Woodbridge Homes under $1.25 million

Welcome to Woodbridge, Connecticut—a charming town that beautifully blends suburban tranquility with vibrant community spirit. Nestled in New Haven County, Woodbridge is renowned for its picturesque landscapes, excellent schools, and a welcoming atmosphere that makes it an ideal place to call home.

As you explore this enchanting town, you’ll discover a variety of homes under $1.25 million that cater to diverse lifestyles and preferences. From elegant colonial-style residences to modern contemporary designs, Woodbridge offers an impressive selection of properties that combine comfort and style. Many homes boast spacious yards, perfect for outdoor gatherings or peaceful retreats, while others feature stunning interiors with updated amenities that cater to today’s discerning buyers.

Woodbridge is not just about beautiful homes; it’s also about the sense of community that thrives here. Residents enjoy access to top-rated schools, including the prestigious Amity Regional High School, making it a favorite choice for families. The town is dotted with parks, walking trails, and recreational facilities, ensuring that there’s always something to do outdoors, whether it's a leisurely stroll or an afternoon picnic.

Additionally, Woodbridge’s prime location offers easy access to major highways and is just a short drive from the cultural and culinary delights of New Haven. With its rich history, vibrant community, and an array of homes available under $1.25 million, Woodbridge presents an exceptional opportunity for those looking to invest in a beautiful and welcoming place to live. Come and discover the charm of Woodbridge—your dream home awaits!

Newest Woodbridge Homes under $1.25 million

$829,900

3 Beds ⋅ 3 Baths ⋅ 24210976 MLS ⋅ Regency At Woodbridge BLDG.

Just two years young, and impeccably maintained, this 55+ condo shows like a model home! This is the one you have been waiting for - spacious, immaculate and there is literally nothing to do here but move in. Cathedral and 9 foot ceilings and generous windows provide exceptional natural light. Fabulous open floor plan invites your company to make themselves at home. Beautiful finishes like wide-plank floors and matte black fixtures offer clean modern lines and an easy palette to make your own. Gourmet kitchen with gleaming quartz island, plentiful white cabinets and pantry is a cook's dream come true. Gorgeous Great Room with cathedral ceilings and sliders to your peaceful paver patio. Main level Primary Suite boasts a tray ceiling, sumptuous bath with dual vanity and upgraded tile walk in shower with built in seat and niche. Bonus office with cathedral ceiling and solid French doors would also make a perfect mahjong room! Main level laundry and mudroom/drop zone keeps everyday living easy and organized. Attention to detail abounds. Even the garage floor sparkles with epoxy finish and an electric car charger is already installed for your convenience - perfect for snow birds! Head on upstairs to a fabulous open loft and two spacious bedrooms, separated for privacy by a full bath and huge walk in storage area. Nicely situated within the popular Active Adult Regency complex, this unit is just steps away from the many Clubhouse resort style amenities. Welcome to your new chapter!

18 Hillcrest Dr Unit 18, Woodbridge

$599,000

3 Beds ⋅ 2 Baths ⋅ 24211142 MLS

Welcome to 7 Clearview Drive, a spacious ranch set on 2.14 incredible, level acres in Woodbridge. A recently paved circular driveway, cedar shake-style vinyl siding and stone accents make a great first impression. Inside, 2,294 square feet of single-level living starts with a living room featuring a large picture window overlooking the front lawn, open to the dining room. The eat-in kitchen offers plenty of cabinetry, a peninsula and main-level laundry, and flows into the family room with a fireplace and slider to the deck. Just off the kitchen, the enclosed sunroom is a bright space to enjoy all year round. The primary bedroom includes a walk-in closet and private bath, and two additional bedrooms share a full hall bath. Hardwood floors are under the carpeting, ready to be uncovered. Outside is where this property really shines. The deck looks out over a huge, level backyard framed by mature trees, with endless room to garden, entertain or simply spread out. The full basement offers abundant storage and room to expand, plus a 2-car garage. Additional storage: walk-up attic & shed below the sun room. A Generac whole-house standby generator adds peace of mind, along with central air. All in the Amity Regional School District, just minutes to Route 15, Yale, Yale New Haven Hospital and downtown New Haven. A well-cared-for home with great bones, ready for its next owner to make it their own. Home to be sold 'as-is'.

7 Clearview Dr, Woodbridge

$699,000

3 Beds ⋅ 3 Baths ⋅ 24210451 MLS

Welcome to 34 Rimmon! Beautifully updated and move-in ready, this inviting home blends timeless character with fresh, modern finishes throughout. The bright, open kitchen and dining area features white cabinetry, sleek countertops, a generous center island with seating, hardwood floors and direct access to the expansive rear deck. The spacious primary bedroom offers hardwood flooring, recessed lighting, abundant natural light and an impressive walk-in closet with extensive built-in shelving. The beautifully renovated primary bath creates a spa-like retreat with a double vanity, illuminated mirrors, glass-enclosed shower, freestanding soaking tub and elegant brass finishes. Additional updated bath space continues the home's clean, contemporary style. A large unfinished basement provides excellent storage and future possibilities, while the oversized detached two-car garage adds even more functionality . Outdoors, enjoy a spacious deck overlooking an expansive yard surrounded by mature trees a shallow pond and lots of level land. Set on a beautiful property with plenty of room to enjoy both indoors and out, this home is ready for its next chapter.

34 Rimmon Rd, Woodbridge

$489,900

3 Beds ⋅ 2 Baths ⋅ 24210442 MLS

Welcome to this lovingly maintained and thoughtfully updated 3bed, 2bath ranch overlooking beautiful Konolds Pond with stunning Mountain views. Owned and cared for by the same owners for the past 23 years, this home offers water views from nearly every room. The main level features comfortable one floor living, a fireplace, and natural beauty outside almost every window. Beautiful covered deck overlooking the water and mountains makes a perfect spot for morning coffee, relaxing at the end of the day, or entertaining. Updates provide peace of mind, including a new roof in 2024, new oil tank, furnace installed in 2021, central air added in late 2018, and a water heater approximately six years old. Hardwood floors throughout the home. The fully fenced backyard provides additional privacy and outdoor space. The property also offers an impressive amount of parking. A long driveway comfortably accommodates 5-6 cars, with an additional parking nook that can accommodate another vehicle. The detached garage provides flexible space for two cars or one car plus a workshop. The lower level offers even more living and workspace options, including a large laundry room, additional living space with a bar, a separate workshop room, and unfinished storage. Enjoy easy access to West Haven shoreline trails for walking and biking, waterfront dining and restaurants, and area beaches.

1781 Litchfield Tpke, Woodbridge

$1,025,000

5 Beds ⋅ 4 Baths ⋅ 24201588 MLS

Set on a quiet cul de sac in a desirable neighborhood, this distinctive 5 bedroom, 4 full bath home offers approximately 5,400 square feet of finished living space with an open layout and incredible flexibility. The main level features wide plank hardwood floors, architectural ceiling details and a dramatic living room centered around a floor to ceiling tiled fireplace. The dining room offers direct access to the deck, while the modern kitchen features sleek white cabinetry, granite countertops, stainless steel appliances, abundant storage and counter seating. Four bedrooms are located on the main level, including the primary suite with a private bath featuring a soaking tub, separate tiled shower and double vanity. A spiral staircase leads to an oversized walk in dressing room below. Three additional bedrooms, two full baths and a separate home office complete the main level. The finished walk out lower level offers a recreation area, family room, fifth bedroom, full bath, home gym, laundry room and storage, with excellent potential for an in law or private guest suite. Multiple decks, including a rooftop deck, and a walk out patio overlook the professionally landscaped, privately fenced backyard. A three car garage and whole house generator add everyday convenience. Offering exceptional space, privacy and versatility in a wonderful Woodbridge community, this home presents a rare opportunity with so much to offer.

27 Old Quarry Rd, Woodbridge

$899,000

4 Beds ⋅ 4 Baths ⋅ 24202553 MLS

This custom ranch offers easy first-floor living plus a finished walk-out lower level. The bright, open interior centers on a Great Room with soaring ceilings, Brazilian Cherry hardwood floors, a dramatic stone fireplace, and west-facing windows that capture spectacular sunsets. The kitchen features a 5-burner range, second oven, new dishwasher, abundant cabinetry, a generous center island, and a sun-tube ceiling light. The main level includes a primary suite with walk-in closet and private bath with double vanity and oversized shower, plus two additional bedrooms and a full bath. The walk-out lower level, with its family room and fireplace, fourth bedroom, full bath, recreation area, and ample storage, offers excellent potential for an in-law setup. Outside, enjoy an above-ground pool with new liner, patios, and composite decking. Recent updates include a new roof (2022) with copper valleys and flashings, new gutters with LeafFilter gutter protection and a transferable warranty, new well point (2022), whole-house filter, fresh interior paint (2021 and 2026), new GE stackable washer and dryer (2026), new kitchen, guest bath, and primary bath faucets, three Ring cameras, septic cleaning and inspection, fireplace cleaning, tree removal, and full HVAC/furnace service with digital burner controls and a burner fan motor upgrade.

160 Peck Hill Rd, Woodbridge

$647,900

4 Beds ⋅ 3 Baths ⋅ 24207609 MLS

Single-level living rarely feels this layered, but this single-owner four-bedroom ranch, set on 1.56 level acres in a quiet neighborhood, pairs a well-kept interior with warm spaces that invite both relaxed routines and memorable milestones. Hardwood floors carry through the living, dining, family rooms and bedrooms, while a handsome mantled fireplace anchors the formal living room, and sits opposite a wall of windows overlooking the private front yard. The spacious eat-in kitchen, with stainless appliances, gives cooks room to spread out across generous Corian counters, and a slider to the deck provides seamless indoor-outdoor entertaining. Just beyond, the family room rises to a beamed cathedral ceiling, bookended by a commanding floor-to-ceiling brick fireplace on one side and luminous wall of glass, framing the backyard and woods beyond, on the other. The main-level primary offers four double closets and a private tiled bath, while three additional bedrooms share a spacious hall bath with double vanity. The walk-out lower level, adding 1,000sqft in a recreation room with third fireplace, wet bar, office, and full bathroom, has just been totally refurbished with new flooring, paint, doors, slider, and bathroom vanity. Add central air, main-level laundry, two-car garage, standby generator and a broad rear deck overlooking the trees, and this is a home designed to make everyday living feel a little more generous.

14 Mitchell Ln, Woodbridge

$829,000

5 Beds ⋅ 4 Baths ⋅ 24204467 MLS

Welcome to this unique Mid-Century Modern style gem, offering 5 BR's, 3.5 BA's on a cul de sac with a seamless connection between inspired indoor living & the beauty of the surrounding natural landscape. Nestled on a private wooded lot, this exceptional home is a true retreat, featuring walls of glass & captivating views. The home's distinctive architectural details brings the outdoors in, including wood beams, a dramatic indoor tree & brick planters. The open concept living & dining areas create a setting for everyday living & entertaining while showcasing the home's connection to its peaceful surroundings. The upper level features a primary BR w/an ensuite bath & walk-in closet. 3 additional BR's & full hall BA complete this floor. The open loft on the top level is an inspiring space, perfect for relaxing w/a book, working, or simply enjoying the tranquil views. The walk-out lower level offers many possibilities for recreation, media or a fitness space. An additional BR & full BA on this level is ideal for multi-generational living, guests, au pair or office. Step outside to enjoy 3 patios for outdoor entertaining & relaxation, including an inviting in-ground heated pool. A storage shed & automatic generator add even more convenience. An ideal location for Amity A+ schools, Yale University & Yale Hospital. Don't miss this opportunity to own a Mid-Century Modern style retreat where distinctive architecture & natural beauty come together in perfect harmony.

28 Nettleton Dr, Woodbridge

$549,000

3 Beds ⋅ 2 Baths ⋅ 24207491 MLS

Welcome to this beautifully updated 3-bedroom, 2-bath ranch offering approximately 1,400 square feet of stylish, move-in-ready living space. Filled with natural light, this home features a thoughtfully designed layout and numerous recent upgrades throughout. The stunning new kitchen showcases modern cabinetry, new countertops, a custom backsplash, and all-new stainless steel appliances, creating the perfect space for both everyday living and entertaining. Brand-new hardwood flooring flows throughout the home, adding warmth and elegance to every room. Major mechanical updates provide peace of mind, including a new heating system, central air conditioning, hot water heater, and well pressure tank. The attached 2-car garage offers convenience and additional storage space. Ideally situated in a prime location close to shopping, dining, parks, and commuter routes, this home also benefits from access to a highly regarded school system. Combining modern updates, comfort, and an exceptional location, this turnkey ranch is one you won't want to miss.

19 Fawn Dr, Woodbridge

$819,900

5 Beds ⋅ 5 Baths ⋅ 24207440 MLS

Welcome to 16 Burma Road! More than $250,000 in upgrades have been completed over the years, creating a beautifully updated home with high-end finishes and smart-home features throughout. At the heart of the home is a chef's kitchen featuring Viking appliances, a large center island, and plenty of cabinet space. Just off the kitchen, the bright and spacious family room offers vaulted wood ceilings, exposed beams, and walls of windows overlooking the backyard. The primary suite includes heated dolomite flooring and a high-tech talking toilet. With multiple flexible living spaces, the home offers several possibilities for an in-law suite, au pair accommodations, a home office, or guest quarters. Recent improvements include a new furnace and central air conditioning. Outside, enjoy a large deck, private yard, and three-car garage with plenty of parking and storage. Tucked away on a quiet cul-de-sac, this exceptional home is conveniently located near shopping, restaurants, highways, and Woodbridge's award-winning schools.

16 Burma Rd, Woodbridge

$564,900

4 Beds ⋅ 1 Baths ⋅ 24196389 MLS

Charming New England Colonial! This home offers four bedrooms, one full bathroom, and plenty of classic character throughout, with room to potentially add an additional bathroom. Freshly painted in 2026, the home also features a newer roof, septic system, and oil tank. Relax on the screened porch or enjoy the beautiful patio, peaceful surroundings, and established gardens. Located among million-dollar homes and convenient to New Haven, Yale University, shopping, restaurants, and major highways. Enjoy all that Woodbridge has to offer, including the award-winning Amity school system!

79 Beecher Rd, Woodbridge

$1,225,000

5 Beds ⋅ 5 Baths ⋅ 24204758 MLS

Ideal for multigenerational living or in-law suite potential, this luxury residence features a refurbished 2,193 square foot finished walk-out lower level with separate exterior access, kitchenette, full bath and steam shower-an exceptional space for extended family, guests, au pair quarters, recreation or a private home office. Above, a lamppost-lined circular drive introduces 1.78 private acres and commanding proportions. A soaring two-story foyer opens to nine-foot ceilings, marble and parquet floors, a south-facing breakfast room, west-facing dining room and well-appointed kitchen with island, premium appliances, beverage station and pantry. Fireside living and family rooms flow to a two-tier Azek deck with Sunsetter awning. The main-level primary suite offers a double-sized dressing closet, dual vanities, soaking tub and marble steam shower. An office, laundry room and secondary staircase add convenience. Upstairs, four more spacious bedrooms with walk-in closets share 2 full baths, a balcony sitting area and large finish-able bonus room. A three-car garage, four-zone hydro-air, 400-amp underground service, sprinklers and thoughtful updates bring substance to the scale and offer the freedom to gather generously, retreat peacefully, and live lavishly.

30 Grouse Ln, Woodbridge

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