The Matthews Team

William Raveis Lifestyles Realty

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 William Raveis Lifestyles Team at 860-868-0511 with any questions or to schedule a private tour.

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146 Yale Avenue Middlebury CT 06762

Middlebury, CT146 Yale Avenue

Price$345,000

Est. Mortgage: $/month

Open House

MLS Number 170538401

  • Single Family
  • Next Open House: Sat 12/3 11:00 pm. to 1:00 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,390

Welcome to 146 Yale Avenue. This spacious four bedroom, two full bathroom Cape Cod style home is bursting with character! Enter into a spacious living room with fireplace that flows seamlessly into the open concept kitchen and dining room. The kitchen is equipped with brand new granite counter tops, new sink, new faucet as well as stainless steel appliances. Off the kitchen you will find an enclosed porch with pellet stove. Through the dining room you will find a hallway to one full bathroom and two well appointed bedrooms. Upstairs you will find two bedrooms one of which has vaulted ceilings as well as a full bath and additional living space. An unfinished basement with work bench provides additional storage as well as interior access to the one car garage with automatic garage door opener. Newer furnace, hot water heater and a roof only 8 years young! Solar panels on the back of the house assist with rising electric costs! Schedule your tour to see this charming Cape!

Listed by Justine Nolletti of Regency Real Estate,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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157 Yale Avenue Middlebury CT 06762

Middlebury, CT157 Yale Avenue

Price$400,000

Est. Mortgage: $/month

MLS Number 170538448

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,823
  • Acreage 1.07

Charming Middlebury Colonial offers over 1800 sq ft with gleaming hardwood floors throughout. 3 bedrooms, 1.1 updated bathrooms, great floor plan. Plenty of space for a family featuring a great room w/ cathedral ceiling and fireplace, office area, formal living & dining room w/ fireplace, good sized eat in kitchen, laundry/mudroom. Situated on over an acre, 2 car detached garage, circular driveway. Roof, gutters, doors, and windows were all updated in 2017. Hardwood floors refinished this past year. A must see!

Listed by Shannon St. Germain of Coldwell Banker Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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10 Old Waterbury Road Middlebury CT 06762

Middlebury, CT10 Old Waterbury Road

Price$499,900

Est. Mortgage: $/month

MLS Number 170538468

  • Multi Family Multi-Family For Sale
  • Square Feet 2,345
  • Acreage 0.41

Rarely available LOCATION! Check out this multifamily opportunity for sale in the residential town of Middlebury. 1 parcel with .41 acres that consists of: a single family, three-family and inground pool. Both properties have public water and sewer. All the utilities are separate and tenant paid - single fam is oil heat/hot water and 3 fam is electric heat/hot water. The single fam has hardwood floors, LR/DR, EIK, nice fixtures, is nicely kept and has kitchen/bath updates + laundry and pantry in the unit. The 3 family has a variety of updated flooring, kitchens, baths and fixtures throughout. The unit mix consists of: single fam w/1 bed and approx. 620 SF; 2 bed w/garage, 1 bed w/garage and a 1 bed unit. Stable tenant base with historically low vacancy. Ample off-street parking available. GREAT LOCATION! Walking distance to the Middlebury Greenway walking trail and Hop Brook Park State Park w/lake and hiking + easy on/off highway access, dining and shopping. Attractive area for owners and tenants - not your average investment.

Listed by Amanda R Faroni of Vanguard Private Client Grp

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 Steinmann Avenue Middlebury CT 06762

Middlebury, CT70 Steinmann Avenue

Price$349,000

Est. Mortgage: $/month

MLS Number 170537950

  • Single Family
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,486
  • Acreage 0.61

Immaculate and renovated, this 4-bedroom, 2 bathroom ranch is located just minutes from I-84 in a quiet Middlebury CT neighborhood! Come inside and see how well kept and modern this property is. This home features hardwood floors, energy efficient windows, a new roof, siding, gutters, driveway, solar panels and Tesla hookup! You will also find an elegantly remodeled bathroom, newly renovated kitchen with custom cabinets and stylish countertops. Lower level has tons of room for storage and endless possibilities for even more finished square footage. Enjoy mornings and evenings in totally secluded grounds complete with ornamental shruberry, jacuzzi tub, gorgeous pavers, koi pond with waterfall and endless privacy! Don't let the deer and turkey startle you as you enjoy your personal private oasis.

Listed by Stephen Czapor of Mapleridge Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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207 Artillery Road Middlebury CT 06762

Middlebury, CT207 Artillery Road

Price$559,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170528043

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,534
  • Acreage 0.98

New Home, New Memories, New Adventures! Situated on 1 acre of land in the best commutable location, 207 Artillery Road is private and peaceful. Beautifully maintained and extensively renovated, this 3 bedroom, 2.5 bath immaculate, energy efficient home with a contemporary floor plan has it all. Newer siding, roof, wood flooring throughout, kitchen with all stainless appliances and granite counters, bathrooms, windows, well tank and cap, septic tank, propane furnace, propane on demand tankless hot water, an additional 35 gallon hot water holding tank, central a/c system, insulation, electrical, plumbing, rebuilt chimney...almost everything from the foundation up has been replaced. Wedged between the hills of Litchfield County and coastal Fairfield County traveling anywhere is a breeze. Middlebury is proud of the award winning school system and its' upward thinking about philanthropic endeavors. Come visit and see.

Listed by Beth Cannata of Coldwell Banker Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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127 Watertown Road Middlebury CT 06762

Middlebury, CT127 Watertown Road

Price$474,800

Est. Mortgage: $/month

Open House

MLS Number 170535973

  • Single Family
  • Next Open House: Sun 12/4 12:00 pm. to 2:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,976

Middlebury spacious 3 bedroom colonial with possible 4th bedroom on main level. This home offers hardwood floors throughout , front to back living room with fireplace , and extra large master suite. The kitchen has granite and stainless steel and opens up to the family room with a vaulted ceiling, and sliders to the screened in porch, which overlooks the private backyard. Great for commuting , its close to highways and just over an hour to NYC . With new furnace and hot water tank , this home is move in ready for your family to enjoy the holidays.

Listed by Erin Martin of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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1346 Middlebury Road Middlebury CT 06762

Middlebury, CT1346 Middlebury Road

Price$329,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170536509

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,997
  • Acreage 1.4

Middlebury awaits you...Outstanding colonial style residence situated in a private serene setting with park like grounds. Minutes from beautiful Hop Brook state park and Lake Quassapaug. Steps away from Middlebury Greenway. Very commuter friendly location. A short ride gets you right onto I84 and RT8. Handsome architecture will capture your eyes on this stylish saltbox classic. Offers an extremely comfortable layout and a relaxing easy living style. Many tasteful touches throughout this lovely property, inside and out. Newer 200 amp service with contemporary composite siding. Wonderful oversized light filled family room with access to your fantastic stone patio. 3 Full bedrooms with a generous sized office. Working from home if you choose will be a breeze. Come see today and make this gem your new home! HIGHEST AND BEST BY SUNDAY NOVEMBER 20TH AT 5PM.

Listed by Anthony Greco of Anthony J Greco JR Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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145 Algin Drive Middlebury CT 06762

Middlebury, CT145 Algin Drive

Price$349,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170533874

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,236
  • Acreage 0.46

Home for the holidays! Move right into this lovingly cared for raised ranch just waiting for you to add your personal touch. Second house from the end of the cul-de-sac, this freshly painted home has so much to offer. Sunlight floods the living room through the magnificent front facing windows. The eat-in kitchen has oak cabinets and opens into the dining room, where you are invited to step through the sliders and out onto your generously sized deck and take in the view of your expansive back yard. The primary bedroom is complete with full bath and hardwood floors. The finished lower level, with 1/2 bath and walk-out, provides easy access to/from your in-ground pool. Easy on/off access to I84. Act now and you could be celebrating the NEW YEAR in your NEW HOME!

Listed by Lisa R Gelfand of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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910 Middlebury Road Middlebury CT 06762

Middlebury, CT910 Middlebury Road

Price$379,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170535038

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,716
  • Acreage 1.5

This fully refinished custom colonial is nestled in the heart of Middlebury. The cozy three season sunroom welcomes you into the light, bright fully updated kitchen. New tile floors, Quarts counter tops, stainless steel appliances plus all new cabinets offering plenty of room for storage. Rich, refinished hardwood floors take you through the dining room and family room. Custom built-ins, wood burning fire place plus a clever custom bar complete, the generous sized family room. A refinished half bath and mudroom with laundry room are conveniently located off the kitchen on the main level. The upper level has three spacious bedrooms, each with gorgeous hardwood floors and custom built-ins. The primary bedroom offers room to spread out in the attached sunroom, perfect for cozying up to relax and read a book. A updated full bath completes the upper level. A large, historical barn with electricity, perfect for storage, workshop or studio with large loft space sits on the edge of the 1.5 acre property. The charming colonial has a new roof and hot water heater and many upgrades throughout. Book your tour today!

Listed by Jonna Dibble of BHGRE Bannon & Hebert

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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317 hemlock Lane Middlebury CT 06762

Middlebury, CT317 hemlock Lane

Price$539,000

Est. Mortgage: $/month

Open House

MLS Number 170535160

  • Condo
  • Next Open House: Fri 12/2 10:00 am. to 3:00 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 2,292

Debating between a house or a condo? Benson Woods (over 55 community) offers the best of both worlds! Each of our 4 flexible floor plans offer modern amenities coupled with New England Charm. The Simsbury Elite style is our single level detached home with loft option. All homes afford single level living at its finest with second floor loft and 3rd bedroom options. They will feature quaint farm style porches, 2 car attached garages, open floor plans, full basements and some luxurious options! Great location close to town, shopping, restaurants, golf and major highways. Now taking reservations for Phase 1-

Listed by Jodi Dawley and Jenna Giampaolo of Real Estate Two

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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

315 hemlock Lane Middlebury CT 06762

Middlebury, CT315 hemlock Lane

Price$539,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170534747

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 2,292

Debating between a house or a condo? Benson Woods (over 55 community) offers the best of both worlds! Each of our 4 flexible floor plans offer modern amenities coupled with New England Charm. The Simsbury Elite style is our single level detached home with loft option. All homes afford single level living at its finest with second floor loft and 3rd bedroom options. They will feature quaint farm style porches, 2 car attached garages, open floor plans, full basements and some luxurious options! Great location close to town, shopping, restaurants, golf and major highways. Now taking reservations for Phase 1-

Listed by Jodi Dawley and Jenna Giampaolo of Real Estate Two

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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

32 Ridgewood Drive Middlebury CT 06762

Middlebury, CT32 Ridgewood Drive

Price$475,000

Est. Mortgage: $/month

MLS Number 170532598

  • Condo
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,277

RARE DUPLEX MODEL WITH PRIVATE ENTRANCE! Sought after Ridgewood at Middlebury Townhouse style condo with 2-car garage and main level primary bedroom. Enter into foyer to the right is the living room with gas fireplace, sliding glass door leading to large deck and additional space that can be used as a sitting area or home office space. Turret eat-in Kitchen offers granite countertops, stainless steel appliances and plenty of cabinetry for storage. Both living room and kitchen provide gleaming hardwood flooring. Main level also boasts a main level primary bedroom with on-suite that provides double sinks, walk-in shower and tub and carpeting. Completing the main level is a half bathroom and access to garage. Upper level invites you loft style sitting area, 2 well appointed bedrooms and a full bathroom. Basement with walk-out can be re-finished for more square footage and has already been plumbed for a bathroom. Enjoy the amenities of your HOA such as a Club house, in-ground pool with pool house, indoor basketball court and outdoor tennis court! MOVE QUICK!

Listed by David Aurigemma of Regency Real Estate,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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

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 2022 SmartMLS, Inc.