Refine Search
Map
Sort by
$3,200,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24194459 MLS
Offered Fully Furnished. Set within nearly three private acres of mature woodland, Winnick Retreat is a reimagined mid-century modern residence where architecture, landscape and everyday life exist in quiet balance. Originally built in 1962 designed by Yale's very own Herbert S. Newman, the home is defined by its low horizontal profile, deep roof planes, clerestory windows and expansive walls of glass. A dramatic two-story central atrium draws natural light through the interior, while nearly every principal room maintains a direct visual connection to the surrounding trees, gardens and changing seasons.Inside, approximately 4,134 square feet of living space offers four bedrooms and three-and-one-half bathrooms. Warm wood, natural stone and glass create interiors that feel composed rather than formal. The renovated primary suite, custom kitchen and carefully updated living spaces respect the home's architectural character while supporting contemporary life. The property's recent transformation extends far beyond the interior. Landscaped grounds now unfold as a sequence of private experiences: a swimming pool with fire and water features, pool cabana, barrel sauna, fire-pit courtyard, outdoor fireplace and Har-Tru tennis court. Terraces, balconies and garden paths connect living spaces to the natural setting. Recreation and restoration become part of the daily rhythm. Mornings begin with a warm drink on the balcony underneath the tree canopy.

17 Pine Ridge Rd, Woodbridge
$2,250
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24192735 MLS
Lovely 3 bedroom, 1 bathroom unit located on the third floor. This unit has gorgeous hardwood flooring throughout. Washer/dryer in unit for added convenience and 2 parking spots available. 650 and up credit score. NO exceptions.

31 Lucy St Unit 3, Woodbridge
$629,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191904 MLS
Meticulously maintained by its original owner, this 3 bedroom 1.5 bath ranch style home is nestled on a beautiful, park-like lot on a quiet, tree-lined street. Ideally located close to public schools, walking trails, places of worship, major conveniences, with easy access to Route 15. The thoughtfully designed floor plan offers a spacious eat-in kitchen with direct access to a large deck overlooking the level backyard-perfect for outdoor entertaining and everyday enjoyment. The well-proportioned living room features a pretty casement bay window and a wood-burning fireplace and flows seamlessly into the formal dining room. French doors lead to a cozy family room with walls of windows showcasing picturesque views of the rear yard. The king-sized primary bedroom offers a walk-in closet, while two additional generously sized bedrooms share a remodeled full bath featuring double sinks, a tub, & a separate stall shower. A home office overlooking the front of the property, & a conveniently located laundry area and half bath just off the kitchen complete the main living area. The lower level includes a heated recreation room with a fireplace in addition to plenty of storage space & walkout access to the oversized two-car garage. Additional highlights include multi-zone heating & central air conditioning, an approximately 8-year-old roof, & HVAC systems replaced approx. 10-12 years ago. An exceptional opportunity awaits!

14 Rice Rd, Woodbridge
$750,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24169790 MLS
20 Morris... Privacy, Seclusion & Effortless One-Level Living. Tucked away at the end of a long private driveway, this turnkey ranch offers the perfect blend of privacy, comfort & modern farmhouse charm. Pull up to the welcoming covered front porch with classic columns & a two-car attached garage with additional storage space. Step inside to a spacious foyer that opens into an expansive living room filled with natural light, creating a warm & inviting atmosphere. The heart of the home features an open-concept kitchen, dining & sitting area centered around a cozy fireplace-perfect for both everyday living & entertaining. The kitchen boasts granite countertops, a large center island with seating & ample cabinetry. Multiple doors provide seamless access to the outdoor living spaces. Enjoy entertaining on the new Trex deck overlooking the private backyard, or take advantage of the additional side deck that offers convenient access to the other wing. The main level includes 2 generously sized guest bedrooms that share a beautifully renovated full bathroom, along with a primary suite complete with its own private en-suite bath. The finished lower level expands your living space with a family or recreation room featuring a second fireplace, a full bathroom, a 4th bedroom & additional finished flex space ideal for a home office, gym, or playroom. A dedicated storage, laundry & mechanical room provides added convenience.

20 Morris Rd, Woodbridge
$1,259,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24191182 MLS
From its lamppost-lined circular drive to its commanding proportions, this luxury residence announces a lifestyle of both serenity & distinction. A soaring 2-story foyer introduces 9' ceilings & marble & parquet floors throughout rooms made for polished occasions & pleasure. Mornings glow in the south-facing breakfast room, while evenings unfold in the west-facing dining room; each thoughtfully oriented to capture its ideal light & both flowing from a kitchen where an island, premium appliances, beverage station, & pantry keep cooking, conversation, & company connected. Fireside rooms frame the main level: a stylish sunken living room & broad family room opening to a 2-tier Azek deck w/ Sunsetter awning & 1.78 private acres. The main-level primary is a serene suite w/ double-sized dressing closet, dual vanities, soaking tub, & marvelous marble steam shower. A dedicated office, laundry room, & secondary staircase complete the free-flowing function of the main level. Upstairs, 4 spacious bedrooms, each w/ a walk-in closet, share 2 full baths plus a balcony sitting area & huge finish-able bonus room over the garage. The refurbished 2,193sf walk-out lower level adds a kitchenette & full bath w/ steam shower; perfect for play or in-law suite potential. Many refined rewards such as a 3-car garage, 4-zone hydro-air, 400-amp underground service, sprinklers, & thoughtful updates bring substance to the scale & offer the freedom to gather generously, retreat peacefully, & live lavishly.

30 Grouse Ln, Woodbridge
$1,080,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24190146 MLS
Set on 2.24 picturesque level acres at the end of a quiet cul-de-sac, this spacious 5-bedroom, 4.5-bath Colonial offers 5,428 sq ft of comfortable living in one of Woodbridge's most desirable neighborhoods. Located in the award-winning Woodbridge and Amity School Districts, just minutes from New Haven and Yale University, the property offers privacy and exceptional convenience. Sun-filled rooms, hardwood floors, generous living spaces, and seamless indoor-outdoor flow make this home ideal for everyday living and entertaining. A welcoming foyer leads to the formal dining room and bright eat-in kitchen with southern exposure and a large picture window. The adjoining family room features a fireplace and sliding doors to the deck. The formal living room offers a second fireplace and French doors to a bluestone patio, while the dramatic great room showcases soaring two-story windows and additional French doors to the patio. A private library connects to a sunlit office with built-ins and access to the spacious primary suite with vaulted ceilings and a rebuilt shower. Laundry on both main and upper levels. Additional highlights include a fully fenced backyard, separate-entry suite with full bath ideal for guests or au pair, plus major improvements including new roof, new HVAC, conversion from oil to propane, fresh interior and exterior paint, and whole-house generator.

11 Highview Dr, Woodbridge
$537,500
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24190950 MLS
This well maintained 3 bedroom, 1 bath Ranch style home sits on an incredible 4.74 Acre lot, ~Equestrian Opportunity includes a 2 story Horse Barn with 4 run in style Stalls, with water & electric, surrounded by several large Pastures & an inground Pool...... The house features Hardwood floors, Stainless appliances, a large living room w/a stone Fireplace & dining area, a beautiful Sunporch, Walk Out basement and an unfinished Walk Up attic w/great expansion potential..... Recent upgrades in 2021 include a brand new Septic system (with 4 bedroom capacity), a new Hot Water heater, and a new well Pump. The refrigerator & dishwasher are less than 1 year old. It has a 6 year old Roof, Trex deck, a Reverse Osmosis water Purification system for drinking water...... ...... ~direct access at end of street to Lake Chamberlain Regional Water Authority trails

14 Apple Tree Ln, Woodbridge
$695,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189188 MLS
Set back on over 1.5 parklike acres in Woodbridge, with a treed border wrapping the property for privacy you don't often find this close to everything. One of the most well laid out ranch homes on the market right now with the open kitchen flowing into a large dining area anchored by a fireplace, and a second fireplace to warm the front living room. Two natural gathering spots, both with real character. The two car garage brings you conveniently into the kitchen area, with the mudroom/laundry room access immediately upon entering. The front side of the home offers three bedrooms, including an en suite with a renovated black-and-white bath that keeps a classic look with all the updates you'd want. A second full bath serves the other two. The back of the home does something most ranches do not - its own living room, a fourth bedroom, walk in closet and full bath, all with direct access out to the yard. Primary suite, in-laws, guests, a home office, whatever you need it to be! Its a great space for entertaining with excellent flow to the deck and yard. Privacy, space, flexibility - this one checks every box!

1140 Johnson Rd, Woodbridge
$975,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24188170 MLS
Nestled at the end of a double cul-de-sac on one of Woodbridge's most desirable streets, this privately sited home offers exceptional tranquility, beautiful natural surroundings, and an impressive list of recent upgrades. Completed within the last three months, the stunning new kitchen features elegant granite countertops, custom cabinetry, stylish tile flooring, and premium Cafe stainless steel appliances, creating the perfect space for everyday living and entertaining. Major mechanical improvements provide peace of mind, including a brand-new central air conditioning system, heating system, oil tank, hot water heater, and water filtration system. A newly paved driveway is also scheduled for completion soon, further enhancing the home's curb appeal. Designed with flexibility in mind, the thoughtfully planned layout includes a main-level bedroom with a full bath and its own private deck-ideal for multigenerational living or an au pair suite. Three wood-burning fireplaces add warmth and character throughout the home, while three separate heating and cooling zones provide energy-efficient comfort year-round. Expansive windows fill the home with abundant natural light, creating bright and welcoming living spaces. The finished walk-out lower level offers endless possibilities, whether you're envisioning a recreation room, media room, fitness area, hobby space, or the ultimate entertaining retreat. All of this is located in the highly acclaimed A+ Amity school district.

57 Grouse Ln, Woodbridge
$600,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187646 MLS
Tucked away on a quiet cul-de-sac in Woodbridge, this sprawling High Ranch is set on 1.56 private acres surrounded by nature. Filled with natural light from oversized windows and skylights, this home lives much larger than its square footage suggests. The open-concept living and dining area features a striking two-sided fireplace and flows into a sun-filled three-season room with a cozy wood stove. The kitchen is appointed with maple cabinetry, quartz countertops, and a wine refrigerator. The main level includes three bedrooms, including a primary suite with a full bath, plus an additional full bath. The lower level expands your living space with a welcoming family room, home office, laundry room, third full bath, and a versatile bonus room ready to fit your lifestyle. Step outside to an expansive deck overlooking peaceful wooded surroundings-the perfect setting for entertaining or simply unwinding. A private retreat benefiting from the Amity School System! Just minutes from Yale, downtown New Haven, shopping, and major commuter routes. Owner to leave the gas powered generator to keep things going in case of power outtage.

32 Hallsey Ln, Woodbridge
$1,179,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24188100 MLS
This architectural masterpiece, designed and built by Igor Zak, offers over 6,000 sq ft of sophisticated living space nestled in a private 2-acre wooded setting.This unique 4 BR, 4.5 BA home blends luxurious modern design within the natural landscape. A dramatic foyer opens to the grand living room, the centerpiece of this home, showcasing soaring ceilings, an elegant 2-story marble fireplace and expansive windows, filling the interior with natural light and framing gorgeous views of the surrounding property. The modern eat-in kitchen features Corian and granite counters, a new Sub-Zero refrigerator and flows into the formal dining room and adjacent wet bar. The main level also includes 2 sitting areas, attached 2-car garage and private bedroom suite, providing flexibility for guests or multigenerational living. An additional lower-level 1-car garage provides ample parking and storage. Upstairs, an office w built-ins blends into an open gallery with skylights and glass accents. The primary suite features vaulted ceilings, private deck, multiple closets & spa-like bath with dual marble sinks. Two addl. bedrooms & full hall bath complete the 2nd floor. The lower level, with over 1400 sq ft, offers a spacious rec room centered around a large stone fireplace & full bath. Included is an automatic whole-house generator. Outdoor living is impressive with sliders leading to a deck overlooking the heated inground pool with cascading waterfall. Come see this extraordinary home!

25 Milan Rd, Woodbridge
$3,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188012 MLS
Ideally located in the heart of Woodbridge, just moments from top-rated schools, the library, and convenient highway access, this well-maintained 3 bedroom, 2.5 bath townhouse offers a great combination of comfort and convenience. This light-filled home features an open-concept layout with gleaming hardwood floors throughout, along with a functional kitchen complete with granite countertops and stainless steel appliances-ideal for everyday living and entertaining. The home offers spacious living areas, including a generous primary suite with ample closet space and a well-appointed bath. Energy-efficient gas heat and central air provide year-round comfort, and a one car garage adds to the overall convenience. Enjoy a vibrant and convenient location with easy access to shopping, dining, and major commuter routes-making daily living and travel both simple and efficient.

12 Landin St Unit A, Woodbridge
$369,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24187530 MLS
Charming 1920s Colonial on a Prime Corner Lot! Step back in time and bring your design vision to life with this classic 1920s Colonial. Perfectly situated on a charming corner lot, this property offers fantastic curb appeal and a wonderful sense of space. Boasting a unique and incredibly generous 7-room layout, provides versatility. From the moment you step inside, you will be greeted by the authentic character of yesteryear, featuring gorgeous hardwood floors throughout that are ready to be buffed to their original shine. The expansive floor plan provides an excellent flow, offering multiple distinct living spaces perfect for a home office, a cozy den, a formal dining area, or creative studio space. Nestled in a desirable neighborhood, this home is a blank canvas just waiting for a little TLC to restore it to its full glory. Whether you are an investor looking for your next project, a contractor, or looking to build sweat equity in a classic property with a great footprint, this is a rare find. Property is situated on a beautiful corner lot and is being sold strictly in as-is condition.

955 Baldwin Rd, Woodbridge
$2,200
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24187182 MLS
Meticulously maintained light and bright 3 bedroom second floor unit. Features an eat-in kitchen with stainless steel appliances; gleaming hardwood flooring throughout; spacious living room; 3 generous sized bedrooms; storage and laundry hook up in the unfinished basement and off street parking. Wonderful location with convenient access to Yale, downtown New Haven and Route 15. Award winning school district. Good credit a must.

38 Landin St Unit 2nd Floor, Woodbridge
$949,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24185993 MLS
Coveted central Woodbridge 4,500 SQ FT, custom designed Colonial. 4-bedroom (two primary suites), 3.5 bath located on a desirable, quiet, cul-de-sac, on a 1.65 acre lot across from a Land Trust. Not your average cookie-cutter, this home offers traditional charm, starting w/ a circular driveway behind brick pillared walls leading to an oversized garage, offering room for 2 SUVs and additional storage. Spacious rooms, HW flooring throughout, 5 fireplaces, beautiful millwork and coffered ceilings in several rooms, including the formal dining room. The library off the entryway offers custom built-ins, a fireplace, and French doors that can easily function as a home office. A sunken family room with a cozy fireplace, flanked by Palladium windows, and ~12 foot ceilings offers a large gathering space. A Bay window in the breakfast nook off the eat-in kitchen provides views of the outdoors and bluestone patio. A half bath & laundry room round out the first floor. The first primary suite features; 2 walk-in closets, a full bath w/ jacuzzi tub and glass double shower, and a sitting room w/ a fire place that can function as a nursery or den. The Second Primary Suite has its own full bath and fireplace. A 3rd full bathroom serves the other 2 large bedrooms. Convenient walk-up attic and full basement offer ample storage spaces and finishing potential. Central AC and new roof. One mile to award-winning Amity High School. Easy commute to New Haven & centrally located between NYC and Boston!

1 Crystal Ter, Woodbridge
$3,300
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24183276 MLS
This is a newer rental home featuring 3 bedrooms and 2.5 bathrooms. The spacious living room has ceiling lights and seamlessly connects to the kitchen and dining area. The kitchen boasts all new stainless-steel appliances, including a gas stove. A sliding door in the dining area leads to a private deck for relaxing and entertaining. Upstairs, three bedrooms await, with the primary bedroom offering a full bathroom and two large closets. Hardwood floors grace both the main and top floors, and a new washer and dryer are conveniently placed on the main floor. For added safety, all windows are equipped with protection. The property includes a two-car garage and still has one or two more parking space in driveway. This rental is located in an award-winning school system and provides easy access to Route 15, playgrounds, shopping centers, schools, downtown New Haven, and Yale University.

1686 Litchfield Tpke Unit B, Woodbridge
$2,500
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24183863 MLS
Welcome to this second floor unit in a quiet neighborhood. This 1200 square foot apartment home feathers 3 bedrooms and 1 bathroom. One of the best school system in New Haven county. Beautiful backyard for BBQ and playground. Hardwood floors, balcony, patio, over looking West Rock and ball fields. Easy access to Route 15, and its close to shops and restaurants. Extra storage in the basement. No smoking. Small Pets allowed, $35 per pet/per month. Two month deposit and first month rent at lease signing. 660+ credit required.

27 Manila Ave, Woodbridge
$795,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24182465 MLS
One of the Most Unique & Eclectic Homes in Connecticut! Originally built as a barn in 1750, this expansive and delightfully quirky home is truly one-of-a-kind. From the moment you step inside, you'll be captivated by its whimsical character; starting with the once fully functional cement mixer that has been creatively repurposed as a fireplace with pellet stove. Beyond this conversation piece is a cozy sitting area with fireplace, leading to a serene enclosed porch that overlooks the private in-ground lap pool (8x60) surrounded by lush gardens. The dramatic two-story wood beamed living room is accented by a loft that looks down over the space, adding architectural intrigue. Throughout the home, you'll find an array of alcoves, balconies, lofts, nooks, and crannies-each offering unique charm and functionality. Multiple fireplaces, custom built-in lighting, and intricate architectural details-including stained glass windows-make every corner of this home feel like a discovery. The versatile floorplan includes a private primary suite with steam shower and access to balcony. Adjacent office area leading to a loft with half bath and second stairway. A separate suite of additional bedrooms, each on its own level, sharing a bath and a fireplace in the sitting room. Numerous flexible spaces for bedrooms, offices, studios, or quiet retreats. The peaceful setting enjoys tranquil views over a pond surrounded by mature trees and gardens; offering a true sense of privacy and serenity.

8 Dillon Rd, Woodbridge
$985,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24178979 MLS
Major Price Improvement!!! Now offered at $985,000. Timeless Charm, Warm Spaces & a Backyard Made for Summer Memories Set on just over 1.5 beautifully landscaped acres, this classic center hall Colonial blends timeless character with the warmth and comfort that instantly feels like home. A circular driveway welcomes you in, while the inviting covered front porch sets the tone for slow mornings, evening conversations, and everything in between. Step through the gracious foyer and take in the sweeping staircase, soaring landings, and dramatic balcony overlook framing the great room below. This is where the home truly comes alive. Soaring cathedral ceilings, oversized windows, and a cozy window seat overlooking the sparkling pool fill the space with natural light and beautiful views. Complete with a built in entertainment center, wet bar, and game area, it is equal parts elegant and inviting, the kind of room where celebrations unfold and everyday moments become lasting memories. The oversized kitchen with center island flows seamlessly into the home's welcoming gathering spaces, including a formal dining room, a warm and cozy living room with fireplace and built ins, a screened porch perfect for breezy summer evenings, and a first floor office with coffered ceiling and custom built ins.

15 Hemlock Hollow Rd, Woodbridge
$1,850
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24178715 MLS
Updated, spacious 2nd floor unit in move-in condition. This charming 5 room unit features an eat-in kitchen, dining room, living room, den and a large primary bedroom. All thermal windows; a newer high efficiency gas boiler; newer electric outlets & fixtures throughout, laundry in unit and off-street parking. Convenient location to Route 15, downtown New Haven, Yale and public transportation.

1690 Litchfield Tpke Unit 2, Woodbridge
$7,000
4 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24177193 MLS
Stunning 4,000+ SQFT center hall Colonial on a premier Woodbridge cul-de-sac. Nestled on 1.53 private acres bordering the Elderslie Preserve, this 5-BR, 4-full/3-half bath estate offers breathtaking seasonal views from every window. An open-concept main floor features an eat-in kitchen with granite counters and a breakfast bar, flowing into a dramatic family room. This sun-drenched space boasts cathedral ceilings, a massive Palladian window, a stone fireplace, and French doors to an oversized Trex deck. Elegant architectural details abound, including hardwood floors, classic columns, crown/dental moldings, coffered ceilings, and 3 fireplaces (family room, living room, and primary suite). The versatile main level includes a dedicated office/den plus a 5th bedroom with a full bath-perfect for an in-law or au pair suite. Dual staircases lead upstairs to 4 bedrooms, each with its own dedicated bath, including the luxurious primary suite. Finished Walk-Up Attic: Expansive, multi-functional space for a theater, gym, or playroom. Lower Level: Partially finished with a half bath and massive storage. Garage: Oversized with plenty of extra room. Combining architectural elegance, a modern layout, and total privacy in a desirable location, this turnkey home is an absolute must-see!

12 Carriage Hill Rd, Woodbridge
$987,050
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24175786 MLS
Welcome to this exquisite 5 bedrooms 4.5 bath colonial-style home, in serene private setting. This home is sure to captivate you from the moment you step into the elegant foyer. The living room with wood burning fireplace and dining room provide open ample space for entertaining. A highlight of the main level is the inviting family room, complete with cozy fireplace and skylights overlooking the private back yard. This room is perfect for unwinding after a long day or hosting friends and loved ones. Beautiful eat-in chef's kitchen with breakfast bar and stainless steel appliances. A spacious office is conveniently located on the main level. The 2nd level showcases an imperial size 47x21! primary bedroom, luxurious ensuite bath and 2 walk-in closets. 3 additional generous size bedrooms and another full bath are also located on the 2nd level. The 3rd level suite with its own bath offers versatile options of use. The lower level recreation/play room offers great opportunity for indoor activities. The 4th full bathroom is located on this level. Hardwood floors throughout 1st, 2nd and 3rd floors. 3-car attached garage. Don't miss the opportunity to make this impressive property your new home, where you can enjoy the comfort, style and sophistication it has to offer.

125 Peck Hill Rd, Woodbridge
$1,150,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24175398 MLS
This extraordinary one of a kind home was designed by award-winning Yale architect, Peter Kosinski, reflecting Bauhaus inspired design of modernism, geometric shapes, tubular steel and glass. Tucked away on a cul-de-sac and thoughtfully positioned to embrace its wooded surroundings, this contemporary home is filled with natural light and serene landscaped views from nearly every room. A grand oversized pivot door welcomes you into a two story glass block foyer with Thassos marble entryway opening up to a great room with wood burning fireplace and formal dining area. The European inspired kitchen design is complete with premium appliances, custom cabinetry, and expansive island ideal for entertaining. The entertainment room/den off the kitchen is complete with built in bar as well as cabinetry for storage and TV. The primary suite on the second floor gives one a spa inspired feeling with tranquil outdoor access to a private deck, marble bath and shower with commode upgrades and a built in California closet system. Two additional bedrooms on the second floor are connected by a sitting room area overlooking the living space below A fully finished lower level adds additional living and entertaining possibilities. Many upgrades and improvements including a new EPDM roof installed in 2025, an electric car charging system, new Sub Zero fridge, refinished living and dining room floor to name a few. See upgrade list. A rare architectural offering Close to Yale -A New York alternative

14 Grouse Ln, Woodbridge
$735,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24177143 MLS
History feels handsomely at home in the Fairchild House. This 1780 Cape-style sanctuary was relocated c.1930 onto a newly-sited foundation, deeper within the property, then extensively expanded twice in later years. Across 2,800sqft, with 2.5 bathrooms and 4 room options for the 3 bedrooms, the home layers the latest luxuries with late-Colonial craftsmanship such as original millwork mouldings, fireplaces, sconce lighting, and hand-hewn wide-plank floors that glow and tell their story. A circular drive introduces level lawns, bordered by veritable verdure privacy and garden views. Inside, a front-to-back living room offers fireside warmth and wonderful flow, while the formal dining room, with its own wood fireplace, period wall paneling and 2 hutches, elevates candlelit dinners and holiday traditions. The kitchen, updated 10 years ago with maple cabinets, corian counters, and gas cooking, offers a sunny breakfast corner in which to enjoy slow mornings. A soaring family room adds modern scale with cathedral ceiling, exposed beams, walk-in closet, and 9-foot arched window. The latest addition main-level primary suite endows 2 walk-in closets, French doors to the yard, radiant heated floors, and a lavish skylit bathroom. A rustic, wood-paneled office completes the main level. A heated semi-finished rec room downstairs serves as a great fitness or hobby space and a detached 2-car garage and many updates, including mechanicals and an EV charger, round out the full package.

446 Amity Rd, Woodbridge
$489,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24176894 MLS
Located in desirable town of Woodbridge and served by Amity Regional School District, this well-maintained two-family home offers a fantastic opportunity for both investors and owner-occupants. Each unit features 2 bedrooms and 1 full bathroom, with units conveniently situated on separate floors for added privacy. The second-floor unit has been fully renovated, showcasing updated finishes and modern appeal. Both units offer comfortable living spaces, gas heat, and strong rental or multi-generational living potential. Ideally located in a quiet residential setting while remaining close to shopping, dining, and commuter routes, this property combines flexibility, value, and location in one of the area's most sought-after communities. To be conveyed in "as-is" condition.

38 Mettler St, Woodbridge
$1,599,500
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24176955 MLS
Stunning new construction opportunity in the heart of Woodbridge! This thoughtfully designed 4,000 SF farmhouse-style Colonial offers the perfect blend of timeless architecture and modern living. Featuring an open-concept floor plan with spacious living and entertaining areas, this home is designed for today's lifestyle. The flexible layout includes both first-floor and second-floor primary suite options, ideal for multi-generational living or accommodating a variety of buyer needs. High-end finishes, generous room sizes, and quality craftsmanship throughout complete the vision for this exceptional home. Bring your ideas and make it your own - buyers will have the opportunity to customize finishes, layouts, and design elements, or work with the builder to create an entirely different style home to suit their preferences. Whether you envision a modern farmhouse, transitional, contemporary, or classic Colonial, the builder is able to accommodate a variety of plans and styles. An added bonus is the availability of two side-by-side lots, creating a rare opportunity for buyers looking to build near family members, extended family, or close friends while still enjoying the privacy of separate homes. Perfect for those seeking a family compound feel, multi-generational living nearby, or simply the convenience of having loved ones just next door in a premier Woodbridge location!

346 Rimmon Rd, Woodbridge
$350,000
ACTIVE Status ⋅ 24176950 MLS
Build your dream home on this exceptional 5.1-acre parcel nestled in the desirable town of Woodbridge. Offering a private, wooded setting with the perfect blend of tranquility and convenience, this expansive lot provides endless possibilities for a custom estate, retreat, or private sanctuary. Enjoy the beauty of nature, mature trees, and peaceful surroundings while remaining just minutes from Yale, downtown New Haven, Route 15, shopping, dining, and award-winning schools. A rare opportunity to create your vision in one of Woodbridge's most sought-after locations

348 Rimmon Rd, Woodbridge
$350,000
ACTIVE Status ⋅ 24176939 MLS
Nestled in the desirable town of Woodbridge, this exceptional 4.6-acre parcel at 346 Rimmon Road offers a rare opportunity to build your dream home in a peaceful, private setting. Surrounded by established homes and scenic natural beauty, the property provides ample space for a custom estate, private retreat, or future investment. Located within the award-winning Amity school district and conveniently close to Yale, downtown New Haven, major highways, shopping, and dining, this expansive lot combines tranquility with accessibility. A unique chance to create something special in one of New Haven County's most sought-after communities.

346 Rimmon Rd, Woodbridge
$3,500
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24172556 MLS
New Construction!!!Discover modern living in this newly built 2-3 bedroom rental in desirable Woodbridge, CT. Thoughtfully designed with high-end finishes throughout, this home features beautiful hardwood floors and a spacious, open-concept layout perfect for both everyday living and entertaining. The oversized kitchen is a standout, complete with sleek quartz countertops, ample cabinetry, and plenty of room for cooking and gathering. Step directly from the kitchen onto your private deck, perfect for your morning coffee or evening relaxation. Each bedroom offers the comfort and privacy of its own en suite bathroom, making this home perfect for a variety of living arrangements. Additional highlights include contemporary fixtures, abundant natural light, and quality craftsmanship throughout. Located in the highly regarded Amity school system, this property combines style, convenience, and top-tier education in one exceptional rental opportunity. Schedule your showing today and experience everything this beautiful home has to offer. Convenient access to Yale, downtown New Haven, Shopping and Route 15.

44 Mettler St Unit A, Woodbridge
$1,199,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24171634 MLS
Welcome to 268 Newton Road in Woodbridge a stunning new construction 4-bedroom, 2.5-bath modern Colonial set on over 5 acres of beautiful land, offering privacy, space, and upscale design. Step inside to an open-concept floor plan living room with a gas fireplace, creating a bright and inviting focal point. The custom kitchen featuring an oversized island, wet bar, and coffee station. The main level includes a full bathroom, a formal yet open dining area, and a dedicated office perfect for today's flexible lifestyle needs. Upstairs, 9-foot ceilings, oversized windows, and hardwood floors enhance the home's spacious feel. The primary suite serves as a private retreat with a vaulted ceiling, custom woodwork, and a luxurious en-suite bath complete with a spacious 6x5 walk-in shower. Two additional generously sized bedrooms, a full bath, and a conveniently located laundry room complete the second floor. Additional highlights include a 3-car garage with attached mudroom, along with both indoor and outdoor fireplaces for year-round enjoyment. The granite patio and covered front and back porches create the perfect setting for relaxing or hosting guests. Located in a highly desirable area with a sought-after school district, this home offers the ideal balance of privacy and community. Don't miss the opportunity to personalize this exceptional home and make it your own. Just a short distance to Yale, downtown New Haven, Route 1

268 Newton Rd, Woodbridge

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