard is just shy of an acre, with a picture-perfect shed, plenty of privacy, a spacious back deck, and beautiful stone walls. Inside, you'll find an updated kitchen with a gas range, stainless appliances, and quartz countertops. In addition to the kitchen, the first floor includes a living room, full bathroom, and a study that could function as a first floor bedroom. Upstairs you'll find two bedrooms and a full bathroom with a stand-up shower. Tastefully updated, bright, with a wonderful yard - This is the rental you've been waiting for!

28 Stanwoll Hill Rd, Deep River
8 Southworth St, Deep River
$499,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24214902 MLS
Imagine strolling along charming brick sidewalks to your favorite downtown restaurant, browsing local gift shops, or enjoying the tradition of Deep River's beloved historic Muster in July right from your front porch! Built in 1918, this well-maintained Colonial offers a wonderful opportunity to experience the character, history, and welcoming community that make this Connecticut river town so special. Step inside this traditional New England home and craftsmanship shines through from the rich wood molding to the spacious foyer with an amazing staircase with classic box newel post. With four bedrooms, 1.5 baths, first floor laundry, expansive kitchen and cozy family room, the home offers an inviting layout filled with timeless character and everyday functionality. The enclosed front porch is a dream come true (BYOR-Bring Your Own Rocker!), while the large side deck provides space for outdoor dining and entertaining. The walk-up attic is a real surprise, measuring 26' x 24' with a high ceiling. One can easily image finishing this space into a primary suite or additional living space! Recent updates include a new boiler, newer roof, and connection to city sewer. If you are looking for a walkable, in-town location, this is it! Recreation fields and a well-equipped playground are across the street while restaurants, gift shops, the public library, the Deep River Historical Society, hiking trails, seasonal farmers' market, supermarket, pharmacy, and 24-hour gym are close by.

8 Southworth St, Deep River
92 Main St Unit 205, Deep River
$275,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24215276 MLS ⋅ The Piano Works BLDG.
Available at historic Piano Works! This townhouse is one of a few that offers a large private patio for your warm weather enjoyment. Well maintained and updated, this 2 bedroom, 2 full bath unit is ideal for in-town living. Both levels include 9'+ ceilings, exposed brick accent walls, wood beams and wood ceilings. The lower level features updated kitchen cabinets w/stainless steel appliances and tiled backsplash which opens up to the dining & living room areas. Adjacent to the living room you'll find your private patio. Rounding out the lower level you will find a primary bedroom suite with an updated full bath and loft area that is perfect for extra storage. The upper level offers the entry foyer, a 2nd updated full bath, wall of closets for storage, and a 2nd spacious bedroom. This unit also comes with a storage space in the basement. Off the main lobby area you will find an exercise room, community area, and unit mailboxes. Elevators from the lobby/foyer take you to all floors. Shared coin-operated laundry rooms are located on two different levels. Assigned parking is located in the upper lot with plenty of visitor spaces in the upper as well as lower lots. Enjoy all that the Deep River Village has to offer to include restaurants, shopping, gym, library and more! Pets are welcome at this wonderful community!

92 Main St Unit 205, Deep River
42 Laurel Wood Dr, Deep River
$849,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24209952 MLS
Welcome to The Grand Gathering at Laurel Wood, where every occasion becomes a special occasion! Beautifully situated on 1.17 landscaped acres at the end of a peaceful Deep River cul-de-sac. This impressive Cape Cod has a huge two story detached three-car garage its incredible and has extra parking on the side for large vehicles / vessels / trailers etc. This home was made for entertaining and has plenty of abundant paved parking for guest. The spectacular great room steals the show with its soaring ceiling, enormous windows, hardwood floors, and generous gathering space. The inviting family room has a handsome brick wall fireplace, another great space. The well-appointed kitchen features abundant cabinetry, stainless steel appliances and eat in area. The formal dining room has french doors to the deck. The main level primary suite is all part of this unique floor plan. Upstairs is a wonderful two bedroom Jack and Jill. To much to list. The basement is huge too. Step outside through through french doors from the great room to the expansive composite deck which offers multiple seating and dining areas, a relaxing hot tub and a walkway to the swimming pool. A super quiet whole-house Kohler generator and a Trane central air-conditioning system are both top notch and provide added comfort and peace of mind. Beautiful lawns, mature trees, and attractive landscaping create a wonderful setting for outdoor enjoyment at The Grand Gathering at Laurel Wood. Explore Deep River today.

42 Laurel Wood Dr, Deep River
240 Main St, Deep River
$599,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200740 MLS
Walking distance to Downtown and a brand new roof! Welcome to 240 Main Street. Full of character and warm appeal, this 3-bedroom, 2-full-bath home offers a unique combination of indoor comfort and a prime outdoor setting. Step inside to discover a beautiful, well-appointed kitchen outfitted with a professional Jade stove-perfect for culinary enthusiasts-with views opening out to a beautifully landscaped, private backyard retreat. Built-ins and original details continue throughout the entire home, while thoughtful updates maximize the use of living space. With lots of flex space in the barn, the first floor hosts amazing space for a gym, second office, hobby room or a billiard room. Upstairs, a private office provides a quiet work-from-home setup. Outdoors, the peaceful, tree-lined yard includes a charming potting shed and abuts a serene church field for maximum privacy. Positioned right across the street from the local park, playground, and baseball fields, you'll enjoy front-row access to community recreation while maintaining your own private oasis. Schedule your private tour today!

240 Main St, Deep River
391 Main St Unit 207, Deep River
$2,500
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24210138 MLS ⋅ Georgetown Woods BLDG.
Immaculate, recently renovated two bedroom, end-unit Townhouse conveniently located at Georgetown Woods on Main Street. Hardwood Floors throughout the entire 1FL. Open Kitchen and Living Room with Breakfast Bar, Large Living area and sliders to the outdoor patio that overlooks Canfield Nature Preserve and access to miles of Hiking Trails. Two Bedrooms and shared bath on the upper level, spacious closets and brand new wall to wall carpeting. Clean, quiet and ready for an annual lease. Tenant pays Credit Check, Security Deposit, All Utilities, Renter's Liability Insurance.

391 Main St Unit 207, Deep River
73 Long Hill Rd, Deep River
$625,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24208355 MLS
Make your appointment to see 73 Long Hill Road, tucked away in the heart of charming Deep River, one of Connecticut's most beloved river towns. This 4-bedroom home offers small-town character combined with unbeatable convenience - historic Essex and Chester town centers are less than 5 minutes away, offering waterfront dining, boutique shopping, art galleries, and a vibrant year-round community. Outdoor enthusiasts will love the nearby walking and nature trails, perfect for morning hikes or peaceful weekend strolls. A wonderful opportunity to enjoy the best of the lower Connecticut River Valley lifestyle!

73 Long Hill Rd, Deep River
24 Long Hill Rd, Deep River
$489,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205608 MLS
Generous proportions, versatile living spaces and exceptional outdoor amenities define this beautifully appointed four-bedroom, two-bath split-level ranch. The open-concept kitchen, living and dining areas feature hardwood floors, creating an inviting and connected main living space. A fireplace anchors the living room, while the kitchen features stainless steel appliances, including a Sub-Zero refrigerator/freezer. The expansive family room is enhanced by exposed beams and opens directly to a covered patio overlooking the private backyard. Additional rooms provide outstanding flexibility for home offices, a den, fitness room, playroom or other uses. An impressive multi-level deck extends the living space outdoors, offering a beautiful setting for entertaining and relaxing. Set on 1.2 private acres, the property also features a three-car garage with abundant parking and storage. Ideally positioned in an established neighborhood near the Connecticut River, with downtown Deep River and Essex just minutes away, this property offers a wonderful balance of privacy, convenience and quintessential Connecticut River Valley living.

24 Long Hill Rd, Deep River
170 Bushy Hill Rd, Deep River
$850,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192283 MLS
Modern style abounds in this 3-bedroom, 2 full bath, 2 half bath home offering exceptional flexibility, character, and entertaining space. The open-concept main level features vaulted ceilings, dramatic architectural lines, and seamless flow between the kitchen, dining, and living areas. A striking firebox anchors the living room, while the four-season sunroom opens through French doors to a private tiered deck complete with a custom stone fireplace-perfect for outdoor gatherings year-round. The second floor offers two bedrooms plus a spacious primary suite with cathedral ceilings and a truly one-of-a-kind spa bath inspired by a traditional retreat, featuring custom tilework and natural stone accents for a serene, luxurious experience. The finished lower level includes a recreation room and custom-designed bar, creating the ideal space for entertaining. A two-car garage is complemented by a third attached bay leading to a professional woodworking shop with French door access to the beautifully landscaped backyard. Set on picturesque grounds with a gentle stream along the eastern boundary, the property also features mature fruit trees and a productive vegetable garden. Whether you're an entertainer, hobbyist, home-based business owner, or seeking potential in-law living space, this unique property offers endless possibilities and versatile living in a truly special setting.

170 Bushy Hill Rd, Deep River
134 Meadow Woods Rd, Deep River
$2,200,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185654 MLS
134 Meadow Woods Road is a rare Connecticut Shoreline estate property offering a custom Saltbox-style home on approximately 30 private acres in one of Deep River's most desirable locations. This 3-bedroom, 2-bath country home features approximately 1,591 square feet, hardwood and wide-plank pine flooring, a cathedral ceiling, patio, and unfinished basement. Surrounded by mature woodlands, historic stone walls, and gently rolling topography, the property offers exceptional privacy, natural beauty, and flexibility. The existing residence provides immediate value as a primary home, weekend retreat, guest house, caretaker residence, rental property, or multi-generational living opportunity. Expansive acreage creates space for outdoor recreation, hiking trails, gardening, equestrian pursuits, or the creation of a private estate, family compound, or legacy property. In addition to the existing home, the property may offer future residential subdivision potential for approximately 5-7 lots, creating a compelling investment property and residential development opportunity. Builders, developers, and investors will appreciate the combination of buildable acreage, road frontage, and potential estate sized homesites. Select future building locations may offer seasonal Connecticut River views depending on elevation and home placement. Located near Marinas, Connecticut River, Essex Village, Chester Village. Unique property combines a custom home with acreage and development potential

134 Meadow Woods Rd, Deep River
134 Meadow Woods Rd, Deep River
$2,200,000
ACTIVE Status ⋅ 24185650 MLS
Rare opportunity to acquire approximately 30 acres in one of Deep River's most desirable locations. This exceptional property presents a unique residential development opportunity combining privacy, natural beauty, existing improvements, and future potential. The property includes an existing Saltbox style residence and offers subdivision potential for approximately 5-7 residential lots, subject to approvals and diligence. Featuring gently rolling topography, mature woodlands, historic stone walls, and expansive acreage, this remarkable parcel is ideal for builders, developers, investors, or buyers seeking a private compound, family compound, multi generational compound, or legacy property. The land is well suited for luxury homesites, estate sized lots, custom homes, a boutique luxury subdivision, or a private estate. Select building locations may offer seasonal Connecticut River views depending on home placement and elevation. The existing Saltbox home provides immediate utility as a residence, guest house, rental property, caretaker's home, or staging area during future development. Minutes from Essex and Chester Village, the property offers convenient access to the Connecticut River, Safe Harbor Marinas, yacht clubs, the Essex Steam Train, shopping, dining, cultural attractions, and the Route 9 commuter corridor while maintaining a secluded setting. A rare Connecticut Shoreline offering combining 30 acres, residential subdivision potential, luxury homesites.

134 Meadow Woods Rd, Deep River
163-165 Main St, Deep River
$795,000
6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24178835 MLS
This five unit mixed-use opportunity is located in the quintessential downtown of Deep River, CT. The downtown corridor of this rural river community provides walkable access to a variety of goods and services including health care, grocery, hardware, restaurants, and cafes. Both commercial anchor tenants at this location have leases in place through 2030 that increase annually in accordance with the Consumer Pricing Index (CPI). All three residential units are on annual leases including (2) 1 bedroom units and (1) 2 bedroom unit. On street parking for customers and tenants. The third floor space was originally a Masonic Lodge and is currently used as storage. The space is about 1,200 square feet and recent zoning changes now allow it to be converted into at least one additional unit. Both the fire marshal and building inspector came out to assess the building and indicated that the turn time to review a proposed site plan would be 2-4 weeks. Buyer to perform all due diligence.

163-165 Main St, Deep River

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