27 Winding Trail 27, Middlebury, CT 06762

• 3 beds |
• 3 baths |
• 2,680 sqft

Property Description

Beautiful Luxury Portman Condo in the Sought-After Ridgewood Community! This stunning 3-bed, 2.5-bath home by Toll Brothers is perfectly situated on a private cul-de-sac in one of Ridgewood's most desirable and unique locations. Offering over 2,680 SqFt of beautifully designed living space, this residence includes a rare 4-ft bump-out for added size plus a finished walk-out basement. The main level features an open floor plan with gleaming hardwood floors, custom cabinetry, stainless steel appliances, and marble countertops-perfect for modern entertaining. An upgraded skylight fills the kitchen with natural light, while sliding doors lead to a private deck with tranquil wooded views. The spacious living room highlights a gas fireplace with a stone veneer surround and rich wood mantle. Upstairs, entire 2nd level has upgraded designer hardwood flrs. Primary suite impresses with a walk-in closet and a spa-like bath w/ a double vanity, soaking tub, and separate shower. Two additional bedrooms include generous closets & soaring ceilings. The remodeled finished walk out basement is great for a media/ entertainment room. Enjoy the rare privacy of a wooded backdrop and direct access to the expansive "Great Meadow Lawn" next door-ideal for gatherings, games, or a peaceful stroll. Resort-style amenities include an outdoor pool, gym, tennis and basketball courts, movie theater, and clubhouse-all within walking distance. You can't build this home for the price, an absolute must-see!

Listing Status:

Active

Date Added:

October 17, 2025 at 12:28PM

Listing Office:

Serhant Connecticut, LLC : (203) 489-7800

Listing Agent:

Jay Irvine : (203) 586-9459

MLS ID:

24133988

Interior

• General: Cable - Pre-wiredSecurity System
• Appliances: Gas CooktopOven/RangeMicrowaveDishwasherDisposal
• Laundry: Upper Level
• Basement: FullHeatedFully FinishedWalk-outLiveable SpaceFull With Walk-Out
• A/C: Central Air
• Heating: Hot AirNatural Gas
• Fireplace: Fireplaces: 1

Exterior

• Style: Townhouse
• Pool: HeatedIn Ground Pool
• Parking: Parking spaces: 2

Location

• HOA Amenities: Basketball CourtClub HouseExercise Room/Health ClubPlayground/Tot LotPoolTennis CourtsClub HouseTennisGrounds MaintenanceTrash PickupSnow RemovalProperty ManagementPest ControlPool ServiceInsurance515.0Monthly
• County: New Haven

Lot

• Zoning: PRD802547199

Utilities

• Water: Public Water Connected
• Sewer: Public Sewer Connected

This listing courtesy of Jay Irvine, Serhant Connecticut, LLC