New Listing - 01/02/2025

$565,000 ($265.26 per sqft)

Est. Mortgage $2,894/mo *

Quick Pre-Approval

Brochure

Call Text Schedule Tour Request More Information

29 Winding Trail, #29, Middlebury, CT, 06762

29 Winding Trail, #29, Middlebury, CT, 06762
View larger map Directions

6 rooms

3 beds

2 Full / 1 Half baths

2015

Townhouse

2,130 sqft

Beautiful Portman Condo in Sought-After Ridgewood Community. Discover this stunning 3-bedroom, 2.5-bath condo built by Toll Brothers, nestled on a private cul-de-sac street in unique location. Boasting over 2,100 sqft of thoughtfully designed living space, this home includes a 3-foot bump-out for added size. Entering the home, the first floor features an open floor plan w/ hardwood floors, white cabinetry, stainless steel appliances, perfect for modern living, an upgraded skylight in kitchen floods the space with natural light. Off the kitchen is a private deck with wooded views & a large living room w/ a gas fireplace. Upstairs the spacious primary suite offers a walk-in closet and a luxurious bath with a double vanity, shower, and tub. The second bedroom also includes a walk-in closet, while the third bedroom showcases custom millwork/ built-ins for both function and style for additional utility and architectural interest. Enjoy the privacy of a wooded backyard and the convenience of a walk-out basement w/ custom storage shelves and two workbenches, woodworkers dream! Right next to the home is the "Great Meadow Lawn" adding a huge yard to play games, entertain or take a scenic stroll. Very rare location, big upgrade here $$$ . Ridgewood amenities include an outdoor pool, gym, indoor basketball court, tennis courts, a movie theater, and a clubhouse lounging area-all within walking distance. Plenty of upgrades, prime location and privacy. Don't miss this must-see property!

Status:

Active

Type:

Condo

Laundry Remarks:

Main Level

Units:

100

Zoning:

PRD80

Complex:

Ridgewood at Middlebury

Garage:

2-car Attached Garage, Paved, Off Street Parking, Driveway

Heating:

Hot Air

Cooling:

Central Air, Zoned

Energy Features:

Programmable Thermostat

Basement:

Full, Unfinished, Storage, Walk-out, Concrete Floor, Full With Walk-Out

Levels:

3

Parking:

4-car

Common Charge:

$515 Monthly

Est. Taxes:

$10,168

Assessment

$311,900

HOA Fee

$515

Lot Description:

N/A

Amenities:

Basketball Court, Club House, Exercise Room/Health Club, Guest Parking, Park, Playground/Tot Lot, Pool, Tennis Courts

Elementary School:

Per Board of Ed

High School:

Per Board of Ed

Days on Market:

1

Pet Allowed:

Yes

Pet Policy:

Pets are allowed.

Appliances:

Gas Cooktop, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer

Pool:

Heated, Pool House, In Ground Pool

MLS #:

24063692

Community Info

School Info

Walk Score

Mass Transit

Yelp

Similar Properties

Price Reduced!

$574,888

2 beds

2.5 baths

2,145 sqft

80 Seaview Terrace, #29, Guilford, CT, 06437

Price Reduced!

$519,900

2 beds

2 baths

2,032 sqft

122 Thorn Hollow Road, Cheshire, CT, 06410

Price Reduced!

$595,000

2 beds

2.5 baths

1,945 sqft

20 Village Victoria, #20, Guilford, CT, 06437

$559,000

2 beds

2.5 baths

1,296 sqft

1 Wilshire Road, #D, Madison, CT, 06443

$575,000

3 beds

2.5 baths

1,932 sqft

6 Apple Way, Madison, CT, 06443

$511,000

3 beds

2.5 baths

1,950 sqft

North Benson Road, #38, Middlebury, CT, 06762

$540,000

2 beds

2 baths

1,862 sqft

200 Harbour Close, #515, New Haven, CT, 06519

$590,000

2 beds

2.5 baths

2,476 sqft

111 Periwinkle Drive, #111, Middlebury, CT, 06762

$600,000

4 beds

3.5 baths

3,071 sqft

6 Ridgewood Drive, #6, Middlebury, CT, 06762

$558,685

2 beds

2.5 baths

1,850 sqft

115 Shea Circle, #115, Cheshire, CT, 06410

Price Reduced!

$515,000

3 beds

2.5 baths

1,808 sqft

43 Ridgewood Drive, #43, Middlebury, CT, 06762

$541,566

3 beds

2.5 baths

2,206 sqft

North Benson Road, #41, Middlebury, CT, 06762

$575,000

3 beds

3 baths

1,882 sqft

8 Lombard Circle, #3, North Haven, CT, 06473

$599,900

3 beds

3 baths

3,676 sqft

107 Periwinkle Drive, #107, Middlebury, CT, 06762

$509,900

3 beds

2.5 baths

1,950 sqft

North Benson Road, #37, Middlebury, CT, 06762

Price Reduced!

$560,000

3 beds

2.5 baths

2,122 sqft

39 Ridgewood Drive, #39, Middlebury, CT, 06762

New or Coming Soon Properties

New Listing!

$530,000

2 beds

2 baths

1,554 sqft

113 Still Water Circle, #113, Brookfield, (Brookfield Center), CT, 06804

New Listing!

$499,900

2 beds

1.5 baths

1,224 sqft

76 Merwin Avenue, #76, Milford, (Burwells Beach), CT, 06460

New Listing!

$639,900

3 beds

3.5 baths

2,749 sqft

67 Beacon Hill Terrace, #67, Bethel, CT, 06801

New Listing!

$574,900

2 beds

2.5 baths

3,062 sqft

9 Hillview Lane, Woodbury, (Middle Quarter), CT, 06798

New Listing!

$480,000

2 beds

2 baths

1,504 sqft

625 Brookside Court, #625, Newtown, CT, 06470

New Listing!

$549,000

3 beds

2.5 baths

1,738 sqft

20 Weed Hill Avenue, #APT J, Stamford, (Springdale), CT, 06907

New Listing!

$524,900

2 beds

2.5 baths

2,317 sqft

47 Summerwood Lane, South Windsor, (Pleasant Valley), CT, 06074

Coming Soon!

$579,000

3 beds

2.5 baths

2,462 sqft

53 Grassy Plain Street, #APT B7, Bethel, (Grassy Plain), CT, 06801

New Listing!

$490,000

3 beds

2.5 baths

2,217 sqft

1905 Eaton Court, #1905, Danbury , CT, 06811

New Listing!

$649,000

3 beds

2 baths

3,096 sqft

246 Seaside Avenue, #2, Stamford, (Cove), CT, 06902

New Listing!

$579,000

3 beds

3.5 baths

1,725 sqft

1092 Farmington Avenue, #APT C, West Hartford, CT, 06107

New Listing!

$599,000

3 beds

3.5 baths

3,251 sqft

36 Park Place Circle, #36, West Hartford, CT, 06110

New Listing!

$559,900

1 beds

2.5 baths

2,638 sqft

645 Onondaga Lane, #B, Stratford, (Oronoque), CT, 06614

New Listing!

$600,000

2 beds

3 baths

2,636 sqft

2539 Bedford Street, #APT 37D, Stamford, (Bull's Head), CT, 06905

New Listing!

$485,000

2 beds

2 baths

1,738 sqft

65 Alpine Drive, #65, Colchester, CT, 06415

Coming Soon!

$624,900

4 beds

3.5 baths

2,500 sqft

54 Carnoustie Circle, #54, Bloomfield, CT, 06002

Copyright ©2025 SmartMLS, Inc.
Listing courtesy of Jay Irvine, Showcase Realty, Inc. Email: jirvine@showcasect.com