The Matthews GroupWilliam Raveis

The Matthews Group

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 Road Middlebury CT 06762

Middlebury, CT9 Bristol Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170373397

  • Single Family
  • Square Feet 6,554
  • Bedrooms 5
  • Bathroom 5
  • Year Built 1962

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: 2.78% last updated on Jul 22, 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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5 Bristol Road Middlebury CT 06762

Middlebury, CT5 Bristol Road

Price$1,750,000

Est. Mortgage: $/month

MLS Number 170415685

  • Single Family
  • Square Feet 1,680
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1928

First time on market in over 100 years. 5+ acres of direct frontage on Lake Quassapaug with 1928 Cottage in need of renovation or build your dream home. Shares a private cove with its own drive in boathouse. Fabulous western sunsets across the lake with gentle sloping lawn and mature plantings and trees. Very special setting. Surrounded by multimillion dollar estates. 2 hours to NYC, 3 hours to Boston, less than 1 hour to Hartford or New Haven. 5 minutes to Oxford Airport.

Listed by William Raveis Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

Price$1,500,000

Est. Mortgage: $/month

MLS Number 170251554

  • Single Family
  • Square Feet 9,478
  • Bedrooms 4
  • Bathroom 7
  • Year Built 1999

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: 2.78% last updated on Jul 22, 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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420 Burr Hall Road Middlebury CT 06762

Middlebury, CT420 Burr Hall Road

Price$1,299,000

Est. Mortgage: $/month

MLS Number 170409946

  • Single Family
  • Square Feet 6,563
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2018

Stunning custom built home in a desirable Middlebury location! Nestled on almost 3 acres this home features a beautiful grand entrance with a stone & iron gate providing privacy. The beautiful, expansive driveway of stone pavers leaves plenty of parking for guests & family. A drivable front walk way leads to the main entrance of the house. As you enter the home you will be drawn to the beautiful foyer with 14 ft. ceilings! There is a large formal dining that also features a 14 ft. ceiling & large widows to let in the day's sunlight as well as a home office with french doors. With hardwood floors throughout & a very spacious great room with a floor to ceiling stone fireplace & custom builtins you will be drawn to the beautiful backyard view & composite, low maintenance extra large deck. Next you will make your way to the large eat in kitchen which features SS appl., an oversized kitchen island/breakfast bar ideal for the chef of the house! The island features a wine/beverage chiller, a prep sink & plenty of counter space. 4 BRS to include a master suite, a walk in closet with builtins, an oversized walk in shower & double sinks. 3 additional spacious bedrooms leaves plenty of room for family or guests. The lower level has a fireplace & can easily be finished if you need the extra space & is walk out to a gorgeous covered patio. Security system in place with remote access will remain. Custom stone work will amaze you throughout the property! Schedule your private showing today!

Listing Courtesy of Showcase Realty, Inc.

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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225 Crest Road Middlebury CT 06762

Middlebury, CT225 Crest Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 170417662

  • Single Family
  • Square Feet 4,138
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1975

A unique property that belongs to a famous author. Find peaceful respite, as he did, on this estate which features 3.21 acres of lusciously manicured privacy. Nestled in the heart of Middlebury, this home will wow you from the moment you arrive. A chef's kitchen, high ceilings, grand gallery, library, sun room, terrace and a master wing as nice as the finest 5 star resort. The garden is accessed by multiple points throughout the home and stone patios are in key locations for ease of entertaining both inside and out. The grand gallery features a gorgeous fireplace mantle imported from France. A full, unfinished basement with a walk-out for a future gym or additional space if needed. The grounds are exquisite with an encompassing hedge, shade gardens, mature trees and evergreens for year round privacy. The Gunite pool was recently resurfaced and the roof is only a few years old. 90 miles from Manhattan to your little slice of heaven. If the Ritz Carlton designed and built custom homes, this would be it!

Listing Courtesy of William Raveis Real Estate

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%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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 Road Middlebury CT 06762

Middlebury, CT1860 Middlebury Road

Price$1,100,000

Est. Mortgage: $/month

MLS Number 170349104

  • Single Family
  • Square Feet 3,782
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2006

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: 2.78% last updated on Jul 22, 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 Road Middlebury CT 06762

Middlebury, CT54 Falcon Crest Road

Price$998,000

Est. Mortgage: $/month

MLS Number 170394455

  • Single Family
  • Square Feet 7,071
  • Bedrooms 5
  • Bathroom 7
  • Year Built 1992

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: 2.78% last updated on Jul 22, 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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194 Artillery Road Middlebury CT 06762

Middlebury, CT194 Artillery Road

Price$975,000

Est. Mortgage: $/month

MLS Number 170407681

  • Single Family
  • Square Feet 8,201
  • Bedrooms 7
  • Bathroom 7
  • Year Built 1962

7410sqft Stately Colonial Williamsburg brick home w/ 1st floor master, in-law style unit with separate entry, and garages capable of holding 14 cars. Single owner home. First time ever offered for sale! Absolutely gorgeous grounds with 3 brownstone patios, professional landscaping, and serene setting all with a view! The curb appeal of this home is unparalleled. Hardwood floors throughout including under much of the carpet. Large eat-in-kitchen. Dining room with fireplace. Sunken living room with fireplace, and built-ins. Sunroom with bay window, gas fireplace and slider to deck. Main level master suite w/ full bath, walk-in closet, and hardwood floors. Several additional bedrooms and baths on the 2nd and 3rd floors totaling 7 bedrooms and 7 baths in the entire home. Above garage living space with separate entry and open floorplan includes 2nd eat-in-kitchen, living room, bedroom, full bath and laundry. Fully finished basement with recreation room and gym space. Attached garage and carriage house are heated. Great for any car enthusiast. Architectural roof replaced in 2019. Strong mechanicals, including automatic generator, sec sys, city sewer, central air.

Listing Courtesy of Showcase Realty, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

Price$859,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170404354

  • Single Family
  • Square Feet 5,312
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2000

Outdoor Oasis!! *HEATED POOL*PATIO*GAZEBO*4 SEASON SUNROOM*LEVEL YARD*FINISHED LL (exercise, media room) * Fenced & Private* Vacation at home while enjoying spectacular pool & setting! Perfect home for entertaining with great flow inside & out! STUNNING Brick Col (3662sf PLUS 1650sf LL = 5312 TOTAL) surrounded by Land Trust. OPEN SPACE & PRIVACY! 10ft ceilings & oversized custom doors 1st floor! Arched entry to dramatic 2 story marble foyer w/curved staircase, Palladium window & archways. DR w/tray ceiling, elaborate trim & alcove w/special accent lights; LR w/vaulted ceiling, Palladium window. Steps down to the sunken 2 story FR w/2 story windows streaming natural light, impressive flr to ceiling stone fpl, open balcony & built-ins! Gourmet custom kitchen with granite counters, two Wolfe Ovens, custom built hood vent, tile backsplash, Subzero refrigerator & wine cooler. French doors to a fabulous 4season sunrm w vaulted ceiling, skylights & glass sliders to heated inground pool, patio & expansive LEVEL yard w/firepit! Main flr MBR suite w/2 walk in closets, gas fpl, tray ceiling & bath with his & her vanities, tub & separate shower. Upstairs includes 3 add'l BRs:(2 BRs w/walk in closets & Jack/Jill bathroom, plus 3rd BR & full bath. PLUS 1650sf finished lower level Recreation Room, Exercise Rm, Media & Office w/walk in closet. Possible IN-LAW Suite! 3 car garage! Cul de sac. Award winning Region 15 Schools, 90 min/NYC & 120 min/Boston. Year round or summer weekend getaway!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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 Drive Middlebury CT 06762

Middlebury, CT21 Somerset Drive

Price$699,000

Est. Mortgage: $/month

MLS Number 170371071

  • Single Family
  • Square Feet 2,878
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2021

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: 2.78% last updated on Jul 22, 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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15 Allerton Farms Middlebury CT 06762

MLS Number 170399378

  • Single Family
  • Square Feet 3,892
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1987

This unique and rarely available private setting 6.4 acre Middlebury equestrian property has plenty of road frontage for a possible sub-dividable lot. The owner may entertain offers on less than the full 6.4 acres, lot size may be negotiable... This home welcomes you from it's convenient location to Route's 8 & 63, and I-84. Travel up the paved circular driveway to this secluded custom built 3 bdrm. 3 full bath colonial with horse barn. Recent upgrades to include a newly installed well tank, refinished oak floors and a 1st. flr. bathroom. The walkout basement area is finished w/ a bar & home office. The kitchen flows into a gathering area w/ a fireplace, perfect for entertaining. Walk out to the huge rear deck and enjoy the view. Take a stroll up to the over sized 3 horse stall barn/stable w/ ample hay storage , 140' x 90'riding arena, 55' x 170' turn out , & 40' x 100' paddock. There's even a bridal trail very close by. Bring your imagination.....

Listing Courtesy of Weichert REALTORS Briotti Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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11 Ridgewood Drive Middlebury CT 06762

Middlebury, CT11 Ridgewood Drive

Price$606,995

Est. Mortgage: $/month

Open House

MLS Number 170418307

  • Condo
  • Next Open House: Sat 07/31 11:00 am. to 6:00 pm.
  • Square Feet 2,616
  • Bedrooms 3
  • Bathroom 3

Feature Highlights Jack and Jill Bathrooms, Two-story Foyer, Walk-in Pantry, 1st Floor Primary Bedroom, Dining Room, Living Room, Study, Loft Two-story foyer is flanked by a formal living room and two-story dining room. The spacious kitchen opens to the family room. The first-floor primary bedroom suite has 2 walk-in closets, tray ceiling and elegant primary bath. On the second floor there are 2 bedrooms, a hall bath and a loft to complete this townhome. Ground level primary bedroom suite with two large walk-in-closets Well-designed kitchen with large island opens to a light-filled great room with cathedral ceiling Large second floor loft

Listing Courtesy of Thomas Jacovino

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2021 SmartMLS, Inc.