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$860,000
5 Beds 6 Baths 24039503 MLS
This modern Tudor home beautifully combines classic English style with contemporary living. The charming brick and stucco exterior is complemented by a remodeled interior that flows effortlessly from the marble entryway into an elegant step-down living room, featuring walls of windows, gleaming teak floors, and custom moldings. The banquet-sized dining room, also with teak floors, opens to a porch and private patio, perfect for entertaining. At the heart of the home is the impressive, recently updated kitchen with cherry cabinetry, granite counters, high-end appliances, and luxury vinyl flooring-ideal for gatherings. The all-glass breakfast room addition brings the outdoors in, leading to a cozy family room with a stone fireplace and built-in oak bookcases. The main floor includes a convenient primary bedroom with walk-in closets, a soaking tub, and a shower, along with a private library/office with cherry paneling and custom cabinetry and laundry room. Upstairs, you'll find four additional bedrooms-two of which are ensuite-plus a shared bath, all with walk-in closets and skylights. Hardwood floors throughout. Additional amenities include central vacuum, central air, irrigation system, whole-house generator, & 3 car garage. Finished basement with pool table completes this meticulously maintained home, ready for a new family to make it their own. Conveniently located near stores, restaurants, and Yale. Award-winning school system!

14 Tulip Tree Ln, Woodbridge

$860,000
5 Beds 5 Baths 170594149 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 upper 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 upper 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 first second and third 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 sofistication it has to offer.

125 Peck Hill Rd, Woodbridge

$850,000
4 Beds 4 Baths 170596263 MLS
Do not miss this sprawling 4-bedroom, 3.5-bathroom colonial style home that has undergone major renovations. The expansive main floor features a den with fireplace to the right of the entrance & a large formal living room space to the left which opens to the formal dining room. The spacious brand new kitchen features stainless steel appliances (wall double oven with microwave, slide-in propane range, & dishwasher) dark granite countertops plus island, white shaker cabinets, custom tile backsplash plus under cabinet lighting, & pantry. Off the kitchen is a great room with high ceilings, fireplace, & 3 sets of sliders to the large rear deck. Down the hall off the kitchen is a flexible private room with full bathroom. In addition, there is a hallway bathroom which has laundry area. Upstairs, you'll find 3 spacious bedrooms, completely updated full bath & a primary bedroom with en-suite bathroom with beautiful walk-in shower plus large soaking tub. Huge walk in closets provide plenty of storage. Additional updates include new paint inside & out, all new lights, plugs, & switches, 2 new multi-zone propane furnaces with 2 central air units & beautifully refinished hardwood floors on the first floor & carpeting on the second level. Rounding things out is a 3 car garage with new doors & openers, huge wraparound deck, updated septic, brand new driveway, professional landscaping & 1.5 acres of level yard space with plenty of room for adding a pool.

21 Forest Glen Dr, Woodbridge

$849,000
4 Beds 3 Baths 24166704 MLS
Move-In Ready Magic: Space, Serenity and Award-Winning Schools! Imagine a home that grows with you. One that is right sized and offers a flexible floor plan for how YOU want to live. Not your cookie cutter, this expanded colonial is beautifully sited on a peaceful cul de sac bordered by magnificent town owned woodlands! ~Common Vision designed kitchen opens to a fabulous family room with fireplace and storage for practical every day living. ~For Holidays you will love hosting in your spacious living and dining rooms with beautiful built ins and bonus toy closet! ~Work from Home in your Lavorgna designed main level office with shelving to keep you organized. Main level bedroom and full bath perfect for guests or multi-generational needs. ~Primary Retreat: Primary suite with its own full bath, hydro tub, triple closets and versatile sitting room - ideal for nursery or 2nd home office. Two more bedrooms share a beautiful Lavorgna-renovated full bath. ~Bonus Space: Walk in attic for extra storage. Partially finished walk-out lower level for your gym, playroom or art/yoga studio. ~The Vibe: Peaceful, private and pristine. Walk out to your Deck or Patio where you will unwind and breathe in tranquility of your own sanctuary surrounded by nature! ~The Location: Access the Blue Trail a block away for miles of hiking trails. Close to Amity High School and Town Center. Suburban oasis, spectacular community just minutes to Yale, New Haven and highways. ~Welcome to Wonderful Woodbridge!!~

12 Sunset Cir, Woodbridge

$835,000
4 Beds 4 Baths 24168181 MLS
Oversized colonial with a unique layout, gourmet kitchen, and potential in-law setup with over 5,000 sq ft of living space. Privately set at the end of a cul-de-sac on 1.63 acres with an in-ground pool, patio, deck, koi pond, and level yard-great for outdoor living and entertaining. Features 4 bedrooms, 4 full baths, finished lower level, and detached 2-car garage. Main level includes living room with fireplace and custom woodwork, additional sitting room with fireplace, spacious dining area, kitchen with granite counters, hardwood floors, full bath, and laundry. Large family room with bar, sink, dishwasher, and fridge. Upper level includes primary suite, 2 bedrooms, plus separate-entry bedroom with full bath-suited for in-law, office, or guest use. Newer roof and furnace. A must-see in Woodbridge!

16 Diana Dr, Woodbridge

$825,000
4 Beds 3 Baths 24091980 MLS
Welcome to 6 Old Farm Road, a beautifully appointed 4-bedroom, 2.5-bath Colonial offering over 4,000 SF of elegant living space, set on 1.5 private acres, located in a cul-de-sac in a vibrant and desirable family friendly neighborhood. Thoughtfully designed with a modern open floor plan, hardwood flooring throughout, and 9-foot ceilings, this home offers an expansive, light-filled atmosphere. The main level features formal living and dining rooms, a spacious family room with soaring ceilings, and a kitchen complete with sleek stone countertops, a tile backsplash and newer appliances. From the family room, step outside to a beautifully crafted Trex deck overlooking the backyard and serene wooded landscape. Upstairs, the generous primary suite offers a spa-like bath with a whirlpool tub, separate walk-in shower, and a large walk-in closet. Three additional well-sized bedrooms complete the second floor. The finished, walk-out lower level expands your living space with a private home office and a large bonus area ideal for a gym, playroom, or media lounge. A spacious 3-car garage with soaring 25-foot ceilings provides ample room for a car lift, in-law unit, or additional storage. Conveniently located near Route 15, shopping, and local dining, and only 15 minutes to Yale, this home offers the perfect blend of seclusion and accessibility. Set within an award-winning school district, this is a true gem in a community where lifestyle and location come together beautifully.

6 Old Farm Rd, Woodbridge

$825,000
4 Beds 4 Baths 24096921 MLS
Step into your stunning 3,500+ sq. ft. ranch home, where Mid-Century Modern elegance meets comfort. This beautifully updated residence features four spacious bedrooms and 3.5 baths, including two luxurious primary suites for ultimate relaxation. The inviting open floor plan is perfect for entertaining and everyday living. Vaulted ceilings enhance the space, while gorgeous tile and hardwood floors create a warm, stylish atmosphere. Large windows and sliders flood the interior with natural light, bringing the beauty of the outdoors inside. The heart of the home is the fully equipped eat-in kitchen, complemented by an open dining room that accommodates both formal and informal dining. Need to work from home? You'll love the dedicated office with its private entrance-ideal for productivity and privacy. The unique U-shaped layout includes two charming courtyard entrances, lending itself to potential multi-generational living, guests or rental opportunities. This fully updated home also boasts a newer roof, furnace, and central air for peace of mind and year-round comfort, along with a Generac generator so you are prepared. With a two-car attached garage and a walk-up attic offering a finished playroom or extra office space plus storage, this picturesque home in a peaceful cul-de-sac truly has it all. Don't miss the chance to make it your own!

3 Wolf Tree Dr, Woodbridge

$820,000
4 Beds 3 Baths 24023291 MLS
Welcome to 41 Forest Glen Drive! An amazing light and bright custom built contemporary home. This lovely, meticulously maintained home sits on a gorgeous 1.61 acre level lot in a highly sought-after neighborhood. As you step inside, you'll be captivated by the soaring vaulted ceilings which are adorned with exposed wood beams, creating an airy and inviting ambiance. The heart of the home is the living room, where a magnificent stone fireplace takes center stage. The recently renovated eat-in kitchen boasts sleek quartz countertops, high-end stainless steel appliances and ample pantry space for culinary enthusiasts. The living room and dining room both feature French doors leading to an expansive wood deck. Other great attributes on the first floor include a spacious mudroom, a separate laundry room, a powder room, and a 2 car garage. Upstairs, discover four spacious bedrooms, each offering vaulted ceilings, custom built-ins, comfort and tranquility. The lower level offers great additional living space with possible uses as a recreation room/gym, home office or second family room. Outside, the private manicured yard features a sprawling wood deck, ideal for entertaining or enjoying quiet moments surrounded by nature. Some other additional features include: a whole house generator, central air-conditioning, a security system, and a circular driveway. Convenient access to Yale, downtown New Haven, shopping, Route 15 and Route 8. Located in an award winning school district!

41 Forest Glen Dr, Woodbridge

$820,000
5 Beds 4 Baths 24086870 MLS
Tucked away on a tranquil 1.78-acre rear lot, in a desirable neighborhood, this five-bedroom center hall colonial delivers space in spades, replete with rewards to relish. Brimming with updates-including a 2020 kitchen remodel, 2023 HVAC, 2017 roof, and brand-new septic and driveway-this stunning ten-room home is a hosting haven for both relaxed gatherings and elegant soirees. The formal living room, flaunting a coffered ceiling, flows openly into the dining room for refined holiday and dinner entertaining. Brazilian cherry floors sashay through these rooms, the kitchen, and the family room, which also beckons with its beamed ceilings and cozy wood-stove fireplace. The quartzite countered kitchen dazzles with stainless appliances, copper backsplash, and sliders to the brilliant sun room with panoramic views of the beautifully landscaped yard and sparkling saltwater pool. Upstairs, find 5 oak-floored bedrooms, including a dreamy primary suite with full bathroom, walk-in closet, and even a make-up vanity with sink. The real show-stopper? A fully finished walk-out lower level offering over 1,000 more square feet to sprawl, laugh, and linger between the large recreation room, with full bathroom and a full 18' wet bar, or the 3-season porch with walls of windows and a built-in platform bed for post-swim siestas. Get ready to dive into THIS SUMMER and let your worries float away because this colonial checks all the boxes-plus a few you didn't know you needed.

32 Forest Glen Dr, Woodbridge

$810,000
4 Beds 4 Baths 170618436 MLS
Exquisitely renovated contemporary ranch! Revel in the expansive modern kitchen, adorned with vaulted ceilings, quartz counters, stainless steel appliances, and a sprawling island. The adjoining dining room and sunken family room create an inviting ambiance, bathed in natural light. The generously proportioned family room boasts a large fireplace and exposed beams, infusing the space with distinctive personality. Extend your living and entertaining areas by stepping onto the newly constructed deck through sliders. The living room, also with deck access, offers a versatile and comfortable space. The elegant primary bedroom leaves a lasting impression with its vaulted ceiling, luxurious bath, walk-in closet, and adjacent office, enhancing the property's overall allure. Three additional bedrooms, one featuring an ensuite and walk-in closet, complete the first floor. The lower level provides extra finished space with recessed lighting and carpeting, expanding possibilities for living or entertainment. Updates include a new roof, septic tank, kitchen, four updated bathrooms, hardwood floors, a furnace, two AC units, and fresh paint throughout. This home is a true gem, seamlessly blending modern amenities with timeless charm!

9 Nettleton Dr, Woodbridge

$800,000
4 Beds 3 Baths 24077784 MLS
**Highest and best 03/11 12:00PM**Nestled at the end of a quiet cul-de-sac in an exceptional neighborhood, this stunning 2,857 sq. ft. Colonial sits on 1.69 private acres. Gleaming hardwood floors flow throughout the home, enhancing its warmth and elegance. The inviting entry hall leads to a gracious formal living room. Entertaining is effortless with the adjacent open-concept dining room, which seamlessly connects to the impressive eat-in kitchen. Here, you'll find granite countertops, a center island, and a breakfast bar with seating for four-ideal for casual gatherings. The spacious family room is a cozy retreat, featuring a charming brick fireplace and built-in cabinetry. A converted porch on the main level offers versatile space for a home office or a sun-drenched sitting room. Completing the first floor are a convenient mudroom and a well-placed half bath. Upstairs, the Primary suite is a true sanctuary, boasting dual walk-in closets and an en-suite bath. Three additional generously sized bedrooms share the level, along with the convenience of bedroom-level laundry hookups. Outside, the expansive private yard provides the perfect backdrop for relaxation or large gatherings. Modern updates include a new septic system ('21), oil tank ('21), roof ('22), and windows ('22), ensuring peace of mind for years to come. Conveniently located near shopping, Yale University, and Route 15, this home is also part of an award-winning school district.

7 Highview Dr, Woodbridge

$800,000
5 Beds 5 Baths 24021307 MLS
Prepare to be enchanted by this idyllic Contemporary Colonial featuring 5364SF of elegance & situated on 1.6 picturesque acres with stone walls, lush lawns, and inviting in-ground pool. Main entrance showcases a magnificent solid carved mahogany double door & marble entry. Enjoy spacious rooms with 10ft ceilings, walls of glass, and hardwood floors throughout. The kitchen is a chef's dream, featuring Jupiter Iron porcelain tile flooring, granite counters, center island, and Fisher & Paykel stainless steel appliances, including a double wall oven, refrigerator, dual-drawer dishwasher, electric stovetop, and microwave. Triple wood sliders lead to a Trex deck, overlooking a stone patio and in-ground pool. Sunken formal living room is surrounded by panels of glass that flood the room with natural light, and the formal dining room features triple wood sliders to a balcony. The family room is complete with sliders, fireplace, and built-in entertainment center. A glass and brass staircase brings you to the second level. Retreat to the primary bedroom, showcasing a marble bath, shower, and corner jetted tub. Four generously sized bedrooms and two full baths complete the second level. Finished lower level includes a full bath, laundry room, and a large family/rec room. The pool house, equipped with a full bath, adds to the charm of this home. Located near Yale and shopping. This home is also part of an award-winning school system! Don't miss the chance to own this one-of-a-kind proper

40 Old Quarry Rd, Woodbridge

$800,000
4 Beds 2 Baths 24039127 MLS
Sitting atop 2.42 beautiful acres, this easy living ranch home features specimen trees, landscaped flowerbeds, a year round vegetable/herb garden and koi pond. Inside is as wonderful as the outside. This is one floor living at its best. A gourmet kitchen is ideal for entertaining featuring a two-sided fireplace, high-end appliances, eat-in dining space, large island and easy access to outdoor spaces. The kitchen flows seamlessly to an oversized living room with multiple seating areas where you can sit by the fireplace or enjoy games and conversation in the entertainment space. A large primary bedroom boasts a beautiful ensuite with double sinks and a large shower. The additional 3 bedrooms share a lovely bathroom with a double vanity and whirlpool tub. The home has been meticulously maintained including new septic tank and leaching fields-2022, new roof -2021, well pressure tank-2022, HVAC-2015, driveway- 2017, Oil Tank -2019, hot water heater- 2015 and laundry room addition-2014. Woodbridge is a special town featuring hiking trails, farm stands, and the Amity school district with ease of access to Route 15, 8 and I-95, Hopkins and Yale, and a few hours from both Boston and NYC. Come see 44 Maple Vale asap

44 Maple Vale Dr, Woodbridge

$800,000
4 Beds 4 Baths 24084050 MLS
**Highest and Best set for Wednesday 04/02 5:00PM** Designed by renowned architect Roger Small, this breathtaking 4-bedroom, 3.5-bath mid-century modern home is a true masterpiece. Sitting on 3.55 private acres with a serene brook feeding a private pond, this 2,982 sq. ft. home (plus 1,300 sq. ft. of finished walkout basement) seamlessly blends nature and architecture. The main level features soaring 20-ft ceilings, an open-concept living room with expansive windows, and a kitchen with stainless steel appliances, granite countertops, high ceilings, and large windows to capture natural light. The primary suite includes a walk-in closet, en-suite bath, and private deck with stunning views. A private office, screened-in porch, and oversized garage complete this level. Upstairs, three spacious bedrooms offer incredible views, along with two full baths and a lofted retreat area with the possibilities to become an office, playroom, or whatever the new owner desires. The walkout basement includes flexible living space and a bright two-room studio with three sliding glass doors leading to a peaceful stone patio. A rare opportunity to own a true mid-century gem!

185 Ford Rd, Woodbridge

$799,000
4 Beds 3 Baths 24157922 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath center hall Colonial located at the end of a quiet cul-de-sac in the highly desirable Amity school district. Offering the perfect blend of classic charm and modern updates, this home provides privacy with minimal traffic while remaining conveniently located. Inside, you'll find hardwood floors throughout and thoughtfully updated kitchen and bathrooms designed for today's lifestyle. The bright kitchen opens to a spacious family room, creating an ideal layout for everyday living and entertaining. Upstairs features four well-sized bedrooms including a comfortable primary suite and updated baths. A main-level laundry room adds everyday convenience. Step outside to enjoy the private backyard with Trex deck, perfect for relaxing or hosting gatherings. Additional highlights include a large two-car garage and a peaceful setting surrounded by nature. Conveniently located just minutes from New Haven, Yale University, shopping, dining, and major commuting routes, this move-in ready Colonial offers both comfort and convenience in one exceptional location.

11 Bishop Dr, Woodbridge

$795,000
5 Beds 3 Baths 170579633 MLS
RARE OPPORTUNITY to own a fabulous Berner Lohne constructed expanded cape on gorgeous private 10.65 acre lot in Central Woodbridge!! This property also has potential for Subdivision and has access to both Natural Gas and City Water!! Another possible use is to have a wonderful private Equestrian property as this site has an existing 5 stall horse barn with tack room along with an area previously used as a paddock! This beautiful home was constructed for the current owners who have lovingly maintained the property since it was built. Some of the special features of this home include: custom trim and mill work throughout; gleaming hardwood floors; an updated eat-in kitchen with maple cabinets, Corian countertops and a center island; a spacious first floor primary bedroom with a full bath and two additional first floor bedrooms with a hall bath; two generous sized bedrooms and a full bath on the second floor; a large second floor cedar closet; a lower level recreation room which adds an approximate 605 square feet of living area; a workshop; central air-conditioning; a 2 car garage and a natural gas fired whole house generator. This special home currently has natural gas and has access to city water on the street. Located in an award winning school system, this property offers convenient access to Yale, downtown New Haven, train stations, shopping, Route 15, I-91 and I-95. Come set up a private tour of this incredible property. See also land listing #17057862

84 Beecher Rd, Woodbridge

$790,000
4 Beds 5 Baths 170602594 MLS
Where elegance meets charm...welcome home to this meticulously maintained expanded Cape Cod home with an abundance of natural light and space. The main level of the home features a light-filled living room anchored by a natural red brick fireplace, kitchen with custom style cabinetry, over sized island and eat in area with fabulous views overlooking the backyard. A main level primary bedroom ensuite, a den, and a large sun porch complete the main living level. Moving upstairs, you will find two more ensuites, an over sized bedroom adjacent to a sitting room/study, complete with 2nd fireplace, and an office. The lower level has also been finished and includes a media room, family room/play room The property includes a number of wonderful outdoor areas to relax and enjoy nature's offerings. The Wepawaug river runs through the north/west area of the property, and a natural fed pond completes the landscape. Mature plantings abound, and the property borders Woodbridge open space. Additional Features Includes Main Level Laundry Room, Multi-Zone Oil heat, fresh paint, newer roof, windows and driveway, and closets, closets, closets! City water and septic. The perfect home in the country located under two hours from NYC, plus only minutes to major highways, byways, and trains. If your desire is a home that is like brand new, with the character and charm from yesteryear, this lovely home is for you. Buyer could not perform., by no fault of the sellers, so..Back on the market!

162 Center Rd, Woodbridge

$789,000
4 Beds 3 Baths 24067241 MLS
Prepare to be impressed by this stunning 4,000 SF Colonial situated on a private 1.4-acre lot. A sleek, light-filled contemporary family room addition enhances the home's appeal, blending elegance with modern comfort. The remodeled island kitchen, seamlessly open to a vaulted-ceiling family room, is perfect for entertaining and everyday living. The finished basement offers a wet bar, steam shower, sauna, and ample space for a home gym. Additional upgrades include a radon mitigation system, a full water filtration system, and a top-of-the-line dehumidifier. The second level boasts a spacious primary en-suite with vaulted ceiling and three additional bedrooms, while all bathrooms feature heated flooring and tasteful contemporary updates including. A bonus room over the garage provides added versatility for a home office, playroom, or guest suite. Step outside to enjoy exceptional outdoor living: an inground pool, hot and cold outdoor shower plumbed underground, a charming gazebo, a Sunsetter custom remote-controlled awning over the pool patio, and a fully equipped outdoor kitchen. The covered front porch invites three-season relaxation, while additional features include a patio, shed, and landscaped surroundings. Set well back from the road for ultimate privacy, this home is conveniently located near shopping, Route 15, Yale, and an award-winning school system.

225 Ansonia Rd, Woodbridge

$786,000
4 Beds 3 Baths 24184528 MLS
Set well back on 4.26 open, tree-framed acres, this unique 3,234sqft Colonial feels less like a house on a lot and more like a private Vermont-inspired retreat with a quiet Scandinavian soul. Inside, maple hardwood floors, clean lines, soft natural light, and an easy open flow create a home that feels calm, considered, and beautifully livable. Morning coffee starts at the kitchen breakfast bar before drifting through sliders to the roomy rear deck, while weekends unfold across the level lawn made for gardens, gatherings, and golden-hour wandering down long, wooded trails. The cathedral-ceiling family room brings warmth and wonder with 2 brand new skylights, a dramatic floor-to-ceiling stone fireplace facade, and wood stove, while the wide open living and dining rooms share another deck, a picture-window view, and a wood-burning fireplace for dinner parties that linger and evenings that slow down. Upstairs, the primary suite, offering a luxury remodeled bath with stone floor, soaking tub, glass shower, and open dressing closet, is joined by 3 other generous bedrooms and another updated guest bathroom. A 2-car garage, newer, owned solar panels, all mechanicals and many windows updated within 10 years, newer paint inside and out, and many other thoughtful improvements add everyday ease beneath the aesthetic. Private, practical, warm, and wonderfully grounded, this is a home designed for both retreat and real life.

572 Amity Rd, Woodbridge

$785,000
4 Beds 3 Baths 24144767 MLS
Located in a desirable double culdesac neighborhood in central Woodbridge, this custom Berner Lohne built U-shaped contemporary ranch offers privacy, timeless design, and easy one-level living. A circular driveway provides direct access to the main level and leads into a private courtyard-style setting, complemented by a professionally landscaped yard with classic stonewalls and a bluestone courtyard. The home features hardwood floors throughout and sun-filled living spaces ideal for everyday living and entertaining. The family room showcases vaulted ceilings, while the kitchen has been updated with new quartzite countertops and opens nicely to the main living areas. The home offers four bedrooms, two full baths, and one-half bath, including a stunning primary suite addition with his and her walk-in closets and a dramatic spa-like bath featuring walls of glass, a whirlpool tub, and double vanities. Additional highlights include a two car garage a walk-out basement with private side entrance and a propane-operated whole-house generator. Conveniently located near Yale, major highways, shopping, and dining, this home presents a rare opportunity to enjoy refined ranch-style living in one of Woodbridge's most sought-after neighborhoods.

4 Stonewall Ln, Woodbridge

$785,000
5 Beds 3 Baths 24013319 MLS
Nestled on the premier street of Woodbridge, 55 Wepawaug stands as a testament to refined living. Set on 1.84 acres, this Berner Lohne masterpiece exudes timeless charm and character at every turn. Hardwood floors grace the entirety of this home, leading you through the inviting family room adjacent to the remodeled white kitchen, boasting granite counters and stainless-steel appliances with patio doors opening to a serene deck. With a main-level bedroom complemented by 4 additional bedrooms upstairs, it's perfectly suited for guests or an au pair. A generously sized first-floor office caters to your professional needs, while a screened porch with a vaulted ceiling invites relaxation. Luxuriate in the remodeled bathrooms and unwind in the finished rec room, ideal for a home gym. The heated bonus room above the garage provides additional versatility. Revel in the living room with a cozy fireplace and the dining room featuring built-in corner cabinets. With a 3rd garage bay shed in the backyard, it's tailored for your weekend car. Boasting award-winning school systems and proximity to shopping, Route 15, and Yale, this residence encapsulates the pinnacle of Woodbridge living. Welcome home to sophistication, convenience, and enduring elegance.

55 Wepawaug Rd, Woodbridge

$780,000
5 Beds 7 Baths 24166119 MLS
In every sense, this home is a true mid-century modern gem. This sprawling 5-bedroom, single-level residence is set on an extraordinary, private lot in the heart of Woodbridge, nestled within a highly desirable neighborhood. A fully enclosed courtyard creates a striking & welcoming entry. From the redwood siding to the thick wood front door, the home showcases forward-thinking design well ahead of its time.True to mid-century style, the open floor plan seamlessly connects the dining room, great room with wood stove, and a dramatic all-glass sunroom. Expansive picture windows and walls of glass throughout blur the line between indoors and out, creating a constant connection to the natural surroundings. The original kitchen is a standout, featuring classic St. Charles metal cabinetry that adds an authentic vintage feel. A dedicated office wrapped in rich pecky cypress wood offers warmth & great bookshelves. The bedroom wing includes a spacious primary suite with a dressing room filled with custom built-ins and a large bath. 3 additional bedrooms, two full baths, a walk-in cedar closet, and a generous laundry room. A separate fifth bedroom with full bath is ideal for guests or in-law. The walk-out lower level adds over 1,400 sq ft of finished space with its own entrance and a full wall of glass, offering incredible flexibility. Walk to the library & playground. 15 min to Yale and min to shopping This home is an architectural treasure ready to be elevated to its next chapter.

61 Ox Bow Ln, Woodbridge

$780,000
5 Beds 5 Baths 24165717 MLS
Timeless charm greets you upon your arrival at this graceful Cape Cod-style home, with elements of Colonial architecture, that has 5 bedrooms, 3 full bathrooms, 2 half bathrooms, and approximately 3454 sq ft of finished living space. Located on a cul de sac, the home is conveniently located in Central Woodbridge and is majestically sited on 1.66 acres. At the front entry, you'll note the home's elegance and spacious layout. There is a living room to sit comfortably with guests and share the enjoyment of a gas fireplace. There is a adjoining dining room for more formal entertaining which leads to a spacious updated kitchen that has granite counters, lots of cabinet space, 2 pantry closets, a large center island (w/seating), an eat-in area and newer stainless steel appliances. One side of the kitchen leads to a mud room area (with washer & dryer & half bathroom), that enters into the attached 2 car garage. The other side of the kitchen leads to a stunning family room w/ a wood burning fireplace, light wood paneling and 2 sliding doors stepping outside to a large paving stone patio with calming views of the park-like backyard. The remaining 1st floor space has three bedrooms (which share a full bathroom) which can be used for other purposes (such as an office or crafting). All rooms have hardwood flooring (with the exception of the front foyer, kitchen, mud room, bathrooms and one bedroom).

10 Edgehill Dr, Woodbridge

$780,000
4 Beds 3 Baths 24161980 MLS
Welcome to 30 Brierwood Drive, a lovingly maintained 4-bedroom, 2.5-bathroom Colonial that perfectly blends classic charm with modern upgrades. Located on a quiet street with a cul de sac, this home shines with light. A standout feature of this residence is the amazing screened-in porch. Displaying beautiful wood detailing and expert craftsmanship, it serves as a stunning, sun-filled retreat for relaxing, coffee mornings or entertaining while overlooking the 1.68-acre lot. This is a truly well-kept home that has been cherished by its owners, evident in every thoughtful detail and the immaculate condition of the property. Move in with confidence knowing the home features a brand-new roof (2026), a new septic system (2019),and a full house generator. Located in sought-after Woodbridge, you'll enjoy the central location close to the town's award-winning schools and local recreation. Close to Hopkins, Yale and 95 and the Merritt Parkway. Listing agent related to seller.

30 Brierwood Dr, Woodbridge

$780,000
4 Beds 4 Baths 24075555 MLS
Set on 1.51 acres, this beautifully maintained 4-bedroom, 3.5-bath Colonial, 2,000 acres of scenic Water Company land with trails, lakes, and waterfalls a short walk away. Enjoy walking access to Lake Chamberlain, the historic Whitlock Book Barn, and Sperry Falls Farm. Area offers picturesque fall drives, cycling routes, and quick access to West Rock Ridge State Park. Main level features a spacious LR with a gas fireplace, a well-appointed Kitchen with a granite island and ample cabinetry, a DR perfect for entertaining, and a comfortable FR w/ wood burning fireplace. A bright four-season Sunroom with stunning views of the backyard offers space for relaxation or a home office. Upstairs, the Primary Suite includes a full bath with a double vanity, while three additional bedrooms provide ample space. The finished walkout basement was completely remodeled in 2017 & adds incredible versatility with luxury vinyl flooring, a dedicated home gym, & a Rec Room. Recent updates include Cedar Impressions vinyl siding, a brick front, a propane generator (2017), a new well storage tank (2024), refinished hw floors (2025), & freshly painted exterior trim (2025). A Trex garage landing, custom garage doors, and a backyard lined with mature spruce and hemlock ensure privacy and charm. Conveniently located near Yale, shopping, Route 15, and an award-winning school system, this home offers the perfect blend of privacy, nature, and modern living! Owner related to a CT Licensed Broker

3 Blue Trail Dr, Woodbridge

$776,000
4 Beds 3 Baths 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

$775,000
4 Beds 4 Baths 24169934 MLS
Beautifully maintained 4-bedroom, 3.5-bath Colonial set on a picturesque lot offering both privacy and curb appeal. This spacious home features gleaming hardwood floors throughout and a newer, updated kitchen with modern finishes, perfect for everyday living and entertaining. The flexible floor plan includes generous living spaces filled with natural light, ideal for both relaxing and hosting. Upstairs, you'll find four well-sized bedrooms, including a primary suite with a private bath. A standout feature is the versatile bonus room complete with its own full bathroom, private entrance, and deck ideal for guests, in-laws, or a home office setup. Additional highlights include ample storage and a whole home propane generator for added peace of mind. Enjoy the expansive yard with mature landscaping, perfect for outdoor gatherings or quiet enjoyment. Conveniently located near award winning schools, local amenities, shopping, and major commuter routes. Move-in ready and waiting for its next owner!

45 Ansonia Rd, Woodbridge

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