New Haven, CT Homes

• 

  

  

  /40

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,035 Sq Ft

  80 Deer Ln, Guilford, CT 06437

  Designed by renowned local architect Gus Dudley and interior designer John Gerson, this striking contemporary home is peacefully nestled among the trees in the private enclave of Robinson's Woods in Guilford. A true retreat, the home features soaring cathedral ceilings in the living room, anchored by a stunning native fieldstone fireplace. Expansive windows fill the space with incredible natural

  

  Wojtek Borowski

  Pearce Real Estate

  (203) 651-7529

  80 Deer Ln, Guilford, CT 06437
• 

  Explore Guilford

• 

  

  

  /20

  $3,800 per month

  • 5 Beds
  • 3 Baths
  • 1,269 Sq Ft
  • House for Rent

  67 Chimney Corner Cir, Guilford, CT 06437

  The views from this charming Sachems Head waterfront home are exceptional. Located next to the Sachems Head Yacht Club this fully furnished academic rental is a dream come true. Four bedrooms and two full baths, with an additional bedroom and full bath on the ground level in the warmer months. Additional rooms offer an excellent option for home offices. The main level features a wood-burning

  67 Chimney Corner Cir, Guilford, CT 06437
• 

  $1,230,000 Sold Jul 29, 2025

  • 3,567 Sq Ft
  • $345/SF
  • 41 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1996

  9 Bailey Dr, Guilford, CT 06437

  Sitting elegantly at the end of a private cul-de-sac and overlooking Enders Pond (Strawberry Hollow) you'll find this one-of-a-kind property! This bright and beautiful 4-bedroom, 2.5-bath Colonial offers 3,000+ sq ft of thoughtfully designed living space, with incredible views from nearly every window. This very special home exudes character and charm while incorporating modern updates and

  Phoebe Finch William Pitt Sotheby's Int'l

  9 Bailey Dr, Guilford, CT 06437
• 

  Est $1,385,851 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  17 Benton's Knoll, Guilford, CT 06437

  17 Benton's Knoll, Guilford, CT 06437
• 

  

  

  /40

  $699,900

  • 3 Beds
  • 3 Baths
  • 2,784 Sq Ft

  472 Saw Mill Rd, Guilford, CT 06437

  Park like setting in one of the shoreline's most vibrant towns. This private location is still just a mile to commuting , and 2 miles to historic Town Center and most shopping. School yards with tennis, soccer fields, and golf course are just a few of the benefits of Guilford living. Beaches, and fine restaurant scene as well. Your new HOME here features a large updated kitchen, hardwood

  

  Clayton Janer

  Clayton Property Brokers L.L.C

  (203) 896-8851

  472 Saw Mill Rd, Guilford, CT 06437
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  /35

  $6,500 per month

  • 5 Beds
  • 5 Baths
  • 3,794 Sq Ft
  • House for Rent

  90 Duck Hole Rd, Guilford, CT 06437

  Discover a rental like no other where privacy and convenience delightfully collide! This extraordinary 17-acre estate adjoins the expansive 600-acre East River Preserve and Guilford Land Trust lands, offering a secluded haven of total privacy mere minutes from the historic Guilford Green, the sandy stretches of Jacobs Beach, and the accessibility of I-95. The estate's heart is a beautifully

  Melanie Abbott William Pitt Sotheby's Int'l

  90 Duck Hole Rd, Guilford, CT 06437
• 

  $650,000 Sold Jul 28, 2025

  • 2,007 Sq Ft
  • $324/SF
  • 1 Day On Market

  • 3 Beds
  • 3 Baths
  • Built 1977

  135 Highwoods Dr, Guilford, CT 06437

  Are you dreaming of a home in an idyllic New England seaside town? This gem, nestled on a cul-de-sac, offers a tranquil escape with lush foliage and a serene waterfall rock garden, perfect for unwinding in the evenings. Step inside and discover a cozy living room featuring a floor-to-ceiling gas fireplace, vaulted ceiling, and a skylight, ideal for warm winter nights. The dream kitchen is a cooks

  Cindy Schienda Showcase Realty, Inc.

  135 Highwoods Dr, Guilford, CT 06437
• 

  Est $759,771 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,508 Sq Ft

  53 Broad St Unit 1E, Guilford, CT 06437

  53 Broad St Unit 1E, Guilford, CT 06437
• 

  

  /25

  $450,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  36 State St, Guilford, CT 06437

  Don't miss this extraordinary opportunity to own a picture-perfect retreat just steps from the Guilford Green. Whether you're seeking a charming pied-a-terre, a weekend escape, or a sophisticated condo alternative, this well maintained residence checks every box. Thoughtful updates and modern upgrades blend with the simple character of this home. Enjoy peace of mind with a brand-new septic

  

  Janet Cronin-Rumanoff

  William Pitt Sotheby's Int'l

  (475) 445-1124

  36 State St, Guilford, CT 06437
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  /20

  $3,600 per month

  • 1 Bed
  • 1.5 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  161 Whitfield St, Guilford, CT 06437

  161 Whitfield Street, unit 4, is an updated one-bedroom, loft-style townhouse apartment, in Guilford's desirable Whitfield Historic District, and is conveniently located a very short walk from the beloved Guilford Green, with it's eclectic shops & diverse restaurants. Updates include new appliances, floors, kitchen countertops, new paint, new bathrooms, and more! This historic property was once

  161 Whitfield St, Guilford, CT 06437
• 

  $580,000 Sold Jul 28, 2025

  • 2,419 Sq Ft
  • $240/SF
  • 58 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1973

  50 Stonehedge Ln S, Guilford, CT 06437

  Located in a sought-after Guilford neighborhood, this spacious colonial offers a prime location near downtown Guilford and Madison, with dining, shopping, beaches, and community events just minutes away. Lovingly cared for by the same family for 52 years, this home offers great potential with hardwood floors throughout, a vaulted family room, and a light-filled kitchen overlooking the backyard.

  Kim Vigliotti Coldwell Banker Realty

  50 Stonehedge Ln S, Guilford, CT 06437
• 

  Est $884,727 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,856 Sq Ft

  66 High St Unit 13, Guilford, CT 06437

  66 High St Unit 13, Guilford, CT 06437
• 

  

  /40

  $2,450,000

  • 5 Beds
  • 7.5 Baths
  • 8,476 Sq Ft

  75 Half Mile Rd, Guilford, CT 06437

  Introducing a custom-built Adirondack-style masterpiece, set on over 5 acres of pristine land. Designed with care by the current owners, this home boasts a seamless layout, ideal for entertaining. Spacious, elegantly appointed rooms feature a custom-designed kitchen, soaring ceilings, and a stunning two-sided stone fireplace. Each bedroom is en suite, offering both privacy and luxury. The

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 350-7021

  75 Half Mile Rd, Guilford, CT 06437
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  /30

  $5,500 per month

  • 3 Beds
  • 1.5 Baths
  • 1,230 Sq Ft
  • House for Rent

  94 Great Harbor Rd, Guilford, CT 06437

  DIRECT WATERFRONT YEARLY FURNISHED RENTAL - available end of August! This stunning 3 bedroom new home was built in 2022. It is furnished comfortably with linens and a fully outfitted kitchen. The open concept Great Room with kitchen, dining area and living room has sweeping views of Long Island Sound and Joshua Cove. The large deck easily accommodates the table for al fresco dining and

  Tim Galvin William Raveis Real Estate

  94 Great Harbor Rd, Guilford, CT 06437
• 

  $610,000 Sold Jul 25, 2025

  • 1,932 Sq Ft
  • $316/SF
  • 24 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1967

  15 Rosemary Ln, Guilford, CT 06437

  Welcome to your dream home, a recently renovated sanctuary that perfectly balances modern convenience with serene living. This property features four bedrooms and two and a half bathrooms, ideal for accommodating a variety of lifestyles. The heart of the home is the open-concept kitchen and living area, offering a seamless flow for entertaining or relaxing in comfort. Recent renovations in 2020

  Barbara Goetsch William Pitt Sotheby's Int'l

  15 Rosemary Ln, Guilford, CT 06437
• 

  Est $832,169 Not Listed For Sale

  • 4 Beds

  1335 West St, Guilford, CT 06437

  1335 West St, Guilford, CT 06437
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  /36

  $1,500,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 2,461 Sq Ft

  66 High St Unit 15, Guilford, CT 06437

  The finest GUILFORD DOWNTOWN LIVING possible. This incredible townhouse will take your breath away! This 2800 sq ft end unit is located in the historic mill building at this luxurious complex. Combining modern living with extraordinary architecture and the finest finishes. Spectacular marsh views from every window as well as the oversized private deck. Dramatic 20' ceilings with exposed metal &

  Susan Santoro William Pitt Sotheby's Int'l

  66 High St Unit 15, Guilford, CT 06437
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  /17

  $2,950 per month

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft
  • House for Rent

  5025 Durham Rd, Guilford, CT 06437

  GREAT LOCATION IN GUILFORD RIGHT NEAR BEAUTIFUL HIKING TRAILS, THIS 2 BEDROOM, 2 FULL BATH RANCH HAS HARDWOOD FLOORS, BEAUTIFUL ONE LEVEL LIVING AT ITS FINEST WITH FAMILY ROOM W/PROPANE FIREPLACE, SPACIOUS KITCHEN AND OPTIONAL FRONT DINING ROOM OR LIVING AREA, ALSO INCLUDED IS A ONE CAR GARAGE AND PLENTY OF PARKING, AND A WHOLE HOUSE GENERATOR. MUST HAVE GOOD CREDIT, NO PETS & NO SMOKING.

  5025 Durham Rd, Guilford, CT 06437
• 

  $594,500 Sold Jul 25, 2025

  • 2,216 Sq Ft
  • $268/SF
  • 22 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1975

  185 Meadow Hills Dr, Guilford, CT 06437

  * Offers are in, Sellers request Highest & Best offers be submitted by 7pm Monday, June 30th * This is one not to miss! Almost completely redone inside - New flooring, new drywall, new boiler, new oil tank, three new bathrooms, new kitchen, new appliances, freshly painted, etc... Set beautifully back from the street and tucked away on almost an acre in the well-loved Meadow Hills Subdivision.

  Kimberly Bailey William Raveis Real Estate

  185 Meadow Hills Dr, Guilford, CT 06437
• 

  Est $602,017 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,335 Sq Ft

  109 Dohm Ave, Guilford, CT 06437

  109 Dohm Ave, Guilford, CT 06437
• 

  

  /40

  $1,000,000

  • 5 Beds
  • 2.5 Baths
  • 3,642 Sq Ft

  204 Sam Hill Rd, Guilford, CT 06437

  Stunning 5-Bedroom Contemporary Retreat on 2.71 Private Acres. This beautifully updated home sits on a peaceful interior lot in one of the area's most desirable neighborhoods. Surrounded by professionally landscaped perennial gardens and a lush wooded backdrop, the property offers exceptional privacy and direct access to the scenic Westwood trails; featuring 39 miles of walking paths across 1,200

  Rose Ciardiello William Raveis Real Estate

  204 Sam Hill Rd, Guilford, CT 06437
• 

  

  /22

  $5,500 per month

  • 3 Beds
  • 4 Baths
  • 3,812 Sq Ft
  • House for Rent

  312 N River St, Guilford, CT 06437

  In the heart of downtown Guilford, just a short stroll to the historic green, you'll find this fabulous home built in 2001. Whether you're in the mood for music, a great meal, coffee, the beach and even the train station, it's all just steps away. Inside, the open floor plan, 9-foot ceilings create a bright space perfect for everyday living and entertaining. The kitchen is a standout, with custom

  Susan Santoro William Pitt Sotheby's Int'l

  312 N River St, Guilford, CT 06437
• 

  $730,000 Sold Jul 25, 2025

  • 1,882 Sq Ft
  • $388/SF
  • 1 Day On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1986

  42 Long Hill Farm, Guilford, CT 06437

  Enjoy one-level living in this architecturally designed, New England style, home. This home combines the best of traditional and contemporary aesthetics with vaulted ceilings throughout, an open floor plan, and abundant French doors and over-sized windows. The Living room, Dining Room, and Den feature Brazilian Cherry floors. A gas fireplace in the Living Room and a fireplace in the Den for

  Leigh Whiteman William Raveis Real Estate

  42 Long Hill Farm, Guilford, CT 06437
• 

  Est $512,443 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,976 Sq Ft

  444 West St, Guilford, CT 06437

  444 West St, Guilford, CT 06437
• 

  

  /30

  $849,000 Open Sun 3:30PM - 5PM

  • 3 Beds
  • 2.5 Baths
  • 1,772 Sq Ft

  55 Harbor View Rd, Guilford, CT 06437

  Charming Waterfront Community Opportunity - Bring Your Vision! Welcome to 55 Harbor View Road, nestled in one of Guilford's most treasured waterfront neighborhoods. This property offers the rare combination of a peaceful coastal lifestyle and unlimited potential to create your dream retreat. Situated on a spacious lot with mature trees and established plantings, this single-level home features 3

  Jules Gaughran - Etes William Pitt Sotheby's Int'l

  55 Harbor View Rd, Guilford, CT 06437
• 

  

  /21

  $12,500 per month

  • 3 Beds
  • 3.5 Baths
  • 3,607 Sq Ft
  • Townhouse for Rent

  3 Woods Way Unit A, Guilford, CT 06437

  Experience luxurious designs, impeccable craftsmanship, and elegant townhouse living with these one-of-a-kind retreats! "The Woods" welcomes you with striking architecture, superior stonework, private cozy outdoor fireplaces. Walk into your secluded haven to see crown molding and open floor plans shine with an abundance of natural light. Located in a quiet area, this development is also

  3 Woods Way Unit A, Guilford, CT 06437
• 

  $1,495,000 Sold Jul 25, 2025

  • 3,590 Sq Ft
  • $416/SF
  • 16 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2024

  5 Rockland Rd, Guilford, CT 06437

  The most INCREDIBLE modern home you've ever laid eyes on.This architectural masterpiece on over 4 acres of absolute privacy. Designed with meticulous attention to detail, this contemporary retreat showcases live sawn random-width wood floors & custom doors throughout. The dramatic 25-foot wood ceiling in the great room soars above Anderson walls of glass, seamlessly blending indoor luxury with

  Susan Santoro William Pitt Sotheby's Int'l

  5 Rockland Rd, Guilford, CT 06437
• 

  Est $510,284 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,389 Sq Ft

  512 Lake Dr, Guilford, CT 06437

  512 Lake Dr, Guilford, CT 06437
• 

  

  /38

  $795,000

  • 3 Beds
  • 3 Baths
  • 2,220 Sq Ft

  330 Foxwood Rd, Guilford, CT 06437

  Set on a serene .92-acre lot in one of Guilford's most desirable neighborhoods, this impeccably maintained 3-bedroom, 3-bath home offers 2,220 square feet of thoughtfully designed living space. With numerous upgrades and attention to detail throughout, this property perfectly blends comfort, functionality, and style. Step inside to find a warm and inviting layout featuring spacious living areas,

  Eric Ryalls William Pitt Sotheby's Int'l

  330 Foxwood Rd, Guilford, CT 06437
• 

  

  /27

  $3,600 per month

  • 2 Beds
  • 2.5 Baths
  • 1,435 Sq Ft
  • House for Rent

  199 Goose Ln, Guilford, CT 06437

  Conveniently located about a mile from the beautiful Historic Guilford Green, with its popular shops & restaurants, as well as the modern Library & Community Center, this nicely updated Contemporary home is set back from Goose Lane, and showcases an open floor-plan, with lots of natural light. The location provides a very easy commute via Route 95, and Route 1, or the Guilford Train station, with

  Jake Wyman William Raveis Real Estate

  199 Goose Ln, Guilford, CT 06437
• 

  $1,625,000 Sold Jul 25, 2025

  • 1,970 Sq Ft
  • $825/SF
  • 586 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2023

  66 High St Unit 55, Guilford, CT 06437

  Experience the extraordinary lifestyle awaiting you at The Residences at 66 High Street. Discover an exceptional blend of historic preservation, luxurious amenities, and cosmopolitan living in this exceptional development. The Chittenden Building, the final addition to the esteemed 66 High Street, completes the ensemble. With its previous three buildings sold out, this development has garnered

  Nicole White William Raveis Real Estate

  66 High St Unit 55, Guilford, CT 06437
• 

  Est $471,856 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,294 Sq Ft

  2839 Boston Post Rd, Guilford, CT 06437

  2839 Boston Post Rd, Guilford, CT 06437
• 

  

  /40

  $1,000,000

  • 3 Beds
  • 2 Baths
  • 2,513 Sq Ft

  423 Whitfield St, Guilford, CT 06437

  Truly exceptional turnkey property sits on a peaceful 1-acre lot along the desirable, sidewalk-lined Whitfield Street. This fully renovated and thoughtfully reimagined home offers light-filled living spaces, beautiful hardwood flooring, and crown molding throughout. Charming curb appeal welcomes you with an inviting front porch that leads into a living room with a gas fireplace. The open-concept

  Rose Ciardiello William Raveis Real Estate

  423 Whitfield St, Guilford, CT 06437
• 

  

  /10

  $2,450 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  2514 Boston Post Rd Unit R4, Guilford, CT 06437

  This 1,000 square foot property at 2514 Boston Post Rd features 2 bedrooms and 1 bathroom. The living room includes a fireplace, providing a cozy atmosphere for relaxation. The kitchen is equipped with a dishwasher for convenience and has space for dining. Both bedrooms offer ample space for furnishings. The bathroom is functional and well-maintained. Additional amenities include air conditioning

  2514 Boston Post Rd Unit R4, Guilford, CT 06437
• 

  $600,000 Sold Jul 24, 2025

  • 866 Sq Ft
  • $693/SF
  • 1 Day On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  87 Daniel Ave, Guilford, CT 06437

  Views and Expansion Potential. For more than half a century this property in Indian Cove has been in the same family. They loved the site, the house and being a member of the Indian Cove commuinity. The site is high with views of the beach, the Cove and Long Island Sound. There is a extra, small, direct water-front parcel across the street from the main house. Great place for Adirondak chairs for

  Leigh Whiteman William Raveis Real Estate

  87 Daniel Ave, Guilford, CT 06437
• 

  Est $834,151 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,025 Sq Ft

  235 Devonshire Ln, Madison, CT 06443

  235 Devonshire Ln, Madison, CT 06443
• 

  

  /37

  $679,000

  • 3 Beds
  • 2 Baths
  • 2,150 Sq Ft

  79 Fall Rd, Guilford, CT 06437

  Lakefront Living At Its Best!!! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home in the highly sought-after Guilford Lakes neighborhood. Offering over 2,100 square feet of living space, this home combines comfort, charm, and an unbeatable location with views of the lake and direct lake access just steps away. Home has direct water views from every window in the front of the

  Jules Gaughran - Etes William Pitt Sotheby's Int'l

  79 Fall Rd, Guilford, CT 06437
• 

  

  /28

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,270 Sq Ft
  • House for Rent

  199 New England Rd, Guilford, CT 06437

  This truly remarkable Cape Code home offers. 3 spacious Bedroom 2 full Bath. This beautiful home has numerous updates. Main Level you will find a spacious living room, Primary Bedroom, Dinning room with lots of natural lighting through out the home. Kitchen has lots of cabinets with a breakfast bar. Off the kitchen full bathroom and laundry room /mudroom. Upstairs theres two bedrooms and Full

  Veronica Rhodes-Rojas Berkshire Hathaway NE Prop.

  199 New England Rd, Guilford, CT 06437
• 

  $715,000 Sold Jul 23, 2025

  • 3,010 Sq Ft
  • $238/SF
  • 14 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1983

  35 Whitethorn Dr, Guilford, CT 06437

  Don't miss this rare opportunity to own a beautifully maintained 5-bedroom Colonial in one of the area's most sought-after neighborhoods-complete with a true one-level in-law suite added in 2010! Thoughtfully designed for comfort and versatility, the main home features a warm and inviting family room with a wood-burning fireplace and bay window, elegant formal living and dining rooms, and a

  Linda Toscano Coldwell Banker Realty

  35 Whitethorn Dr, Guilford, CT 06437
• 

  Est $1,207,645 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,524 Sq Ft

  54 Chestnut Grove, Guilford, CT 06437

  54 Chestnut Grove, Guilford, CT 06437

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