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40 Filbert St, Hamden
$399,900
3 Beds ⋅ 3 Baths ⋅ 24193294 MLS
Offering more than 2,400 square feet of living space for UNDER $400k! and in the heart of Spring Glen, 40 Filbert Street is an exceptional opportunity at this new price. Its generous size, flexible floor plan, and desirable location give buyers the chance to enjoy the home now, add their own personal style, and build equity for the future. Hardwood floors, high ceilings, and two fireplaces bring warmth and character to the home. The main level offers wonderful versatility, with a welcoming living room centered around a fireplace, a bright dining room, and a large eat-in kitchen. An oversized family room with a second fireplace provides even more space for movie nights, celebrations, or simply relaxing at the end of the day. A half bath, mudroom, and conveniently located laundry area add everyday practicality. Upstairs, all bedrooms are together, including a spacious primary suite with vaulted ceilings, a walk-in closet, and private full bath. Two additional bedrooms feature hardwood floors, generous proportions, and ample closet space. A possible fourth bedroom, currently used as an office, can easily accommodate guests, hobbies, or working from home. A renovated full bath and walk-up attic with easy-access storage complete the upper level. Located close to Spring Glen's restaurants, coffee shops, everyday conveniences, New Haven, and Yale, this home offers the space, character, location, and possibilities that are increasingly difficult to find at this price.

40 Filbert St, Hamden

157 Cherry St Unit 4, Naugatuck
$187,900
2 Beds ⋅ 2 Baths ⋅ 24192837 MLS ⋅ Cherry Street (236) BLDG.
Rare opportunity to purchase this solid brick 2 bedroom 1 and a half bath condo located in a small self managed well-maintained complex with only four total units, imagine no home owners association or HOA fees, only need is to split expenses 4 ways, this unit is an investor's delight offering a fantastic investment opportunity with a long term tenant already in place, unit includes a fully appliance kitchen and generous size living room with half bath on main level, full basement with tons of storage and included washer and dryer for added convenience, second floor featuring beautiful hardwood floors throughout, it offers 2 bedrooms with plenty of closet space and a full bathroom, exterior is low maintenance with plenty of assigned off-street parking, and it's in a wonderful commuter location with quick access to Rt#8 or Rt#63 and walking distance to the beautifully revitalize Naugatuck down town with many restaurants and activities and soon to be finished new train station, whether you're looking to owner occupy a low-maintenance property or expand your investment portfolio, this condo is a great opportunity with immediate rental income potential, note this condo can be financed easily as complex only has 4 units, call listing agent for details, call for your private showing.

157 Cherry St Unit 4, Naugatuck

73 Rolling Ridge Rd, Hamden
$389,900
3 Beds ⋅ 3 Baths ⋅ 24192817 MLS
Back on the market with new price! A fresh opportunity to make this home yours- don't miss your second chance! Buyer was unable to secure mortgage financing. Welcome to 73 Rolling Ridge Road, Hamden! This lovingly maintained home has been exceptionally well cared for and is ready for its next chapter. Pride of ownership is evident throughout, with solid construction, meticulous upkeep, and endless potential to make it your own. The main level offers comfortable living spaces filled with natural light, beautiful hardwood floors, a fireplace and central air conditioning for a year-round comfort. Step outside and enjoy the covered porch, the perfect spot to relax with your morning coffee or unwind after a long day. With just a few cosmetic updates, this home can truly be transformed into something remarkable while allowing you to add your own personal style. The spacious lower level offers exceptional flexibility, making it the perfect space for family gathering, entertainment, or everyday enjoyment. Adding to its appeal, the lower level features a pellet stove that efficiently heats nearly the entire home, making the furnace rarely needed and helping to keep the heating cost down. Outside, you'll find a beautifully maintained yard with plenty of space to relax, entertain, or enjoy the outdoors. Additional features include a lawn sprinkler system, making it easy to maintain the beautifully landscaped yard.

73 Rolling Ridge Rd, Hamden

843 North St Unit N3, Milford
$499,000
2 Beds ⋅ 2 Baths ⋅ 24192988 MLS ⋅ Windsor Place Townhouses-Verify In Process! BLDG.
Welcome to Windsor Place Townhomes, a collection of 44 newly constructed residences offering a serene, private community in one of Milford's most sought after locations. Windsor Place delivers a maintenance free, lock and leave lifestyle. Professionally designed by House of Huck and built by Anastasia Home Builders, renowned for custom luxury homes along Connecticut's Gold Coast. Each thoughtfully crafted three story townhome offers approximately 1,200 square feet of living space with two bedrooms and 1.5 baths. This residence offers buyers the rare opportunity to personalize their home by selecting from the builder's professionally curated, pre-approved designer finishes and textiles, creating a space that reflects their individual style without compromising the community's cohesive luxury aesthetic. The ground level features an attached garage, in-unit laundry, dedicated storage, and electric vehicle charging capability. The main living level showcases an open concept floor plan filled with natural light, featuring a beautifully appointed kitchen and living area and finally powder room, perfect for everyday living and entertaining. Upstairs, two generously sized bedrooms share a full bath.

843 North St Unit N3, Milford

380 Orange Ave, Milford
$975,000
6 Beds ⋅ 3 Baths ⋅ 24189957 MLS
Beautifully updated and incredibly versatile, this two family home is currently operating as a highly successful Airbnb and can easily be converted back to a spacious single family residence. Situated on a beautiful lot, the property includes a separate barn with a one car garage. Both ranch style units are bright and well maintained. The first floor offers an updated kitchen with quartz countertops, a door to the deck, a fully renovated bath with a walk in shower, three bedrooms, a spacious living room, and hardwood floors throughout. The upper unit also features three bedrooms with hardwood floors, a bright kitchen with sliders to a private deck, and comfortable living space. Each unit has its own washer and dryer. The finished third floor provides additional flexible living space ideal for a home office, playroom, or guest area. Additional features include vinyl siding, newer windows, newer decks, and well maintained mechanicals. The 2 units are connected by a center staircase making conversion to a single family very easy. The home can be sold furnished, making it a true turnkey investment or owner occupied opportunity. Conveniently located near downtown, shopping, restaurants, train service, and major highways. Enjoy the beautiful yard in every season.

380 Orange Ave, Milford

16 Indian Hill Rd, North Branford
$524,900
3 Beds ⋅ 1 Baths ⋅ 24192902 MLS
Welcome home to this custom split-level nestled in a fabulous Northford location, offering spectacular views, exceptional curb appeal, and the benefit of Wallingford Electric. A spacious front foyer welcomes guests & leads to a versatile office/den, perfect for working from home. Just a few steps up, you'll find a spacious living room featuring a large bow window overlooking beautiful scenic views. The living room & formal dining room are enhanced by elegant double crown molding and gorgeous hardwood floors. The dining room features an oversized window overlooking the beautiful park-like grounds. The functional kitchen offers abundant cabinetry, stainless steel appliances, a dining area, and overlooks the inviting family room with a massive brick fireplace, creating the perfect gathering space for family and friends. Upstairs offers three spacious bedrooms and a den, including a comfortable primary bedroom retreat with an expansive bathroom just off the suite. Step outside to enjoy the private backyard, ideal for entertaining, relaxing, or simply taking in the tranquil surroundings. Extra custom features include beautiful wide staircases, elegant wainscoting, a two-car garage & a large basement offering excellent storage. The owner has already started renovating the second full bathroom, providing an excellent opportunity to complete it and add your own finishing touches. Property to be sold in as is condition,

16 Indian Hill Rd, North Branford

56 Bradley Ave, Hamden
$525,000
6 Beds ⋅ 3 Baths ⋅ 24193000 MLS
Excellent investment opportunity or ideal owner-occupied property in a desirable Hamden neighborhood! This well-maintained two-family home features a spacious 2-bedroom, 1-bath unit and a large 4-bedroom, 2-bath unit, offering flexibility for investors or buyers looking to live in one unit while generating rental income. Both units are currently occupied by tenants, providing immediate income potential. The property has been well cared for and offers a great opportunity to add to your portfolio or offset your mortgage with rental income. Conveniently located near shopping, restaurants, parks, schools, public transportation, and major highways, with easy access to New Haven and surrounding areas. A great opportunity to own a solid multifamily property in a sought-after Hamden location-perfect for investors or owner-occupants looking for value and convenience!

56 Bradley Ave, Hamden

170 Beacon Hill Cmn Unit 170, Beacon Falls
$344,900
3 Beds ⋅ 3 Baths ⋅ 24193093 MLS ⋅ Beacon Hill BLDG.
Beautifully maintained 3-bedroom, 2.5-bath condo/townhouse offering comfort, quality, and exceptional value. This move-in-ready home features a newer kitchen with heated floors, spacious living and dining areas, and a welcoming living room with a cozy wood-burning fireplace; it also includes new 2024 A/C unit. Enjoy your private double-rear deck overlooking mature shrubs and lush greenery, creating a peaceful outdoor retreat. The heated double garage under provides convenience and comfort year-round. Quality construction includes double-wall soundproofing for added privacy and double-pane windows for energy efficiency. Clean, bright, and meticulously maintained, this home offers generous living space in a quiet, attractive setting. A wonderful opportunity to enjoy low-maintenance living without sacrificing comfort or style. The entire condominium complex is currently being professionally painted, including decks, enhancing the community's appearance and long-term value

170 Beacon Hill Cmn Unit 170, Beacon Falls

65 Sidehill Rd, Hamden
$349,900
4 Beds ⋅ 3 Baths ⋅ 24188913 MLS
Welcome to Spring Glen Where Classic Charm Meets Endless Potential! Nestled in the highly sought-after Spring Glen neighborhood, this stunning 4-bedroom, 3 full-bath Cape sits on a beautifully level, flat lot bursting with lush, mature gardens that will take your breath away from the moment you arrive. This is the one you've been waiting for! Step inside and feel the warmth of gleaming hardwood floors that flow throughout, setting the tone for a home full of character and soul. The expansive, open kitchen is a true showstopper whether you're hosting dinner parties or Sunday morning brunches, you'll have all the space you need to create, gather, & make memories.Cozy up in the inviting living room centered around a classic fireplace, perfect for those crisp New England evenings. A separate formal dining room makes entertaining effortless & elegant.The main level offers incredible flexibility with two bedrooms & two full baths, ideal for guests, in-laws, or a home office setup.Head upstairs to discover your private sanctuary. The primary bedroom is a true retreat, complemented by a spa-inspired full bath featuring a gorgeous stand-up shower AND a luxurious soaking tub your personal escape after every long day. A spacious 2-car garage & that gorgeous flat lot with stunning gardens round out everything on your wish list.This gem needs a little TLC which means this is YOUR opportunity to add your personal touch & build instant equity in one of the area's most beloved neighborhood

65 Sidehill Rd, Hamden

7 Bailey Dr, Guilford
$725,000
3 Beds ⋅ 3 Baths ⋅ 24193021 MLS
Back on the market through no fault of the home the previous buyers' financing fell through. A full inspection was completed with no requests made. Their loss is your second chance.Tucked at the end of a quiet cul-de-sac on 1.4 private acres, this one-owner Guilford Colonial has been waiting 38 years for its second chapter and it's ready to tell a new story. Start your mornings on the covered back porch, coffee in hand, ceiling fans turning, watching the yard wake up and end summer nights out there too, because this porch is where this house does its living. Inside, the open-concept kitchen anchors it all: granite island, stainless appliances, and a sightline that runs straight to the brick fireplace in the family room, so whoever's cooking never misses a moment. When the weather turns, this is a cozy-nights-by-the-fire kind of home. The flexible main level keeps up with real life a bonus room off the dining area ready to become a walk-in pantry or office, and a den with half bath that could be a second office, opening to a 675 sq ft studio that's begging to be a home gym, workshop, creative space, or garage once again. Upstairs, the freshly painted primary suite with brand-new carpet stretches nearly 40 feet sitting room, walk-in closet, private laundry, full bath, and French doors to your own balcony over the treetops. Two additional bedrooms serviced by an updated full bath, a floored walk-up attic, central air (2025), and 3,300+ sq ft of room to grow.

7 Bailey Dr, Guilford

2 Old Town Highway Unit 21, East Haven
$734,500
2 Beds ⋅ 3 Baths ⋅ 24193072 MLS ⋅ Shell Beach BLDG.
Welcome to Shell Beach, a popular & private gated enclave reserved for those who don't just visit the coast - they own it. It's your personal retreat where the rhythm of the tide sets the pace of your life. Step inside and let the world fade away. The moment you walk in, a transformation begins. You hear it first - the gentle, rhythmic lapping of waves on the shore. Then you feel it - the soft, salt-kissed breeze drifting in through your own private portal to paradise. The living room has a wall of windows that captures the infinite expanse of the LI Sound. On cooler evenings, the glow of the gas fireplace turns the room into an intimate haven, where the storm outside is a beautiful spectacle, not a disturbance. Spacious dining room leads to the kitchen, gleaming with granite counters, a tile backsplash, and stainless steel appliances. The den/office is a cozy cocoon perfect for curling up with a book. Wake to the sunrise as it glitters across the water in the primary suite with a sliding door onto your private balcony and breathe. The suite offers a spacious walk-in closet & full bath. Guest bedroom with serene marsh views & large storage area & second full bath. Step out your door and find an abundance of wildlife, a beautiful beach & heated pool. Whether you seek a spectacular weekend escape or a full-time year-round home that feels like a permanent vacation, this is it. Your sunset awaits! Ideal location to New Haven, NY City & Tweed-New Haven Airport for easy traveling.

2 Old Town Highway Unit 21, East Haven

581 Heritge Villge Unit A, Southbury
$342,500
2 Beds ⋅ 2 Baths ⋅ 24192733 MLS ⋅ Heritage Village BLDG.
Take a look at this creatively updated Country House, with an easy walk from the nearby end garage. Enter the front door, and you'll find flooring that's as durable as it is beautiful. A large combination living/dining room features a cozy window seat, fireplace w/ propane insert that the seller never used, and a slider to the newly leveled slate patio. The current seller installed a Ductless heat pump system when she removed the propane tank but left everything else in place, so the propane insert can be reconnected. The kitchen was designed for entertaining with cooking stations that don't overlap, plenty of cabinet space, and an entry nearer to the front door so bringing groceries in is easier. The kitchen slider makes outdoor entertaining just as easy. Overlooking an area of greenery, with the golf course just beyond, this a very private location to relax in. The oversized primary bedroom has its own slider to the patio, ample closet space with room for more closets, and a renovated bath. In the 2nd bedroom built-ins create a dramatic focal point and create useful space that provides multiple options for the room, which shares a fully renovated full bath with your guests. With activities for almost every interest, it's the lifestyle that makes Heritage Village so special. The condo is within walking distance of pool 3, offers easy access in & out of the Village, 60 min to area airports, and 90 min to NYC. All buyers pay a 1 time equity fee of $5000 to HVF at closing

581 Heritge Villge Unit A, Southbury

3 Longview Ter Unit 3, Madison
$915,000
3 Beds ⋅ 4 Baths ⋅ 24193091 MLS
Give away the leaf blower and the yard tools (or sell, whichever you prefer) and get ready to enjoy life on a peaceful cul-de-sac in Madison's highly desirable Strathmore Farms community with natural gas and city water, 3 Longview Terrace is an exceptional stand-alone condominium home that captures the essence of luxurious coastal living. Recent updates to this home include the furnace and roof, both new in 2025. This thoughtful 3-bedroom Colonial seamlessly blends elegance and comfort, offering a flowing first-floor layout that includes a formal dining room, a living room, an eat-in kitchen that opens to a family room with a fireplace as a focal point, and rounded out with a dedicated home office/flex space. The beautiful eat-in kitchen is the heart of the home with sliding doors that open to a large deck overlooking the meadow. Beyond the elegant interior, this property is a dream for nature enthusiasts, offering access to the community gazebo as well as kayaking, paddle boarding, and birdwatching. Enjoy the marsh-view setting, the quick two-mile drive to the stunning shoreline of Hammonasset Beach State Park, and convenience to Madison village. This home combines the space and privacy of a detached home with a premier, carefree lifestyle.

3 Longview Ter Unit 3, Madison

70 Hoadley Creek Cir, Guilford
$519,000
2 Beds ⋅ 2 Baths ⋅ 24187342 MLS
Welcome to 70 Hoadley Creek Circle! Tucked away on a lush, wooded acre, this one-owner, custom-built contemporary ranch offers the ultimate blend of privacy and coastal Connecticut convenience. Located on a peaceful residential circle near the Hoadley Creek preserve, this 1,580-square-foot retreat feels worlds away while remaining just minutes from the historic Guilford Green, the Marina, and Jacob's Beach. Inside, the home is bathed in natural light, creating an airy and inviting atmosphere. The heart of the living space features a cozy fireplace, perfect for unwinding on crisp New England evenings. Designed for effortless single-level living, the floor plan includes two spacious bedrooms and two full bathrooms. For those needing extra flexibility, the upper-level space-currently used as a den and an office-easily serves as a third bedroom, with a septic system already rated for three. Modern convenience is a hallmark of this property. You'll have total peace of mind with a whole-house generator and a spacious two-car detached garage, ideal for vehicles, a workshop, or extra storage. The true showstopper, however, is the expansive rear deck. It serves as your private front-row seat to 120 acres of protected Guilford Land Conservation Trust property, offering a serene, evergreen backdrop that will never be developed. Whether you are sipping morning coffee or hosting a summer dinner, the connection to nature here is unmatched.

70 Hoadley Creek Cir, Guilford

428 Peck Ln, Orange
$649,000
4 Beds ⋅ 2 Baths ⋅ 24192852 MLS
Welcome to the P. Maxwell House, rich in Orange's history. Built in 1820 this New England cape has withstood the test of time and has many of the original features of the home. This 4-bedroom, 2 full bath home has charm and character, including wide plank flooring, wrought iron door handles, wood beams, 3 fireplaces, built ins... the list goes on. The eat in kitchen features tile flooring, and 2 pantries. The dining room has the original cooking fireplace, currently housing a wood stove, wide plank floors, original built in hutch and door leading to fenced in area of yard.1st floor also boost a very large living room with another of the home's fireplaces, built in bookcases and a window seat and wide plank floors. The primary is also located on main level with large double closets. A full bath featuring custom built in cabinetry, jacuzzi tub, tile floor and walk in shower. The 2nd bedroom on main level has the 3rd fireplace. Upstairs you will find the other 2 bedrooms with wide plank flooring and large closets. The homes 2nd bath with claw foot tub and classic black and white flooring. There is a spacious cedar closet as well as access to a large, floored attic area that could be potential living space. The original greenhouse, with stone walls and large windows could be made to be a truly magical space. The 1.17 grounds are surrounded by stone walls, a 3-gar garage/barn, and 2 other outbuilding. There is as separate fenced area. and a historic 1938 water tower. C/A 1st fl

428 Peck Ln, Orange

50 Far View Commons Unit 50, Southbury
$359,900
2 Beds ⋅ 2 Baths ⋅ 24191608 MLS ⋅ Far View Commons BLDG.
Welcome home to this spacious & well maintained townhouse offering an open, functional floor plan, generous room sizes, & abundant storage throughout. From the moment you enter, you'll appreciate the inviting layout, thoughtful storage solutions, & abundant natural light. The kitchen features tile flooring, a pantry, & all major appliances while remaining open to the dining area, creating an ideal space for everyday living and entertaining. The oversized living room is centered around a cozy fireplace and offers a versatile flex space perfect for a dining area, home office, or reading nook, and walks out to a wood deck that extends your living space outdoors. Upstairs, the spacious primary suite boasts a vaulted ceiling, room for a sitting area, a walk-in closet with custom organizers, and direct access to the dual entry full bathroom. The second bedroom also features closet organizers. The full bath also offers hallway access, a skylight that fills the space with natural light, and a conveniently located laundry area. The finished lower level provides a versatile recreation room ideal for a home office, fitness area, hobby room, or media room, along with a mechanical room and additional storage. Recent improvements include a water heater (2019), a newer central air condenser (approx 2023) and new windows in both Bedrooms, Half Bath & Kitchen. Complete with a 1 car garage, open concept living, a lot of storage, & a desirable floor plan, this home is ready for its next owner!

50 Far View Commons Unit 50, Southbury

921 Hamilton Ave Unit 13, Waterbury
$179,000
2 Beds ⋅ 2 Baths ⋅ 24192873 MLS ⋅ East Mountain Village BLDG.
Move right into this beautifully updated 2 bedroom condo! Every detail has been thoughtfully refreshed, offering a clean, modern feel throughout. The bright and inviting layout features an updated kitchen, updated bathrooms, updated flooring, fresh paint, and stylish finishes, making this home truly turnkey. The spacious bedrooms provide plenty of comfort, while the attached garage adds convenience and extra storage. Whether you're a first-time homebuyer, looking to downsize, or searching for a low-maintenance lifestyle, this condo is ready for you to call it home. Conveniently located close to shopping, dining, parks, schools, and major highways, this move in ready home offers the perfect combination of comfort, style, and convenience. Don't miss your opportunity to own this beautifully updated condo-schedule your private showing today!

921 Hamilton Ave Unit 13, Waterbury

370 Calf Pen Ln, Milford
$619,900
4 Beds ⋅ 3 Baths ⋅ 24192670 MLS
Walk to the beach in minutes with 4 beds, 3 full baths and easy in-law potential in this expansive, charming, well-maintained Historic Cape on a manicured corner lot in the Pond Point neighborhood. Originally built in 1938, this distinctive home showcases hand-milled white oak floors with walnut pegging, blending timeless craftsmanship with thoughtful updates throughout its nearly 3,000 square feet of finished living space. The main level features convenient laundry, a potential in-law setup with a second kitchen, two full baths, a ground-level bedroom, and versatile spaces ideal for a home office, den, playroom, fitness room, or guest accommodations. Upstairs, the private primary suite is accessed by its own staircase and shares a semi-private en-suite bath with two generously sized bedrooms. Character and charm resonate throughout. Outdoor living shines with newer composite decking, multiple patio and entertaining areas, and a level backyard ready for a future pool. A detached garage and two storage sheds provide abundant space for hobbies, storage, a workshop, lawn equipment, or recreational gear. A brand new roof installed in April 2026 includes a transferable 50-year warranty. Ideally located near Milford's beaches, parks, downtown shops and restaurants, Metro-North rail service, and I-95, this exceptional Pond Point home offers the rare combination of history, craftsmanship, modern updates, and coastal lifestyle. A truly special property ready for its next chapter.

370 Calf Pen Ln, Milford

304 Pine Rock Ave Unit C4, Hamden
$122,500
1 Beds ⋅ 1 Baths ⋅ 24192613 MLS ⋅ Regency Hills BLDG.
Welcome to Regency Hill, a well-maintained condominium community ideally located in Hamden's desirable Spring Glen neighborhood. This one-bedroom, one-bath ranch-style unit offers comfortable, low-maintenance living with a functional layout and an abundance of natural light. Whether you're looking for your first home, to downsize, or add to your investment portfolio, this unit presents an excellent opportunity in a location that continues to attract strong demand. The community is professionally maintained and offers the convenience of an HOA that covers many everyday expenses, making ownership simple and stress-free. Enjoy being just minutes from Spring Glen Village, Southern Connecticut State University, Quinnipiac University, Yale University, Yale New Haven Hospital, shopping, restaurants, parks, and major commuter routes including the Merritt Parkway and I-91. With easy access to Downtown New Haven and everything the surrounding area has to offer, this property combines convenience, affordability, and a prime location. Whether you're looking for a place to call home or a smart long-term investment, this is an opportunity you won't want to miss.* Property is rented $1541 a month*

304 Pine Rock Ave Unit C4, Hamden

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