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Offered for the first time in more than four decades, 88 Tipping Rock Road presents an extraordinary opportunity to own a gracious New England Colonial in one of Stonington's most coveted locations. Nestled on 2.4 beautifully landscaped acres just moments from the historic Stonington Borough, this timeless residence is surrounded by mature plantings, classic stonewalls and overlooks a tranquil pond, creating an idyllic setting of natural beauty, privacy and serenity. With over 2800sf of living space, this 4 bedroom, 3 1/2 bath home is equally suited for every day living and elegant entertaining. Gleaming hardwood floors flow throughout the home. A wood burning fireplace centers the expansive formal living room. The dining room features, a raised hearth fireplace and a built in china cabinet, making it ideal for family dinners or entertaining. The kitchen has granite countertops, double ovens, an electric cooktop, a Sub-Zero refrigerator, and a charming breakfast nook with a built-in hutch. Glass doors in the sun filled den open to an expansive deck where peaceful pond views offer an idyllic backdrop for outdoor gatherings and relaxation. A home office, laundry area and powder room complete the main level. The second floor Primary Suite offers a private retreat featuring a spacious bedroom with serene views, a generous walk in closet and an en suite bath with a jetted tub.Three additional bedrooms and two bathrooms provide ample accommodations for family and guests.

4 Beds ⋅ 4 Baths ⋅ 24194015 MLS

Offered for the first time in more than four decades, 88 Tipping Rock Road presents an extraordinary opportunity to own a gracious New England Colonial in one of Stonington's most coveted locations. Nestled on 2.4 beautifully landscaped acres just moments from the historic Stonington Borough, this timeless residence is surrounded by mature plantings, classic stonewalls and overlooks a tranquil pond, creating an idyllic setting of natural beauty, privacy and serenity. With over 2800sf of living space, this 4 bedroom, 3 1/2 bath home is equally suited for every day living and elegant entertaining. Gleaming hardwood floors flow throughout the home. A wood burning fireplace centers the expansive formal living room. The dining room features, a raised hearth fireplace and a built in china cabinet, making it ideal for family dinners or entertaining. The kitchen has granite countertops, double ovens, an electric cooktop, a Sub-Zero refrigerator, and a charming breakfast nook with a built-in hutch. Glass doors in the sun filled den open to an expansive deck where peaceful pond views offer an idyllic backdrop for outdoor gatherings and relaxation. A home office, laundry area and powder room complete the main level. The second floor Primary Suite offers a private retreat featuring a spacious bedroom with serene views, a generous walk in closet and an en suite bath with a jetted tub.Three additional bedrooms and two bathrooms provide ample accommodations for family and guests.

88 Tipping Rock Rd, Stonington

$1,346,000

Park like grounds surround this classic Gambrel located on a quiet side street in the sought after Montauk Avenue area of Stonington. This lovingly maintained home is a perfect combination of classic charm and modern elegance, offering a combination of year round distant views and winter water views. The centerpiece of the home is the newly redesigned kitchen, featuring high end appliances, custom cabinetry, bar area and six burner gas range. Opening into a gracious living/dining area with fireplace an inviting space, has been created for dining and entertainment. The first floor primary suite is a serene retreat, boasting a fully renovated bath with oversized shower and luxurious heated marble flooring. A cozy adjacent room serves as a den, office, or extra bedroom. Upstairs three additional bedrooms offer comfort and privacy, ideal for guests, office or studio space. The grounds are a private oasis, beautifully landscaped over the years with a variety of perennials, flowering and fruit trees, and an enclosed vegetable garden. A tranquil koi pond, a handsome large shed for storage or playhouse add to the appeal of this special yard. An attached two car garage includes extra space for a small workshop. Located just 5 minutes from Stonington Borough and conveniently close to shopping, theater, beaches and I-95, this home offers the perfect blend of peaceful living and easy access to amenities.

4 Beds ⋅ 3 Baths ⋅ 24088421 MLS

Park like grounds surround this classic Gambrel located on a quiet side street in the sought after Montauk Avenue area of Stonington. This lovingly maintained home is a perfect combination of classic charm and modern elegance, offering a combination of year round distant views and winter water views. The centerpiece of the home is the newly redesigned kitchen, featuring high end appliances, custom cabinetry, bar area and six burner gas range. Opening into a gracious living/dining area with fireplace an inviting space, has been created for dining and entertainment. The first floor primary suite is a serene retreat, boasting a fully renovated bath with oversized shower and luxurious heated marble flooring. A cozy adjacent room serves as a den, office, or extra bedroom. Upstairs three additional bedrooms offer comfort and privacy, ideal for guests, office or studio space. The grounds are a private oasis, beautifully landscaped over the years with a variety of perennials, flowering and fruit trees, and an enclosed vegetable garden. A tranquil koi pond, a handsome large shed for storage or playhouse add to the appeal of this special yard. An attached two car garage includes extra space for a small workshop. Located just 5 minutes from Stonington Borough and conveniently close to shopping, theater, beaches and I-95, this home offers the perfect blend of peaceful living and easy access to amenities.

14 Findlay Way, Stonington

$1,295,000

This 3 family, 3 story renovated 1899 house sits on a fenced lot with an outbuilding consisting of a one car garage and other side is a storage/office room. The garage has not been used for years so a new curb cut would need to be applied for. The third floor was renovated as the owners apartment and has spectacular views to the east towards to Rhode island. One heating system is used for the three units. Beautiful hardwood floors throughout. A must see as this could be turned into a single family or used as is as the owners have used it: the owners are upstairs and the family take over the other two units.

8 Beds ⋅ 4 Baths ⋅ 24173083 MLS

This 3 family, 3 story renovated 1899 house sits on a fenced lot with an outbuilding consisting of a one car garage and other side is a storage/office room. The garage has not been used for years so a new curb cut would need to be applied for. The third floor was renovated as the owners apartment and has spectacular views to the east towards to Rhode island. One heating system is used for the three units. Beautiful hardwood floors throughout. A must see as this could be turned into a single family or used as is as the owners have used it: the owners are upstairs and the family take over the other two units.

9-11 Diving St, Stonington

$1,290,000

Perfectly positioned in the heart of Stonington Borough, this beautifully maintained historic home combines rare period charm and modern amenities. Located just one block from the vibrant shops and restaurants of Water Street, this gracious 4-bedroom, 2-bath residence showcases partial harbor views from select rooms and the unfinished attic space. High ceilings, antique hardwood floors, and abundant natural light create an airy, welcoming atmosphere throughout. The home has undergone extensive updates while preserving its architectural integrity. Recent improvements include new siding and windows (2020), roof (2013), updated electrical systems with new panels and meters, interior drywall, lighting, and fresh paint throughout. The beautifully renovated kitchen features modern stainless steel appliances, elegant quartz countertops, classic shaker-style cabinetry, and slate flooring. A convenient first-floor laundry and mudroom off the kitchen enhance everyday living. Currently configured as a refined single-family residence, this versatile home's intelligent layout - complete with a secondary staircase - allows for potential conversion to a two-family dwelling. The private backyard is a peaceful retreat, beautifully landscaped with mature trees and perennial gardens. This 3,170-square-foot residence, dating to 1847, represents a unique opportunity to own a piece of Stonington Village history while enjoying all the amenities of modern coastal living.

4 Beds ⋅ 2 Baths ⋅ 24153461 MLS

Perfectly positioned in the heart of Stonington Borough, this beautifully maintained historic home combines rare period charm and modern amenities. Located just one block from the vibrant shops and restaurants of Water Street, this gracious 4-bedroom, 2-bath residence showcases partial harbor views from select rooms and the unfinished attic space. High ceilings, antique hardwood floors, and abundant natural light create an airy, welcoming atmosphere throughout. The home has undergone extensive updates while preserving its architectural integrity. Recent improvements include new siding and windows (2020), roof (2013), updated electrical systems with new panels and meters, interior drywall, lighting, and fresh paint throughout. The beautifully renovated kitchen features modern stainless steel appliances, elegant quartz countertops, classic shaker-style cabinetry, and slate flooring. A convenient first-floor laundry and mudroom off the kitchen enhance everyday living. Currently configured as a refined single-family residence, this versatile home's intelligent layout - complete with a secondary staircase - allows for potential conversion to a two-family dwelling. The private backyard is a peaceful retreat, beautifully landscaped with mature trees and perennial gardens. This 3,170-square-foot residence, dating to 1847, represents a unique opportunity to own a piece of Stonington Village history while enjoying all the amenities of modern coastal living.

95 Water St, Stonington

$1,200,000

LOCATION, LIFESTYLE & STRONG INCOME HISTORY - ALL IN ONE! Ideally situated in Stonington just minutes from the heart of Stonington Borough, this exceptional property offers an enviable coastal lifestyle with remarkable versatility and income potential. Set on a level, nearly half-acre lot, the property is just steps from Don's Dock Marina and close to the water, beaches, restaurants, shops, galleries, vineyards, tennis and paddle courts, fitness facilities, and all that makes this area so special. Stroll or bike into Stonington Borough, or head to downtown Mystic, just minutes away. Inside, the home offers an inviting open-concept layout with three bedrooms, two full baths, central air conditioning, fireplace, & beautiful hardwood floors throughout. The versatile floor plan adapts effortlessly to a variety of lifestyles, whether you're looking for a full-time residence, a weekend coastal escape, or an investment property. And the investment story is compelling: the property has an excellent rental history through Airbnb, VRBO, and the local brokerage, offering the rare opportunity to enjoy the home while generating income when you're away. With its outstanding location, generous level lot, flexible layout, and proximity to virtually everything, this property presents uncaptured potential for its next owner. Live here. Rent it. Enjoy it. Invest in it. Properties offering this combination of location, flexibility, and opportunity rarely come along. Conveniently located bet...

3 Beds ⋅ 2 Baths ⋅ 24197474 MLS

LOCATION, LIFESTYLE & STRONG INCOME HISTORY - ALL IN ONE! Ideally situated in Stonington just minutes from the heart of Stonington Borough, this exceptional property offers an enviable coastal lifestyle with remarkable versatility and income potential. Set on a level, nearly half-acre lot, the property is just steps from Don's Dock Marina and close to the water, beaches, restaurants, shops, galleries, vineyards, tennis and paddle courts, fitness facilities, and all that makes this area so special. Stroll or bike into Stonington Borough, or head to downtown Mystic, just minutes away. Inside, the home offers an inviting open-concept layout with three bedrooms, two full baths, central air conditioning, fireplace, & beautiful hardwood floors throughout. The versatile floor plan adapts effortlessly to a variety of lifestyles, whether you're looking for a full-time residence, a weekend coastal escape, or an investment property. And the investment story is compelling: the property has an excellent rental history through Airbnb, VRBO, and the local brokerage, offering the rare opportunity to enjoy the home while generating income when you're away. With its outstanding location, generous level lot, flexible layout, and proximity to virtually everything, this property presents uncaptured potential for its next owner. Live here. Rent it. Enjoy it. Invest in it. Properties offering this combination of location, flexibility, and opportunity rarely come along. Conveniently located bet...

270 N Water St, Stonington

$1,200,000

Direct waterfront on Quanaduck Pond. This 3 Bedroom, 4 Full Bath, 3,005 Sq Ft Contemporary Colonial is nestled on .35 acres of refined waterfront and includes energy efficient owned solar panels and wired for a generator. Enjoy a shared association dock and paddle/racquet court all in this coveted association and location. The exceptional floor plan features a spacious living room with a wood burning fireplace and direct access to a flagstone patio overlooking the water. The dining room also open to the patio and enjoys expansive pond and distant views, creating an ideal setting for indoor-outdoor entertaining. The generously sized kitchen includes a breakfast nook, greenhouse window, and is complemented by a rear entry foyer and dedicated laundry room. A private en-suite bedroom over the garage with a full bath offers flexible space for guests, a home office or studio. Upstairs in the main residence is the Primary Bedroom Suite, complete with a private balcony overlooking the pond, walk-in closet-perfectly suited for a nursery or small sitting room enhansed by a skylight. The Basement features a six-foot-wide ramp from the garage, providing convenient storage for boats, kayaks, or other recreational equipment. Serviced by municipal water and private septic system. Set on approximately one-third acre, this property is beautifully landscaped and thoughtfully treed, offering exceptional privacy. Near Stonington Borough.

3 Beds ⋅ 4 Baths ⋅ 24146079 MLS

Direct waterfront on Quanaduck Pond. This 3 Bedroom, 4 Full Bath, 3,005 Sq Ft Contemporary Colonial is nestled on .35 acres of refined waterfront and includes energy efficient owned solar panels and wired for a generator. Enjoy a shared association dock and paddle/racquet court all in this coveted association and location. The exceptional floor plan features a spacious living room with a wood burning fireplace and direct access to a flagstone patio overlooking the water. The dining room also open to the patio and enjoys expansive pond and distant views, creating an ideal setting for indoor-outdoor entertaining. The generously sized kitchen includes a breakfast nook, greenhouse window, and is complemented by a rear entry foyer and dedicated laundry room. A private en-suite bedroom over the garage with a full bath offers flexible space for guests, a home office or studio. Upstairs in the main residence is the Primary Bedroom Suite, complete with a private balcony overlooking the pond, walk-in closet-perfectly suited for a nursery or small sitting room enhansed by a skylight. The Basement features a six-foot-wide ramp from the garage, providing convenient storage for boats, kayaks, or other recreational equipment. Serviced by municipal water and private septic system. Set on approximately one-third acre, this property is beautifully landscaped and thoughtfully treed, offering exceptional privacy. Near Stonington Borough.

45 Quanaduck Rd, Stonington

$765,000

Charming 6-bedroom Victorian with Stunning Water Views! This exquisite property has breathtaking views of Lambert's Cove with 3.5 baths and a generous 2,133 total sf. Home is set on a spacious half-acre plus lot and features a detached garage. As you approach the property, you'll be greeted by a covered front porch, welcoming you inside. The formal dining room sets the stage for memorable gatherings, while the expansive living room showcases magnificent, bowed windows and a cozy wood-burning fireplace. The bright and airy white eat-in kitchen exudes a modern flair with its recessed lighting, providing an inviting space for both cooking and casual dining. On the upper level, you'll find 3 generously sized bedrooms, including the primary suite that features its own private bath and delightful bowed bump-out windows that fill the room with natural light. The third level is home to an additional 3 bedrooms, ideal for relatives or guests. This vintage Victorian is adorned with beautiful hardwood flooring throughout most of the home, amplifying its timeless charm. A convenient half bath resides on the first floor, with a communal full bath serving the upper levels. Perfectly suited for year-round living or as a summer retreat, this property is only a three-minute drive from the quaint Stonington Borough, where a variety of top-rated restaurants, boutiques, marinas, playgrounds, and the picturesque Dubois Beach await.

6 Beds ⋅ 4 Baths ⋅ 24073333 MLS

Charming 6-bedroom Victorian with Stunning Water Views! This exquisite property has breathtaking views of Lambert's Cove with 3.5 baths and a generous 2,133 total sf. Home is set on a spacious half-acre plus lot and features a detached garage. As you approach the property, you'll be greeted by a covered front porch, welcoming you inside. The formal dining room sets the stage for memorable gatherings, while the expansive living room showcases magnificent, bowed windows and a cozy wood-burning fireplace. The bright and airy white eat-in kitchen exudes a modern flair with its recessed lighting, providing an inviting space for both cooking and casual dining. On the upper level, you'll find 3 generously sized bedrooms, including the primary suite that features its own private bath and delightful bowed bump-out windows that fill the room with natural light. The third level is home to an additional 3 bedrooms, ideal for relatives or guests. This vintage Victorian is adorned with beautiful hardwood flooring throughout most of the home, amplifying its timeless charm. A convenient half bath resides on the first floor, with a communal full bath serving the upper levels. Perfectly suited for year-round living or as a summer retreat, this property is only a three-minute drive from the quaint Stonington Borough, where a variety of top-rated restaurants, boutiques, marinas, playgrounds, and the picturesque Dubois Beach await.

218 N Water St, Stonington

$710,000

Set along sought-after Montauk Avenue in Stonington, this exceptional 1.89-acre parcel offers a rare opportunity to build a custom home in a truly prime location. The property is graced with a thoughtful mix of mature trees and younger growth that has flourished over the past 20 years, creating a natural, private setting while still allowing flexibility for design and siting. Some clearing needs to be done. Perfectly positioned between Mystic and Stonington Borough, the land combines convenience with charm-close to historic villages, waterfront dining, marinas, and beaches, yet tucked along one of the town's most desirable roads. With its generous acreage, established landscape, and ideal location, this property provides the perfect canvas for a thoughtfully designed home in one of Stonington's most coveted areas.

24084179 MLS

Set along sought-after Montauk Avenue in Stonington, this exceptional 1.89-acre parcel offers a rare opportunity to build a custom home in a truly prime location. The property is graced with a thoughtful mix of mature trees and younger growth that has flourished over the past 20 years, creating a natural, private setting while still allowing flexibility for design and siting. Some clearing needs to be done. Perfectly positioned between Mystic and Stonington Borough, the land combines convenience with charm-close to historic villages, waterfront dining, marinas, and beaches, yet tucked along one of the town's most desirable roads. With its generous acreage, established landscape, and ideal location, this property provides the perfect canvas for a thoughtfully designed home in one of Stonington's most coveted areas.

59 Montauk Ave, Stonington

$579,000

Welcome to this storybook New England cottage, a warm and inviting retreat just steps from coveted Stonington Borough. Perfectly positioned between New York and Boston, and only moments from Mystic, Westerly beaches, and Watch Hill, this home offers both convenience and coastal charm-ideal as a primary residence, weekend getaway, or investment property for Airbnb or academic rental. With its cozy, sunlit spaces and tranquil wooded surroundings, it's a truly Holiday-esque escape. Brimming with character, the cottage blends classic craftsmanship with modern comforts. A welcoming entry leads to a bright, open living area featuring gleaming hardwood floors, a wood-burning fireplace, and abundant natural light. The quaint kitchen balances charm with functionality, complete with a Bosch refrigerator and soapstone countertops. The serene primary suite offers restful nights, while crisp mornings can be enjoyed with coffee in the three-season sunroom, surrounded by mature trees and peaceful outdoor spaces. Whether savoring quiet evenings by the fire, tending the garden, or exploring the nearby coastline, this home captures the essence of effortless coastal living in one of New England's most sought-after locales. The Town has square footage as 768. The 140 square foot enclosed porch has been added to the total.

1 Beds ⋅ 1 Baths ⋅ 24139028 MLS

Welcome to this storybook New England cottage, a warm and inviting retreat just steps from coveted Stonington Borough. Perfectly positioned between New York and Boston, and only moments from Mystic, Westerly beaches, and Watch Hill, this home offers both convenience and coastal charm-ideal as a primary residence, weekend getaway, or investment property for Airbnb or academic rental. With its cozy, sunlit spaces and tranquil wooded surroundings, it's a truly Holiday-esque escape. Brimming with character, the cottage blends classic craftsmanship with modern comforts. A welcoming entry leads to a bright, open living area featuring gleaming hardwood floors, a wood-burning fireplace, and abundant natural light. The quaint kitchen balances charm with functionality, complete with a Bosch refrigerator and soapstone countertops. The serene primary suite offers restful nights, while crisp mornings can be enjoyed with coffee in the three-season sunroom, surrounded by mature trees and peaceful outdoor spaces. Whether savoring quiet evenings by the fire, tending the garden, or exploring the nearby coastline, this home captures the essence of effortless coastal living in one of New England's most sought-after locales. The Town has square footage as 768. The 140 square foot enclosed porch has been added to the total.

12 Flanders Rd, Stonington

$60,000

This is a Dockominium within the Harboredge Association, which can accommodate a boat 15 ft wide by 42 ft long, with no more than a 25,000 lb. displacement. Conveniently located in Stonington Harbor, this dock is walking distance to many shops and wonderful restaurants. A quick boat ride to Fishers Island, Block Island, Long Island, Watch Hill, Cuttyhunk and Martha's Vineyard.

1 Baths ⋅ 24149177 MLS ⋅ Harboredge BLDG.

This is a Dockominium within the Harboredge Association, which can accommodate a boat 15 ft wide by 42 ft long, with no more than a 25,000 lb. displacement. Conveniently located in Stonington Harbor, this dock is walking distance to many shops and wonderful restaurants. A quick boat ride to Fishers Island, Block Island, Long Island, Watch Hill, Cuttyhunk and Martha's Vineyard.

4 Northwest St Unit B-2, Stonington

$59,000

This dockominium is located in the middle of Stonington Harbor and provides quick access to Fishers Island, Watch Hill, Block Island and Montauk. It is also close to many of the best restaurants in the area and wonderful shops. This dock is suitable for a boat up to 42 ft. long, 14 ft. wide and a maximum boat displacement of 20,000 lbs.

1 Baths ⋅ 24150158 MLS ⋅ Harboredge BLDG.

This dockominium is located in the middle of Stonington Harbor and provides quick access to Fishers Island, Watch Hill, Block Island and Montauk. It is also close to many of the best restaurants in the area and wonderful shops. This dock is suitable for a boat up to 42 ft. long, 14 ft. wide and a maximum boat displacement of 20,000 lbs.

4 Nw St Unit B-12, Stonington

$44,000

This Dockominium is located within the Harboredge Association and is for a boat with a maximum length of 40 ft., beam not to exceed 13 ft., and the maximum boat displacement is 25,000 lbs.

24070090 MLS ⋅ Harboredge BLDG.

This Dockominium is located within the Harboredge Association and is for a boat with a maximum length of 40 ft., beam not to exceed 13 ft., and the maximum boat displacement is 25,000 lbs.

4 Nw St Unit 34, Stonington