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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Pending Continue to Show83 Old Quarry Road Guilford CT 06437
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Price$5,397,000

Est. Mortgage: $/month

MLS Number170339878

  • Single Family
  • Square Feet 4,732
  • Property Style Colonial
  • Bedrooms 4
  • Year Built 1996

WATERFRONT PRIVATE DOCK - 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 w/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 with a Private Patio, Soaking Tub and Shower. Executive Office w/Fireplace and Built-ins. Large Entertainment/Exercise/Yoga Room w/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 & Putting Green. Old Quarry Assoc includes Dock, Mooring, Boat Ramp Beach and Tennis Court. Assoc Dues required. Conv to Town, Restaurants, Yale,Train. 75 miles NYC. A MUST SEE for those seeking a unique Waterfront Home and location.

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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66 High Street Guilford CT 06437
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Price$5,000,000

Est. Mortgage: $/month

MLS Number170414731

  • Condo
  • Square Feet 2,035
  • Bedrooms 4
  • Bathroom 2
  • Year Built 2022

Welcome toThe Residences at 66 High Street, where an unparalleled blend of historic preservation, luxurious amenities, and cosmopolitan living awaits. The Chittenden Building is the final building in the development at 66 High Street. The development has already sold out the other three buildings, won numerous awards, and broke every New Haven County record for luxury condos, creating unimaginable value for residents. Inside each single-level luxury residence, find a thoughtfully laid-out open floor plan highlighted by high ceilings, crown moldings, finely appointed baths, and exquisite high-end finishes throughout. 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. Community amenities include underground parking with a central elevator to bring you up to your floor, modern fitness and training room, inground pool, 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 Connecticut distinguished HOBI Award for Project of the Year along with Best Luxury Condo Development. Select your preferred unit now and build-to-suit for your custom preferences!

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 of William Raveis Real Estate

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320 Vineyard Point Road Guilford CT 06437
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Price$2,995,000

Est. Mortgage: $/month

MLS Number170428047

  • Single Family
  • Square Feet 7,220
  • Bedrooms 4
  • Bathroom 6
  • Year Built 1987

Seaside Compound perched high on a hill on over 4.8 acres overlooking the Long Island Sound and private deeded beach. When you drive towards the main house from the road you'll see the access road to the beach on your right and access to the compound on your left. The first building is the detached 1100 sq ft ranch styled guest home with 2 bedrooms with ensuites, hardwood floors, open concept kitchen and living room with fireplace that was built in 2004. There is plenty of closet space as well as a stackable washer/dryer. Continuing onto the main house you'll then pass a detached oversized heated two car garage with finished work/studio space above that was built in 2008. The main house was completely renovated/added onto in 1987 and designed by published architect Peter Woerner. The main level has gorgeous light filled entertaining spaces that open onto the rear deck and pool space. There are also two bedrooms with ensuites on this level with curved architectural details. The 2nd floor has another guest bedroom with ensuite as well as Main bedroom retreat. The main bedroom has a fireplace, sliders to a large balcony overlooking the grounds and LIS, two offices, an exercise room, large walk-in closets, dressing area and spa like bath with soaking tub and tiled shower. Guilford CT is a quintessential seaside New England town located just 90 miles to NYC.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Nikki Travaglino and Peter Cowie of William Pitt Sotheby's Int'l

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Open House53 Prospect Avenue Guilford CT 06437
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Price$2,500,000

Est. Mortgage: $/month

MLS Number170433315

  • Single Family
  • Next Open House: Sun 10/17 11:00 am. to 12:30 pm.
  • Square Feet 3,970
  • Bathroom 4
  • Year Built 2009

RARE ONE-OF-A-KIND HOME IN PRESTIGIOUS SACHEM'S HEAD! Experience warm breezes, fun times and making memories in this custom designed and built home. This stunning home offers water views from all sides including marsh views in the back. This home offers 4 bedrooms, 3 full and 1 half baths. One of the only homes in the area with an inground pool, pool house that includes a kitchen, half bath with laundry room and multiple patios and decks for exceptional ease in outdoor entertaining. A non-slip basket ball court adds to the outdoor fun. The 3 car garage has epoxy floors and a lift for a fourth car. The inside amenities will knock your socks off! State of the art lighting and blinds open at a touch. The gourmet chef's kitchen features high-end Viking appliances including a wine cooler and separate bar area. The kitchen's center island, granite countertops and a breakfast nook open to a spacious living room with fireplace and views of Long Island Sound. Featuring beautiful wood floors, large windows and glass doors to allow natural light and views to bathe the interior. First floor office boasting coffer mahogany ceilings, paneled walls and custom designed built-ins. A light filled sun room/family room, mudroom with custom cabinets/pantry and formal dining room round out the main floor. Stepping upstairs the sumptuous master bedroom has a private deck with water and pool views, an incredible bathroom with soaking tub and shower plus amazing his-and-hers closets.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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1671 Long Hill Road Guilford CT 06437
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Price$2,000,000

Est. Mortgage: $/month

MLS Number170441432

  • Land
  • MLS Status Active
  • Acreage 28.2
  • Other Amenities Waterfront
  • Subdividable Unknown

Amazing Opportunity to develop approx. 14+ homes in the extremely desirable shore town of Guilford! Pastoral 28+ acres of beautiful land. The location fronts on Long Hill Road which, unlike much of Guilford, has both Public Water and Natural Gas lines. The property backs up to the Town of Guilford's Bittner Park. The seller has an A2 survey and a concept drawing of a plot plan (see images). The property will require the buyer to do their own diligence for site plan approvals. Listing agent must be present for all showings (please do not walk property without them)

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Ken Burton and Barbara Zink of Coldwell Banker Realty

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46 Vineyard Avenue Guilford CT 06437
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Price$1,900,000

Est. Mortgage: $/month

MLS Number170429738

  • Single Family
  • Square Feet 5,033
  • Bedrooms 5
  • Year Built 1997
  • Bathroom 5

Beautiful DIRECT WATERFRONT Shingle Style house, in sought after Vineyard Point, Sachems Head, Guilford, CT. Custom built home, designed by architect Tony Terry w/ gorgeous unobstructed views of Long Island Sound, Faulkner's Is. AND views of approx 10 acres of lush protected tidal salt marsh to the rear of property. Swim from the 100' private beach & rocks. Large double lot is 0.49 acre w/specimen plantings. Wonderful wrap around porch affords endless hours of relaxing in the fresh air & enjoying expansive water views & active bird life. This gable roof, 10 room, 5 bedrm, 5 bathrm house w/ 2nd floor balconies was totally rebuilt in 1997 by the family who has owned the property for the last 3 generations. The first floor boasts an open floor plan with a large LR w/ FPL, eat-in kit, fam room, full bath, mudrm w/ sink & two car attached garage. The second & third floors include 5 bedrms & 4 bathrms. Many built ins, Generator, Visman furnace 5 zone , 4 zone AC , central vac & sprinkler system. Original 1920's stone walls & planters adorn the large lovely level lot & affords a great area for kids to play. Large room & full bathm over garage=possible in law quarters. Only 3.3 miles to the historic Guilford Green & Town Center where you will find a multitude of shops, restaurants & events year round. 88 miles to NYC. Large shed great for small boats/ext storage. Tap on "reel" to see video. Bird lovers paradise! Views from every window- a must see!

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Faith C Whitehead of William Pitt Sotheby's Int'l

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66 High Street Guilford CT 06437
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Price$1,750,000

Est. Mortgage: $/month

MLS Number170415851

  • Condo
  • Square Feet 2,035
  • Bedrooms 2
  • Bathroom 2
  • Year Built 2022

Welcome toThe Residences at 66 High Street, where an unparalleled blend of historic preservation, luxurious amenities, and cosmopolitan living awaits. The Chittenden Building is the final building in the development at 66 High Street. The development has already sold out the other three buildings, won numerous awards, and broke every New Haven County record for luxury condos, creating unimaginable value for residents. Inside each single-level luxury residence, find a thoughtfully laid-out open floor plan highlighted by high ceilings, crown moldings, finely appointed baths, and exquisite high-end finishes throughout. 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. Community amenities include underground parking with a central elevator to bring you up to your floor, modern fitness and training room, inground pool, 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 Connecticut distinguished HOBI Award for Project of the Year along with Best Luxury Condo Development. Select your preferred unit now and build-to-suit for your custom preferences!

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 of William Raveis Real Estate

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490 three Corners Road Guilford CT 06437
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Price$1,700,000

Est. Mortgage: $/month

MLS Number170395712

  • Single Family
  • Square Feet 5,350
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1979

A paradise home set on a cul de sac, sits this architecturally distinct home, you will drive over a long private driveway with pavers and stone walls with loads of outdoor lighting and see this this architecturally distinct home with a Mediterranean style Colonial. At the close you are met by this amazingly designed home with stone on the entire facade. A lifestyle house, it's begging for gatherings & holidays with its amazing entertaining layout. Upon entry, the refreshingly flexible and customized layout is a breath of fresh air. While it offers an open floor plan with 2 stone fire places, it still allows for private spaces! The main level boasts 8 rooms starting with large state of the art kitchen designed for a chef, with 6 burners plus grill wolf stove, zubzero, 2 ovens, 2 dishwashers, two sinks and imported granite for Island and counters tops. Marble floors through out Kitchen and open dining room. Formal living room offers stone a fireplace also opened to the formal dining Rm. The family room is centered by a stone fireplace accessing the Kitchen. enjoy the piano Rm. along the very large game room on the main level. Upstairs boasts a beautiful master suite with very large sitting /office room 2 walkin closits and master bath master, two guest bedrooms & a full bath. Are you a Hiker or like horse horseback riding This property borders beautiful hiking trails and Hidden Lake of protected land of Westwoods Preserves.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Giulio Liguori of American First Realty LLC

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

Est. Mortgage: $/month

MLS Number170375626

  • Single Family
  • Square Feet 931
  • Year Built 1998
  • Property Style Cape Cod
  • Bedrooms 1

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: 3.05% last updated on Oct 14, 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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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: 3.05% last updated on Oct 14, 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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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: 3.05% last updated on Oct 14, 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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1300 Long Hill Road Guilford CT 06437
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Price$1,525,000

Est. Mortgage: $/month

MLS Number170443776

  • Single Family
  • Square Feet 1,612
  • Bathroom 2
  • Bedrooms 3
  • Property Style Ranch

**Extraordinary Sub-Division opportunity on this 39+ acre property less than 5 minutes to the Guilford green. This is where you will find this meticulous, beautifully crafted 3 bedroom ranch home. Privately set back with a breathtaking setting. A large rocking chair porch sets the tone where upon entering, you will immediately notice the open floor plan. The sunny & spacious living room leads to a wonderful 3 season porch with walls of windows. The eat-in kitchen overlooking the newly planted tree farm has an abundance of cabinets. All 3 bedrooms are all generous size. The master bedroom has an updated full bath and walk in closet as well as the laundry room. The walk-up attic is ready to be finished for additional living space. Need more room?? The walk out lower level is huge and the double glass doors lead directly out to the quiet side yard. Absolutely stunning views from every window. Enjoy the quietness of farmland with a pond view behind you. Easily one of the most tranquil settings Guilford has to offer. This truly is a once in a lifetime opportunity. The property has been in the same family for nearly 100 years. So whether you are looking for a subdivision opportunity with an award-winning school district as well as gas and city water available, or you are looking for complete privacy with the possibility of owning your own horse farm this is it! Just minutes to town, shopping & highways. Feasibility studies and map available.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Alicia Mahon and Susan Santoro of William Pitt Sotheby's Int'l

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45 Scenic View Drive Guilford CT 06437
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Price$1,500,000

Est. Mortgage: $/month

MLS Number170403899

  • Single Family
  • Square Feet 5,480
  • Bathroom 5
  • Bedrooms 4
  • Year Built 2000

CUSTOM BUILT 4 BDRM MASTERPIECE ON 4.5 ACRES OF LAND. From the moment you enter the vestibule, you are struck with the unparalleled craftsmanship of this home. The 2 story foyer provides inviting access to the Living Room, Dining Room, Kitchen and custom staircase to 2nd and 3rd floors. The Living Room, has brazilian cherry floors, sand stone marble gas fireplace and 2 sets of french doors that lead to a covered patio. The Dining with its coffered ceiling leads into the oversized dream Kitchen; 6 burner double oven, Fridge, dishwasher, wine chiller (all SS Viking) and even a dedicated U-Line ice maker. There are 3 sinks, 48" maple cabinets, carrera marble floor, limestone counters, to die for pantry, tiles from Italy and a Tulikivi stove / pizza oven. The Family Room, called the "Santa Fe Room" has custom built pueblo New Mexico designed doors, 30' ceiling with beams, rosewood plank floors and fieldstone fireplace. The Study, is a work of art; cherry wood surround the ceilings and walls with a slate floor with copper inserts. 3 of the 4 bedrooms are located on the 2nd floor, the Master is at one end, offering privacy, gas fireplace, a balcony overlooking the grounds, oversized walk-in closet, and luxury a full bath The 3rd floor is the perfect guest suite, with full bath. There are 7 zones, Buderus systems, new HVAC, generator, slate and metal roofs, new lap pool and AMAZING barn, plumbed, heated with an unfinished 2nd floor. One of a kind! See attached list of home features!

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Kirsten Adams of William Pitt Sotheby's Int'l

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3 Woods Guilford CT 06437
Save Favorite

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: 3.05% last updated on Oct 14, 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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66 High Street Guilford CT 06437
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Price$1,400,000

Est. Mortgage: $/month

MLS Number170411737

  • Condo
  • Square Feet 2,163
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2022

Welcome to The Residences at 66 High Street, where an unparalleled blend of historic preservation, luxurious amenities, and cosmopolitan living awaits. The Chittenden Building is the final building in the development at 66 High Street. The development has already sold out the other three buildings, won numerous awards, and broke every New Haven County record for luxury condos, creating unimaginable value for residents. Inside each single-level luxury residence, find a thoughtfully laid-out open floor plan highlighted by high ceilings, crown moldings, finely appointed baths, and exquisite high-end finishes throughout. 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. Community amenities include underground parking with a central elevator to bring you up to your floor, modern fitness and training room, inground pool, 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 Connecticut distinguished HOBI Award for Project of the Year along with Best Luxury Condo Development. Select your preferred unit now and build-to-suit for your custom preferences!

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 of William Raveis Real Estate

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66 High Street Guilford CT 06437
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Price$1,400,000

Est. Mortgage: $/month

MLS Number170411768

  • Condo
  • Square Feet 2,035
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2022

Welcome toThe Residences at 66 High Street, where an unparalleled blend of historic preservation, luxurious amenities, and cosmopolitan living awaits. The Chittenden Building is the final building in the development at 66 High Street. The development has already sold out the other three buildings, won numerous awards, and broke every New Haven County record for luxury condos, creating unimaginable value for residents. Inside each single-level luxury residence, find a thoughtfully laid-out open floor plan highlighted by high ceilings, crown moldings, finely appointed baths, and exquisite high-end finishes throughout. 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. Community amenities include underground parking with a central elevator to bring you up to your floor, modern fitness and training room, inground pool, 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 Connecticut distinguished HOBI Award for Project of the Year along with Best Luxury Condo Development. Select your preferred unit now and build-to-suit for your custom preferences!

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 of William Raveis Real Estate

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66 High Street Guilford CT 06437
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Price$1,350,000

Est. Mortgage: $/month

MLS Number170408963

  • Condo
  • Square Feet 2,163
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2016

Welcome to Unit 20 at the Residences at 66 High Street, where an unparalleled blend of historic preservation, luxurious amenities, and cosmopolitan living awaits. The single-level, Ranch-style unit is both luxurious and convenient. An underground parking garage has a central elevator to bring you up to your floor. Inside the residence, find a thoughtfully laid-out open floor plan highlighted by high ceilings, crown moldings, finely appointed baths, and exquisite high-end finishes throughout. 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. Community amenities include a modern fitness and training room, a newly installed inground pool, 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 Connecticut distinguished HOBI Award for Project of the Year along with Best Luxury Condo Development.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 of William Raveis Real Estate

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Pending Continue to Show105 Prospect Avenue Guilford CT 06437
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Price$1,300,000

Est. Mortgage: $/month

MLS Number170421445

  • Single Family
  • Square Feet 2,472
  • Bathroom 2
  • Year Built 1961
  • Bedrooms 2

Mid-century modern gem in the heart of Sachems Head. Simple lines, artful spaces. Walls of glass, light throughout. Nature and structure, integrating outdoor and indoor. Enjoy the colors and textures of the marsh, changing with tides and seasons. Abundant birdlife. Stunning sunsets over the harbor. Designed by architect/artist Richard L. Baringer. A first floor master opens to a deck and views down the harbor. The 2nd floor loft bedroom and office area is accessed by a spiral staircase. The adjoining deck has views of the Cove and the Sound. Lofted livingroom with peaked skylight opens to a deck and patio. A galley kitchen opens to the dining area. Sliders to a deck looking towards the Sound. The 29x17 family room provides for flexible use. Built in bar area. One of Prospect Avenue's larger lots. Home sited back from the road. Two car garage and ample off-street parking. Sachems Head is a stunning part of Guilford's coastline. The Sachems Head Association includes access to the beach, tennis courts, paddle tennis court, launch site. Sachems Head Yacht Club right down the street.. Deferred maintenance. Expect to invest in restoration and renovation. Or build your dream home on this large level lot. Property is being sold as-is. Public water. Whole house generator. Shingle roofs replaced in 2017. The 16 oversized sliders have been replaced. Ductless splits in 2 rooms. Agent owner related.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Laurie Trulock of Page Taft - Compass

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170 Chestnut Grove Drive Guilford CT 06437
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Price$1,295,000

Est. Mortgage: $/month

MLS Number170433734

  • Single Family
  • Square Feet 7,415
  • Bathroom 6
  • Bedrooms 5
  • Property Style Cape Cod, Colonial

Architecturally casual & comfortable 5 bedroom, 6 bath HOME with open feel. Stunning crown moldings, atrium windows, high ceilings, shining hardwood etc. Beautifully landscaped 1.29 ac lot on a private road off the end of a cul-de-sac. After entering the 2 story foyer, your eye is drawn to the Great Room's Monumental Stone Fireplace & cathedral ceiling, along with open Formal Dining with wet bar. Chef's Kitchen has high level appliances, Pantry, Breakfast Bar & sunny Dining area. Stunning granite counters, beautiful stone surrounds the professional gas range with grille. Plus 2 wall ovens, & cabinet matched Sub-Zero refrigerator. In warm weather enjoy the 14x14 screened porch & oversized deck. Off the Kitchen is a 1/2 Bath, Laundry room, & access to 3-car garage with storage. 1st floor Master Suite Wing, all hardwood, has Office with cherry wood built-ins & Study with fireplace, Bedroom has tray ceiling, recessed lighting, & huge Walk-in Closet. Spa Style Bathroom with whirlpool tub, 2-person stall shower, dual sinks, granite counters & WC, plus ceramic walls & heated tile floor. Handsome split stairway to 2nd floor with wide hall balcony overlooking Great Room & Foyer. There are 3 carpeted Bedrooms, one en-suite. Main bath has a Whirlpool Tub and seated shower. Plus a Bonus Room & laundry hook up. Lower level offers a 5th en-suite Bedroom. Spacious walk-out Rec Room has areas for games, movies, & billiards. Plus cedar closet, workout room, ½ bath & appliance snack bar.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Sandy Friedman of Coldwell Banker Realty

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66 High Street Guilford CT 06437
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Price$1,250,000

Est. Mortgage: $/month

MLS Number170411407

  • Condo
  • Square Feet 2,033
  • Bedrooms 2
  • Bathroom 2
  • Year Built 2022

Welcome to The Residences at 66 High Street, where an unparalleled blend of historic preservation, luxurious amenities, and cosmopolitan living awaits. The Chittenden Building is the final building in the development at 66 High Street. The development has already sold out the other three buildings, won numerous awards, and broke every New Haven County record for luxury condos, creating unimaginable value for residents. Inside each single-level luxury residence, find a thoughtfully laid-out open floor plan highlighted by high ceilings, crown moldings, finely appointed baths, and exquisite high-end finishes throughout. 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. Community amenities include underground parking with a central elevator to bring you up to your floor, modern fitness and training room, inground pool, 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 Connecticut distinguished HOBI Award for Project of the Year along with Best Luxury Condo Development. Select your preferred unit now and build-to-suit for your custom preferences!

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 of William Raveis Real Estate

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25 Waterside Drive Guilford CT 06437
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Price$1,200,000

Est. Mortgage: $/month

MLS Number170443944

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

Ever wanted your own BEACH? Imagine stepping out into your backyard and walking down a few steps onto a sandy beach to call your own! If yes, this is your opportunity. This super rare 5 Bedroom, 5 bath colonial is perfectly situated on SACHEMS HEAD. Bring your imagination and know-how to make this property your own. Property features amazing views of the ocean, 5 generously sized bedroom, 5 full bathrooms, 2 fireplaces, over 2700 sq ft of living space, and did I mention your own beach? Minutes from the Guilford green and I-95 for an easy commute to all major shoreline locations. Schedule your private showing today before its gone!

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Century 21 AllPoints Realty

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3080 Boston Post Road Guilford CT 06437
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Price$1,100,000

Est. Mortgage: $/month

MLS Number170418412

  • Land
  • MLS Status Active
  • Acreage 4.5
  • Zoning MU/C-1

4.5 acre, 644' Rt 1 frontage. High visibility, less than 2 miles to I-95. Many uses including research lab, financial, office, housing, retail, etc. Call for more detail.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Renee Stevens of Press/Cuozzo Realtors

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61 Broad Hill Circle Guilford CT 06437
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Price$1,100,000

Est. Mortgage: $/month

MLS Number170421481

  • Single Family
  • Square Feet 5,526
  • Property Style Colonial
  • Year Built 1996
  • Bedrooms 5

Welcome to majestic 61 Broad Hill Circle! This home has been newly and significantly renovated with thoughtful detail. The variety of updates begin with a fresh roof (4 years) and a conversion from oil to propane with brand-new mechanicals (3 years) making this residence comfortably warm in winter & refreshingly cool in summer. Outside, professional landscaping compliments the expertly redesigned extensive stonework. The impressive masonry continues into the inviting stone patio which leads the way to a show-stopping, in-ground heated pool (2019). Peace of mind abounds with the new whole-house generator & irrigation system. The updates continue inside with a Kitchen featuring a massive center island, granite counters & custom cabinetry housing top-of-the-line Viking appliances with a cozy Breakfast nook overlooking the picturesque backyard. A versatile Living room with fireplace & walkout to the deck has the potential to be used as a 1st floor bedroom. The main level continues with a Dining room, Living room with a fireplace for more formal entertaining. The immense Family room boasts a cathedral ceiling and yet another fireplace. A separate laundry room rounds out the spacious main level. Upstairs, the expansive primary en suite has a whirlpool tub and walk-in closet and 3 additional generous bedrooms. On the lower level, the in-law suite, outfitted with high end Viking appliances & marble counters, ensures luxurious & comfortable living for short or long-term occupants.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Linda Toscano of Page Taft - Compass

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270 Race Hill Road Guilford CT 06437
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Price$1,000,018

Est. Mortgage: $/month

MLS Number170438215

  • Single Family
  • Square Feet 3,933
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1993

The graceful, curving driveway alongside trees and lawn heightens the arrival to this 5+ acre Tuscan-inspired home. This remodeled, 3 bed | 3bath custom home has every amenity expected from a luxury dwelling: gourmet kitchen with Viking and Fisher Paykel appliances, a custom walk-in butler's pantry, a dramatic triple-height great room with oversized stone fireplace, radiant heat, and floor-to-ceiling windows looking out to the entertainer's yard with pool, pool cabana, large brick patio with a BBQ area, barn with a carport, ornamental trees, a play area, and open space for tent-style entertaining. This home is North of Boston Post Road, where the terrain takes a turn for the pastoral with woods dotted with farms and only a few minutes from Guilford and Madison's New England town greens and beaches. Numerous improvements: New Kitchen; High-Velocity A/C; Cast Iron Baseboards; Window Treatments & Awning; Generator; New Driveway; New High-Ceilinged Garage; New Mudroom; Radon Mitigation System; Roof and Gutter Improvements; Security System; New Oversized Mahagony Front Door; Pool Upgrades; Landscaping; Chimney Improvements; Water Filtration System. Guilford is under 2 hours to New York City or Boston via I-95 or coastal rail line and 20 minutes to New Haven's arts, educational, health, and cultural resources.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Patsy A Metcalf of Page Taft - Compass

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