Refine Search
Sort by
25 1/2 Edgerton St, East Hampton
$525,000
3 Beds ⋅ 2 Baths ⋅ 24182454 MLS
Nestled well back from the road, this inviting home offers exceptional privacy while remaining just minutes from the town center, library, ball fields, and playgrounds, whether you travel by foot or by wheels. Beautiful hardwood floors flow throughout much of the home, with tile in the kitchen & baths. The spacious living room features a classic fireplace and abundant natural light, while the formal dining room showcases chair rail molding and wainscoting. The stylish kitchen is equipped with stainless steel appliances. An offset family room with a private entrance and 2nd fireplace offers flexible living space and could easily serve as a first-floor primary or guest bedroom, with a full bath nearby. Upstairs are three bedrooms and a full bath. The spacious front-to-back primary bedroom includes an alcove with potential for a future ensuite bath. The lower level offers great expansion possibilities with space for a gym, recreation room, plus a separate room ideal for an office, media room, or hobby space. Outside, enjoy a full-length rear patio, a grapevine-covered gazebo, and a fire pit - perfect for relaxing or entertaining. Additional highlights include a new well and a Home Warranty. Offering privacy, versatility, and a convenient location, this home is ready to welcome its next owners.

25 1/2 Edgerton St, East Hampton

170 Bushy Hill Rd, Deep River
$850,000
3 Beds ⋅ 4 Baths ⋅ 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

1512 Country Club Rd, Middletown
$539,999
3 Beds ⋅ 3 Baths ⋅ 24191099 MLS
Welcome to this beautifully updated 3-bedroom Contemporary- ranch style home, privately set on a lush .92-acre lot. A charming wraparound covered porch creates an inviting first impression and a wonderful place to relax. Inside, vaulted ceilings, abundant natural light, fresh paint and new luxury vinyl flooring enhance more than 1,600 square feet of above-grade living space, with an additional 800+ square feet on the lower level. The home offers 2 full and 1 half baths, including a primary bathroom upgraded in 2022. More than $70,000 in recent improvements include a new upper-level balcony, siding, refinished deck, Driveway, new appliances and a washing machine installed in 2025. Additional updates include a 30-year architectural roof installed in 2004, replacement shingles adjacent to the rear balcony in 2026, a new central-air condenser installed in 2016 and two 100-amp electrical panels, including one installed in 2018. The versatile lower level features a heated family room with a fireplace, a new sliding door and existing plumbing, creating exciting possibilities for an en-suite guest area, potential in-law, home office, studio or salon. Buyers should perform their own diligence regarding any intended use and applicable municipal requirements and approvals. The outdoor space has been beautifully refreshed with more than $5,000 in new landscaping and a brand-new saltwater above-ground pool installed just three weeks ago...

1512 Country Club Rd, Middletown

170 Old Post Rd, Old Saybrook
$900,000
3 Beds ⋅ 3 Baths ⋅ 24192820 MLS
Discover the beauty of this extraordinary antique home, set on an acre of landscaped grounds, with an enchanting guest cottage. Perfect for multi-generational living. The Bushnell-Dickinson House retains its original features inside and out. including original wide-board pine flooring, paneled walls, four fireplaces, two staircases, dentil molding, and classic 12-over-12 windows. It has been lovingly maintained for decades by a master craftsman and a devoted gardener, with a deep respect for historic properties. There is an adorable cottage, complete with a full kitchen and laundry. This offers wonderful flexibility: for visitors, an in-law suite, private studio, or Air B&B. This building is not included in the listing square footage or room count. An attractive barn/carriage house holds two cars plus a unique blacksmith workshop. The picturesque grounds feature several gardens for seasonal color, mature shade trees, and a fenced vegetable garden area. The custom-built garden shed with running water is a gardener's dream. Rarely does a home of this significance become available - offering the perfect balance of history, craftsmanship, natural beauty, and timeless New England charm in a coastal community. The location is also ideal, close to shopping, restaurants, beaches, Main street events, and the train station. It is almost equal distance to Boston and New York. Enjoy peaceful coastal living on your own private estate-like property.

170 Old Post Rd, Old Saybrook

166 Mccormick Ln, Middletown
$677,000
4 Beds ⋅ 3 Baths ⋅ 24193869 MLS
Welcome to this beautifully maintained 4+-bedroom, 2.5-bath Colonial conveniently located in the heart of Middletown. Freshly painted and move-in ready, this home offers the rare combination of generous living space, flexible room options, entertaining areas, and valuable recent updates-including a new roof in 2025. The spacious eat-in kitchen features a center island and bright breakfast nook with skylight, opening directly into a welcoming great room with a fireplace and built-in sound system. It's an ideal layout for both everyday living and entertaining. But the feature you'll want to see is the approximately 500-square-foot first-floor fifth bedroom/media room. With a projector and surround sound already in place, it's perfect for movie nights, watching the big game, or hosting friends. Because of its size and location, it can easily be transformed into a first-floor primary suite, guest suite, home office, gym, playroom, or recreation space. Upstairs, four generously sized bedrooms provide plenty of room for family, guests, or dedicated work-from-home space. A separate living room and formal dining room offer even more flexibility for entertaining.

166 Mccormick Ln, Middletown

201 College St Unit 20, Middletown
$179,900
2 Beds ⋅ 2 Baths ⋅ 24193843 MLS ⋅ Hamlin Court BLDG.
This freshly painted townhouse-style condo offers 2 bedrooms, 1.5 bathrooms, newer windows, updated appliances, newer flooring throughout, and an open-concept layout. The main level features a spacious living room that flows into the dining area and kitchen, along with access to a private terrace. The kitchen includes tile flooring, a mosaic tile backsplash, and appliances replaced within the past three years. Upstairs are two bedrooms with spacious closets, a full bathroom, and convenient in-unit laundry with a new washer and dryer. Previously rented for $1,900 per month, this investor-friendly unit offers strong income potential. Additional features include a dedicated storage unit, one assigned parking space, and visitor parking. Ideally located within walking distance of Downtown Middletown, Wesleyan University, and Middlesex Hospital, with easy access to restaurants, shopping, and major commuter routes.

201 College St Unit 20, Middletown

87 Main St, Deep River
$1,150,000
8 Beds ⋅ 6 Baths ⋅ 24193614 MLS
VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River and approximately 1 mile from Downtown Chester, providing convenient access to acclaimed restaurants, boutique shopping, marinas, and the region's historic village centers. Deep River continues to benefit from strong residential demand driven by limited housing inventory and spillover from neighboring Chester and Essex. The assemblage offers immediate cash flow with meaningful long-term upside, including the potential for a municipal lot line adjustment to combine the vacant parcel with the single-family residence, creating a premium residential asset, or to retain the parcel for future single-family development. Combining stabilized income, intrinsic residential value, and embedded development optionality, this offering presents a compelling investment opportunity in one of Connecticut's most desirable river communities.

87 Main St, Deep River

215 Chamberlain Hill Rd Unit 4, Haddam
$699,900
2 Beds ⋅ 3 Baths ⋅ 24192501 MLS ⋅ The Enclave BLDG.
Tucked into a quiet corner of Higganum, where the Connecticut River valley still feels like the country, The Enclave is a private community of eight to-be built homes designed around a simpler, fuller way of living - less to maintain, and more room for what matters. "The Gianna" model is a Ranch-style home that offers 2,166 square feet of exclusively single-floor open living, everyday life stays effortless. Two bedrooms, two full baths, and a generous den give you room to work, host, and retreat, however the season calls for. Inside, the details do the talking. Vaulted ceilings and a propane fireplace anchor a light-filled living room; gleaming hardwood floors; and the kitchen is finished the way it should be - quartz counters, raised-panel cabinetry, a walk-in pantry, and stainless appliances. The primary suite features a walk-in closet and a full bath with a large double vanity, while a mudroom and laundry sit neatly off the powder room, with intelligent storage designed at every turn. The curb appeal is quietly confident appointed by an accented covered front porch - with conservation land bordering the community, the quiet is here to stay. Minutes away: Route 9, the shops and restaurants of Haddam Center and Middletown, medical care, and parks.

215 Chamberlain Hill Rd Unit 4, Haddam

106 Meadow Woods Rd, Deep River
$1,065,000
3 Beds ⋅ 2 Baths ⋅ 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

4 Sanfords Brg, East Haddam
$537,400
4 Beds ⋅ 3 Baths ⋅ 24193304 MLS
Welcome to Sanfords Bridge Estates, a distinctive Hadlyme neighborhood centered around a picturesque covered bridge, private pond, walking trails, and approximately 15 acres of preserved open space. Set on a private 1.19-acre lot, this spacious 2,520-square-foot Colonial offers four bedrooms, three full baths, and a flexible floor plan designed for comfortable everyday living and entertaining. A large covered front porch opens to an inviting foyer and a front-to-back living room featuring hardwood floors, crown molding, recessed lighting, custom built-ins, and a raised-hearth fireplace. The updated eat-in kitchen offers granite countertops, stainless steel appliances, and convenient access to the generously sized formal dining room. A spacious first-floor bedroom with a vaulted ceiling and nearby full bath provides an excellent option for one-level living, guests, or a private home office. Upstairs are three additional bedrooms, two full baths, and an open office or study area. Outdoor living includes an oversized rear deck overlooking the peaceful wooded surroundings. Additional features include central air, a walkout basement offering excellent storage or future finishing potential, and a two-car garage. Enjoy a tranquil country setting while remaining convenient to East Haddam, Chester, the Connecticut River, local parks, hiking areas and the Chester-Hadlyme Ferry.

4 Sanfords Brg, East Haddam

124 Main St, East Hampton
$495,000
4 Beds ⋅ 3 Baths ⋅ 24192604 MLS
Step into the perfect blend of timeless New England charm and modern convenience in this beautifully maintained circa-1869 Colonial, ideally located in the heart of East Hampton. Offering over 2,275 square feet of living space, this 4-bedroom, 2.5-bath home showcases the character of a bygone era while featuring numerous thoughtful updates throughout. The custom kitchen is equipped with stainless steel appliances, corian countertops, and ample cabinetry, creating a functional space for everyday living and entertaining. Wide-plank hardwood floors, updated bathrooms, and a flexible floor plan provide warmth and versatility. Major improvements include a high-efficiency natural gas boiler with on-demand hot water, updated electrical service, newer windows, and newer roof, providing peace of mind for years to come. Outside, enjoy a level yard with detached garage and off-street parking. Conveniently situated within a very short distance to the Air Line State Park Trail, local shops, restaurants, schools, the town beach, and all that East Hampton's vibrant village center has to offer. Rich in history, thoughtfully updated, and ideally located, this is a wonderful opportunity to own a home that truly offers the best of old-world character and modern comfort.

124 Main St, East Hampton

391 Main St Unit 134, Deep River
$205,000
1 Beds ⋅ 1 Baths ⋅ 24192095 MLS ⋅ Georgetown Woods BLDG.
Welcome to one of Deep River's hidden treasures! Ideally located in the heart of the beautiful Connecticut River Valley, this inviting condominium with low monthly HOA of $272 offers comfortable, low-maintenance living in a well-maintained 50-unit community with easy access to Routes 9 and I-95.Enjoy the convenience of nearby Main Street, where you'll find a grocery store, liquor store, charming shops, restaurants, marinas, and yacht clubs just minutes away. Freshly painted throughout, this upper level ranch unit is light-filled and features recently replaced living room flooring, a new stainless refrigerator, oven/range, and attractive new carpeting in the bedroom, making it truly move-in ready. The laundry and storage area are located on the lower level. The property includes one assigned parking space plus ample visitor parking. The HOA covers trash removal, lawn maintenance, and snow removal, allowing you to enjoy carefree living year-round. Whether you're looking for a full-time residence, a weekend getaway, or an investment in one of Connecticut's most picturesque Connecticut River towns, this condo is an outstanding opportunity. Complex borders Canfield Woods Nature Preserve with walking trails. Just a few miles from the historic villages of Essex and Old Saybrook, you will enjoy easy access to boating, beaches, dining, shopping, and all the charm of the Connecticut shoreline. You'll love calling Deep River home!

391 Main St Unit 134, Deep River

215 Chamberlain Hill Rd Unit 1, Haddam
$767,000
2 Beds ⋅ 3 Baths ⋅ 24191329 MLS ⋅ The Enclave BLDG.
Tucked into a quiet corner of Higganum, where the Connecticut River valley still feels like the country, The Enclave is a private community of eight to-be built homes designed around a simpler, fuller way of living - less to maintain, and more room for what matters. "The Shiloh" model offers 2,552 square feet of thoughtfully open living, with the primary suite on the main level so everyday life stays effortless. Two bedrooms, two and a half baths, a main-floor study, and a generous upper-level den give you room to work, host, and retreat, however the season calls for. Inside, the details do the talking. Vaulted ceilings and a propane fireplace anchor a light-filled living room; gleaming hardwood floors; and the kitchen is finished the way it should be - quartz counters, raised-panel cabinetry, a walk-in pantry, and stainless appliances. The main-level primary suite features a walk-in closet and a full bath with a large double vanity, while a mudroom and laundry sit neatly off the powder room, with intelligent storage designed at every turn. The curb appeal is quietly confident appointed by an accented covered front porch - with conservation land bordering the community, the quiet is here to stay. Minutes away: Route 9, the shops and restaurants of Haddam Center and Middletown, medical care, and parks.

215 Chamberlain Hill Rd Unit 1, Haddam

11 Old Stage Coach Rd, Haddam
$649,900
4 Beds ⋅ 3 Baths ⋅ 24191826 MLS
Come home to a setting where the landscape becomes part of everyday life. Enjoy morning coffee with peaceful pond views, spend an afternoon in the garden, gather outside for dinner, or relax around a fire pit as the day winds down. With 6.7 acres of land and a home set back from the road, there is room to create an outdoor space that is uniquely your own. This is anything but a typical 1976 home. Extensively renovated and expanded, the residence features spacious, open-concept living with soaring cathedral ceilings and beautiful finishes that create an inviting flow throughout. The kitchen features custom cabinetry, quartz countertops, brand-new appliances, and a kitchen island with seating for four, creating a natural gathering spot for casual meals and conversation. Hardwood floors flow throughout the home. The spacious dining room overlooks the pond, while the living room provides an inviting space for gathering and entertaining. The private primary suite occupies its own wing of the home, with a private deck and bath featuring a jetted soaking tub. An attached two-car garage and spacious barn-style shed provide plenty of room for storage, gardening, hobbies, projects, and outdoor equipment. Cockaponset State Forest borders three sides of the property, while Route 9, the Connecticut River, Middletown, Wesleyan University, shopping, restaurants, and the shoreline are all minutes awa

11 Old Stage Coach Rd, Haddam

65 Knollwood Dr, Old Saybrook
$925,000
3 Beds ⋅ 3 Baths ⋅ 24191006 MLS
The best of both worlds-enjoy the tranquility of a peaceful setting while being just a short stroll to the beach. Beautifully updated and impeccably maintained, this year-round home offers the perfect blend of coastal charm and modern comfort. A welcoming front porch invites you inside where you'll find beautifully renovated kitchen and baths as well as quality finishes throughout. You'll love the four-season sunroom, with French doors and a wall of windows offering marsh views and spectacular sunsets year-round. Some recent updates include a newly added one-car garage, windows, siding, roof, rear deck, electrical panel, A/C, and sprinkler system. A deck off the living room and sunroom provides the perfect place to relax, entertain, or simply enjoy the peaceful surroundings. The full walkout lower level offers flexibility with an additional bedroom, family room, full bath and separate laundry room. Easy access to Beamon's Creek where you can launch a kayak and explore South Cove. The Knollwood Beach Association includes a private beach, clubhouse, tennis/pickleball, basketball court, a playground and the charm of a golf cart-friendly community. Low-maintenance and truly move-in ready, this exceptional shoreline home offers a lifestyle that's hard to beat.

65 Knollwood Dr, Old Saybrook

119 Great Hammock Rd, Old Saybrook
$799,999
3 Beds ⋅ 2 Baths ⋅ 24189317 MLS
Every Day a Getaway! Some properties ask you to choose between full-time living & vacation living. Not this one. Set in the heart of Old Saybrook, this fully furnished 7-room Cape Cod delivers the ease of a residence with the spirit of a seasonal retreat - and comes with a private guest house. The main home offers 3 bdrms,, 2 baths & includes a coveted 1st fl bdrm for single-level living. A large eat-in kitchen flows into an adjacent family room, while a formal living room provides a more refined space for entertaining. The recently added sunroom is the standout: bright, expansive, and framed by multiple sliders & abundant windows that draw the outdoors in. Upstairs, the primary BR is a retreat unto itself - generously sized, with ample closets, a sitting area, and direct access to a personal balcony. Morning coffee or an evening glass of wine feels different from up here. Guests get a private 500-sq. ft guest house with a kitchenette, full bath, & living room. A spiral staircase leads to a large bdrm loft with its own small balcony. The location does the rest of the work. O S's Main St.- with its restaurants & shops - is close by, Fenwick Golf Course is minutes away for golfers. Harvey's Beach sits just 0.4 miles away, with OS's town beach just 0.2 miles beyond. For commuters, I-95 and Route 9 are both nearby, and Amtrak puts Boston and New York City within 2.5 hours. A home, a vacation, and a place for the people you love to visit - all in one address.

119 Great Hammock Rd, Old Saybrook

88 Powder Hill Rd, Middlefield
$749,900
4 Beds ⋅ 3 Baths ⋅ 24190498 MLS
Nestled in the heart of scenic Middlefield, this distinctive and beautifully maintained 4 bedroom 2.5 bathroom property offers a rare blend of classic New England character and modern flexibility. Inside on the first floor, an open-concept kitchen and dining area invite gathering and entertaining, seamlessly flowing into a sunroom-style flex space with room to grow-ideal for a home office, playroom, or reading nook. A separate living room, complete with a working fireplace, creates a cozy retreat for New England winters or days on the slopes of the nearby Powder Ridge Ski Resort. For the summer, step outside and you will find a stunning in-ground pool surrounded by a spacious brick patio, perfect for lounging and outdoor dining. An attached two-car garage adds everyday convenience and a second private driveway offers access to the rear of the property and the detached barn. The true gem is this fully renovated, detached barn-an inspired space with limitless potential. Featuring whitewashed wood walls and an airy farmhouse aesthetic, the barn offers a dramatic open-plan ground level and a second floor with three rooms and a bathroom. Off of the ground level, french doors lead to a private terrace shaded by mature grapevines, ideal for al fresco dining or sunset cocktails. Whether used as a luxurious art studio, at-home gym or work-from-home suite, this space delivers unmatched versatility with its own entrance and a beautiful walkway connection to the main home and pool.

88 Powder Hill Rd, Middlefield

82 Old Post Rd, Clinton
$599,000
3 Beds ⋅ 3 Baths ⋅ 24179118 MLS
Easy living with privacy, tucked away at the end of a long country road, this charming home offers the perfect blend of character and modern comfort. With land becoming scarce in CT, this one offers so much potential. Designed for easy one-floor living, the home is filled with warmth, charm, and updates throughout. Set on 5 usable acres, the property provides exceptional privacy while offering endless opportunities for gardening, recreation, farming, or simply enjoying the peaceful surroundings. A detached oversized two-car garage includes expansive space above, ready to become a guest suite, home office, studio, workshop, gym, or whatever your vision may be with town approvals. 5 minutes from the town beach, 10 minutes from the state beach, and 1/2 a mile from a private golf course. Private, peaceful, and full of authentic charm, this is a rare opportunity to own a secluded country retreat with room to dream, grow, and make it your own.

82 Old Post Rd, Clinton

9 Old Colony Rd, Old Saybrook
$675,000
4 Beds ⋅ 2 Baths ⋅ 24190279 MLS
Rare opportunity to create your dream home in one of Old Saybrook's most sought-after beach communities! Located across from Cornfield Point Beach Association, with deeded beach rights, this .23-acre property includes access to the beautiful sandy beach a short walk away making daily walks to the shoreline effortless. Surrounded by attractive homes, the setting alone makes this a standout investment. The existing home underwent a partial renovation in 2011 with a new roof, vinyl siding, replacement windows, and hardwood floors throughout. The septic system is appx 10 yrs old and is in front yard, so rear has room for a pool or building. The interior renovation was never completed, leaving the kitchen, bathrooms, and heating system gutted and ready for your vision. Whether you're looking to restore the existing home or explore the potential for a new custom residence, this property offers exceptional possibilities in a premier location. An added bonus is frontage along a state road at the rear of the property, which may offer the opportunity to create a rear driveway, subject to any required approvals. Bring your contractor, architect, and imagination to unlock the full potential of this exceptional Cornfield Point property just steps from Long Island Sound.

9 Old Colony Rd, Old Saybrook

170 Dennison Rd, Westbrook
$675,000
3 Beds ⋅ 3 Baths ⋅ 24190134 MLS
Escape to your own private 3-acre compound offering endless possibilities! This charming 3-bedroom, 2-bath Cape Cod is nestled in a serene setting surrounded by nature. The bright, open floor plan features an updated kitchen with granite countertops, stainless steel appliances, and flows into a cozy dining area and den with heated hardwood floors. The main level also offers a spacious bedroom, flexible bonus room perfect for an office or guest space, and an updated full bath with a large tiled walk-in shower. Upstairs you'll find two generously sized bedrooms and a second full bath. The walkout lower level includes a home office, oversized laundry room, 1/2 bathroom, refrigerator and stove, ideal for future expansion or possible in-law. Relax on the expansive front and rear decks overlooking beautifully landscaped grounds, mature gardens, a saltwater in-ground pool, and gardening shed. A standout feature is the oversized barn with two large garage doors and an enormous unfinished second floor, ideal for hobbyists, car enthusiasts, workshop space, storage, or future possibilities. Whether you're looking for a peaceful retreat, room for your hobbies, or space to grow, this exceptional property offers privacy, versatility, and country living at its best while remaining conveniently located.

170 Dennison Rd, Westbrook

52 Pond Meadow Rd, Essex
$430,000
2 Beds ⋅ 2 Baths ⋅ 24189285 MLS
Welcome home to your own private cottage style farm house in the heart of picturesque Ivoryton - where timeless New England charm meets modern comfort. This beautifully maintained home offers the perfect blend of character, quality, and opportunity, making it an ideal year-round residence, weekend retreat, or investment property. Situated in one of Connecticut's most sought-after shoreline communities, this enchanting home is just a short stroll to the vibrant Ivoryton Village, the renowned Ivoryton Playhouse, charming inns, boutique shops, and acclaimed local restaurants. Enjoy country living with Essex, marinas, beaches, and scenic coastal attractions just minutes away. Thoughtfully updated throughout, this home offers peace of mind with numerous capital improvements, including a new roof, a new driveway, an energy-efficient Mitsubishi split-duct heating and cooling system with programmable Eco thermostats, updated windows and insulation, updated electrical and plumbing, a newer well pressure tank, and an updated septic system. The oversized detached garage is a rare bonus, featuring a spacious loft, dedicated electrical service, and its own circuit breaker.

52 Pond Meadow Rd, Essex

135 Middlesex Ave, Chester
$475,000
3 Beds ⋅ 2 Baths ⋅ 24189125 MLS
NEW PRICE!! Beautiful view from this WATERFRONT home on Chester Cove! Steps to fishing or kayaking just out your door. Enjoy watching the wildlife from the 20x10 deck directly off the kitchen/dining/living rooms. Wonderful light enters through the abundant windows on the first floor with its open floor plan, kitchen with granite, newer appliances and a window over the kitchen sink you won't want to walk away from; there's also sliders to the deck and a full bath. On the second floor there are three spacious bedrooms along with a second full bath. The whole house underwent full renovations between 2012-2013 including new kitchen, baths, gleaming oak flooring, foam insulation, new HVAC, new electrical; the updates continued along with a new roof in 2017, and just recently new carpeting on second floor, new stove and microwave plus a new dryer. Bring your creativity to finish the lower walk-out level with its charming brick architecture along with newer radiant-heated, poured concrete floors and french doors -- this could be an amazing walkout steps to the water! This house would be a perfect vacation rental.... Rent a few weeks/Stay a few weeks!

135 Middlesex Ave, Chester

234 Airline Rd, Clinton
$449,900
3 Beds ⋅ 2 Baths ⋅ 24187636 MLS
Nestled on more than 1.4 private acres, this sprawling ranch offers 3 bedrooms, 2 full bathrooms, an oversized two-car garage, two storage sheds, and so much more. The spacious eat-in kitchen features a propane gas stove, stainless steel appliances, and ample space for everyday living and entertaining. The light filled living room is highlighted by a stunning three unit picture window and a beautiful oversized stone fireplace, creating a warm and inviting atmosphere. The heated basement offers endless possibilities for additional living space, a recreation room, home office, or workshop. Conveniently located just minutes from Chamard Vineyards, award-winning beaches, shopping, dining, and all the shoreline has to offer. Sold "AS IS"

234 Airline Rd, Clinton

96 Ayers Point Rd, Old Saybrook
$1,029,000
4 Beds ⋅ 3 Baths ⋅ 24188114 MLS
Exceptional value in Old Saybrook! If you have been searching for a private coastal home with water views, a pool and space to make your own, 96 Ayers Point Road deserves a second look. Set against panoramic marsh and Connecticut River views, this 4/5-bedroom home offers an increasingly rare combination of privacy, resort-style living and NO flood insurance required. Enjoy an in-ground gunite pool, expansive wraparound deck, walls of glass, unforgettable sunsets and abundant wildlife. The flexible floor plan offers the option of a first- or second-floor primary suite, multiple fireplaces and a vaulted main-level room ideal for a family room, office, studio or guest suite. The updated eat-in kitchen features new quartz countertops, a 6-burner gas cooktop and French doors opening directly to the deck for effortless indoor-outdoor entertaining. Rich Saltillo terracotta tile adds warmth and character throughout. The walkout lower level offers additional recreation, fitness or living potential. Recent improvements include a NEW ROOF, fresh interior paint and central A/C just over one year old. A 2-car oversized garage completes the property. Yes, there are areas ready for your personal updates, but the setting, views, privacy and lifestyle are already here. Minutes to Safe Harbor Saybrook Marina, Connecticut River boating, beaches, restaurants and downtown Old Saybrook. A compelling opportunity to own a distinctive water-view property on the Connecticut shoreline.

96 Ayers Point Rd, Old Saybrook

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.