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73 Homes For Sale in Middlebury, CT

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Toll Brothers

$507,688Est. Payment
3 Beds | 3 Baths | 2,000 Sqft
161 Ridgewood Drive, Middlebury, CT 06762
House For Sale

This new construction, quick move-in home is the "Tamarack" plan by Toll Brothers, and is located in the community of The Ridgewood at Middlebury at 161 Ridgewood Drive, Middlebury, CT-06762. HOT HOME: 3 bedroom first floor primary suite ready summer 2021. Special Offer!: Discover the Difference. Toll Brothers National Sales Event-Limited-Time Incentives* 1/30-2/14/21.. This Townhome inventory home is priced at $507,688 and has 3 bedrooms, 2 baths, 1 half baths, is 2,000 square feet, and has a 2-car garage. The Builder describes this home as: "Your dream home is waiting.. The first-floor offers a bedroom suite complete with a private bath and walk-in closet. The second floor offers a versatile loft space that can be suited to your needs. The walk-out basement creates a seamless indoor/outdoor entertaining space. This low-maintenance community has lawn care and snow removal provided. There s still time to personalize this beautiful home with Design Studio upgrades!MLS Number: 170352594 Disclaimer: Photos are images only and should not be relied upon to confirm applicable features". Listing provided by newhomesource.com.

New

Toll Brothers

$530,194Est. Payment
3 Beds | 3 Baths | 2,485 Sqft
170 Ridgewood Drive, Middlebury, CT 06762
House For Sale

This new construction, quick move-in home is the "Denton" plan by Toll Brothers, and is located in the community of The Ridgewood at Middlebury at 170 Ridgewood Drive, Middlebury, CT-06762. Special Offer!: Discover the Difference. Toll Brothers National Sales Event-Limited-Time Incentives* 1/30-2/14/21.. This Townhome inventory home is priced at $530,194 and has 3 bedrooms, 2 baths, 1 half baths, is 2,485 square feet, and has a 2-car garage. The Builder describes this home as: "The unique entry to the Denton maximizes the space and flow from the foyer into the open plan dining room, great room, kitchen, and casual dining area.. A private office is also located off of the entry foyer. The second floor features a primary bedroom suite with cathedral ceiling as well as two additional bedrooms, a spacious loft, and a convenient laundry. MLS Number: 170323501 Disclaimer: Photos are images only and should not be relied upon to confirm applicable features". Listing provided by newhomesource.com.

New
$515,000Est. Payment
4 Beds | 3 Baths | 2,950 Sqft
13 Brookside Drive, Middlebury, CT 06762
House For Sale

The Cheshire at Brookside with many up grades. First floor master suite with sitting room, his & her closets and full bath. Large, covered, screened porch 14x12 and patio for your enjoyment. Enjoy your coffee in front of the wood burning fireplace, open living room & kitchen concept. This unit is a must see, sunny and warm. Three second floor bedrooms and open area for work or reading, you choose. There is a large, full basement for you to be creative with.No age restrictions. Make an appointment to see. 24 hour notice needed.NO SHOWINGS 2/25/21 - 2/27/21 Family

New
$255,000Est. Payment
3 Beds | 2 Baths | 1,050 Sqft
31 Yale Avenue, Middlebury, CT 06762
House For Sale

Charming, New England Cape nestled amongst likewise homes. New Roof, a new furnace, plus a new hot water heater gives you peace of mind for the big-budget items. Hardwood floors throughout, three bedrooms, a finished basement for extra space, a mudroom in the back to keep the mess out, and a large deck overlooking the easy-to-care-for yard. Located in the Award Winning Region 15 School District, makes this home the perfect starter home or even a downsizing home. Pick up the Middlebury Greenway Trail, at the end of the road, for an easy stroll, or bike ride to the other end of town. This house is ready for your personal touch and to welcome you home!

New
$49,900Est. Payment
1 Acre
205b Leonard Road, Middlebury, CT 06762
Lots Land For Sale

Approved building lot in beautiful Middlebury. Enjoy award winning schools, Lake Quassy Amusement Park, many fine restaurants, the greenway path and much more! Easy access to I-84 and Rt 8. Bring your plans and build your dream home!

New
$49,900Est. Payment
1 Acre
205 Bioski Road, Middlebury, CT 06762
Lots Land For Sale

Approved building lot in beautiful Middlebury. Enjoy award winning schools, Lake Quassy Amusement Park, many fine restaurants, the greenway path and much more! Easy access to I-84 and Rt 8. Bring your plans and build your dream home!

New
$3,995,000Est. Payment
5 Beds | 5 Baths | 6,554 Sqft
9 Bristol Road, Middlebury, CT 06762
House For Sale

Lake 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.

Toll Brothers

$462,995Est. Payment
2 Beds | 3 Baths | 1,848 Sqft
Middlebury, CT 06762
House For Sale

This to-be-built home is the "Tamarack" plan by Toll Brothers, and is located in the community of The Ridgewood at Middlebury. Special Offer!: Discover the Difference. Toll Brothers National Sales Event-Limited-Time Incentives* 1/30-2/14/21.. This Townhome plan home is priced from $462,995 and has 2 bedrooms, 2 baths, 1 half baths, is 1,848 square feet, and has a 2-car garage. The Builder describes this home as: "This home's striking two-story foyer opens into a luxurious two-story dining room.. The stair to second floor overlooks the dining room and spacious great room with vaulted ceiling and leads to the liberal second floor loft space which provides supplemental living space to the home.Convenient main level primary bedroom suite is made luxurious with a cathedral ceilinged bedroom, soaking tub and separate shower, double sink vanity and spacious walk in closet". Listing provided by newhomesource.com.

Toll Brothers

$492,995Est. Payment
2 Beds | 2 Baths | 1,627 Sqft
Middlebury, CT 06762
House For Sale

This to-be-built home is the "Bethel" plan by Toll Brothers, and is located in the community of The Ridgewood at Middlebury. Special Offer!: Discover the Difference. Toll Brothers National Sales Event-Limited-Time Incentives* 1/30-2/14/21.. This Townhome plan home is priced from $492,995 and has 2 bedrooms, 2 baths, is 1,627 square feet, and has a 2-car garage. The Builder describes this home as: "The primary bedroom suite of the distinctive Bethel features a tray ceiling, two large walk-in closets, and a luxurious bath with a spacious shower with a seat, a soaking tub, a private toilet area, and a dual-sink vanity.. But it all begins with an elegant entryway with a colonnade. The large dining room of this splendid home is sure to impress your dinner guests! Additional highlights include a spacious kitchen with a cathedral ceiling, an adjoining great room with a cathedral ceiling, a tucked-away laundry, and nine-foot ceilings throughout". Listing provided by newhomesource.com.

$349,000Est. Payment
3 Beds | 1 Bath | 1,410 Sqft
173 Christian Road, Middlebury, CT 06762
House For Sale

Where awesomeness happens! Cool landscape and privacy to be shared with friends and loved ones. Property features ample room so everyone has their own space to unplug and unwind. Home offers many upgrades: on demand hot water system, remodeled kitchen and baths, adorably redone guest house, central air, newer mechanicals, excellently maintained, completely turn key. Patio area includes grilling/cooking facility, private outdoor shower, lovely gardens overlooking a flat meadow for earthing. Walk to the lake for day fun and enjoy all water sports or experience a magical sunset... an abundance of peaceful country life within 73 miles of NYC. The charming historic Tribury area with hiking, biking paths, parks, antique and luxury shopping, theater, restaurants, and a huge variety of wellness facilities: fitness, yoga, meditation, beauty, massage-spa services, and a well renowned organic health food market. Each season in Connecticut has it's own magical aesthetics and events. Wedged between the hills of Litchfield County and coastal Fairfield County, commuting anywhere is a breeze. Perfect for full time residence, second home, or a fantastic AIRBNB opportunity. Middlebury is proud of the award winning school system and its' upward thinking about philanthropic endeavors. Come visit and see.

Toll Brothers

$561,717Est. Payment
3 Beds | 3 Baths | 2,485 Sqft
5 Fairview Lane, Middlebury, CT 06762
House For Sale

This new construction, quick move-in home is the "Denton" plan by Toll Brothers, and is located in the community of The Ridgewood at Middlebury at 5 Fairview Lane, Middlebury, CT-06762. HOT HOME: Home with Many Designer Upgrades - Move in Spring 2021. Special Offer!: Discover the Difference. Toll Brothers National Sales Event-Limited-Time Incentives* 1/30-2/14/21.. This Townhome inventory home is priced at $561,717 and has 3 bedrooms, 2 baths, 1 half baths, is 2,485 square feet, and has a 2-car garage. The Builder describes this home as: "Love everything about this 3-bedroom home.. This Denton floorplan is located on a cul-de-sac. The oversized kitchen island provides a centerpiece for entertaining. A first-floor office provides the space to work from home. Gorgeous designer finishes highlight every room in this home. Enjoy scenic community amenities like walking and jogging trails throughout. Schedule an appointment today to learn more about this stunning home! MLS Number: 170301662 Disclaimer: Photos are images only and should not be relied upon to confirm applicable features". Listing provided by newhomesource.com.

Toll Brothers

$502,995Est. Payment
3 Beds | 3 Baths | 2,485 Sqft
Middlebury, CT 06762
House For Sale

This to-be-built home is the "Denton" plan by Toll Brothers, and is located in the community of The Ridgewood at Middlebury. Special Offer!: Discover the Difference. Toll Brothers National Sales Event-Limited-Time Incentives* 1/30-2/14/21.. This Townhome plan home is priced from $502,995 and has 3 bedrooms, 2 baths, 1 half baths, is 2,485 square feet, and has a 2-car garage. The Builder describes this home as: "The unique entry to the Denton maximizes the space and flow from the foyer into the open plan dining room, great room, kitchen, and casual dining area.. A private office is also located off of the entry foyer. The second floor features a primary bedroom suite with cathedral ceiling as well as two additional bedrooms, a spacious loft, and a convenient laundry". Listing provided by newhomesource.com.

$162,900Est. Payment
2 Beds | 1 Bath | 984 Sqft
317 Porter Avenue, Middlebury, CT 06762
House For Sale

If you are looking to invest in a home in Middlebury and are willing to renovate the interior, then this can be what your looking for. Home has vinyl siding and vinyl replacement windows, newer hot water heater and forced hot air oil heat with central air. Home needs new roof as it is actively leaking. Home has good structure and bones. This home is in the 100 year flood plain per FEMA. Cash offers preferred, but of course 203 renovation financing might be another way to proceed. Buyers and buyer's agent please due your DUE diligence in relation to flood insurance. All offers subject to Probate review and SOLD "AS IS"

$329,900Est. Payment
4 Beds | 2 Baths | 1,654 Sqft
106 Yale Avenue, Middlebury, CT 06762
House For Sale

Charming and Renovated 4 Bedroom Colonial with Central Air and a 2 car attached garage set on a cute neighborhood lot with fenced back yard. Hardwood Floors and gorgeous trim throughout! Kitchen with Stainless Steel Double Oven, Refrigerator and Dishwasher, tile backsplash, and tile floor. Dining Room with crown molding. Large Living Room with Archways into other rooms including an Office Nook with built-ins. Stunning 4-season sunroom with vaulted ceilings and wainescoating. 2 Main level Bedrooms and 2 Main level updated full baths with wainescoating and crown molding. First Floor Laundry! Upstairs 2 additional Bedrooms. Lots of extras including Cedar closet and built-in speakers. The current owner spared no expense and has reinsulated the home including blown-in insulation in the walls, newer propane furnace, architectural roof, newer garage doors, etc... Strong mechanicals including Central Air, 200 Amp Electrical, City Water and Sewer and Propane Heat. Full Walk-out basement. 2 car garage. Deck leading to a level backyard with fencing. Paver walkway to front door. Triple Mint! This home will not last. Town card shows 3 Bedrooms and 1.1 baths, but the home appears to have 4 rooms with heat and closets and 2 full baths.

$339,900Est. Payment
2 Beds | 2 Baths | 2,504 Sqft
607 Watertown Road, Middlebury, CT 06762
House For Sale

A great opportunity to own an L- shaped ranch with lots of style, lots of features and only 90 miles from NYC. This home takes advantage of the natural beauty surrounding it with its plentiful, stylish cottage style windows overlooking the rear yard, brook and wooded area.As you enter the side door, a bright L shaped kitchen greets you. It offers an efficient galley work area as well as a dining area. The spacious 25' X 16' living room with fieldstone fireplace features a beautiful fieldstone fireplace, wall to wall carpeting with hardwood under, a slider to the deck as well as a covert bar area, great for parties. Just off the living room is a dining room that overlooks the bubbling Hop Brook stream. 2 bedrooms, 2 full baths and a laundry area complete the main level. The fully finished walk out level can serve as a spacious rec room. It offers a walk out to the patio and stone wall overlooking woods and the brook. This is a fabulous spot for relaxing and observing natural beauty. The previous owner had used a bedroom on the walk out level. There is a lot of closet space there, and there is a separate area with washer and dryer. Since plumbing is currently present, perhaps one could install an addition bath on this level. Additional storage under the garage. Don't miss this fabulous opportunity!

Toll Brothers

$452,995Est. Payment
3 Beds | 3 Baths | 1,780 Sqft
Middlebury, CT 06762
House For Sale

This to-be-built home is the "Portman" plan by Toll Brothers, and is located in the community of The Ridgewood at Middlebury. Special Offer!: Discover the Difference. Toll Brothers National Sales Event-Limited-Time Incentives* 1/30-2/14/21.. This Townhome plan home is priced from $452,995 and has 3 bedrooms, 2 baths, 1 half baths, is 1,780 square feet, and has a 2-car garage. The Builder describes this home as: "The open design of the charming Portman offers plenty of space for entertaining.. And when your guests have gone, you can relax in the luxurious and spacious primary bedroom suite, which features a cathedral ceiling, a large walk-in closet, and an elegant primary bath. Additional highlights include a covered entry, an expansive great room, a formal dining room, a well-appointed kitchen, a roomy casual dining area, and a convenient second-floor laundry". Listing provided by newhomesource.com.

Toll Brothers

$424,995Est. Payment
2 Beds | 3 Baths | 1,537 Sqft
Middlebury, CT 06762
House For Sale

This to-be-built home is the "Hickory" plan by Toll Brothers, and is located in the community of The Ridgewood at Middlebury. Special Offer!: Discover the Difference. Toll Brothers National Sales Event-Limited-Time Incentives* 1/30-2/14/21.. This Townhome plan home is priced from $424,995 and has 2 bedrooms, 2 baths, 1 half baths, is 1,537 square feet, and has a 2-car garage. The Builder describes this home as: "The first-floor primary bedroom suite of the charming Hickory boasts a tray ceiling, a large walk-in closet, and a well-appointed bath with a dual-sink vanity, a Roman tub, and a separate shower.. The second-floor sitting area is situated at the top of the grand turned staircase, and overlooks the two-story dining room and the spacious great room. Other highlights include a two-story foyer, a tucked-away laundry, and a well-appointed kitchen". Listing provided by newhomesource.com.

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