Middlebury CT Real Estate & Homes for Sale

Welcome to this luxury end-unit condo built in 2022 w/ 3-Bed, 2.5-Bath in Sought-After Ridgewood.1882 Sqft w/ 4 extension to floor plan. This beautifully designed living space, offers 1 level living that many look for. Equipped w/ cathedral ceilings and a first-floor primary bedroom suite for ultimate convenience and a very rare unit. The gourmet kitchen boasts quartz countertops, stainless steel appliances, a breakfast bar, and an open layout perfect for entertaining. The premium gas range with a vented microwave, and ultra-quiet dishwasher adding touches of luxury. High end Ceiling fans throughout floors/ rooms. In the living room enjoy a gas fireplace w/ mantle w/ amazing floor & wall space. Enjoy upgraded extra wide sliding doors leading to the patio where you have wooded views, an entertainers dream. The whole floor flows seamlessly! Upstairs is spacious loft for an office or game room, 2 large bedrooms and a full bath. The partially finished basement is framed and plumbed for an additional bathroom, offering future expansion potential. Smart home upgrades include Wi-Fi-enabled Ecobee thermostats, motorized window shades, luxury ceiling fans, Generac generator wired. Home can be voice activated with user friendly systems. Ridgewood has top-tier amenities, including a gym, outdoor pool, tennis court, playground, indoor basketball court, movie theater, and lounge. Located in quiet area, this home is an incredible find. Almost brand new, come schedule your tour! Rare find.

Beautiful Portman Condo in Sought-After Ridgewood Community. Stunning 3-bed, 2.5-bath condo built by Toll Brothers, nestled on a private cul-de-sac in unique location. Over 2,100 sqft designed modern living space, this home includes a 4-foot bump-out for added size. Entering the home, the first floor features an open floor plan w/ hardwood floors, white cabinetry, stainless steel appliances, perfect for modern living, an upgraded skylight in kitchen floods the space with natural light. Off the kitchen is a private deck with wooded views & a large living room w/ a gas fireplace. Upstairs the spacious primary suite offers a walk-in closet and a luxurious bath with a double vanity, shower, and tub. The second bedroom also includes a walk-in closet, while the third bedroom showcases custom millwork/ built-ins for both function and style for additional utility and architectural interest. Enjoy the privacy of a wooded backyard and the convenience of a walk-out basement w/ custom storage shelves and two workbenches, woodworkers dream! Right next to the home is the "Great Meadow Lawn" adding a huge yard to play games, entertain or take a scenic stroll. Very rare location, big upgrade here $$$ . Ridgewood amenities include an outdoor pool, gym, indoor basketball court, tennis courts, a movie theater, and a clubhouse lounging area-all within walking distance. Plenty of upgrades, prime location and privacy. Don't miss this must-see property! Can't build for this price!

Don't wait to see this turn key home in the desirable Ridgewood of Middlbury, one of the areas newest and most picturesque communities. This is a unique end unit, The Emerson Model, situated in a private, quiet cornet lot. As you enter the home, you'll view the open living room/dining room, with a gas fireplace and plenty of light. The attached kitchen includes granite countertops, large cherry cabinets, and quality stainless appliances. Upstairs, you'll find the large primary suite, with walk in closet and full bath, including double sinks, hydro tub and shower. Two additional bedrooms are on level, with an additional bedroom on the 4th floor, which could also be used as guest space, playroom, or as an office. The home offers a total of 3,195 square feet, 2,375 above grade, with an additional finished basement that holds a full bath, wet bar, and walkout to backyard. The property has plenty of natural light and is bright and clean, with 9' ceilings, hardwood, central vacuum and crown molding throughout. Ridgewood of Middlebury offers easy living, with an magnificent clubhouse, exercise room, indoor basketball court, pool, and tennis court, perfect for keeping yourself or guests entertained.

This stunning colonial home features a beautifully landscaped level lot with an expansive side yard. As you approach, you are welcomed by a charming covered front porch that leads into a grand two-story foyer with a winding staircase and abundant natural light from the second-story windows. The foyer seamlessly connects to the bright white kitchen, a gas stove, a stylish tile backsplash, a pantry, and a sunlit eating area surrounded by windows. The kitchen flows into a spacious dining room filled with natural light. The impressive two-story great room features a vaulted ceiling, an interior balcony, a cozy fireplace, and access to the deck-perfect for entertaining. The main floor primary suite has a tray ceiling, a generous walk-in closet, and a beautifully remodeled bathroom with a soaking tub, double vanity, and a separate glass-enclosed tile shower. Upstairs, you'll find additional bedrooms along with a den or office space. The approximately 1,000 sq. ft. finished lower level is perfect for a recreation room or gym. Enjoy outdoor living on the Azek deck overlooking the lovely level backyard -truly a picture-perfect setting! All New Items include furnace, water heater, all kitchen appliances, new kitchen cabinets, counters, and backsplash. New washer/dryer, new recessed lighting, paint whole house. New half bath.

DON'T MISS OUT, BACK ON MARKET!!!! This beautifully renovated colonial seamlessly blends classic elegance with modern updates. Featuring gleaming hardwood floors, an open-concept main level, and a bright kitchen with a center island, this home offers a perfect space for entertaining and everyday living. The primary suite includes a luxurious en suite bath and walk-in closets, complemented by two additional spacious bedrooms and a full bath. Work on your cars or hobbies all year long in the oversized detached garage! Enjoy the private backyard with a wraparound patio, ideal for relaxing or hosting gatherings. With a new roof, driveway, siding, windows, and updated systems throughout. Already hardwired with a security system! This home is truly move-in ready. Conveniently located near major highways and scenic walking trails, it's a wonderful opportunity not to be missed!

Welcome to Granite Woods - 2024 HOBI Award Winner for Best Detached 55+ Community. Only six homes remain in this in-town neighborhood featuring 24 detached Cape-style homes in the heart of Middlebury Village. Enjoy the peace, privacy, and independence of a stand-alone home with no shared walls, all within a low-maintenance community designed for active 55+ living. Ideally located, Granite Woods offers a walkable lifestyle with direct access to restaurants, coffee shops, shopping, and the Middlebury Greenway Trail. Now in Phase Two, Granite Woods showcases five unique home designs built for comfort, style, energy efficiency, and aging in place. Every home is ENERGY STAR certified for exceptional performance offering lower utility costs, improved air quality, and year-round comfort. Designed with your future in mind, all homes feature single-step front and garage entries, wide interior doorways, and access to a private residents-only pavilion. The Spruce is a delightful two-bedroom home featuring a quaint covered porch that sets a warm and welcoming tone. Step through the foyer and discover a private study conveniently located near a powder room. The heart of the home is the spacious and sunlit great room, complete with a cozy gas fireplace ideal for relaxing or entertaining family and friends. The first-floor owner's suite offers serene backyard views, a generous walk-in closet, and a peaceful place to unwind.

Welcome to Granite Woods - 2024 HOBI Award Winner for Best Detached 55+ Community. Only six homes remain in this in-town neighborhood featuring 24 detached Cape-style homes in the heart of Middlebury Village. Enjoy the peace, privacy, and independence of a stand-alone home with no shared walls, all within a low-maintenance community designed for active 55+ living. Ideally located, Granite Woods offers a walkable lifestyle with direct access to restaurants, coffee shops, shopping, and the Middlebury Greenway Trail. Now in Phase Two, Granite Woods showcases five unique home designs built for comfort, style, energy efficiency, and aging in place. Every home is ENERGY STAR certified for exceptional performance-offering lower utility costs, improved air quality, and year-round comfort. Designed with your future in mind, all homes feature single-step front and garage entries, wide interior doorways, and access to a private residents-only pavilion. The Maple model features an open-concept layout with a sunlit great room, cozy fireplace, and two owner's suites for flexible living. A mudroom with built-in bench seating and a conveniently located laundry room add to the home's thoughtful design. Need more space? Choose the optional second floor with a guest suite and loft or a creative hobby area. And best of all - each home can be customized to your preferences, allowing you to create a space that truly feels like home.

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 15 Hunting Ridge Rd(aka Lot 4) 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.

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.

Middlebury Modern. Authentic c.1962 Mid-Century Modern Designed by Noted Architect Andrew S Cohen as his Personal Residence. This Largely Untouched Modernist is Set Quietly on Nearly 1-Acre. Walls of Glass & Dark Stone Floors Showcase the Signature Elements of the Era. 4 Bedrooms, 2.5 Baths Include an en-suite Primary Bedroom with Dressing Room & Balcony. Large Eat-in Kitchen Adjacent to Family Room. Inviting Living & Dining Room Wrap around Stunning Central Fireplace. 1st Time Ever on the Market. Cohen was a Yale Architecture Graduate with a Prominent Career & Served as President of CT Society of Architects Among Numerous Other Accolades.

Built in 1911, this four square colonial has so many fabulous vintage qualities including a beautiful, generously sized front entry, arched doorways, custom moldings and so much more. The main level offers a spacious eat in kitchen, formal living and dining rooms as well as a 21 x 13 heated sunroom overlooking rolling hills and distant views. On the second level, 2 bedrooms and a beautifully remodeled full bath. The third level offers a finished bedroom as well as a spacious storage area. On the exterior, a gorgeous front porch, patio, gardens and a barn with 2 garages, an area for chickens. Beautiful gardens as well as a mini orchard: 4 apple trees, 2 Pear, Peach tree, Plum Tree and Cherry tree. (Some photos are from a previous listing so that the exterior shows the landscape.)Agents and prospective buyers: Please do not drive up the driveway unless you are there for a showing.

Welcome to 28 Maple Drive, a classic gem in the heart of Middlebury, Connecticut, where charm and comfort meet timeless design. This meticulously maintained single-family home, built in 1950, offers 1,596 square feet of thoughtfully designed living space. With 3 spacious bedrooms, 3.5 bathrooms, and a warm, inviting layout, this home is perfect for both entertaining and everyday living. A fully finished walk out basement offers a full bathroom and a large bedroom with the potential to be set up as an inlaw apartment! Step inside and be greeted by a cozy living room filled with natural light, showcasing beautiful hardwood floors and classic architectural details. The well-appointed kitchen offers a functional layout, ample storage, and a dining area that opens up to the heart of the home. Whether you're hosting dinner parties or enjoying quiet mornings, the space caters to all your needs.The bedrooms are generously sized, two of them being on the main level of the home with ensuite full baths. providing plenty of room for relaxation and personalization. The 3.5 bathrooms are designed with convenience in mind, featuring modern fixtures and classic finishes that blend seamlessly with the home's vintage charm.Outside, the property boasts a serene backyard surrounded by lush greenery, ideal for summer barbecues, gardening, or simply enjoying the peace and quiet of the neighborhood. The home's location on a quiet street adds to its appeal!

Sitting pretty at 4,200 square feet, this exquisite property is designed for those ready to embrace a luxury lifestyle, offering the perfect setting for anyone looking to expand their living space. Crafted with attention to detail, every corner of this 10-room home radiates sophistication and functionality. Here's what you have to look forward to: Gourmet Kitchen: The heart of the home, featuring top-of-the-line appliances and a vast island, setting the stage for culinary creativity and entertaining. Dramatic Great Room: Boasting a two-story ceiling with a floor-to-ceiling stone fireplace, this space is perfect for gathering with loved ones or simply unwinding in style. Private Den & Office: Enjoy dedicated spaces for work and relaxation, tailored to meet the demands of modern living. Luxurious Primary Suite: Retreat to your personal oasis on the upper level, complete with a lavish bathroom and ample closet space. Three additional bedrooms and a spacious recreation room provide room to grow and flourish. Three-Car Garage: Ensures plenty of storage space and security for vehicles and belongings. Middlebury presents a truly enriching lifestyle. Known for its quality schools and safe environment, it provides a superb quality of life. Envision your mornings sipping coffee on the porch and evenings spent cozying up by the fire as you take in the breathtaking sunsets from your expansive windows. This home isn't just a place to live-it's an experience!

Antique lovers alert! Enjoy this quintessential 1803 Colonial on 1.026 acres, nestled within the picturesque conservation protected 7.3 acre land containing Fenn Pond. You'll own a piece of history, with the privacy, character and tradition of its era, including wide board floors, 7 fireplaces, and front and back staircases. Delightful finds everywhere! The magical setting contains stone walls, professionally maintained grounds, and an in ground swimming pool for a quick dip on hot summer days! How convenient to have an attached 2 car garage with loft, leading to the main floor. Modern upgrades and conveniences haven't been forgotten either - a bright eat in kitchen with a dramatic Palladium window overlooking the beauty of nature, and upgraded bathrooms add modern yet respectful additions to the home. Mechanical elements include an electric panel with extensive circuit breakers, newer roof, connection to public sewer, newer water pump, and a whole house Generac generator! The sun room could be a perfect greenhouse! Own a unique home with extraordinary character and location! This is an estate sale, and is being sold "as is, where is".

Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 2 Deer Run Road (aka Lot 13) 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.

TO BE BUILT. One of the most desirable neighborhoods in Middlebury! The Avalon Farms community is comprised of lovely homes, manicured lawns, and beautiful gardens resulting in a unique aesthetic. The Cambridge model showcases a classic design combined with today's "must haves" that will meet all your expectations of an open floor plan. The great room with a cathedral ceiling, fireplace, and large windows is spacious, light, and airy. A gourmet kitchen with plenty of shaker-style cabinets for storage and an expansive island will provide ample room for friends and family to gather in the heart of the home. A charming breakfast nook with French doors to your private deck offers a space for informal dining. For more formal occasions and special meals, there is a formal dining room for entertaining your guests. The primary bedroom, also on the main floor, is complete with walk-in closets and a luxurious bathroom with a large shower. In addition, this level offers a private den, mudroom, laundry room, and half bath. Hardwood runs throughout the first floor. The upper level has two generous bedrooms and a Jack and Jill bathroom. For your convenience, there is an attached two-car garage, a full walk-out basement, central air, public water and sewer, natural gas, and underground utilities. The property, located on a cul-de-sac, will be complete with professional landscaping. Come join the Avalon Farms Community and enjoy your private oasis!

New construction designed to impress the most discerning buyer. The Cambridge Model with 2,878 sq. ft. offers a grand two-story foyer leading to the great room with majestic soaring ceilings, fireplace and beautiful windows giving the space a light and airy feeling. The kitchen and heart of the home has an expansive island, granite countertops, stainless steel appliances and white shaker style cabinets. A breakfast nook for informal dining has French doors leading to the back deck. A formal dining room for those special occasions rounds out the flow for ease of entertaining. A first-floor primary suite offers two walk-in closets and a luxurious bath with oversized shower and double vanities. The second level with two generously sized bedrooms share a Jack and Jill bathroom. For those working from home, home schooling or those desiring a quiet space for listening to music or relaxing with a good book will find a den tucked away on the first floor. All hardwood floors run throughout the main level. There is a first-floor laundry, mudroom, 2 car attached garage, c/a, underground utilities, underground sprinklers, private well and public sewer. This lot, with just over an acre, has limited seasonal views of Avalon Farms pond and is part of the Avalon Farms community. Photos used are similar to new construction; pictured lighting is not included. Floor plans, elevations and proposed site plan are attached.