3,615

Woodbridge, CT Homes

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  • 10 Hillcrest Dr Unit 36358187, Woodbridge, CT 06525

    $615,995 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,980 Sq Ft

    Silliman Plan at Regency at Woodbridge, Woodbridge, CT 06525

    The beautifully crafted Silliman makes an immediate impression with its inviting porch and foyer that opens onto a palatial two-story casual dining area and soaring two-story great room with desirable access to the rear yard. Adjacent, the well-appointed two-story kitchen features a roomy pantry as well as wraparound counter and cabinet space that surrounds a large center island with breakfast

    Builder Photo

    Toll Brothers, Inc.

    Builder

    10 Hillcrest Dr Unit 36358187, Woodbridge, CT 06525
  • 9 Cassway Rd, Woodbridge, CT 06525

    $975,000 Sold Jul 08, 2025

    • 3,008 Sq Ft
    • $324/SF
    • 36 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1966

    9 Cassway Rd, Woodbridge, CT 06525

    SELLER REQUEST HIGHEST AND BEST BY 5PM THURSDAY 5/08. Tucked away in a convenient cul-de-sac, this beautifully maintained home offers the ideal blend of comfort, style, and everyday ease-perfect for those who want to move in and start enjoying immediately. The main level boasts abundant natural light in an open-concept layout that seamlessly connects the living room, dining area, and a stunning

    Al Melotto Total Realty Services LLC

    9 Cassway Rd, Woodbridge, CT 06525
  • 10 Hillcrest Dr Unit 36358184, Woodbridge, CT 06525

    $665,995 New Construction

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

    Pierpont Elite Plan at Regency at Woodbridge, Woodbridge, CT 06525

    An open-concept floor plan with versatile living spaces defines the wonderfully designed Pierpont Elite. The beautiful two-story main living level features a charming foyer offering alluring views of the expansive great room and casual dining area with access to the rear yard. The expertly crafted kitchen is enhanced by an oversized center island with breakfast bar as well as ample counter and

    Builder Photo

    Toll Brothers, Inc.

    Builder

    10 Hillcrest Dr Unit 36358184, Woodbridge, CT 06525
  • 56 Grouse Ln, Woodbridge, CT 06525

    $1,005,000 Sold Jul 03, 2025

    • 5,674 Sq Ft
    • $177/SF
    • 56 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1996

    56 Grouse Ln, Woodbridge, CT 06525

    Welcome to your dream home, perfectly blending comfort, space, and tranquility. This meticulously maintained 4-bedroom residence sits at the end of a quiet cul-de-sac on one of the most desirable streets in town, offering unmatched privacy on a spacious 2-acre lot. Step inside to discover an open-concept layout filled with natural light, featuring gleaming hardwood floors, two cozy fireplaces,

    Holli Shanbrom Coldwell Banker Realty

    56 Grouse Ln, Woodbridge, CT 06525
  • 10 Hillcrest Dr Unit 36358186, Woodbridge, CT 06525

    $685,995 New Construction

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

    Pierson Elite Plan at Regency at Woodbridge, Woodbridge, CT 06525

    The Pierson Elite features a versatile mix of open-concept living spaces and private retreats. A two-story great room complete with rear yard access is central to an expansive two-story foyer and the expertly crafted kitchen, enhanced by a sizable casual dining area as well as plenty of counter and cabinet space that surrounds a large center island with breakfast bar. Complementing the secluded

    Builder Photo

    Toll Brothers, Inc.

    Builder

    10 Hillcrest Dr Unit 36358186, Woodbridge, CT 06525
  • 12 Rimmon Hill Rd, Woodbridge, CT 06525

    $645,000 Sold Jul 01, 2025

    • 2,220 Sq Ft
    • $291/SF
    • 21 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1956

    12 Rimmon Hill Rd, Woodbridge, CT 06525

    Welcome to 12 Rimmon Hill Road - Where Privacy Meets Elegance! This stunning 4-bedroom, 2.5-bath, 2,220 sq. ft. oversized Ranch sits on 1.62 acres, offering the perfect blend of comfort and style. Pride of ownership shines through recent upgrades, including new vinyl siding, double-pane thermal windows, 5-inch gutters, and a LeafX gutter system for enhanced durability curb appeal. Step into the

    Santo DeMarco Dave Jones Realty, LLC

    12 Rimmon Hill Rd, Woodbridge, CT 06525
  • 27 Heritage Ln Unit 57, Woodbridge, CT 06525
    27 Heritage Ln Unit 57, Woodbridge, CT 06525
    27 Heritage Ln Unit 57, Woodbridge, CT 06525
    /20

    $589,000 Pending

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

    27 Heritage Ln Unit 57, 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. Designer

    Kathy Childs Thomas Jacovino

    27 Heritage Ln Unit 57, Woodbridge, CT 06525
  • 191 Ford Rd, Woodbridge, CT 06525

    $760,000 Sold Jun 30, 2025

    • 3,978 Sq Ft
    • $191/SF
    • 61 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1970

    191 Ford Rd, Woodbridge, CT 06525

    Discover unparalleled tranquility and natural beauty in this stunning 4-bed, 2-bath contemporary home with soaring cathedral ceilings and an expansive open layout. The generous dining room offers picturesque seasonal views, creating an immersive indoor-outdoor ambiance. A private oasis awaits with a sunken 8-person jacuzzi off the master suite on the expansive 20x40 deck, accessible through

    Brian Christy William Raveis Real Estate

    191 Ford Rd, Woodbridge, CT 06525
  • 25 Wedgewood Dr, Woodbridge, CT 06525
    25 Wedgewood Dr, Woodbridge, CT 06525
    25 Wedgewood Dr, Woodbridge, CT 06525
    /21

    $699,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 2,726 Sq Ft

    25 Wedgewood Dr, Woodbridge, CT 06525

    Beautiful 5-Bedroom Home in a Quiet Cul-de-Sac - Move-In Ready! Spacious and fully updated, this 5-bedroom, 2.5-bathroom home is located in a highly sought-after school district. Featuring a remodeled kitchen and bathrooms, this home blends modern convenience with classic charm. Enjoy a 2-car garage, ample living space, and a peaceful cul-de-sac location-perfect for families! Key Features: 5

    Gus Eliopoulos Colonial Properties Inc

    25 Wedgewood Dr, Woodbridge, CT 06525
  • 6 Edgewood Way Unit 30, Woodbridge, CT 06525

    $589,995 Sold Jun 30, 2025

    • 2,028 Sq Ft
    • $291/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    6 Edgewood Way Unit 30, Woodbridge, CT 06525

    Step into this beautifully designed ready-to-move-in home built by Toll Brothers in this sought-after 55+ Community. This home features a luxe primary bedroom suite on the main floor. The spa-inspired primary bath offers an expanded shower with built-in seat, rain shower head, handheld spray, and double vanity topped with sleek quartz countertop. The open floor plan seamlessly connects a

    Kathy Childs Thomas Jacovino

    6 Edgewood Way Unit 30, Woodbridge, CT 06525
  • 3 Heritage Ln Unit 69, Woodbridge, CT 06525
    3 Heritage Ln Unit 69, Woodbridge, CT 06525
    3 Heritage Ln Unit 69, Woodbridge, CT 06525
    /26

    $579,000 Pending

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

    3 Heritage Ln Unit 69, Woodbridge, CT 06525

    The Pierson Modern Farmhouse is ready for immediate-move-in! This exquisite home features a chef-inspired kitchen, complete with a designer backsplash, sleek Century cabinetry, and beautiful quartz countertops. The open-concept layout seamlessly connects the kitchen to the spacious great room, creating the perfect flow for family gatherings. Enjoy the two-story main living area, offering an airy

    Kathy Childs Thomas Jacovino

    3 Heritage Ln Unit 69, Woodbridge, CT 06525
  • 26 Rimmon Rd, Woodbridge, CT 06525

    $640,000 Sold Jun 17, 2025

    • 1,944 Sq Ft
    • $329/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    26 Rimmon Rd, Woodbridge, CT 06525

    **PLEASE SUBMIT HIGHEST & BEST BY 6 PM ON MONDAY 5/5** Enjoy serenity on this beautifully landscaped 2.17 acre retreat in Woodbridge. This property has convenient access to Yale, New Haven and major highways - yet privacy and space abounds! This special home has a beautiful open floor plan with a cozy fireplace in the family room, and beautiful built ins throughout the spacious office. The

    Rebecca Bower Forever Homes Real Estate LLC

    26 Rimmon Rd, Woodbridge, CT 06525
  • 29 Heritage Ln Unit 56, Woodbridge, CT 06525
    29 Heritage Ln Unit 56, Woodbridge, CT 06525
    29 Heritage Ln Unit 56, Woodbridge, CT 06525
    /12

    $639,000 Pending

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

    29 Heritage Ln Unit 56, Woodbridge, CT 06525

    The Pierson Modern Farmhouse features a chef-inspired kitchen, complete with a designer backsplash, sleek Century cabinetry, and beautiful quartz countertops. The open-concept layout seamlessly connects the kitchen to the spacious great room, creating the perfect flow for family gatherings. Enjoy the two-story main living area, offering an airy feel and stunning views of the second-floor loft.

    Kathy Childs Thomas Jacovino

    29 Heritage Ln Unit 56, Woodbridge, CT 06525
  • 32 Forest Glen Dr, Woodbridge, CT 06525

    $820,000 Sold Jun 16, 2025

    • 3,630 Sq Ft
    • $226/SF
    • 53 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1974

    32 Forest Glen Dr, Woodbridge, CT 06525

    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

    Judy Cooper Coldwell Banker Realty

    32 Forest Glen Dr, Woodbridge, CT 06525
  • 109 Northrop Rd, Woodbridge, CT 06525
    109 Northrop Rd, Woodbridge, CT 06525
    109 Northrop Rd, Woodbridge, CT 06525
    /39

    $628,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,707 Sq Ft

    109 Northrop Rd, Woodbridge, CT 06525

    Mid-Century Gem on 1.77 Acres of Professionally Designed Landscaping. Step into timeless elegance with this stunning home nestled on nearly 2 acres of lush, professionally landscaped grounds. A welcoming covered front porch leads to a skylit entrance, setting the tone for the bright and airy interior. Inside, you'll find soaring 10'+ ceilings, rich hardwood floors, and striking cypress walls that

    Cindy Forlenzo Coldwell Banker Realty

    109 Northrop Rd, Woodbridge, CT 06525
  • 34 Rimmon Rd, Woodbridge, CT 06525

    $397,500 Sold Jun 13, 2025

    • 1,742 Sq Ft
    • $228/SF
    • 24 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1951

    34 Rimmon Rd, Woodbridge, CT 06525

    BEST & FINAL OFFERS DUE MONDAY 4/28 AT 5:00PM. Welcome to 34 Rimmon Road! Centrally located in the heart of Woodbridge is an approximately 1,742 square foot ranch style cape with all six rooms on the first level. Offering endless potential for anyone with a bit of vision and an adventurous spirit. Yes, it needs a renovation, but think of it as a blank canvas ready for your creativity. First,

    Susan Cassidy Coldwell Banker Realty

    34 Rimmon Rd, Woodbridge, CT 06525
  • 9 Tallwood Rd, Woodbridge, CT 06525
    9 Tallwood Rd, Woodbridge, CT 06525
    9 Tallwood Rd, Woodbridge, CT 06525
    /40

    $1,999,999 Pending

    • 5 Beds
    • 8 Baths
    • 7,104 Sq Ft

    9 Tallwood Rd, Woodbridge, CT 06525

    This is the one you've been waiting for! Prime Central Woodbridge Location. Nestled on a quiet cul-de-sac in central Woodbridge's premier neighborhood, and only 15 minutes to downtown New Haven, you will find 9 Tallwood Road. This spectacular property, a meticulously maintained and beautifully updated home, offers the perfect blend of luxury and comfort. Everything has been done for you to the

    Susan Schiff Sarah Harrower Realty

    9 Tallwood Rd, Woodbridge, CT 06525
  • 126 Pease Rd, Woodbridge, CT 06525

    $1,150,000 Sold Jun 13, 2025

    • 5,965 Sq Ft
    • $193/SF
    • 120 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2003

    126 Pease Rd, Woodbridge, CT 06525

    A majestic & stately brick colonial w 5 bedrooms, 5 full bathrooms, 1 half bathroom & approx. 5965 finished sq ft (w additional 2995 unfinished sq ft in the lower level). Built in 2003, this sun-filled & well-maintained home in Central Woodbridge is on 1.62 private acres. The home features timeless Toll Brothers floorplans, features & finishes. At the front entry, there is a stunning 2 story

    Ross Cotjanle Houlihan Lawrence WD

    126 Pease Rd, Woodbridge, CT 06525
  • 204 Amity Rd, New Haven, CT 06525
    204 Amity Rd, New Haven, CT 06525
    204 Amity Rd, New Haven, CT 06525
    /12

    $539,000 Pending

    • 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
  • 42 Spring Valley Rd, Woodbridge, CT 06525

    $995,000 Sold Jun 09, 2025

    • 3,023 Sq Ft
    • $329/SF
    • 84 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1959

    42 Spring Valley Rd, Woodbridge, CT 06525

    Discover the perfect blend of modern elegance and contemporary farmhouse charm in this beautifully reconstructed home. Offering 6 spacious bedrooms and 4.5 luxurious bathrooms, this residence is designed for both comfort and style. The open-concept living area features soaring cathedral ceilings and two cozy wood-burning fireplaces, creating a warm and inviting atmosphere. Step into the gourmet

    Konstantinos Milas Milas Realty Advisors

    42 Spring Valley Rd, Woodbridge, CT 06525
  • 62A Round Hill Rd, New Haven, CT 06524
    62A Round Hill Rd, New Haven, CT 06524
    /2

    $50,000 Pending

    • Land
    • 1.9 Acres
    • $26,316 per Acre

    62A Round Hill Rd, New Haven, CT 06524

    Explore the possibilities of this 1.9-acre heavily wooded lot located at 62A Round Hill. Due to the sloping topography, access must be created from the end of the Village Lane cul-de-sac, requiring a 400-foot driveway. This rural lot offers privacy and potential, but the seller has no information regarding the property. Buyers are advised to complete their own due diligence and consult with an

    Tom Cavaliere Coldwell Banker Realty

    62A Round Hill Rd, New Haven, CT 06524
  • 5 Hillcrest Dr Unit 38, Woodbridge, CT 06525

    $582,495 Sold Jun 05, 2025

    • 2,028 Sq Ft
    • $287/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    5 Hillcrest Dr Unit 38, Woodbridge, CT 06525

    Move-In Ready Toll Brothers Home in Premier 55+ Community - Main-Level Living, Private Yard, and Steps to Clubhouse! Welcome to this stunning 2,028 sq. ft. home by Toll Brothers, offering refined main-level living in one of the area's most sought-after active adult communities. The spacious primary suite is conveniently located on the main floor and features a luxurious bath with an expanded

    Kathy Childs Thomas Jacovino

    5 Hillcrest Dr Unit 38, Woodbridge, CT 06525
  • 9 Zak Hill Dr, Woodbridge, CT 06525
    9 Zak Hill Dr, Woodbridge, CT 06525
    9 Zak Hill Dr, Woodbridge, CT 06525
    /31

    $2,000,000 Pre-Foreclosure

    • 5 Beds
    • 5.5 Baths
    • 5,236 Sq Ft

    9 Zak Hill Dr, Woodbridge, CT 06525

    Impressively Built Colonial on 2 acres on Very Private Lot at the end of a Cul-De-Sac, Gorgeous Entrance with an Impressive Chandelier with a Dining room on 1 side & a Living Room on the other Both with a Fireplace, A Large Gorgeous Kitchen with Cherry Cabinets with a Very comfortable & Relaxing eating area with hand painted ceiling overlooking a Beautiful bacck yard with Bluestone Patio &

    Paul Roger Full Service Realty LLC

    9 Zak Hill Dr, Woodbridge, CT 06525
  • 185 Ford Rd, Woodbridge, CT 06525

    $800,000 Sold May 28, 2025

    • 3,282 Sq Ft
    • $244/SF
    • 28 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1974

    185 Ford Rd, Woodbridge, CT 06525

    **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

    Frank D'Ostilio Houlihan Lawrence WD

    185 Ford Rd, Woodbridge, CT 06525
  • 42 Peck Hill Rd, Woodbridge, CT 06525
    42 Peck Hill Rd, Woodbridge, CT 06525
    42 Peck Hill Rd, Woodbridge, CT 06525
    /27

    $639,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,844 Sq Ft

    42 Peck Hill Rd, Woodbridge, CT 06525

    Sprawling 4BR ranch on a beautiful private 1.5 acre. Mint move in condition, gleaming Hard wood floors throughout. LR with wood burning fireplace, formal DR. Totally remodeled kitchen with double wall oven, central island. Sliding glass door to an oversized deck. MBR. with fireplace, full bath, double closet. 3 other spacious bright BRS. LL has family room and office. Plenty of storage. New

    Theresa Kavasansky Carey & Guarrera Real Estate

    42 Peck Hill Rd, Woodbridge, CT 06525
  • 9 Acorn Hill Rd, Woodbridge, CT 06525

    $1,032,955 Sold May 28, 2025

    • 3,847 Sq Ft
    • $269/SF
    • 68 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2024

    9 Acorn Hill Rd, Woodbridge, CT 06525

    Welcome to 9 Acorn Hill Road, Woodbridge, CT - a stunning new construction home offering 3,437 sq. ft. of luxury living on 1.53 acres of beautifully landscaped grounds. This 4-bedroom, 3.5-bath residence seamlessly combines high-end finishes, modern amenities, and thoughtful design. Step inside and be greeted by a grand, open-concept layout, featuring an expansive gourmet kitchen equipped with

    Robert Fischer Jr Houlihan Lawrence WD

    9 Acorn Hill Rd, Woodbridge, CT 06525

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