Woodbridge, CT Homes

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  /38

  $550,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,828 Sq Ft

  58 Hallsey Ln, Woodbridge, CT 06525

  Best price per square foot! Set in the town of Woodbridge with award winning schools and easy access to commuting routes is where you'll find this spacious home with abundant living space and storage. The main floor offers a fantastic flow that fits friends and family at gatherings or in daily life. The front living room features a bow window, fireplace and hardwood floors and opens into the

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  (203) 493-0058

  58 Hallsey Ln, Woodbridge, CT 06525
• Explore Woodbridge

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  /20

  $1,900

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  1668 Litchfield Turnpike Unit 2nd Fl, Woodbridge, CT 06525

  Updated 2 bed room apartment with stainless steel appliances, a tiled backsplash, and a washer/dryer. Convenience location, right off exit 59 of Route 15. Situated within walking distance of shopping and dining.private parking

  1668 Litchfield Turnpike Unit 2nd Fl, Woodbridge, CT 06525
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  /11

  $699,000 Sold Oct 01, 2025

  • 2,486 Sq Ft
  • $281/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  7 Heritage Ln, Woodbridge, CT 06525

  Complete with top-tier design features in a desirable location, this is the home you've always dreamt of. The open-concept kitchen and great room provide the ideal space for entertaining. With free-flowing space between the kitchen and great room, the casual dining area is the perfect setting to connect with the family. With vaulted ceilings and an optional fireplace, the main living room

  Toll Brothers, Inc.

  7 Heritage Ln, Woodbridge, CT 06525
• 

  Est $1,068,512 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,600 Sq Ft

  15 Meadowcrest Cir, Woodbridge, CT 06525

  15 Meadowcrest Cir, Woodbridge, CT 06525
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  /40

  $1,050,000 Under Contract

  • 5 Beds
  • 5 Baths
  • 7,734 Sq Ft

  20 Country Ct, Woodbridge, CT 06525

  Stunning 7,000+ SF custom Ranch/Cape on 2.26 private acres at the end of a quiet culde-sac in central Woodbridge. Enter the home through a circular driveway and enjoy views of woods & a nearby golf course. Bright open floor plan w/ cathedral ceilings, large windows, wraparound Trex deck & beautiful light. Chef's kitchen w/ AGA Elise induction range (3 ovens) + 2 more ovens & walk-in pantry.

  

  Iris Meyer

  William Raveis Real Estate

  (203) 633-8529

  20 Country Ct, Woodbridge, CT 06525
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  /13

  $2,195

  • 2 Beds
  • 1 Bath
  • 1,280 Sq Ft
  • House for Rent

  21 Mettler St, Woodbridge, CT 06525

  Beautifully Renovated First-Floor Apartment in Sought-After Woodbridge, CT Step into this fully redone 1,280 sqft. apartment featuring gleaming hardwood floors throughout and a thoughtful layout that balances comfort with style. This spacious unit features all new hardwood floors throughout, two large bedrooms, and a newly remodeled bathroom with a stand-up shower. The eat-in kitchen boasts

  Frank D'Ostilio Houlihan Lawrence WD

  21 Mettler St, Woodbridge, CT 06525
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  /10

  $569,000 Sold Oct 01, 2025

  • 2,006 Sq Ft
  • $284/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  27 Heritage Ln, Woodbridge, CT 06525

  Your dream home is waiting. A large center island in the kitchen overlooks the casual dining area. The expanded two-story great room boasts a gas fireplace. Gorgeous designer finishes highlight every room in this home. The resort-style amenities in this community will make you feel they're on vacation year-round. Disclaimer: Photos are images only and should not be relied upon to confirm

  Toll Brothers, Inc.

  27 Heritage Ln, Woodbridge, CT 06525
• 

  Est $733,143 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,364 Sq Ft

  3 Wedgewood Dr, Woodbridge, CT 06525

  3 Wedgewood Dr, Woodbridge, CT 06525
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  /26

  $699,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,486 Sq Ft

  7 Heritage Ln Unit 67, Woodbridge, CT 06525

  This stunning home is move-in-ready! This is the Chauncey Modern Farmhouse, meticulously designed to blend luxury and functionality. As you enter the home, you're greeted by wide plank hardwood floors that flow seamlessly through this open-concept main level. The gourmet kitchen is a chef's dream, boasting a large 9-foot quartz island, microwave/wall oven combo, gas cooktop with vented hood

  Kathy Childs Thomas Jacovino

  7 Heritage Ln Unit 67, Woodbridge, CT 06525
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  /20

  $1,900

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  29 Merritt Ave Unit 1st Floor, Woodbridge, CT 06525

  First Floor, Two Bedroom Apartment in Woodbridge! Cul-de-sac street seated at the base of West Rock. Beautiful views. 1,000 sq. ft. Stainless steel appliances, plenty of closet space, basement storage and washer/dryer in basement with direct access. A/C units included. Excellent school system, easy access to Merritt Parkway, buses, shopping and New Haven. Off-street parking for two cars. West

  29 Merritt Ave Unit 1st Floor, Woodbridge, CT 06525
• 

  $1,150,000 Sold Oct 01, 2025

  • 5,443 Sq Ft
  • $211/SF
  • 83 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2006

  28 Aldo Dr, Woodbridge, CT 06525

  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

  Marissa Papa Preston Gray Real Estate

  28 Aldo Dr, Woodbridge, CT 06525
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  Est $635,610 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,344 Sq Ft

  15 Wedgewood Dr, Woodbridge, CT 06525

  15 Wedgewood Dr, Woodbridge, CT 06525
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  /12

  $729,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,486 Sq Ft

  15 Heritage Ln Unit 63, Woodbridge, CT 06525

  Discover refined living in this beautifully crafted Chauncey home, where elegance meets everyday comfort. This exceptional home showcases a thoughtfully designed floor plan, complete with an expansive side yard perfect for outdoor enjoyment. Upstairs, a flexible loft provides a secondary lounge or media room, while two generously sized guest bedrooms share a stylish bathroom with dual sinks and

  Kathy Childs Thomas Jacovino

  15 Heritage Ln Unit 63, Woodbridge, CT 06525
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  /13

  $1,595

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Townhouse for Rent

  40 Mettler St Unit 2, Woodbridge, CT 06525

  Welcome to your next cozy spot in Woodbridge! This second-floor unit in a two-family home offers 850 square feet of comfortable living space with two nicely sized bedrooms and one full bathroom. Whether you're just starting out or looking to downsize, it's a great fit for day-to-day life. This apartment has tons of natural light, allowing the beautiful hardwood floors to really shine! The eat-in

  Philip Degennaro Coldwell Banker Realty

  40 Mettler St Unit 2, Woodbridge, CT 06525
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  $695,000 Sold Sep 29, 2025

  • 3,039 Sq Ft
  • $229/SF
  • 40 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1949

  50 Hunting Hill Rd, Woodbridge, CT 06525

  Discover timeless elegance in this original 1949 Cape set on lush, park-like grounds that blends classic charm with thoughtful modern upgrades. The spacious light filled living room has a fireplace, while the formal dining room's custom built-ins add warmth & character. The remodeled eat-in kitchen features ss appliances, built-in speakers, a sun-filled greenhouse area, & sliders opening directly

  Rachel Anastasio Houlihan Lawrence WD

  50 Hunting Hill Rd, Woodbridge, CT 06525
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  Est $831,839 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  18 Bunker Hill Rd, Woodbridge, CT 06525

  18 Bunker Hill Rd, Woodbridge, CT 06525
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  /14

  $746,996 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,486 Sq Ft

  14 Whisper Ridge Way Unit 46, Woodbridge, CT 06525

  Don't miss out on this stunning new townhome with a fantastic location. This home offers luxury, comfort, and personalization! You'll have the opportunity to choose from a wide array of the latest finishes at our award-winning Design Studio, making this truly your own! The main floor features a spacious primary bedroom, a large open kitchen layout and impressive vaulted ceiling in the great room

  Kathy Childs Thomas Jacovino

  14 Whisper Ridge Way Unit 46, Woodbridge, CT 06525
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  $535,000 Sold Sep 29, 2025

  • 2,332 Sq Ft
  • $229/SF
  • 81 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1962

  4 Northrop Rd, Woodbridge, CT 06525

  Spacious 2,332 SF Contemporary set on 1.38 private acres, with a long set-back driveway offering exceptional peace and privacy. The main level features oak flooring throughout and an open-concept layout with a beautifully remodeled kitchen showcasing white cabinetry, Quartz countertops, stainless steel appliances, and a dining area that flows into a sun-filled living room with fireplace. The

  Frank D'Ostilio Houlihan Lawrence WD

  4 Northrop Rd, Woodbridge, CT 06525
• 

  Est $597,550 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,945 Sq Ft

  77 Woodfield Rd, Woodbridge, CT 06525

  77 Woodfield Rd, Woodbridge, CT 06525
• 

  

  /11

  $714,995 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,486 Sq Ft

  23 Heritage Ln Unit 59, Woodbridge, CT 06525

  This Chauncey Modern Farmhouse build-to-order floor plan has spectacular views of West Rock Ridge State Park with the primary bedroom on the main floor. You still have time to choose your architectural options and pick from a wide array of the latest in interior designer finishes. Currently on a dirt lot. With tons of privacy, next to a cul-de-sac and a fenced backyard. This home will be ready

  Kathy Childs Thomas Jacovino

  23 Heritage Ln Unit 59, Woodbridge, CT 06525
• 

  

  /10

  $639,000 Sold Sep 24, 2025

  • 2,239 Sq Ft
  • $285/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  29 Heritage Ln, Woodbridge, CT 06525

  This beautiful home was perfectly crafted to fit your lifestyle. The two-story great room boasts a gas fireplace. Conveniently located on the first floor is the primary bedroom suite that provides a tranquil atmosphere with high ceilings and ample closet space. The home is complete with designer appointed finishes. A wide array of community amenities are located nearby. Experience the luxury

  Toll Brothers, Inc.

  29 Heritage Ln, Woodbridge, CT 06525
• 

  Est $807,108 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,276 Sq Ft

  66 Country Club Dr, Woodbridge, CT 06525

  66 Country Club Dr, Woodbridge, CT 06525
• 

  

  /11

  $750,995 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,486 Sq Ft

  6 Heritage Ln Unit 54, Woodbridge, CT 06525

  This Chauncey Modern Farmhouse build-to-order floor plan has spectacular views of West Rock Ridge State Park with the primary bedroom on the main floor. You still have time to choose your architectural options and pick from a wide array of the latest in interior designer finishes. Currently on a dirt lot. With tons of privacy, next to a cul-de-sac and a fenced backyard. This home will be ready

  Kathy Childs Thomas Jacovino

  6 Heritage Ln Unit 54, Woodbridge, CT 06525
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  $315,000 Sold Sep 18, 2025

  • 2,315 Sq Ft
  • $136/SF
  • 49 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  140 Seymour Rd, Woodbridge, CT 06525

  Incredible opportunity to own a spacious contemporary-style home offering over 2,200 square feet of thoughtfully designed living space. This property features 4 bedrooms and 2.5 bathrooms, providing ample room for comfortable everyday living and entertaining. The extended driveway offers the convenience of off-street parking. Step outside to discover your own private retreat set on a wooded lot

  Jonathan Gineo Silver and Oak Realty

  140 Seymour Rd, Woodbridge, CT 06525
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  Est $982,330 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,544 Sq Ft

  44 Brookwood Dr, Woodbridge, CT 06525

  44 Brookwood Dr, Woodbridge, CT 06525
• 

  

  /40

  $795,000

  • 6 Beds
  • 3 Baths
  • 4,120 Sq Ft

  118 Maple Vale Dr, Woodbridge, CT 06525

  Stunning and spacious, this 4-bedroom, 3-bath ranch is perfectly situated at the end of a highly sought-after cul-de-sac in Central Woodbridge. Nestled on a private 1.41-acre lot, the property backs up to approximately 65 acres of protected land trust, offering serene views and convenient access to the Elderslie Preserve Trail system-ideal for outdoor enthusiasts. Inside, this meticulously

  Philip Degennaro Coldwell Banker Realty

  118 Maple Vale Dr, Woodbridge, CT 06525
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  /10

  $579,000 Sold Sep 17, 2025

  • 2,239 Sq Ft
  • $259/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  3 Heritage Ln, Woodbridge, CT 06525

  Experience contemporary design in a versatile living space with this move-in ready home. The beautiful foyer welcomes you home with stunning views of the main living space and rear yard. Tall windows in the expanded great room allow for an abundance of natural light. The first-floor primary bedroom suite boasts a spa-like bath and large walk-in closet. This home is situated within walking

  Toll Brothers, Inc.

  3 Heritage Ln, Woodbridge, CT 06525
• 

  Est $875,773 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 4,068 Sq Ft

  55 Wepawaug Rd, Woodbridge, CT 06525

  55 Wepawaug Rd, Woodbridge, CT 06525
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  /34

  $925,000

  • 3 Beds
  • 5 Baths
  • 4,651 Sq Ft

  24 Pleasant Hill Rd, Woodbridge, CT 06525

  Step into this inviting 4 bedroom, 3.5 bathroom single story ranch home, where a captivating outdoor haven awaits. Imagine endless summer days by the sparkling pool, relaxing on the expansive deck, or enjoying a friendly match on your private tennis court. This extraordinary residence offers a resort-like lifestyle within the 2.53 acres of your own backyard. The basement offers exceptional

  Laura Roselinsky Compass Connecticut, LLC

  24 Pleasant Hill Rd, Woodbridge, CT 06525
• 

  $599,000 Sold Sep 17, 2025

  • 2,239 Sq Ft
  • $268/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  6 Whisper Ridge Way, Woodbridge, CT 06525

  This beautiful home was crafted for the way you live. The striking two-story foyer offers sweeping views of the great room just beyond. The open-concept kitchen and great room provide the ideal space for entertaining. The first-floor primary bedroom suite features a lavish bathroom and huge walk-in closet. The second floor offers a versatile loft space that can be suited to your needs. You still

  Toll Brothers, Inc.

  6 Whisper Ridge Way, Woodbridge, CT 06525
• 

  Est $834,560 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,566 Sq Ft

  50 Wepawaug Rd, Woodbridge, CT 06525

  50 Wepawaug Rd, Woodbridge, CT 06525
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  /34

  $899,900

  • 4 Beds
  • 2.5 Baths
  • 2,654 Sq Ft

  28 Seymour Rd, Woodbridge, CT 06525

  Tucked away in a private yet ultra-convenient location, this stellar oversized contemporary colonial offers a versatile floor plan and is move-in ready. Thoughtfully updated with modern flooring, refreshed bathrooms, and a stylish kitchen, every detail has been enhanced for today's lifestyle. A dramatic foyer with a new staircase leads to a front-to-back living room anchored by a cozy fireplace.

  Barbara Lehrer Coldwell Banker Realty

  28 Seymour Rd, Woodbridge, CT 06525
• 

  $649,000 Sold Sep 17, 2025

  • 2,028 Sq Ft
  • $320/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  12 Whisper Ridge Way, Woodbridge, CT 06525

  Experience the Silliman Modern Farmhouse, a 2,028-square-foot residence thoughtfully crafted for sophisticated living. This exquisite home boasts a serene primary bedroom on the main level, along with three bedrooms and two and a half impeccably designed bathrooms. Sunlight pours in throughout the expansive great room and primary bedroom, offering breathtaking views of West Rock Ridge State Park.

  Toll Brothers, Inc.

  12 Whisper Ridge Way, Woodbridge, CT 06525
• 

  Est $683,125 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,556 Sq Ft

  11 Button Ball Rd, Woodbridge, CT 06525

  11 Button Ball Rd, Woodbridge, CT 06525
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  /29

  $1,125,000

  • 5 Beds
  • 3.5 Baths
  • 3,892 Sq Ft

  71 Beecher Rd, Woodbridge, CT 06525

  Charming 5 bedroom 3.1 bath antique Saltbox circa 1706. Originally owned by Nathaniel Parks in North Guilford, the home was lovingly relocated to Woodbridge in 1934. It retains nearly all of its original character, including wide plank floors, hand-hewn beams, and a striking double-leaf entry framed by fluted pillars and a pedimented gable. Thoughtful rear additions, including a gambrel wing with

  Frank D'Ostilio Houlihan Lawrence WD

  71 Beecher Rd, Woodbridge, CT 06525
• 

  $569,000 Sold Sep 17, 2025

  • 2,006 Sq Ft
  • $284/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  4 Whisper Ridge Way, Woodbridge, CT 06525

  This move-in ready home is waiting for your personal touch. Overlooking the great room and accompanied by a casual dining area, the gorgeous kitchen is the perfect environment for entertaining guests with wraparound counter space and a sprawling central island. The open-concept kitchen flows effortlessly into the great room and dining room, making this floor plan ideal for entertaining. The

  Toll Brothers, Inc.

  4 Whisper Ridge Way, Woodbridge, CT 06525
• 

  Est $883,932 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,084 Sq Ft

  34 Tumblebrook Rd, Woodbridge, CT 06525

  34 Tumblebrook Rd, Woodbridge, CT 06525
• 

  

  /40

  $899,000

  • 5 Beds
  • 5.5 Baths
  • 5,364 Sq Ft

  40 Old Quarry Rd, Woodbridge, CT 06525

  Welcome to 40 Old Quarry Rd! This custom built home features a two car finished garage, fully finished basement, 5 beds and 5.5 baths across 5,364 sqft with an underground pool and pool house with its own bathroom! 40 Old Quarry was recently purchased and is now newly available after tasteful renovations to highlight the best of modern living in Woodbridge, CT. The primary bedroom features a

  Jason Saphire www.HomeZu.com

  40 Old Quarry Rd, Woodbridge, CT 06525
• 

  $1,015,000 Sold Sep 15, 2025

  • 4,708 Sq Ft
  • $216/SF
  • 94 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2005

  22 Woodbine Rd, Woodbridge, CT 06525

  The PERFECT OASIS for someone seeking privacy, luxury, and family-friendly features. Tucked at the end of a winding private drive on a serene cul-de-sac, this custom-built Colonial retreat offers the perfect blend of elegance, comfort, and seclusion. Set on 3.69 beautifully landscaped acres and boasting approximately 5,000 sq ft of living space, this 2005 masterpiece invites you to enjoy

  Jill Taylor RE/MAX Right Choice

  22 Woodbine Rd, Woodbridge, CT 06525
• 

  Est $601,100 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,403 Sq Ft

  20 Milhaven Rd, Woodbridge, CT 06525

  20 Milhaven Rd, Woodbridge, CT 06525

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