Guilford CT Real Estate

Guilford, Connecticut is a small, historic town situated along the Long Island Sound shoreline. Guilford features a rustic character while still being served by major highways. Guilford has an idyllic charm with tree-lined streets, a Town Green, and the third largest collection of historic homes in New England. You will find a mix of architectural styles ranging from the 17th to the 19th century as well as more modern homes situated in neighborhoods.

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83 Old Quarry Guilford CT 06437
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Price$5,397,000

Est. Mortgage: $/month

MLS Number170339878

  • Single Family
  • Square Feet 4,732
  • Bedrooms 5
  • Bathroom 4
  • Year Built 1996

WATERFRONT - OLD QUARRY Private Enclave of 26 Secluded Parcels. When Old Quarry was developed by the Hall Family, they considered its unique landscape, Topography and Preserving its Natural Beauty. Over the years it has attracted many Waterfront Enthusiasts from the Yale Community, and the New York Metro area. It remains very much in its original Natural Setting. Built in 1996 and sitting on 3.68 Pristine Acres with 450 ft of Private Waterfront, this South Facing, 4732 SF Colonial offers 180-degree Views, Deep Water Dock and 1st Floor Master Suite. Serenity, Privacy and Seclusion come to mind while driving along your Private Drive. This home features an Open Floor Plan, High-End, Chef's Kitchen, English Walnut Cabinets w/Antolini Gemstone Countertops, Gaggenau Refrigerator, and la Cornue 6 burner Range. Open Dining Area w/access to Screened in Porch. Family room w/Fireplace, Sitting Area w/Fireplaces. 1st Master Suite features a Private Patio, Soaking Tub and Shower. Executive Office with Fireplace and Built-ins. Large Entertainment/Exercise/Yoga Room with possible 5th BR above 3 car Garage. Town Records state 4 BR but plenty of room to expand septic. Additional features Generator ready, 100' Granite Pier, Two Docks and Mooring. Room for Pool and Putting Green. Old Quarry Assoc includes Dock, Mooring, Beach and Tennis Courts. Assoc Dues required. Convenient to Town, Restaurants, Yale and Train. 75 miles NYC. A MUST SEE for those seeking a unique Waterfront Home and location.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Joseph Piscitelli and John L Guarino of Coldwell Banker Realty

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133 Old Quarry Guilford CT 06437
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Price$4,450,000

Est. Mortgage: $/month

MLS Number170329025

  • Single Family
  • Square Feet 6,411
  • Bedrooms 5
  • Bathroom 5
  • Year Built 1999

PICTURESQUE NARROWS ISLAND- Your own calm, breathtakingly beautiful world. Cross a charming wooden bridge to this private waterfront compound & leave everything else behind. A heavenly 1.42 acre peaceful, natural setting on Guilford's dramatic coast. This elegant 6400+ sf Classic shingle style home provides panoramic views, and 920' of frontage on Long Island Sound with luxurious lawn, gardens, mooring, dock, and sandy beach. Your first impression of the scale and beauty of this home registers as you step into the gracious double height foyer and look straight through to the water. High ceilings, exceptional proportions and architectural detail set this stylish home apart from the rest. You can offer luxurious space to houseguests, keep a private oasis for yourself with flexible work and study spaces throughout. Additional guest or studio space awaits final touches over the separate garage. In an area of storied islands reached only by boat, reach this unique island getaway by car! Guilford offers a historic village green surrounded by shops and fine dining. Yale University is close by and NYC is 88 miles away, easily accessed via I-95. Close to major airports and 15 minutes from private aviation at Tweed/New Haven.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Margaret Muir of William Pitt Sotheby's Int'l

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320 Vineyard Point Guilford CT 06437
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Price$3,500,000

Est. Mortgage: $/month

MLS Number170334021

  • Single Family
  • Square Feet 6,900
  • Bedrooms 4
  • Bathroom 6
  • Year Built 1987

GUILFORD - SACHEMS HEAD - Indirect Waterfront - Secluded Hideaway, Short Walk to Deeded Private Beach. Unique Architecturally Designed 4 Bedroom, 6900 SF Timeless Contemporary w/beautifully scaled rooms, remarkable light, views of LI Sound on 5 Pristine Acres of this storybook home. Endless family enjoyment and entertaining await at this complete retreat with a Heated In-ground pool, over sized Hot Tub, large stone Patios, & Manicured Landscaping. Home features Dramatic Post & Beam LR w/Cathedral ceiling, Fireplace, Hardwood flrs, French doors to Sunroom & Private Staircase to MBR Suite. The bright Open Floor Plan opens to the DR with Custom Built-ins, Chefs Kitchen with Breakfast Bar, Electric Cooktop w/grill, Granite counters, Dining Nook, Butlers Kitchen w/Double hinged Butler Door, Wolf 4 Burner range w/ infrared char broiler, Wolf Oven and Refrigerator. The FR features Arched Entry, Double Sided Staircase, Cathedral Ceiling, & Bar Style Seating, Fireplace & Access to Second Sunroom. The MBR Suite offers a Private Deck, High Ceilings, Hardwood Flrs, Walk-in Closets, Office, and Bain Ultra Soaking tub. 3 BR w/Private BRs. This home features several Offices for those working from home, Yoga/Dance Rm, Upper Level Hot Tub Rm w/Sauna and Upper Deck, 2 car Attached Garage, Detached Garage w/Workshop & Finished Upper Level. Guest House has 2 BRs, 2 BAs. Other features include city water, Generator. Close to Town Green, Restaurants, Shopping & Train Yale. 75 mi from NYC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Joseph Piscitelli and John L Guarino of Coldwell Banker Realty

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131 Old Quarry Guilford CT 06437
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Price$3,350,000

Est. Mortgage: $/month

MLS Number170335871

  • Single Family
  • Square Feet 3,949
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1999

WATERFRONT - OLD QUARRY Private Enclave of 26 Secluded parcels. When Old Quarry was created by the Hall Family, they considered its unique landscape, topography and preserving it natural beauty. Over the years it has attracted many from the Yale Community and the New York Metro area. It remains very much in its original natural setting. Circa 1999 Shingle Style Boat House Design sits on 1.06 acres, with some of the most Enchanting Views on the CT Shoreline. This 4044 SF, 4 Bedroom, 4.1 Bath home features an Open Floor Plan, High Ceilings, Custom detailed Woodwork, Eat-in Country Kitchen with Center Island, Pantry and Wood burning Fireplace, opened Dining Room and Family Room w/ Fireplace. All rooms on 1st floor open to Wrap-around Deck. The 2nd floor features a Master BR Suite with Sunset Deck & his and hers Bathrooms with steam showers, one Guest en suite Bedroom, two additional Guest Bedrooms, Full Bath and Laundry Room. This home was Designed by, Coastal Architect, Richard Pethick Maltby and built by Premier Builder, Petra Construction. Built on Piers to FEMA Standards when constructed with Breakaway walls. Other features include RO Water system, Generator, Dock and Float. Detached 2 car garage with space above. Room for Pool. Old Quarry Assoc has its own Zoning Rules with Dock, Mooring, Beach and Tennis Courts. Assoc Dues required. Convenient to Town, Shopping, Restaurants, Yale and Train. 75 miles NYC. A MUST SEE for those seeking a unique Waterfront Home and location.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Joseph Piscitelli and John L Guarino of Coldwell Banker Realty

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41 Shell Beach Guilford CT 06437
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Price$2,800,000

Est. Mortgage: $/month

MLS Number170389707

  • Single Family
  • Square Feet 4,540
  • Bedrooms 5
  • Bathroom 4
  • Year Built 2001

NO FLOOD INSURANCE needed... WATERFRONT SANCTUARY ~ This private seaside retreat in an idyllic setting high above Long Island Sound is a rare opportunity to own a truly unique and special property that offers tranquility and inspiration with its sweeping views of the sea and specialty trees, perennial gardens, and abundance of nature on 1.36 acres of direct waterfront. Begin your day with the sun rising over the water in front of you on your balcony in your master bedroom suite high above LIS, take in the sunlit days on the expansive deck watching the sea sparkle, and wind down your evening with a glass of wine in the gardens with the moonlight dancing on the water in front of you. Beautifully designed, this classically elegant 4500 sf/5 BR/3.5 bath shingle style home was built by renowned Lyme craftsman, Skip Broom, with superior construction, distinctive detail and ever-changing scenery from each room. Sunlit living spaces open to the nature around you, inviting both relaxation and entertaining while a separate studio building with its performance-level cork floors and 360 degrees of windows are perfect for yoga, dance, meditation, art, music, or an office.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Rose Ciardiello of William Raveis Real Estate

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27 Sachems Guilford CT 06437
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Price$2,500,000

Est. Mortgage: $/month

MLS Number170375554

  • Single Family
  • Square Feet 5,684
  • Bedrooms 4
  • Bathroom 6
  • Year Built 1987

Waterfront homes today play a grander role than ever in promoting and preserving healthy relationships between family, friends and neighbors; offering a safe harbor to congregate without many of the health concerns that have brought vacation travel, for the most part, to a standstill. Imagine breakfast on one of your numerous decks, walks along the water and picnics on your large grassy yard. Then again, there's nothing quite like being able to sit quietly in a room, on a deck or on a beach, gaze at the water and gather one's thoughts in today's tumultuous world. On the water, the scenery constantly changes; yet is dependably serene. Perched safely on Vineyard Point this grand, waterfront estate, boasts spectacular views of the Connecticut Shoreline all the way to Hammonasset State Park and across the Sound to Long Island. Walls of new Marvin windows overlooking the water offer views that surpass any piece of artwork that might adorn one's walls. Dozens of French doors beckon you to step out for a breath of sea air with your morning cup of coffee or evening cocktail. 27 Sachems Avenue nestled privately in Guilford, Connecticut's Community of Vineyard Point, just across Bloody Cove from Sachems Head, offers the perfect environment for such gatherings. The location boasts a four bedroom home with a finished third floor; perfect for accommodating numerous cousins longing to once again spend time together.

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by John Campbell of Page Taft - Christie's IRE

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149 West Guilford CT 06437
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Price$2,350,000

Est. Mortgage: $/month

MLS Number170377178

  • Land
  • MLS Status Active
  • Acreage 2.13
  • UsmAmenities Waterfront
  • Waterfront

This is the best waterfront location for an ultimate private estate caliber property. An absolutely stunning DIRECT waterfront 2 acre site overlooking Faulkner's Island and providing a panorama of Long Island Sound. West Lane is home to very high value large waterfront properties chosen by those who want their own world and a sweeping all encompassing view of the Sound, Faulkners Island and the extended coastline. An extremely rare high point, no flood insurance will be required when you complete a dream home on this site. Two acres is large enough for several buildings- create a residence that offers generous family and guest space. Build your art studio, or private separate office. Give yourself the seclusion and peace you've been looking for. Dock permits and approvals in place for this property. Originally offered as half of a four acre parcel. This is the last available piece.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Margaret Muir of William Pitt Sotheby's Int'l

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Pending Continue to Show66 High Guilford CT 06437
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Price$1,649,000

Est. Mortgage: $/month

MLS Number170230741

  • Condo
  • Square Feet 2,571
  • Bedrooms 2
  • Bathroom 2
  • Year Built 2018

Welcome to the Residences at 66 High Street, where an unparalleled blend of historic preservation, luxurious amenities and cosmopolitan living awaits. Ideally located in the heart of Guilford, residents can bask among sweeping views of the salt marsh and Long Island Sound, as well as take full advantage of being just a block away from the vibrant downtown center and Green. These chic, ultra-modern units pair masterful craftsmanship with a contemporary flair capturing the essence of sophistication and convenience in the heart of Guilford. The sleek, inspired design of these single-level units caters to sophisticated, in-town living.Each residence possesses a thoughtfully laid out open floor plan highlighted by high ceilings, crown moldings, finely appointed baths and exquisite high end finishes throughout. Community amenities include; a modern fitness and training room, a proposed in-ground pool with a blue stone covered patio, community garden, bicycle racks, bird watching area and a kayak launch. This award-winning luxury condominium development affords a unique level of opulence, location and sophistication like no other, having earned the Home Builders and Remodelers Association of CT distinguished HOBI Award for Project of the Year along with Best Luxury Condo Development.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Nicole L White and Byron Lazine of William Raveis Real Estate

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137 Old Quarry Guilford CT 06437
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Price$1,637,500

Est. Mortgage: $/month

MLS Number170375626

  • Single Family
  • Square Feet 931
  • Bedrooms 1
  • Bathroom 1
  • Year Built 1998

OLD QUARRY - Narrows Island Accessed by Bridge - Get lost in the Serenity of this South & West Facing Magical Bungalow. A rare Unparalleled Opportunity to Experience Unspoiled and Natural Surroundings, Immersed in Privacy with Serene Natural Beauty and Expansive Panoramic Views of Long Island Sound, Old Quarry Inlet, and the Thimble Islands. The Open Floor Plan is Exceptional offering Water Views from every room... Design Details are Extraordinary...Carefully selected materials were Paramount for every living Space offering a Unique Consistency of Modern Cutting-Edge Design that is as Calming and Tranquil as the water, and Natural Light that are ever Present. Features Newly Remodeled Kitchen with Subzero and Wolf Range opens to your Private Patio Ideal for Peaceful Mornings and Sunset Dinners. The Living Room features Cathedral Ceiling, Built-ins, and a Stony Creek Granite Wood Burning Fireplace. The upper-level features Master Bedroom with Water Views, Vaulted Ceiling and Hardwood Floors. This Property is Ideal for those seeking Seclusion and a Warm Creative Living Space. Convenient to Town, Stony Creek Village, Restaurants, Shopping, Yale, and Train. 75 miles NYC and 19 Miles from Hamptons. A MUST SEE for those seeking a unique Waterfront Home and location. Not in the Old Quarry Association.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Joseph Piscitelli and John L Guarino of Coldwell Banker Realty

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179-197 Prospect Guilford CT 06437
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Price$1,620,000

Est. Mortgage: $/month

MLS Number170357018

  • Single Family
  • Square Feet 3,315
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1930

Waterfront-A rare opportunity! This home is perfectly positioned to offer a scenic front view of Long Island Sound and a peaceful back view of South Bay. Breathtaking views from every room. This home is located in the highly prestigious Sachem's Head Association and steps away from the Sachem's Head Yacht Club. This historic home 3315 sq ft home was once the boathouse to founding members of the Yacht Club. Smell the salt air, watch the sailboats drift by, and fish off your dock. When the temperature rises take a dip in the water and rinse off in the outside shower. Walk down the street and go clamming for dinner. Have your morning coffee on the back deck and watch the incredible activity in the bay: Osprey, Bald Eagles, Blue, White Heron, and Cormorant all searching for breakfast. In the evening have a glass of wine while you watch the exceptional sunsets on the second level deck. Enjoy your winter evenings in front of a cozy fire after a long brisk walk along the waterfront. A large yard overlooks a Monet style bridge. The home offers a professional style office with built-ins, an attached library, and one of the best views! Many updates. Welcome to Barefoot, welcome home

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Karen Stephens of Page Taft - Christie's IRE

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5 Woods Guilford CT 06437
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Price$1,600,000

Est. Mortgage: $/month

MLS Number170333290

  • Single Family
  • Square Feet 3,957
  • Bedrooms 2
  • Bathroom 3
  • Year Built 2020

A Secluded Village Awaits in "The Woods." Experience impeccable craftsmanship in our elegant private village of five unique, luxury homes bordering a land preserve. Cluster type development - no common walls! Groundskeeping, snow plowing taken care of. Secluded setting, but business owners will be ecstatic to both live & work in this alternative to big city living. Walk to luxury office space on the grounds! In this campus-like atmosphere, also walk to the dentist, salon, restaurant, and more! The moment you enter this whimsical retreat, you'll feel an immediate sense of calm, connection, and security. Step through the high-arched stone entries to interiors etched in elegance: a blend of formal, casual, and comfortable. All aspects of our homes showcase rare quality and design that immediately demands attention. The home's heart and soul is the open-air, high-walled courtyard - an extension of the living space with elaborate stonework and an elegant custom stone fireplace soaring 20-feet - creating a solid old-world core, beautifully complimenting the home. Choose a completed home or customize these substantially finished sophisticated residences to match your lifestyle. Schedule a showing to experience all this unique property has to offer, but please feel welcome to drive by; GPS does not yet recognize Woods Way address as it is a new road. See the Woods Way Street sign at the corner of 2614 Boston Post Road & Woods Way. Go to end to the secluded private residences.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Edward Hillyer of William Raveis Real Estate

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149 Prospect Guilford CT 06437
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Price$1,599,900

Est. Mortgage: $/month

MLS Number170395526

  • Single Family
  • Square Feet 2,875
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1900

SACHEM'S HEAD WATERFRONT! This remodeled home is located in the heart of the SHA just a few doors down from the Sachem's Head Yacht Club and within walking distance to the associations beach, tennis/paddle tennis courts and the kayak/boat launch. Originally built in 1882 by William Walker Carter this home has been completely renovated and enjoys water views from most of the rooms. Enjoy relaxing on the front wrap around porch or the rear Ipe deck and lush yard that has been professionally landscaped. Interior features include hardwood floors, custom built-ins, gourmet kitchen with granite counters/stainless steel appliances,walk-in pantry, large living room with gas fireplace, great room overlooking the South Bay with cathedral ceilings, large main bedroom with cathedral ceilings overlooking the sound with full bathroom and walk-in shower. Exterior features include a whole house generator and outdoor shower. Flood insurance is only $2200 a year. Experience quintessential New England in this coveted waterfront community located just 3.5 miles from the Historic Guilford Green shops/restaurants/train station and just 90 miles from New York City.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Peter Cowie and Nikki Travaglino of William Pitt Sotheby's Int'l

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2 Woods Guilford CT 06437
Save Favorite

Price$1,590,000

Est. Mortgage: $/month

MLS Number170333271

  • Single Family
  • Square Feet 5,312
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2020

A Secluded Village Awaits in "The Woods." Experience impeccable craftsmanship in our elegant private village of five unique, luxury homes bordering a land preserve. Cluster type development - no common walls! Groundskeeping, snow plowing taken care of. Secluded setting, but business owners will be ecstatic to both live & work in this alternative to big city living. Walk to luxury office space on the grounds! In this campus-like atmosphere, also walk to the dentist, salon, restaurant, and more! The moment you enter this whimsical retreat, you'll feel an immediate sense of calm, connection, and security. Step through the high-arched stone entries to interiors etched in elegance: a blend of formal, casual, and comfortable. All aspects of our homes showcase rare quality and design that immediately demands attention. The home's heart and soul is the open-air, high-walled courtyard - an extension of the living space with elaborate stonework and an elegant custom stone fireplace soaring 20-feet - creating a solid old-world core, beautifully complimenting the home. Choose a completed home or customize these substantially finished sophisticated residences to match your lifestyle. Schedule a showing to experience all this unique property has to offer, but please feel welcome to drive by; GPS does not yet recognize Woods Way address as it is a new road. See the Woods Way Street sign at the corner of 2614 Boston Post Road & Woods Way. Go to end to the secluded private residences.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Edward Hillyer of William Raveis Real Estate

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715A Richies Guilford CT 06437
Save Favorite

Price$1,589,380

Est. Mortgage: $/month

MLS Number170384886

  • Single Family
  • Square Feet 3,350
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2021

Exceptional quality home to be built. Beautifully sited high atop the hill on the end of a neighborhood cul-de-sac and overlooking the East River, this new home from award winning builder Advantage Contracting will feature classic Cape style with a coastal flare. 4 acre building lot. Stunning high end finishes, interiors with dramatic shiplap paneling, sleek trim work, and built-ins throughout. State-of-the-art kitchen with inset furniture grade cabinetry and a large family room flow to open floor plan dining area and out to a patio overlooking the East River. Vaulted 1st floor master bedroom, walk in closet, and spa like bathroom with high end finishes. A hidden pantry is accessible with barn sliding doors on each end of the room. Exterior finishes include James Hardie fiber cement clapboard siding, custom PVC exterior trim, and a Haint Blue bead board entry porch ceiling. Color scheme for windows and siding to be determined with BUYER. Natural gas, septic, well water, and underground power. Not in a view tax zone. Builder is known for creating super energy efficient farmhouse style homes with impressive interior finishes and flawless attention to detail throughout.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Tina Rupp of William Pitt Sotheby's Int'l

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136 Neck Guilford CT 06437
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Price$1,500,000

Est. Mortgage: $/month

MLS Number170379150

  • Single Family
  • Square Feet 1,149
  • Bedrooms 1
  • Bathroom 2
  • Year Built 1971

Discover at the intersection of Madison's Circle Beach and Guilford's Grass Island, a rare coastal retreat. How many have longed for a place to immerse in nature away from home and work, not a vacation place, but a place to think. These places are called "Third Spaces". Many achievers have them, where is yours? It could be here in Guilford, Connecticut. In 1971, a young, later to become iconic modernist architect in the New Haven community, Vincent Amore, AIA, designed and built a coastal retreat for he and his family immersed in salt air, marsh fragrances and sun soaked views of the ever-changing, delightful southernmost Sound in New England. Biophilia or "Love of Life" is architecturally expressed in this Amore designed and built retreat. Known by area sailors it is akin to being aboard a moored fully outfitted yacht. It is now time for this unique property to pass on and inspire others. A one bedroom, one and a half bath home, it has expansive space as it blurs the line of indoors and out. A truly biophilic architectural experience through its exquisite design detail and its magical refuge and prospecting position in coastal nature. This property will be offered immediately with access only to digital interior video allowing exterior previews, by appointment only, in advance of a June opening for serious buyers to tour its interior.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Carol A Mancini and Ronald Mazzacane of William Pitt Sotheby's Int'l

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3 Woods Guilford CT 06437
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Price$1,450,000

Est. Mortgage: $/month

MLS Number170333281

  • Single Family
  • Square Feet 4,312
  • Bedrooms 2
  • Bathroom 3
  • Year Built 2020

A Secluded Village Awaits in "The Woods." Experience impeccable craftsmanship in our elegant private village of five unique, luxury homes bordering a land preserve. Cluster type development - no common walls! Groundskeeping, snow plowing taken care of. Secluded setting, but business owners will be ecstatic to both live & work in this alternative to big city living. Walk to luxury office space on the grounds! In this campus-like atmosphere, also walk to the dentist, salon, restaurant, and more! The moment you enter this whimsical retreat, you'll feel an immediate sense of calm, connection, and security. Step through the high-arched stone entries to interiors etched in elegance: a blend of formal, casual, and comfortable. All aspects of our homes showcase rare quality and design that immediately demands attention. The home's heart and soul is the open-air, high-walled courtyard - an extension of the living space with elaborate stonework and an elegant custom stone fireplace soaring 20-feet - creating a solid old-world core, beautifully complimenting the home. Choose a completed home or customize these substantially finished sophisticated residences to match your lifestyle. Schedule a showing to experience all this unique property has to offer, but please feel welcome to drive by; GPS does not yet recognize Woods Way address as it is a new road. See the Woods Way Street sign at the corner of 2614 Boston Post Road & Woods Way. Go to end to the secluded private residences.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Edward Hillyer of William Raveis Real Estate

Virtual TourSchedule TourAsk A QuestionMore Details

4 Woods Guilford CT 06437
Save Favorite

Price$1,450,000

Est. Mortgage: $/month

MLS Number170333288

  • Single Family
  • Square Feet 3,837
  • Bedrooms 2
  • Bathroom 3
  • Year Built 2020

A Secluded Village Awaits in "The Woods." Experience impeccable craftsmanship in our elegant private village of five unique, luxury homes bordering a land preserve. Cluster type development - no common walls! Groundskeeping, snow plowing taken care of. Secluded setting, but business owners will be ecstatic to both live & work in this alternative to big city living. Walk to luxury office space on the grounds! In this campus-like atmosphere, also walk to the dentist, salon, restaurant, and more! The moment you enter this whimsical retreat, you'll feel an immediate sense of calm, connection, and security. Step through the high-arched stone entries to interiors etched in elegance: a blend of formal, casual, and comfortable. All aspects of our homes showcase rare quality and design that immediately demands attention. The home's heart and soul is the open-air, high-walled courtyard - an extension of the living space with elaborate stonework and an elegant custom stone fireplace soaring 20-feet - creating a solid old-world core, beautifully complimenting the home. Choose a completed home or customize these substantially finished sophisticated residences to match your lifestyle. Schedule a showing to experience all this unique property has to offer, but please feel welcome to drive by; GPS does not yet recognize Woods Way address as it is a new road. See the Woods Way Street sign at the corner of 2614 Boston Post Road & Woods Way. Go to end to the secluded private residences.

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Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Edward Hillyer of William Raveis Real Estate

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2219 Alexander Guilford CT 06437
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Price$1,349,900

Est. Mortgage: $/month

MLS Number170360416

  • Single Family
  • Square Feet 4,500
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2021

Are you ready to build the house of your dreams?This brand new construction 4500+ sq ft custom colonial on last lot on cul-de-sac in guilford's most sought after neighborhood “andrews ridge” subdivision. Buyers will be able to choose from an array of high end appliances, beautiful cabinetry, hardwood floors, granite or quartz counters, vanities and so much more! The 1st floor of this spectacular spacious home will have a grand entrance open foyer, family room located off the huge gourmet kitchen with eat-in nook area & pantry, formal dining room, office, mud room, full bath, the 2nd will offer master bedroom suite with two walk-in closets and large master bath with walk in shower, soaking tub. The 3 other bedrooms also all with walk-in closets and 2 additional full baths, laundry room and bonus room. Crown molding, raised panels, hardwood floors, 3 car garage, are just too name a few of the incredible features in this spectacular home. Don't miss out on making this dream a reality and working with the quality & reputable builders j.J. Russo and sons construction. Builder will also work with other plans provided.

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Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Tracy Bonito of William Raveis Real Estate

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85 Boston Guilford CT 06437
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Price$1,175,000

Est. Mortgage: $/month

MLS Number170200332

  • Single Family
  • Square Feet 3,279
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1707

An unquestionable treasure among Guilford's array of antique homes, The Thomas Burgis II House, constructed between 1707 and 1735, was lovingly modernized, preserved and restored. Listed on the National Register of Historic Places and awarded a Certificate of Merit for its modernization and preservation by the Guilford Preservation Alliance, it is situated on perhaps the most attractive site in the vicinity of Guilford's much acclaimed Town Green. Occupying approximately one acre, the property includes four well preserved mid-19th Century outbuildings - a large "English Barn", a corn-crib, a carriage house used as a two car garage and a "3 seater outhouse". The house has three bedrooms, a study/bedroom, a keeping room/dining room, a dining room/bedroom, kitchen, mudroom, full attic and two cellars. There is a massive central chimney, four fireplaces and an 18th century bake oven. Centrally air conditioned and heated with natural gas, remotely controlled, it has low voltage lighting with state of the art fixtures. Of particular note is the property itself. Landscaped with a stream and bridge which together with its trees (including a espaliered pear and very old Quince) and perennial gardens has been the subject of local admiration and garden tours. The property is of unusual beauty and landscaped with unusual effectiveness.

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Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Peter Cowie and Nikki Travaglino of William Pitt Sotheby's Int'l

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12 Spring Guilford CT 06437
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Price$1,125,000

Est. Mortgage: $/month

MLS Number170374394

  • Single Family
  • Square Feet 4,170
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1998

Step inside this stunning 3-bedroom Colonial and fall in love. This spacious home on a double lot is the perfect blend of indoor and outdoor living with breathtaking views of the marsh and the Long Island Sound beyond. The main level features an open floor plan that is just made for entertaining and takes full advantage of the incredible water views. The living room has a beautiful brick-faced, gas-burning fireplace and soaring vaulted ceilings with exposed beams, and flows right into the dining area. Step past the large center island, complete with a built-in wine fridge and enter into your spacious eat-in kitchen with custom-made, maple cabinets and granite counter tops. The main level also features a full bath, renovated, with a leathered marble countertop, and two large bedrooms. Head upstairs to enter the sanctuary that is the master suite. Vaulted ceilings, a walk-in dressing room with a custom closet system, Palladian windows, a full bath with tub and walk-in shower, a secluded office, and enchanting views of the water are just a few of the highlights of this space. Also on this level is the perfect office space, with lovely French doors to allow quiet privacy. The full finished basement has an additional family room with its own full bath, an abundance of storage space and sliders out to the back yard. Once outside, relax in your hot tub, gather round the stone fire-pit, or rinse off in your outdoor shower complete with hot and cold water!

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Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Kelly Whiteman of William Raveis Real Estate

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65 Ironwood Guilford CT 06437
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Price$1,100,000

Est. Mortgage: $/month

MLS Number170392972

  • Single Family
  • Square Feet 6,861
  • Bedrooms 5
  • Bathroom 7
  • Year Built 2001

FRENCH COUNTRY ARCHITECTURAL ELEGANCE; HIGHLY DESIRABLE NEIGHBORHOOD! This CUSTOM BUILT HOME includes a LIFETIME ROOF WARRANTY residing on 1.84 ACRES on the Madison/ Guilford town line and presents the best of everything in a singular setting. NEW High School; The Butler's pantry kitchen with warming drawer & Subzero wine chiller and refrigerator, along with 2 DISHWASHERS & 2 OVENS; 5 BEDROOMS ALL EN SUITE and a Stunning Master Suite featured in Architectural Digest!!!! The master was designed by Phyllis Morris & includes a fireplace and divine his & her master bath and WALK-IN CLOSET complete with island and built-in storage areas.The 3rd FLOOR can be used as an IN-LAW suite, featuring a loft area and WALK-IN CLOSETS.. The home has four custom fireplaces and boasts a Billiard Room and Pub with rich wood walls , coffered ceiling and custom bar. The family room with soaring CATHEDRAL CEILINGS overlooks the garden, HEATED IN-GROUND POOL AND SPA, FIRE-PIT, two electric awnings and &2 gazebos complete with the Green Egg &full outdoor grill/kitchen!. The basement included a CEDAR CLOSET and SECURITY ROOM with an exit way. NEWLY INSTALLED GENERATOR guarantees no loss of power. The professional landscaping and English Rose Garden is rich in design and thoughtfully detailed. The home is privately located yet convenient to all amenities including beaches, state park, farms, shopping, dining, golf course, lake,etc. Some furniture/details neg. Location, Sophistication and Style.

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Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Danielle Capece of Keller Williams Prestige Prop.

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134 Trolley Guilford CT 06437
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Price$1,100,000

Est. Mortgage: $/month

MLS Number170261877

  • Single Family
  • Square Feet 1,755
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1969

WATERFRONT - Sachems Head Area - Land your Dream Here - Leased through August 31st. Enjoy 180-degree water views from this single level, SW facing, 3-bedroom Contemporary set on .50 acre with unobstructed views of Joshua Cove and the most spectacular sunsets. Light and bright with a cool ocean breeze. Perfect for entertaining, Enjoy family outings on large rolling green lawn and front patio. Open floor plan with hardwood floors and deceptively spacious interior is waiting for you to use your own creative flair to make this home something special. Features Master Bedroom Suite, Living room with fireplace, large Family room, galley Kitchen and sun room. Oversized 2 car garage with additional storage space above. Close proximity to sandy beach, great fishing, clamming, kayaking and hiking trails. A MUST SEE for the waterfront enthusiast. Just minutes to the Guilford green, shops and restaurants. Convenient to Yale, train, 75 mi NYC.

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Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Joseph Piscitelli and John L Guarino of Coldwell Banker Realty

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25 Waterside Guilford CT 06437
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Price$1,099,000

Est. Mortgage: $/month

MLS Number170392408

  • Single Family
  • Square Feet 2,846
  • Bedrooms 5
  • Bathroom 5
  • Year Built 1968

Welcome home to this DIRECT WATERFRONT property located in the sought out neighborhood of Sachems Head. The home features about 100 feet of sandy beach with spectacular views of Thimble Islands and Long Island Sound from almost every room. The possibilities are endless for this spacious home which boasts 5 bedrooms, 5 full baths, wet bars and 3 levels of livable space. Great opportunity to live year-round or use as an investment property. Enjoy your summer days swimming, kayaking, or relaxing on your own private beach. This home is conveniently located, just minutes away from Guilford Green which offers fine dining and shopping. The Elevation of the home makes it most desirable! It has never been endangered by flood damage even through storms and hurricanes. Put your personal touches and make this your dream home. Schedule YOUR private showing today. This home WILL NOT last!

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Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Josue Nieves of Executive Real Estate Inc.

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Pending Continue to Show66 High Guilford CT 06437
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Price$1,000,000

Est. Mortgage: $/month

MLS Number170261409

  • Condo
  • Square Feet 2,033
  • Bedrooms 2
  • Bathroom 2
  • Year Built 2020

Welcome to the Residences at 66 High Street, where an unparalleled blend of historic preservation, luxurious amenities and cosmopolitan living awaits. Ideally located in the heart of Guilford, residents can bask among sweeping views of the salt marsh and Long Island Sound, as well as take full advantage of being just a block away from the vibrant downtown center and Green. These chic, ultra-modern units pair masterful craftsmanship with a contemporary flair capturing the essence of sophistication and convenience in the heart of Guilford. The sleek, inspired design of these single-level units caters to sophisticated, in-town living, with the convenience of underground garage parking with a central elevator up to each floor. Each residence possesses a thoughtfully laid out open floor plan highlighted by high ceilings, crown moldings, finely appointed baths and exquisite high end finishes throughout. Community amenities include;a modern fitness & training room,a proposed in-ground pool with a blue stone covered patio,community garden,bicycle racks, bird watching area & kayak launch.This award-winning luxury condominium development affords a unique level of opulence,location and sophistication like no other, having earned the Home Builders and Remodelers Association of Connecticut distinguished HOBI Award for Project of the Year along w/ Best Luxury Condo Development.

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Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Nicole L White and Byron Lazine of William Raveis Real Estate

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120 North Fair Guilford CT 06437
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Price$975,000

Est. Mortgage: $/month

MLS Number170390220

  • Condo
  • Square Feet 2,875
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2012

BREATHTAKING is the only way to describe this NewYork style penthouse 3 BR condominium right in DOWNTOWN GUILFORD. Rarely does a place like this come available. Take the elevator to the top floor of this 8 unit mid rise and open the door to the dramatic open floor plan, and immediately notice the exposed stone and exposed solid timbers. No money was spared in the high end Poggenpohl kitchen complete with 4” granite counters, plentiful storage and a full suite of top end Miele appliances including a 5 burner gas stove, dual convection ovens even a warming drawer and full pantry. A second walk in pantry/laundry room even has a full size Viking refrigerator. The great room/dining room features a wall of custom built-ins, gas fireplace and a glass french door out to the deck, perfect for barbecuing or relaxing. The master suite is a spacious and bright retreat graced with a spa like serene bathroom. A soaking tub, walk in stone shower with body sprays and a rainshower overhead will make you never want to leave. Enormous walk in closet completes this private wing. The second en-suite bedroom won't disappoint with a stunning bathroom and walk in closet. Need a home office? One flight up to the spectacular loft space that features a dramatic view to the main floor below and the open soaring cupola above. Plenty of room for your desk or use as a your 3rd guest room with a beautiful 1/2 bath.

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listed by Susan Santoro of William Pitt Sotheby's Int'l

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Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2021 Smart MLS, Inc. All rights reserved.