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

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311 Burr Hall Middlebury CT 06762

Middlebury, CT311 Burr Hall Road

Price$2,999,000

Est. Mortgage: $/month

MLS Number 170353200

  • Single Family
  • Property Style Chateau, European
  • Bedrooms 5
  • Bathroom 5
  • Acreage 90.88

THE MOST INCREDIBLE LAND!!! You must see this amazing two story white-washed brick French Provincial house built in 1939. The most exceptional views of deep forests and rolling open fields on 27.88 acres in middlebury and 63 adjacent acres in Watertown which are bisected by Hop Brook. Among its nine total rooms are five bedrooms including a newly upgraded and expanded master suite, three newly upgraded full baths, and two newly upgraded half-baths. The residence features a formal living and dining room, newly upgraded and expanded kitchen, five fireplaces. Common rooms and bedrooms are preserved in original form, including the oak parquet floored parlor. All main floor rooms have rear French doors that lead to a large brick-wall and herringbone redbrick walkway bordered garden. Centered in this landscaper's dream is a heated pool with a westward infinity view over open fields. This country manor was constructed at the end of the eclectic period of architecture, technically classified as a towered French Eclectic designed by notable architect William Harmon Beers. William Beers, son and namesake of a Brooklyn brownstone architect, was a captain in the First World War. A full upgrade and modernization arrived in 2020. Large gourmet eat in kitchen and all bathrooms were upgraded with period-appropriate fixtures and the kitchen was expanded to include the covered porch with modern appliances. The complete home and master suite was enlarged and remodeled in 2020

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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311 Burr Hall Middlebury CT 06762

Middlebury, CT311 Burr Hall Road

Price$1,999,000

Est. Mortgage: $/month

MLS Number 170353257

  • Single Family
  • Property Style Chateau, European
  • Bedrooms 5
  • Bathroom 5
  • Acreage 27.88

THE MOST INCREDIBLE LAND!!! You must see this amazing two story white-washed brick French Provincial house built in 1939. The most exceptional views of deep forests and rolling open fields on 27.88 acres in middlebury which are bisected by Hop Brook. Among its nine total rooms are five bedrooms including a newly upgraded and expanded master suite, three newly upgraded full baths, and two newly upgraded half-baths. The residence features a formal living and dining room, newly upgraded and expanded kitchen, five fireplaces. Common rooms and bedrooms are preserved in original form, including the oak parquet floored parlor. All main floor rooms have rear French doors that lead to a large brick-wall and herringbone redbrick walkway bordered garden. Centered in this landscaper's dream is a heated pool with a westward infinity view over open fields. This country manor was constructed at the end of the eclectic period of architecture, technically classified as a towered French Eclectic designed by notable architect William Harmon Beers. William Beers, son and namesake of a Brooklyn brownstone architect, was a captain in the First World War. A full upgrade and modernization arrived in 2020. Large gourmet eat in kitchen and all bathrooms were upgraded with period-appropriate fixtures and the kitchen was expanded to include the covered porch with modern appliances. The complete home and master suite was enlarged and remodeled in 2020

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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$1,900,000

Est. Mortgage: $/month

MLS Number 170307948

  • Single Family
  • Bedrooms 4
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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$1,799,900

Est. Mortgage: $/month

MLS Number 170333156

  • 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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 Farm Middlebury CT 06762

Middlebury, CT7 East Farm 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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27 Abbott Farms Middlebury CT 06762

Middlebury, CT27 Abbott Farms Road

Price$1,395,000

Est. Mortgage: $/month

MLS Number 170327759

  • Single Family
  • Property Style Colonial
  • Bedrooms 6
  • Bathroom 7
  • Acreage 7.51

Have you decided the perfect home for your family may be just a dream…that you may never find the sumptuous, impeccable, grand escape that you have been imagining? Well, let us show you this one-in-a-million, luxurious home situated in the gorgeous hills of Middlebury, CT. It just may be what you're looking for! Close to everything with easy access to highways and Oxford Airport, just a 2 hour drive from NYC and 3 hours to Boston. This home boasts 6 large unique bedroom suites - all with en-suite baths. The first floor master suite is your own secluded oasis featuring a private den, balcony, fireplace, incredible walk-in closet/dressing room, plus a soaking tub in the luxurious en-suite bath. The sleek and modern interior will adapt easily to your décor and furnishings. Soaring ceilings provide a light and airy feeling in the home, while the parquet, marble and wood floorings throughout the home, are simply exquisite. This open-concept, custom kitchen is a chef's paradise with top-of-the-line Viking appliances, quartz counters and plenty of room for family and friends to gather and enjoy special moments together. You will delight in the 6 fireplaces spread throughout the home, with one ideally situated outside, on the expansive deck, allowing for extended outdoor entertainment into the colder months. There are so many features in this home - you must come see this home yourself! Call today! See how dreams do come true!

Listing Courtesy of Coldwell Banker Realty 2000

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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1860 Middlebury Middlebury CT 06762

Middlebury, CT1860 Middlebury Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 170349104

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1.98
  • Square Feet 3,782

Meticulous attention to details in this outstanding home! including second-floor master suite, walking closets in all the bed rooms, extensive trim work, open floor plan, 10' ceilings, spectacular entertaining both indoors and out, inground heated pool, the finished basement comes complete with a wet bar.

Listing Courtesy of Vila Real Agency

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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$1,045,000

Est. Mortgage: $/month

MLS Number 170340946

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

How long do you think this private retreat will last in today's market? Custom built single-owner home on 5.19 acres. Located in a 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. The property features floor to ceiling windows through out which allow the natural light to pour in, an open floor plan with eat in kitchen, family room, Formal Living Room/Study with Fireplace, built-in shelving and desk, high end trim, and French doors. Formal Dining Room, and a lovely 1st Floor Master Suite with built-ins, crown molding, trey ceilings, bay window, oversized attached full bath with travertine marble floors and vanities, jetted tub, walk-in shower, and 2 walk-in closets. Three additional Bedroom Suites upstairs, all with their own private attached full baths and walk-in closets. 2 of these bedrooms have access to an outdoor balcony. The 3rd bedroom has a sitting area attached. The finished walk out lower level has separate access to large patio, 2nd Kitchen, another large family room, 5th bedroom, and full bath. Wonderful combination of quality construction, millwork, privacy and functionality. A true turn key property.

Listing Courtesy of Century 21 AllPoints Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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$899,900

Est. Mortgage: $/month

Pending Continue to Show

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, new architectural roof, new carpeted library Library/Study/Office/Den with Black Walnut wood paneling and paint, updated foyer with Calcutta gold tile, 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. Dining Room with Brazilian Cherry flooring. Renovated Chef's Kitchen with high-end Stainless Steel appliances, granite, white cabinets and open floorplan to Family Room with Fireplace and remodeled hardwood floors. 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 aqua 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: 2.72% last updated on Nov 25, 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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70 Crest Middlebury CT 06762

Middlebury, CT70 Crest Road

Price$795,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170346730

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1.9
  • Square Feet 3,959

For those that dream of life well-lived in a charming New England town where summers are spent on the lake, fall comes alive on local apple orchards, and winters are enjoyed in front of a cozy fire. Nestled on a scenic road in the heart of Middlebury, CT, you'll find this stunning home with the lines of a New England farmhouse and the finishes of a sophisticated escape. Framed by woodlands, the grand stone wall at the entry sets the expectation of what's to come. Undulating granite, floor to ceiling windows, and quarter sawn oak floors give way to the delight and surprise of over 3,900 sq feet of living space where natural light streams into the chef's kitchen, formal living room, casual great room, open dining room, and first-floor master suite with full bath and custom-designed walk-in closet. Three additional bedrooms accessible via stairways on opposite ends of the house provide flexibility with two bedrooms with full bath in between on one side and a fourth bedroom with full bath and recreation room on the other side. A top to bottom renovation ending in 2018 included new wiring, plumbing, septic, HVAC, insulation, roof, Hardie Plank siding, windows, kitchens, baths, appliances, and more. With a whole house generator, gas stove, and gas fireplace insert you'll be ready for all that winter has to offer. Opportunities to own a home like this are rare. Call now for a private showing.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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

Pending Continue to Show

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 this mid-century modern. 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.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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.