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$2,623,000
4 Beds ⋅ 8 Baths ⋅ 170625597 MLS
Escape to the privacy of this 7.65-acre Stoddard Hill Estate, a haven for enjoying breathtaking views of the Woodbridge countryside and Long Island Sound. Built in 2008 by the Garceau Brothers, this architect (Johnathan Isleb) designed home exudes quiet elegance. The foyer boasts a floating staircase, skylight, and a guest powder room. With 9ft. ceilings throughout, the living room features cathedral ceilings, a fireplace, and skylights. The expansive dining room is perfect for family gatherings, while the kitchen offers maple cabinets, Subzero appliances, two dishwashers, and a breakfast area leading to the pool. A 1st floor office or ensuite is ideal for guests. Upstairs, the primary suite offers stunning views, walk-in closet, dressing area, and a study/office. Two additional bedrooms with walk-in closets and ensuite baths and an additional study complete the upper level. Lower level, flooded with natural light, includes a spa room, home theater, climbing wall, workout room, and a spacious wine cellar. Pool is surrounded by extensive blue stone patios for entertaining. Whole house generator. Gated rear entrance provides quick access to downtown New Haven, Yale University, and Yale New Haven Hospital, just 5 miles away. Conveniently located near Rt 15, only 66 miles from NYC and 120 miles from Boston, offering easy access to airports and entertainment. Possibly 2 lots can be subdivided off the property, (buyer to do their own due diligence). Award-winning school system!!!

16 Cleft Rock Rd, Woodbridge
$1,865,000
5 Beds ⋅ 8 Baths ⋅ 24109527 MLS
This is the one you've been waiting for! Prime Central Woodbridge Location. Nestled on a quiet cul-de-sac in central Woodbridge's premier neighborhood, and only 15 minutes to downtown New Haven, you will find 9 Tallwood Road. This spectacular property, a meticulously maintained and beautifully updated home, offers the perfect blend of luxury and comfort. Everything has been done for you to the highest standards. This large, gracious, and inviting colonial offers formal living and dining rooms, and a family room, all with fireplaces. Also on the first floor is a beautiful sunroom with full bath which would make a perfect in-law suite, guest room, or additional living space. The heart of the home is the chef's kitchen, completely renovated in 2021 with top-of-the-line appliances and designer finishes. Custom built-ins and thoughtful upgrades are found throughout, creating elegant and functional living spaces with generous room sizes and an ideal flow for both everyday living and entertaining. Step outside to the private backyard oasis, featuring a heated, self-cleaning Gunite pool with a waterfall and spa, a cozy fire pit, and lush landscaping for year-round enjoyment. You will also find a spacious pool house, an outdoor shower, a tire swing and even a not to be believed tree house! Lounge seating and multiple outdoor dining areas, with in-line connectivity for a propane gas grill, provide all the comforts for outdoor living. New roof 2025.

9 Tallwood Rd, Woodbridge
$1,675,000
7 Beds ⋅ 10 Baths ⋅ 24009336 MLS
Nestled on 4.95 private acres, this 7-bed, 7-full bath and 3-half bath estate spans 8,300 Sq. Ft. of luxury living. The main level features a grand foyer with soaring ceilings, spacious living room, formal dining room, three fireplaces and a state-of-the-art kitchen equipped with top-of-the-line appliances. The primary suite is a true retreat, featuring dual bathrooms and walk-in closets. Seven generously sized bedrooms complete the second and third level ensuring comfort and privacy for all. The finished lower level is an entertainer's paradise with a home theater, game room, and fitness room. Outside, indulge in the heated pool, spa, and meticulously landscaped grounds with covered porch and patio perfect for alfresco dining. Adjacent to conservation land and tranquil trails, this residence offers both seclusion and convenience. Located in the prestigious Amity School District, with easy access to Yale and downtown New Haven.

128 N Racebrook Rd, Woodbridge
$1,525,000
4 Beds ⋅ 6 Baths ⋅ 24163973 MLS
Set at the end of a tranquil cul-de-sac, this distinguished 4-bedroom, 6-bath Colonial offers refined elegance, exceptional craftsmanship, and a rare sense of privacy. A dramatic living room welcomes you with coffered ceilings, oversized windows, a sophisticated home theater system, and one of two beautifully appointed fireplaces-creating an ideal setting for both grand-scale entertaining and intimate gatherings. The chef's kitchen serves as the heart of the home, featuring premium stainless steel Thermador appliances and custom cabinetry. A private home office provides a quiet, polished workspace tailored to today's lifestyle. The upper level is anchored by a sumptuous primary suite with dual walk-in closets and a spa-inspired en-suite bath designed for ultimate relaxation. Additional bedrooms are generously proportioned, each complemented by impeccably finished bathrooms. A partially finished basement and attic offer flexible space for a fitness studio, media lounge, or refined guest accommodations. Outdoors, an expansive deck transitions seamlessly to an above-ground pool-ideal for hosting summer soirees or enjoying peaceful moments in the lush, level backyard framed by mature trees. Completing the residence is a rare four-car attached garage. A graceful blend of classic Colonial architecture and modern luxury, this exceptional home presents a rare opportunity to enjoy elevated living in a private, picturesque setting.

23 Aldo Dr, Woodbridge
$1,500,000
4 Beds ⋅ 6 Baths ⋅ 24027110 MLS
Immerse yourself in refined living at this exquisite estate in the prestigious Landmark Estates of Woodbridge. Stone walls lead to this custom-built colonial residence that seamlessly blends timeless elegance with modern luxury. Crafted using only the finest building materials, this premier property boasts nearly 5,000 square feet showcasing high-end finishes and thoughtful design. Step inside the open foyer with wraparound balcony, where intricate herringbone wood flooring sets the stage. Wainscoting and detailed crown molding create a sense of refined tradition, perfectly balanced with tasteful modern updates. The gourmet kitchen takes central stage. This culinary haven showcases top-of-the-line appliances, custom built cabinetry, imported Carrara stone countertops, and a generous walk-in pantry. A central island with a second sink and an inviting breakfast bar fosters connection and effortless flow into the cozy family room with wood burning fireplace and a sun-drenched eat-in area. Just steps away, an enclosed porch provides a versatile space for drinking your coffee or reading a book, entertaining, or tranquil enjoyment of the outdoors. Formal living and dining rooms cater to sophisticated gatherings, while a separate office adorned with French doors offers a serene environment for productivity. The finished lower level, approximately 1,800 square feet has potential for multi-generational living.

6 Zak Hill Dr, Woodbridge
$1,500,000
5 Beds ⋅ 6 Baths ⋅ 24082236 MLS
Absolutely exquisite custom Garceau Bros. built masterpiece showcases timeless elegance & superior craftsmanship. With 5200 sq. ft.of living space plus 1000 sq. ft. finished walk-out lower level this exceptional home blends luxury, comfort, & modern convenience in a prime cul-de-sac location. Just off the dramatic entry you are greeted by a handsome library with loads of bookshelves & a coffered ceiling living room. The state-of-the-art kitchen is a chef's dream.Wolf cooktop with pot filler, double wall ovens & granite counters. Oversized island & endless cabinets. The breakfast area has French doors into a beautifully designed all glass three-season room overlooking the private 2 acre grounds featuring an amazing heated pool. The family room is a show stopper w/stunning built ins and fireplace. This opens into the floor to ceiling glass sunroom perfect for total relaxation. Upstairs, the luxurious primary suite is what dreams are made of. 2 walk-in closets, a dressing room, & a breathtaking new european bath with a walk in shower & soaking tub. 3 additional overized BR's, w/ hardwood floors, and 2 bathrooms. Just off the newly created custom mudroom is a bonus room with a full bath, ideal for a guest suite. The fully finished walk-out basement is an entertainer's paradise, featuring an 800 bottle wine cellar, cedar closet, home gym & recreation space. State-of-the-art GEOTHERMAL HEATING SYSTEM offers incredible efficiency & comfort.Whole house generator. Only 15 min to Yale

5 Olde Country Rd, Woodbridge
$1,480,000
6 Beds ⋅ 7 Baths ⋅ 24096925 MLS
Discover unparalleled elegance in this remarkable property, offering nearly 7,000 sq ft of sophisticated living space. W/6 spacious bdrms , 5 full baths, & 2 half baths, this home is perfect for entertaining & family life. Step into the newly renovated chef's kitch, designed w/custom cabinetry, built-ins, & a spacious island. Equipped w/premium appliances, incl a SubZero frige & a 6-burner gas cooktop, this kitch is a culinary masterpiece. The inviting living rm features HW floors & tasteful built-ins. Adjacent is the banquet-sized dining rm w/custom built-ins, perfect for dinner parties. The open-concept family rm incl built-ins, a wet bar w/wine cooler, & sliders to a serene patio-ideal for al fresco dining. The luxurious primary bdrm suite offers a cozy sitting rm, expansive walk-in closets + add'l closets, & a spa-like en suite bath w/soaking tub & dual vanities. 4 add'l well-proportioned bedrms provide comfort, w/thoughtful bath arrangements supporting family needs. The first floor includes dedicated quarters: a laundry rm, office/sitting room, an extra bedrm, &/full bath-perfect for nanny orguests. The lower level features a spacious playrm & state-of-the-art theater rm for family entertainment. Outside, enjoy a prvt sanctuary w/meticulously landscaped grounds, mature trees, & a heated saltwater inground pool & spa. This home seamlessly blends luxury w/function, creating an inviting oasis for modern living.

10 Grove Hill Rd, Woodbridge
$1,440,000
5 Beds ⋅ 5 Baths ⋅ 24158378 MLS
Stunning custom-built Colonial set on 2.54 private acres in the highly sought-after Amity School District. This impressive home offers 6,531 sq ft of living space with 5 bedrooms, 4 full baths, 1 half bath, and 4 fireplaces, blending classic elegance with spacious modern living. Designed with generous proportions, every room feels open and bright with high ceilings and abundant natural light. The expansive kitchen flows into a large family room featuring a beautiful stone fireplace with wood-burning insert, perfect for gatherings and entertaining. The home features a private primary bedroom wing with sitting area and large windows, creating a peaceful retreat. Outdoors, enjoy a wraparound deck off the family room that connects to a stone patio off the kitchen, overlooking the large backyard with a custom stone firepit seating area. The property backs up to protected water company land, offering exceptional privacy and scenic surroundings. Additional potential exists in the third floor and walk-out basement with high ceilings and patio access, ideal for future finished space. Accessed by a shared driveway from Peck Hill Rd, this original owner/builder home sits on land once purchased from the Queen of England, adding a unique historical touch. A rare opportunity to own a remarkable estate property just minutes from Yale, downtown New Haven, and major commuting routes.

39 Nettleton Dr, Woodbridge
$1,400,000
4 Beds ⋅ 5 Baths ⋅ 170560368 MLS
Welcome to 14 Westward Road! A rare opportunity to purchase this custom built 5 year young colonial located on gorgeous manicured 2.24 acre lot in Central Woodbridge. This stunning home is for the most discriminating buyer who appreciates unrivaled quality craftsmanship and luxurious finishes. As you enter through 8’ solid Mahogany double doors into a 2 story foyer appointed with Italian marble floors, oak and iron staircase and exposed wood beams, you will immediately recognize the exquisite design and unparalleled quality. This home was designed for seamless indoor and outdoor entertaining with relaxed living spaces and an open floor plan. The spectacular chef’s kitchen is appointed with Candlelight Quartersawn Oak Cabinets, natural stone quartzite countertops, a dual fuel La Cornue range w/double oven, stainless-steel appliances, Italian porcelain tile floors and a walk-in pantry. The spacious family room features a natural stone fireplace with gas insert which opens up to a multi-level covered composite deck and 2 limestone patios. Exceptional spaces for outdoor entertaining! Other special features include: a Bain Ultra Hydro Massage tub and walk-in shower in the primary bath; structural preparation for an elevator to all 3 levels; full basement with 9’ ceilings; 2 unfinished spaces on the 2nd floor for future expansion; a pool site; 5 bedroom septic design & City Water. Award winning school district. Proximate to Yale & downtown New Haven. See Video and Feature list!

14 Westward Rd, Woodbridge
$1,395,000
4 Beds ⋅ 4 Baths ⋅ 24148728 MLS
The commanding presence of this stately brick Colonial will take your breath away.You are greeted by a dramatic dual staircase that serves as a centerpiece of architectural symmetry. The sense of volume continues with a soaring two-story family great gas fireplace & surround sound system,perfect for relaxation. Anchored by a second-floor catwalk that offers a gallery view of the home. The layout flows effortlessly into a chef's kitchen with a walk-in pantry, a breakfast bar, stunning granite, updated appliances and a separate oversized eating area with walls of glass. The formal dining room & living room provide sophisticated spaces. French doors lead to the home office with handsome built-ins. An incredible sun room with vaulted ceilings offers a flexible area for play or fitness.Upstairs, the two-room primary suite is a true sanctuary, featuring two walk-in closets and an en suite beautiful bathroom finished with marble tiling, a deep jet tub, and a double vanity with custom stonework.3 additional bedrooms offer exceptional accommodations, including one with a private en-suite bath & two of the BR's share an adjoining bathroom. The living experience extends to a spectacular new outdoor kitchen & patio, perfect for hosting. This meticulous home offers absolute peace of mind with a brand-new roof, Generac generator (2022). Brand new gas HVAC. Oversized 3 car garage.Spanning an impressive 6000 sq.ft, this home balances warmth with grand scale privately set back on over 2 acres

489 Amity Rd, Woodbridge
$1,375,100
5 Beds ⋅ 8 Baths ⋅ 170582080 MLS
This custom residence was rebuilt by the Garceau Brothers to replicate the owner’s prior home in Westport, Ct.. From the coffered ceilings to the heated tile floors to the balance between private and family space, this spectacular home has superior quality throughout. Upon entering the gracious foyer the quality of the details and its welcoming tone is apparent. Brazilian cherry wood floors and detailed painted wood moldings greet you in this true central hall Colonial with access to a half bath and to the expansive backyard deck. From the front hall on the right, the living room with fireplace and 9-foot ceiling welcomes your guests, while on the left, the dining room is designed to showcase a 12-person round table to encourage easy conversation. The gorgeous kitchen designed by Kitchens By Gedney features all a chef desires with bar sink, 2 ovens (Thermador and Viking), 2 dishwashers and separate full-sized Viking Refrigerator and Freezer plus both walk-in and enclosed pantries.The eating area features a beverage fridge and a built-in family communication center with bookshelves for cookbooks. The kitchen expands into a family room with cathedral ceiling, custom cabinetry and a fireplace. From there, you will find additional custom closets, another half-bath and a garage bay that was converted into a full-sized mudroom, with custom cabinetry, including shoe drawers. The final room on this floor is a large office with windows on 3 walls and quality, custom cabinetry.

15 Hampton Dr, Woodbridge
$1,350,000
5 Beds ⋅ 4 Baths ⋅ 24169948 MLS
Experience exceptional craftsmanship and timeless design in this beautifully custom-built home, where every detail has been thoughtfully considered. Soaring ceilings, exposed wood beams, rich hardwood floors, and walls of windows create a warm yet sophisticated atmosphere filled with natural light. At the heart of the home, the chef's kitchen impresses with custom cabinetry, a generous quartz island, premium appliances, a farmhouse sink, and abundant workspace, seamlessly opening to expansive living and dining areas anchored by a stunning floor-to-ceiling stone fireplace. The luxurious primary suite is a private retreat featuring a striking coffered wood ceiling, a spa-inspired bath with a freestanding soaking tub, oversized walk-in shower, dual vanities, and an expansive walk-in closet. Designed for effortless entertaining and everyday living, this remarkable home offers timeless style, exceptional quality, and an unmatched level of comfort.

49 Round Hill Rd, Woodbridge
$1,340,000
5 Beds ⋅ 7 Baths ⋅ 24167054 MLS
Come fall in love with this stunning home perched atop the sought-after Stoddard Hill section of Woodbridge. Tucked away on a quiet cul-de-sac and surrounded by other beautiful homes, this property offers exceptional privacy and a truly serene setting. Custom built in 1996 by renowned builder Marvin Schaefer, this expansive residence features five bedrooms, five full baths, and two half baths-providing plenty of space for both everyday living and entertaining. A grand two-story foyer welcomes you inside, where you'll find Six zones of heat to ensure comfort and efficiency year-round. The dining area flows seamlessly into a generously sized living room, creating an inviting space for gatherings. The spacious main-level primary suite offers convenience and luxury, complete with dual walk-in closets and an elegantly updated en-suite bath. Step outside from the kitchen or family room onto a large deck overlooking your own private resort-like backyard. The impressive 50' x 20' gunite pool is surrounded by bluestone and professionally landscaped grounds. A well-appointed pool house enhances the experience, featuring a refrigerator, dishwasher, on-demand hot water heater, and a full bathroom. The fully fenced backyard provides ample space for entertaining. Unwind in the jet-powered jacuzzi.

14 Cleft Rock Rd, Woodbridge
$1,313,612
6 Beds ⋅ 8 Baths ⋅ 24010571 MLS
"There beneath the blue suburban skies", 37 Penny Lane is an exquisite, Garceau-built Georgian Colonial, & the measure of luxury living. WOODBRIDGE'S PREMIERE CUL-DE-SAC comprises many fine homes, providing a tranquil & sophisticated setting for this impeccably maintained, remarkable residence. Manicured grounds surround, w/ pops of spring color to accent the timeless architecture, which is bathed in radiant natural light, thanks to a coveted south-facing exposure. UNMATCHED AMENITIES elevate the home's extravagance to new heights w/ a movie theater for cinematic entertainment, an exercise room & tennis court, complete w/ basketball hoop, for active recreation & leisure. Work at home in style from the study, which boasts a dedicated entrance & splendid stone porch, ideal for welcoming clients or conducting meetings. Guest suites found on the upper & lower levels have great in-law potential too! EXTENSIVE UPDATES THROUGHOUT, including 3.5 bathrooms, mechanicals, roof, & patio, to name a few, ensure modern comfort & worry-free ownership for years to come. ELEGANT LIVING SPACES & INSPIRED FLOW are balanced to create a warm & attractive atmosphere. From the grand foyer, w/ graceful butterfly staircase, to the formal living & dining rooms, w/ enticing wood fireplaces, to the brilliant kitchen, open to the breakfast room & striking family room w/ coffered ceiling & stone fireplace, not one room feels estranged & lavish moldings & fixtures adorn every corner. A genuine show stopper!

37 Penny Ln, Woodbridge
$1,310,000
4 Beds ⋅ 5 Baths ⋅ 24148650 MLS
Nestled on a quiet stretch of Elderslie Lane in picturesque Woodbridge, Connecticut, this exceptional residence was custom built by renowned craftsman Peter Olsen as his own home, showcasing uncompromising quality and timeless design. A grand marble entry welcomes you with a dramatic circular staircase, setting the tone for the elegance found throughout. Rich cherry hardwood floors flow seamlessly into beautifully appointed living spaces, highlighted by two stunning coffered ceilings and thoughtfully placed balconies that add architectural interest and warmth. The gourmet kitchen is a chef's dream, featuring Sub-Zero refrigeration, Wolf appliances, granite countertops, and custom cherry cabinetry-perfect for both everyday living and entertaining. The family room has a breathtaking floor-to-ceiling stone fireplace, creating a refined yet inviting atmosphere. The first-floor primary suite offers privacy and comfort, complete with a luxurious bathroom retreat. Throughout the home, the design and attention to detail are second to none. Overlooking serene, wooded surroundings, this home offers a rare sense of peace, privacy, and craftsmanship-an extraordinary property in an equally extraordinary setting. Located in an award-winning school district with convenient access to Yale University, downtown New Haven, major highways and shopping!

51 Elderslie Ln, Woodbridge
$1,300,000
6 Beds ⋅ 7 Baths ⋅ 24106317 MLS
When only the exceptional will do. This custom home offers over 7000 sq ft of meticulously designed living space, set on 1.38 acres of professionally landscaped grounds. From the moment you step onto the wraparound porch & into the two-story foyer, you're greeted with timeless elegance & a graceful curved staircase. Rich architectural detail throughout. The heart of the home is the thoughtfully designed chef's kitchen with big island, custom cabinetry, granite counters, top-of-the-line appliances, including a Dacor gas stove, Sub-Zero fridge, double ovens, wine cooler & warming drawer. Brazilian cherry floors extend into the dining room as well as the Living room anchored by a stately fireplace & custom millwork. A luxurious first-floor primary suite includes a sitting room with a stone fireplace, glass sunroom, expansive walk-in closet, & spa-like bath with heated floors & marble finishes. The main level also features an exquisite cherry-paneled library with endless bookshelves. A show-stopping 27x19 family room with coffered ceilings, home theater setup, limestone fireplace & birds eye maple built-ins. A laundry & walk in pantry like you have never seen! Up the rear staircase you will find a HUGE gym/bonus room, bedroom and full bath. 2nd floor features 4 bedrooms, three full baths, a private suite with a BR, sitting room & kitchen space. A brand new roof. Exterior just painted.Generator, & top-tier mechanicals complete this one-of-a-kind light filled gem. Minutes to Yale

11 Bunker Hill Rd, Woodbridge
$1,287,500
4 Beds ⋅ 5 Baths ⋅ 170583292 MLS
Captivating, Classy and Divine sits 50 Grouse Lane ~ Situated at the end of a cul-de-sac in one of Woodbridge's most desirable neighborhoods, you will fall in love with true elegance, from the grand foyer to the private backyard ~ Allow the kitchen to be the masterpiece of every dinner, party, and holiday as it boasts glamour and love throughout ~ The fully remodeled master bathroom and walk-in closet fit for a queen both compliment the master bedroom seamlessly ~ The fully finished lower level and the walk up attic offer space to grow, expansion, and limitless possibilities for longterm guests ~ Built in Generator, Central Vacuum, Hardwood Floors, Two wood burning fireplaces, Bay windows, Custom Trim work, Three Car Garage complete with a Tesla Power Station/outlet ~ Sit back, relax, and pour yourself a glass of wine from the wine cellar while enjoying the stress-free lifestyle compliments the updated heating and cooling systems ~

50 Grouse Ln, Woodbridge
$1,286,100
4 Beds ⋅ 4 Baths ⋅ 24025316 MLS
144 Ford Road is an incredible new construction home in the town of Woodbridge. Framing, roof and windows have been completed. With over 3700SqFt, this Farmhouse styled home offers amazing curb appeal with all of the modern finishes that you expect from a present-day new construction house. From the oak floor and expansive back deck, to the grand living room with a 2 story ceiling opened to the second floor, Ford road is being built to impress! There are 4 total bedrooms and 3 1/2 bathrooms, including a main floor bedroom with a full bath. The primary suit offers a large walk-in closet, full bath and optional rooftop deck! Call today to discuss all options to customize this home to suit your needs.

144 Ford Rd, Woodbridge
$1,275,000
5 Beds ⋅ 6 Baths ⋅ 24092994 MLS
Magnificent, custom-built brick Georgian Colonial set on 2.85 acres of professionally landscaped grounds in a private and serene Woodbridge setting. Built by noted builder Roland Skinner, this stately 5-bedroom, 5.5-bath home offers over 7,000 SF of elegant living space and timeless craftsmanship. A circular driveway leads to a grand two-story foyer that sets the tone for this exceptional home. The gourmet kitchen features a large center island, quartz countertops, and a spacious dining area, perfect for everyday living and entertaining. The family room offers a cozy fireplace, custom built-ins, and opens seamlessly to an expansive bluestone patio with hot tub, fire pit, and sweeping backyard views. Enjoy breathtaking sunsets from the covered porch or entertain guests in the playground area and bocce court. Upstairs, you'll find five generously sized bedrooms, including a luxurious primary suite with a sitting room, spa-like bath with a glass-enclosed shower, tub and double vanity. A large private office is located above the 3-car garage. The finished walk-out lower level offers new luxury vinyl flooring, a full bath, and flexible space for a gym, rec room, or media room-also offering easy access to a potential future pool site. Backing up to Water Company land for added privacy, and located on a quiet private drive shared by just one other home with rear access to the desirable Nettleton Dr/Old Quarry neighborhood. Convenient to Route 34, Yale and award-winning schools!

176 Peck Hill Rd, Woodbridge
$1,260,000
5 Beds ⋅ 5 Baths ⋅ 24096533 MLS
Fully owned solar panels! Electric Bills are almost 0! Set on over 2 scenic acres in desirable Woodbridge, this Peter Olsen designed, custom-built 2014 Colonial offers elegance, space, and modern efficiency. Featuring 5 bedrooms, 4.5 baths, and a 3-car garage, this home is designed for comfort and sophistication. A dramatic 2 story family room with an oversized Palladian window bathe the space in natural light, accentuating the beautiful moldings, wainscoting, and hardwood floors throughout. The gourmet kitchen boasts a Wolf range, Sub-Zero fridge, granite counters, center island, walk-in pantry, and breakfast bar for six. Spacious eating area with walls of windows & door to patio. Butler's pantry leads to your formal dining room with bay windows. Living room mirrors the dining room giving this home great balance. The first-floor guest suite with a private entrance and full bath is ideal for visitors or in-laws. Upstairs, the luxurious primary suite offers cathedral ceilings, a sitting area, & a spa-like bath with an elegant shower, dual vanities, and a custom dressing room. Three additional bedrooms, each with en-suite baths. A walk-up attic with high ceilings & expansive lower level, offer great possibilities for future expansion. Smart home features and outlet for car charger in garage. The level lot offers possibilities for a pool. 15 min. to Yale, trains, shopping & downtown New Haven. 90 minutes to NYC. Award winning Amity School District. A true Woodbridge gem.

24 N Racebrook Rd, Woodbridge
$1,255,000
4 Beds ⋅ 4 Baths ⋅ 24014009 MLS
Welcome to 118 Ansonia Road, a custom-designed, ranch-style 4 bed, 3.5 bath modern masterpiece built in 2023, that seamlessly blends nature and architecture to create an incredible living experience. Designed with 2 bedrooms on each side of the home, this layout offers the perfect balance of individual space & shared living environments, connecting everyone in the center. 16-foot ceilings, an open floor plan, expansive windows, a chef's kitchen, w/high-end appliances, Quartize countertops & a custom patio in the center of it all, make this is an entertainer's dream. There is a separate dining room featuring two walls of glass and a built-in bar cabinet - perfect for hosting guests or enjoying an intimate meal. The bathrooms are spa-like & feature custom selections, making each one unique. Enjoy professionally landscaped grounds with a spacious front porch & back patio. This home doesn't just stop at style - it's also environmentally conscious with geothermal heat & an energy-efficient design using the latest in building science, earning a HERS rating of 43 and making it "green from the ground up." The ceilings are strategically crafted to optimize natural light & regulate indoor temperatures. Walking distance to the Woodbridge Pool Club. Quick access to Downtown New Haven, Yale University, & Yale New Haven Hospital. Convenient to Rt. 15, Tweed Airport & local train stations. Enjoy the walking trails & parks of Woodbridge, as well as the award winning Amity schools.

118 Ansonia Rd, Woodbridge
$1,240,000
4 Beds ⋅ 5 Baths ⋅ 24098030 MLS
Beautifully updated home! Located on a quiet cul-de-sac in a sought-after central Woodbridge neighborhood, Penny Lane blends timeless design with thoughtful modern upgrades throughout every corner. This custom-built, one-owner 4-bedroom, 4.5-bath Colonial features a dramatic two-story foyer and a sun-filled, open-concept layout perfect for today's lifestyle. The chef's kitchen showcases Sub-Zero and Wolf appliances, Quartz countertops, and a center island, flowing into a vaulted family room with fireplace, new skylights, and a 2021 roof. Formal living and dining rooms add versatility, and a private main-level office is ideal for remote work or study. The spacious main-level primary suite includes a walk-in closet and soaking tub, with three additional bedrooms and two full baths nearby. The finished walk-out lower level includes a large rec room with backyard access, a guest room, and a full bath-perfect for entertaining, extended stays, or multi-generational living. Highlights include refinished hardwood floors, 100+ recessed lights, updated lighting, all-new interior doors, hardware, closet systems, fresh paint, and all bathrooms remodeled 2025. Additional updates: 2022 repaved driveway, 2019 deck, central air, 2024 whole-house water filtration system, upgraded electrical service, and two fire-rated garage entry doors. Enjoy over an acre of level, private yard with a spacious deck-ideal for relaxing, entertaining, or play-all in the top-rated Amity School District.

66 Penny Ln, Woodbridge
$1,200,000
4 Beds ⋅ 6 Baths ⋅ 24181406 MLS
Welcome to 2 Jeremy Garden Lane - a magnificent, renovated Center Hall Colonial nestled on 1.49 acres on a tranquil cul-de-sac in Woodbridge, CT. This extraordinary 4-bedroom, 4 full and 2 half-bath estate captivates with timeless elegance and thoughtful modern updates. Gleaming dark hardwood floors guide you through the grand foyer to a formal living room, library, dining room, and eat-in country kitchen. The family room with gas fireplace flows into a beautiful sunroom, while a new home office with custom built-in shelving, mudroom, and laundry room complete the main level. The breathtaking primary suite features a sitting room, soaring cathedral ceilings, Palladium window, gas fireplace, walk-in closet, and a spa-inspired ensuite with standalone shower and whirlpool tub. Three additional bedrooms, each with dark hardwood floors and private ensuite baths, offer comfort and privacy for all. The finished lower level is perfect for a playroom or home gym, and the insulated walk-up attic provides exceptional storage. A whole-house generator ensures year-round peace of mind. Step outside to a stunning new stone patio with built-in grill - your personal parklike sanctuary, complete with an adjacent private pond and breathtaking wildlife.

2 Jeremy Garden Ln, Woodbridge
$1,200,000
5 Beds ⋅ 8 Baths ⋅ 24095046 MLS
*Please submit HIGHEST & BEST by Tuesday 5/20 at 12pm EST* An estate that is not just impressive-but iconic, this 1936 manor sprawls across six private, park-like acres in one of Woodbridge's most coveted enclaves. Straight out of a Gatsby scene, 8,200sf of opulent rooms & charming period detail you just can't replicate, the scale dares you to dream big. Yes, she needs some love-but oh, what a canvas. The possibilities are as endless as the fireplaces. With 14 rooms, 5 bedrooms, & 7.5 baths, you'll find more than enough space to dream, design, & deliver your personal revelation of luxury. Entertain in grand fashion within the formal living & dining rooms, the ballroom-sized great room, or in the marvelous mahogany-clad barroom flowing seamlessly out to 2 stately covered patios. Renovating will be worth the reward to enjoy resort-style living w/ not 1 but 2 heated pools-a 50' indoor stunner w/ sauna & spa, & an outdoor saltwater oasis w/ waterfall spa & pool house-kitchen & bathroom included. Upstairs the palatial primary is a penthouse unto itself-w/ dual baths, huge sitting room, dressing rooms, & a dedicated terrace for morning musings. 2 more of the bedrooms offer en suites & all have walk-in closets. Garages for 6 cars, a partially finished lower level, 2 laundry rooms, irrigation system & 3 garden outbuildings round out the endowments.

37 Hunting Hill Rd, Woodbridge
$1,199,500
5 Beds ⋅ 4 Baths ⋅ 24183890 MLS
OPEN Houses CANCELLED 7/11 and 7/12. Coastal Luxury with Endless Potential. Welcome to your private sanctuary, a stunning property that blends modern upgrades with exceptional versatility. This home offers the perfect balance of luxury and convenience, making it ideal as either a dream vacation retreat or a year-round residence. Over the last five years, more than $250K has been invested in essential mechanical systems and aesthetic improvements, providing peace of mind for years to come. The main floor radiates sophistication with all-new flooring, paint, walls, ceilings, and lighting. The chef's kitchen shines with a high-end Wolf stove, Sub-Zero refrigerator, Bosch dishwasher, and warming oven. Not withstanding a great wet bar to keep the libations flowing. Recent updates heating system, well system, hot water tank, dual oil tanks, and modern air handlers. Enjoy summer days in your fully heated, 10-foot-deep pool featuring a new liner that is surrounded by warm vibes outdoor firepit. Hookup to the high-speed EV charger. The wall-mounted TVs stay. Location is everything, with convenient access to the Merritt Parkway, I-95, Amtrak Acela service to Manhattan, Boston, and D.C., as well as 10 Min to Metro-North. Enjoy outstanding shopping, dining, entertainment, Yale University, and boating and beaches along Long Island Sound. Amity School District.

905 Baldwin Rd, Woodbridge
$1,190,000
4 Beds ⋅ 4 Baths ⋅ 170605432 MLS
COMPLETED! IMMEDIATE OCCUPANCY! Welcome to 181 Ford Rd, this 3200 square-foot home has all you could ask for in a new construction home. As of right now, the builder is willing to work with the purchaser and customize the Home to their needs. The main level does an expensive kitchen with an open floor plan to the living room. The home will be fitted with granite countertops, new appliances, and the gas range. From the main living area, you have access to the dining room as well as a private study with vaulted ceilings. Also on the main floor is the primary bedroom suite this area includes a full walk-in closet, a large primary bedroom bathroom with a tiled, walk-in shower, freestanding tub, and two sinks. On the second floor is where you will find three bedrooms and two more full bathrooms one of the bedrooms has the opportunity to function as the primary bedroom if the family all needs to live on the same level. The basement includes about 1200 possible finish square footage area With the possibility to add another living space or whatever you may desire in the back.

181 Ford Rd, Woodbridge
$1,170,000
5 Beds ⋅ 4 Baths ⋅ 24151068 MLS
Welcome to 19 Robin Road, a beautifully updated five-bedroom home tucked into professionally landscaped grounds in the heart of Woodbridge. Designed for both entertaining and everyday living, this home offers a wonderful blend of timeless charm and thoughtful modern updates. The chef's kitchen is the heart of the home, featuring top-of-the-line appliances including a Sub-Zero refrigerator, Dacor six-burner cooktop, and Viking hood-perfect for cooking, gathering, and making memories. The first-floor primary bedroom suite provides a comfortable and private retreat with modern finishes and everyday convenience. Step outside and enjoy your own backyard escape, complete with a large bluestone patio and heated in-ground pool-ideal for summer get-togethers, relaxing weekends, or quiet evenings at home. Upstairs, you'll find four additional bedrooms, a home office, two full bathrooms, and a laundry room, offering flexible space for today's lifestyle. With generous living areas, five bedrooms, and inviting outdoor spaces, 19 Robin Road is a place to truly feel at home. Ideally located near scenic walking trails and just minutes from downtown New Haven's restaurants, arts and culture, and Connecticut's beautiful shoreline beaches.

19 Robin Rd, Woodbridge
$1,150,000
4 Beds ⋅ 5 Baths ⋅ 24175600 MLS
Stately Georgian Revival built in 2002 on a sprawling 1.49-acre lot. At 5,603 SQ FT with 4 bedrooms and 4.5 baths, this home has so much to offer. A two-story, light-filled foyer leads to the formal living room on the left and the dining room on the right, with a tray ceiling and Brazilian cherry floors. A generously sized family room has a wood-burning fireplace, beautiful crown molding and plenty of windows. A small wet bar area is adjacent with a wine fridge, and storage for refreshments. A very spacious kitchen has cherry cabinets, stainless steel appliances (including double ovens), and granite counters and an island. There is a large area for casual dining, a sliding door to the yard, and access to the garage and laundry room. A private office, remodeled half bath, and a sunroom with vaulted ceilings and custom windows completes the first floor. The second floor is spectacular with 4 large bedrooms, each with an en suite bath. The primary suites feature coffered tray ceilings, a separate dressing or sitting room, and spacious walk-in closets. An unfinished basement has finishing potential! Attached 3-car garage, central air, public connected water, and irrigation. Brand new roof was installed in July 2026. Convenient location a short distance from award winning Woodbridge schools and a short drive to Downtown New Haven & Yale. This house is truly grand!

105 Beecher Rd, Woodbridge
$1,150,000
4 Beds ⋅ 5 Baths ⋅ 24109120 MLS
Welcome to 28 Aldo Drive! A stunning colonial located on a wonderful Cul de Sac! The beautiful 2 story foyer leads you to a fabulous light and bright open floor plan. Formal living room features custom coffered ceiling, stone fireplace and built ins. Large dining room with custom trim work. You will fall in love with the incredible Chef's kitchen which features granite countertops, a large center island, bar area, desk area, high-end stainless-steel appliances and an abundant amount of cabinet space. Family room with vaulted ceilings, custom built in cabinetry and propane fireplace. The first-floor primary bedroom features a stunning tray ceiling, a primary bath with a whirlpool tub, glass enclosure shower and 2 spacious walk-in closets. Main level guest room with full bath. Main level laundry room. The second-floor features 2 bedrooms and 2 full baths. Upper-level family room with kitchenette. The lower level has expansion potential. Exterior features large compositive deck and above ground pool/hot tub area. Award winning school district. Close to Yale, downtown New Haven! This home checks all the boxes, don't miss your chance to call 28 Aldo Drive home!

28 Aldo Dr, Woodbridge
$1,150,000
4 Beds ⋅ 5 Baths ⋅ 24063417 MLS
Just completed in 2025, this stunning 3,700 sq. ft. modern farmhouse offers luxury and innovation on a private 3.12-acre lot in Woodbridge. The expansive open-concept first floor is flooded with natural light, seamlessly connecting living, dining, and the gourmet kitchen. The chef's kitchen features custom cabinetry, Calacatta Gold marble countertops, top-of-the-line stainless steel appliances, and a large island perfect for entertaining. This home boasts 4 spacious bedrooms and 4.5 spa-like bathrooms, including a first-floor guest suite with a private bath. An extra room above the garage, with a separate entrance and full bathroom, offers versatility as a home office, guest suite, or private retreat. Designer bathrooms include high-tech LED mirrors, soaking tubs, and premium finishes. Built with sustainable materials and energy-efficient systems, this home offers eco-friendly living and long-term savings. The beautifully landscaped yard is perfect for outdoor gatherings or quiet relaxation. Located just minutes from the Merritt Parkway, top-rated schools, shopping, and dining, this east-facing property blends privacy with convenience. Don't miss this opportunity to own a brand-new luxury home built by Pleasant Village Estates. Schedule your private showing today!

106 Seymour Rd, Woodbridge

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