Beautiful luxury Portman Condo in Sought-After Ridgewood Community. Stunning 3-bed, 2.5-bath built by Toll Brothers, nestled on a private cul-de-sac in unique location. Over 2,100 sqft designed modern living space, this home includes a 4-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 resort style must-see property! Can't build for this price!
Sold for $520,000 on 08/08/25
$520,000
29 Winding Trail #29, Middlebury, CT 06762
3beds
2,130sqft
Condominium, Townhouse
Built in 2015
-- sqft lot
$520,600 Zestimate®
$244/sqft
$3,217 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: August 13, 2025 at 06:37am
Listed by:
WKND.R Team At SERHANT,
Jay Irvine,
Serhant Connecticut, LLC
Bought with:
Tori Withee, RES.0832276
KW Legacy Partners
Source: Smart MLS,MLS#: 24085206

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: High Ceilings, Vaulted Ceiling(s), Bedroom Suite, Full Bath, Tub w/Shower, Walk-In Closet(s)
- Level: Upper
- Area: 285.6 Square Feet
- Dimensions: 16.8 x 17
Bedroom
- Features: High Ceilings, Built-in Features, Wall/Wall Carpet
- Level: Upper
- Area: 145.2 Square Feet
- Dimensions: 11 x 13.2
Bedroom
- Features: High Ceilings, Vaulted Ceiling(s), Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
- Area: 141.57 Square Feet
- Dimensions: 11.7 x 12.1
Dining room
- Features: High Ceilings, Beamed Ceilings, Combination Liv/Din Rm, Gas Log Fireplace
- Level: Main
- Area: 143 Square Feet
- Dimensions: 11 x 13
Kitchen
- Features: Skylight, High Ceilings, Breakfast Bar, Granite Counters, Gas Log Fireplace, Kitchen Island
- Level: Main
Living room
- Features: High Ceilings, Gas Log Fireplace, L-Shaped, Hardwood Floor
- Level: Main
- Area: 266.9 Square Feet
- Dimensions: 15.7 x 17
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Gas Water Heater, Water Heater
- Laundry: Main Level
Features
- Wired for Data, Open Floorplan, Smart Thermostat
- Windows: Thermopane Windows
- Basement: Full,Unfinished,Walk-Out Access,Liveable Space,Concrete
- Attic: Access Via Hatch
- Number of fireplaces: 1
- Fireplace features: Insert
Interior area
- Total structure area: 2,130
- Total interior livable area: 2,130 sqft
- Finished area above ground: 2,130
Property
Parking
- Total spaces: 4
- Parking features: Attached, Paved
- Attached garage spaces: 2
Features
- Stories: 3
- Has private pool: Yes
- Pool features: Heated, In Ground
Lot
- Features: Secluded, Few Trees, Cul-De-Sac
Details
- Additional structures: Pool House
- Parcel number: 2547200
- Zoning: PRD80
Construction
Type & style
- Home type: Condo
- Architectural style: Townhouse
- Property subtype: Condominium, Townhouse
Materials
- Vinyl Siding
Condition
- New construction: No
- Year built: 2015
Details
- Builder model: Portman W/ Bump out
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Green energy
- Energy efficient items: Thermostat, Windows
Community & neighborhood
Community
- Community features: Basketball Court, Golf, Health Club, Lake, Park, Playground, Private School(s), Tennis Court(s)
Location
- Region: Middlebury
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $515 monthly
- Amenities included: Basketball Court, Clubhouse, Exercise Room/Health Club, Guest Parking, Health Club, Playground, Pool, Tennis Court(s), Management
- Services included: Maintenance Grounds, Trash, Snow Removal, Pest Control, Pool Service, Insurance
Services availability
Sell for more on Zillow
Get a free Zillow Showcase℠ listing and you could sell for .
$520,600
2% more+ $10,412
With Zillow Showcase(estimated)
$531,012