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1016 Sperry Rd, Cheshire
$415,000
2 Beds ⋅ 1 Baths ⋅ 24212500 MLS
Welcome to 1016 Sperry Road, a charming Cheshire ranch set on approximately 1.21 acres. This inviting home features beautiful hardwood floors throughout and offers the ease of one-level living. The garage underneath provides convenient parking and additional storage space. Step outside and discover your own private backyard oasis-a wonderful setting for relaxing, entertaining, gardening, or simply enjoying the peaceful surroundings. The expansive lot offers plenty of space to create the outdoor retreat you've always envisioned. Located in desirable Cheshire, this property offers a wonderful opportunity for buyers seeking a home with character, hardwood floors, generous outdoor space, and room to make it their own. Come see the possibilities at 1016 Sperry Road!

1016 Sperry Rd, Cheshire

50 Saint Joseph St, Cheshire
$349,999
3 Beds ⋅ 2 Baths ⋅ 24211856 MLS
Welcome to 50 Saint Joseph Street, a charming brick Cape Cod offering 3 bedrooms, 1.5 baths and 1,573 square feet of living space in a convenient Cheshire location. Classic New England character meets a comfortable, functional layout featuring a bright living room with fireplace, an open kitchen and dining area, and flexible living space across two levels. The distinctive brick exterior, mature landscaping and established residential setting give this home plenty of curb appeal. Just minutes from Cheshire's popular Route 10 corridor, enjoy convenient access to local favorites including Viron Rondo Osteria, Mercato, Butcher Bros Steakhouse, and Fuoco Apizza, along with shopping and everyday necessities. Outdoor recreation is also close by, including the Farmington Canal Heritage Trail and Cheshire's many parks and recreational amenities. In addition, convenient access to I-691 makes travel throughout central Connecticut easy. A wonderful opportunity to own a classic brick Cape and enjoy everything Cheshire has to offer.

50 Saint Joseph St, Cheshire

385 Sir Walter Dr, Cheshire
$649,900
3 Beds ⋅ 3 Baths ⋅ 24211153 MLS
Welcome to this immaculate Colonial nestled in a desirable neighborhood on a level, one-acre lot! This move-in-ready, 3-bedroom, 2.5-bath home offers numerous updates and exceptional living spaces with so much flexibility. The spacious and bright front to back living room features crown molding and fireplace while the formal dining room showcases classic shadow box trim. The custom renovated kitchen features abundant cabinetry, quartz countertops, tile backsplash, newer appliances, and a breakfast bar overlooking the family room which offers built-ins and a window seat. The spectacular sun drenched Great Room boasts a soaring ceiling punctuated with exposed beams, walls of windows, and a stone fireplace with pellet-stove insert that can heat the entire first floor. Upstairs, the expanded primary bedroom includes a fully updated bath and two custom California closets. Additional updates include a new roof, updated windows, and more! This home features fully paid-off solar panels that generate approximately 114% of the home's annual electricity usage, resulting in no electric bills over the past year, making electric heating even more desirable and are under warranty through 2048! Outside, enjoy the level yard with professional landscaping and newer composite deck-perfect for relaxing or entertaining. A wonderful blend of character, comfort, updates, energy efficiency and no electric bills, this home will check all the boxes!

385 Sir Walter Dr, Cheshire

1 Mountaincrest Dr, Cheshire
$1,375,000
4 Beds ⋅ 5 Baths ⋅ 24206472 MLS
A timeless, flexible floor plan with all the newest upgrades. Majestically situated on a gentle hill in a South Cheshire neighborhood, this home is designed to capture the country setting.The impressive 4,000+ sqft contemporary colonial is move-in ready. The cook's delight kitchen features stainless steel appliances, a Sub-Zero refrigerator, a 5-burner gas stove with vented hood,Two full size microwaves, Fisher Paykel drawer dishwasher and an expansive granite island w/seating for 5 & opening into the spacious living room with gas fireplace, wet bar and built-in sound system. The familyroom has french doors opening on to an expansive deck & screened gazebo. The private main floor study comes complete with custom built-ins, hardwood floors and glass french doors, this extra first floor room can serve as a multipurpose area as well. A large mudroom with built-ins and a separate laundry room add everyday function. All-new stunning baths and hardwood floors throughout add polish. Upstairs, your private primary retreat awaits, a cozy sitting nook plus spacious marble bath with soaking tub, glass shower, oversized vanity & expansive separate closets. There is a princess bedroom with private marble bath. As well as, a Jack-n-Jill layout bedrooms and bath. Flexible living space on the walk-out lower level ideal for recreation,media, guestroom, gym or just to relax in nature with a wonderful outdoor hot tub. In addition to the 3 car garage there is an EV hook-up!

1 Mountaincrest Dr, Cheshire

662 Coleman Rd, Cheshire
$775,000
4 Beds ⋅ 3 Baths ⋅ 24211310 MLS
Beautiful home set on almost 2 acres in a beautiful country setting, yet only 1.5 miles from the town center! Built from the foundation up in 2006, this home offers a brand new roof, new septic tank, soaring ceilings, flowing rooms and space for everyone! The welcoming foyer leads to the dining room highlighted by a fireplace with pellet stove insert, and the living room beyond - both with hardwood floors. A balcony from the upper level looks down on the kitchen with high ceilings, dramatic chefs vent, beautiful granite countertops and new refrigerator. Also included on the main level is an office, a bedroom that can be utilized as a den, and a laundry room that leads to the huge three car garage. Upstairs you'll find three large bedrooms with new LVP flooring, including the primary suite with walk-in closet and spa bath with whirlpool tub. Another office, another full bath and a bright reading nook complete the upper level. The lower level is semi-finished (no heat) to offer more room to spread out. Numerous updates include a brand new roof (2026), new 1250 plastic septic tank being installed (2026), new driveway (2025), newer well tank, newer washer and dryer, and an electric car charger in the garage. Welcome Home!

662 Coleman Rd, Cheshire

388 Sharon Dr, Cheshire
$409,900
3 Beds ⋅ 2 Baths ⋅ 24210609 MLS
Charming three bedroom ranch offering spacious living and a convenient location close to shopping, dining, schools and amenities. The large open kitchen features a generous dining area perfect for everyday meals and entertaining. Enjoy the inviting first floor family room with a cozy fireplace, creating a warm and comfortable gathering space. The primary bedroom includes it's own primary bath for added comfort and convenience. Beautiful hardwood floors run throughout much of the home adding character and appeal. An Unfinished lower level provides potential to nearly double the living space, offering endless possibilities for future expansion. Situated on a level lot, the property also features a lovely deck, ideal for relaxing.

388 Sharon Dr, Cheshire

21 Berkshire Ct, Cheshire
$725,000
4 Beds ⋅ 3 Baths ⋅ 24210753 MLS
Welcome to 21 Berkshire Court, a beautifully updated 4-bedroom, 2.5-bath Colonial offering 2,373 square feet of living space plus approximately 500 additional square feet in the beautifully finished lower level. Set on a manicured .59-acre lot, this impressive home features thoughtfully designed renovations, wonderful living spaces, and exceptional curb appeal. The heart of the home is the gorgeous expanded kitchen featuring a breakfast bar, abundant cabinetry, and custom built-ins, all opening seamlessly to the inviting family room with additional custom built-ins and French doors leading to the large deck. Just off the kitchen is a highly functional laundry area with additional cabinetry and a convenient coffee bar, along with access to the half bath and attached two-car garage. A formal dining room, spacious living room, and beautiful entryway complete the main level, which features hardwood flooring throughout. Upstairs, the primary suite offers a walk-in closet and beautifully appointed full bath with double sinks and a walk-in shower. Three additional bedrooms and a second full bath complete the upper level. The beautifully finished lower-level rec room is perfect for entertaining, a home gym, playroom, media room, or home office, while still offering plenty of storage. Outside, enjoy the beautifully manicured yard and large deck overlooking the private backyard. Conveniently located close to the center of town with easy access to parks, restaurants & shopping!!

21 Berkshire Ct, Cheshire

225 Bethmour Rd, Bethany
$574,900
4 Beds ⋅ 3 Baths ⋅ 24210574 MLS
Secluded rear lot Colonial located in the heart of Bethany! This expansive 4 Bedroom home, offers a lifestyle of leisure & enjoyment with this tranquil 3.63 acre tree-lined property. The home is set far back from the road down a long freshly milled driveway with convenient circular turn around at the bottom. A cobblestone pathway leads you to the welcoming covered porch entrance as you begin your tour of the inside. Newly refinished hardwood floors bring you through the L-Shaped combo Living room/Dining room complete w/wood burning Fireplace & bay window overlooking a tree-filled yard. Directly off the Living room we enter a bright & welcoming Eat-in-Kitchen once again w/hardwood floors, white cabinets, SS appliances & dining space. Rounding out the main level is a generous Family room w/vinyl flooring & 2nd Fireplace w/electric insert & sliders leading to the enjoyable private back deck. Upstairs we find new vinyl flooring covering the entire top level. At one end of the home the primary suite awaits, offering a walk-in closet, Full bath (w/room for future expansion) & an extra room over garage offering options for more closet space or possible small office or more! The other 3 Bedrooms & hallway Full Bath tie the upper level all together. The home also features a full unfinished basement just waiting to be completed into additional living space w/sliders to the outside. There is also an oversized 2 Car Garage, New Roof/Solar PPA, Newer CA. Home awaits your finishing touch!

225 Bethmour Rd, Bethany

190 Remus Rd, Cheshire
$469,900
4 Beds ⋅ 2 Baths ⋅ 24207733 MLS
A great opportunity to own this 4 Bedroom, 2 Bath Ranch in South Cheshire with a versatile open floor plan and one level living! A welcoming first impression can be felt as you enter the light and bright living room and continues into the Dining Area and Eat-in Kitchen with electric cooktop, built-in oven, pantry and stainless appliances. Conveniently off the Kitchen is the laundry/mud room with an entrance to the driveway for ease in carrying in groceries! A Family Room, with large picture window looking out to the yard, is the perfect spot for relaxing at the end of the day. A four season Sun Room, equipped with heat and A/C and statement skylight, provides access to the deck and yard making this the ideal spot for entertaining! Separate from the other bedrooms is the Primary Bedroom with attached full bath with walk-in shower. The additional 3 bedrooms and full Bath are located just down the hall. A walk up attic is positioned for future ease of expansion to the home. Full, unfished walk-out basement leads to a large shed area and the spacious, level back yard. Solar panels, central air, new roof, freshly painted throughout, updated baths, gutter guards, newer windows. Convenient to shopping, restaurants and highways. Don't miss your chance to make this spacious Ranch Style home your own!

190 Remus Rd, Cheshire

4 Florence Dr, Prospect
$699,000
4 Beds ⋅ 2 Baths ⋅ 24209618 MLS
Your own private retreat awaits! Set on a beautifully appointed acre at the end of a cul-de-sac, this impressive brick ranch offers an exceptional blend of everyday comfort, entertaining space, and resort-style amenities. With approximately 4,400 square feet of finished living space across two levels, there is room for everyone to spread out, gather, and enjoy. The main level welcomes you with an inviting open layout centered around a bright living room with a propane fireplace and a spectacular kitchen designed for those who love to cook and entertain. A 6-burner Wolf range anchors the kitchen, while the adjoining three-season porch provides a wonderful extension of the living space. The spacious primary suite offers a private retreat, complete with a generous bath featuring dual vanities, a Jacuzzi tub, and separate shower. The lower level takes entertaining to another level with a second kitchen, comfortable living area, bar, pool table, phone booth, and half bath. A separate entrance adds flexibility, making this level ideal for guests, extended family, recreational use, or other possibilities. Step outside and discover your own backyard getaway. An inground pool, putting green, hot tub, stamped-concrete patio, and irrigation system create an environment made for summer gatherings and relaxing weekends at home. The property also offers an impressive circular brick driveway, three-car attached garage, and an additional two-car detached tandem garage.

4 Florence Dr, Prospect

368 Charles Dr, Cheshire
$749,000
4 Beds ⋅ 3 Baths ⋅ 24208525 MLS
Welcome to this completely remodeled home w/ a private In-law apartment in a highly desirable Cheshire neighborhood! Set on a spacious 1-acre lot, this truly move-in-ready property has been extensively renovated from top to bottom. The main living level features 3 BR & 2 full BA, offering comfortable & inviting living spaces throughout. The newly renovated kitchen is the heart of the home, featuring brand-new appliances, perfect for everyday living & entertaining. All new flooring throughout! Step outside through the DR onto the new deck, the perfect setting for family gatherings. The professionally landscaped, level yard is enhanced by a charming stone wall, an irrigation system, & a brand-new patio. Brand-New Handicap-Accessible in-law apt, a wonderful addition to this home offers its own private entrance & is thoughtfully designed for comfortable, accessible living. The spacious layout includes BR, full BA, living room, beautiful eat-in kitchen & washer dryer hookups. This private suite offers convenience, & endless possibilities. The extensive list of improvements includes a new roof, new windows, multiple new split-units heating & cooling system, new hot water heater, brand-new septic system, & solar panels. This is a rare opportunity to own a meticulously renovated Cheshire home with an in-law apartment that is set on a picturesque acre of land in a sought-after location. Simply unpack, settle in, and enjoy everything this extraordinary property has to offer!

368 Charles Dr, Cheshire

531 Blacks Rd, Cheshire
$599,000
3 Beds ⋅ 4 Baths ⋅ 24209218 MLS
Welcome to 531 Blacks Road, a spacious and distinctive split-level home set on a beautiful, level 1.93 acre property. A broad front lawn creates a generous set back from the street, while the park-like backyard provides an exceptional amount of usable outdoor space. From the covered front porch, double-entry doors welcome you into a dramatic, light-filled two-story foyer with soaring windows and an open staircase, an impressive introduction to the home's multi-level layout. Hardwood floors and abundant windows enhance the main living areas and bedrooms. The kitchen, with side door access, features abundant cabinetry, Corian countertops, and a generously proportioned dining area with plenty of room for everyday dining and entertaining. The adjoining living room is anchored by a full-wall brick fireplace, while two sets of glass doors open to the screened porch and frame views of the grounds. Upstairs are three bedrooms, including a primary with a private full bath, along with a versatile flex room ideal for a den, home office or hobby space. The walkout lower-level family room includes a half bath and access to the backyard and two-car garage. Recent improvements include a new roof and new gutters. Cheshire is known for its well-regarded public schools, extensive walking trails, parks, and wide selection of shopping and dining destinations, including The Shops at Stone Bridge. This home offers easy access to recreation, everyday amenities, and major commuter routes.

531 Blacks Rd, Cheshire

83 Quarry Village Rd Unit 83, Cheshire
$335,000
2 Beds ⋅ 2 Baths ⋅ 24205596 MLS ⋅ Quarry Village BLDG.
This unit is located in the highly desirable Quarry Village complex, a quiet and exceptionally maintained residential community. Enjoy the proximity to the center of Cheshire, numerous parks and playgrounds, the Cheshire Community Pool, orchards, the Farmington Canal Heritage Trail, as well as extensive dining and shopping options. It is approximately 30 minutes to Hartford or New Haven. Your main level includes your living room with bay window and a gas fireplace, the kitchen with esthetically pleasing appliances and half bath. The double doors of the light-filled dining room lead to an updated Trex deck. The 2nd floor has two bedrooms with ample walk-in closet space, a full bath, as well as a bonus room that can be a third bedroom or home office. The basement is partially finished with a workshop room and extra humidity-controlled storage. The unit has an attached garage and driveway parking. Ample visitor and guest parking is available throughout the complex. Recent condo updates include: 2026 new roof depicted in aerial photos, new a/c compressor and fan (2026), updated Trex deck and new dishwasher (2025). The amenities & services covered by the low monthly Homeowners Assoc. include ground maintenance, snow removal, trash collection, and public water fee.

83 Quarry Village Rd Unit 83, Cheshire

1100 Coleman Rd, Cheshire
$649,000
4 Beds ⋅ 3 Baths ⋅ 24205288 MLS
OWNER MOTIVATED! Great Opportunity. Beautiful setting. Come see! Welcome to 1100 Coleman Rd, a charming, timeless Colonial nestled on a peaceful, private 1.85-acre lot in the heart of Cheshire, CT. Built in 1957, this home combines classic architectural craftsmanship with 2,280 square feet of functional living space, highlighted by beautiful hardwood floors throughout. The main level features a formal living room anchored by a fireplace with a custom-built mantel, traditional dentil crown molding, built-in bookcases, and convenient wood storage. Host large gatherings in the formal dining room, or relax in the eat-in kitchen and family room combination, which features two beautiful bay windows, a main-floor powder room, and direct access to an expansive deck that spans nearly the entire back of the home. This massive outdoor living space flows effortlessly into a park-like backyard, creating an ideal setting for seamless indoor-outdoor entertaining, gardening, or quiet relaxation. The second floor hosts 4 spacious bedrooms and 2 full bathrooms, offering plenty of room for family, guests, or a dedicated home office. The lower level maximizes every square foot, starting with a convenient underhouse side-load garage that opens into a finished, generous laundry room. Down the hall past the utility room, you will find a versatile finished bonus room with its own cozy fireplace-perfect for a playroom, media room, or art studio.

1100 Coleman Rd, Cheshire

1 Bayberry Rd, Prospect
$659,900
4 Beds ⋅ 3 Baths ⋅ 24208947 MLS
This spacious contemporary home offers a unique combination of open living spaces, abundant natural light, and privacy. The open floor plan features soaring ceilings, a south-facing wall of windows, and beautiful hardwood floors throughout. The four-level design provides an exceptional amount of living space, including a living room on each level. The main living area features a sunken living room and custom built-ins, creating a warm and distinctive gathering space. The home offers four bedrooms, including a spacious primary suite with a vaulted ceiling. The luxurious ensuite bathroom features a Jacuzzi tub, separate shower, and an extra-large walk-in closet. Additional highlights include a custom hair station with wash sink, a large deck, and a two-car garage located beneath the home. Outside, enjoy excellent sun exposure, mature fruit trees, colorful flower gardens, and a large garden area. The rear yard includes a level open field-ideal for outdoor recreation, sports, gardening, or simply enjoying the privacy and natural surroundings. This is a truly distinctive property offering space, character, and privacy in a one-of-a-kind setting. Agent is related to the seller.

1 Bayberry Rd, Prospect

70 Heritage Dr, Cheshire
$649,900
3 Beds ⋅ 3 Baths ⋅ 24208189 MLS
Welcome to 70 Heritage Drive, a beautifully maintained 3-bedroom, 2.5-bath home offering 2,080 sq. ft. of living space plus an additional 525 sq. ft. in the finished lower level. Set on .35 acres with wonderful curb appeal, this inviting home offers a spacious and versatile floor plan. The welcoming entry leads to a beautiful kitchen featuring granite countertops, stainless steel appliances, and an eat-in area with sliders to a large deck with awning-perfect for outdoor dining and entertaining. A formal dining room with bay window and formal living room, currently used as a home office, provide additional flexible living space. At the back of the home, the expanded family room is a standout, featuring a gas fireplace and a wall of windows that fills the room with natural light. A half bath completes the main level. Upstairs, the spacious primary bedroom features a beautifully updated private bath. Two additional bedrooms and a second full bath complete the upper level. The finished lower level adds approximately 525 sq. ft. of additional living space with a rec room, plus a laundry area and additional storage. Outside, enjoy the large deck, patio, irrigation system, and nicely maintained yard. Additional features include a 2-car garage, city water and sewer, a new roof (2026), Central Air on 2nd floor and a ductless split in Living Room & Family Room. Conveniently located just a short walk from in-town activities, this home combines space, comfort, and a great location

70 Heritage Dr, Cheshire

10 Lombard Dr, Prospect
$598,000
3 Beds ⋅ 4 Baths ⋅ 24194830 MLS
First time on the market. A true mid-century modern updated oasis tucked away on a private road with 2.19 acres and conveniently located off of Route 69, Waterbury Road. As you enter this beautiful home the marble-tiled floors with soaring 10-foot ceilings lead to the floor to ceiling white brick fireplace with a gas heater insert and a bay window overlooking the private back yard. The kitchen and family room offer an open concept flow with a pellet stove that keeps it cozy and warm on those cold winter days. Adjacent to the family room there is a three-season sunroom with a sloping pine ceiling with doors leading to the patio and back yard. Four steps up from the main living area are three bedrooms with the main bedroom suite offering a washer and dryer in addition to a large cedar closet outside the entrance. The other two bedrooms share a shower/tub combo in the hall. Both bathrooms have been recently renovated. The walk out basement offers a second kitchen with full bath and two added rooms including the second gas fireplace. This level is conducive for an in-law suite. There is plenty of storage on this level that also offers the second washer and dryer. A whole house generator, C/A, hardwood floors, EV hookup and two 330-gallon oil tanks are located in the garage. Two recently repaved driveways also add to its desirability. There is 2,580 sq ft on the main level and 800 sq ft in the finished walk-out. Terrific location close to elementary and middle schools.

10 Lombard Dr, Prospect

122 Green Hill Ln, Cheshire
$439,900
3 Beds ⋅ 2 Baths ⋅ 24208667 MLS
Welcome to 122 Green Hill Lane, a beautifully updated 3-bedroom, 1.5-bath ranch offering 1,572 square feet of comfortable living space in desirable South Cheshire. Step inside to gleaming new hardwood floors throughout and an updated kitchen featuring stainless steel appliances. The spacious family room is a standout, with vaulted ceilings, a ceiling fan, and an impressive wood-burning stone fireplace. Step outside to the private rear deck, perfect for relaxing or entertaining. Additional features include thermopane replacement windows, ceiling fans in all three bedrooms, a covered front porch, and a one-car underneath garage. The expansive 1,056-square-foot unfinished basement offers tremendous potential for additional finished living space, potentially bringing the home to approximately 2,500 square feet. Situated on .42 acres with convenient access to Quinnipiac University, Sleeping Giant State Park, Yale University, shopping, dining, and major commuting routes. Move-in ready with room to grow!

122 Green Hill Ln, Cheshire

644 S Brooksvale Rd, Cheshire
$1,630,000
5 Beds ⋅ 5 Baths ⋅ 24207257 MLS
Nestled on 2.26 beautifully landscaped acres and set well back from the road, this exceptional contemporary Colonial offers a rare blend of privacy, elegance, craftsmanship, and resort-style living. With more than 6,300 square feet of above-grade living space and views of Cheshire Land Trust property, the home enjoys a peaceful natural setting while delivering an extraordinary collection of indoor and outdoor amenities. Natural light fills the home from every angle, beginning in the dramatic two-story foyer, where soaring floor-to-ceiling windows, a striking brick accent walls, elegant chandelier, and pellet stove create a grand first impression. The expansive first level features radiant floor heating and remarkable flexibility, offering a spacious family room, private office, full bath, and an impressive 43' x 15' room with endless possibilities. Walkout access leads to a covered deck and the private grounds beyond, making this level ideal for entertaining, a fitness studio, guest accommodations, an in-law suite, or multi-generational living. Upstairs, the main living spaces are both sophisticated and inviting. The gourmet kitchen showcases rich custom cherry cabinetry, granite countertops, custom stainless steel appliances, a center island, and a sun-drenched breakfast area overlooking the surrounding landscape. Formal living and dining rooms provide elegant entertaining spaces, while the vaulted Great Room with pellet stove serves as a warm and welcoming gathering place.

644 S Brooksvale Rd, Cheshire

175 Waterbury Rd, Prospect
$250,000
24208436 MLS
Excellent opportunity to acquire a highly visible commercial corner property at Route 69 and Murphy Road along the Prospect/Waterbury town line. The offering includes 175 Waterbury Road, a 1.04 acre commercial parcel in Prospect, together with an adjoining .16 acre residential parcel in Waterbury, for approximately 1.20 acres total. The property offers approximately 350 feet of road frontage and excellent exposure along the well traveled Route 69 corridor, with convenient access to both Prospect and Waterbury. Gas, electric and public water are available in the street. An existing sewer line runs through the property. Buyer to verify the availability, location, capacity and connection requirements for all utilities with the appropriate authorities. Excellent opportunity for an investor, developer or owner user seeking a prominent corner location with strong visibility. Property is being offered as is, with buyers responsible for their own due diligence regarding permitted uses, development potential, utilities, zoning and required approvals.

175 Waterbury Rd, Prospect

77 Pleasant Dr, Bethany
$489,900
5 Beds ⋅ 3 Baths ⋅ 24208150 MLS
Welcome to 77 Pleasant Drive, where peaceful country living meets the confidence of extensive recent updates. Set on a private 1.53-acre lot, this spacious 5-bedroom, 2.5-bath raised ranch offers room to spread out, entertain, work from home, and enjoy your own backyard retreat. Step inside to a bright, welcoming main level featuring a comfortable living room with a cozy fireplace, formal dining area, eat-in kitchen, and well-appointed bedrooms. Downstairs, the fully finished walk-out lower level adds exceptional versatility, complete with an additional bedroom and half bath. Create the guest space, home office, media room, fitness area, or flexible living space that fits your lifestyle. Outside, the property truly shines. Spend summer afternoons relaxing by the in-ground gunite pool, host friends on the back deck, or simply enjoy the privacy and serenity of the surrounding yard. Even better, many of the home's major systems have already been updated, offering added peace of mind for the next owner. Improvements include a new septic tank, roof, well pump, and boiler in 2020, a water treatment system in 2023, and a new oil tank in 2023. Conveniently located approximately two miles from Bethany Community School and Amity Regional Middle School, 77 Pleasant Drive combines space, privacy, flexibility, and extensive improvements in one inviting property. Come experience the setting, space, and lifestyle this Bethany home has to offer. Home to be sold in as-is condition

77 Pleasant Dr, Bethany

295 Towpath Ln, Cheshire
$725,000
4 Beds ⋅ 3 Baths ⋅ 24208080 MLS
This desirable home offers large spacious living spaces to accommodate many living needs. Love a family room with a fireplace? This room also has built in shelves. Always wanted a kitchen with glass door cabinets to display your beautiful treasured glassware? This kitchen has that and a lot of workspace, counter space for your kitchen machines, as well as a nice dining area overlooking a bright window to the outdoors. A very large formal living room that maybe you want to use as a home office. All hardwood flooring on first floor offers a warm environment and easy maintenance. A sunporch off the back of the house is a treasure. Hang out here and head out to the built in pool- perfect for large gatherings all summer. The second floor bedrooms boast nice ceiling fans and good size rooms that can fit the bill for your personal needs. Guest rooms, home office, art room, playrooms.. the opportunities are endless. The lower level offers even more space... gym anyone? and storage areas too. The home is nicely updated with a classic style and appeal. The rear yard in addition to the in ground pool has a fenced in yard that appeals to many for their furry friends and more. Irrigation system. You will want to call this "home".

295 Towpath Ln, Cheshire

24 Judd Hill Rd, Bethany
$975,000
4 Beds ⋅ 6 Baths ⋅ 24207327 MLS
Privately set on 2.59 wooded acres, in a highly desirable area of Bethany, this inviting home has been lovingly maintained by its original owner for 19 years. Filled with natural light, the spacious open-concept floor plan on the main level offers a comfortable flow for everyday living and entertaining. There are beautiful hardwood floors throughout. There are both a formal living room and a huge family room that features a cozy fireplace. The gracious formal dining room offers wonderful space for entertaining. The bright eat-in kitchen opens through sliders to a welcoming deck and a private backyard. Perfect for morning coffee, outdoor dining, or relaxing. A powder room and laundry complete the first floor. Upstairs, four generously sized bedrooms are complemented by a large additional room with its own full bath, offering flexible space for a home office, playroom, gym, media room, or a superb guest suite. This generous space also features a second staircase to the first floor, making for a perfect au-pair setup. The large main suite is a perfect getaway, with a tray ceiling, a huge walk-in closet, and an en-suite bath with a jetted tub. Freshly painted inside and out. It comes fully equipped with a generator for peace of mind. The basement offers lots of dry storage, with high ceilings if you want more living space. The walk-up attic has high ceilings for even more dry storage.

24 Judd Hill Rd, Bethany

107 Gaylord Mountain Rd, Bethany
$475,000
4 Beds ⋅ 2 Baths ⋅ 24207170 MLS
Set on a private 4-acre wooded lot in scenic Bethany, this spacious 4-bedroom, 2-full-bath Contemporary offers over 2,400 sq ft of updated living space with a brand new roof among other improvements! Step into a vaulted great room where exposed wood beams, skylight, and a cozy wood-burning stove create a warm space, framed by windows looking out to the trees. Hardwood flooring flows through the kitchen and dining room. The eat-in kitchen has a sliding glass door to the deck overlooking the private backyard. A large den or family room with access to the one-car garage is on the main level along with a full bathroom and laundry. Upstairs, is a newly renovated full bathroom with a double sink vanity and skylight that fills the space with natural light. Brand-new wall-to-wall carpeting on the second floor and staircase and fresh paint throughout the entire home creates a bright, move-in-ready feel. Outside, the home has been well maintained with exterior siding repairs, fresh exterior paint, and new roof, offering peace of mind for years to come. The wooded acreage provides plenty of room to garden, play, or simply enjoy the peaceful, private setting Bethany is known for. Ideally located just minutes from Amity schools, Bethany's town green, and Veterans Memorial Park, with easy access to Sleeping Giant State Park, Routes 63 & 69, and a quick commute to neighboring Woodbridge, Hamden, and New Haven amenities. A rare opportunity to enjoy privacy and space in a convenient location!

107 Gaylord Mountain Rd, Bethany

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