Middlebury CT Real Estate

Lake in Middlebury ConnecticutLocated approximately 90 miles north of New York City, Middlebury is a great escape from the non-stop activity of New York City. With easy access to the surrounding towns of Waterbury, Watertown, Woodbury, Southbury, and Naugatuck, Middlebury is comfortably accessible to restaurants, shops, and activities for the entire family. Middlebury’s Lake Quassapaug is a local favorite, with Quassy Amusement Park being right on the shore prompting a day filled with water activities, fun, & games for the whole family. Browse current Middlebury CT real estate listings below.

Middlebury Real Estate for Sale

Contact The Matthews Group at 860-868-0511 with any questions or to schedule a private tour.

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250 Upper Whittemore Middlebury CT 06762
Pending

MLS Number 170296681

  • Single Family
  • Bedrooms 6
  • Bathroom 7
  • Acreage 20
  • Square Feet 8,408

Sweet dreams are made of this! It won't be easy to click out of vacation mode in this exceptionally stylish home designed by iconic architects Demetriades & Walker, whose approach to modernism & site integration is spirited by the rich architectural traditions of the past. Interior highlights: spacious great room w/ double-height ceilings, bluestone FP, grand-scale windows w/ motorized shades, wet bar w/ walnut cabinetry & 2 Sub Zero fridges. The spacious chef's kitchen features walnut cabinetry, white marble countertops, large dining & French doors to covered deck w/ full outdoor kitchen. 2 Sub Zero refrigerators, Miele dishwasher, all Wolf appliances. Walk-in pantry boasts Sub Zero, Freezer, Ice Maker & Miele Dishwasher. Main floor comprised of a FR, sitting room w/ custom shelving & hidden TV wall, office, laundry room, mud room w/ Porcelain flooring & two powder rooms. The 2nd level features grand master suite, w/ 2 dressing rooms & 5-piece bath including a 2-person walk-in shower, Waterworks tub, marble tiles, heated floors & access to balcony. 2 guest bedroom suites & 2 children's bedrooms. The verdant property offers a myriad of places from which to soak up the sun & sights. Ext. amenities: in-ground heated pool w/ motorized solar/safety cover, custom field stone walls, IPE wood decking, built-in irrigation & garden lighting. A covered porch w/ outdoor kitchen w/ bluestone gas FP, TV, ceiling fans & heaters, grill, ice maker, beer tap, sink, fridge & gas stovetop.

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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120 Tranquility Middlebury CT 06762

Middlebury, CT120 Tranquility Road

Price$2,290,000

Est. Mortgage: $/month

MLS Number 170307948

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Acreage 23.69
  • Square Feet 6,161

Set on an expansive, lush green 23 acres surrounded by king and queen stone walls, you will find this premiere estate at 120 Tranquility Road. The rolling hills, the greenery, the unbelievable landscaping, will transport you to your very own personal paradise. The majestic ambience you feel approaching this home is an unparalleled experience that words cannot do justice. It is quite literally awe-inspiring as you drive through the gates that lead to this home. As you approach you will be struck by the beauty of the watering trough, stone arched bridge, and impeccably manicured gardens and lawn which elicit thoughts of an elegant palace. This estate was built using Mediterranean influences and boasts all of the amenities of a modern home. You just simply cannot find another home with such beauty, elegance, and remarkable surrounding nature. From the stately living room, to the indoor lap pool, right down to every intricately designed bedroom and bathroom, this home is like owning your own private castle in the countryside. The living room is adorned with a coffered ceiling and stone fireplace. The first floor master suite has abundant closet space, a boudoir, and a gorgeous bathroom. The first floor welcomes you with an office/den/library, indoor lap pool, laundry room and butler's pantry. There are an additional two bedrooms and two bathrooms on the second floor.

Listing Courtesy of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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289 Burr Hall Middlebury CT 06762

Middlebury, CT289 Burr Hall Road

Price$1,899,900

Est. Mortgage: $/month

MLS Number 170278999

  • Single Family
  • Bedrooms 4
  • Bathroom 8
  • Acreage 10.47
  • Square Feet 8,420

Stunning Mediterranean Colonial Estate situated on a private 10 acre lot nestled in a pristine, quaint Connecticut town. Single Owner, Quality built, custom home. 92,000 ivory bricks and limestone adorn the timeless fa├žade. Cobblestone Driveway. Stunning 1st floor master suite w/ bath, walk-in closet and sitting area. Hand painted murals and detail work throughout done by a local artist. Wine Tasting room with Oak cabinetry, built-in wine fridge and humidor. Professionally designed and installed cinema room with fiber optic ceiling and adjacent full-service pub/bar. Exercise Room. Custom designed stairway and railing stand alone as a piece of artwork. Entire 1st floor has 15' ceilings. Entire 2nd floor has 12' ceilings. This home is loaded with one of a kind features built for this specific home. 3 lighted domes. Multiple terraces. 4 separate Bedroom Suites. Unfinished Space above garage with easy access for potential in-law, aupair, or additional finished space. Applianced La'nai flows into the pool area. Self-Cleaning Gunite pool with in-ground spa tub. Large entertaining area complete with outdoor dining space w/ Fireplace, built-in grill, fountain and stonework. Photos alone cannot do the grandness of this home justice. Every detail of this home was thought out and planned, not a single corner was cut in design, material, or craftsmanship. Perfect home for entertaining. This home was designed with timeless aesthetics and exceptional attention to detail and functionality.

Listing Courtesy of Showcase Realty, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 East Farms Middlebury CT 06762

Middlebury, CT7 East Farms Road

Price$1,500,000

Est. Mortgage: $/month

MLS Number 170251554

  • Single Family
  • Property Style European
  • Bedrooms 4
  • Bathroom 7
  • Acreage 1.97

Old world elegance on Atwater Pond. This European Inspired Country Manor is designed with the artful detail and a grand size similar to distinguished French and English manors. Enter into the grand sweeping foyer with 20' ceilings, marble and porcelain floors and the impressive custom curved stairway. Continue and find outstanding details everywhere. With the authentic French stone floor reproduction, and other French and English influences, this marvelous home is to a level of art. The splendid living room boasts a circa 1776 antique French chestnut mantel accenting a hand build 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 wide 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. The Library is appointed with walnut panels surrounding a superb fireplace detailed ... continued in addendum

Listing Courtesy of Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Leonard Middlebury CT 06762

Middlebury, CTLeonard Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 170295141

  • Single Family
  • Property Style Colonial, Ranch
  • Bedrooms 5
  • Bathroom 4
  • Acreage 3.1

Come and dream your loveliest dream. Welcome to wonderful Middlebury. Sweet views, meadow with farmers walls and dramatic outcropping.

Listing Courtesy of Divine Realty, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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54 Falcon Crest Middlebury CT 06762

Middlebury, CT54 Falcon Crest Road

Price$1,100,000

Est. Mortgage: $/month

MLS Number 170238298

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 7
  • Acreage 5.19

Looking for privacy and a home that has it all? You've found it here- quality custom built one owner home on a 5+ acre fully landscaped lot- open floor plan features a eik with large dining area- big fdr- huge family rm on main level with full length windows- flr or library with fireplace- breath taking main level master bedroom suite with tray ceiling, bay window, chandelier, built ins, 2 walk in closets and a master bath that will blow you away- 3 oversized bdrms on the upper level all have full baths & walk in closets- walk out ll has a kit, dr/lr combo, bdrm & full bath with a seperate entrance leading to an oversized patio- 3 car gar- 4 zone heating system- 3 central ac units- central vac- intercom- main level laundry rm- all anderson windows- this home must be seen to appreciate!!!

Listing Courtesy of Vitale Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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470 South Middlebury CT 06762

Middlebury, CT470 South Street

Price$999,000

Est. Mortgage: $/month

MLS Number 170239951

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 6
  • Bathroom 6
  • Acreage 20.9

Unique opportunity to acquire the beautiful Willowstone Farm with rolling pastures and an amazing park-like setting. Possibilities for Investors seeking large acreage, Bed & Breakfast, family compound, equestrian use and more! Featuring a large barn with attached five-car garage, recently updated guest cottage, 100 x 200 riding arena, additional two stall barn and main house filled with 1800's charm. Enjoy the custom millwork, wide hardwood floors restored to their original look. Minutes from the Oxford Airport, 90-minute commute to NYC and conveniently located close to private schools. Come home to this country farm estate and enjoy the natural surroundings in this classic New England farmhouse.

Listing Courtesy of Coldwell Banker Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Washington Middlebury CT 06762

Middlebury, CTWashington Drive

Price$949,900

Est. Mortgage: $/month

MLS Number 170306618

  • Single Family
  • Property Style Colonial, Farm House
  • Bedrooms 4
  • Bathroom 4
  • Acreage 60

To be built property. Amazing opportunity to build your dream home on 60 acres. Possibilities are endless. Property is currently forest land but can be developed as one estate or subdivided into 2 or 3 lots. Streams, fishing, hunting, horse barns, stables, etc. Call or email for quality construction plans. Builder is flexible.

Listing Courtesy of Better Living Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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72 East Farms Middlebury CT 06762

Middlebury, CT72 East Farms Road

Price$850,000

Est. Mortgage: $/month

MLS Number 170277468

  • Single Family
  • Property Style Colonial
  • Bedrooms 6
  • Bathroom 7
  • Acreage 2.41

New Taxes and Assessment. Romanesque Mansion Estate with In-ground pool, pool-house cabana, and outdoor kitchen set on cul-de-sac of like homes in Middlebury's premiere neighborhood. 6 Bedrooms, 7 total bathrooms, and plenty of space for entertaining and impressing! Grand waterfall staircase entry. 2-Story sun-drenched Living Room with Fireplace, wetbar, and herring bone flooring. Library/Study/Office/Den with Black Walnut wood paneling. Dining Room with Brazilian Cherry flooring. Chef's Kitchen with high-end Stainless Steel appliances, granite, and open floorplan to Family Room with Fireplace. 1st Floor Master Suite with Fireplace, 2 walk-in closets, sitting area, walk-out to patio/pool, and remodeled attached full bath. Second Floor with 5 additional bedrooms, remodeled bathrooms, bonus room, and hardwood floors throughout. Basement with Bar and Exercise Rooms. In-ground pool and patio area with full pool cabana with running water and electricity and outdoor kitchen. Park-like grounds with professional landscaping. Quiet neighborhood only minutes from I-84. 1hr 45min from Manhattan. 15 min from Oxford Airport. 1hr from Bradley International Airport. 1hr 35 min from Laguardia Int'l Airport. Assessment and Taxes go into effect in April 2020.

Listing Courtesy of Showcase Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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120 Skyline Middlebury CT 06762

Middlebury, CT120 Skyline Drive

Price$839,900

Est. Mortgage: $/month

MLS Number 170295742

  • Single Family
  • Property Style Ranch
  • Bedrooms 4
  • Bathroom 6
  • Acreage 3.59

This custom-designed shingle and stone home was crafted by one of New England's preeminent builders. The main level is a sprawling ranch offering an open floor plan including a gorgeous custom kitchen with 48 inch Subzero fridge, Wolfe 6 burner double oven gas range, breakfast bar and informal dining area. A walk in pantry and butler's pantry are just a few of the touches that will excite the home chef. The handsome great room features coffered ceiling, stone fireplace, wet bar with built in ice maker and refrigerator drawers. Formal dining room features trey ceiling and raised panels. The fabulous master en suite with double walk in closets and a spa-like bath with double vanities, soaking tub and walk in shower is located in a private wing of the home. Two2 generously size bedrooms with Jack and Jill bath, tile shower and granite counters is located in another wing of the house. In addition, 2 garages are attached at the main level. The expandable second floor features a private office, bath, and loft. A 1000 sq ft walkout level in-law apartment offers a beamed ceiling and a fabulous kitchen, bedroom, bath and laundry. 4 more heated garages with high ceilings to accommodate a lift. Energy star 4 zone propane heat, city water, and sewer. Nestled on almost 4 acres yet close to restaurants and shopping. Truly a rare find! Be sure to view virtual tour!

Listing Courtesy of BHGRE Bannon & Hebert

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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205 South Middlebury CT 06762

Middlebury, CT205 South Street

Price$721,000

Est. Mortgage: $/month

Pending

MLS Number 170294084

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 5
  • Acreage 1.73

Stately colonial rich with town history. Built in 1860, the Robert Camp House was once owned by Mary Hillard, the founder of Westover School. Thoroughly renovated in a manner which speaks to the character of the house while embracing the best of today. The new mechanicals include heating, air conditioning, electrical and plumbing. The eat-in gourmet kitchen boasts custom cabinetry, fabulous molding and corbels, Viking appliances featuring a six burner gas stove with a pot filler and two expansive islands. French doors lead to the stone patio with a view of the side yard. The spacious dining room has a coffered ceiling and French doors which lead to a screened in porch, perfect for formal and informal entertaining. Relax in the living room with its built-in book shelves and large marble fireplace enhancing the old world charm of the property. The master bedroom suite has been completely renovated and reworked featuring a dressing room with a fireplace and built-in shelving. The adjoining bath has his and hers vanities, a claw foot tub and a large separate shower. A newly built heated 4 car tandem garage will delight the car enthusiast. Walking distance from the library, town hall and restaurants, this home is an elegant setting on a sought after street. 90 miles to NYC.

Listing Courtesy of BHGRE Bannon & Hebert

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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109 Stony Brook Middlebury CT 06762

Middlebury, CT109 Stony Brook Road

Price$720,000

Est. Mortgage: $/month

MLS Number 170312487

  • Single Family
  • Property Style Contemporary, Modern
  • Bedrooms 4
  • Bathroom 4
  • Acreage 5.74

Welcome to Middlebury, where noted architect Joseph Stein introduced the Modernist Movement to this bucolic corner of northwest CT. Trained under Walter Gropius, founder of the Bauhaus School of Design, and educated at the same school of design as the Harvard Five, Stein's belief that his client's lives could be enhanced by the space he designed is evident throughout. With an eye on the natural contours of the land and an appreciation for the beauty of old-growth trees, Stein sited the home to create a modern form that gently cascades into the woodlands that surround it. The discovery of a unique elbow tree, scenic pond, and seasonal creek inspired floor-to-ceiling window scapes in every room. With repeating window patterns, exceptional materials, and a clear understanding of the needs of a five-person household, Stein delivered a four-bedroom home with two master suites, two stories of living space, and a two-car garage while using interior walls to house extensive closets for storage. With appreciation for the enduring beauty and texture of naturalized perennial gardens outdoor spaces have been framed with dry stacked stone walls, bluestone pathways, and pea gravel gathering spots. The effect is a simply modern and timeless - an enviable escape less than two hours from Manhattan and close to the highly-rated restaurants and shops of the NW corner. First time on the market. Offered with additional acreage under MLS No. XXXXXXX.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.