Woodbridge, CT Homes

• 

  Est $801,994 Not Listed For Sale

  66 Country Club Dr, Woodbridge, CT 06525

  • 4 Beds
  • 2.5 Baths
  • 3,276 Sq Ft
  • Built 1970

  66 Country Club Dr, Woodbridge, CT 06525

  Last Sold Summary

  • 11% Above List Price
  • $220/SF
  • 48 Days On Market

  Last Sold Price $720,000

  Last Listing Agent Frank D'Ostilio Houlihan Lawrence WD
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  /40

  $1,150,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,341 Sq Ft

  19 Robin Rd, Woodbridge, CT 06525

  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

  Stacy Milner Dow Della Valle

  19 Robin Rd, Woodbridge, CT 06525
• 

  $497,250 Sold Apr 03, 2025

  92 Maple Vale Dr, Woodbridge, CT 06525

  • 4 Beds
  • 2.5 Baths
  • 2,786 Sq Ft
  • Built 1966

  Last Sold Summary

  • 5% Below List Price
  • $178/SF
  • 22 Days On Market

  Current Estimated Value $562,094

  Last Listing Agent Jill Taylor RE/MAX Right Choice

  92 Maple Vale Dr, Woodbridge, CT 06525
• 

  Est $943,061 Not Listed For Sale

  44 Brookwood Dr, Woodbridge, CT 06525

  • 4 Beds
  • 4 Baths
  • 3,544 Sq Ft
  • Built 1985

  44 Brookwood Dr, Woodbridge, CT 06525

  Last Sold Summary

  • 21% Above List Price
  • $221/SF
  • 4 Days On Market

  Last Sold Price $782,000

  Last Listing Agent Janice Dreier Pearce Real Estate
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  /37

  $1,300,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 6,606 Sq Ft

  51 Elderslie Ln, Woodbridge, CT 06525

  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

  Frank D'Ostilio Houlihan Lawrence WD

  51 Elderslie Ln, Woodbridge, CT 06525
• 

  $599,000 Sold Jan 21, 2026

  13 Heritage Ln Unit 64, Woodbridge, CT 06525

  • 3 Beds
  • 2.5 Baths
  • 2,239 Sq Ft
  • Built 2025

  Last Sold Summary

  • 15% Below List Price
  • $268/SF
  • 164 Days On Market

  Last Listing Agent Kathy Childs Thomas Jacovino

  13 Heritage Ln Unit 64, Woodbridge, CT 06525
• 

  Est $876,530 Not Listed For Sale

  55 Wepawaug Rd, Woodbridge, CT 06525

  • 5 Beds
  • 2.5 Baths
  • 4,068 Sq Ft
  • Built 1946

  55 Wepawaug Rd, Woodbridge, CT 06525

  Last Sold Summary

  • 12% Above List Price
  • $193/SF
  • 24 Days On Market

  Last Sold Price $785,000

  Last Listing Agent Frank D'Ostilio Houlihan Lawrence WD
• 

  

  /37

  $979,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,382 Sq Ft

  11 Coachman Ln, Woodbridge, CT 06525

  Set against the scenic Woodbridge Land Trust, this spacious 5-bedroom, 3.5-bath home blends style, comfort, and nature. With over 4,300 sq. ft. of finished living space, it features an open-concept layout with modern, trendy finishes and a sleek kitchen that flows effortlessly into bright living and dining areas-ideal for everyday living and entertaining. The expansive primary suite offers a

  Jason Saphire www.HomeZu.com

  11 Coachman Ln, Woodbridge, CT 06525
• 

  $544,000 Sold Oct 28, 2025

  5 Heritage Ln Unit 68, Woodbridge, CT 06525

  • 3 Beds
  • 2.5 Baths
  • 2,006 Sq Ft
  • Built 2025

  Last Sold Summary

  • 9% Below List Price
  • $271/SF
  • 150 Days On Market

  Last Listing Agent Kathy Childs Thomas Jacovino

  5 Heritage Ln Unit 68, Woodbridge, CT 06525
• 

  Est $823,345 Not Listed For Sale

  50 Wepawaug Rd, Woodbridge, CT 06525

  • 3 Beds
  • 2.5 Baths
  • 2,566 Sq Ft
  • Built 1942

  50 Wepawaug Rd, Woodbridge, CT 06525

  Last Sold Summary

  • 7% Above List Price
  • $299/SF
  • 45 Days On Market

  Last Sold Price $767,500

  Last Listing Agent Frank D'Ostilio Houlihan Lawrence WD
• 

  

  /40

  $849,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,665 Sq Ft

  119 Maple Vale Dr, Woodbridge, CT 06525

  This spectacular contemporary home is a one of a kind find rare beauty, nestled on a large private lot on a quiet cul de sac. It was designed by architect Roger Small. It must be seen to appreciate the artistry and thoughtful design. It's the exact right size with sophisticated flair meant for the discerning buyer. From the moment you enter you are greeted by warmth and beauty. The cook's kitchen

  Susan Schiff Sarah Harrower Realty

  119 Maple Vale Dr, Woodbridge, CT 06525
• 

  $512,500 Sold Feb 27, 2026

  68 Orchard Rd, Woodbridge, CT 06525

  • 3 Beds
  • 1 Bath
  • 1,872 Sq Ft
  • Built 1950

  Last Sold Summary

  • 7% Below List Price
  • $274/SF
  • 4 Days On Market

  Current Estimated Value $538,053

  Last Listing Agent Wojtek Borowski Pearce Real Estate

  68 Orchard Rd, Woodbridge, CT 06525
• 

  Est $786,985 Not Listed For Sale

  1056 Racebrook Rd, Woodbridge, CT 06525

  • 4 Beds
  • 2.5 Baths
  • 4,271 Sq Ft
  • Built 1941

  1056 Racebrook Rd, Woodbridge, CT 06525

  Last Sold Summary

  • 20% Above List Price
  • $153/SF
  • 60 Days On Market

  Last Sold Price $655,000

  Last Listing Agent Stacy Blake Stacy Blake Realty LLC
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  /26

  $699,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  3 Whisper Ridge Way Unit 50, Woodbridge, CT 06525

  This is the Pierson Modern Farmhouse this 2- story townhome with primary bedroom on the main floor and two bedrooms up and a loft. Rightsizing your life starts here! Thoughtfully appointed with features like a drop zone/mudroom, a luxe primary bath, a cozy great room open to the kitchen and dining, perfect for entertaining or curling up in front of the fireplace with a book. Located in our new

  Kathy Childs Thomas Jacovino

  3 Whisper Ridge Way Unit 50, Woodbridge, CT 06525
• 

  $720,000 Sold Oct 16, 2025

  15 Heritage Ln Unit 63, Woodbridge, CT 06525

  • 3 Beds
  • 2.5 Baths
  • 2,486 Sq Ft
  • Built 2025

  Last Sold Summary

  • 13% Above List Price
  • $290/SF
  • 83 Days On Market

  Last Listing Agent Kathy Childs Thomas Jacovino

  15 Heritage Ln Unit 63, Woodbridge, CT 06525
• 

  Est $701,328 Not Listed For Sale

  11 Button Ball Rd, Woodbridge, CT 06525

  • 3 Beds
  • 2 Baths
  • 2,556 Sq Ft
  • Built 1940

  11 Button Ball Rd, Woodbridge, CT 06525

  Last Sold Summary

  • 15% Above List Price
  • $240/SF
  • 11 Days On Market

  Last Sold Price $612,500

  Last Listing Agent Debbie Schlegel Coldwell Banker Realty
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  /40

  $899,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 4,137 Sq Ft

  34 Milan Rd, Woodbridge, CT 06525

  Privately situated on 1.73 acres in Central Woodbridge, is a stunning and comfortable contemporary ranch-style home with 4 bedrooms, 2 full bathrooms, 2 half bathrooms and approximately 4127 sq ft. This home was built in 1968 and designed with an open floor plan that is enhanced by large windows for beautiful natural lighting. From the stylish front entry foyer, the space flows easily down a

  Ross Cotjanle Houlihan Lawrence WD

  34 Milan Rd, Woodbridge, CT 06525
• 

  $439,000 Sold Aug 15, 2025

  1753 Litchfield Turnpike, Woodbridge, CT 06525

  • 3 Beds
  • 1.5 Baths
  • 1,488 Sq Ft
  • Built 1963

  Last Sold Summary

  • $295/SF
  • 66 Days On Market

  Current Estimated Value $453,135

  Last Listing Agent Philip Degennaro Coldwell Banker Realty

  1753 Litchfield Turnpike, Woodbridge, CT 06525
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  Est $871,660 Not Listed For Sale

  34 Tumblebrook Rd, Woodbridge, CT 06525

  • 4 Beds
  • 2.5 Baths
  • 3,084 Sq Ft
  • Built 1967

  34 Tumblebrook Rd, Woodbridge, CT 06525

  Last Sold Summary

  • 12% Above List Price
  • $253/SF
  • 3 Days On Market

  Last Sold Price $780,000

  Last Listing Agent Carol Agin Coldwell Banker Realty
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  /14

  $699,000 Open Sat 11AM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,939 Sq Ft

  5 Whisper Ridge Way Unit 49, Woodbridge, CT 06525

  Last home site available at Regency at Woodbridge! Don't miss your chance to own the Pierpont Elite Modern Farmhouse - a two-story townhome with a main-floor primary suite, two bedrooms, and a loft upstairs. Enjoy quartz countertops, hardwood floors, stainless steel appliances, and a cozy fireplace in an open-concept design perfect for entertaining. Tucked on a quiet cul-de-sac with a wide side

  Kathy Childs Thomas Jacovino

  5 Whisper Ridge Way Unit 49, Woodbridge, CT 06525
• 

  $688,000 Sold Aug 01, 2025

  119 Pease Rd, Woodbridge, CT 06525

  • 3 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • Built 1976

  Last Sold Summary

  • 7% Below List Price
  • $290/SF
  • 49 Days On Market

  Current Estimated Value $698,488

  Last Listing Agent Debbie Schlegel Coldwell Banker Realty

  119 Pease Rd, Woodbridge, CT 06525
• 

  Est $613,541 Not Listed For Sale

  20 Milhaven Rd, Woodbridge, CT 06525

  • 3 Beds
  • 2 Baths
  • 2,403 Sq Ft
  • Built 1956

  20 Milhaven Rd, Woodbridge, CT 06525

  Last Sold Summary

  • 20% Above List Price
  • $212/SF
  • 73 Days On Market

  Last Sold Price $510,000

  Last Listing Agent Carl DeCarli Coldwell Banker Milford
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  /16

  $185,000 Pending

  • Land
  • 1.79 Acres
  • $103,352 per Acre

  24 Burma Rd, Woodbridge, CT 06525

  Discover the perfect balance of privacy and convenience on this beautiful 1.79-acre interior building lot in desirable Woodbridge. Located in the highly sought-after Amity School District, this approved lot offers a peaceful, tucked-away setting with scenic views of the New Haven skyline during the fall and winter months. Enjoy a quiet, nature-filled environment while remaining just minutes from

  Tara Stirk William Raveis Real Estate

  24 Burma Rd, Woodbridge, CT 06525
• 

  $517,000 Sold Dec 30, 2025

  30 Barberry Ln, Woodbridge, CT 06525

  • 3 Beds
  • 3 Baths
  • 2,469 Sq Ft
  • Built 1959

  Last Sold Summary

  • 2% Below List Price
  • $209/SF
  • 139 Days On Market

  Current Estimated Value $522,120

  Last Listing Agent Ross Cotjanle Houlihan Lawrence WD

  30 Barberry Ln, Woodbridge, CT 06525
• 

  Est $1,119,675 Not Listed For Sale

  5 Emerald Ln, Woodbridge, CT 06525

  • 4 Beds
  • 4.5 Baths
  • 4,310 Sq Ft
  • Built 1991

  5 Emerald Ln, Woodbridge, CT 06525

  Last Sold Summary

  • 7% Above List Price
  • $244/SF
  • 91 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Judy Cooper Coldwell Banker Realty
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  /32

  $584,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 3,058 Sq Ft

  5 Lorraine Dr, Woodbridge, CT 06525

  Move right into this lovingly maintained home located in beautiful neighborhood with meandering stream in back. Bright living room with bay window, dining room, kitchen with granite counter tops, 2 gas fireplaces, and gleaming hardwood floors. 3/4 bedrooms with 2 1/2 baths. Large finished walk out basement with gas fireplace. Kitchen, living room, dining room and bedrooms are all on the mail

  Melanie Ricci Coldwell Banker Realty

  5 Lorraine Dr, Woodbridge, CT 06525
• 

  $645,000 Sold Jul 01, 2025

  12 Rimmon Hill Rd, Woodbridge, CT 06525

  • 4 Beds
  • 2.5 Baths
  • 2,220 Sq Ft
  • Built 1956

  Last Sold Summary

  • 1% Below List Price
  • $291/SF
  • 21 Days On Market

  Current Estimated Value $666,015

  Last Listing Agent Santo DeMarco Dave Jones Realty, LLC

  12 Rimmon Hill Rd, Woodbridge, CT 06525
• 

  Est $678,230 Not Listed For Sale

  31 Brookwood Dr, Woodbridge, CT 06525

  • 4 Beds
  • 2.5 Baths
  • 2,525 Sq Ft
  • Built 1955

  31 Brookwood Dr, Woodbridge, CT 06525

  Last Sold Summary

  • 23% Above List Price
  • $218/SF
  • 187 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Yi Cai Wang HJL Realty, LLC
• 

  

  /40

  $598,000

  • 4 Beds
  • 4 Baths
  • 3,808 Sq Ft

  1681 Litchfield Turnpike, Woodbridge, CT 06525

  Incredible value in this expansive, meticulously maintained 4 Bedroom, 4 Bath Colonial located in the highly sought-after town of Woodbridge! This impressive home offers a fully finished walk-out lower level, adding approximately 1,100 square feet of additional living space-an exceptional setup for multi-generational living or in-law potential. Investors take notice: with the right vision, this

  Philip Degennaro Coldwell Banker Realty

  1681 Litchfield Turnpike, Woodbridge, CT 06525
• 

  

  /11

  $668,000 Sold Jan 28, 2026

  8 Whisper Ridge Way, Woodbridge, CT 06525

  • 3 Beds
  • 2.5 Baths
  • 1,939 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $345/SF
  • 19 Days On Market

  Toll Brothers, Inc. Regency at Woodbridge

  8 Whisper Ridge Way, Woodbridge, CT 06525
• 

  Est $1,331,014 Not Listed For Sale

  118 Ansonia Rd, Woodbridge, CT 06525

  • 4 Beds
  • 3.5 Baths
  • 3,591 Sq Ft
  • Built 2023

  118 Ansonia Rd, Woodbridge, CT 06525

  Last Sold Summary

  • 6% Above List Price
  • $349/SF
  • 88 Days On Market

  Last Sold Price $1,255,000

  Last Listing Agent Sarah Beth Luce-Del Prete Coldwell Banker Realty
• 

  

  /40

  $1,500,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 6,011 Sq Ft

  489 Amity Rd, Woodbridge, CT 06525

  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

  Susan Santoro William Pitt Sotheby's Int'l

  489 Amity Rd, Woodbridge, CT 06525
• 

  $1,150,000 Sold Jun 13, 2025

  126 Pease Rd, Woodbridge, CT 06525

  • 5 Beds
  • 5.5 Baths
  • 5,965 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $193/SF
  • 120 Days On Market

  Current Estimated Value $1,222,401

  Last Listing Agent Ross Cotjanle Houlihan Lawrence WD

  126 Pease Rd, Woodbridge, CT 06525
• 

  Est $879,398 Not Listed For Sale

  39 Wepawaug Rd, Woodbridge, CT 06525

  • 4 Beds
  • 4 Baths
  • 3,258 Sq Ft
  • Built 1942

  39 Wepawaug Rd, Woodbridge, CT 06525

  Last Sold Summary

  • 7% Above List Price
  • $253/SF
  • 94 Days On Market

  Last Sold Price $825,000

  Last Listing Agent Frank D'Ostilio Houlihan Lawrence WD
• 

  

  /30

  $349,900 Pending

  • 2 Beds
  • 1 Bath
  • 992 Sq Ft

  Unlisted Address

  Absolutely Adorable Home in Desirable Woodbridge Area. This 2 Bedroom, 1 Bath Ranch Style Home takes your breath away. Kitchen has Granite Countertops, Stainless Appliances, a delightful Breakfast Bar with Custom Cone Lighting. The Stackable Washer/Dryer is hidden away in a folding door Closet. The Open Floor Plan allows you to see into the Living Room and Dining Room. The Custom Built-Ins on the

  Dena Liberman Weichert, Realtors-On The Mark

  Unlisted Address
• 

  $1,150,000 Sold Oct 01, 2025

  28 Aldo Dr, Woodbridge, CT 06525

  • 4 Beds
  • 4.5 Baths
  • 5,443 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Above List Price
  • $211/SF
  • 83 Days On Market

  Current Estimated Value $1,134,514

  Last Listing Agent Marissa Papa Preston Gray Real Estate

  28 Aldo Dr, Woodbridge, CT 06525
• 

  Est $605,465 Not Listed For Sale

  38 Wepawaug Rd, Woodbridge, CT 06525

  • 3 Beds
  • 2 Baths
  • 1,724 Sq Ft
  • Built 1939

  38 Wepawaug Rd, Woodbridge, CT 06525

  Last Sold Summary

  • 12% Above List Price
  • $313/SF
  • 72 Days On Market

  Last Sold Price $540,000

  Last Listing Agent Claire Sullivan Coldwell Banker Realty
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  /12

  $539,000

  • Land
  • 0.55 Acre
  • $980,000 per Acre

  204 Amity Rd, New Haven, CT 06525

  Rare opportunity to purchase a vacant commercial lot in the GB-A Zone which contains .55 Acre+/-. Outside of the approved uses in that zone, there is potential for mixed use development and opportunity housing. Access from both Amity Road (Route 63) and Selden Street. High traffic count and in heart of Woodbridge commercial zone.

  Philip Degennaro Coldwell Banker Realty

  204 Amity Rd, New Haven, CT 06525
• 

  

  /10

  $549,000 Sold Oct 07, 2025

  5 Heritage Ln, Woodbridge, CT 06525

  • 3 Beds
  • 2.5 Baths
  • 2,006 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $274/SF
  • 36 Days On Market

  Toll Brothers, Inc. Regency at Woodbridge

  5 Heritage Ln, Woodbridge, CT 06525
• 

  Est $636,747 Not Listed For Sale

  1066 Racebrook Rd, Woodbridge, CT 06525

  • 3 Beds
  • 2 Baths
  • 1,966 Sq Ft
  • Built 1952

  1066 Racebrook Rd, Woodbridge, CT 06525

  Last Sold Summary

  • 13% Above List Price
  • $287/SF
  • 44 Days On Market

  Last Sold Price $564,999

  Last Listing Agent Nicholas Tarquino Carbutti & Co., Realtors

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