New Haven, CT Homes

/9
$569,000 Open Sat 1PM - 3PM
- 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

Lauren Logiacco Thomas Jacovino

4 Whisper Ridge Way Unit 41, Woodbridge, CT 06525
$625,000 Sold Apr 21, 2025
- 2,834 Sq Ft
- $221/SF
- 58 Days On Market
- 4 Beds
- 2 Baths
- Built 1966
35 Burnt Swamp Rd, Woodbridge, CT 06525

Welcome to 35 Burnt Swamp Road! Nestled on a stunning 2.86-acre lot with a serene and Picturesque pond, this charming Lohne Built expanded ranch exudes character and warmth. This charming home has been meticulously maintained and cared for over the years. The main level boasts beautiful gleaming hardwood floors throughout (except kitchen), a cozy brick fireplace in the spacious family room and an

Philip Degennaro Coldwell Banker Realty

35 Burnt Swamp Rd, Woodbridge, CT 06525

Est $1,060,641 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,205 Sq Ft
91 Deer Run Rd, Woodbridge, CT 06525

91 Deer Run 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
$789,000 Sold Apr 21, 2025
- 3,100 Sq Ft
- $255/SF
- 73 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1996
225 Ansonia Rd, Woodbridge, CT 06525

Prepare to be impressed by this stunning 4,000 SF Colonial situated on a private 1.4-acre lot. A sleek, light-filled contemporary family room addition enhances the home's appeal, blending elegance with modern comfort. The remodeled island kitchen, seamlessly open to a vaulted-ceiling family room, is perfect for entertaining and everyday living. The finished basement offers a wet bar, steam

Frank D'Ostilio Houlihan Lawrence WD

225 Ansonia Rd, Woodbridge, CT 06525

Est $830,730 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,389 Sq Ft
81 Deer Run Rd, Woodbridge, CT 06525

81 Deer Run Rd, 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

Toll Brothers, Inc.

Builder

10 Hillcrest Dr Unit 36358184, Woodbridge, CT 06525
$800,000 Sold Apr 16, 2025
- 2,857 Sq Ft
- $280/SF
- 24 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1963
7 Highview Dr, Woodbridge, CT 06525

**Highest and best 03/11 12:00PM**Nestled at the end of a quiet cul-de-sac in an exceptional neighborhood, this stunning 2,857 sq. ft. Colonial sits on 1.69 private acres. Gleaming hardwood floors flow throughout the home, enhancing its warmth and elegance. The inviting entry hall leads to a gracious formal living room. Entertaining is effortless with the adjacent open-concept dining room, which

Frank D'Ostilio Houlihan Lawrence WD

7 Highview Dr, Woodbridge, CT 06525

Est $450,869 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,845 Sq Ft
12 Deer Run Rd, Woodbridge, CT 06525

12 Deer Run Rd, 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

Toll Brothers, Inc.

Builder

10 Hillcrest Dr Unit 36358186, Woodbridge, CT 06525
$2,623,000 Sold Apr 15, 2025
- 8,909 Sq Ft
- $294/SF
- 397 Days On Market
- 4 Beds
- 8 Baths
- Built 2003
16 Cleft Rock Rd, Woodbridge, CT 06525

Escape to the privacy of this 7.65-acre Stoddard Hill Estate, a haven for enjoying breathtaking views of the Woodbridge countryside and Long Island Sound. Built in 2008 by the Garceau Brothers, this architect (Johnathan Isleb) designed home exudes quiet elegance. The foyer boasts a floating staircase, skylight, and a guest powder room. With 9ft. ceilings throughout, the living room features

Frank D'Ostilio Houlihan Lawrence WD

16 Cleft Rock Rd, Woodbridge, CT 06525

Est $598,288 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,292 Sq Ft
1163 Racebrook Rd, Woodbridge, CT 06525

1163 Racebrook Rd, Woodbridge, CT 06525

/20
$669,000 Open Sat 1PM - 3PM
- 3 Beds
- 2.5 Baths
- 2,239 Sq Ft
13 Heritage Ln Unit 64, Woodbridge, CT 06525

The Pierson Modern Farmhouse - Timeless Elegance Meets Contemporary Comfort Now under construction and anticipated for August 2025 completion, the Pierson Modern Farmhouse offers an exceptional blend of elevated design and everyday livability. This beautifully appointed home boasts a gourmet kitchen adorned with designer tile backsplash, premium Century cabinetry, and polished quartz

Lauren Logiacco Thomas Jacovino

13 Heritage Ln Unit 64, Woodbridge, CT 06525
$480,000 Sold Apr 11, 2025
- 2,060 Sq Ft
- $233/SF
- 49 Days On Market
- 4 Beds
- 2 Baths
- Built 1890
225 Rimmon Rd, Woodbridge, CT 06525

HISTORICAL APPEAL IN CHARMING FARMHOUSE COLONIAL Newton-Hitchcock house, originally built in 1890. 9 rooms, 2060 square feet. Main level includes living room, dining room, office/study, kitchen and spacious sunken family room with a fireplace. Upper level with 4 bedrooms. Antique lovers delight! Charm and ambiance of an older home with character and many beautiful original features. Spacious

Dalia Coleman Coldwell Banker Realty

225 Rimmon Rd, Woodbridge, CT 06525

Est $1,110,152 Not Listed For Sale
- 5 Beds
- 5 Baths
- 6,133 Sq Ft
11 Hunters Ridge, Woodbridge, CT 06525

11 Hunters Ridge, Woodbridge, CT 06525

/12
$719,000 Open Sat 1PM - 3PM
- 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.

Lauren Logiacco Thomas Jacovino

29 Heritage Ln Unit 56, Woodbridge, CT 06525
$780,000 Sold Apr 11, 2025
- 3,784 Sq Ft
- $206/SF
- 21 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1967
3 Blue Trail Dr, Woodbridge, CT 06525

Set on 1.51 acres, this beautifully maintained 4-bedroom, 3.5-bath Colonial, 2,000 acres of scenic Water Company land with trails, lakes, and waterfalls a short walk away. Enjoy walking access to Lake Chamberlain, the historic Whitlock Book Barn, and Sperry Falls Farm. Area offers picturesque fall drives, cycling routes, and quick access to West Rock Ridge State Park. Main level features a

Blake Arruda Houlihan Lawrence WD

3 Blue Trail Dr, Woodbridge, CT 06525

Est $848,734 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,141 Sq Ft
31 Northrop Rd, Woodbridge, CT 06525

31 Northrop Rd, Woodbridge, CT 06525

/39
$1,000,000 Pending
- 5 Beds
- 3.5 Baths
- 3,668 Sq Ft
36 Burnt Swamp Rd, Woodbridge, CT 06525

Set on over 6 acres of wooded privacy, this home is a truly unique property that blends timeless historic charm with thoughtful modern updates. Originally built in the 1700s in Hamden, this antique home was meticulously relocated to Woodbridge in 1982. Each board and stone carefully numbered and reassembled to maintain historical accuracy-many of these markings remain visible today, especially on

Frank D'Ostilio Houlihan Lawrence WD

36 Burnt Swamp Rd, Woodbridge, CT 06525
$300,000 Sold Apr 10, 2025
- Land
- 1.64 Acres
- $182,927 per Acre
- 16 Days On Market
22 Grouse Ln, Woodbridge, CT 06525

Outstanding approved 1.64 acre residential building lot in Central Woodbridge. Prestigious established double cul de sac neighborhood of distinguished homes and estates. Award-winning Woodbridge school district. Perc test results & map completed by Nowakowski, O'Bymachow & Kane Engineers as well as recent soil test results & wetland delineation map from JMM Engineers. On File at Woodbridge Town

Nancy Hainsworth William Raveis Real Estate

22 Grouse Ln, Woodbridge, CT 06525

Est $452,658 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,904 Sq Ft
1719 Litchfield Turnpike, Woodbridge, CT 06525

1719 Litchfield Turnpike, Woodbridge, CT 06525

/3
$599,000 Pending
- 3 Beds
- 2.5 Baths
- 2,239 Sq Ft
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.

Builder

6 Whisper Ridge Way, Woodbridge, CT 06525
$745,000 Sold Apr 07, 2025
- 2,123 Sq Ft
- $351/SF
- 29 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1931
9 Dillon Rd, Woodbridge, CT 06525

A stately stone and iron gate marks the entrance to the long, circular gravel driveway, lined with mature trees, welcoming you to this charming 1930s Dutch Colonial home. This beautiful home, completely renovated by reputable, lifelong Woodbridge residents, is gracefully situated on a sunny knoll with original stone steps and a grand bluestone patio. The bright & airy family room features

Jeff Thomas Higgins Group Real Estate

9 Dillon Rd, Woodbridge, CT 06525

Est $364,966 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,514 Sq Ft
1715 Litchfield Turnpike, Woodbridge, CT 06525

1715 Litchfield Turnpike, Woodbridge, CT 06525

/2
$649,000 Pending
- 3 Beds
- 2.5 Baths
- 2,028 Sq Ft
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.

Builder

12 Whisper Ridge Way, Woodbridge, CT 06525
$645,000 Sold Apr 04, 2025
- 2,239 Sq Ft
- $288/SF
- 177 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2024
7 Hillcrest Dr Unit 37, Woodbridge, CT 06525

The Pierson Modern Farmhouse is under construction and will be ready for move-in by January 2025. 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

Jessica Alburquerque Thomas Jacovino

7 Hillcrest Dr Unit 37, Woodbridge, CT 06525

Est $416,036 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,398 Sq Ft
1668 Litchfield Turnpike, Woodbridge, CT 06525

1668 Litchfield Turnpike, Woodbridge, CT 06525

/2
$569,000 Pending
- 3 Beds
- 2.5 Baths
- 2,006 Sq Ft
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.

Builder

4 Whisper Ridge Way, Woodbridge, CT 06525
$497,250 Sold Apr 03, 2025
- 2,786 Sq Ft
- $178/SF
- 22 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1966
92 Maple Vale Dr, Woodbridge, CT 06525

AMAZING OPPORTUNITY to move into one of the most sought after towns. Tucked away on a cul de sac, this house is perfect for an Investor or a Buyer looking to create the perfect house. Just a few projects away from your dream home. 1st Floor features a spacious kitchen, dining room, living room with fireplace and family room with wood stove and a porch overlooking the private wooded property. 2nd

Jill Taylor RE/MAX Right Choice

92 Maple Vale Dr, Woodbridge, CT 06525

Est $542,147 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,912 Sq Ft
11 Landin St, Woodbridge, CT 06525

11 Landin St, Woodbridge, CT 06525

/11
$329,900 Pending
- 4 Beds
- 2.5 Baths
- 2,315 Sq Ft
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
$749,000 Sold Apr 01, 2025
- 2,486 Sq Ft
- $301/SF
- 169 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2024
2 Hillcrest Dr Unit 2, Woodbridge, CT 06525

You'll love living at the Regency at Woodbridge! Welcome to resort style living in this comfortable and upscale 55+ community. This luxury townhome is an end unit located on a premium lot and was completed in 2024. Packed with upgrades such as the kitchen layout, primary shower, office and more. Keep an active lifestyle with the nearby community gym and swimming pool.Keep an active lifestyle with

Michael Ferraro Compass Connecticut, LLC

2 Hillcrest Dr Unit 2, Woodbridge, CT 06525

Est $557,569 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,683 Sq Ft
72 Luciani Rd, Woodbridge, CT 06525

72 Luciani Rd, Woodbridge, CT 06525

/37
$1,300,000 Pending
- 6 Beds
- 7 Baths
- 7,222 Sq Ft
11 Bunker Hill Rd, Woodbridge, CT 06525

When only the exceptional will do. This custom home offers over 7000 sq ft of meticulously designed living space, set on 1.38 acres of professionally landscaped grounds. From the moment you step onto the wraparound porch & into the two-story foyer, you're greeted with timeless elegance & a graceful curved staircase. Rich architectural detail throughout. The heart of the home is the thoughtfully

Susan Santoro William Pitt Sotheby's Int'l

11 Bunker Hill Rd, Woodbridge, CT 06525
$665,000 Sold Mar 28, 2025
- 2,397 Sq Ft
- $277/SF
- 11 Days On Market
- 3 Beds
- 2 Baths
- Built 1948
59 Wepawaug Rd, Woodbridge, CT 06525

**HIGHEST AND BEST 3/4 10AM** Fall in love with this renovated Cape with timeless charm! Nestled on a quiet street on a beautifully landscaped lot, this home has been totally remodeled with modern updates while keeping the vintage features that make it so special. Front to back Living Room with built ins and cozy Fireplace opens to a heated Sunroom. A brand new Kitchen boasts crisp white

Kelsey Oddo Kelsey & Co. Real Estate

59 Wepawaug Rd, Woodbridge, CT 06525

Est $427,003 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,596 Sq Ft
108 Luciani Rd, Woodbridge, CT 06525

108 Luciani Rd, Woodbridge, CT 06525

/33
$775,000 Pending
- 4 Beds
- 3.5 Baths
- 5,320 Sq Ft
5 Stonewall Ln, Woodbridge, CT 06525

Gracious and thoughtfully designed custom ranch-style home nestled on a private lot backing up to Woodbridge Parks & Recreation, offering direct access to extensive hiking trails and serene natural surroundings. This spacious residence offers the ease of one-level living with an open, airy floor plan ideal for today's lifestyle. The living and dining rooms feature vaulted ceilings, gleaming

Frank D'Ostilio Houlihan Lawrence WD

5 Stonewall Ln, Woodbridge, CT 06525
$675,000 Sold Mar 20, 2025
- 2,808 Sq Ft
- $240/SF
- 28 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1965
25 Cedar Rd, Woodbridge, CT 06525

Welcome to 25 Cedar Rd, Woodbridge, CT, a beautifully updated single-family home that blends modern comfort with timeless charm. Set on a private lot, this 3-bedroom, 3-bathroom residence offers 1,808 sqft of thoughtfully designed living space, plus a fully finished walk-out basement for added versatility. Step through the front door and into a bright, open floor plan where the living and dining

Frank D'Ostilio Houlihan Lawrence WD

25 Cedar Rd, Woodbridge, CT 06525

Est $498,408 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 2,317 Sq Ft
1769 Litchfield Turnpike, Woodbridge, CT 06525

1769 Litchfield Turnpike, Woodbridge, CT 06525

/39
$1,495,000 Pending
- 5 Beds
- 6 Baths
- 6,261 Sq Ft
5 Olde Country Rd, Woodbridge, CT 06525

Absolutely exquisite custom Garceau Bros. built masterpiece showcases timeless elegance & superior craftsmanship. With 5200 sq. ft.of living space plus 1000 sq. ft. finished walk-out lower level this exceptional home blends luxury, comfort, & modern convenience in a prime cul-de-sac location. Just off the dramatic entry you are greeted by a handsome library with loads of bookshelves & a coffered

Kate Esposito William Pitt Sotheby's Int'l

5 Olde Country Rd, Woodbridge, CT 06525

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