Woodbridge, CT Homes

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  /32

  $650,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,971 Sq Ft

  15 Hallsey Ln, Woodbridge, CT 06525

  Seller has received multiple offers and requests: HIGHEST and BEST DUE by NOON on 3 July 2025. Embrace one floor living in this contemporary, updated ranch, thoughtfully designed with quality finishes and an inviting layout. From the moment you step into the foyer, your eye is drawn to the cathedral ceilings, skylights, gleaming hardwood floors, and crown molding. Sliding doors lead to a stone

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  (203) 826-2081

  15 Hallsey Ln, Woodbridge, CT 06525
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  /15

  $2,300 per month

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Townhouse for Rent

  1679 Litchfield Turnpike Unit A, Woodbridge, CT 06525

  Welcome home to this beautifully maintained 1,300 sq. ft. two-level townhouse in desirable Woodbridge! Featuring 2 oversized bedrooms and 1.5 bathrooms, this bright and comfortable space offers both style and convenience. Highlights: First floor features a spacious living room, half bath, a rear deck and private yard. Second floor features gleaming bamboo flooring, 2 spacious bedrooms, and a full

  Jia Wu JJ HOMES REAL ESTATE, LLC

  1679 Litchfield Turnpike Unit A, 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
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  Est $1,026,867 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

  • 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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  /25

  $2,450 per month

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • House for Rent

  263 Seymour Rd, Woodbridge, CT 06525

  Available Rental. This will truly be your home. This charming single family home is situated on a country horse farm close to Yale. This is a 5 room, 2 bedroom, 1 full bath, half bath on first floor and 2 car garage home. Enjoy the charming hard wood floors, high ceilings and lovely yard. Washer and dryer in the house. Indoor cat is welcome. This is a must see. Rural but close to Route 8, New

  Susan Bedron Calcagni Real Estate

  263 Seymour Rd, Woodbridge, CT 06525
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  $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
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  Est $921,063 Not Listed For Sale

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

  244 Ansonia Rd, Woodbridge, CT 06525

  244 Ansonia Rd, Woodbridge, CT 06525
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  /40

  $899,900 Open Sat 2:30PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 4,308 Sq Ft

  11 Aldo Dr, Woodbridge, CT 06525

  Sensational value at this striking, sunsplashed young colonial on a wonderful cul-de-sac in the heart of Woodbridge. Entering the two-story foyer, you'll immediately appreciate the wonderful sense of space, soaring ceilings and fine architecural details! A chef's kitchen anchors the main level and is a culinary haven w Viking appliances, custom stone countertops, beverage fridge & generous

  Tommy Connors Redfin Corporation

  11 Aldo Dr, Woodbridge, CT 06525
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  $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
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  Est $588,026 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 New Construction

  • 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

  Lauren Logiacco Thomas Jacovino

  15 Heritage Ln Unit 63, Woodbridge, CT 06525
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  $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
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  Est $830,247 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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  /24

  $764,995 Pending

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

  7 Heritage Ln Unit 67, Woodbridge, CT 06525

  Exquisite New Construction with Modern Finishes and abundant Amenities. Welcome to this stunning home, meticulously designed to blend luxury and functionality. The home features a spacious sideyard. As you step into 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

  Lauren Logiacco Thomas Jacovino

  7 Heritage Ln Unit 67, Woodbridge, CT 06525
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  $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
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  Not Listed For Sale

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

  77 Woodfield Rd, Woodbridge, CT 06525

  77 Woodfield Rd, Woodbridge, CT 06525
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  /25

  $699,995 Pending

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

  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
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  $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
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  Est $601,783 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,324 Sq Ft

  14 Brookside Dr, Woodbridge, CT 06525

  14 Brookside Dr, 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

  Lauren Logiacco Thomas Jacovino

  14 Whisper Ridge Way Unit 46, Woodbridge, CT 06525
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  $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
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  Est $760,402 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
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  /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

  Lauren Logiacco Thomas Jacovino

  23 Heritage Ln Unit 59, Woodbridge, CT 06525
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  $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
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  Est $917,035 Not Listed For Sale

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

  44 Brookwood Dr, Woodbridge, CT 06525

  44 Brookwood Dr, Woodbridge, CT 06525
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  /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

  Lauren Logiacco Thomas Jacovino

  6 Heritage Ln Unit 54, Woodbridge, CT 06525
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  $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
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  Est $825,964 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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  /40

  $1,199,000 Under Contract

  • 4 Beds
  • 4.5 Baths
  • 5,200 Sq Ft

  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
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  $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
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  Est $830,034 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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  /35

  $819,900

  • 5 Beds
  • 4 Baths
  • 2,739 Sq Ft

  48 Mulberry Rd, Woodbridge, CT 06525

  Spacious 5-Bedroom, 4-Bathroom Home with Modern Upgrades and Expansive Outdoor Spaces. Beautifully maintained 2,700 sq. ft. home designed for style and comfort. Step inside to a bright and open floor plan that seamlessly connects the living room, dining room, and the remodeled kitchen - a true chef's delight. The kitchen is outfitted with top-of-the-line appliances, sleek cabinetry, and a

  Thomas Scott Coldwell Banker Realty

  48 Mulberry Rd, Woodbridge, CT 06525
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  $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
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  Est $843,497 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
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  /19

  $899,999

  • 5 Beds
  • 3.5 Baths
  • 4,250 Sq Ft

  8 Dogwood Ct, Woodbridge, CT 06525

  Welcome to your own private oasis, a magnificent 4300 sf Colonial beautifully sited on 1.7 lightly wooded ac at the end of cul-de-sac in Central Woodbridge. This home offers an unparalleled combination of space, privacy, and modern convenience, creating the perfect setting for both grand entertaining and comfortable daily living. Step inside and be greeted by the warm glow of hardwood floors that

  Barbara Lehrer Coldwell Banker Realty

  8 Dogwood Ct, Woodbridge, CT 06525
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  $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
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  Est $638,106 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,369 Sq Ft

  15 Tumblebrook Rd, Woodbridge, CT 06525

  15 Tumblebrook Rd, Woodbridge, CT 06525
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  /40

  $1,030,000

  • 4 Beds
  • 4.5 Baths
  • 4,708 Sq Ft

  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
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  $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

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