Homes 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

  • 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

  $818,000 Open Sat 3PM - 6PM

  • 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 Open Sat 11AM - 2PM

  • 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

  $1,200,000

  • 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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  /40

  $1,469,000

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

  66 High St Unit 31, Guilford, CT 06437

  Spectacular Marsh Views and Refined Living at 66 High Street - Guilford, CT! Perfectly positioned on the first floor of the Leete Building, Step into unit 31, a thoughtfully designed open floor plan that blends historic charm with contemporary style. To the right of the welcoming hallway, the chef's kitchen is outfitted with premium stainless-steel appliances-including a Wolf gas range, Sub-Zero

  Nicole White William Raveis Real Estate

  66 High St Unit 31, 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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  /33

  $799,900

  • 3 Beds
  • 2 Baths
  • 2,314 Sq Ft

  52 Seaside Ave, Guilford, CT 06437

  Here is your chance to own a slice of heaven! Perfectly situated within walking distance to Metro North Railroad, Jacob's Town Beach, a park/playground, the historic Guilford town green, shops, and the town docks, this is a property you do not want to miss. The owners of this home added many upgrades, including a refinished kitchen with brand new appliances, new flooring, upgraded electrical,

  Lindsay Walsh Coldwell Banker Realty

  52 Seaside Ave, Guilford, CT 06437
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  /36

  $1,875,000

  • 3 Beds
  • 2.5 Baths
  • 2,194 Sq Ft

  66 High St Unit 36, Guilford, CT 06437

  66 HIGH STREET - 3 bedroom, 2.5-bath condominium, boasting an impressive 2,194 SF on the 2nd floor. The western exposure view showcases the marsh and Long Island Sound. Located in the prestigious community of Guilford, CT, this residence offers a harmonious blend of modern design and natural beauty. The open concept includes a sun filled Living Room with a cozy gas fireplace, deck access, Dining

  Kirsten Adams William Pitt Sotheby's Int'l

  66 High St Unit 36, Guilford, CT 06437
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  /40

  $2,950,000

  • 3 Beds
  • 2.5 Baths
  • 3,024 Sq Ft

  66 High St Unit 17, Guilford, CT 06437

  Welcome to a truly exceptional living experience at The Residences at 66 High Street! This stunning three-bedroom, two-and-a-half-bathroom condo presents a rare opportunity for those seeking luxury and convenience in one of Guilford's most desirable locations. Spanning an impressive 3,148 square feet, this custom single-level home offers elegant design and modern amenities, ensuring comfort and

  Barbara Goetsch William Pitt Sotheby's Int'l

  66 High St Unit 17, 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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  /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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  /36

  $1,675,000

  • 2 Beds
  • 2.5 Baths
  • 2,790 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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  /40

  $1,800,000

  • 4 Beds
  • 5 Baths
  • 5,790 Sq Ft

  4 Woods Way, Guilford, CT 06437

  5 Luxury Townhouse Condominiums NESTELED PRIVATELY BEHIND 2614 BOSTON POST ROAD and a short drive to Guilford's Town Center, the Cottage at the Woods transports you to a quaint European village with it's striking architecture, hand cut stone work, and expansive patios with cozy fireplaces. Brilliant sunlight drenches the chef's kitchen and family room through walls of glass and french doors

  John Campbell Compass Connecticut, LLC

  4 Woods Way, Guilford, CT 06437
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  /37

  $1,800,000

  • 3 Beds
  • 4 Baths
  • 4,804 Sq Ft

  2 Woods Way, Guilford, CT 06437

  5 Luxury Townhouse Condominiums, NESTLED PRIVATELY BEHIND 2614 BOSTON POST ROAD and a short drive to Guilford's Town Center, the Cottage at the Woods transports you to a quaint European village with it's striking architecture, hand cut stone work, and expansive patios with cozy fireplaces. Brilliant sunlight drenches the chef's kitchen and family room through walls of glass and french doors

  John Campbell Compass Connecticut, LLC

  2 Woods Way, Guilford, CT 06437
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  /7

  $879,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  876 Nut Plains Rd Unit Lot 3, Guilford, CT 06437

  LAST LOT AVAILABLE - Introducing an exquisite gem nestled just a couple miles from our charming Town Green - the epitome of modern living awaits you in our brand-new, 3-home subdivision. These homes represent a harmonious blend of contemporary aesthetics, soaring ceilings, 8ft windows, and a sense of elegance, designed to captivate both your senses and your heart. Step into a world of refined

  Adrian Price Sunset Creek Realty, LLC

  876 Nut Plains Rd Unit Lot 3, Guilford, CT 06437
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  /30

  $849,000 Coming Soon

  • 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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  /6

  $1,350,000

  • Land
  • 1.00 Acre
  • $1,350,000 per Acre

  1161 Boston Post Rd, Guilford, CT 06437

  Assembly, 2 lots existing 3 buildings......... Great Development Opportunity Existing buildings - Building 1 Two-Story 4 unit Multi-Family built 1752 . 2 -1956 SF Retail / Office Building - Building 3 -1 bedroom apartment over a 4 bay garage .Three buildings on 2 Lots total approx 1 acre on signalized corner light. Potential to redevelop or Income producer . 1161 Boston Post Road and 7 York

  Thomas Simjian Keller Williams Coastal

  1161 Boston Post Rd, 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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  /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

  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 house. The location affords a

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

  79 Fall Rd, Guilford, CT 06437
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  /7

  $40,000

  • 776 Sq Ft

  379 Whitfield St, Guilford, CT 06437

  Waterfront - Guilford. Set Sail in Style and experience the charm of Guilford Yacht Club, a premier marina in one of Connecticut's most picturesque coastal towns. This 46-foot slip offers ample space and immediate access to Long Island Sound, ensuring effortless adventures on the water. Guilford is rich in history and natural beauty, making it an ideal destination for boaters. At the Guilford

  Linda Coyle William Raveis Real Estate

  379 Whitfield St, 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

  $3,250,000

  • 3 Beds
  • 2.5 Baths
  • 2,571 Sq Ft

  66 High St Unit 40, Guilford, CT 06437

  Experience Elevated Living at The Residences at 66 High Street. Step into a lifestyle of sophistication and comfort-where luxury amenities meet cosmopolitan charm. This expansive third-floor residence in the Leete Building is one of the largest in the community and offers breathtaking, unobstructed views of the West River, Long Island Sound, and Faulkner's Island. Thoughtfully designed with 3

  Nicole White William Raveis Real Estate

  66 High St Unit 40, 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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  /10

  $189,000

  • 1 Bed
  • 1 Bath
  • 839 Sq Ft

  19 Polpis Ln, Guilford, CT 06437

  Desirable end unit in secluded section of complex. Main bedroom on 1st flr. Possible second bedroom on upper level (loft). Open space with fireplace. Minor cosmetic repairs needed

  Robert Bishop Bishop, Edward & Roberts, LLC

  19 Polpis Ln, Guilford, CT 06437
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  /25

  $425,000

  • 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 Open Sat 12PM - 3PM

  • 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

  $1,300,000

  • 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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