Set at the end of a quiet cul-de-sac in ONE OF RIDGEWOODS COVETED LOCATIONS, this home overlooks an expansive manicured lawn bordered by evergreens and woodland for exceptional privacy and year round natural beauty. Sunlight fills every room, enhancing the warm, cohesive feel of HARDWOOD FLOORS THROUGHOUT BOTH LEVELS - a rare feature in this community. The bright, sparkling kitchen features white cabinetry, undermount lighting, stainless appliances, & spacious center island/breakfast bar perfect for "cooking with company". Genuine MARBLE IN THE KITCHEN AND BATHS adds the patina of refined, timeless elegance. A charming breakfast nook overlooks the sundeck, inviting you to dine al fresco basking in sunshine & nature. An open dining area flows easily into the large living room with gas fireplace which provides warmth & ambiance as do the $5,600 Modern Smart Shades. A flexible office/playroom/den completes the main floor. Upstairs, a loft offers flex space leading to the primary suite with walk-in closet, double vanity, tile shower & jacuzzi tub. Two additional bedrooms, a full bath, and laundry complete this level. The walkout lower level has great sunlight with glass doors opening to the patio and is plumbed for potential in-law, workshop or family room. Ridgewood amenities include an 8,300 sq ft clubhouse, fitness center, yoga space, movie theatre, indoor basketball, tennis, & heated pool - A resort oasis! Don't miss this rare opportunity to own this truly special home. The Ridgewood community is truly multigenerational and welcoming. The old fashioned friendly neighborhood feel at its finest. There are sidewalks throughout. Head out morning and evening and find folks walking. For the younger set, there's a kiddie pool and playground, furthering opportunity to get to know your neighbors. The Club house has lounge area with a piano, couches and TV, bar, pool/ poker tables. A kitchen can be rented out for larger gatherings. Tennis court can also be a full basketball court! Pickup game anyone? For exercise enthusiasts of all levels, the nearby Middlebury Greenway is a ~4.5 to 6-mile paved rail-trail, ideal for walking, biking, and wheelchairs. It follows a former 1908 electric trolley line connecting Quassy Amusement Park to the Straits Turnpike (Route 63), passing through scenic areas and near parks like Meadowview, right across the street from Ridgewood. Come see how this luxurious yet friendly home can change your life. Are you ready for your nest Chapter?
Sold for $625,000
$625,000
16 Winding Trail #16, Middlebury, CT 06762
3beds
2,646sqft
Condominium
Built in 2014
-- sqft lot
$629,400 Zestimate®
$236/sqft
$3,857 Estimated rent
Home value
$629,400
$566,000 - $699,000
$3,857/mo
Zestimate® history
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List your homeWhat's special
Loft offers flex spaceBright sparkling kitchenUndermount lightingSidewalks throughoutStainless appliancesModern smart shadesSunlight fills every room
Zillow last checked:
Listing updated:
Listed by:
Georgieanna P. Fisher (860)428-3078,
Home Selling Team 860-456-7653
Bought with:
David Landau, RES.0797458
RE/MAX Right Choice
Source: Smart MLS,MLS#: 24157092
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Ceiling Fan(s), Jack & Jill Bath, Hydro-Tub, Stall Shower, Hardwood Floor, Tile Floor
- Level: Upper
- Area: 255 Square Feet
- Dimensions: 15 x 17
Bedroom
- Features: High Ceilings, Ceiling Fan(s), Hardwood Floor
- Level: Upper
- Area: 214.65 Square Feet
- Dimensions: 13.5 x 15.9
Bedroom
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Upper
- Area: 168.74 Square Feet
- Dimensions: 11.8 x 14.3
Dining room
- Features: High Ceilings, Hardwood Floor
- Level: Main
- Area: 201.39 Square Feet
- Dimensions: 13.7 x 14.7
Kitchen
- Features: High Ceilings, Balcony/Deck, Breakfast Bar, Hardwood Floor
- Level: Main
- Area: 268.94 Square Feet
- Dimensions: 11.9 x 22.6
Living room
- Features: High Ceilings, Gas Log Fireplace, Fireplace
- Level: Main
- Area: 274.89 Square Feet
- Dimensions: 14.7 x 18.7
Loft
- Features: High Ceilings, Hardwood Floor
- Level: Upper
- Area: 150.7 Square Feet
- Dimensions: 11 x 13.7
Office
- Features: High Ceilings, Hardwood Floor
- Level: Main
- Area: 140.42 Square Feet
- Dimensions: 11.8 x 11.9
Heating
- Forced Air, Natural Gas
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Gas Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Water Heater
- Laundry: Upper Level
Features
- Wired for Data, Open Floorplan, Smart Thermostat
- Doors: French Doors
- Windows: Thermopane Windows
- Basement: Full
- Attic: Access Via Hatch
- Number of fireplaces: 1
Interior area
- Total structure area: 2,646
- Total interior livable area: 2,646 sqft
- Finished area above ground: 2,646
- Finished area below ground: 0
Property
Parking
- Total spaces: 4
- Parking features: Attached, Paved, Driveway, Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Stories: 2
- Patio & porch: Deck, Patio
- Exterior features: Sidewalk, Tennis Court(s)
- Has private pool: Yes
- Pool features: Heated, Fenced, In Ground
Lot
- Features: Few Trees, Level, Rolling Slope
Details
- Additional structures: Pool House
- Parcel number: 2547193
- Zoning: Res Condo
- Other equipment: Generator Ready
Construction
Type & style
- Home type: Condo
- Architectural style: Other
- Property subtype: Condominium
Materials
- Vinyl Siding
Condition
- New construction: No
- Year built: 2014
Details
- Builder model: Denton
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Underground Utilities
Green energy
- Energy efficient items: Thermostat, Windows
Community & HOA
Community
- Features: Basketball Court, Near Public Transport, Health Club, Library, Medical Facilities, Park, Playground, Tennis Court(s)
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Elevator(s), Exercise Room/Health Club, Guest Parking, Health Club, Playground, Pool, Tennis Court(s), Management
- Services included: Maintenance Grounds, Trash, Snow Removal, Pest Control, Road Maintenance, Insurance
- HOA fee: $495 monthly
Location
- Region: Middlebury
Financial & listing details
- Price per square foot: $236/sqft
- Tax assessed value: $322,400
- Annual tax amount: $10,484
- Date on market: 3/4/2026
Price history
| Date | Event | Price |
|---|---|---|
| 4/10/2026 | Sold | $625,000$236/sqft |
Source:  Smart MLS #24157092 Report a problem | ||
| 4/2/2026 | Pending sale | $625,000$236/sqft |
Source: Smart MLS #24157092 Report a problem | ||
| 3/4/2026 | Listed for sale | $625,000+17.9%$236/sqft |
Source: Smart MLS #24157092 Report a problem | ||
| 5/13/2022 | Sold | $529,900$200/sqft |
Source: Smart MLS #170476756 Report a problem | ||
| 4/2/2022 | Contingent | $529,900$200/sqft |
Source: Smart MLS #170476756 Report a problem | ||
| 3/25/2022 | Listed for sale | $529,900$200/sqft |
Source: Smart MLS #170476756 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: 06762
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Nearby schools
GreatSchools rating
- 5/10Long Meadow Elementary SchoolGrades: PK-5Distance: 1.3 mi
- 8/10Memorial Middle SchoolGrades: 6-8Distance: 2.8 mi
- 8/10Pomperaug Regional High SchoolGrades: 9-12Distance: 1.8 mi
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- Connecticut
- New Haven County
- Middlebury
- 06762
- 16 Winding Trail Unit 16
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