Woodbridge, CT Homes

• 

  $688,000 Sold Aug 01, 2025

  • 2,376 Sq Ft
  • $290/SF
  • 49 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1976

  119 Pease Rd, Woodbridge, CT 06525

  Welcome to easy one-level living in this beautifully cared for 3 bedroom, 2.5 bath ranch! Freshly painted exterior and thoughtfully laid out inside, this home offers great flow and generous-sized rooms throughout. The living and dining rooms connect seamlessly, perfect for gatherings and entertaining. Just off the kitchen, the vaulted-ceiling family room is warm and welcoming with a fireplace,

  Debbie Schlegel Coldwell Banker Realty

  119 Pease Rd, Woodbridge, CT 06525
• 

  Est $643,829 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,446 Sq Ft

  9 Fairview Rd, Woodbridge, CT 06525

  9 Fairview Rd, Woodbridge, CT 06525
• 

  

  

  /40

  $1,750,000

  • 4 Beds
  • 6 Baths
  • 5,601 Sq Ft

  23 Aldo Dr, Woodbridge, CT 06525

  Tucked away at the end of a serene cul-de-sac, this elegant 4BR, 6BA Colonial offers a perfect blend of timeless charm and modern comfort. Step inside to discover a grand living room featuring a home theater system, coffered ceilings, expansive windows that flood the space with natural light, and one of two cozy fireplaces. The heart of the home is the spacious kitchen with gleaming stainless

  Alexa Massimin Berkshire Hathaway NE Prop.

  23 Aldo Dr, Woodbridge, CT 06525
• 

  $825,000 Sold Jul 31, 2025

  • 3,448 Sq Ft
  • $239/SF
  • 14 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1965

  3 Wolf Tree Dr, Woodbridge, CT 06525

  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

  Christine Lovejoy Coldwell Banker Realty

  3 Wolf Tree Dr, Woodbridge, CT 06525
• 

  Est $358,733 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  14 Fairview Rd, Woodbridge, CT 06525

  14 Fairview Rd, Woodbridge, CT 06525
• 

  

  /22

  $349,000

  • Land
  • 7.48 Acres
  • $46,658 per Acre

  54 Northrop Rd, Woodbridge, CT 06525

  Come build your dream home on this magnificent 7.48 acre+/- property. Rare to find such a large oversized level lot with an approved septic plan and survey in place! Building plans are available upon request. Close proximity to Yale, downtown New Haven, Routes 15 & 8 and located within an award winning school district!!

  Philip Degennaro Coldwell Banker Realty

  54 Northrop Rd, Woodbridge, CT 06525
• 

  $825,000 Sold Jul 31, 2025

  • 4,128 Sq Ft
  • $200/SF
  • 68 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1996

  6 Old Farm Rd, Woodbridge, CT 06525

  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

  Frank D'Ostilio Houlihan Lawrence WD

  6 Old Farm Rd, Woodbridge, CT 06525
• 

  Est $519,218 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  9 Beecher Rd, Woodbridge, CT 06525

  9 Beecher Rd, Woodbridge, CT 06525
• 

  

  /3

  $375,000

  • Land
  • 28.2 Acres
  • $13,298 per Acre

  1875 Litchfield Turnpike, New Haven, CT 06525

  Hike to the top of west rock ridge from your own back yard and enjoy views for miles. Believe city water is present, some of the property is located in an AE flood zone. Buyer to do own due diligence.

  Jared Krinsky Houlihan Lawrence WD

  1875 Litchfield Turnpike, New Haven, CT 06525
• 

  $1,200,000 Sold Jul 29, 2025

  • 9,504 Sq Ft
  • $126/SF
  • 41 Days On Market

  • 5 Beds
  • 7.5 Baths
  • Built 1936

  37 Hunting Hill Rd, Woodbridge, CT 06525

  *Please submit HIGHEST & BEST by Tuesday 5/20 at 12pm EST* An estate that is not just impressive-but iconic, this 1936 manor sprawls across six private, park-like acres in one of Woodbridge's most coveted enclaves. Straight out of a Gatsby scene, 8,200sf of opulent rooms & charming period detail you just can't replicate, the scale dares you to dream big. Yes, she needs some love-but oh, what a

  Rebecca Lavi Coldwell Banker Realty

  37 Hunting Hill Rd, Woodbridge, CT 06525
• 

  Est $435,155 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,111 Sq Ft

  15 Beecher Rd, Woodbridge, CT 06525

  15 Beecher Rd, Woodbridge, CT 06525
• 

  /2

  $199,000

  • Land
  • 1.3 Acres
  • $153,077 per Acre

  58 Acorn Hill Rd, Woodbridge, CT 06525

  A total of 2 lots 60 & 58 Acorn Hill, 9.4 and 1.3 Acres, respectively. Total of 10.7 ACRES of Land (Listed price for BOTH parcels)! This can be an opportunity with a vast array of possibilities; Build a dream home, subdivide, or you could buy this just to keep for hunting if you want! Buyers to conduct their own due diligence. Woodbridge is a sought after town with an award winning school system.

  Konstantinos Milas Milas Realty Advisors

  58 Acorn Hill Rd, Woodbridge, CT 06525
• 

  $680,000 Sold Jul 25, 2025

  • 2,390 Sq Ft
  • $285/SF
  • 46 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1941

  89 Pease Rd, Woodbridge, CT 06525

  Welcome Home to 89 Pease Road! Nestled on a private and professionally landscaped 2.07-acre lot, this custom-built Berner Lohne expanded cape is a true gardener's paradise. Surrounded by specimen trees, vibrant shrubs and perennials, the property offers a stunning natural retreat perfect for entertaining and recreation. The home is light and bright, featuring a beautifully renovated kitchen with

  Philip Degennaro Coldwell Banker Realty

  89 Pease Rd, Woodbridge, CT 06525
• 

  Est $784,268 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,048 Sq Ft

  11 Ansonia Rd, Woodbridge, CT 06525

  11 Ansonia Rd, Woodbridge, CT 06525
• 

  /2

  $199,000

  • Land
  • 9.4 Acres
  • $21,170 per Acre

  60 Acorn Hill Rd, Woodbridge, CT 06525

  A total of 2 lots 60 & 58 Acorn Hill, 9.4 and 1.3 Acres, respectively. Total of 10.7 ACRES of Land (Listed price for BOTH parcels)! This can be an opportunity with a vast array of possibilities; Build a dream home, subdivide, or you could buy this just to keep for hunting if you want! Buyers to conduct their own due diligence. Woodbridge is a sought after town with an award winning school system.

  Konstantinos Milas Milas Realty Advisors

  60 Acorn Hill Rd, Woodbridge, CT 06525
• 

  $699,995 Sold Jul 25, 2025

  • 2,486 Sq Ft
  • $282/SF
  • 15 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  1 Heritage Ln Unit 70, Woodbridge, CT 06525

  Welcome to your dream home! This beautifully crafted new construction offers rare combination of luxury, function, and breathtaking scenery. Featuring a main-level primary suite, this home is designed for comfort and ease. Step through the side front entry and be greeted by a curved grand staircase and cathedral ceiling in the great room that create an open airy feel. The main floor office with

  Lauren Logiacco Thomas Jacovino

  1 Heritage Ln Unit 70, Woodbridge, CT 06525
• 

  Est $797,090 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,817 Sq Ft

  67 Pease Rd, Woodbridge, CT 06525

  67 Pease Rd, Woodbridge, CT 06525
• 

  /2

  $600,000

  • Land
  • 35.83 Acres
  • $16,746 per Acre

  75 Beecher Rd, Woodbridge, CT 06525

  N/A

  Bruce Schaefer Schaefer Associates

  75 Beecher Rd, Woodbridge, CT 06525
• 

  

  /11

  $729,000 Sold Jul 24, 2025

  • 2,486 Sq Ft
  • $293/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  15 Heritage Ln, Woodbridge, CT 06525

  This beautiful home was perfectly crafted to fit your lifestyle. The bright foyer sets the perfect mood, offering plenty of natural light and flowing effortlessly into the rest of the home. The casual dining area is the centerpiece of the first floor, with connectivity to the kitchen and beautiful views of the rear yard. Experience the luxury you've always wanted by scheduling a tour today.

  Toll Brothers, Inc.

  15 Heritage Ln, Woodbridge, CT 06525
• 

  Est $407,138 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,033 Sq Ft

  35 Pease Rd, Woodbridge, CT 06525

  35 Pease Rd, Woodbridge, CT 06525
• 

  

  /10

  $798,995 New Construction

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

  2 Hillcrest Dr, Woodbridge, CT 06525

  Your dream home is waiting. Complementing the well-designed kitchen is an immense center island with breakfast bar as well as plenty of counter and cabinet space, and a sizable walk-in pantry. The great room is the perfect setting for relaxation with its cozy fireplace and ample natural light. Conveniently located on the first floor is the primary bedroom suite that provides a tranquil atmosphere

  

  Toll Brothers, Inc.

  Builder

  2 Hillcrest Dr, Woodbridge, CT 06525
• 

  $659,900 Sold Jul 22, 2025

  • 2,918 Sq Ft
  • $226/SF
  • 42 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1965

  7 Indian Trail, Woodbridge, CT 06525

  Welcome to 7 Indian Trail, a beautifully maintained and thoughtfully updated home conveniently located in the heart of Woodbridge. This home offers a wonderful blend of charm, comfort, and modern upgrades featuring three spacious bedrooms, gleaming hardwood floors, a family-friendly layout, and ample closet space. Step inside to discover warm, sunlit living spaces anchored by two cozy fireplaces

  Rachel Anastasio Houlihan Lawrence WD

  7 Indian Trail, Woodbridge, CT 06525
• 

  Est $751,768 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,379 Sq Ft

  29 Pease Rd, Woodbridge, CT 06525

  29 Pease Rd, Woodbridge, CT 06525
• 

  

  /10

  $669,000 New Construction

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

  13 Heritage Ln, Woodbridge, CT 06525

  This beautifully crafted home offers 2,239 square feet, 3 bedrooms, and 2.5 baths. Featuring a sun-soaked entry, this free-flowing home design is brimming with natural light. The kitchen boasts upgraded Century cabinets, quartz countertops, and stainless steel appliances. The first-floor primary bedroom features a walk-in closet and a lavish bath. Ready for move-in late summer 2025. Disclaimer:

  

  Toll Brothers, Inc.

  Builder

  13 Heritage Ln, Woodbridge, CT 06525
• 

  $1,480,000 Sold Jul 21, 2025

  • 6,658 Sq Ft
  • $222/SF
  • 49 Days On Market

  • 6 Beds
  • 7 Baths
  • Built 2002

  10 Grove Hill Rd, Woodbridge, CT 06525

  Discover unparalleled elegance in this remarkable property, offering nearly 7,000 sq ft of sophisticated living space. W/6 spacious bdrms , 5 full baths, & 2 half baths, this home is perfect for entertaining & family life. Step into the newly renovated chef's kitch, designed w/custom cabinetry, built-ins, & a spacious island. Equipped w/premium appliances, incl a SubZero frige & a 6-burner gas

  Christine Lovejoy Coldwell Banker Realty

  10 Grove Hill Rd, Woodbridge, CT 06525
• 

  Est $513,728 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,904 Sq Ft

  43 Park Ln, Woodbridge, CT 06525

  43 Park Ln, Woodbridge, CT 06525
• 

  

  /11

  $559,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  11 Heritage Ln, Woodbridge, CT 06525

  Your dream home is waiting. Featuring a sun-soaked entry, this free-flowing home design is brimming with natural light. The casual dining area is adjacent to the kitchen and provides a convenient and intimate setting. The two-story great room boasts tall windows, a gas fireplace, and an additional 4' of living space. Experience the luxury you've always wanted by scheduling a tour today. Ready for

  

  Toll Brothers, Inc.

  Builder

  11 Heritage Ln, Woodbridge, CT 06525
• 

  $1,275,000 Sold Jul 18, 2025

  • 7,401 Sq Ft
  • $172/SF
  • 60 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2000

  176 Peck Hill Rd, Woodbridge, CT 06525

  Magnificent, custom-built brick Georgian Colonial set on 2.85 acres of professionally landscaped grounds in a private and serene Woodbridge setting. Built by noted builder Roland Skinner, this stately 5-bedroom, 5.5-bath home offers over 7,000 SF of elegant living space and timeless craftsmanship. A circular driveway leads to a grand two-story foyer that sets the tone for this exceptional home.

  Frank D'Ostilio Houlihan Lawrence WD

  176 Peck Hill Rd, Woodbridge, CT 06525
• 

  Est $1,189,047 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,948 Sq Ft

  2 Jeremy Garden Ln, Woodbridge, CT 06525

  2 Jeremy Garden Ln, Woodbridge, CT 06525
• 

  

  /10

  $549,000 New Construction

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

  5 Heritage Ln, Woodbridge, CT 06525

  Love everything about this home. The enormous kitchen boasts name-brand appliances, upgraded countertops, and ample cabinet space. The two-story great room boasts a fireplace and plenty of natural light. The appealing first-floor primary bedroom suite boasts a lavish bath and ample closet space. The versatile loft can be suited to fit your lifestyle. Schedule an appointment to learn more about

  

  Toll Brothers, Inc.

  Builder

  5 Heritage Ln, Woodbridge, CT 06525
• 

  $1,150,000 Sold Jul 18, 2025

  • 5,200 Sq Ft
  • $221/SF
  • 223 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2025

  106 Seymour Rd, Woodbridge, CT 06525

  Just completed in 2025, this stunning 3,700 sq. ft. modern farmhouse offers luxury and innovation on a private 3.12-acre lot in Woodbridge. The expansive open-concept first floor is flooded with natural light, seamlessly connecting living, dining, and the gourmet kitchen. The chef's kitchen features custom cabinetry, Calacatta Gold marble countertops, top-of-the-line stainless steel appliances,

  Jake Forchetti Houlihan Lawrence WD

  106 Seymour Rd, Woodbridge, CT 06525
• 

  Est $589,696 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,388 Sq Ft

  55 Rimmon Rd, Woodbridge, CT 06525

  55 Rimmon Rd, Woodbridge, CT 06525
• 

  

  /12

  $569,000 New Construction

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

  4 Whisper Ridge Way Unit 41, Woodbridge, CT 06525

  This is the Pierpont Modern Farmhouse a two 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 six foot seated walk-in shower in the 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. Still time

  Kathy Childs Thomas Jacovino

  4 Whisper Ridge Way Unit 41, Woodbridge, CT 06525
• 

  $1,260,000 Sold Jul 17, 2025

  • 4,437 Sq Ft
  • $284/SF
  • 34 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2014

  24 N Racebrook Rd, Woodbridge, CT 06525

  Fully owned solar panels! Electric Bills are almost 0! Set on over 2 scenic acres in desirable Woodbridge, this Peter Olsen designed, custom-built 2014 Colonial offers elegance, space, and modern efficiency. Featuring 5 bedrooms, 4.5 baths, and a 3-car garage, this home is designed for comfort and sophistication. A dramatic 2 story family room with an oversized Palladian window bathe the space in

  Susan Santoro William Pitt Sotheby's Int'l

  24 N Racebrook Rd, Woodbridge, CT 06525
• 

  Est $604,538 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,287 Sq Ft

  27 Beecher Rd, Woodbridge, CT 06525

  27 Beecher Rd, Woodbridge, CT 06525
• 

  $599,995 New Construction

  • 3 Beds
  • 2.5 - 3.5 Baths
  • 1,938 Sq Ft

  Pierpont Plan at Regency at Woodbridge, Woodbridge, CT 06525

  The expertly designed Pierpont immediately impresses with its elegant two-story main living level, featuring a bright foyer and hallway that leads into the spacious great room that offers convenient access to the rear yard. The well-equipped kitchen overlooks a sizable casual dining area and is complemented by a large center island with breakfast bar, plenty of counter and cabinet space, as well

  

  Toll Brothers, Inc.

  Builder

  10 Hillcrest Dr Unit 36358183, Woodbridge, CT 06525
• 

  $1,240,000 Sold Jul 15, 2025

  • 5,328 Sq Ft
  • $233/SF
  • 46 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1994

  66 Penny Ln, Woodbridge, CT 06525

  Beautifully updated home! Located on a quiet cul-de-sac in a sought-after central Woodbridge neighborhood, Penny Lane blends timeless design with thoughtful modern upgrades throughout every corner. This custom-built, one-owner 4-bedroom, 4.5-bath Colonial features a dramatic two-story foyer and a sun-filled, open-concept layout perfect for today's lifestyle. The chef's kitchen showcases Sub-Zero

  Tom Cavaliere Coldwell Banker Realty

  66 Penny Ln, Woodbridge, CT 06525
• 

  Est $623,877 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,308 Sq Ft

  1114 Racebrook Rd, Woodbridge, CT 06525

  1114 Racebrook Rd, Woodbridge, CT 06525
• 

  $645,995 New Construction

  • 3 Beds
  • 2.5 - 3.5 Baths
  • 2,188 Sq Ft

  Pierson Plan at Regency at Woodbridge, Woodbridge, CT 06525

  A thoughtfully designed floor plan that features modern architecture with elegant features defines the beautiufl Pierson. The soaring two-story foyer opens onto a charming two-story great room with desirableaccess to the rear yard. Overlooking a spacious casual dining area, the well-appointed kitchen offers an oversized center island with breakfast bar and ample counter and cabinet space. The

  

  Toll Brothers, Inc.

  Builder

  10 Hillcrest Dr Unit 36358185, Woodbridge, CT 06525
• 

  $549,000 Sold Jul 10, 2025

  • 2,427 Sq Ft
  • $226/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1920

  86 Rimmon Rd, Woodbridge, CT 06525

  Step into the timeless elegance of this stunning vintage colonial situated on a peaceful lot adorned with lush gardens and mature trees. This home offers a perfect mix of historic charm and modern functionality. The property boasts 2,427 sq. ft. of living space, featuring 3 bedrooms, 2.5 baths. Highlights include beautiful hardwood floors, vaulted ceilings in the bedrooms, a renovated eat-in

  Randy Clarke Coldwell Banker Realty

  86 Rimmon Rd, Woodbridge, CT 06525

Showing Results 81 - 120, Page 3 of 18