Houses for Sale in 06437

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  /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
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  /40

  $789,900 Open Sun 12PM - 2PM

  • 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 close to commute , shopping, and historic Town Center. 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 flooring, stone fireplaces,

  

  Clayton Janer

  Clayton Property Brokers L.L.C

  (203) 896-8851

  472 Saw Mill Rd, Guilford, CT 06437
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  /40

  $2,650,000

  • 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

  (475) 255-6899

  75 Half Mile Rd, Guilford, CT 06437
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  /25

  $450,000

  • 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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  /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
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  /30

  $849,000

  • 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
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  /40

  $699,900 Open Sat 12PM - 2PM

  • 5 Beds
  • 2.5 Baths
  • 2,738 Sq Ft

  181 Dunk Rock Rd, Guilford, CT 06437

  A true gem of a location with this custom cape located close to the Guilford Town Green and South of Route 1 with convenient access to commuting routes. For the trail seeker, and nature enthusiast - Westwoods trails and Bishops Orchards raspberry fields are a short walk down the street. The lot features gorgeous perennial gardens and mature trees, and an inviting inground pool perfect for those

  Amanda Popplewell-Sanson Coldwell Banker Realty

  181 Dunk Rock Rd, Guilford, CT 06437
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  /40

  $818,000

  • 4 Beds
  • 3.5 Baths
  • 3,625 Sq Ft

  765 Durham Rd, Guilford, CT 06437

  GalleryWorthy Contemporary Retreat: Architecturally striking and meticulously renovated home that celebrates form, light, and creative living. Nestled on a serene 0.92-acre lot, this fully renovated 4-bedroom, 3.5-bath contemporary offers the perfect blend of modern design, space, and functional living. The layout includes a luxurious primary suite on the main level-a seamless retreat for privacy

  Patsy Metcalf Compass Connecticut, LLC

  765 Durham Rd, Guilford, CT 06437
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  /38

  $850,000

  • 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
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  /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
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  /40

  $1,200,000

  • 4 Beds
  • 2.5 Baths
  • 2,517 Sq Ft

  45 Graves Ave, Guilford, CT 06437

  This stunning Light and Bright 9 room, 2517 SQ FT historic gem is located in the heart of Guilford on a small, quiet street mere steps from the charming Guilford Green. This spacious home was built in 1906, with room for 4 bedrooms, 2.5 fully remodeled baths and a huge 25X20 Bonus Room in the finished attic with additional unfinished space for expansion or extra storage. With a mix of historic

  Debbie Robinson Pearce Real Estate

  45 Graves Ave, Guilford, CT 06437
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  /24

  $749,900

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  910 Goose Ln, Guilford, CT 06437

  Beautiful, completely renovated four bedroom, two and half bathroom Colonial perched up on a hill and set back from the road. As you enter you will see the brand new kitchen with white cabinets, quartz countertops, and stainless steel appliances. Off the kitchen is a large room with a fireplace perfect for an eating area or for use as a family room. On the other side of the kitchen you will find

  Vincent Engingro William Raveis Real Estate

  910 Goose Ln, Guilford, CT 06437
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  /36

  $814,900

  • 4 Beds
  • 2.5 Baths
  • 4,076 Sq Ft

  81 Red Barns Rd, Guilford, CT 06437

  Welcome to 81 Red Barns Rd, a charming, spacious and very well maintained home located in the beautiful town of Guilford. This property of 3276 sq ft with an additional finished basement of 800 sq ft boasts a perfect blend of modern amenities and classic New England charm. The home features 4 bedrooms, 3 bathrooms, and a generous living space that is perfect for both relaxing and entertaining.

  Susan Wagner Berkshire Hathaway NE Prop.

  81 Red Barns Rd, Guilford, CT 06437
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  /20

  $499,900

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  55 Donald Rd, Guilford, CT 06437

  Welcome to 55 Donald Rd! This tastefully updated Colonial home offers 4 bedrooms, 2 full baths and a 2 car garage. Stunning kitchen with large center island, quartz counter tops and backsplash, high end stainless steel appliances and soft close cabinets. Gleaming hardwood floors throughout and central air is a plus. Full basement offers storage space and could be finished for additional living

  Jean Gagliardi Century 21 AllPoints Realty

  55 Donald Rd, Guilford, CT 06437
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  /35

  $550,000

  • 4 Beds
  • 2 Baths
  • 2,410 Sq Ft

  2805 Boston Post Rd, Guilford, CT 06437

  This ranch style home situated on 0.62 acres and a corner lot offers 2 bedrooms, a full bath, a living room with fireplace, dining room and eat in kitchen. Currently the dining room is used as a bedroom in the main house. An interior breezeway with sliders connects the main home to a 2 car garage, above which is an in-law suite. This separate area boasts a kitchen with vaulted ceilings and a

  Joanne Fowler Bishop, Edward & Roberts, LLC

  2805 Boston Post Rd, Guilford, CT 06437
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  /26

  $392,000

  • 2 Beds
  • 1 Bath
  • 865 Sq Ft

  501 Three Mile Course, Guilford, CT 06437

  Casual Coastal Cottage less than a mile from the Guilford Green. This freshly renovated two-bedroom, one-bath cottage blends shoreline charm with smart, efficient living. Tucked into a lush lot with room to expand (subject to zoning), this single-level home features gleaming hardwood floors, a crisp white kitchen with quartz counters, brand-new electric appliances, a combo steam washer/dryer,

  Kristin Geenty Geenty Group REALTORS The

  501 Three Mile Course, Guilford, CT 06437
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  /12

  $629,000

  • 3 Beds
  • 2.5 Baths
  • 2,436 Sq Ft

  95 Laurelbrook Dr, Guilford, CT 06437

  Move-in ready raised ranch on a quiet street in Guilford! Set on nearly an acre, this well-maintained home offers privacy, a level yard, boat-themed playset, and park-like grounds. The sun-filled main level features an open layout with a living room, formal dining area and fireplace, and eat-in kitchen with Corian countertops, newer appliances, and ample storage. The vaulted living room opens to

  Dan Xu Vision Real Estate

  95 Laurelbrook Dr, Guilford, CT 06437
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  /32

  $2,000,000

  • 4 Beds
  • 3.5 Baths
  • 3,376 Sq Ft

  65 Water St, Guilford, CT 06437

  Welcome to this beautifully reimagined colonial home, perfectly situated just a short Stroll from Guilford's historic green. Blending timeless charm with modern luxury, this exquisite four-bedroom, three and a half bath residence offers refined living in one of Connecticut's most coveted coastal communities. From the moment you step through the front door, you're welcomed by a grand three-story

  Meig Walz Newcomb Coldwell Banker Realty

  65 Water St, Guilford, CT 06437
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  /39

  $600,000

  • 4 Beds
  • 2.5 Baths
  • 2,122 Sq Ft

  1 Sparrow Bush Ln, Guilford, CT 06437

  Welcome home to this fantastic 4-bedroom, 2 1/2-bathroom colonial in one of Guilford's most sought-after neighborhoods. Situated just minutes from the historic Guilford Green, with its charming boutiques, delicious restaurants, and vibrant local culture. Step inside to find a spacious, inviting floor plan that flows seamlessly from room to room. The formal living room complete with a cozy

  Matt Healy Coldwell Banker Realty

  1 Sparrow Bush Ln, Guilford, CT 06437
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  /26

  $550,000

  • 4 Beds
  • 2 Baths
  • 2,260 Sq Ft

  34 Joyce St, Guilford, CT 06437

  Pristine 4 bedroom, 2 full bath contemporary style home located in a well kept neighborhood close to the Guilford Town Green, shops, restaurants, Yale Hospital, as well as easy highway access! From the moment you enter, you'll appreciate how picture-perfect and well maintained this home truly is. Highly desirable 1 floor living with 3 bedrooms on the main floor, plus a beautifully appointed

  Lisa Rollins Team Compass Connecticut, LLC

  34 Joyce St, Guilford, CT 06437
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  /40

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,879 Sq Ft

  20 Copper Hill Dr Unit 20, Guilford, CT 06437

  Welcome to 20 Copper Hill Drive - where low-maintenance living meets classic New England charm in one of Guilford's most sought-after communities. This 2-bedroom, 2-bath Cape-style lives like a single-family home with the ease of condominium convenience. With 1,459 sq ft, 10 total rooms, a two-car attached garage, and a full basement, this home offers plenty of space to relax, entertain, and

  Devon Taylor Assael Dave Jones Realty, LLC

  20 Copper Hill Dr Unit 20, Guilford, CT 06437
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  /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
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  /40

  $1,275,000

  • 5 Beds
  • 6 Baths
  • 6,013 Sq Ft

  275 Chestnut Grove, Guilford, CT 06437

  This exceptional custom built home showcases beautiful craftsmanship and timeless design throughout. Tucked away at the end of a private driveway on a quiet cul-de-sac and surrounded by similar estate properties, this is a truly special place to call home. Step inside to a grand front foyer that opens into a spacious, light-filled layout featuring family room with soaring cathedral ceilings and a

  Rose Ciardiello William Raveis Real Estate

  275 Chestnut Grove, Guilford, CT 06437
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  /39

  $1,000,000

  • 6 Beds
  • 3.5 Baths
  • 3,197 Sq Ft

  11 Island Bay Cir, Guilford, CT 06437

  LOCATION, LOCATION, LOCATION! Nestled within a peaceful cul-de-sac just around the corner from the beach, this one-of-a-kind, custom-built Cape Cod-style home blends timeless charm with a contemporary flair. Located on desirable Island Bay Circle, enjoy the convenience of being minutes from the downtown village, restaurants, shopping, and the shoreline. This thoughtfully designed 5/6 bedroom, 3

  Rose Ciardiello William Raveis Real Estate

  11 Island Bay Cir, Guilford, CT 06437
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  /40

  $1,100,000

  • 4 Beds
  • 5.5 Baths
  • 5,630 Sq Ft

  604 W Lake Ave, Guilford, CT 06437

  This private estate is a rare sanctuary of refinement and serenity, nestled at the end of a long drive and abutting preserved conservation land with direct access to hiking and horseback riding trails right from your backyard. Just minutes from the Historic Green, where charming boutiques and top-tier dining await, the setting perfectly balances seclusion and convenience. A gracious brick-floored

  Linda Toscano Coldwell Banker Realty

  604 W Lake Ave, Guilford, CT 06437
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  /9

  $1,375,000

  • 6 Beds
  • 5 Baths
  • 8,265 Sq Ft

  7 Hart Rd, Guilford, CT 06437

  A Literary Legacy Meets Architectural Elegance! After publishing her best-selling novel The Thorn Birds, author Colleen McCullough designed and built this extraordinary residence as her personal sanctuary-a place that balanced proximity to New York with the peaceful seclusion of forested hills and a gently flowing brook. Nestled at the end of a winding private drive, the home welcomes you with a

  Gaetano Marra BHGRE Gaetano Marra Homes

  7 Hart Rd, Guilford, CT 06437
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  /40

  $1,295,000

  • 4 Beds
  • 3 Baths
  • 2,405 Sq Ft

  131 Elm St, Guilford, CT 06437

  Antique Country Farmhouse Meets Modern Amenities! A beautiful blend of heritage and modern comfort, 131 Elm Street is a thoughtfully restored Antique-style farmhouse that has been lovingly maintained and tastefully upgraded by its current owners. Nestled in the heart of North Guilford, this property is more than just a home-it's a serene retreat and an expression of creativity. Step inside and

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

  131 Elm St, Guilford, CT 06437
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  /25

  $385,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  72 Prospect Hill Rd, Guilford, CT 06437

  72 Prospect Hill Rd is in a lovely setting - conveniently located with a peaceful ambiance. The curb appeal is excellent and the house will grab your attention. Stone wall, level flat lot, nice size deck in the back. This location is fantastic, close to shopping, golf course and I-95. The 2 bedroom home offers one floor living with washer and dryer on main floor. The kitchen and bathroom have

  Tim Galvin William Raveis Real Estate

  72 Prospect Hill Rd, Guilford, CT 06437
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  /34

  $2,650,000

  • 6 Beds
  • 6 Baths
  • 3,948 Sq Ft

  48 Andrews Rd, Guilford, CT 06437

  Waterview - GUILFORD - CONTEMPORARY - Architecturally designed. First time available in 25 years. Set on 3.39 Acres. Designed to capture large ground to sky views, southerly over Little Harbor as well as Long Island Sound. With its walls of glass, high ceilings & numerous Transom windows this Unique Designed Home allows for natural views to flow easily through nearly every living area. The Main

  Joseph Piscitelli Coldwell Banker Realty

  48 Andrews Rd, Guilford, CT 06437
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  /12

  $475,000

  • 4 Beds
  • 1 Bath
  • 1,448 Sq Ft

  872 Nut Plains Rd, Guilford, CT 06437

  Charming opportunity in prime Guilford Location! Discover the potential of this unique property situated in a highly desirable residential neighborhood, just minutes from downtown Guilford, the Green, schools, golf course, beaches, and I-95. Surrounded by newly constructed homes, this picturesque lot features mature trees, flowering bushes, and even a small pond-offering a serene, nature-rich

  Tim Galvin William Raveis Real Estate

  872 Nut Plains Rd, Guilford, CT 06437
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  /40

  $1,950,000

  • 5 Beds
  • 9 Baths
  • 5,414 Sq Ft

  173 Highwoods Dr, Guilford, CT 06437

  A MAGNIFICENT REVIVAL & TIMELESS BLEND OF SOMETHING OLD & SOMETHING NEW. One of the finest restorations in New England, the Pitkin mansion is a true historical treasure. Carefully dismantled & moved to its current site in 1955, the property is nestled within nearly 4 acres of mature trees, manicured lawns, & magical gardens. This classic revival will be celebrated by the most discerning antique

  Kiara Rusconi William Raveis Real Estate

  173 Highwoods Dr, Guilford, CT 06437
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  /34

  $580,000

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  102 Colonial Rd, Guilford, CT 06437

  A drive-by will not do this property justice! This Sachems Head home has plenty to offer - inside and out. The setting is a natural sanctuary. Perennial beds and mature plantings provide everchanging colors and blooms from early spring through fall. The open hillside behind is dotted with rock outcroppings, stone walls, and lush gardens. The Acorn Deck House has the cool vibe of a mid-century

  Laurie Trulock Compass Connecticut, LLC

  102 Colonial Rd, Guilford, CT 06437
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  /35

  $364,900

  • 2 Beds
  • 2 Baths
  • 1,459 Sq Ft

  16 Copper Hill Dr, Guilford, CT 06437

  Move right in to your own free-standing Cape Cod style condo without even picking up a paint brush. This home has been completely remodeled from top to bottom with high-end flooring, bathroom fixtures, appliances, kitchen cabinets and countertops, bathrooms, exterior and interior doors and more. It is located on a cul-de-sac of three homes in Copper Hill Village and is only a short distance from

  Doris Fallon William Raveis Real Estate

  16 Copper Hill Dr, Guilford, CT 06437
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  /40

  $1,250,000 Open Thu 4PM - 6:30PM

  • 4 Beds
  • 2.5 Baths
  • 3,367 Sq Ft

  35 Bayberry Ln, Guilford, CT 06437

  35 Bayberry Lane-a stunning, newly rebuilt coastal retreat nestled in the highly sought-after Old Sachem Beach neighborhood. Just a short stroll from the peaceful shores of Joshua Cove, this modern 4-bedroom home offers 3,400 sq ft. of luxurious living space designed with both style & comfort in mind. The open-concept layout showcases wide-plank white oak hardwood floors, soaring vaulted ceilings

  Lauren Freedman Coldwell Banker Realty

  35 Bayberry Ln, Guilford, CT 06437
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  /38

  $439,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  46 Sperry Dr, Guilford, CT 06437

  Beautifully Renovated 3-Bedroom Home in Guilford, CT - Move-In Ready! Welcome to this stunning, fully renovated single-family home located in the desirable shoreline town of Guilford. Boasting 2 spacious bedrooms, 1 full bathroom, and an additional room that can be used as your home office or a 3rd BR. This charming property has been completely updated in 2025 with modern finishes and

  Christopher Wihbey Dave Jones Realty, LLC

  46 Sperry Dr, Guilford, CT 06437
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  /33

  $995,000

  • 4 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  15 Briarwood Dr, Guilford, CT 06437

  Located on a quiet, no-through street, in a Guilford desirable neighborhood, this home offers the perfect blend of convenience, and vacation-inspired lifestyle-just 5 miles from the beach, marinas, eateries, golfing, shopping, I95, and more. Ideal for year-round living or a weekend retreat. Inside, the home has been extensively upgraded including mechanical systems, new septic system, central

  Melanie Taylor Berkshire Hathaway NE Prop.

  15 Briarwood Dr, Guilford, CT 06437
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  /37

  $670,000

  • 3 Beds
  • 2 Baths
  • 3,616 Sq Ft

  170 Barker Hill Dr, Guilford, CT 06437

  Take another look ! We've added virtually staged rooms to help you envision living in this light-filled contemporary home at the end of a cul-de-sac. The serenity of natural surroundings, yet is close to everything Guilford is well known for: its historic green, specialty shops and Long Island Sound. Check final photo for existing floor plan. Floor to ceiling windows and vaulted ceilings bring in

  Tracy Everson Century 21 AllPoints Realty

  170 Barker Hill Dr, Guilford, CT 06437
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  /30

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 1,825 Sq Ft

  24 Echo Point Rd, Guilford, CT 06437

  Direct lake front home with 85' frontage on one of the beautiful Guilford lakes. Your own private dock area to kayak, fish or swim. Your new home is part of the Guilford Lakes Association which offers members access to two private beaches. The Guilford Lakes Golf course is a public golf course and a neighborhood gem often referred to as the "Little Augusta". The water views from your new home are

  Susan Fair Fair Realty

  24 Echo Point Rd, Guilford, CT 06437
• 

  

  /40

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  259 Weatherly Trail, Guilford, CT 06437

  Set on a peaceful and private 1.36-acre lot, this Contemporary Colonial home offers comfort, style, and a connection to nature. As you enter, you'll notice the home's open layout and soaring vaulted ceilings that create a bright and airy feel. The spacious living room includes beautiful hardwood floors, a pellet stove for cozy winter nights, and sliding doors that lead to a wraparound deck -

  Daniel Lussier eXp Realty

  259 Weatherly Trail, Guilford, CT 06437
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  /40

  $875,000

  • 3 Beds
  • 4 Baths
  • 2,279 Sq Ft

  1054 Boston Post Rd, Guilford, CT 06437

  RARE OPPORTUNITY TO OWN TWO BUILDINGS IN GUILFORD ~ Unlock the potential of this prime commercial property on the bustling Boston Post Road, just one block from Guilford's historic town Green. Within the PV zone (Post Road Village Zone District, this offering includes 2 buildings (see listing #1058 Boston Post Road) that share a driveway and provide dedicated parking; an ideal setup for

  Rose Ciardiello William Raveis Real Estate

  1054 Boston Post Rd, Guilford, CT 06437

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