Middlebury Real Estate

Recently Sold Listings in Middlebury, CT

Welcome to your dedicated resource for viewing Sold listings in Middlebury, CT. As local Middlebury, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Middlebury, CT below, or if you are looking to sell a home in Middlebury, CT contact a local agent to discuss the possibilities.

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All Recently Sold in Middlebury, CT

$660,000
4 Beds 4 Baths 24011320 MLS Brookside BLDG.
Welcome to your dream colonial home nestled within the picturesque Brookside Development! This stunning residence boasts timeless elegance and modern comforts throughout, offering a lifestyle of luxury and convenience. Step inside and be greeted by the grandeur of the dramatic two-story family room, adorned with a captivating stone-faced fireplace featuring a woodstove insert, perfect for cozy evenings spent with loved ones. The heart of the home, the kitchen, is a chef's delight, featuring stainless steel appliances, Corian countertops, and maple cabinets, combining style with functionality seamlessly. The formal living room and dining room, ideal for hosting gatherings and creating lasting memories. The main level also offers a dedicated study, providing privacy and productivity. As you ascend the staircase, you'll discover the spacious primary bedroom retreat, complete with a full bath, double walk-in closets, and a charming nook, offering a serene sanctuary to unwind, read, meditate, or simply indulge in quiet contemplation. Three additional bedrooms and a Jack and Jill style full bath provide ample space for the whole family to rest and rejuvenate. The possibilities are endless in the unfinished walk-out basement, boasting 9-foot ceilings and the potential for an in-law suite or additional living space, limited only by your imagination. Don't miss out on the opportunity to make this colonial gem your forever home.

28 Brookside Dr Unit 28, Middlebury

$655,000
4 Beds 3 Baths 24065137 MLS
This beautifully appointed 4-bedroom, 2.5-bathroom Colonial home offers exceptional living in an established neighborhood. Set on a 1-acre corner lot, this property boasts a wealth of features from custom molding to the serene backyard. Front-to-Back Formal Living Room featuring elegant hardwood flooring and custom window shutters. Formal Dining Room with hardwood floors and stunning views of the backyard from the bay window. The kitchen is a true chef's dream! Equipped with a gas range, wall oven, built-in microwave, and warming drawer, this spacious kitchen also features a large center island, providing ample space for meal prep and entertaining. Abundant cabinets offer plenty of storage, and the room is bathed in natural light, with sliders leading to the backyard. The Family Room is warm and inviting featuring wood-beamed ceilings and a charming fireplace, creating the perfect space for relaxing. The sunroom is a lovely added feature offering tranquil views of the backyard and direct access to the patio. A dedicated office and half bath complete the first floor. The 2nd floor offers 4 bedrooms, each with wall to wall carpet, primary suite with full bath, additional full bath and laundry room. Whole house Generac Generator ensuring you're never without power during an outage. 3 car garage, mature trees and landscaping. Award winning Region 15 schools make this home a must see. UPDATE - HIGHEST AND BEST OFFERS DUE SUNDAY 1/5 AT 5PM.

11 Strathmore Rd, Middlebury

$650,000
3 Beds 3 Baths 24190947 MLS
Welcome to this beautifully updated contemorary ranch offering an open floor plan, vaulted ceilings, and an inviting sense of space. Nestled among million dollar homes, this property combines comfort, style, and an exceptional location. The spacious living area features a cozy wood burning fireplace and flows seamlessly into the renovated kitchen with abundant cabinetry, a breakfast bar, a coffee station, and a convenient nook, ideal for a home office or a place to sit and relax, overlooking the patio through sliding glass doors. The renovated full bath adds modern appeal, while the private primary suite offers its own full bath, with modern cabinetry, and thoughtfully tucked away closets. Freshly painted inside and out, the home has a clean, warm feel throughout. Outside, enjoy professionally landscaped grounds highlighted by a beautiful rose garden and a brand new Kloter Farm shed. The lower level welcomes you with a foyer leading to a versatile den or flex space, while the expansive basement offers endless possibilities for future living space, a workshop, or abundant storage. Additional features include central air conditioning, new well tank and updated softener, new gutters and downspouts with leaf guards, new hot water heater, new fiberglass doors and an attached two car garage. Move in just in time for the new school year and enjoy all that the award-winning Region 15 School District has to offer!

200 Northridge Dr, Middlebury

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