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73 Harrison Dr, Wolcott
$825,000
4 Beds ⋅ 4 Baths ⋅ 24216671 MLS
Impressive 4-5 bedroom, 4 bath Colonial in one of Wolcott's most desirable neighborhoods offers 4,152 sq ft above grade PLUS 2,158 sq ft in the finished walkout lower level - for over 6,300 sq ft in total! Double entry doors open to a dramatic two-story foyer and grand staircase. The sun-filled living room showcases soaring two-story windows, hardwood floors and a fireplace. A beautiful dining room leads to a spacious kitchen with Sub-Zero fridge, GE Profile double ovens, island cooktop and casual dining area. The adjoining family room offers a second fireplace, French doors to the pool patio and access to a bright sunroom surrounded by French doors. Enjoy expansive multilevel decks and a heated inground pool with new 2026 liner. A main-level bedroom/office, full bath, laundry and 3-car garage add convenience. Upstairs, the generous primary suite features a wall of windows, two walk-in closets, dressing vanity and bath with jetted soaking tub overlooking the yard, double sinks and separate shower. Three spacious bedrooms and a shared bath with granite-topped double vanity complete the second floor. The versatile 2,158 sq ft finished walkout lower level has its own entrance, kitchen, full bath, dining area, laundry and two large rooms-ideal for a potential in-law setup, multigenerational living or recreation space. Updates: roof (2025), A/C condenser (2023), hw heater (2025), pool heater (2022) and liner (2026). Exceptional space for everyday living and entertaining!

73 Harrison Dr, Wolcott
158 Grand St, Waterbury
$825,000
2 Baths ⋅ 24186496 MLS
Rare value add and development opportunity with approvals already in place. This commercial building comes with approved architectural plans, MEPs, and civil survey for a mixed-use redevelopment consisting of commercial space on the ground floor and 10 residential apartments above. The approved unit mix includes 2 studios, 7 one-bedroom units, and 1 two-bedroom unit. Located in a desirable area with strong rental demand, this spacious building offers investors and developers the chance to bypass much of the entitlement process and move directly toward construction. The hard work of obtaining approvals has already been completed, creating a significant advantage for the next owner. Whether you're looking to expand your portfolio, capitalize on the growing demand for mixed use properties, or develop a long term income producing asset, this property presents an exceptional opportunity. Bring your vision and construction team this project is primed for transformation and positioned to deliver substantial upside upon completion.

158 Grand St, Waterbury
400 Beacon Hill Dr, Cheshire
$824,900
5 Beds ⋅ 4 Baths ⋅ 24176902 MLS
Timeless Center Hall French Colonial featuring 5 Bedrooms and 3.5 Baths, gracefully set within a quiet neighborhood. This charming residence showcases exceptional curb appeal, highlighted by beautifully crafted stone walls and professionally designed landscaping that draw the eye to its stately brick facade and custom, functional shutters. Just beyond the inviting entryway, you'll find a light-filled Living Room featuring a wood-burning fireplace, crown molding and gleaming hardwood floors. The adjoining Dining Room is perfect for gatherings, complete with built-in cabinetry and a slider that opens to an expansive backyard deck, ideal for entertaining. At the heart of the home is a thoughtfully designed custom Kitchen-truly a chef's dream-featuring a Bertazzoni gas range, abundant quartz countertops, rich cherry cabinetry and elegant Italian tile flooring. An informal dining area and cozy sitting space create a warm, inviting atmosphere for everyday living. A private first-floor office, complete with built-in bookshelves and generous windows, provides an ideal setting for a home workspace. The spacious Primary Suite, conveniently located on the main level, offers ample closet space and a full en-suite Bath with a walk-in shower and water closet. An additional full bath, beautifully updated with marble finishes, completes the main level. Upstairs, you'll find four generously sized Bedrooms, along with a well-appointed Hall Bath featuring marble accents and double sinks.

400 Beacon Hill Dr, Cheshire
159 Church St, Naugatuck
$800,000
3 Baths ⋅ 24158348 MLS
Located in the heart of Naugatuck's bustling business district, this large commercial space offers exceptional visibility and accessibility. Surrounded by a vibrant mix of shops, restaurants, and other thriving businesses, it's the perfect location for retail, office, or service-oriented enterprises. The property features ample public parking, making it convenient for both customers and employees. Don't miss this opportunity to establish your business in one of Naugatuck's most sought-after commercial areas!

159 Church St, Naugatuck
15 Ashmun St, Waterbury
$799,900
1 Baths ⋅ 24205206 MLS
Investors take Notice!! Ideal investment property located in Waterbury's East End! With 6 units and 7 garages, this is an official cash cow! Call to schedule showing!

15 Ashmun St, Waterbury
112 Idlewood Rd, Wolcott
$799,900
4 Beds ⋅ 4 Baths ⋅ 24201653 MLS
Welcome to 112 Idlewood Rd in Wolcott CT offering a distinctive custom Victorian Colonial set on approx 3 private acres w over 4000 SF of living space and a picturesque private brook fed pond w fountain This impressive 4 BR 2 full BA 2 half BA home offers exceptional space character privacy and versatility A wide wraparound porch w gazebo overlooks the beautiful grounds and provides the perfect setting for relaxing and entertaining Inside find abundant natural light HW floors crown molding and generous living spaces Spacious EIK features granite counters breakfast bar newer SS appl and views of the backyard and pond Expansive family rm offers built ins and a wood stove Exceptional 1st fl primary suite features HW floors WIC private BA and oversized jetted indoor spa beneath a dramatic 2 story round tower ceiling plus slider to the backyard 1st fl laundry and office add convenience Upstairs offers 3 additional BRs plus 2nd kitchen providing excellent in law or guest potential Walk up attic and lower level rec space provide additional possibilities Oversized 4+ car garage fits up to 6 vehicles w workshop and storage Barn outbuilding w water and electric offers equestrian hobby or gathering potential Enjoy fishing for bass in summer and winter skating on the pond when conditions allow Andersen windows 2 AC units 2 zone heat dual access driveway newer exterior paint roof approx 12 yrs well pump and WH replaced 2022 A truly unique New England estate

112 Idlewood Rd, Wolcott
320 Central Ave, Wolcott
$799,900
2 Beds ⋅ 1 Baths ⋅ 24195023 MLS
Location at its finest! Tucked away down a long private driveway, this charming cottage sits on over an acre of land with direct frontage on Hitchcock Lake. Enjoy a peaceful, secluded setting just steps from the water's edge. Whether you're looking to renovate, rebuild, or create your dream lakeside retreat, this exceptional property offers endless possibilities in a truly one-of-a-kind location.

320 Central Ave, Wolcott
33 Jacqueline Dr, Wolcott
$799,900
3 Beds ⋅ 3 Baths ⋅ 24180270 MLS
This one owner custom built home is secluded on 4.64 acres of land butting up to a conservation area and the Blue trail leading you to Wolcott's beautiful Peterson Park. Wait till you turn onto Jacqueline Dr. and pass by the 12 magnificent homes that make up the Prestigious Beacon Hill neighborhood leading you to the end of the culdesac to house #33. The long secluded driveway brings you to this unique Cape style home waiting for your visit. The home was specifically designed for expansion to fit multigenerational living and a 4 car garage that suited the owners construction and mechanic needs. The impressive 4 car garage has a 12 ft door that fits almost anyones needs and has a separate staircase leading you to a 30x50 unfinished space above waiting for you to create your dream space. This unique 3 bedroom 3.1 bath cape featuring a sun filled two story great room with a cozy gas fp and a slider to a trex deck overlooking the yard. Custom cabinetry, enormous island, built In hutches, double ovens and a gas range for cooking will make a great place for you to create meals with ease for yourself or many guests. The master suite is located on the main level offering a full bath, fireplace walk in closet and French door leading to the back deck. This well maintained home has had major updates/replacements of the Roof 2025, furnace & hot water tank 2019, well pump & softener 2024 & the Cair in 2023. This loved home is just waiting for you to make your own modernized change.

33 Jacqueline Dr, Wolcott
18 Hunting Ridge Rd, Middlebury
$789,900
4 Beds ⋅ 3 Baths ⋅ 24203733 MLS
Experience uncompromised interior luxury with zero yard-maintenance stress at 18 Hunting Ridge Road. Nestled in a quiet Middlebury cul-de-sac with a natural wooded privacy hill out back, this 2025-built custom Colonial trades endless weekend lawn-mowing chores for spectacular, turn-key indoor living. Step inside to a sprawling, open-concept main floor highlighted by dramatic open-beam ceilings and an abundance of natural light. The chef's kitchen is an absolute showstopper, featuring an oversized quartz island, premium finishes, and a seamless flow into the primary family room. Upstairs, the luxury primary suite serves as a true sanctuary, boasting a massive, dedicated 12' x 14' custom dressing room/changing suite that must be seen to be believed. A flexible main-level bedroom and full bath offer the perfect layout for multigenerational living, long-term guests, or a quiet executive home office. Forget spending your weekends managing sprawling acreage-the rear topography creates a magnificent, maintenance-free natural privacy barrier with absolutely no rear neighbors looking in. Enjoy quiet mornings or evening entertaining on your expansive 17' x 15' rear patio, perfectly curated for an upscale outdoor lounge experience. Equipped with public water, public sewer, and an expansive unfinished full basement ready for future expansion. Perfect for busy professionals, downsizers, or anyone seeking premium custom spaces without the upkeep of a massive lawn.

18 Hunting Ridge Rd, Middlebury
379 Perkins Ave, Waterbury
$780,000
6 Beds ⋅ 6 Baths ⋅ 24208216 MLS
Expand your investment portfolio with this fully rented package of six condominium units at 379 Perkins Avenue in Waterbury! Long-term tenants are in place in all of the 6 units, with all rents current, offering an established income stream from day one. Current condo and garage rents generate $7,305 per month-or $87,660 annually-with approximately $51,675 in annual net operating income. Each unit offers an identical layout with one bedroom, one full bathroom, approximately 608 square feet of living space, electric heat, and a one-car garage providing additional rental income. Similar condition throughout the units helps simplify ownership, while low HOA fees and a recently replaced roof add to the appeal of this convenient portfolio addition. An attractive opportunity for investors seeking established tenancy, consistent rental income, and the convenience of condo ownership. Sale includes Units 4, 5, 6, 7, 8, and 11, which must be purchased together as one package. All units will be delivered with current tenants in place.

379 Perkins Ave, Waterbury
379 Perkins Ave, Waterbury
$780,000
12 Baths ⋅ 24208173 MLS ⋅ Garwood BLDG.
Expand your investment portfolio with this fully rented package of six condominium units at 379 Perkins Avenue in Waterbury! Long-term tenants are in place in all of the 6 units, with all rents current, offering an established income stream from day one. Current condo and garage rents generate $7,305 per month-or $87,660 annually-with approximately $51,675 in annual net operating income. Each unit offers an identical layout with one bedroom, one full bathroom, approximately 608 square feet of living space, electric heat, and a one-car garage providing additional rental income. Similar condition throughout the units helps simplify ownership, while low HOA fees and a recently replaced roof add to the appeal of this convenient portfolio addition. An attractive opportunity for investors seeking established tenancy, consistent rental income, and the convenience of condo ownership. Sale includes Units 4, 5, 6, 7, 8, and 11, which must be purchased together as one package. All units will be delivered with current tenants in place.

379 Perkins Ave, Waterbury
96 Hill St, Waterbury
$779,900
14 Beds ⋅ 6 Baths ⋅ 24210234 MLS
Completely turnkey investment opportunity featuring two separate three-family buildings on one parcel, offering a total of six residential units with a desirable unit mix of (2) 3-bedroom, 1-bath and (4) 2-bedroom, 1-bath apartments. The front building offers 3,140 SF, while the rear building contains 1,648 SF, creating an investment with strong in-place income and minimal deferred maintenance. Apartments have been renovated throughout with new kitchens, durable laminate flooring, updated appliances and fixtures, and keyless entry systems with remote owner access. The roof is approximately 4 years old, further reducing near-term capital expenditure concerns. Additional amenities include an on-site laundry for added income potential and ample off-street parking for tenant convenience. Conveniently located with easy access to Downtown Waterbury, shopping, restaurants, public transportation, Route 8, and I-84. A top-notch investment opportunity for buyers seeking a truly turnkey asset with quality renovations, strong long-term income potential, and virtually no improvement needs. Can be purchased with multiple other buildings. One or more of this property's owners is a Real Estate Licensee.

96 Hill St, Waterbury
96 Hill St, Waterbury
$779,900
6 Baths ⋅ 24210238 MLS
Completely turnkey investment opportunity featuring two separate three-family buildings on one parcel, offering a total of six residential units with a desirable unit mix of (2) 3-bedroom, 1-bath and (4) 2-bedroom, 1-bath apartments. The front building offers 3,140 SF, while the rear building contains 1,648 SF, creating an investment with strong in-place income and minimal deferred maintenance. Apartments have been renovated throughout with new kitchens, durable laminate flooring, updated appliances and fixtures, and keyless entry systems with remote owner access. The roof is approximately 4 years old, further reducing near-term capital expenditure concerns. Additional amenities include an on-site laundry for added income potential and ample off-street parking for tenant convenience. Conveniently located with easy access to Downtown Waterbury, shopping, restaurants, public transportation, Route 8, and I-84. A top-notch investment opportunity for buyers seeking a truly turnkey asset with quality renovations, strong long-term income potential, and virtually no improvement needs. Can be purchased with multiple other buildings. One or more of this property's owners is a Real Estate Licensee.

96 Hill St, Waterbury
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
127 Kingswood Dr, Naugatuck
$775,000
4 Beds ⋅ 3 Baths ⋅ 24203265 MLS
From the moment you arrive, the quality and care are evident. A newly paved driveway leads to a beautifully landscaped setting, while the elegant brick facade and manicured grounds create an impressive first impression. Step inside to a welcoming, spacious foyer that sets the tone for the beautifully appointed interiors. Light-filled rooms feature hardwood floors, generous windows and thoughtfully designed spaces. The main level offers a formal living room with an elegant arched entry into the dining room, a private home office, laundry room and full bath. The heart of the home is the inviting kitchen, complete with updated appliances and an easy connection to the spacious family room with fireplace. French doors open to an exceptional private outdoor retreat featuring an inground pool, expansive patio and beautiful stone fire pit-perfect for entertaining or enjoying peaceful summer days at home. Upstairs, the luxurious primary suite offers a spa-inspired full bath with a sumptuous soaking tub and generous shower. Three additional bedrooms, one currently serving as a gym, and a hall bath complete the second level. The partially finished lower level provides abundant flex space for a recreation room, media area, exercise space, home office or whatever your lifestyle requires. There is a whole house automatic generator. An oversized attached three car garage provides generous space for vehicles and additional storage.

127 Kingswood Dr, Naugatuck
20 Hunting Ridge Rd, Middlebury
$774,900
3 Beds ⋅ 2 Baths ⋅ 24160275 MLS
Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 20 Hunting Ridge Road (aka Lot 11) is to be built. It is one level living at its finest! Features includes hardwood floors throughout, gas fireplace with stone surround, gourmet kitchen with large center island, convenient office in addition to 3 bedrooms and a 2 car attached garage. The primary bedroom boasts walk-in closet with custom shelving and private full bath. There are several other lots and plans to choose from or will build to suit! City water and sewer. Pictures are of previous house built.

20 Hunting Ridge Rd, Middlebury
27 Soderman Way Unit 27, Cheshire
$771,900
3 Beds ⋅ 3 Baths ⋅ 24216806 MLS ⋅ The Reserve At Stonebridge Crossing BLDG.
FINAL NEW CONSTRUCTION OPPORTUNITY AT THE RESERVE AT STONEBRIDGE CROSSING! Ready for immediate occupancy, this beautifully appointed carriage home offers the last opportunity to become an original homeowner in this sought-after Cheshire community. Featuring nearly 3,000 square feet of finished living space, this thoughtfully designed home combines luxury finishes, architectural appeal, and the convenience of low-maintenance living. A dramatic two-story great room with soaring ceilings and abundant natural light anchors the open-concept main level, complemented by engineered hardwood flooring and a beautifully upgraded Pro Kitchen featuring ceiling-height cabinetry, granite countertops, a 36-inch JennAir induction range, farmhouse sink, and vented hood. The first-floor primary suite offers a spacious walk-in closet, spa-inspired bath with oversized tiled shower, and convenient main-level laundry. Upstairs, an open loft overlooks the great room and connects two additional bedrooms, a full bath, and a private home office. The finished lower level adds approximately 525 square feet of flexible recreation space and a plumbing rough for future bathroom. Built to EG Home's Zero Energy Ready standards, this home has solar panels, high-efficiency heating and cooling, advanced insulation, and enhanced indoor air filtration. Enjoy community amenities including walking trails, a pavilion, and fire pit, with convenient access to every day living.

27 Soderman Way Unit 27, Cheshire
73 Shea Cir, Cheshire
$760,000
3 Beds ⋅ 3 Baths ⋅ 24190737 MLS ⋅ The Reserve At Stonebridge Crossing BLDG.
Beautifully designed home in desirable Stonebridge Riverside by EG Home, offering approximately 2,950 sq. ft. of total finished living space. This energy-efficient residence features 3 bedrooms, 2.5 baths, a dedicated office room, a versatile loft, and a finished basement with rough-in plumbing for a future full bathroom. The open-concept main level includes a spacious kitchen, dining area, and great room, while the first-floor primary suite offers a private bath and walk-in closet. Thoughtful upgrades include a private deck, attached 2-car garage, ceiling fans in all bedrooms, and a humidity control/ventilation system integrated with the home's high-performance HVAC setup. Enjoy low-maintenance living in a well-kept HOA community with exterior maintenance, landscaping, snow removal, trash service, and common area upkeep. Residents also have access to community recreation areas with grills, offering a great setting for relaxing and entertaining outdoors. High-performance construction, energy-efficient windows, advanced insulation, and an all-electric heat pump system complete this exceptional home.

73 Shea Cir, Cheshire
48 Soderman Way Unit 48, Cheshire
$759,900
3 Beds ⋅ 4 Baths ⋅ 24193469 MLS ⋅ The Reserve At Stonebridge Crossing BLDG.
Modern Style, Flexible Space & Low-Maintenance Living! Built in 2024, this beautifully appointed carriage home at The Reserve at Stonebridge Crossing offers a beautiful home with finished living space across three levels - room to live, work, and entertain. The welcoming foyer opens to a vaulted great room and an impressive kitchen featuring upgraded cabinetry, a contrasting stained island, and Frigidaire Professional appliances. Engineered hardwood flooring adds warmth throughout the main and upper levels. The main-level primary suite offers a tray ceiling, two spacious closets, and a private bath with double vanity and floor-to-ceiling tiled walk-in shower, plus convenient laundry hookups. Upstairs, two additional bedrooms, a full bath, dedicated study, open loft, and second laundry area provide exceptional flexibility. The finished lower level adds 525 square feet and a full bath, perfect for a media room, gym, guest space, or recreation area. Enjoy morning coffee or evening relaxation on the outside deck, with electronic blinds on the main level and an attached garage adding everyday convenience. Leave the landscaping, irrigation, snow removal, and grounds maintenance to the community. A pavilion with gas grills, tables, and fire pit, plus a neighborhood walking loop, makes it easy to enjoy the outdoors. With quick highway access to shopping, dining, and more, this home delivers modern comfort without the upkeep. Come see how easy living can be.

48 Soderman Way Unit 48, Cheshire
41 Soderman Way Unit 41, Cheshire
$759,900
3 Beds ⋅ 3 Baths ⋅ 24189829 MLS ⋅ The Reserve At Stonebridge Crossing BLDG.
Nothing to do but move into this stunning Carriage Home at The Reserve at Stonebridge Crossing, built by EG Home with exceptional energy-efficient features throughout. This 3-bedroom, 2.5-bath home offers a desirable first-floor primary suite with hardwood floors, custom blinds, first-floor laundry, and a luxurious bath featuring Kohler fixtures, a large glass-enclosed shower, and a rainfall showerhead. The open-concept main living area showcases hardwood flooring, a spacious custom island, and a chef's kitchen with a JennAir 6-burner gas cooktop, double ovens, and beverage cooler. Upstairs, a hardwood-floored loft overlooks the living space and is complemented by two additional bedrooms, a private office, full bath, and second laundry area. The finished lower level provides the perfect family room, home gym, or recreation space, with plumbing in place for a future bath. Built with 2x6 exterior walls, double-pane windows, spray foam insulation throughout, layered insulation for exceptional efficiency, and natural gas heat as well as Ecobee Smart Thermostats for convenience. Enjoy a private deck with stairs to the yard, an attached two-car garage with a generator transfer switch, and passive solar installations that help offset the $275/month HOA fee. HOA includes exterior maintenance, landscaping, snow removal, and trash service for easy, low-maintenance living. Easy access to 691, 84 and shopping making this the perfect home. Schedule your private showing today.

41 Soderman Way Unit 41, Cheshire
248 Hillside Ave, Naugatuck
$759,000
7 Beds ⋅ 3 Baths ⋅ 24213181 MLS
This very special 3 family 4,500 sqft house with an additional 1,600 sqft basement and 1,800 sqft garage and loft. Initially built in 1907, this three-story Georgian mansion was used as a single family home with an au-pair apartment on the third floor. Used as a legal three family since 2007. Roof replaced in 2008 with a 50 year shingle. In 2021, the home was renovated to current building codes, with utilities for each unit separated on to individual meters and common areas onto landlord meters. Electrical, plumbing, and HVAC systems are all new as of 2021 - 2022. INTERIOR PHOTOS COMING SOON

248 Hillside Ave, Naugatuck
Avenue Of Industry, Waterbury
$750,000
24174585 MLS
24-acre industrial development site in Waterbury, CT offering a rare opportunity to acquire a large, strategically located parcel with utilities in place and strong development potential. The property is zoned industrial and includes conceptual plans for an 8-building industrial condominium park with buildings ranging from 5,000-10,000 SF. Ideal for industrial condos, flex space, warehousing, or light manufacturing. The site features access to city water, sewer, and natural gas, with strong potential for phased development. Family-owned for over 15 years, the property is positioned near Interstate 84 and Route 8, providing excellent connectivity between the New York and Boston markets. Waterbury continues to emerge as a growing logistics and industrial hub, supported by major investment and increasing demand for modern industrial space. Limited new industrial inventory in the region creates a compelling opportunity for developers and investors. A 2024 feasibility study has been completed based on current zoning and utility layouts. Portions of the site contain previously delineated wetlands; prior approvals have expired and wetlands will require re-flagging and resubmission. Preliminary discussions with local planning officials indicate no anticipated material zoning changes. Offered as a land sale with conceptual plans and feasibility work included. Owners looking for quick sale.

Avenue Of Industry, Waterbury
77 Crest Rd, Middlebury
$749,900
4 Beds ⋅ 4 Baths ⋅ 24193938 MLS
Privacy, charm, and timeless craftsmanship define this exceptional Contemporary Craftsman on 1.5 acres in Middlebury's Historic District. Bordering the 9+ acre Crest Preserve, this 2,600+ sq. ft. home offers 4 bedrooms, 3.5 baths, a spacious living room, and a large family room with a flexible floor plan. Character abounds with original hand-carved staircases, hardwood floors, colonial shutters, reading nooks, and a finished attic, while thoughtful updates include a recently painted interior, updated baths, upgraded electrical, central air, gas fireplace insert, and a chef's kitchen with quartz countertops, double ovens, and stainless-steel appliances. Picture windows overlook the private backyard oasis featuring two Bluestone patios, a Belgian block patio, and a renovated Gunite saltwater pool with waterfall, newer mechanicals, and fencing. Exterior improvements include newer siding, roof, chimney, barn-style lighting, and professional landscaping. Surrounded by protected woodlands and the sounds of nearby church bells, this one-of-a-kind home offers the perfect blend of historic character, modern updates, and peaceful New England living.

77 Crest Rd, Middlebury
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
227 Hillside Ave, Waterbury
$745,000
2 Baths ⋅ 24210243 MLS
Not your average multifamily! This fully renovated 6-unit investment property has been extensively upgraded with quality improvements. The building is 100% occupied and consists of (6) spacious 2-bed, 1-bath apartments, each approx.. 800 SF. Current rents are below market, providing an excellent value-add opportunity through future rent adjustments. Each apartment has been nicely updated with white cabinetry, durable laminate flooring, updated appliances and fixtures, vinyl replacement windows, fire-rated entry doors, and keyless entry systems with remote owner access. Major mechanical improvements include high-efficiency combi boilers, backup boilers and tankless water heaters for added reliability, plus a smart water meter with automatic leak detection and shutoff to help minimize maintenance concerns. Additional building enhancements include roof approx. 4yrs old, basement sprinkler systems, LED motion-sensor lighting throughout the common areas, security system, and a fire/emergency alarm system with a direct connection to the Fire Department. A coin/card-operated laundry room provides an additional source of income. Conveniently located with easy access to shopping, restaurants, public transportation, Downtown Waterbury, Route 8, and I-84. An exceptional turnkey investment offering strong in-place income, minimal deferred maintenance, and long-term upside. Can be purchased with multiple other buildings. One or more of this property's owners is a Real Estate Licensee.

227 Hillside Ave, Waterbury
227 Hillside Ave, Waterbury
$745,000
12 Beds ⋅ 6 Baths ⋅ 24210241 MLS
Not your average multifamily! This fully renovated 6-unit investment property has been extensively upgraded with quality improvements. The building is 100% occupied and consists of (6) spacious 2-bed, 1-bath apartments, each approx.. 800 SF. Current rents are below market, providing an excellent value-add opportunity through future rent adjustments. Each apartment has been nicely updated with white cabinetry, durable laminate flooring, updated appliances and fixtures, vinyl replacement windows, fire-rated entry doors, and keyless entry systems with remote owner access. Major mechanical improvements include high-efficiency combi boilers, backup boilers and tankless water heaters for added reliability, plus a smart water meter with automatic leak detection and shutoff to help minimize maintenance concerns. Additional building enhancements include roof approx. 4yrs old, basement sprinkler systems, LED motion-sensor lighting throughout the common areas, security system, and a fire/emergency alarm system with a direct connection to the Fire Department. A coin/card-operated laundry room provides an additional source of income. Conveniently located with easy access to shopping, restaurants, public transportation, Downtown Waterbury, Route 8, and I-84. An exceptional turnkey investment offering strong in-place income, minimal deferred maintenance, and long-term upside. Can be purchased with multiple other buildings. One or more of this property's owners is a Real Estate Licensee.

227 Hillside Ave, Waterbury
219 Hillside Ave, Naugatuck
$737,000
6 Beds ⋅ 4 Baths ⋅ 24197229 MLS
Welcome to The Warner-Clark Home, one of Naugatuck's most distinguished residences. Built in 1904 by renowned architect Theodore B. Peck for Oscar L. Warner, founder of Naugatuck's first water company, this iconic Colonial Revival beautifully blends historic character with today's modern updates. Offered completely furnished, this is a rare turnkey opportunity where virtually everything you see stays. Simply bring your personal belongings and move right in. Recent improvements include refinished hardwood floors, a beautifully updated kitchen, renovated butler's pantry, beautifully updated bathrooms, fresh paint throughout, and countless additional improvements. Inside you'll find a grand foyer with a sweeping curved staircase, original stained-glass windows, pocket doors, rich mahogany woodwork, three fireplaces, six spacious bedrooms, four full baths, a powder room, and a versatile third-floor level complete with a great room and a vintage full bathroom ready to be reimagined. A private balcony overlooks the neighborhood. Situated on a beautifully landscaped corner lot, the outdoor space features a heated above ground pool, patio, pergola, and an oversized detached two-car garage with a second-floor storage loft, rear storage room, and existing plumbing for a future half bath. Rich in history and offered completely furnished, The Warner-Clark Home is a truly one-of-a-kind opportunity ready for its next chapter, a rare chance to own a piece of Naugatuck history.

219 Hillside Ave, Naugatuck
222 Pines Bridge Rd, Beacon Falls
$729,000
5 Beds ⋅ 2 Baths ⋅ 24216069 MLS
Property is currently used as a 2 family, features a huge barn/warehouse/ garage building with 2 unfinished level. Sits on 1.91 acres of Industrial park zoned. Perfect for a contractor, car collector or someone with a vision to run a business.

222 Pines Bridge Rd, Beacon Falls
106 Mirey Dam Rd, Middlebury
$725,000
4 Beds ⋅ 3 Baths ⋅ 24213859 MLS
Located on a most desirable street in North Farms neighborhood, this well loved and beautifully tended 4 bedroom colonial offers great opportunities for comfortable living and entertaining. Filled with light, this home will dazzle you with its beautiful interior. You can prep meals and enjoy them in the updated eat in kitchen with access to a deck overlooking lush grounds. The spacious family room features a fireplace and provides a peaceful retreat after a busy day. The living and dining rooms are great spaces for entertaining and enjoying special times. You can easily relax in the primary bedroom with a recently updated spa-like bathroom and 2 walk in closets. The upper level also features 3 additional bedrooms, an updated full bath as well as a laundry area. You will also enjoy bonus space on the walk out level. The lovely landscaping contributes to the calm atmosphere that surrounds this home. Rear of property adjoins Flanders Nature, further enhancing the privacy of this property.

106 Mirey Dam Rd, Middlebury
783 Whittemore Rd, Middlebury
$725,000
5 Beds ⋅ 3 Baths ⋅ 24213699 MLS
At 783 Whittemore Road, beautifully detailed living spaces are paired with something rarely found in a residential property: an expansive garage with room for far more than everyday parking. Extensively rebuilt in 2010, this Middlebury home offers five bedrooms, three full baths, and remarkable flexibility across its living and utility spaces. Beneath the main living level, the multi-vehicle garage offers substantial room for automobile collections, restoration projects, recreational equipment, and a personal workshop. It's a defining feature for a property where practicality and distinctive design share equal billing. Upstairs, vaulted ceilings, exposed beams, skylights, and blue and green zinc paneling lend architectural character throughout. The kitchen features solid wood cabinetry, a professional gas range, French-door wall oven, convection oven, dual Sub-Zero refrigerators, a separate freezer, and two dishwashers, opening to the dining and family rooms. Radiant-heated hardwood floors distinguish the family room. The primary suite includes a sitting area, two walk-in closets, and a bath with heated floors, soaking tub, oversized shower, and heated towel bars. Additional rooms provide flexibility for living or working, complemented by built-in storage and dedicated laundry. A distinctive combination of craftsmanship, comfortable living, and exceptional space for the things that matter beyond the front door.

783 Whittemore Rd, Middlebury

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