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Tucked along Big Cove on Lake Quassapaug, this custom architect designed Arts & Crafts bungalow is privately set on 14.85 serene acres with a path to your own cove frontage. Thoughtfully designed with the current owner's many updates and improvements and timeless materials, the home features a living room with a stone fireplace crafted from the property, a well-appointed kitchen with Custom Point cabinetry, honed granite, Wolf and Bosch appliances, and a Sub-Zero refrigerator, all opening to terraces, gardens, and a conservatory. The main-level primary suite offers two walk-in closets, a full bath, and terrace access. Upstairs includes a family room, office nook, two bedrooms, and full bath. Additional highlights include quarter-sawn white oak floors, 9' ceilings, radiant heat (kitchen, conservatory, baths), a walk-out lower-level heated recreation space, wine room and gym, plus Viessmann mechanicals and Unico A/C (5 zones). Outbuildings include two garages --one heated and cooled with epoxy floors, an equipment barn with greenhouse, and potting and wood sheds. Gated drive, magnificent stone outdoor fireplace and shower, electric awnings, and buried cistern irrigation complete this turnkey offering. Rarely does a property balance artistry, privacy, and livability so gracefully. This is a place to slow down, to gather, and to stay.

3 Beds ⋅ 3 Baths ⋅ 24169624 MLS

Tucked along Big Cove on Lake Quassapaug, this custom architect designed Arts & Crafts bungalow is privately set on 14.85 serene acres with a path to your own cove frontage. Thoughtfully designed with the current owner's many updates and improvements and timeless materials, the home features a living room with a stone fireplace crafted from the property, a well-appointed kitchen with Custom Point cabinetry, honed granite, Wolf and Bosch appliances, and a Sub-Zero refrigerator, all opening to terraces, gardens, and a conservatory. The main-level primary suite offers two walk-in closets, a full bath, and terrace access. Upstairs includes a family room, office nook, two bedrooms, and full bath. Additional highlights include quarter-sawn white oak floors, 9' ceilings, radiant heat (kitchen, conservatory, baths), a walk-out lower-level heated recreation space, wine room and gym, plus Viessmann mechanicals and Unico A/C (5 zones). Outbuildings include two garages --one heated and cooled with epoxy floors, an equipment barn with greenhouse, and potting and wood sheds. Gated drive, magnificent stone outdoor fireplace and shower, electric awnings, and buried cistern irrigation complete this turnkey offering. Rarely does a property balance artistry, privacy, and livability so gracefully. This is a place to slow down, to gather, and to stay.

397 White Deer Rock Rd, Middlebury

$949,417

Under Construction in One of Middlebury's Most Desirable Neighborhoods! Welcome to the Avalon Farms community-known for its beautiful homes, manicured lawns, and thoughtfully designed landscaping that create a truly picturesque setting. The Cambridge model blends classic design with today's most sought-after features, offering a bright and open floor plan perfect for modern living. The spacious great room features a cathedral ceiling, fireplace, and oversized windows that fill the home with natural light. At the heart of the home is a gourmet kitchen with abundant shaker-style cabinetry and a large center island-ideal for gatherings. A charming breakfast nook with French doors opens to a private deck, perfect for casual dining or relaxing outdoors. For more formal occasions, the home also offers a dedicated dining room for entertaining. The main-level primary suite includes walk-in closets and a luxurious bathroom with a large walk-in shower. This level also features a private den, mudroom, laundry room, and half bath. Hardwood flooring runs throughout the entire first floor. Upstairs, you'll find two generously sized bedrooms connected by a convenient Jack-and-Jill bathroom. Additional highlights include an attached two-car garage, full walk-out basement, central air, natural gas, public water and sewer, and underground utilities. Situated on a cul-de-sac lot, the home will be completed with professional landscaping. Come experience the beauty and comfort of Avalon Farms!

3 Beds ⋅ 3 Baths ⋅ 24158747 MLS

Under Construction in One of Middlebury's Most Desirable Neighborhoods! Welcome to the Avalon Farms community-known for its beautiful homes, manicured lawns, and thoughtfully designed landscaping that create a truly picturesque setting. The Cambridge model blends classic design with today's most sought-after features, offering a bright and open floor plan perfect for modern living. The spacious great room features a cathedral ceiling, fireplace, and oversized windows that fill the home with natural light. At the heart of the home is a gourmet kitchen with abundant shaker-style cabinetry and a large center island-ideal for gatherings. A charming breakfast nook with French doors opens to a private deck, perfect for casual dining or relaxing outdoors. For more formal occasions, the home also offers a dedicated dining room for entertaining. The main-level primary suite includes walk-in closets and a luxurious bathroom with a large walk-in shower. This level also features a private den, mudroom, laundry room, and half bath. Hardwood flooring runs throughout the entire first floor. Upstairs, you'll find two generously sized bedrooms connected by a convenient Jack-and-Jill bathroom. Additional highlights include an attached two-car garage, full walk-out basement, central air, natural gas, public water and sewer, and underground utilities. Situated on a cul-de-sac lot, the home will be completed with professional landscaping. Come experience the beauty and comfort of Avalon Farms!

Lot 41 Somerset, Middlebury

$937,500

Welcome to this beautifully updated home which offers modern comfort, high-end finishes & peace of mind with several upgrades already completed! Located in Middlebury's South Street neighborhood this Colonial is 3300 sq ft on a 1.85 acre lot. Step in to a bright & inviting foyer feat. a high ceiling, a custom wood & glass front door & a stunning custom handrail leading the expansive 4 bedrooms. On the main level you will find a formal living room with coffered ceilings, French doors & a large dining room with plenty of room for gathering to enjoy a meal.The spacious great room offers a gas fire place, gleaming HW floors & French doors leading out to an oversized deck as well as a custom stone patio w/a built-in fire pit surrounded by a stone wall & beautiful gardens. The chef's kitchen is the heart of the home where everyone gathers around d the kitchen island. Seating around the breakfast bar with quartzite counters is the perfect spot to enjoy a cup of coffee in the morning. Included in the dream kitchen is a 6 Burner Thermador, range/oven, a SS Subzero side by side refrigerator, a SS microwave tucked neatly in the island, a SS dishwasher & a large farm sink. An oversized powder room & nice sized office finish off the first floor. Upstairs the Primary Suite features a tray ceiling, walk-in California Closet w/plenty of storage & new tile flooring. The on Suite to the Primary has heated Calcutta Gold Marble flooring, custom vanity, walk-in, extra large shower & soaking tub.

5 Beds ⋅ 3 Baths ⋅ 24167191 MLS

Welcome to this beautifully updated home which offers modern comfort, high-end finishes & peace of mind with several upgrades already completed! Located in Middlebury's South Street neighborhood this Colonial is 3300 sq ft on a 1.85 acre lot. Step in to a bright & inviting foyer feat. a high ceiling, a custom wood & glass front door & a stunning custom handrail leading the expansive 4 bedrooms. On the main level you will find a formal living room with coffered ceilings, French doors & a large dining room with plenty of room for gathering to enjoy a meal.The spacious great room offers a gas fire place, gleaming HW floors & French doors leading out to an oversized deck as well as a custom stone patio w/a built-in fire pit surrounded by a stone wall & beautiful gardens. The chef's kitchen is the heart of the home where everyone gathers around d the kitchen island. Seating around the breakfast bar with quartzite counters is the perfect spot to enjoy a cup of coffee in the morning. Included in the dream kitchen is a 6 Burner Thermador, range/oven, a SS Subzero side by side refrigerator, a SS microwave tucked neatly in the island, a SS dishwasher & a large farm sink. An oversized powder room & nice sized office finish off the first floor. Upstairs the Primary Suite features a tray ceiling, walk-in California Closet w/plenty of storage & new tile flooring. The on Suite to the Primary has heated Calcutta Gold Marble flooring, custom vanity, walk-in, extra large shower & soaking tub.

851 South St, Middlebury

$900,000

Rare 20+ acres with 1920's house and 3 outbuildings in Middlebury estate area near Lake Quassapaug and the Highfield Club. Very private settling up long driveway with mature landscaping. 3 bedroom main house with multiple entertainment rooms and 2 kitchens. 3 bay car barn with large storage area and loft. 2 other small outbuildings. Great opportunity for someone with vision to bring property to life.

3 Beds ⋅ 3 Baths ⋅ 24199862 MLS

Rare 20+ acres with 1920's house and 3 outbuildings in Middlebury estate area near Lake Quassapaug and the Highfield Club. Very private settling up long driveway with mature landscaping. 3 bedroom main house with multiple entertainment rooms and 2 kitchens. 3 bay car barn with large storage area and loft. 2 other small outbuildings. Great opportunity for someone with vision to bring property to life.

625 Charcoal Ave, Middlebury

$900,000

Set in one of Middlebury's most desirable neighborhoods, this lovingly maintained 4,450 sq. ft. Colonial welcomes you with a beautiful paver driveway, manicured lawn, and timeless curb appeal. Step inside the sunny two-story foyer and feel right at home. The spacious eat-in kitchen is designed for gathering, featuring granite counters, a center island, breakfast bar, and generous dining area. For more intimate occasions, enjoy the formal dining room and living room with fireplace. The grand first-floor cathedral family room offers a second cozy fireplace and atrium doors leading to an expansive paver patio with firepit, perfect for outdoor entertaining The main level also includes a welcoming sunroom, office or optional bedroom, full bath, and spacious laundry room with abundant storage. Upstairs, you'll find four generously sized bedrooms and a full hall bath, including a primary suite with private bath, jetted tub, shower, double sinks, and a walk-through closet. A 25' x 16' great room with separate access to the 3-car garage offers excellent flexibility for a home office, gym, recreation space, or potential in-law setup. A wonderful opportunity to enjoy space, comfort, and versatility in a sought-after Middlebury setting.

4 Beds ⋅ 3 Baths ⋅ 24179200 MLS

Set in one of Middlebury's most desirable neighborhoods, this lovingly maintained 4,450 sq. ft. Colonial welcomes you with a beautiful paver driveway, manicured lawn, and timeless curb appeal. Step inside the sunny two-story foyer and feel right at home. The spacious eat-in kitchen is designed for gathering, featuring granite counters, a center island, breakfast bar, and generous dining area. For more intimate occasions, enjoy the formal dining room and living room with fireplace. The grand first-floor cathedral family room offers a second cozy fireplace and atrium doors leading to an expansive paver patio with firepit, perfect for outdoor entertaining The main level also includes a welcoming sunroom, office or optional bedroom, full bath, and spacious laundry room with abundant storage. Upstairs, you'll find four generously sized bedrooms and a full hall bath, including a primary suite with private bath, jetted tub, shower, double sinks, and a walk-through closet. A 25' x 16' great room with separate access to the 3-car garage offers excellent flexibility for a home office, gym, recreation space, or potential in-law setup. A wonderful opportunity to enjoy space, comfort, and versatility in a sought-after Middlebury setting.

286 Mirey Dam Rd, Middlebury

$875,000

Enjoy magnificent sunsets from this exceptional home, privately set on just over three acres in one of the area's most desirable locations. The beautifully landscaped grounds offer both open space and a wooded backdrop for added privacy, along with views of a neighboring stone wall. An in-ground heated saltwater pool is surrounded by an expansive patio and charming pergola-perfect for outdoor entertaining. Three garages are conveniently accessible from both the upper and lower driveways. Inside, the home features 2,990 square feet of thoughtfully designed living space with custom touches throughout. The spacious kitchen includes a dining area, breakfast bar, and a 36" GE Monogram dual-fuel range, offering ample space for cooking and gathering. The adjoining 23' x 20' family room provides a welcoming setting, a propane fired custom fireplace and overlooks the scenic rear property. The primary suite features a walk-in closet, an additional closet, and an updated full bath. The main level is completed by a formal dining room, private office/library, powder room, and laundry area. Upstairs, you'll find two additional bedrooms, a full bath, and a flexible guest area and lots of room for expansion. Additional highlights include the lush grounds, patio, heated saltwater pool, pergola, and more.

3 Beds ⋅ 3 Baths ⋅ 24167463 MLS

Enjoy magnificent sunsets from this exceptional home, privately set on just over three acres in one of the area's most desirable locations. The beautifully landscaped grounds offer both open space and a wooded backdrop for added privacy, along with views of a neighboring stone wall. An in-ground heated saltwater pool is surrounded by an expansive patio and charming pergola-perfect for outdoor entertaining. Three garages are conveniently accessible from both the upper and lower driveways. Inside, the home features 2,990 square feet of thoughtfully designed living space with custom touches throughout. The spacious kitchen includes a dining area, breakfast bar, and a 36" GE Monogram dual-fuel range, offering ample space for cooking and gathering. The adjoining 23' x 20' family room provides a welcoming setting, a propane fired custom fireplace and overlooks the scenic rear property. The primary suite features a walk-in closet, an additional closet, and an updated full bath. The main level is completed by a formal dining room, private office/library, powder room, and laundry area. Upstairs, you'll find two additional bedrooms, a full bath, and a flexible guest area and lots of room for expansion. Additional highlights include the lush grounds, patio, heated saltwater pool, pergola, and more.

245 Upper Whittemore, Middlebury

$865,000

Located in one of Middlebury's most desirable and beautifully maintained subdivisions Avalon Farms with streetlights and Belgian block lined streets, this impressive 3 bedroom, 3 full and 1 half bath Colonial offers 3,494 square feet of refined and flexible living. Set on a premium, fully usable flat lot surrounded by mature pines for year round privacy, the home features Hardie Plank siding and extensive stone veneer. A grand two story foyer opens to a spacious, light filled interior designed for comfortable main level living. The first floor primary suite offers an oversized closet and spa like bath, complemented by main level laundry, pantry, eat in kitchen, great room, large study with its own fireplace, and attached garage. The soaring great room features a second fireplace and an inviting gathering space. The kitchen includes a Bertazzoni gas cooktop, new under counter ZLINE microwave, new refrigerator, new dishwasher, double oven, and updated hardware. Upstairs are two generous bedrooms with full bath access and a spacious loft that could easily serve as a fourth bedroom, office, or additional living area. Updates include refinished hardwood floors, fresh interior paint, updated hardware, select new lighting, and many more chic updates. A paver patio, established gardens, landscape lighting, central vacuum, generator plug, EV charging capability, and unfinished lower level, ready for you to finish for additional living space, complete this exceptional home.

3 Beds ⋅ 4 Baths ⋅ 24184419 MLS

Located in one of Middlebury's most desirable and beautifully maintained subdivisions Avalon Farms with streetlights and Belgian block lined streets, this impressive 3 bedroom, 3 full and 1 half bath Colonial offers 3,494 square feet of refined and flexible living. Set on a premium, fully usable flat lot surrounded by mature pines for year round privacy, the home features Hardie Plank siding and extensive stone veneer. A grand two story foyer opens to a spacious, light filled interior designed for comfortable main level living. The first floor primary suite offers an oversized closet and spa like bath, complemented by main level laundry, pantry, eat in kitchen, great room, large study with its own fireplace, and attached garage. The soaring great room features a second fireplace and an inviting gathering space. The kitchen includes a Bertazzoni gas cooktop, new under counter ZLINE microwave, new refrigerator, new dishwasher, double oven, and updated hardware. Upstairs are two generous bedrooms with full bath access and a spacious loft that could easily serve as a fourth bedroom, office, or additional living area. Updates include refinished hardwood floors, fresh interior paint, updated hardware, select new lighting, and many more chic updates. A paver patio, established gardens, landscape lighting, central vacuum, generator plug, EV charging capability, and unfinished lower level, ready for you to finish for additional living space, complete this exceptional home.

25 Avalon Dr, Middlebury

$850,000

Welcome to your own private retreat at 122 Crest Road-where timeless charm meets thoughtful modern updates. This beautifully maintained 3-bedroom, 2.5-bath Cape Cod-style home is just moments from town, the library, green, and local dining. Designed with both everyday living and entertaining in mind, the home features a custom sunken great room with a dramatic wall of windows that floods the space with natural light and showcases the surrounding landscape. Sliding doors lead seamlessly to a bluestone patio, creating indoor-outdoor flow. The kitchen has new appliances and opens nicely to the great room, enhancing the home's open feel. For more formal gatherings, enjoy the elegant dining room with French doors leading to a charming screened porch, as well as a separate formal living room featuring a fireplace and custom built-ins. Wide plank hardwood flooring adds warmth and character throughout much of the home. A dedicated study offers a cozy fireplace and built-ins-perfect for a home office or quiet retreat. The main-level primary suite is a very nice convenience. Extensive recent upgrades include a new roof, new Hardie board siding, new gutters, new central air system (including air handler), new boiler, new windows, and a security system. Professionally landscaped grounds, mature trees, stone walls and bluestone create a serene setting, yet remains close to everything. Includes a whole house generator. A full list of improvements is available. 90 miles to NYC.

3 Beds ⋅ 3 Baths ⋅ 24168079 MLS

Welcome to your own private retreat at 122 Crest Road-where timeless charm meets thoughtful modern updates. This beautifully maintained 3-bedroom, 2.5-bath Cape Cod-style home is just moments from town, the library, green, and local dining. Designed with both everyday living and entertaining in mind, the home features a custom sunken great room with a dramatic wall of windows that floods the space with natural light and showcases the surrounding landscape. Sliding doors lead seamlessly to a bluestone patio, creating indoor-outdoor flow. The kitchen has new appliances and opens nicely to the great room, enhancing the home's open feel. For more formal gatherings, enjoy the elegant dining room with French doors leading to a charming screened porch, as well as a separate formal living room featuring a fireplace and custom built-ins. Wide plank hardwood flooring adds warmth and character throughout much of the home. A dedicated study offers a cozy fireplace and built-ins-perfect for a home office or quiet retreat. The main-level primary suite is a very nice convenience. Extensive recent upgrades include a new roof, new Hardie board siding, new gutters, new central air system (including air handler), new boiler, new windows, and a security system. Professionally landscaped grounds, mature trees, stone walls and bluestone create a serene setting, yet remains close to everything. Includes a whole house generator. A full list of improvements is available. 90 miles to NYC.

122 Crest Rd, Middlebury

$844,760

Welcome to Avalon Farms community. This home is located in Middlebury's most desirable and beautifully maintained subdivision, which is known for its unique Cotswold inspired architecture and beautifully preserved and manicured settings. This turnkey home has been so lovingly cared for. There is nothing you need to do but make this space yours. Everything feels fresh and new! Walk in the door and feel instantly relaxed by the neutral colors carefully chosen throughout the home which showcase all the many updates this home provides with beautifully maintained hardwood floors throughout the first floor. The convenience of having a first-floor primary suite with so many added touches, such as tray ceiling, 2 spacious walk-in closets, and a beautifully updated master bath with towel warmers complete this bedroom oasis. The kitchen truly serves as the heart of the home, featuring an oversized center island with granite countertops that complement the updated Jenn Air stainless steel appliances. This kitchen is an entertainer's dream for everything from casual mornings to hosting holidays with family and friends. First floor laundry adds everyday convenience, while soaring cathedral ceilings create an open, airy feeling throughout the living room. Step outside to the expansive 18x30 mahogany rear deck where privacy and serenity await as you enjoy views of Avalon Farm Pond from afar throughout much of the year.

3 Beds ⋅ 3 Baths ⋅ 24200862 MLS

Welcome to Avalon Farms community. This home is located in Middlebury's most desirable and beautifully maintained subdivision, which is known for its unique Cotswold inspired architecture and beautifully preserved and manicured settings. This turnkey home has been so lovingly cared for. There is nothing you need to do but make this space yours. Everything feels fresh and new! Walk in the door and feel instantly relaxed by the neutral colors carefully chosen throughout the home which showcase all the many updates this home provides with beautifully maintained hardwood floors throughout the first floor. The convenience of having a first-floor primary suite with so many added touches, such as tray ceiling, 2 spacious walk-in closets, and a beautifully updated master bath with towel warmers complete this bedroom oasis. The kitchen truly serves as the heart of the home, featuring an oversized center island with granite countertops that complement the updated Jenn Air stainless steel appliances. This kitchen is an entertainer's dream for everything from casual mornings to hosting holidays with family and friends. First floor laundry adds everyday convenience, while soaring cathedral ceilings create an open, airy feeling throughout the living room. Step outside to the expansive 18x30 mahogany rear deck where privacy and serenity await as you enjoy views of Avalon Farm Pond from afar throughout much of the year.

29 Cambridge Ct, Middlebury

$815,000

Welcome to Avalon Farms community, located in one of Middlebury's distinctive residential communities, known for its beautifully built, upscale homes. The home is known for its European inspired architecture, beautifully preserved, natural surroundings, at the end of a cul-de-sac, which suits any stage of life you're in. Step inside to a grand two-story foyer that sets the tone for the homes spacious, filled with natural light. This 3 bedroom, 2.5 bath home has an open floor plan great for entertaining. The primary bedroom situated on the first floor, features a coffered ceiling, a generous walk-in closet, with a spacious bathroom complete with a walk-in shower & whirlpool tub. Directly off the primary bedroom there are endless opportunities, whether that space may serve as a nursey, office space or play area. The kitchen serves as the heart of the home, featuring a spacious granite island, abundant cabinetry, and plenty of storage perfect for everyday living, entertaining, and gathering with family & friends. Conveniently off the kitchen you have first floor laundry in its own dedicated space with a utility sink and tons of storage space. Two spacious bedrooms & a full bathroom complete the upstairs and if you needed more space you will find a heated finished basement as well.

3 Beds ⋅ 3 Baths ⋅ 24180471 MLS

Welcome to Avalon Farms community, located in one of Middlebury's distinctive residential communities, known for its beautifully built, upscale homes. The home is known for its European inspired architecture, beautifully preserved, natural surroundings, at the end of a cul-de-sac, which suits any stage of life you're in. Step inside to a grand two-story foyer that sets the tone for the homes spacious, filled with natural light. This 3 bedroom, 2.5 bath home has an open floor plan great for entertaining. The primary bedroom situated on the first floor, features a coffered ceiling, a generous walk-in closet, with a spacious bathroom complete with a walk-in shower & whirlpool tub. Directly off the primary bedroom there are endless opportunities, whether that space may serve as a nursey, office space or play area. The kitchen serves as the heart of the home, featuring a spacious granite island, abundant cabinetry, and plenty of storage perfect for everyday living, entertaining, and gathering with family & friends. Conveniently off the kitchen you have first floor laundry in its own dedicated space with a utility sink and tons of storage space. Two spacious bedrooms & a full bathroom complete the upstairs and if you needed more space you will find a heated finished basement as well.

38 Avalon Dr, Middlebury

$810,000

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 18 Deer Run Road (aka Lot 20) is just beginning construction and will be one level living at its finest! Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

3 Beds ⋅ 3 Baths ⋅ 24099002 MLS

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 18 Deer Run Road (aka Lot 20) is just beginning construction and will be one level living at its finest! Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

18 Deer Run Rd, Middlebury

$759,900

Spacious and meticulously maintained Cape offering 3 bedrooms and 3.5 baths with a flexible layout designed for today's lifestyle. The main level features a stunning home office with custom built-ins and fireplace, and a kitchen with a Wolf gas range/oven, Sub-Zero refrigerator, and center island with beverage cooler. Upstairs, you'll find generously sized bedrooms, including a spacious primary suite with two walk-in closets, along with a versatile flex room. The walkout lower level offers additional finished space with flexible use potential, ideal for extended living. Step outside to your private outdoor oasis featuring a saltwater, in-ground heated pool with LED lighting, hot tub, outdoor shower, and an expansive deck with built-in speakers throughout-extending to the pool and patio-perfect for entertaining or relaxing. A brand-new pool liner and steps complete the space. Additional highlights include a 2-car attached garage with EV charging, a newer roof, full property irrigation, and numerous upgrades throughout. Don't miss out on this beautiful home!

3 Beds ⋅ 4 Baths ⋅ 24166543 MLS

Spacious and meticulously maintained Cape offering 3 bedrooms and 3.5 baths with a flexible layout designed for today's lifestyle. The main level features a stunning home office with custom built-ins and fireplace, and a kitchen with a Wolf gas range/oven, Sub-Zero refrigerator, and center island with beverage cooler. Upstairs, you'll find generously sized bedrooms, including a spacious primary suite with two walk-in closets, along with a versatile flex room. The walkout lower level offers additional finished space with flexible use potential, ideal for extended living. Step outside to your private outdoor oasis featuring a saltwater, in-ground heated pool with LED lighting, hot tub, outdoor shower, and an expansive deck with built-in speakers throughout-extending to the pool and patio-perfect for entertaining or relaxing. A brand-new pool liner and steps complete the space. Additional highlights include a 2-car attached garage with EV charging, a newer roof, full property irrigation, and numerous upgrades throughout. Don't miss out on this beautiful home!

64 Watertown Rd, Middlebury

$750,000

This beautiful 9 room colonial has every attention to detail and all the features that a discriminating buyer is looking for. Set on a private 3.34 acre lot with a 10' X 16' shed in a sought-after, very commuter friendly neighborhood, this 3,198 square foot residence boasts 4 bedrooms, 2-1/2 bathrooms, a bright and airy 25' X25' main floor family room with cathedral ceilings, built-ins, a fireplace with pellet stove and atrium doors to a private 14' X 24' deck, plus an additional 480 SF finished lower level with interior access to the 2 car oversize garage, a mudroom and a recreation room. The main floor has an updated eat-in kitchen with granite countertops, newer appliances, and an island. The open foyer leads to a large living room and dining room with wainscoting and a half bath. The upper level has 4 generously sized bedrooms and 2 bathrooms, including a 17' X 20' primary bedroom with a newly remodeled on-suite bathroom. Other amenities include central A/C, central vacuum, security system, Ring doorbells and flood lights, a generator hookup, detailed trim work throughout, built-in shelving galore and hardwood floors. The roof and gutters are only 2 years old. The Thermo-Pride hot air furnace was installed in 2019. This well maintained home will provide buyers with many more years of carefree and very pleasurable living.

4 Beds ⋅ 3 Baths ⋅ 24158517 MLS

This beautiful 9 room colonial has every attention to detail and all the features that a discriminating buyer is looking for. Set on a private 3.34 acre lot with a 10' X 16' shed in a sought-after, very commuter friendly neighborhood, this 3,198 square foot residence boasts 4 bedrooms, 2-1/2 bathrooms, a bright and airy 25' X25' main floor family room with cathedral ceilings, built-ins, a fireplace with pellet stove and atrium doors to a private 14' X 24' deck, plus an additional 480 SF finished lower level with interior access to the 2 car oversize garage, a mudroom and a recreation room. The main floor has an updated eat-in kitchen with granite countertops, newer appliances, and an island. The open foyer leads to a large living room and dining room with wainscoting and a half bath. The upper level has 4 generously sized bedrooms and 2 bathrooms, including a 17' X 20' primary bedroom with a newly remodeled on-suite bathroom. Other amenities include central A/C, central vacuum, security system, Ring doorbells and flood lights, a generator hookup, detailed trim work throughout, built-in shelving galore and hardwood floors. The roof and gutters are only 2 years old. The Thermo-Pride hot air furnace was installed in 2019. This well maintained home will provide buyers with many more years of carefree and very pleasurable living.

366 Charcoal Ave, Middlebury

$740,000

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 28 Hunting Ridge Road (aka Lot 7) is ready to move in to!! This home is a 2400+ sq ft 4 bedroom colonial. Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

4 Beds ⋅ 3 Baths ⋅ 24079497 MLS

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 28 Hunting Ridge Road (aka Lot 7) is ready to move in to!! This home is a 2400+ sq ft 4 bedroom colonial. Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

28 Hunting Ridge Rd, Middlebury

$735,000

Elegant cape with refined main-level living in Middlebury. Timeless charm and thoughtful design come together in this classic home that lives beautifully like a ranch with expanded main level. The main level offers a spacious primary bedroom with a full bath and walk-in shower, complemented by a second bedroom or private office. Designed for both gracious entertaining and everyday comfort, the home features a large living room, formal dining room, and an updated kitchen with a butler's pantry. Also on the main level is a sunroom that is an inviting year-round heated with electric, living space. A well-appointed mudroom with laundry sits just off the attached 2 car garage and the kitchen, adding function without sacrificing style. Throughout the home, classic architectural details shine, including custom built-in curios and bookshelves, hardwood floors, and two fireplaces that enhance the home's warmth and character. Four bedrooms in all and set on 1.7 acres with a level yard in a sought-after Middlebury location, abuts Middlebury Land Trust's Crest Rd. Preserve. Recent improvements include a new roof in 2025. Ideally situated close to dining, parks, library, town amenities, private school, and commuter routes, this home presents a rare blend of quality craftsmanship, location, and lifestyle. Middlebury residents can also join the Middlebury Recreation Association annually for a small fee and have access to a beach on Lake Quassapaug and a pavilion at the park.

4 Beds ⋅ 3 Baths ⋅ 24147892 MLS

Elegant cape with refined main-level living in Middlebury. Timeless charm and thoughtful design come together in this classic home that lives beautifully like a ranch with expanded main level. The main level offers a spacious primary bedroom with a full bath and walk-in shower, complemented by a second bedroom or private office. Designed for both gracious entertaining and everyday comfort, the home features a large living room, formal dining room, and an updated kitchen with a butler's pantry. Also on the main level is a sunroom that is an inviting year-round heated with electric, living space. A well-appointed mudroom with laundry sits just off the attached 2 car garage and the kitchen, adding function without sacrificing style. Throughout the home, classic architectural details shine, including custom built-in curios and bookshelves, hardwood floors, and two fireplaces that enhance the home's warmth and character. Four bedrooms in all and set on 1.7 acres with a level yard in a sought-after Middlebury location, abuts Middlebury Land Trust's Crest Rd. Preserve. Recent improvements include a new roof in 2025. Ideally situated close to dining, parks, library, town amenities, private school, and commuter routes, this home presents a rare blend of quality craftsmanship, location, and lifestyle. Middlebury residents can also join the Middlebury Recreation Association annually for a small fee and have access to a beach on Lake Quassapaug and a pavilion at the park.

117 Crest Rd, Middlebury

$730,000

This stunning ranch blends contemporary style with effortless one-level living. The open floor plan is filled with natural light, highlighted by dramatic floor-to-ceiling windows that create a bright and inviting atmosphere throughout. The beautifully updated interior features a luxurious primary suite and stylish, high-quality finishes at every turn. Designed for both everyday living and entertaining, the seamless indoor-outdoor flow leads to an expansive deck that spans the entire length of the home, overlooking the spectacular backyard. This exceptional home offers the perfect balance of luxury, comfort, and timeless appeal-an opportunity not to be missed. Your private outdoor oasis includes an inground pool, multiple patios, a hot tub, and beautifully landscaped grounds that offer exceptional privacy. Located in a premier neighborhood, this home combines sophisticated design, abundant natural light, and resort-style amenities in an unparalleled setting.

4 Beds ⋅ 3 Baths ⋅ 24196075 MLS

This stunning ranch blends contemporary style with effortless one-level living. The open floor plan is filled with natural light, highlighted by dramatic floor-to-ceiling windows that create a bright and inviting atmosphere throughout. The beautifully updated interior features a luxurious primary suite and stylish, high-quality finishes at every turn. Designed for both everyday living and entertaining, the seamless indoor-outdoor flow leads to an expansive deck that spans the entire length of the home, overlooking the spectacular backyard. This exceptional home offers the perfect balance of luxury, comfort, and timeless appeal-an opportunity not to be missed. Your private outdoor oasis includes an inground pool, multiple patios, a hot tub, and beautifully landscaped grounds that offer exceptional privacy. Located in a premier neighborhood, this home combines sophisticated design, abundant natural light, and resort-style amenities in an unparalleled setting.

179 Burr Hall Rd, Middlebury

$728,000

Nestled in the serene & sought-after North Farm Road neighborhood of Middlebury, this property offers approximatley 3,360 sq ft of living space on a generous 2.54 acre lot! This custom designed home will have you living in your own VT style home with a blend of privacy & convenient access to town! As you enter the home you will notice the great room with the floor to ceiling custom stone hearth wall, custom remote blinds, a fabulous wood wet bar area as well as built-in entertainment cabinet. The eat-in kitchen invites you to enjoy meals & coffee looking out at the beautiful backyard or relax on the screened in porch. A formal dining area & living room are perfect for entertaining & enjoying the views through the oversized windows. Upstairs you will find 4 large bedrooms including the Primary suite with sitting area, remote control blinds, custom bathroom cabinets, a walk-in shower, as well as radiant heated floors. You'll find your private oasis in the backyard with an amazing in-ground pool & features an electric pool cover that is walkable for added safety, a large spa with cover, composite deck for low to no maintenance, 2 large resort style sun umbrellas & an electric awning! You'll never want to leave your backyard! Don't miss the walk up attic storage area in the mudroom waiting for your imagination! With a 3 car attached garage & an automatic generator everything has been thoughtfully planned when this home was built by this family!

4 Beds ⋅ 4 Baths ⋅ 24163117 MLS

Nestled in the serene & sought-after North Farm Road neighborhood of Middlebury, this property offers approximatley 3,360 sq ft of living space on a generous 2.54 acre lot! This custom designed home will have you living in your own VT style home with a blend of privacy & convenient access to town! As you enter the home you will notice the great room with the floor to ceiling custom stone hearth wall, custom remote blinds, a fabulous wood wet bar area as well as built-in entertainment cabinet. The eat-in kitchen invites you to enjoy meals & coffee looking out at the beautiful backyard or relax on the screened in porch. A formal dining area & living room are perfect for entertaining & enjoying the views through the oversized windows. Upstairs you will find 4 large bedrooms including the Primary suite with sitting area, remote control blinds, custom bathroom cabinets, a walk-in shower, as well as radiant heated floors. You'll find your private oasis in the backyard with an amazing in-ground pool & features an electric pool cover that is walkable for added safety, a large spa with cover, composite deck for low to no maintenance, 2 large resort style sun umbrellas & an electric awning! You'll never want to leave your backyard! Don't miss the walk up attic storage area in the mudroom waiting for your imagination! With a 3 car attached garage & an automatic generator everything has been thoughtfully planned when this home was built by this family!

200 N Farm Rd, Middlebury

$715,000

Discover your tranquil retreat at 80 Pine Hollow Drive! This unique and spacious home offers the perfect blend of comfortable living, exceptional entertaining space, and flexible floor plans to meet any need. The heart of the home is the large, eat-in kitchen, perfect for casual meals and morning coffee. This seamlessly opens to a spacious dining room, creating an effortless flow for hosting dinner parties. The entertaining continues into a well-lit living room and a separate, cozy family room-offering plenty of space for everyone to relax. Upstairs, you'll find the home's private sleeping quarters, featuring three bedrooms and two full bathrooms. Need more room? Then travel downstairs to a highly versatile area that can function as additional bedrooms, a dedicated office space, or even a perfect in-law suite thanks to an additional full bathroom. The partially finished basement is an entertainer's dream, complete with a dedicated media room and storage galore. The unfinished portion offers even more practicality, serving as a workshop for tools and crafts, along with abundant extra storage. Step outside to your private yard, a true outdoor oasis! The landscaped pool area is an entertainer's delight, offering the perfect backdrop for summer barbecues and weekend relaxation. With plenty of parking, hosting friends and family is always a breeze. This distinctive property truly is a must-see!

4 Beds ⋅ 4 Baths ⋅ 24161366 MLS

Discover your tranquil retreat at 80 Pine Hollow Drive! This unique and spacious home offers the perfect blend of comfortable living, exceptional entertaining space, and flexible floor plans to meet any need. The heart of the home is the large, eat-in kitchen, perfect for casual meals and morning coffee. This seamlessly opens to a spacious dining room, creating an effortless flow for hosting dinner parties. The entertaining continues into a well-lit living room and a separate, cozy family room-offering plenty of space for everyone to relax. Upstairs, you'll find the home's private sleeping quarters, featuring three bedrooms and two full bathrooms. Need more room? Then travel downstairs to a highly versatile area that can function as additional bedrooms, a dedicated office space, or even a perfect in-law suite thanks to an additional full bathroom. The partially finished basement is an entertainer's dream, complete with a dedicated media room and storage galore. The unfinished portion offers even more practicality, serving as a workshop for tools and crafts, along with abundant extra storage. Step outside to your private yard, a true outdoor oasis! The landscaped pool area is an entertainer's delight, offering the perfect backdrop for summer barbecues and weekend relaxation. With plenty of parking, hosting friends and family is always a breeze. This distinctive property truly is a must-see!

80 Pine Hollow Dr, Middlebury

$706,000

Gracious, comfortable, and exceptionally well cared for, this home offers a thoughtful layout ideal for both everyday living and entertaining. The large, updated kitchen opens to a bright great room overlooking the private, parklike backyard-an inviting setting with an expansive patio and outdoor kitchen perfect for gatherings. Hardwood floors run throughout, complementing the formal front to back living room with its newly designed fireplace and access to a charming covered side patio. A standout feature is the spacious bonus room over the garage, offering true flexibility. With its private entrance potential and generous footprint, it can serve as a dedicated home office, guest suite, inlaw or au pair apartment, or a fourth bedroom-an exceptional option for multigenerational living or today's work from home needs. The two car attached garage is fully finished including walls, ceiling and apoxy floor. The home has been meticulously updated with all major mechanicals improved, including roof, gutters, windows, skylights, a Buderus high efficiency boiler, and a newer hot water tank. Enjoy the best of both worlds with a private well paired with public sewer. Set on nearly an acre, this property combines comfort, functionality, and long term value in a truly beautiful setting. Walking distance to Middlebury Town Green, Walking trails and restaurants all on a quiet street. 90 min to NYC this could be your perfect forever home or a great getaway.

3 Beds ⋅ 3 Baths ⋅ 24160065 MLS

Gracious, comfortable, and exceptionally well cared for, this home offers a thoughtful layout ideal for both everyday living and entertaining. The large, updated kitchen opens to a bright great room overlooking the private, parklike backyard-an inviting setting with an expansive patio and outdoor kitchen perfect for gatherings. Hardwood floors run throughout, complementing the formal front to back living room with its newly designed fireplace and access to a charming covered side patio. A standout feature is the spacious bonus room over the garage, offering true flexibility. With its private entrance potential and generous footprint, it can serve as a dedicated home office, guest suite, inlaw or au pair apartment, or a fourth bedroom-an exceptional option for multigenerational living or today's work from home needs. The two car attached garage is fully finished including walls, ceiling and apoxy floor. The home has been meticulously updated with all major mechanicals improved, including roof, gutters, windows, skylights, a Buderus high efficiency boiler, and a newer hot water tank. Enjoy the best of both worlds with a private well paired with public sewer. Set on nearly an acre, this property combines comfort, functionality, and long term value in a truly beautiful setting. Walking distance to Middlebury Town Green, Walking trails and restaurants all on a quiet street. 90 min to NYC this could be your perfect forever home or a great getaway.

15 Central Rd, Middlebury

$675,000

Experience comfort, space, and scenic surroundings at 84 Munson Road, Middlebury, CT 06762, a well-situated home set in a peaceful and desirable community. This inviting property offers a thoughtfully designed layout with generous living areas filled with natural light, creating a bright and welcoming atmosphere. The main level provides ideal flow for everyday living and entertaining, while the kitchen delivers ample cabinetry, abundant counter space, and a practical configuration suited for daily meal preparation. Bedrooms are comfortably sized and offer flexibility for restful retreats, home offices, or guest accommodations. Bathrooms are arranged for functionality with classic finishes and efficient use of space. Step outside to enjoy a spacious yard surrounded by natural beauty, perfect for outdoor gatherings, gardening, or quiet relaxation. The setting offers a balance of privacy and convenience, with easy access to schools, shopping, dining, recreational areas, and major routes. Whether you are searching for a primary residence or a long-term investment, 84 Munson Road presents a wonderful opportunity to enjoy suburban living with strong potential in one of Middlebury's appealing residential areas.

4 Beds ⋅ 5 Baths ⋅ 24145916 MLS

Experience comfort, space, and scenic surroundings at 84 Munson Road, Middlebury, CT 06762, a well-situated home set in a peaceful and desirable community. This inviting property offers a thoughtfully designed layout with generous living areas filled with natural light, creating a bright and welcoming atmosphere. The main level provides ideal flow for everyday living and entertaining, while the kitchen delivers ample cabinetry, abundant counter space, and a practical configuration suited for daily meal preparation. Bedrooms are comfortably sized and offer flexibility for restful retreats, home offices, or guest accommodations. Bathrooms are arranged for functionality with classic finishes and efficient use of space. Step outside to enjoy a spacious yard surrounded by natural beauty, perfect for outdoor gatherings, gardening, or quiet relaxation. The setting offers a balance of privacy and convenience, with easy access to schools, shopping, dining, recreational areas, and major routes. Whether you are searching for a primary residence or a long-term investment, 84 Munson Road presents a wonderful opportunity to enjoy suburban living with strong potential in one of Middlebury's appealing residential areas.

84 Munson Rd, Middlebury

$670,000

Welcome to this impressive 3,512-square-foot Colonial offering 10 spacious rooms 4 bedrooms 3.5 baths and a 2 car attached garage. Thoughtfully maintained and updated this home features newer mechanicals installed in 2023 including a furnace and water heater. Large deck for convenient outdoor grilling The elegant interior showcases hardwood flooring throughout crown molding and chair rail detailing throughout much of the main level The formal dining room is enhanced by a beautiful tray ceiling and leading off to a serving bar while the stunning kitchen features granite countertops, a center island tile backsplash and abundant cabinetry making it ideal for both everyday living and entertaining The inviting family room offers a soaring vaulted ceiling and a cozy gas fireplace creating a warm and welcoming gathering space The luxurious primary suite includes a spacious sitting room or dressing area that could easily be converted into an expansive walk-in closet. The en-suite bath features a Jacuzzi tub, dual vanities, private water closet and a separate glass-enclosed shower. Three additional bedrooms are located on the second floor, including two connected by a convenient Jack-and-Jill bathroom. The home also offers a main level laundry and mudroom Basement features additional cabinetry and excellent storage The large unfinished 1,795-square-foot basement with 8-foot ceilings presents endless possibilities for future expansion recreation space city water/sewer, and 2 car garage

4 Beds ⋅ 4 Baths ⋅ 24183278 MLS ⋅ Brookside Of Middlebury BLDG.

Welcome to this impressive 3,512-square-foot Colonial offering 10 spacious rooms 4 bedrooms 3.5 baths and a 2 car attached garage. Thoughtfully maintained and updated this home features newer mechanicals installed in 2023 including a furnace and water heater. Large deck for convenient outdoor grilling The elegant interior showcases hardwood flooring throughout crown molding and chair rail detailing throughout much of the main level The formal dining room is enhanced by a beautiful tray ceiling and leading off to a serving bar while the stunning kitchen features granite countertops, a center island tile backsplash and abundant cabinetry making it ideal for both everyday living and entertaining The inviting family room offers a soaring vaulted ceiling and a cozy gas fireplace creating a warm and welcoming gathering space The luxurious primary suite includes a spacious sitting room or dressing area that could easily be converted into an expansive walk-in closet. The en-suite bath features a Jacuzzi tub, dual vanities, private water closet and a separate glass-enclosed shower. Three additional bedrooms are located on the second floor, including two connected by a convenient Jack-and-Jill bathroom. The home also offers a main level laundry and mudroom Basement features additional cabinetry and excellent storage The large unfinished 1,795-square-foot basement with 8-foot ceilings presents endless possibilities for future expansion recreation space city water/sewer, and 2 car garage

36 Independence Cir, Middlebury

$670,000

A timeless center hall colonial set in one of Middlebury's most cherished neighborhoods. This beautifully maintained home features a custom kitchen with Subzero refrigeration, Wolf gas cooktop and double ovens, marble countertops, and built-in wine storage. Hardwood floors run throughout the main living areas, where a warm and inviting family room with a gas log fireplace sits just off the kitchen. The formal living room, anchored by a handsome fireplace, opens to a bright library with built-in bookcases. The home offers four bedrooms, including a spacious primary suite with a dressing room and a remodeled bath. A finished lower level room with built-ins and a private walkout entrance provides flexible space for work, hobbies, or guests. A whole house generator, newer windows and roof are just a few of the updates. The backyard is a true retreat, featuring mature landscaping, an expansive bluestone patio, and a deck with a pergola-ideal for outdoor dining and relaxation. Enjoy Middlebury's charming amenities, including local restaurants, the Greenway walking path, a nearby winery, and the town green. Conveniently located within 90 miles of NYC and approximately 2.5 hours to Boston

4 Beds ⋅ 4 Baths ⋅ 24160037 MLS

A timeless center hall colonial set in one of Middlebury's most cherished neighborhoods. This beautifully maintained home features a custom kitchen with Subzero refrigeration, Wolf gas cooktop and double ovens, marble countertops, and built-in wine storage. Hardwood floors run throughout the main living areas, where a warm and inviting family room with a gas log fireplace sits just off the kitchen. The formal living room, anchored by a handsome fireplace, opens to a bright library with built-in bookcases. The home offers four bedrooms, including a spacious primary suite with a dressing room and a remodeled bath. A finished lower level room with built-ins and a private walkout entrance provides flexible space for work, hobbies, or guests. A whole house generator, newer windows and roof are just a few of the updates. The backyard is a true retreat, featuring mature landscaping, an expansive bluestone patio, and a deck with a pergola-ideal for outdoor dining and relaxation. Enjoy Middlebury's charming amenities, including local restaurants, the Greenway walking path, a nearby winery, and the town green. Conveniently located within 90 miles of NYC and approximately 2.5 hours to Boston

223 Carriage Dr, Middlebury

$668,000

Ideal location! Beautiful 3-bedroom, 3.5-bath colonial situated at the end of a private cul-de-sac in desirable Middlebury, just minutes from the highway. This bright, sun-filled home features hardwood floors throughout, a spacious family room, custom kitchen with quartz countertops, stainless steel gas range, plus a formal dining room with a brick fireplace. Relax in the skylit sunroom or enjoy the finished lower level with walkout, ideal for an in-law setup, recreation room, or home office. Above the two car garage there is a separate room that could be used as a possible fourth bedroom. Step outside to a spacious, two tiered deck overlooking an exceptionally private backyard with an above ground pool. This house is set on nearly 3 acres, backing directly to the Middlebury Land Trust with an additional shed. This home offers the perfect combination of comfort, privacy, and convenience. Schedule your private showing today!

3 Beds ⋅ 3 Baths ⋅ 24184080 MLS

Ideal location! Beautiful 3-bedroom, 3.5-bath colonial situated at the end of a private cul-de-sac in desirable Middlebury, just minutes from the highway. This bright, sun-filled home features hardwood floors throughout, a spacious family room, custom kitchen with quartz countertops, stainless steel gas range, plus a formal dining room with a brick fireplace. Relax in the skylit sunroom or enjoy the finished lower level with walkout, ideal for an in-law setup, recreation room, or home office. Above the two car garage there is a separate room that could be used as a possible fourth bedroom. Step outside to a spacious, two tiered deck overlooking an exceptionally private backyard with an above ground pool. This house is set on nearly 3 acres, backing directly to the Middlebury Land Trust with an additional shed. This home offers the perfect combination of comfort, privacy, and convenience. Schedule your private showing today!

130 Fairhaven Dr, Middlebury

$650,000

Welcome to this beautifully updated contemorary ranch offering an open floor plan, vaulted ceilings, and an inviting sense of space. Nestled among million dollar homes, this property combines comfort, style, and an exceptional location. The spacious living area features a cozy wood burning fireplace and flows seamlessly into the renovated kitchen with abundant cabinetry, a breakfast bar, a coffee station, and a convenient nook, ideal for a home office or a place to sit and relax, overlooking the patio through sliding glass doors. The renovated full bath adds modern appeal, while the private primary suite offers its own full bath, with modern cabinetry, and thoughtfully tucked away closets. Freshly painted inside and out, the home has a clean, warm feel throughout. Outside, enjoy professionally landscaped grounds highlighted by a beautiful rose garden and a brand new Kloter Farm shed. The lower level welcomes you with a foyer leading to a versatile den or flex space, while the expansive basement offers endless possibilities for future living space, a workshop, or abundant storage. Additional features include central air conditioning, new well tank and updated softener, new gutters and downspouts with leaf guards, new hot water heater, new fiberglass doors and an attached two car garage. Move in just in time for the new school year and enjoy all that the award-winning Region 15 School District has to offer!

3 Beds ⋅ 3 Baths ⋅ 24190947 MLS

Welcome to this beautifully updated contemorary ranch offering an open floor plan, vaulted ceilings, and an inviting sense of space. Nestled among million dollar homes, this property combines comfort, style, and an exceptional location. The spacious living area features a cozy wood burning fireplace and flows seamlessly into the renovated kitchen with abundant cabinetry, a breakfast bar, a coffee station, and a convenient nook, ideal for a home office or a place to sit and relax, overlooking the patio through sliding glass doors. The renovated full bath adds modern appeal, while the private primary suite offers its own full bath, with modern cabinetry, and thoughtfully tucked away closets. Freshly painted inside and out, the home has a clean, warm feel throughout. Outside, enjoy professionally landscaped grounds highlighted by a beautiful rose garden and a brand new Kloter Farm shed. The lower level welcomes you with a foyer leading to a versatile den or flex space, while the expansive basement offers endless possibilities for future living space, a workshop, or abundant storage. Additional features include central air conditioning, new well tank and updated softener, new gutters and downspouts with leaf guards, new hot water heater, new fiberglass doors and an attached two car garage. Move in just in time for the new school year and enjoy all that the award-winning Region 15 School District has to offer!

200 Northridge Dr, Middlebury

$650,000

Nestled in the highly sought-after North Farm neighborhood, this exceptional 4BR, 3.5 bath Colonial is beautifully situated on 2.34 private acres offering the perfect blend of classic charm and comfortable living. A generous entry foyer welcomes you into a thoughtfully designed home featuring a formal living room with fireplace, elegant formal dining room and a spacious eat-in kitchen complete with pantry and breakfast bar. The inviting family room is the heart of the home, showcasing vaulted ceilings, exposed wood beams, wide plank hardwood floors and a dramatic floor-to ceiling fireplace. A dedicated study/office with built-in bookcases and a versatile bonus room provide flexible space for today's lifestyle needs. Outdoor living is equally impressive with double decks overlooking an expansive pool and serene backyard, ideal for entertaining and relaxing all summer long. This is a rare opportunity to own a beautiful property in one of the area's most desirable neighborhoods.

4 Beds ⋅ 4 Baths ⋅ 24178550 MLS

Nestled in the highly sought-after North Farm neighborhood, this exceptional 4BR, 3.5 bath Colonial is beautifully situated on 2.34 private acres offering the perfect blend of classic charm and comfortable living. A generous entry foyer welcomes you into a thoughtfully designed home featuring a formal living room with fireplace, elegant formal dining room and a spacious eat-in kitchen complete with pantry and breakfast bar. The inviting family room is the heart of the home, showcasing vaulted ceilings, exposed wood beams, wide plank hardwood floors and a dramatic floor-to ceiling fireplace. A dedicated study/office with built-in bookcases and a versatile bonus room provide flexible space for today's lifestyle needs. Outdoor living is equally impressive with double decks overlooking an expansive pool and serene backyard, ideal for entertaining and relaxing all summer long. This is a rare opportunity to own a beautiful property in one of the area's most desirable neighborhoods.

168 N Farm Rd, Middlebury

$630,000

Nestled within the highly sought-after Brookside of Middlebury, this exceptional 4-bedroom, 2.5-bath Colonial offers timeless elegance, sophisticated design, and luxurious living throughout. Meticulously maintained, this impressive residence features a spacious, light-filled floor plan ideal for both refined entertaining and everyday comfort. The stunning eat-in kitchen serves as the heart of the home, showcasing a center island, granite countertops, tile backsplash, all new stainless steel appliances. Beautiful formal dining room, inviting living room, private office/den, and an expansive family room with fireplace create the perfect blend of warmth and sophistication. A slider leads to a beautiful Trex deck, offering seamless indoor-outdoor living and the perfect setting for relaxing or entertaining. Upstairs, the spacious primary suite provides a private retreat complete a whirlpool tub, separate shower, and generous closet space. Three additional spacious bedrooms, a beautifully appointed full bath, and convenient second-floor laundry complete the upper level. The exceptional finished lower level offers premium additional living space featuring a custom movie room, spacious recreation/family room, and abundant storage. Close to shopping, dining, parks, and commuter routes.

4 Beds ⋅ 3 Baths ⋅ 24177570 MLS ⋅ Brookside Of Middlebury BLDG.

Nestled within the highly sought-after Brookside of Middlebury, this exceptional 4-bedroom, 2.5-bath Colonial offers timeless elegance, sophisticated design, and luxurious living throughout. Meticulously maintained, this impressive residence features a spacious, light-filled floor plan ideal for both refined entertaining and everyday comfort. The stunning eat-in kitchen serves as the heart of the home, showcasing a center island, granite countertops, tile backsplash, all new stainless steel appliances. Beautiful formal dining room, inviting living room, private office/den, and an expansive family room with fireplace create the perfect blend of warmth and sophistication. A slider leads to a beautiful Trex deck, offering seamless indoor-outdoor living and the perfect setting for relaxing or entertaining. Upstairs, the spacious primary suite provides a private retreat complete a whirlpool tub, separate shower, and generous closet space. Three additional spacious bedrooms, a beautifully appointed full bath, and convenient second-floor laundry complete the upper level. The exceptional finished lower level offers premium additional living space featuring a custom movie room, spacious recreation/family room, and abundant storage. Close to shopping, dining, parks, and commuter routes.

1 Independence Cir Unit 1, Middlebury

$625,000

Gorgeous freestanding Steeplechase unit, beautifully renovated over the past several years. A new kitchen and baths, refinished hardwood floors, and updated light fixtures are just a few of the many improvements. The outdoor space is exceptional, featuring a charming open front porch and a covered bluestone patio in the back. The main level offers a living room with a cathedral ceiling, a family room off the kitchen with a fireplace and sliders to the back patio, a bright and cheerful eat-in kitchen, and a formal dining room. Upstairs, the home includes three bedrooms, two full baths, and refinished hardwood floors throughout.

3 Beds ⋅ 3 Baths ⋅ 24171754 MLS ⋅ Steeplechase Of Middlebury BLDG.

Gorgeous freestanding Steeplechase unit, beautifully renovated over the past several years. A new kitchen and baths, refinished hardwood floors, and updated light fixtures are just a few of the many improvements. The outdoor space is exceptional, featuring a charming open front porch and a covered bluestone patio in the back. The main level offers a living room with a cathedral ceiling, a family room off the kitchen with a fireplace and sliders to the back patio, a bright and cheerful eat-in kitchen, and a formal dining room. Upstairs, the home includes three bedrooms, two full baths, and refinished hardwood floors throughout.

10 Pelham Way Unit 10, Middlebury

$620,000

The home you have been waiting for is waiting for you at 90 Fenn Road, Middlebury. Need room for inlaws? teens? an office? You can have it right here, tucked on 1.67 acres in a desirable Middlebury location. As you enter the spacious tiled foyer and look around, a formal sunken living room greets you on one side and a formal dining room on the other. You will notice the oak flooring in both rooms. You can then make your wy to the oversized kitchen with separate dining area, featuring updated quartz counters and newer appliances. The kitchen is open to the family room and on cool nights you can enjoy the fireplace from both rooms. Upstairs the four bedrooms and two full baths create comfortable living quarters. In addition, an unfinished 21'x22 over the office is a fabulous opportunity for the new owner to add more space to this already spacious home. There is more than enough storage area provided by the walk up attic and the full basement that offers an overhead garage door for easy access. The current owner had converted the former 600 sq. ft garage as a dentist office after acquiring a certificate of zoning compliance.

4 Beds ⋅ 4 Baths ⋅ 24167501 MLS

The home you have been waiting for is waiting for you at 90 Fenn Road, Middlebury. Need room for inlaws? teens? an office? You can have it right here, tucked on 1.67 acres in a desirable Middlebury location. As you enter the spacious tiled foyer and look around, a formal sunken living room greets you on one side and a formal dining room on the other. You will notice the oak flooring in both rooms. You can then make your wy to the oversized kitchen with separate dining area, featuring updated quartz counters and newer appliances. The kitchen is open to the family room and on cool nights you can enjoy the fireplace from both rooms. Upstairs the four bedrooms and two full baths create comfortable living quarters. In addition, an unfinished 21'x22 over the office is a fabulous opportunity for the new owner to add more space to this already spacious home. There is more than enough storage area provided by the walk up attic and the full basement that offers an overhead garage door for easy access. The current owner had converted the former 600 sq. ft garage as a dentist office after acquiring a certificate of zoning compliance.

90 Fenn Rd, Middlebury

$620,000

This beautifully upgraded condominium at Ridgewood at Middlebury offers the perfect blend of style, comfort, and low-maintenance living. Built in 2022 and showing like new, the home features sun-filled spaces, engineered wood floors throughout, and a thoughtfully designed open layout. The main level welcomes you with a seamless flow ideal for everyday living and entertaining. At the center of the home is the extensively upgraded kitchen, featuring white cabinetry, stainless steel appliances, and a striking 8-foot center island with a waterfall countertop. The current owners enhanced both form and function with a custom pantry, built-in bar area with wine chiller, double ovens, rollout shelving in all lower cabinets and pantry, and under- and over-cabinet lighting. The kitchen opens to a sunny breakfast nook with direct access to the sundeck, creating easy indoor-outdoor living. Just beyond, the open dining area connects to a spacious living room with a gas fireplace. A flexible main-level office, den, or playroom adds valuable versatility. Upstairs, a central loft leads to the primary suite, complete with a walk-in closet featuring custom closet systems, a double vanity, and a tile shower. Two additional bedrooms, a full bath, and convenient second-floor laundry complete the upper level. The lower level offers generous space for future finishing-ideal for a gym, workshop, or additional living area-along with ample storage.

3 Beds ⋅ 3 Baths ⋅ 24163290 MLS ⋅ Ridgewood At Middlebury BLDG.

This beautifully upgraded condominium at Ridgewood at Middlebury offers the perfect blend of style, comfort, and low-maintenance living. Built in 2022 and showing like new, the home features sun-filled spaces, engineered wood floors throughout, and a thoughtfully designed open layout. The main level welcomes you with a seamless flow ideal for everyday living and entertaining. At the center of the home is the extensively upgraded kitchen, featuring white cabinetry, stainless steel appliances, and a striking 8-foot center island with a waterfall countertop. The current owners enhanced both form and function with a custom pantry, built-in bar area with wine chiller, double ovens, rollout shelving in all lower cabinets and pantry, and under- and over-cabinet lighting. The kitchen opens to a sunny breakfast nook with direct access to the sundeck, creating easy indoor-outdoor living. Just beyond, the open dining area connects to a spacious living room with a gas fireplace. A flexible main-level office, den, or playroom adds valuable versatility. Upstairs, a central loft leads to the primary suite, complete with a walk-in closet featuring custom closet systems, a double vanity, and a tile shower. Two additional bedrooms, a full bath, and convenient second-floor laundry complete the upper level. The lower level offers generous space for future finishing-ideal for a gym, workshop, or additional living area-along with ample storage.

193 Ridgewood Dr Unit 193, Middlebury

$615,000

Charm abounds in this remodeled classic cape with 2 car garage, central air, and massive 1st floor master suite! Remodeled eat-in-kitchen with granite countertops, stainless steel appliances, tile backsplash and breakfast bar. Living room with fireplace and hardwood floors. Dining room with hardwood floors. Luxurious master suite with built-ins, walk-in california closet, and large remodeled master bath with quartz countertops, double sinks, soaking tub, heated floor and tile surround shower. main level laundry room. Character driven powder room. Upstairs 2nd bedroom with hardwood floors. Full bath with subway tile surround shower and tile floor. Additional room with hardwood floors. Newer composite deck overlooks a country backyard. This home has charm and modern amenities. It will not last! Town Card has 2 Bedrooms and 1.1 baths. Home has 2.1 baths and additional rooms.

2 Beds ⋅ 3 Baths ⋅ 24164434 MLS

Charm abounds in this remodeled classic cape with 2 car garage, central air, and massive 1st floor master suite! Remodeled eat-in-kitchen with granite countertops, stainless steel appliances, tile backsplash and breakfast bar. Living room with fireplace and hardwood floors. Dining room with hardwood floors. Luxurious master suite with built-ins, walk-in california closet, and large remodeled master bath with quartz countertops, double sinks, soaking tub, heated floor and tile surround shower. main level laundry room. Character driven powder room. Upstairs 2nd bedroom with hardwood floors. Full bath with subway tile surround shower and tile floor. Additional room with hardwood floors. Newer composite deck overlooks a country backyard. This home has charm and modern amenities. It will not last! Town Card has 2 Bedrooms and 1.1 baths. Home has 2.1 baths and additional rooms.

408 Breakneck Hill Rd, Middlebury

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