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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9 Bristol Middlebury CT 06762

Middlebury, CT9 Bristol Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170373397

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 5
  • Acreage 6.33

https://youtu.be/mrrIdghSV14Lake living at its finest! Custom Greek Revival built from foundation up by current owners. An entertainers dream, this 5 bedroom, 4.5 bath home has 6 acres of direct frontage on Lake Quassapaug with its own drive in boathouse with power lift and private beach. Lake facing pool with separate spa and pool house with kitchen. Lakeside terrace with stone firepit. Stunning public spaces on main level including an enormous eat in kitchen with fireplace and entertainment area with projection video system. Commercial grade appliances include Traulsen refrigerator and freezer and 48" Viking range. Luxurious primary bedroom suite includes fireplace, office and its own gym with stunning lake views! An en-suite guest room, and 3 additional bedrooms with shared bath and laundry complete the second floor. 1200 square feet of heated garage space for 4 cars. Many smart home features, geothermal heat, generator, slate roof, random width hardwood flooring, just a few of the custom finishes. Room for tennis court if desired. Do not miss your chance to make this your own ultimate lake compound. Easy access from I-84, under 2 hours from NYC, 2.5 hours from Boston.

Listed by William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

Pending Continue to Show

MLS Number 170382866

  • 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: 2.94% last updated on May 13, 2021
* 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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$1,490,000

Est. Mortgage: $/month

Open House

MLS Number 170394986

  • Single Family
  • Next Open House: Sun 05/16 1:00 pm. to 3:00 pm.
  • Bedrooms 4
  • Bathroom 4
  • Acreage 23.69

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.This is unbelievable price for this incredible property

Listing Courtesy of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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$998,000

Est. Mortgage: $/month

MLS Number 170394455

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

Custom built private single-owner home on 5.19 acres. Located in a quiet neighborhood only minutes from I-84. 1hr 45min from Manhattan. 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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$975,000

Est. Mortgage: $/month

MLS Number 170381496

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

Welcome to 470 South St. also known as Willowstone Farm. This is your chance to own this Stunning 20+ Acre Estate. Built around 1800, this 4000+ square foot 6 Bedroom 6 Bathroom home has been updated and maintained to reflect the architectural integrity and History of the property. Period details blend with modern amenities, and the result is a delightful home with a fresh, lively feel. In addition to the main house, there is a stand alone 2 Bed 2 Bath 1100 Sqft Guest house, perfect for in-laws or caretakers, property also has 100' X 200' groomed riding ring with rubber footing, Large Barn with a 5 bay garage, pond, pastures and gardens. Located close to some of Connecticuts most prestigious schools and Oxford airport this is a must see property so schedule your showing today!

Listing Courtesy of Executive Real Estate Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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429 Mirey Dam Middlebury CT 06762

Middlebury, CT429 Mirey Dam Road

Price$899,500

Est. Mortgage: $/month

MLS Number 170359859

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 4
  • Acreage 2.1

Sophisticated elegance with Outdoor Oasis!! *PATIO * POOL * GAZEBO * LEVEL YARD! Fenced and Private -Surrounded by Land Trust! STUNNING Brick Colonial (3662sf PLUS 1650sf LL = 5312 TOTAL SF!) with arched entry to dramatic 2 story marble foyer with curved staircase, Palladium window & archways to the living areas. Formal dining room with tray ceiling, elaborate trim and alcove with special accent lighting; formal living room with vaulted ceiling and Palladium window. Take steps down to the sunken two story family room with two story windows streaming natural light, impressive floor to ceiling stone fireplace, open balcony and built-ins! This room opens to the gourmet custom kitchen with granite counters, two Wolfe Ovens, custom built hood vent, tile backsplash, Subzero refrigerator and a wine cooler. French doors to a fabulous four season sunroom with vaulted ceiling, skylights and glass sliders to the heated inground pool, patio and expansive LEVEL yard! Main floor Master bedroom suite with 2 walk in closets, gas fireplace, tray ceiling and luxurious bath with his and her vanities, tub and separate shower. Upstairs includes three bedrooms: two bedrooms with walk in closets and Jack & Jill bathroom, plus 3rd bedroom and full bath. PLUS 1650sf finished lower level Recreation Room, Exercise Room and Office with walk in closet -Possible IN-LAW Suite! Fabulous Outdoor Oasis! Award winning Region 15 Schools, 90 minutes from NYC and 120 minutes from Boston. Surrounding Land Trust

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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197 North Farms Middlebury CT 06762

Middlebury, CT197 North Farms Road

Price$850,000

Est. Mortgage: $/month

MLS Number 170394867

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 2.83

Enjoy this custom built, architecturally designed, one owner home at the end of cul-de-sac road in desirable area of Middlebury. Professionally landscaped on almost 3 acres bordered by acres of land trust. This home has been totally remodeled and features 4+ BRS, 3.5 baths, office, sunroom,3 F/Ps, Viking kitchen & media room. Fabulous Gunite salt water heated pool with hot tub and cascading waterfall. Large Trex deck & bluestone patio with awnings. Freshly painted exterior, new roof & new central air systems. This home has all of the amenities including instant hot water, pot filler, combination steam convection oven, and much more. Minutes to I-84 & easy access to New York & Massachusetts. Call for private showing. Owner/agent.

Listing Courtesy of Connie Baker Realty & Appraisal LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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187 North Farms Middlebury CT 06762

Middlebury, CT187 North Farms Road

Price$699,900

Est. Mortgage: $/month

MLS Number 170392899

  • Single Family
  • Property Style Colonial, Tudor
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1.87

4134sqft Brick Tudor Style Colonial set at the end of a cul-de-sac on 1.87 acre well-manicured private lot that backs up to acres of woods. Single owner home that was built with high-end construction and meticulously maintained set on a premier lot, in a premier location. Remodeled Eat-in-Kitchen with Granite Countertops and Stainless Steel Appliances including a SubZero refrigerator, 2 ovens, built-in toaster, compactor, and instant hot water! Oversized Family Room with hardwood floors, built-ins including bookshelves, and Fireplace. Sunken Living Room with hardwood floors and second Fireplace. Dining Room with hardwood floors and bay window. 4 Season Sunroom with skylights, vaulted ceiling, Bluestone Flooring, and Propane Stove. 1st floor remodeled laundry room. Two 1st floor ½ baths. Upstairs Master Suite with large sitting area, walk-in closet, and attached full bath with tile surround shower and dual sinks. Amply sized 2nd, 3rd, and 4th Bedrooms. Additional full bath with full tile surround, stand-up shower and separate tub. Gorgeous exterior and grounds including copper gutters and bluestone window sills! Professional landscaping and bluestone walkways and patios. Meticulously maintained grounds including stonewalls. Strong mechanicals including Central Air and converted to 3-zone Propane heat, Central Vacuum, Irrigation, Generator hookup. This home was built to the highest standard! 4134sqft includes the 352sqft 4 season room.

Listing Courtesy of Showcase Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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21 Somerset Middlebury CT 06762

Middlebury, CT21 Somerset Drive

Price$679,000

Est. Mortgage: $/month

MLS Number 170371071

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.74

New construction in the desirable community of Avalon Farms is architecturally impressive. The Cambridge Model offers a two story foyer leading to the Great Room with a natural gas fireplace, majestic soaring ceilings and beautiful windows giving this space a light and airy feeling. The kitchen showcases an expansive island, stainless steel appliances, granite countertops, white shaker cabinets and a breakfast nook with french doors to the oudoor patio rounding out the "heart of the home". There is also a formal dining room for those special occasions. The first floor master suite offers two walk-in closets and a beautiful tiled bathroom with an oversized shower and double vanities. The second level has two nicely sized bedrooms sharing a Jack & Jill bathroom. Working from home or home schooling? No problem. There is an office/den tucked away on the first floor. All hardwood floors on the main level, underground utilities, c/a, two car attached garage and public water and sewer. Photos used are similar to new construction; pictured lighting not included.

Listing Courtesy of BHGRE Bannon & Hebert

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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6 Plymouth Middlebury CT 06762

Middlebury, CT6 Plymouth Lane

Price$649,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170376142

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1

A RARE OPPORTUNITY to fall in love with this Stunning 4 bedroom Colonial in the sought-after Heights at Brookside Community. From the moment you step into the foyer, you will discover this is a house built for entertaining! Formal living and dining rooms with wood floors and study area or music room on the first floor. The bright kitchen with loads of cabinets and storage, granite counters, stone backsplash, and stainless steel appliances, and center island is a chef's delight! The kitchen opens to the dramatic family room with a floor-to-ceiling stone fireplace. The hardwood floors throughout the home are gleaming from the natural light that streams from the large windows. The master bedroom suite is a private oasis with his and her walk-in closets, a quiet dressing area, and a master bathroom that boast double vanities, oversized walk-in shower, and a large jetted tub. Three more light and bright bedrooms and the second of 3 full baths complete the upper level. Get ready for the weekend in the lower-level media room and game room. You will also find a large, bright office with a walk-out to the backyard. Two more rooms can be used for the study area or meditation room. Storage room with wine cellar and place for an extra fridge or freezer. Don't miss out there is too much to mention in this beautiful home.

Listing Courtesy of BHGRE Bannon & Hebert

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 2021 Smart MLS, Inc. All rights reserved.