Middlebury Real Estate Search

Middlebury Properties for Sale

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Newest Middlebury Properties for Sale

3 Beds 3 Baths 170589536 MLS
This custom arts and crafts bungalow, designed and built for its current owners, is perfectly sited on 14.85 tranquil acres, highlighting a gorgeous view and is accessed by a long gated private driveway. It is a home for someone who loves nature, stone and wood in a very private setting. The timeless design and easy layout are embellished by fine craftsmanship and quality materials which include quarter-sawn white oak floors, doors and trim with 9’ ceilings. The foyer entryway leads to a study, pantry and mudroom with half bath. The living room fireplace was crafted with stone carefully selected from the property. The sun filled kitchen with casual dining includes Crown Point cabinetry, Wolf, Subzero and Bosch appliances with access to the terrace, gardens and conservatory. The main floor primary suite has his/her closets, laundry room, full bath and terrace access. Upstairs is the family room, office nook, two bedrooms and full bath. A walk-out lower level has recreation space, wine room, sauna and gym as well as Veissmann mechanicals, with hydronic 5-zoned radiant heated floors throughout, audio system, Unico central A/C system and 12kw Kohler generator. Multiple outbuildings include two heated garages with epoxy floors, equipment barn (can fit 2 cars) with greenhouse, potting and wood sheds, outdoor fireplace and shower, electric awnings and an in-ground rainwater cistern for garden irrigation. Turnkey mint.

397 White Deer Rock Road, Middlebury

4 Beds 4 Baths 170597325 MLS
Discover your dream home in a sought-after area! This newly constructed gem boasts 4500 sqft of open floor plan living, offering 10 spacious rooms, including 4 bedrooms and 3.5 bathrooms. The heart of this home is a stunning great room featuring cathedral ceilings and a gas fireplace that stretches to the ceiling. The expansive kitchen is a chef's delight, complete with quartz countertops, a generous island, stainless steel range, double oven, microwave, dishwasher, and a convenient wine chiller. The first floor also offers a den and an office, providing flexible spaces to suit your lifestyle. Beautiful hardwood flooring flows seamlessly throughout the house, adding elegance and warmth. Upstairs, the primary bedroom is a luxurious retreat with a full bath featuring a soaking tub, large shower, and two walk-in closets. The second bedroom also boasts a walk-in closet and a full tub/shower. Two additional bedrooms and another full bath upstairs provide comfort and convenience. The laundry room is exceptionally spacious, simplifying daily chores. Need more living space? The upstairs family room, located above the 3-car garage, offers endless possibilities—a perfect game room or home theatre. The walk-out basement offers the potential for additional living space to accommodate your unique needs. This magnificent home will be ready for you just in time for the holidays—seize this opportunity to make your move and embrace the lifestyle you've always wanted. Your dream home awaits!

106 Judd Hill Road, Middlebury

4 Beds 7 Baths 170594586 MLS
Come enjoy a unique, elegant, old-world experience designed with artful accents and architectural accentuations throughout. The grand sweeping foyer with porcelain & marble tile flooring, the curved custom stairway, and the 20’ ceiling mirrors that of the grande European Manors. The authentic reproduction of the French porcelain flooring, coupled with multiple French & English influences elevates this estate home to a level of art and elegance. The splendid formal living room boasts a circa 1776 antique French chestnut mantel accenting a hand-built limestone fireplace. The 12’ ceilings with hand-sculptured beams magnify the exhilarating sense of space felt throughout this stunning manor. The striking conservatory encompassed by a dynamic amount of glass illuminates the blue stone floors and brick trim. A focus point of the elegant dining room is the double-tier octagonal tray ceiling along with the custom hand-painted stencils continued from the living room through to the kitchen. The flow of the living space extends out onto the blue stone terrace with private views of the magnificent and fragrant perennial gardens framed with brick and stone. The captivating French country kitchen equipped with custom cabinets, high-end appliances, center island breakfast bar continues to provide a great space for entertaining and relaxing. Completing the first floor are the walnut-paneled Library, office, a huge cedar-clad porch, and the expansive Master Suite. Continued in public remarks.

7 East Farm Road, Middlebury

3 Beds 3 Baths 170592308 MLS Ridgewood At Middlebury BLDG.
This remarkable condo offers a lifestyle of comfort and convenience, along with an array of features that elevate your lifestyle Step inside this condo, and you'll immediately notice the upgrades that make it stand out. The condo is designed for modern living, offering a well-appointed kitchen with stainless steel appliances, an island, and plenty of counter space and storage. The open layout seamlessly connects the living room, dining area, and kitchen, creating a functional space ideal for both entertaining and daily living. In the living room, you'll discover a welcoming fireplace that adds both warmth and ambiance. The primary suite offers a comfortable retreat with a full bathroom with double vanities—a perfect place to unwind and recharge after a long day. The additional two bedrooms are equally inviting, giving cozy spaces for family members or guests. The finished walkout basement offers great potential for creating additional living space, whether it's a cozy retreat, a home office, or an entertainment area. Slider doors bring in ample natural light and provide easy access to the backyard, making it a versatile and inviting area. Beyond your doorstep, you'll discover a wealth of community amenities. Dive into the pool for a refreshing swim, gather with friends at the clubhouse, shoot hoops at the basketball court, or watch your kids play at the playground. The possibilities are endless.

1 Fairview Lane Unit 1, Middlebury

3 Beds 3 Baths 170594649 MLS
Prepare to be Wowed as you step into a world of sophistication and comfort in this fully updated Colonial home, complete with a 1-car garage. The main level welcomes you with an open floor plan that seamlessly integrates the kitchen, living, and dining spaces, all adorned with stunning hardwood flooring. The living room features a cozy wood-burning fireplace and an abundance of windows that flood the room with natural light, providing a warm and inviting atmosphere that extends into the dining area. The gourmet kitchen has been beautifully and thoughtfully renovated. A convenient back door from the kitchen opens up to a delightful deck overlooking the serene backyard. The main level is completed with a renovated full bath. The second level boasts two generously sized bedrooms and a full bathroom w/custom-built shower and a laundry room. The journey continues to the third level, where you'll find a third bedroom and another full bathroom, ensuring ample space and privacy. The partially finished basement presents a versatile bonus room that adapts to your needs, adding extra flexibility to the living spaces. The seller's dedication to excellence is evident in the extensive updates made both inside and out, including a captivating garden, the relocation of the laundry to the second floor, upgraded mechanical systems and appliances, custom window treatments, and luxurious high-end finishes throughout. Don't miss the opportunity to make this exceptional Colonial your dream home!

530 Whittemore Road, Middlebury

5 Beds 7 Baths 170507932 MLS
Exquisite Country Cape situated along one of Middlebury's most picturesque roads. This 5800 sq.ft. Cape is a true gem, boasting a gunite pool, acres of open meadow bounded by stone walls, distant city views & beautiful backyard w/ patio, perfect for hosting summer soirees. Recently renovated, this sprawling home offers a fabulous eat-in kitchen w/ spacious island and a generous dining area featuring a vaulted ceiling w/ exposed hand-hewn beams & FP. A cased opening leads to a sun porch with 3 walls of glass offering seamless access to a private patio.The main level is a showcase of elegance & functionality featuring a formal LR w/ FP & built-ins, a gracious DR w/ corner built-ins, a paneled 1st floor office complete w/ FP & wet bar & a sumptuous primary BR suite. Almost every room treats you to breathtaking distant views of the patio & inviting in-ground pool. The upper level offers a quaint loft area & 3 beautifully appointed BR’s, two of which have en suite baths, resulting in a total of 3 full baths on this floor. The pristine exterior boasts the hallmark Middlebury stone walls adorning the front, fencing, terraced patios, in-ground pool, practice golf range for enthusiasts & acres of lush meadow for your enjoyment. Additional amenities include a 2nd first-floor BR suite, an attached 3 car garage & a drive-under garage that provides multi-car storage space in the basement. Situated in the highly sought-after South Street location, this property is an exceptional find.

700 South Street, Middlebury

3 Beds 3 Baths 170591262 MLS
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.

294 Christian Road, Middlebury

3 Beds 4 Baths 170581926 MLS
Welcome to Luxury. This completely renovated custom-built home is privately nestled on a quiet cul-de-sac on over 2 acres of professionally landscaped gardens, lawns, and beautiful stone walls. Boasting Custom Marvin windows and doors, wide white oak hardwood floors, along with custom trim are what makes this home exceptional. Beautiful natural light fills all the rooms. Through the marble foyer you enter the library-office area or can step down into the stunning living room with cathedral ceilings, custom limestone fireplace and floor to ceiling windows with beautiful views of the outdoors. The living room opens to a spacious formal dining room with French doors that lead to the beautiful back yard with plenty of space for large family gatherings. You will appreciate the seamless flow of the entire first floor, which is ideal for entertaining. The chef’s kitchen features furniture-quality custom made cabinetry with all Wolf stainless steel appliances including a 6-burner cook top with indoor grill, pot filler, 3 ovens, subzero, wine cooler, warming drawer, 2 dishwashers, large pantry, 3 sinks, extra-large center Island and coffee/bar area. The eat in breakfast area has cathedral ceilings, a chandelier, and French doors leading to back yard. Continue into the large family room as well as the laundry room/hobby room/office both including custom cabinets. Off these rooms are 4 smart climate-controlled garages perfect for the car enthusiast. ...

17 Beacon Hill Road, Middlebury

4 Beds 6 Baths 170580842 MLS
Stunning all brick home w/ heated in-ground pool, covered outdoor dining/entertaining space and main level master set on a private lot on a cul-de-sac of similar homes. In-ground pool w/ spa, fully applianced and covered outdoor kitchen w/ entertaining area, bar, fireplace and ample room for sitting. Poolhouse. Putting greens. Gorgeous patio w/ pergula. Inside, remodeled eat-in-kitchen w/ granite countertops, large center island, Stainless Steel appliances including 6 burner Wolf stove, Subzero fridge, wine fridge, potfiller, pantry and 2 sinks. Family room w/ fireplace open to kitchen area. 2-story formal living room w/ applianced wetbar and fireplace. Grand dining room. Study w/ rich wood paneling and ceiling. Main level master suite w/ fireplace, trey ceiling, walk-in closet w/ built-ins, and attached full bath w/ marble floor, tile surround shower, double sink and jetted tub. Main level laundry room w/ granite. 2 main level powder rooms. 3 additional bedrooms upstairs all with an attached bath and ample closet space. Bonus room upstairs. Tastefully finished lower level with gorgeous trimwork and fireplace, wine room, home gym, and potential for even more finished space. High ceilings and beautiful trimwork throughout. Mechanicals include central air, propane heat, audio, generator, sec system, central vac. New roof and many very recent updates. The facade, curb appeal and entertaining area are absolutely striking. Don't miss the chance to have your own private estate!

40 Winthrop Drive, Middlebury

3 Beds 4 Baths 170523627 MLS
Custom built home on a 1.54 ac lot. You enter this home through a grand foyer with a custom chandelier on a lift. The chef's kitchen has custom cabinets, granite tops, breakfast island, dining area, all stainless steel appls including a gas Wolf range, 3 oven's & a sub-zero refrig. FDR with tray ceiling. FLR with wood fireplace. The 1st fl family rm has a wet bar with a viking refrig/wine cooler. There is a butler's pantry with a washer/dryer & ice machine. The 2nd fl features a Primary bedroom suite with tray ceiling, a full bath with jacuzzi, an 8 head walk-in shower, a huge walk in closet & an office or workout rm. There are also 2 other generous sized bdrms. A huge bonus room with a gas fireplace, bar & a media system finishes the 2nd floor. There is also a heated 3 car gar. This home offers white oak hardwood flooring throughout, crown molding, 3 zone hydro warm air furnace, 3 central ac units, central vac, 9' ceilings on the 1st fl, surround system throughout, security cameras & alarm system and a sprinkler system for the front & side yards. As you walk outside from the home onto a trex deck you are greeted with a 18 x 36 inground pool with a new heater, pump & filter. Stamped concrete, black iron fencing and a waterfall complete the pool area. There is also a screened in lighted gazebo overlooking the pool. There is an additional 38 acre parcel attached to this property that can be purchased separately for $469,000.

400 Watertown Road, Middlebury

5 Beds 7 Baths 170527394 MLS
Stunning Colonial design with three floors of idyllic living space. Gorgeous five bedroom, six full & a half bathroom, custom built with classic features. Beautiful architectural details throughout, including a huge foyer, uniquely designed floor plan on each level, spacious rooms, built-ins, huge ground & upper-level patio, hardwood flooring & more. All surrounded by five acres & privacy. Come and bring your ideas to add, creating the perfect home for you and your lifestyle. Although part of a quiet subdivision, this house was designed and built by a separate architect and contractor for the sellers. The great room boasts two walls of windows and is open to the informal dining area. The sizeable kitchen, boasting distinctive cabinets, a fabulous center island and an abundance of counterspace. Features that please even the most persnickety chefs! Microwave not operational. The Master Suite is off a long hallway. A span of built-ins along one wall creates a chic expansive space. True architectural attention to every detail. Upstairs there are three bedroom suites off a large central space. One, a potential second master & the other two with a wall of windows opening to a huge terrace. The lower level boasts an au pair suite with second kitchen. You will be amazed with the space and storage in this home. Conveniently located near I 84 for commuting access. Area amenities nearby, local private schools include The Taft School and Westover School.

54 Falcon Crest Road, Middlebury

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