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Extraordinary hilltop privacy surrounded by woods and fields in North Guilford. This well-maintained 3-bedroom, 1.5-bath home with attached 2-car garage is ideally sited atop a hill in a desirable setting. Recent updates include new garage foundation, mini-splits, a new roof, fresh interior paint, and gleaming hardwood floors. The main level features an open living area with wood stove, offering a flexible and comfortable layout. An eat-in kitchen, home office, and half bath complete this level. Upstairs are three bedrooms and a full bath. Enjoy outdoor living on the rear deck or in the gazebo, overlooking a private, lightly wooded setting. Conveniently located near Lake Quonnipaug, Bluff Head hiking trails, and Guilford's scenic countryside. Just a short commute to New Haven and Middletown-offering easy access to dining, culture, and entertainment. A fantastic opportunity-come see it and fall in love!

3 Beds ⋅ 2 Baths ⋅ 24168408 MLS

Extraordinary hilltop privacy surrounded by woods and fields in North Guilford. This well-maintained 3-bedroom, 1.5-bath home with attached 2-car garage is ideally sited atop a hill in a desirable setting. Recent updates include new garage foundation, mini-splits, a new roof, fresh interior paint, and gleaming hardwood floors. The main level features an open living area with wood stove, offering a flexible and comfortable layout. An eat-in kitchen, home office, and half bath complete this level. Upstairs are three bedrooms and a full bath. Enjoy outdoor living on the rear deck or in the gazebo, overlooking a private, lightly wooded setting. Conveniently located near Lake Quonnipaug, Bluff Head hiking trails, and Guilford's scenic countryside. Just a short commute to New Haven and Middletown-offering easy access to dining, culture, and entertainment. A fantastic opportunity-come see it and fall in love!

94 Quonnipaug Hill Rd, Guilford

$23,500

Experience the ultimate boating lifestyle at the prestigious Guilford Yacht Club with this prime 34-foot boat slip. Nestled along the scenic River, this slip offers a front-row seat to breathtaking sunsets and immediate access to Long Island Sound. Within five minutes of leaving the channel, you'll be on your way to premier destinations like the Thimble Islands, Sag Harbor, Three Mile or Block Island. The club has been recently dredged, ensuring excellent depth and accessibility for your vessel. The docks, reconstructed in 2012, are in top-tier condition and include a large dock box for gear, with water, electricity, and cable readily available. Ownership includes a full club membership with no initiation fee, providing a resort-style experience. You'll have full use of the magnificent clubhouse, the heated pool, and professional Har-Tru tennis courts. The grounds are well maintained and there are BBQ areas perfect for social gatherings. Convenience is key with an on-site Dock House offering showers and heads, plus the option for winter boat storage. Whether you are heading out for a fishing expedition to Montauk or enjoying a quiet evening on the water, this slip represents an incredible value in a Guilford yachting community. Don't miss your chance to secure a lifestyle of luxury, recreation, and effortless nautical adventure.

24165818 MLS ⋅ Guilford Yacht Club BLDG.

Experience the ultimate boating lifestyle at the prestigious Guilford Yacht Club with this prime 34-foot boat slip. Nestled along the scenic River, this slip offers a front-row seat to breathtaking sunsets and immediate access to Long Island Sound. Within five minutes of leaving the channel, you'll be on your way to premier destinations like the Thimble Islands, Sag Harbor, Three Mile or Block Island. The club has been recently dredged, ensuring excellent depth and accessibility for your vessel. The docks, reconstructed in 2012, are in top-tier condition and include a large dock box for gear, with water, electricity, and cable readily available. Ownership includes a full club membership with no initiation fee, providing a resort-style experience. You'll have full use of the magnificent clubhouse, the heated pool, and professional Har-Tru tennis courts. The grounds are well maintained and there are BBQ areas perfect for social gatherings. Convenience is key with an on-site Dock House offering showers and heads, plus the option for winter boat storage. Whether you are heading out for a fishing expedition to Montauk or enjoying a quiet evening on the water, this slip represents an incredible value in a Guilford yachting community. Don't miss your chance to secure a lifestyle of luxury, recreation, and effortless nautical adventure.

379 Whitfield St Unit BN1034, Guilford

$909,900

Welcome to 12 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 18 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in closet, a study and a large loft area. This model features 2,197 square feet of beautiful living space. Village on State is a short distance to the historic Guilford Green, shopping, restaurants, the town library and community center. These stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents, a mix of siding styles and beautiful decorative stone.

2 Beds ⋅ 3 Baths ⋅ 24161578 MLS ⋅ Village On State BLDG.

Welcome to 12 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 18 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in closet, a study and a large loft area. This model features 2,197 square feet of beautiful living space. Village on State is a short distance to the historic Guilford Green, shopping, restaurants, the town library and community center. These stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents, a mix of siding styles and beautiful decorative stone.

12 Village Cir Unit 12, Guilford

$711,000

Mixed-use property (convertible to full commercial or multi units with town permits) 2,005 sq ft total / 1,672 sq ft finished living space..30 acre lot with generous parking (10+ vehicles) Year built: 1893 with numerous modern updates. Rare to find a house in Guilford with "city water". First Floor: Professional medical office 4 office spaces + half bath. Second Floor: 1-bedroom, living room, kitchen & full bath. Owner-occupied, well maintained Interior Features: 6 total rooms + kitchen + 1 1/2 baths-Brand-new 21 windows + 4 basement and 2 attic windows.-New electrical panel, 220 amp service. Alarm system with cameras. Public gas with new gas furnace. Central cooling + warm air system. Updated plumbing with insulated piping. Renovated bathrooms. Concrete basement floor with drainage system. Unfinished walk-up attic offering 800+ sq ft of storage or future living space. Exterior & Location Highlights: Beautiful landscaping and privacy-enhancing arborvitae fence. Newly built covered porch. New sidewalk and walking path. Property is half a mile from police and fire department, road receives priority plowing and electricity during major storms, ensuring excellent storm reliability. Walking distance to:-Adams High School, Guilford Green-2 miles to Jacob Beach. Perfect visibility for: attorney, accountant, esthetician, medical practice, chiropractor, therapy, insurance, or satellite real estate office. Ideal for live-work professional or investment.Averaging14,000 vehicles a day

3 Beds ⋅ 2 Baths ⋅ 24159857 MLS

Mixed-use property (convertible to full commercial or multi units with town permits) 2,005 sq ft total / 1,672 sq ft finished living space..30 acre lot with generous parking (10+ vehicles) Year built: 1893 with numerous modern updates. Rare to find a house in Guilford with "city water". First Floor: Professional medical office 4 office spaces + half bath. Second Floor: 1-bedroom, living room, kitchen & full bath. Owner-occupied, well maintained Interior Features: 6 total rooms + kitchen + 1 1/2 baths-Brand-new 21 windows + 4 basement and 2 attic windows.-New electrical panel, 220 amp service. Alarm system with cameras. Public gas with new gas furnace. Central cooling + warm air system. Updated plumbing with insulated piping. Renovated bathrooms. Concrete basement floor with drainage system. Unfinished walk-up attic offering 800+ sq ft of storage or future living space. Exterior & Location Highlights: Beautiful landscaping and privacy-enhancing arborvitae fence. Newly built covered porch. New sidewalk and walking path. Property is half a mile from police and fire department, road receives priority plowing and electricity during major storms, ensuring excellent storm reliability. Walking distance to:-Adams High School, Guilford Green-2 miles to Jacob Beach. Perfect visibility for: attorney, accountant, esthetician, medical practice, chiropractor, therapy, insurance, or satellite real estate office. Ideal for live-work professional or investment.Averaging14,000 vehicles a day

294 Church St, Guilford

$949,900

Welcome to 24 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 24 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in closet, a study and a large loft area. This model features 2,197 square feet of beautiful living space. Village on State is a short distance to the historic Guilford Green, shopping, restaurants, the town library and community center. These stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents, a mix of siding styles and beautiful decorative stone.

2 Beds ⋅ 3 Baths ⋅ 24159776 MLS ⋅ Village On State BLDG.

Welcome to 24 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 24 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in closet, a study and a large loft area. This model features 2,197 square feet of beautiful living space. Village on State is a short distance to the historic Guilford Green, shopping, restaurants, the town library and community center. These stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents, a mix of siding styles and beautiful decorative stone.

24 Village Cir Unit 24, Guilford

$989,000

Here is your opportunity to build this beautifully designed 2,814 sq ft Cape-style home privately situated on a rear lot! This thoughtfully crafted To Be Built home blends classic New England charm with today's clean farmhouse aesthetic - board-and-batten accents, striking black windows, and timeless architectural lines. The open-concept main level is designed for today's lifestyle, featuring a spacious kitchen with center island and walk-in pantry, flowing seamlessly into the dining area and inviting family room. A first-floor primary suite option offers flexibility, complete with a walk-in closet and well-appointed bath. A private home office, mudroom, and separate laundry room complete the first floor. Upstairs, three generously sized bedrooms and a full bath create comfortable accommodations. Additionally, there is the option to expand over the garage or finish additional space in the walkout basement. The opportunity to personalize finishes make this a rare opportunity to build your dream home in a secluded yet convenient location.

4 Beds ⋅ 3 Baths ⋅ 24156467 MLS

Here is your opportunity to build this beautifully designed 2,814 sq ft Cape-style home privately situated on a rear lot! This thoughtfully crafted To Be Built home blends classic New England charm with today's clean farmhouse aesthetic - board-and-batten accents, striking black windows, and timeless architectural lines. The open-concept main level is designed for today's lifestyle, featuring a spacious kitchen with center island and walk-in pantry, flowing seamlessly into the dining area and inviting family room. A first-floor primary suite option offers flexibility, complete with a walk-in closet and well-appointed bath. A private home office, mudroom, and separate laundry room complete the first floor. Upstairs, three generously sized bedrooms and a full bath create comfortable accommodations. Additionally, there is the option to expand over the garage or finish additional space in the walkout basement. The opportunity to personalize finishes make this a rare opportunity to build your dream home in a secluded yet convenient location.

Long Hill Rd, Guilford

$889,900

New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

2 Beds ⋅ 3 Baths ⋅ 24151600 MLS ⋅ Village On State BLDG.

New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

35 Village Cir Unit 35, Guilford

$325,000

This property would require a change-of-use from commercial to single-family for homeowners, buyer to do due diligence. Well-located antique commercial building overlooking the Guilford Mill Pond. The property features an approximately 1,200 SF ground-floor showroom with office space and restroom, currently operating as a tile showroom. Large windows provide excellent visibility and natural light. Interior stairway leads to an unfinished basement. Suitable for a variety of commercial uses including retail, gallery, or professional office - or there is potential to change to a single family as a great condo alternative. Prime location with character, flexibility, and strong visibility in the heart of Guilford. Also listed commercial MLS#: 24146465

1 Baths ⋅ 24148563 MLS

This property would require a change-of-use from commercial to single-family for homeowners, buyer to do due diligence. Well-located antique commercial building overlooking the Guilford Mill Pond. The property features an approximately 1,200 SF ground-floor showroom with office space and restroom, currently operating as a tile showroom. Large windows provide excellent visibility and natural light. Interior stairway leads to an unfinished basement. Suitable for a variety of commercial uses including retail, gallery, or professional office - or there is potential to change to a single family as a great condo alternative. Prime location with character, flexibility, and strong visibility in the heart of Guilford. Also listed commercial MLS#: 24146465

51 Mill Rd, Guilford

$879,900

Welcome to 33 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 18 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in closet, a study and a large loft area. This model features 2,197 square feet of beautiful living space. Village on State is a short distance to the historic Guilford Green, shopping, restaurants, the town library and community center. These stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents, a mix of siding styles and beautiful decorative stone.

2 Beds ⋅ 3 Baths ⋅ 24139166 MLS ⋅ Village On State BLDG.

Welcome to 33 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 18 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in closet, a study and a large loft area. This model features 2,197 square feet of beautiful living space. Village on State is a short distance to the historic Guilford Green, shopping, restaurants, the town library and community center. These stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents, a mix of siding styles and beautiful decorative stone.

33 Village Cir Unit 33, Guilford

$1,075,000

Rare opportunity in Guilford! This home is currently used as a multifamily but can revert to a one family residence. Approximately 2400 sqft with the possibility of future expansion. Conveniently located close to Guilford's Historic Green, shops, restaurants, beaches and shoreline attractions.

4 Beds ⋅ 4 Baths ⋅ 24134097 MLS

Rare opportunity in Guilford! This home is currently used as a multifamily but can revert to a one family residence. Approximately 2400 sqft with the possibility of future expansion. Conveniently located close to Guilford's Historic Green, shops, restaurants, beaches and shoreline attractions.

51 Pearl St, Guilford

$1,075,000

One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the four units are currently occupied, providing immediate income potential. With city water and the possibility for future expansion, this property offers both flexibility and value. Conveniently situated close to Guilford's historic Green, shops, restaurants, and shoreline attractions. A rare find you won't want to miss!

4 Beds ⋅ 4 Baths ⋅ 24122847 MLS

One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the four units are currently occupied, providing immediate income potential. With city water and the possibility for future expansion, this property offers both flexibility and value. Conveniently situated close to Guilford's historic Green, shops, restaurants, and shoreline attractions. A rare find you won't want to miss!

51 Pearl St, Guilford

$909,000

Welcome to Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. Several floor plans are available to choose from which allow for primary bedroom suites on the first or second floor, spacious eat-in kitchens with beautiful cabinetry, granite counter tops and stainless steel appliances. The Dalton model is just one example. On the main floor, there is a large great room and dining room which is perfect for entertaining. On the upper level you will find the primary bedroom suite along with a spacious second bedroom and 2 full baths. This model features 2,318 square feet of beautiful living space. Village on State is walking distance to the historic Guilford Green, shopping, restaurants, the town library and community center. The stunning town homes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents a mix of siding styles and beautiful decorative stone. Specification sheets for appliances, vendors and professionally chosen interior finishes will be posted and included in packages.

2 Beds ⋅ 3 Baths ⋅ 24127049 MLS ⋅ Village On State BLDG.

Welcome to Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. Several floor plans are available to choose from which allow for primary bedroom suites on the first or second floor, spacious eat-in kitchens with beautiful cabinetry, granite counter tops and stainless steel appliances. The Dalton model is just one example. On the main floor, there is a large great room and dining room which is perfect for entertaining. On the upper level you will find the primary bedroom suite along with a spacious second bedroom and 2 full baths. This model features 2,318 square feet of beautiful living space. Village on State is walking distance to the historic Guilford Green, shopping, restaurants, the town library and community center. The stunning town homes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents a mix of siding styles and beautiful decorative stone. Specification sheets for appliances, vendors and professionally chosen interior finishes will be posted and included in packages.

2 Village Cir Unit 2, Guilford

$919,900

New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

2 Beds ⋅ 3 Baths ⋅ 24095436 MLS ⋅ Village On State BLDG.

New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

28 Village Cir Unit 28, Guilford