Position your business for success at 575 Main Street, a full-floor office condominium offering over 7,800 square feet of modern, light-filled workspace in downtown Middletown. This suite thoughtfully balances private offices, open collaboration areas, and meeting rooms, all serviced by an elevator and ADA-compliant restrooms. Meticulously maintained by a single tenant since 2008, it combines immediate professional appeal with long-term reliability. Ideally located just minutes from Middlesex Hospital, Wesleyan University, Pratt & Whitney, and the Superior Court, the property is part of a federally designated Opportunity Zone and sits within Middletown's Riverfront Redevelopment, offering both strategic value and growth potential. With a Walk Score of 93, vibrant downtown amenities, and convenient access to Route 9, 575 Main Street represents a rare opportunity to secure a premier office condominium in one of Connecticut's most dynamic markets.

**Final & Best by Wednesday. 3/25 at noon! Multiple offers! Step into this impressive Colonial residence, beautifully set on a private 2.23-acre level lot, offering space, elegance, and abundant natural light. A grand open foyer welcomes you and flows seamlessly into the formal living room and a private library/office with French doors, perfect for working from home. Gleaming hardwood floors run throughout the main level, enhancing the home's timeless charm. This spacious 4-bedroom, 3.1-bath Colonial features a thoughtfully designed layout ideal for both everyday living and entertaining. The expansive kitchen boasts granite countertops, ample cabinetry and workspace, a coffee bar, and a center island, opening beautifully to a sun-filled family room with vaulted ceilings and a cozy fireplace. Both front and back staircases lead to the upper level for added convenience and architectural appeal. The luxurious primary suite features an elegant tray ceiling, a walk-in closet, and a spa-inspired private bath with a large stall shower and relaxing whirlpool tub. Three additional bedrooms offer generous space, including one with its own full bath and another with a Jack-and-Jill bathroom. Step outside to a deck off the kitchen overlooking a private, level backyard, complete with a sprinkler system-perfect for outdoor enjoyment.

Commercial Opportunity in Revitalized Downtown Naugatuck - 3,240 Sq Ft - Position your business in the heart of downtown Naugatuck with this versatile 3,240 sq. ft. commercial building ideally located on Route 63 at the roundabout. Whether you're looking for a headquarters for your own company or an income-producing investment, this property offers the flexibility to occupy the entire building or divide it for up to three tenants. The first floor features four private offices, a spacious bullpen workspace, kitchenette, and a handicapped-accessible bathroom, making it ideal for a professional office environment. The second floor includes three private offices, a large bullpen area, kitchenette, and two restrooms, providing an efficient layout for another business or department. The lower level is perfectly suited for a training or collaborative workspace, with a generous bullpen area, private office, kitchenette, and two restrooms. Additional highlights include: Three new heating and air conditioning systems, Private parking lot for 14 cars, Highly visible downtown location in Naugatuck's revitalized business district, Flexible configuration for single-user or multi-tenant use. The property is located in a flood plain.

Classic Charm Meets Modern Luxury - This fully renovated Colonial offers the perfect blend of historic character and modern upgrades. Originally built in 1883 and completely renovated in 2019, this home delivers peace of mind with major improvements including a new roof, siding, windows, 200-amp electrical service, updated plumbing, and two-zone natural gas heating/central air. Solar panels and an irrigation system add efficiency and convenience. Step inside to a beautifully designed kitchen featuring quartz countertops, a custom glass backsplash, stainless steel appliances, a center island with a farmhouse sink, and a spacious pantry. The kitchen flows seamlessly into a generous dining room, perfect for entertaining, with direct access to a 24x12 Trex deck. The inviting living room showcases a picture-frame ceiling and an additional slider to the deck, creating effortless indoor-outdoor living. The main level also includes a full bath and a versatile first-floor bedroom-ideal for guests or a home office. Gleaming hardwood floors run throughout the home. Upstairs, the luxurious bathroom features a steam shower, soaking tub, and private water closet. The spacious primary bedroom includes a walk-in closet with 2 more bedrooms. Additional highlights include a walk-up attic and a two-car garage (2021) with electricity and loft. The fully fenced yard and covered front porch offer beautiful outdoor space for relaxing and entertaining. Timeless charm with modern convenience.

Ideal for NYC Commuters - Great Location with Tons of Potential! Looking for space, convenience, and value? This charming Cape-style home offers an unbeatable location just 1 mile to Route 8 and 2 miles to Route 15, making it a fantastic option for NYC commuters who want easy access without the feel of city living. Home Features: Approximately 1,400 sq ft of living space - 4 bedrooms: 2 on the main level, 2 upstairs - perfect for flexible living, office space, or guests, 1 full & 1 half bath, Hardwood floors, Spacious eat-in kitchen ready for your personal touch. Opportunity Awaits: This home could benefit from some updating, but it offers great bones, solid construction, and a functional layout-making it a perfect opportunity to add your own style and value. Comfort & Efficiency: Central air, Newer on-demand gas heating system. Additional Highlights: Low-maintenance vinyl siding, Vinyl replacement windows, 1-car garage for storage and convenience. Location Perks: Enjoy a peaceful setting while staying close to major commuting routes-ideal for those who want accessibility without sacrificing space and quiet surroundings. A smart choice for renters seeking location, space, and potential-schedule your showing today! Please note: town records list the property as #265, however the mailing address and house number displayed are #267.

Sweet Ranch in Walkable Westside Neighborhood - You'll love the generous room sizes in this charming 3-bedroom, 6-room ranch. The recently remodeled kitchen features granite countertops, stylish cabinetry, and stainless steel appliances-perfect for everyday living and entertaining. The main bathroom has also been updated with double sink, a glass shower and attractive laminate flooring. Beautiful gleaming hardwood floors run throughout the home, adding warmth and character. Additional highlights include city water and sewer, oil heat, a gas generator, replacement windows and a 1-car attached garage. The lower level offers a second full bathroom and ample play or storage space. The washer and dryer will remain and are currently located on the first floor for convenience, but they can easily be relocated to the lower level if you prefer to use the room as the 3rd bedroom. Outside, enjoy a level yard with a patio, perfect for relaxing or entertaining. This well-kept and well-loved home is in wonderful condition and ready for its next owner.

Fully renovated and move-in ready, this beautifully updated home offers a perfect blend of modern upgrades and functional living space. The main level features gleaming hardwood floors, a brand-new kitchen with stylish cabinetry, and a completely renovated full bathroom. Two spacious bedrooms are conveniently located on the first floor. Upstairs, you'll find two additional bedrooms along with a renovated half bathroom-ideal for flexible living arrangements. The fully finished lower level adds even more living space, complete with new tile flooring, a bright and expansive family room, a renovated full bathroom, and a bonus home office. Outside, enjoy a private, level yard perfect for relaxing or entertaining, along with an oversized two-car detached garage featuring a brand-new roof. A turnkey home with space, style, and versatility-don't miss this opportunity!

Charming Brick Two-Family That Lives Like a Single-Family Home! Welcome to this beautifully maintained brick two-family home that truly looks and feels like a single-family residence-offering both comfort and versatility. The main unit features an updated kitchen with stainless steel appliances, perfect for both everyday living and entertaining. You'll find three bright and spacious bedrooms along with a stylish full bathroom, creating a warm and inviting atmosphere throughout. The finished basement adds an additional 495 square feet of living space, complete with a convenient half bathroom-ideal for a family room, home office, or recreation space. This home also includes a one-car garage, providing added convenience and storage. The second unit is a private one-bedroom apartment with its own entrance, full bathroom, and dedicated laundry area-perfect for rental income, in-laws, or guests. Enjoy the perfect combination of modern updates, income potential, and the feel of a single-family home-all in one property. Move-in ready and full of opportunity!

Ready for your new home? You'll fall in love with this charming Cape featuring beautiful hardwood flooring throughout and a remodeled kitchen complete with abundant cabinetry, quartz countertops, and stainless steel appliances. The spacious living and dining rooms are filled with natural light from large, bright windows, creating a warm and inviting atmosphere. The main level also offers the convenience of a first-floor bedroom, laundry and a half bath. A delightful three-season porch provides the perfect space to relax or play. Upstairs, you'll find two additional bedrooms and a tastefully remodeled full bath. The home also includes ample basement storage along with major updates such as a new oil boiler, septic system, and well cap. Set on over half an acre, this property offers exceptional privacy with a wooded hillside backdrop and a large, level yard-ideal for outdoor enjoyment. Off-street parking adds to the convenience. Privacy and style await you-don't miss this wonderful opportunity to make it yours! Manager/owner is a licensed CT Real Estate Broker. Owner is related to listing agent.

Timeless Sears Craftsman Charm - Move-In Ready with Modern Comforts! Step into classic character and thoughtful updates with this beautifully maintained Sears Craftsman home, lovingly cared for and improved over the years. Blending original charm with everyday functionality, this home is ready to welcome its next chapter. Remodeled kitchen featuring warm oak cabinetry, abundant counter space, and a bright bay window. Gorgeous hardwood floors throughout. Formal dining room that seamlessly flows into the living room, complete with Craftsman-style built-in dividers. Versatile office/den with its own private entrance from the porch-perfect for remote work or guests. Convenient half bath on the main level with potential for first-floor laundry. Upstairs Living are 3 spacious bedrooms, Full bathroom, Walk-up attic (carpeted area) -ideal for storage or a creative escape space. Basement has ample storage, Natural gas water heater and oil boiler, Split AC units to keep you cool and comfortable in warmer months. Outdoor Oasis: Private, level yard-fully enclosed for peace of mind, Inviting patio for relaxing or entertaining, Enclosed pet playground for your furry companions. Detached 2-car garage (built in 2000) offering approximately 500 sq ft-perfect for vehicles, storage, or hobbies. Conveniently located just minutes from Route 8, Affordable taxes. This is your opportunity to own a home full of character, space, and comfort-where classic craftsmanship meets modern living.

Step into timeless charm with this classic 1936 Colonial, featuring gleaming hardwood floors and a cozy wood-burning fireplace perfectly positioned between two doors leading to a covered porch-your own private retreat. The spacious dining room is filled with natural light and includes a built-in, making it ideal for hosting gatherings. The kitchen offers newer cherry cabinetry, ample storage, and a generous eat-in area for everyday living. A large foyer welcomes you in, and a convenient half bath completes the first floor. Upstairs, you'll find four generously sized bedrooms (each approximately 11' x 14') with hardwood flooring-perfect for accommodating larger furniture. The full bath has been tastefully remodeled, and a wide hallway includes a sizable linen closet. Need extra space? A walk-up attic with an additional room offers great potential for a studio, office, or creative space. Laundry is located in the basement. Additional features include city utilities, natural gas heat and hot water, a large two-car attached garage with a new door and automatic opener, and an oversized level city lot of 0.58 acres. Bring your vision and a little elbow grease to build instant sweat equity while enjoying the character and craftsmanship of a bygone era. Subject to probate approval.

Welcome home to this charming Westside ranch offering comfort, flexibility, and incredible potential. Featuring six spacious rooms, this home includes three comfortable bedrooms and hardwood floors ready to be revealed beneath the carpeting. The inviting living room, complete with a cozy fireplace, flows seamlessly into the dining area-perfect for entertaining guests or enjoying quiet evenings at home. The bright kitchen comes fully equipped with appliances, ample counter space, and generous cabinetry to support everyday living with ease. A full bath is conveniently located on the main level, while washer and dryer hookups in both the basement and a third bedroom provide added versatility. Additional highlights include central air, oil heat, city water and sewer, and a desirable location ideal for springtime strolls and everyday convenience. Whether you're a first-time buyer or looking to downsize, this home is a fantastic opportunity to add your personal touch and make it truly shine.

Bright, move-in-ready townhouse in desirable Hop Brook Estates! Step into a sun-filled living room featuring beautiful hardwood flooring, perfect for relaxing or entertaining. The updated kitchen offers newer stainless steel appliances along with generous counter space and plenty of cabinetry to meet all your storage needs. A convenient half bath completes the main level. Upstairs, the spacious primary bedroom boasts hardwood floors, a ceiling fan, and a built-in air conditioner for year-round comfort. The second bedroom is also generously sized with hardwood flooring throughout. The remodeled full bathroom features sleek finishes and modern glass shower doors. The lower level provides additional living space with a tiled family room-ideal for a home office, gym, or media area. You'll also find washer and dryer hookups and extra storage space downstairs. Don't miss this opportunity-make your move today!

Create the space your vision deserves in West Haven's established Twelve Oaks Business Park. This well-maintained commercial condominium offers approximately 768 square feet of thoughtfully arranged space designed to support focus, productivity, and growth. Featuring central air conditioning, natural gas heat, public water and sewer, and approximately 220-volt, 100-amp electrical service within the building, the unit is suited for a variety of professional uses. A private office, kitchenette, and full bathroom with shower provide comfort and flexibility for day-to-day operations. Built in 1987 and professionally managed, the complex offers ample parking and convenient access to I-95, Route 34, and Yale's West Campus, making it easy for clients and colleagues to reach you. This is an opportunity to step into ownership in a setting that feels polished, welcoming, and ready for your next chapter.

Spacious 4-Bedroom Rental with Incredible Garage & Outdoor Living! Your perfect rental has arrived! This generously sized single-family home offers the space, flexibility, and features you've been searching for. Home Highlights: 4 spacious bedrooms, including a convenient first-floor master bedroom 2 full bathrooms, First-floor laundry for easy living, Fully applianced kitchen, hardwood flooring. Unmatched Garage & Storage: 2+ car garage - ideal for vehicles, hobbies, or workshop space. Three additional sheds, including one that doubles as a fun summer hideaway or retreat. Outdoor Features: Fully enclosed backyard - perfect for privacy and outdoor enjoyment. On-site kennel for pet lovers (pets considered with approval and additional fee). Plenty of room for entertaining, relaxing, or storing all your tools, toys, and project materials. Location Perks: Just moments from the scenic Housatonic River, Easy access to Route 8 and a quick commute to New Haven. Rental Details: Tenant responsible for all utilities, lawn care, and snow removal. Strong credit, verifiable income, and references required. Two months security deposit. No smoking indoors. This home offers the perfect blend of indoor comfort and outdoor space - ideal for anyone needing room to live, work, and play. Don't miss out - schedule your showing today! Tenant to complete rental application and listing agent to pull credit and background check through TenantTracks $30 per adult applicant. Being cleaned and painted