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$699,900
3 Beds ⋅ 2 Baths ⋅ 24088127 MLS
Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 14 Deer Run Rd(aka Lot 19) is just beginning construction and will be one level living at its finest! Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

14 Deer Run Rd, Middlebury
$696,970
2 Beds ⋅ 2 Baths ⋅ 170619658 MLS ⋅ Tyler's Cove BLDG.
Welcome to 59 Sandy Beach Road in Middlebury, CT! This picturesque year-round lake cottage offers a modern and casual lifestyle in a prime location. With 2 bedrooms and 1.5 baths spread across 942 square feet, this property is the epitome of cozy comfort. Upon entering, you'll be greeted by an inviting well-appointed kitchen that flows into a open living area with fabulous views of Lake Quassapaug. The primary bedroom is a tranquil retreat with plenty of natural light, while the second bedroom offers flexibility for guests, a home office, or a personal sanctuary. The bathrooms feature contemporary fixtures and a clean, minimalist design. The home boasts heating, air conditioning, private well, septic, parking for two plus cars and a generator. Outside, the property features a well-maintained yard, providing a serene outdoor space and a deck for relaxation or entertaining. The lake is perfect for swimming, sailing, fishing, paddle boarding, kayaking, or boating. The Flander's Land Trust Whittemore Sanctuary is perfect for hiking. Conveniently located, this home provides easy access to local dining, shopping, and entertainment options, ensuring that you're never far from the action. Don't miss the opportunity to make this delightful property your own. Whether you're a first-time buyer, downsizing, or seeking a weekend retreat, 59 Sandy Beach Road presents a modern and casual living experience that's ready to welcome you home. Schedule your showing today!

59 Sandy Beach Road Unit 59, Middlebury
$695,831
2 Beds ⋅ 3 Baths ⋅ 170594296 MLS ⋅ Granite Woods BLDG.
Welcome to Granite Woods, a unique, brand new in-town 55+ home community featuring 24 Cape-style classic homes in the heart of tranquil Middlebury Village, walkable to restaurants, coffee shops, shopping, and direct access to the popular Middlebury Greenway Trail. Phase One is currently underway offering five unique designs that make living in style easy for years of family enjoyment while emphasizing the ease of aging in place, with no step front entries and wide interior door openings. Amenities include a for-residents-only pickleball court, shuffleboard, and pavilion. The Ash with a New England-style portico welcomes you to this home. The bright sunlit great room with a fireplace is the perfect location for family gatherings. A mudroom with a bench seat and adjacent laundry room complete the first floor. The second floor includes a guest suite with a loft. The beauty, craftsmanship, customization, and attention to detail these homes offer, along with Award Winning Builders' project expertise, will ensure an enjoyable experience and future at Granite Woods. Nothing is as rewarding as customizing your home, let’s work together to make your dream home a reality! Alternate Plans Available!! Property owners have a Real Estate License

3 Oakwood Dr Unit 2, Middlebury
$695,521
2 Beds ⋅ 3 Baths ⋅ 170591822 MLS ⋅ Granite Woods BLDG.
Welcome to Granite Woods, a unique, brand new in-town 55+ home community featuring 24 Cape-style classic homes in the heart of tranquil Middlebury Village, walkable to restaurants, coffee shops, shopping, and direct access to the popular Middlebury Greenway Trail. Phase One is currently underway offering five unique designs that make living in style easy for years of family enjoyment while emphasizing the ease of aging in place, with no step front entries and wide interior door openings. Amenities include a for-residents-only pickleball court, shuffleboard, and pavilion. The two bedroom Spruce with a quaint covered porch welcomes you to this home. As you enter through the foyer there is an adjacent study with a nearby powder room. The large, bright great room features a gas fireplace and is perfect for family gatherings. A first-floor owner’s suite complete with a walk-in closet offers views of the quiet backyard. A handy mudroom offers a bench seat and extra storage, while an adjacent laundry room completes the first floor. The second floor offers an additional bedroom, full bath, and loft. The beauty, craftsmanship, customization, and attention to detail these homes offer, along with Award Winning Builders' project expertise, will ensure an enjoyable experience and future at Granite Woods. Nothing is as rewarding as customizing your home, let’s work together to make your dream home a reality! Alternate Plans Available!! Property owners have a Real Estate License

8 Oakwood Dr Unit 10, Middlebury
$695,000
3 Beds ⋅ 5 Baths ⋅ 24119886 MLS ⋅ Ridgewood At Middlebury BLDG.
Welcome to this luxury home w/ custom features never seen before! This 4000+ sqft, 3 BEDROOM SUITES, 3.2 bath has elegance and comfort, built w/ never seen upgrades. On the most sought-after private cul-de-sac St. and the best location in the complex. Enter through a grand two-story foyer with gleaming hardwood floors, cathedral ceilings & soaring windows that fill the home with natural light. Beautiful curves staircase, formal living & dining rooms set the stage for entertaining. The gourmet kitchen boasts granite counters, beautiful cabinets, stainless steel appliances, gas cooktop, tile backsplash, large island for ample prep space, a chefs dream. The family room has vaulted ceilings & gas fireplace creates the ultimate gathering space. Rare floor plan features three bedroom suites: a main-level primary with tray ceiling, dual walk-in closets, spa-like ensuite with soaking tub & shower, plus two additional suites upstairs that each have THEIR OWN BATHROOM. Oversized loft overlooks the main floor. Finished walkout basement adds a rec/play room with a custom wet bar w/ granite counters & white cabinets, media area or office, half bath (potential for lower in law/ 4th bedroom). Highlights: laundry w/ sink, additional gas hookup in basement for fireplace, finished lower patio, upper deck & full wheelchair accessibility. Largest backyard in community, great for entertaining or playing sports. Clubhouse w/ bar, pool, gym, tennis crt, indoor basketball court! This is a MUST see!

18 Winding Trail, Unit 18, Middlebury
$695,000
4 Beds ⋅ 4 Baths ⋅ 170610160 MLS
Imagine being right outside your front door, and only hearing the birds chirping or trees dancing in the wind. If you like privacy, 135 North Farm might be the right place for you. The home sits on 5+ acres, with an additional 72 acre Middlebury Land Trust behind you. On the inside, all the hardwood floors were completely refinished and walls freshly painted. Main level boasts a charming and functional sunroom overlooking the grounds, spacious first floor home office and two fireplaces. All four bedrooms on the second floor are a generous size, 3 full baths and primary suite with lots of space. Desirable cul-de sac street, near Lake Quassapaug, shopping/restaurants, and all of the finer things Middlebury has to offer.

135 N Farm Rd, Middlebury
$690,000
4 Beds ⋅ 3 Baths ⋅ 24097638 MLS
Welcome to this beautifully maintained 4 bedroom 2.5 bath colonial home offering space and style in a sought after location! Enter from the oversized 2 car garage into the mudroom with ample storage. Beyond the large eat-in kitchen and formal dining room is the family room that stretches from the front to the back of the house. A gas insert in the family room fireplace provides a cozy setting the colder months. Sliders from the family room open to the composite deck onto the bluestone patio and into the level backyard with stunning gardens, perfect for entertaining. 2 of the extra large bedrooms contain walk-in closets. The ensuite bath in the primary bedroom has been fully updated and has radiant heat tile flooring. The basement has an unfinished side for storage and workspace, while the expansive finished side has laminate flooring, wainscoting and is warmed by a wood stove insert in the fireplace. In addition to the attic that contains a cedar closet, the garage contains a loft for additional storage. The garage also has a 240 Electric charging station for your EV. Enjoy walking to the Middlebury Green, Westover School, and the Middlebury Greenway when you make this house your home!

190 Bronson Dr, Middlebury
$686,723
3 Beds ⋅ 3 Baths ⋅ 170547556 MLS ⋅ Granite Woods BLDG.
Welcome to Granite Woods, a unique, brand new in-town 55+ home community featuring 24 Cape-style classic homes in the heart of tranquil Middlebury Village, walkable to restaurants, coffee shops, shopping, and direct access to the popular Middlebury Greenway Trail. Phase One is currently underway offering five unique designs that make living in style easy for years of family enjoyment while emphasizing the ease of aging in place, with no step front entries and wide interior door openings. Amenities include a for-residents-only pickleball court, shuffleboard, and pavilion. The Willow three bedroom, offers a quaint-covered porch and multi-story living with an open concept that inspires you to entertain. Two first-floor owner’s suites with a flex space provide many options. The bright sunlit great room with a fireplace is the perfect location for family gatherings and the first of two owners’ suites is complete with a walk-in closet. A handy mudroom with a bench seat and adjacent laundry room complete the first-floor. The second-floor includes a guest suite with loft and full bath. The beauty, craftsmanship, customization, and attention to detail these homes offer, along with Award Winning Builders' project expertise, will ensure an enjoyable experience and future at Granite Woods. Nothing is as rewarding as customizing your home, let’s work together to make your dream home a reality! Alternate Plans Available!! Property owners have a Real Estate License

11 Oakwood Dr Unit 6, Middlebury
$685,000
3 Beds ⋅ 3 Baths ⋅ 170547659 MLS ⋅ Granite Woods BLDG.
Welcome to Granite Woods, a unique, brand new in-town 55+ home community featuring 24 Cape-style classic homes in the heart of tranquil Middlebury Village, walkable to restaurants, coffee shops, shopping, and direct access to the popular Middlebury Greenway Trail. Phase One is currently underway offering five unique designs that make living in style easy for years of family enjoyment while emphasizing the ease of aging in place, with no step front entries and wide interior door openings. Amenities include a for-residents-only pickleball court, shuffleboard, and pavilion. The 3 bedroom Ash with a New England-style portico welcomes you to this home. As you enter through the foyer there is an adjacent flex room with a nearby powder room. The large, bright great room features a gas fireplace and is the perfect space for family gatherings. A first-floor owner’s suite complete with a walk-in closet offers views of the quiet backyard. A handy mudroom offers a bench seat and extra storage, while an adjacent laundry room completes the first floor. The second floor offers 2 additional bedrooms with a bathroom. The beauty, craftsmanship, customization, and attention to detail these homes offer, along with Award Winning Builders' project expertise, will ensure an enjoyable experience and future at Granite Woods. Nothing is as rewarding as customizing your home, let’s work together to make your dream home a reality! Alternate Plans Available!! Property owners have a Real Estate License

14 Oakwood Dr Unit 9, Middlebury
$685,000
4 Beds ⋅ 4 Baths ⋅ 24007760 MLS
Expansive Colonial-style residence spanning 3600 square feet with 4 bedrooms, 3.5 bathrooms, and a 2 car attached garage. This home has been updated with modern amenities, including a Ring Alarm system, underground sprinklers, a fire pit, outdoor deck speakers, Yamaha surround sound indoors, a newer water heater, and newer appliances includes GE microwave and Bosch dishwasher. Additionally, a gas line installed on the deck for a BBQ grill. Inside, the house features hardwood floors, crown molding, and chair rail details. The formal dining room boasts a tray ceiling, while the stunning white kitchen showcases granite countertops, an island, and a tile backsplash. The welcoming family room includes a vaulted ceiling and a gas fireplace. The master bedroom suite offers a deluxe custom walk-in closet, his and her walk-in closets, and a luxurious master bath with a jacuzzi tub, dual vanities, toilet and a separate glass door shower. Three additional bedrooms are situated on the second floor. The property also includes an unfinished 1795-square-foot basement with a 9-foot ceiling. It is situated in a prime location with an expanded large deck, a level yard for recreational activities, a vegetable garden, and newly landscaped areas. The garage is equipped with a keypad, added shelving, and a gray (epoxy) floor coating. The laundry/mud room provides both gas and electric hookup options and extra cabinetry. The house features central vacuum and is connected to city water and sewer.

13 Independence Cir, Middlebury
$682,921
2 Beds ⋅ 3 Baths ⋅ 170594360 MLS ⋅ Granite Woods BLDG.
Welcome to Granite Woods, a unique, brand new in-town 55+ home community featuring 24 Cape-style classic homes in the heart of tranquil Middlebury Village, walkable to restaurants, coffee shops, shopping, and direct access to the popular Middlebury Greenway Trail. Phase One is currently underway offering five unique designs that make living in style easy for years of family enjoyment while emphasizing the ease of aging in place, with no step front entries and wide interior door openings. Amenities include a for-residents-only pickleball court, shuffleboard, and pavilion. The two bedroom Spruce with a quaint covered porch welcomes you to this home. As you enter through the foyer there is an adjacent study with a nearby powder room. The large, bright great room features a gas fireplace and is perfect for family gatherings. A first-floor owner’s suite complete with a walk-in closet offers views of the quiet backyard. A handy mudroom offers a bench seat and extra storage, while an adjacent laundry room completes the first floor. The second floor offers an additional bedroom, full bathroom and a loft. The beauty, craftsmanship, customization, and attention to detail these homes offer, along with Award Winning Builders' project expertise, will ensure an enjoyable experience and future at Granite Woods. Nothing is as rewarding as customizing your home, let’s work together to make your dream home a reality! Alternate Plans Available!! Property owners have a Real Estate License

7 Oakwood Dr Unit 4, Middlebury
$679,000
4 Beds ⋅ 3 Baths ⋅ 24107408 MLS
Welcome home to this beautiful 4-bedroom, 2.5-bath colonial located at the end of a private cul-de-sac in a desirable neighborhood, just minutes from the highway. Inside, you'll find a bright and welcoming layout filled with natural light and hardwood floors throughout. The family room features custom built-ins and a cozy gas fireplace, while the formal living room offers a classic brick fireplace with a woodstove. A sunny, skylit sunroom provides the perfect spot to relax with your morning coffee. The custom kitchen includes a stainless steel wall oven, gas cooktop, center island with breakfast bar, and plenty of space for entertaining. The bathrooms are well-appointed, including a beautifully tiled shower. The lower level is tastefully finished and is perfect for entertaining or relaxing. Outside, enjoy your own backyard oasis with a heated outbuilding, raised garden beds, and a spacious 2-car garage. This home offers the perfect blend of comfort, privacy, and convenience. Schedule your private showing today.

100 Fairhaven Dr, Middlebury
$675,327
2 Beds ⋅ 3 Baths ⋅ 170578490 MLS ⋅ Granite Woods BLDG.
Welcome to Granite Woods, a unique, brand new in-town 55+ home community featuring 24 Cape-style classic homes in the heart of tranquil Middlebury Village, walkable to restaurants, coffee shops, shopping, and direct access to the popular Middlebury Greenway Trail. Phase One is currently underway offering five unique designs that make living in style easy for years of family enjoyment while emphasizing the ease of aging in place, with no step front entries and wide interior door openings. Amenities include a for-residents-only pickleball court, shuffleboard, and pavilion. The two bedroom Spruce with a quaint covered porch welcomes you to this home. As you enter through the foyer there is an adjacent study with a nearby powder room. The large, bright great room features a gas fireplace and is perfect for family gatherings. A first-floor owner’s suite complete with a walk-in closet offers views of the quiet backyard. A handy mudroom offers a bench seat and extra storage, while an adjacent laundry room completes the first floor. The second floor offers an additional bedroom, full bathroom and a loft. The beauty, craftsmanship, customization, and attention to detail these homes offer, along with Award Winning Builders' project expertise, will ensure an enjoyable experience and future at Granite Woods. Nothing is as rewarding as customizing your home, let’s work together to make your dream home a reality! Alternate Plans Available!! Property owners have a Real Estate License

13 Oakwood Dr Unit 7, Middlebury
$675,000
4 Beds ⋅ 5 Baths ⋅ 24145916 MLS
Experience comfort, space, and scenic surroundings at 84 Munson Road, Middlebury, CT 06762, a well-situated home set in a peaceful and desirable community. This inviting property offers a thoughtfully designed layout with generous living areas filled with natural light, creating a bright and welcoming atmosphere. The main level provides ideal flow for everyday living and entertaining, while the kitchen delivers ample cabinetry, abundant counter space, and a practical configuration suited for daily meal preparation. Bedrooms are comfortably sized and offer flexibility for restful retreats, home offices, or guest accommodations. Bathrooms are arranged for functionality with classic finishes and efficient use of space. Step outside to enjoy a spacious yard surrounded by natural beauty, perfect for outdoor gatherings, gardening, or quiet relaxation. The setting offers a balance of privacy and convenience, with easy access to schools, shopping, dining, recreational areas, and major routes. Whether you are searching for a primary residence or a long-term investment, 84 Munson Road presents a wonderful opportunity to enjoy suburban living with strong potential in one of Middlebury's appealing residential areas.

84 Munson Rd, Middlebury
$675,000
4 Beds ⋅ 3 Baths ⋅ 24077260 MLS
Middlebury Modern. Authentic c.1962 Mid-Century Modern Designed by Noted Architect Andrew S Cohen as his Personal Residence. This Largely Untouched Modernist is Set Quietly on Nearly 1-Acre. Walls of Glass & Dark Stone Floors Showcase the Signature Elements of the Era. 4 Bedrooms, 2.5 Baths Include an en-suite Primary Bedroom with Dressing Room & Balcony. Large Eat-in Kitchen Adjacent to Family Room. Inviting Living & Dining Room Wrap around Stunning Central Fireplace. 1st Time Ever on the Market. Cohen was a Yale Architecture Graduate with a Prominent Career & Served as President of CT Society of Architects Among Numerous Other Accolades.

55 Westwood Dr, Middlebury
$675,000
5 Beds ⋅ 3 Baths ⋅ 170605106 MLS
Do you like nice things? Do you collect cars? Have a big boat-or a few boats? Are you self-employed and need a place to house all of your stuff indoors? If you answered yes to any of the above, come and see this house! This is a builder's own home with top of the line finishes. Single level living atop the garage of your dreams. Completely rebuilt 5 beds, 3 full baths, 5-14 car garage-but who's counting? The kitchen features skylights, solid wood cabinetry, professional gas range, french door wall oven, convection oven, double subzero refrigerators, subzero freezer, 2 dishwashers and is open to the dining room and family room. The family room has hardwood flooring with radiant heat, vaulted ceilings, blue zinc panels, exposed beams. The primary suite will knock your socks off. The vaulted ceilings showcase rare green zinc panels, hardwood flooring, double walk in closets, a sitting area and skylights. The primary bathroom also has vaulted ceilings with skylights, green zinc panels, corner tub, oversized shower, toto toilet/bidet, heated towel bars, heated floors, double sinks plus vanity. The 3 additional bedrooms in this wing are carpeted and share a bath. The entry way from the garage has lots of built in storage. Dedicated laundry room on the main level with additional hook ups on the lower level. The floor plan is flexible with an additional bedroom, office, living room and full bath on the opposite side of the house. This is not a drive by. Make an appt today!

783 Whittemore Rd, Middlebury
$675,000
3 Beds ⋅ 4 Baths ⋅ 170619210 MLS ⋅ Ridgewood At Middlebury BLDG.
No expense was spared on this beautiful Denton Elite resale at sought after Ridgewood of Middlebury. Beautifully appointed and tastefully decorated, you will think you are in a model home. Main floor open floor plan with a private library or office, perfect to work from home or enjoy a good book. Plenty of room for entertaining in the formal dining room that is open to the living room with gas fireplace. Kitchen offers updated cabinets with granite counter tops, built in ovens and a farm sink. An expansive granite center island is perfect for baking or food prep. Breakfast room opens to private deck overlooking wooded back yard. Second floor primary bedroom suite with spa like bath featuring oversized shower and soaking tub all in soothing quiet colors. Two additional bedrooms, a guest bath and loft or study nook complete the second floor. The finished walk out basement is the pride and joy of the owner, an accomplished woodworker. Soundproof walls, ceiling and floors, a separate 100-amp service, this space is perfect for woodworking, crafts or a music studio. Custom cabinets, countertops, sink and half bath add to the possibilities for this walk out space. Lower-level private patio to enjoy the wooded view. Enjoy all the wonderful amenities available, outdoor pool, club house, basketball court, gym and outdoor play area. Local area attractions include Lake Quassapaug, wonderful restaurants, walking & bridle trails. 90 miles from NYC Middlebury 2.5 hours from Boston.

16 Highridge Road Unit 16, Middlebury
$675,000
3 Beds ⋅ 3 Baths ⋅ 170437126 MLS
Opportunity to have your custom dream home built in a beautiful section of town with gorgeous surrounding homes. Meet the builder and design exactly what you want.

lot 22 Washington, Middlebury
$675,000
4 Beds ⋅ 3 Baths ⋅ 24088622 MLS
Highest and Best By Saturday, April 26th at midnight. Offers will be reviewed Sunday the 27th. Beautifully maintained by its original owners, this stunning home offers a peaceful retreat with thoughtful design throughout. The bright, open-concept floor plan is perfect for entertaining, spending time with loved ones, or enjoying quiet moments at home. Expansive windows and the back deck offer serene views of lush, wooded surroundings. Outdoor living includes a patio, screened-in gazebo, stairs leading to a gentle brook, and an array of seasonal plantings. Inside, hardwood floors flow throughout the main level, featuring a gas fireplace, birch kitchen cabinetry, and exposed beams. Upstairs, the spacious primary suite includes a beautifully renovated full bath, walk-in closet, and a private office-ideal for remote work. The second floor also offers a large laundry room, a second renovated full bathroom, and three additional bedrooms. The walk-out basement provides excellent potential for finishing-perfect for an additional living space, guest area, or in-law suite. Peace of mind with city sewer, city water, natural gas hook up, and a brand new furnace!

400 Long Meadow Rd, Middlebury
$670,000
4 Beds ⋅ 4 Baths ⋅ 24183278 MLS ⋅ Brookside Of Middlebury BLDG.
Welcome to this impressive 3,512-square-foot Colonial offering 10 spacious rooms 4 bedrooms 3.5 baths and a 2 car attached garage. Thoughtfully maintained and updated this home features newer mechanicals installed in 2023 including a furnace and water heater. Large deck for convenient outdoor grilling The elegant interior showcases hardwood flooring throughout crown molding and chair rail detailing throughout much of the main level The formal dining room is enhanced by a beautiful tray ceiling and leading off to a serving bar while the stunning kitchen features granite countertops, a center island tile backsplash and abundant cabinetry making it ideal for both everyday living and entertaining The inviting family room offers a soaring vaulted ceiling and a cozy gas fireplace creating a warm and welcoming gathering space The luxurious primary suite includes a spacious sitting room or dressing area that could easily be converted into an expansive walk-in closet. The en-suite bath features a Jacuzzi tub, dual vanities, private water closet and a separate glass-enclosed shower. Three additional bedrooms are located on the second floor, including two connected by a convenient Jack-and-Jill bathroom. The home also offers a main level laundry and mudroom Basement features additional cabinetry and excellent storage The large unfinished 1,795-square-foot basement with 8-foot ceilings presents endless possibilities for future expansion recreation space city water/sewer, and 2 car garage

36 Independence Cir, Middlebury
$670,000
4 Beds ⋅ 4 Baths ⋅ 24160037 MLS
A timeless center hall colonial set in one of Middlebury's most cherished neighborhoods. This beautifully maintained home features a custom kitchen with Subzero refrigeration, Wolf gas cooktop and double ovens, marble countertops, and built-in wine storage. Hardwood floors run throughout the main living areas, where a warm and inviting family room with a gas log fireplace sits just off the kitchen. The formal living room, anchored by a handsome fireplace, opens to a bright library with built-in bookcases. The home offers four bedrooms, including a spacious primary suite with a dressing room and a remodeled bath. A finished lower level room with built-ins and a private walkout entrance provides flexible space for work, hobbies, or guests. A whole house generator, newer windows and roof are just a few of the updates. The backyard is a true retreat, featuring mature landscaping, an expansive bluestone patio, and a deck with a pergola-ideal for outdoor dining and relaxation. Enjoy Middlebury's charming amenities, including local restaurants, the Greenway walking path, a nearby winery, and the town green. Conveniently located within 90 miles of NYC and approximately 2.5 hours to Boston

223 Carriage Dr, Middlebury
$670,000
3 Beds ⋅ 3 Baths ⋅ 24084406 MLS
This stunning colonial home features a beautifully landscaped level lot with an expansive side yard. As you approach, you are welcomed by a charming covered front porch that leads into a grand two-story foyer with a winding staircase and abundant natural light from the second-story windows. The foyer seamlessly connects to the bright white kitchen, a gas stove, a stylish tile backsplash, a pantry, and a sunlit eating area surrounded by windows. The kitchen flows into a spacious dining room filled with natural light. The impressive two-story great room features a vaulted ceiling, an interior balcony, a cozy fireplace, and access to the deck-perfect for entertaining. The main floor primary suite has a tray ceiling, a generous walk-in closet, and a beautifully remodeled bathroom with a soaking tub, double vanity, and a separate glass-enclosed tile shower. Upstairs, you'll find additional bedrooms along with a den or office space. The approximately 1,000 sq. ft. finished lower level is perfect for a recreation room or gym. Enjoy outdoor living on the Azek deck overlooking the lovely level backyard -truly a picture-perfect setting! All New Items include furnace, water heater, all kitchen appliances, new kitchen cabinets, counters, and backsplash. New washer/dryer, new recessed lighting, paint whole house. New half bath.

15 Brookside Dr Unit 15, Middlebury
$669,900
3 Beds ⋅ 4 Baths ⋅ 24125307 MLS ⋅ Benson Woods BLDG.
No detail has been overlooked in the stunning remodel of this elegant home in Benson Woods, Middlebury's premier active adult community. Perched on a premium lot with serene views of the Eight Mile River, this residence offers 3-4 bedrooms, 2 full baths, and 2 half baths across a thoughtfully designed layout. Step inside to discover custom interior trim, rich wood flooring, and a chef's kitchen that will delight culinary enthusiasts - featuring a natural gas Wolf stove, Sub-Zero refrigerator, custom cabinetry, quartz countertops, and a walk-in pantry. The sunlit breakfast area opens seamlessly to a newly renovated Trex deck, perfect for morning coffee or evening gatherings. The main-floor primary suite is a true retreat, boasting dual walk-in closets with custom organizers and an updated bath with premium fixtures. A second bedroom and laundry room complete the main level. Upstairs, guests will enjoy a spacious third bedroom, full bath, and a loft overlooking the dramatic great room below. The finished walk-out lower level adds even more versatility, with a generous great room, dedicated wine room, and exercise space. French doors lead to a charming bluestone patio, ideal for relaxing or entertaining. Benson Woods offers privacy and tranquility, yet remains close to shopping, dining, swim and tennis clubs, and scenic walking trails. This is more than a home - it's a lifestyle of comfort, elegance, and connection.

117 Periwinkle Dr Unit 117, Middlebury
$660,000
4 Beds ⋅ 3 Baths ⋅ 24039906 MLS
This charming Middlebury Dutch Colonial boasts 4+ bedrooms, 3 baths, 2 fireplaces. Walking into the front entrance, you're greeted by a beautiful staircase/two-story foyer flanked by a large dining room with fireplace and crown molding, and a living room with crown molding, both with oversized windows, all with refinished hardwood floors. Through the living room and into the kitchen with dining area, you will find stone-look tile/granite/crown molding/wainscoting/custom cabinetry and lighting/double wall ovens. Down a hall is the laundry room with stainless sink and granite plus additional cabinets, bathroom with shower, and office/guest bedroom. On the other side of the kitchen is a family room with a fireplace/crown molding/ceiling beams, a back slider to the composite deck, paver patio and professionally landscaped level backyard, and front breezeway/mudroom area, 2nd front entrance, and oversized 2-car garage. Upstairs, there are 4 bedrooms and 2 baths. The large primary suite includes 2 walk-in closets/remodeled bath with marble quartz/dual vanities. Down the hall, you pass another full bath with granite/dual vanities/wainscoting/linen storage, 2 bedrooms, and finally, a very large bedroom, potentially a dual primary suite or Mother/Daughter. Home security system and wired for generator hook up. This home is perfect for entertaining and outdoor fun, or just relaxing and enjoying nature. Pomperaug schools. Nearby lakes, shopping, restaurants, access to I-84.

570 Park Road Ext, Middlebury
$660,000
3 Beds ⋅ 2 Baths ⋅ 24005454 MLS
Lakefront home in Middlebury on gorgeous Lake Quassapaug! The very special home that you have been waiting for. An architectural beauty, this stone and shingle home has direct water frontage on pristine Lake Quassapaug! Improved with care so that the natural beauty of this home has not been compromised. You will love the beadboard walls and ceilings along with hardwood floors and a gorgeous stone fireplace. The combination living/dining room faces the lake and features a corner fireplace (propane). Kitchen has been updated. Enjoy your morning coffee on the spacious front porch overlooking the sparkling water of the lake. This house has its own well and septic. This house is on leased land with approximately 70 years left on the pre-paid lease.

27 Sandy Beach Rd, Middlebury
$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
$650,000
3 Beds ⋅ 4 Baths ⋅ 24003247 MLS ⋅ Ridgewood At Middlebury BLDG.
Welcome to a RARE turn key stunning home w/ all the luxury & comfort! Boasting 4200+ Sqft, features 3 bed, 2.2 bath w/ a modern living style built in 2017. MANY UPGRADES. Immediately you’re greeted by a grand 2 story foyer, gleaming hardwood flrs through out the main flr, cathedral ceilings, 2 story windows & a formal dining/ living room. The light welcomes you w/ an unbelievable impression & ambiance. The gourmet kitchen is a chef’s dream, w/ granite counters, white cabinets, large island, stainless steel appliances, gas cooktop & ample counter space for cooking adventures. A open family room boasts vaulted ceilings, gas fireplace, an entertainers haven. Main flr primary bed ste offers a tray ceiling, 2 walk-in closets, a lavish ensuite bath w/ shower & Tub. 1st flr has a 4 FT EXTENSION BUMP OUT! Laundry room w/ sink & 1/2 bath also on main flr. Upstairs is 2 good sized bedrooms w/ walk in closets, connected by a Jack & Jill bath, as well as a massive loft space overlooking the beautiful view of main flr. A Finished walkout basement adds a rec/play room, media area, office, potential 4th bed, & 1/2 bath w/ roughed-in plumbing for a shower. House is wheelchair accessible from the driveway through out the main floor. Home comes w/ smart house NEST Thermostats-doorbell- video camera & locks, EV charging in garage. You also have a LARGE private backyard for entertainment (very rare). Don't miss this rare opportunity, it costs more to build a home 1/2 this size! 3D TOUR AVAIL!

69 Ridgewood Dr Unit 69, Middlebury
$650,000
3 Beds ⋅ 5 Baths ⋅ 24011745 MLS
Welcome to this amazing Middlebury home. Enjoy 1 AC of land on this beautifully landscaped property. This home was fully remodeled in 2005 features an open layout with great space., 30 ft cathedral ceilings, stone fireplace, hardwood floors, gourmet kitchen, stainless steel appliances. The master suite has full bath, walk in closet, sitting area with fireplace. 4 car garage with plenty of parking in the driveway as well as a tennis court. Enjoy entertaining on the extensive patio. This home has a fully finished basement which includes a movie theater and Sauna. This is a must see home.

695 Whittemore Rd, Middlebury

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