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Middlebury, CT Homes for Sale

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  • /32

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,248 Sq Ft

    1 Stevens Rd, Middlebury, CT 06762

    First Time on the Market - Classic 1930s Colonial in Prime In-Town Location Step into timeless elegance with this rare, stately 1930s Colonial, offered to the open market for the first time. Full of classic charm, the home features original moldings, custom built-ins, and enduring craftsmanship throughout. The main level offers a spacious front-to-back living room with a fireplace and gleaming

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 265-6768

    1 Stevens Rd, Middlebury, CT 06762
  • /39

    $1,219,900

    • 4 Beds
    • 3.5 Baths
    • 4,696 Sq Ft

    106 Judd Hill Rd, Middlebury, CT 06762

    Sitting pretty at 4,200 square feet, this exquisite property is designed for those ready to embrace a luxury lifestyle, offering the perfect setting for anyone looking to expand their living space. Crafted with attention to detail, every corner of this 10-room home radiates sophistication and functionality. Here's what you have to look forward to: Gourmet Kitchen: The heart of the home, featuring

    Agent Photo

    Wendy Barry

    Coldwell Banker Realty

    (203) 902-0220

    106 Judd Hill Rd, Middlebury, CT 06762
  • /40

    $700,000

    • 3 Beds
    • 4 Baths
    • 3,432 Sq Ft

    33 Ridgewood Dr Unit 33, Middlebury, CT 06762

    Walls of windows! Spectacular, light filled end unit at an award-winning townhome community in Middlebury. Turnkey! Primary bedroom on main level with newly renovated en suite bath. Gorgeous updated kitchen with modern appliances. 2 guest bedrooms on 2nd floor with large shared Jack & Jill bath. Spacious loft for bonus space or home office. Finished lower level flex space for playroom, home

    Agent Photo

    Rebecca Doh

    W. Raveis Lifestyles Realty

    (203) 628-4478

    33 Ridgewood Dr Unit 33, Middlebury, CT 06762
  • /38

    $449,000 Open Sat 10:30AM - 12:30PM

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft

    1 Yale Ave, Middlebury, CT 06762

    Charming Cape in prime neighborhood location. Ideally set just off the Middlebury Greenway Trail, this beautiful home offers comfort, space, and convenience. The updated kitchen features granite countertops, stainless steel appliances, white cabinetry, and ample space for cooking and dining. A bright, inviting living room provides the perfect space to relax. The main-level primary suite is

    Elizabeth Newnham William Pitt Sotheby's Int'l

    1 Yale Ave, Middlebury, CT 06762
  • /40

    $699,900 Open Sun 1PM - 2:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,988 Sq Ft

    100 Fairhaven Dr, Middlebury, CT 06762

    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

    Tom Dorso Mapleridge Realty

    100 Fairhaven Dr, Middlebury, CT 06762
  • /40

    $914,875 Open Sat 11AM - 1PM

    • 5 Beds
    • 4 Baths
    • 3,700 Sq Ft

    171 Judd Hill Rd, Middlebury, CT 06762

    Welcome to 171 Judd Hill Road, a stunning custom built home with high end finishes throughout, nestled in the quiet beauty of Middlebury CT. Built in 2015, this immaculately maintained 5 bed, 4 bath home offers thoughtful design, with a separate in-law suite plus additional 400 SF of unfinished basement for extra storage. The main level features hardwood floors, a sun-filled two-story foyer and

    Donna Kennedy Keller Williams Realty

    171 Judd Hill Rd, Middlebury, CT 06762
  • /40

    $900,000

    • 4 Beds
    • 2.5 Baths
    • 3,142 Sq Ft

    87 Falcon Crest Rd, Middlebury, CT 06762

    4 Bedroom home on cul-de-sac road with direct waterfront on Mirey Dam Pond! Gorgeous views from many rooms in the house. Immerse yourself in the serene setting and manicured yard. Eat-in-kitchen with pantry, Corian countertops, custom cherry cabinets, tile floor and backsplash, stainless steel appliances, vaulted ceiling, and pond views! Family room with hardwood floors, gas fireplace, crown

    John Donato Jr Showcase Realty, Inc.

    87 Falcon Crest Rd, Middlebury, CT 06762
  • /40

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 2,674 Sq Ft

    77 Crest Rd, Middlebury, CT 06762

    Privacy, charm and timeless craftsmanship only begin to describe all that 77 Crest Rd has to offer. Nestled in the Hamlet of Middlebury's Historic District, this 2,600+ sq ft Contemporary Craftsman boasts flexible living with 4 full bedrooms, 3.5 baths, Large living room, and Large family room with 1/2 bath. 2 Blue Stone patios and a Belgian block patio perfectly placed alongside the newly

    Blair Patterson William Raveis Real Estate

    77 Crest Rd, Middlebury, CT 06762
  • /40

    $939,000

    • 4 Beds
    • 3.5 Baths
    • 3,220 Sq Ft

    383 Leonard Rd, Middlebury, CT 06762

    NEW CONSTRUCTION split level with possible in-law 3220 sqft, 4 bedrooms, 3.5 baths, open floor plan on main level with kitchen, dinning/living room with a electric fireplace. A large size kitchen with granite countertops, plenty of cabinets, tiled backsplash, double oven, a large island for cooking or eating. The dining area next to the kitchen leads to a sliding door to outside trex deck(16x12),

    Koco Pela William Raveis Real Estate

    383 Leonard Rd, Middlebury, CT 06762
  • /27

    $885,000

    • 3 Beds
    • 3.5 Baths
    • 5,292 Sq Ft

    130 Upper Whittemore Rd, Middlebury, CT 06762

    Welcome Home! Nestled in one of Middlebury's most desirable neighborhoods, this beautiful home, with over 5200 square feet of living area, offers the perfect blend of comfort, elegance and functionality. Designed with the entertainer in mind, the spacious dining room flows into a top-of-the-line kitchen featuring a Viking stove, double ovens built into a large island, a restaurant-style stainless

    Donna Bannon BHGRE Bannon & Hebert

    130 Upper Whittemore Rd, Middlebury, CT 06762
  • /25

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 2,570 Sq Ft

    55 Westwood Dr, Middlebury, CT 06762

    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

    Graham Klemm Klemm Real Estate Inc

    55 Westwood Dr, Middlebury, CT 06762
  • /28

    $721,000 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,290 Sq Ft

    3 Pine Ridge Unit 23, Middlebury, CT 06762

    Welcome to Granite Woods - 2024 HOBI Award Winner for Best Detached 55+ Community. Only six homes remain in this in-town neighborhood featuring 24 detached Cape-style homes in the heart of Middlebury Village. Enjoy the peace, privacy, and independence of a stand-alone home with no shared walls, all within a low-maintenance community designed for active 55+ living. Ideally located, Granite Woods

    Robert Michaud Michaud Real Estate

    3 Pine Ridge Unit 23, Middlebury, CT 06762
  • /2

    $759,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,190 Sq Ft

    15 Hunting Ridge Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 15 Hunting Ridge Rd(aka Lot 4) 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.

    Jodi Dawley Real Estate Two

    15 Hunting Ridge Rd, Middlebury, CT 06762
  • /2

    $759,900 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,466 Sq Ft

    28 Hunting Ridge Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 28 Hunting Ridge Road (aka Lot 7) is ready to move in to!! This home is a 2400+ sq ft 4 bedroom colonial. 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.

    Jodi Dawley Real Estate Two

    28 Hunting Ridge Rd, Middlebury, CT 06762
  • /2

    $729,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,190 Sq Ft

    2 Deer Run Rd, Middlebury, CT 06762

    Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 2 Deer Run Road (aka Lot 13) 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.

    Jodi Dawley Real Estate Two

    2 Deer Run Rd, Middlebury, CT 06762
  • /39

    $600,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,614 Sq Ft

    181 Ridgewood Dr Unit 181, Middlebury, CT 06762

    Welcome to 181 Ridgewood Drive, Middlebury - a premier Hickory Elite end-unit in the award-winning, resort-style community of Ridgewood at Middlebury. Set amidst beautifully landscaped, wooded grounds, this nearly new townhome blends modern luxury with timeless New England charm, offering a turnkey living experience in one of the region's most desirable neighborhoods. This thoughtfully upgraded

    Heather Crabtree Coldwell Banker Realty

    181 Ridgewood Dr Unit 181, Middlebury, CT 06762
  • /26

    $649,900 Open Sat 12PM - 2:30PM

    • 4 Beds
    • 4 Baths
    • 3,382 Sq Ft

    39 Independence Cir, Middlebury, CT 06762

    Set your eyes on this gorgeous home which features 4 bedrooms, 2 full baths & 2 1/2 baths in Middlebury! This beautifully maintained home boasts classic architecture with modern updates, offering the perfect blend of charm and sophistication. You are welcomed as you enter through the front door by a beautiful family room with charming fireplace and high ceilings. From the family room you have an

    Arben Belica William Raveis Real Estate

    39 Independence Cir, Middlebury, CT 06762
  • /21

    $529,900

    • 3 Beds
    • 3 Baths
    • 2,496 Sq Ft

    30 Nick Rd, Middlebury, CT 06762

    Wake up with a smile in this spacious 2-3 bedroom cape style home in a quiet neighborhood. Originally built in 1950, it was re built and expanded in 2011, and it has a great deal to offer, including an expansive 17' X 9' entry that leads to the 26' X 16' living room. In addition the eat in kitchen has access to the deck overlooking the private yard. This home also features a dining room, a

    Donna Bannon BHGRE Bannon & Hebert

    30 Nick Rd, Middlebury, CT 06762
  • /40

    $539,900

    • 2 Beds
    • 2.5 Baths
    • 1,744 Sq Ft

    190 Allerton Farms Rd, Middlebury, CT 06762

    Custom-Built Ranch - A Rare Find in Middlebury! Discover this exceptional custom-built ranch featuring 2 bedrooms and 2.5 baths. A large country kitchen, formal dining room, sunken living room and great room complete the main level of the home. The walk-out lower level is finished, offering a summer kitchen, spacious family room, and convenient laundry area-perfect for entertaining or extended

    Mary Ann Hebert BHGRE Bannon & Hebert

    190 Allerton Farms Rd, Middlebury, CT 06762
  • /38

    $630,000

    • 4 Beds
    • 2.5 Baths
    • 3,224 Sq Ft

    1 Independence Cir, Middlebury, CT 06762

    Welcome to this beautiful 4 bedroom, 2.5 bath colonial in the highly sought after complex at Brookside of Middlebury. As you enter, the main floor boasts a large office, bright living room and formal dining room perfect for entertaining with its great flow. Kitchen continues that flow with granite covered island and countertops, gas stovetop with overhead microwave, and gas wall oven along with

    Carol D'Amato Regency Real Estate, LLC

    1 Independence Cir, Middlebury, CT 06762
  • /34

    $1,475,000

    • 4 Beds
    • 5 Baths
    • 6,175 Sq Ft

    122 Mirey Dam Rd, Middlebury, CT 06762

    Welcome to this expansive and exquisitely renovated Colonial estate, where timeless charm meets modern luxury. Boasting 5 spacious bedrooms and 5 elegantly appointed bathrooms, enhanced by a fully finished lower level offering potential for an in-law apartment or guest suite. Designed with flexibility and functionality in mind, the home features multiple flex rooms that can easily serve as

    Jennifer Jones Coldwell Banker Realty

    122 Mirey Dam Rd, Middlebury, CT 06762
  • /34

    $587,838

    • 4 Beds
    • 2.5 Baths
    • 2,804 Sq Ft

    61 Stony Brook Rd, Middlebury, CT 06762

    Over $60,000 Price Improvement - Now is the Time! Whether you're discovering it for the first time or coming back for another look, don't miss the chance to own this distinctive contemporary ranch at 61 Stonybrook Road. Tucked away on 1.38 private, wooded acres in picturesque Middlebury, this light-filled retreat offers over 2,800 square feet of thoughtfully designed living space. Inside, you'll

    Maria Cohen William Raveis Real Estate

    61 Stony Brook Rd, Middlebury, CT 06762
  • /8

    $216,000

    • Land
    • 1.04 Acres
    • $207,692 per Acre

    28 Pine Hollow Dr, Middlebury, CT 06762

    Non-conforming conforming two Barns on property.

    Derek Greene Derek Greene

    28 Pine Hollow Dr, Middlebury, CT 06762
  • /35

    $579,900

    • 3 Beds
    • 2 Baths
    • 2,560 Sq Ft

    297 Whittemore Rd, Middlebury, CT 06762

    DRASTIC PRICE DROP!!! Seller is Motivated!!! This well maintained home offers lots of space for the expanding family or simply one level living for the downsizer with guests to entertain. Truly a MUST SEE! Remodeled kitchen, gleaming oak floors, fireplace dining room for those traditional holidays. Large Open Great Room with lots of Natural Sunlight. Full Walk Up Attic for possible expansion if

    Susan Belmonte Coldwell Banker Realty

    297 Whittemore Rd, Middlebury, CT 06762
  • /2

    $699,900

    • Land
    • 6 Acres
    • $116,070 per Acre

    Lots 12,13, 14 Mirey Dam Rd, Middlebury, CT 06762

    This is an exceptional opportunity to create your dream home in an area of fine homes. Three lots, sold as a package, provide over six acres of stunning land in one of Middlebury's most desirable neighborhoods. Extending the road will be necessary for the three separate lots unless they are combined into a single parcel. Enjoy picturesque views of Mirey Pond.

    Mary Ann Hebert BHGRE Bannon & Hebert

    Lots 12,13, 14 Mirey Dam Rd, Middlebury, CT 06762
  • /2

    $85,000

    • Land
    • 0.45 Acre
    • $188,889 per Acre

    440 Lake Shore Dr, Middlebury, CT 06762

    Build your dream cottage on this waterfront building lot on the desirable Long Meadow Pond. The lot is located near the end of a low traffic cul-de-sac. It is a great opportunity

    Florence DeDampierre W. Raveis Lifestyles Realty

    440 Lake Shore Dr, Middlebury, CT 06762
  • /40

    $489,900

    • 3 Beds
    • 2.5 Baths
    • 1,682 Sq Ft

    115 Marney Dr, Middlebury, CT 06762

    Welcome to 115 Marney Drive! This spacious split level home has so much to offer to a family of any size! Not only does it have 3 bedrooms and 2.5 baths, it also has a large living room and dining area great for entertainment. The lower level has a finished bedroom and den with fireplace for additional guests. This house has had many updates since 2018 including a new roof and gutters with gutter

    Allysa DeRosa Mapleridge Realty

    115 Marney Dr, Middlebury, CT 06762
  • /38

    $549,000

    • 4 Beds
    • 3 Baths
    • 2,088 Sq Ft

    76 Three Mile Hill Rd, Middlebury, CT 06762

    Meticulously maintained and completely renovated in 2024, this move-in-ready home is a true masterpiece of thoughtful design. Located in one of Middlebury's most desirable neighborhoods, this 4 bedroom, 3 full bath home is a gem not to be missed. From the moment you step inside, you feel the warmth and coziness of the home combined with the ease of modern living. The updated kitchen boasts

    Lisa Clarke Dave Jones Realty, LLC

    76 Three Mile Hill Rd, Middlebury, CT 06762
  • /34

    $630,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 3,477 Sq Ft

    1 Dogwood Ct Unit 1, Middlebury, CT 06762

    Wow-this is it! The original model home is back on the market for the first time, offering exceptional quality and design. This desirable Dickinson-style home, originally built as the model, is impeccably finished on all three levels. The spacious dining area flows seamlessly into a vaulted living room with a cozy fireplace and sliders leading to a private deck. The light-filled kitchen features

    Joyce Drakeley Drakeley Real Estate, Inc.

    1 Dogwood Ct Unit 1, Middlebury, CT 06762
  • /40

    $559,900

    • 2 Beds
    • 2.5 Baths
    • 2,593 Sq Ft

    112 Periwinkle Dr Unit 112, Middlebury, CT 06762

    Welcome to Benson Woods - an exclusive community of 78 single-family homes designed for active adults. This beautifully maintained home boasts an open floor plan, featuring a great room with a cozy fireplace and soaring cathedral ceilings. The eat-in kitchen is a chef's delight, complete with a spacious island, dining area, white shaker-style cabinets, granite countertops, and a stylish tile

    Mary Ann Hebert BHGRE Bannon & Hebert

    112 Periwinkle Dr Unit 112, Middlebury, CT 06762
  • /40

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    29 Winding Trail Unit 29, Middlebury, CT 06762

    Beautiful Portman Condo in Sought-After Ridgewood Community. Stunning 3-bed, 2.5-bath condo 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,

    Jay Irvine Serhant Connecticut, LLC

    29 Winding Trail Unit 29, Middlebury, CT 06762
  • /40

    $659,000

    • 4 Beds
    • 3.5 Baths
    • 3,195 Sq Ft

    1 Winding Trail Unit 1, Middlebury, CT 06762

    Don't wait to see this turn key home in the desirable Ridgewood of Middlbury, one of the areas newest and most picturesque communities. This is a unique end unit, The Emerson Model, situated in a private, quiet cornet lot. As you enter the home, you'll view the open living room/dining room, with a gas fireplace and plenty of light. The attached kitchen includes granite countertops, large cherry

    Scott Hellriegel Berkshire Hathaway NE Prop.

    1 Winding Trail Unit 1, Middlebury, CT 06762
  • /40

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    58 Shadduck Rd, Middlebury, CT 06762

    DON'T MISS OUT, BACK ON MARKET!!!! This beautifully renovated colonial seamlessly blends classic elegance with modern updates. Featuring gleaming hardwood floors, an open-concept main level, and a bright kitchen with a center island, this home offers a perfect space for entertaining and everyday living. The primary suite includes a luxurious en suite bath and walk-in closets, complemented by

    Amber Segetti RE/MAX RISE

    58 Shadduck Rd, Middlebury, CT 06762
  • /34

    $499,950

    • 3 Beds
    • 3.5 Baths
    • 1,596 Sq Ft

    28 Maple Dr, Middlebury, CT 06762

    Welcome to 28 Maple Drive, a classic gem in the heart of Middlebury, Connecticut, where charm and comfort meet timeless design. This meticulously maintained single-family home, built in 1950, offers 1,596 square feet of thoughtfully designed living space. With 3 spacious bedrooms, 3.5 bathrooms, and a warm, inviting layout, this home is perfect for both entertaining and everyday living. A fully

    Dean Giatas William Raveis Real Estate

    28 Maple Dr, Middlebury, CT 06762
  • /39

    $599,000

    • 4 Beds
    • 3.5 Baths
    • 2,691 Sq Ft

    66 Artillery Rd, Middlebury, CT 06762

    Antique lovers alert! Enjoy this quintessential 1803 Colonial on 1.026 acres, nestled within the picturesque conservation protected 7.3 acre land containing Fenn Pond. You'll own a piece of history, with the privacy, character and tradition of its era, including wide board floors, 7 fireplaces, and front and back staircases. Delightful finds everywhere! The magical setting contains stone walls,

    Mary Helen Levine Mary Helen Levine Real Estate LLC

    66 Artillery Rd, Middlebury, CT 06762
  • /24

    $199,009

    • Land
    • 4.67 Acres
    • $42,614 per Acre

    75 Gleneagle Rd, Middlebury, CT 06762

    LOCATION, LOCATION, LOCATION!!! ONLY LOT FOR SALE IN THIS PRIVATE, 11 LOT SUBDIVISION OF QUALITY-BUILT HIGH END HOMES. SUBDIVISION HAS THE UNIQUE BONUSES OF PUBLIC WATER & SEWER (ALREADY EXTENDED TO LOT) AND CLOSE PROXIMITY TO LOCAL RETAIL AND HIGHWAYS. 4.67 ACRE SITE TUCKED AWAY AT THE END OF A TURN-AROUND TO THE LEFT OF THE ELABORATE GAZEEBO AND LAND TRUST PROPERTY.

    Scott Tedesco Tedesco Real Estate

    75 Gleneagle Rd, Middlebury, CT 06762
  • /2

    $274,900

    • Land
    • 3.33 Acres
    • $82,553 per Acre

    19 Deer Run Rd, Middlebury, CT 06762

    Welcome to Hunting Ridge Estates, a premier 23-lot subdivision offering the perfect blend of privacy and natural beauty. This spacious 3.33-acre rear lot provides ample space to build your dream home in a peaceful, upscale setting. With multiple lot options available, you can choose the one that best suits your vision. Whether you prefer to bring your own builder or take advantage of our

    Jodi Dawley Real Estate Two

    19 Deer Run Rd, Middlebury, CT 06762
  • /9

    $509,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    0 N Benson Rd Unit 47 24099635, Middlebury, CT 06762

    Only 4 Units Remaining! An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully

    Renee Meuse Lovley Century 21 AllPoints Realty

    0 N Benson Rd Unit 47 24099635, Middlebury, CT 06762
  • /7

    $1,099,750 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,325 Sq Ft

    7 White Birch Ln, Middlebury, CT 06762

    Here's your chance to build the home you've always dreamed of at 7 White Birch Lane, a to-be-built 3,325 SF custom residence located on one of the most desirable cul-de-sac lots in Middlebury. With 4 bedrooms, 3.5 baths, and a 2-car garage, this home offers both elegance and flexibility-crafted with the quality and attention to detail you deserve. Enjoy hardwood flooring throughout and the tile

    Donna Kennedy Keller Williams Realty

    7 White Birch Ln, Middlebury, CT 06762
  • /8

    $949,500 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,750 Sq Ft

    4 White Birch Ln, Middlebury, CT 06762

    Welcome to 4 White Birch Lane, a to-be-built, fully customizable 2,750 SF home offering the perfect blend of luxury, flexibility, and modern design. This 4-bedroom, 3.5-bath home includes a 2-car garage and a spacious walk-out basement ready for future finishing-ideal for added living space, a home office, gym, or media room. Enjoy hardwood flooring throughout, with stylish tile in all bathrooms

    Donna Kennedy Keller Williams Realty

    4 White Birch Ln, Middlebury, CT 06762

Showing Results 1 - 40, Page 1 of 2

Why Live in Middlebury

Plucked from a classic New England postcard, Middlebury is a small, rural town in New Haven County in the western part of Connecticut. While big city amenities in New Haven are only a short drive away, this quaint town of 7,500 is beloved for its scenic beauty, high-ranking school system and higher education opportunities. Surrounded by lush forests, state parks, rolling hills and lakes, and with nearly 2,000 acres of conserved land. This, coupled with its education system has built Middlebury into a destination for families and outdoor enthusiasts to settle. "It's where small-town living meets urban accessibility," says Brian Shaban, local resident and Public Relations Chairman of the Middlebury Town Committee. Middlebury has maintained its tight-knit community and managed to fend off the overdeveloped urban sprawl of many of its Connecticut neighbors. "Everyone knows each other and helps each other out," Shaban says. "Almost all businesses are locally owned, and people here strive to keep it a small town. That's part of its charm, and they don't want big box stores, chains and massive developments coming in and changing that." Despite that, it's no ghost town. Within its 18.5

Frequently Asked Questions

What is the average home price in Middlebury, CT?
Homes for sale in Middlebury, CT have an average home price of $636,810.
How many homes have sold over the last 12 months in Middlebury, CT?
110 homes have sold in Middlebury, CT over the last 12 months.
Is Middlebury, CT a safe city?
In general, the safest neighborhood in Middlebury, CT with lower crime scores is Middlebury.
What are the most popular zip codes in Middlebury, CT?
The most popular zip codes in Middlebury, CT include 06010, 06488, 06484, 06516 and 06776.
What are the most popular neighborhoods in Middlebury, CT?
The most popular neighborhood in Middlebury, CT with the most homes for sale is Middlebury.
How much do you need to make to afford a house in Middlebury?
The median home price in Middlebury is $599,900. If you put a 20% down payment of $120,000 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $3,120 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $134K a year to afford the median home price in Middlebury.
How are the schools in Middlebury, CT?
Middlebury, CT has highly rated public and private schools. Some of the best schools in Middlebury based on Niche Grades are Westover School, Pomperaug Regional High School and Oxford High School. The neighborhood in Middlebury with the highest rated schools is Middlebury. Browse all the schools in Middlebury, CT to learn more.

Home Trends in Middlebury, CT

Housing Trends

Median Sale Price
$567,500
Median Single Family Sale Price
$555,000
Median Townhouse Sale Price
$565,000
Median 2 Bedroom Sale Price
$609,000
Average Price Per Sq Ft
$271
Number of Homes for Sale
39
Last 12 months Home Sales
110
Months of Supply
4.30
Median List Price
$599,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
4%
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