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$565,000
3 Beds 3 Baths 24135107 MLS Steeplechase Of Middlebury BLDG.
Come discover this beautifully maintained 3-bedroom, 2.5-bathroom detached condo, ideally situated on a quiet cul-de-sac in the highly sought-after Steeplechase complex in Middlebury! This rare standalone unit offers the privacy of a single-family home with the convenience of condo living-no shared walls and minimal exterior maintenance. Inside, you'll find a spacious and open floor plan with abundant natural light, a modern kitchen, and a comfortable living area perfect for entertaining. Living room features beautiful fireplace with a gorgeous mantle. The primary bedroom features an en-suite bathroom and walk-in closet with additional space perfect for home office. Enjoy outdoor living with a private patio or backyard area, ideal for relaxing evenings or weekend gatherings. Located close to parks, schools, shopping, and major commuting routes, this home combines comfort, privacy, and convenience. Additional 500+ sq feet of living space in basement with wet bar and beautiful gas fireplace. New HVAC system was just installed last month! Not Age Restricted! This gorgeous home is a must see!

23 Caveson Court, Unit 23, Middlebury

$565,000
3 Beds 3 Baths 24133988 MLS Ridgewood At Middlebury BLDG.
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!

27 Winding Trail, Unit 27, Middlebury

$565,000
3 Beds 3 Baths 24104929 MLS Ridgewood At Middlebury BLDG.
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 residence features a gourmet kitchen package, including a built-in Jenn-Air microwave and wall oven, quartz countertops, stylish cabinetry, and stainless steel appliances. The kitchen flows seamlessly into an expanded, light-filled living room, creating a welcoming, open-concept layout that's perfect for gatherings. Throughout the main level, you'll find engineered hardwood floors, nine-foot ceilings, and elegant details such as crown molding and chair rail accents in the foyer and dining area. The first-floor primary suite offers a private, tranquil retreat with dual granite-topped vanities and spa-inspired finishes in the en-suite bath. Downstairs, a finished and expanded lower level provides exceptional flexibility for a home office, gym, media room, or guest space - all while maintaining the high level of fit and finish found throughout the home. Additional highlights include a Level 2 electric vehicle charger (NACS/Tesla compatible) already installed in the garage, roughed in plumbing for bath in lower level, energy-efficient systems, and the benefits of low-maintenance living.

181 Ridgewood Dr Unit 181, Middlebury

$565,000
3 Beds 3 Baths 24028449 MLS Ridgewood At Middlebury BLDG.
Discover your dream home, a turn-key masterpiece exuding luxury and comfort. This stunning property features over $100K in upgrades, including fresh paint, custom plantation shutters, new hardwood floors in the primary bedroom and upper level, recessed lighting, custom closets, new stainless steel appliances, a new washer/dryer, a finished lower level, a freshly painted garage floor, and a Level 2 charger for your convenience. The option to buy fully furnished makes moving in a breeze! Relax on the cozy front porch and be welcomed by a two-story foyer extending to an open floor plan. Hardwood floors grace the entire home, including the light and bright cathedral living room and dining room with a gas fireplace and sliders to a deck overlooking lush grounds. The kitchen is a chef's delight with white cabinetry, granite counters, custom pantry, new stainless steel gas range and french door refrigerator. The primary first-floor bedroom suite features a double sink vanity, a large walk-in shower, and a spacious walk-in custom closet. Upstairs, you'll find an oversized loft, two large bedrooms with ample custom closet space, and a full bath with double vanities. The newly finished lower level boasts vinyl plank flooring, adding even more living space. Located in the desirable Ridgewood community, enjoy an array of amenities including a clubhouse, pool, tennis court, basketball court, exercise room, and playground. Don't miss your chance to own this exceptional home!

4 Highridge Rd Unit 4, Middlebury

$565,000
3 Beds 3 Baths 24085213 MLS Ridgewood At Middlebury BLDG.
Welcome to this luxury end-unit condo built in 2022 w/ 3-Bed, 2.5-Bath in Sought-After Ridgewood.1882 Sqft w/ 4 extension to floor plan. This beautifully designed living space, offers 1 level living that many look for. Equipped w/ cathedral ceilings and a first-floor primary bedroom suite for ultimate convenience and a very rare unit. The gourmet kitchen boasts quartz countertops, stainless steel appliances, a breakfast bar, and an open layout perfect for entertaining. The premium gas range with a vented microwave, and ultra-quiet dishwasher adding touches of luxury. High end Ceiling fans throughout floors/ rooms. In the living room enjoy a gas fireplace w/ mantle w/ amazing floor & wall space. Enjoy upgraded extra wide sliding doors leading to the patio where you have wooded views, an entertainers dream. The whole floor flows seamlessly! Upstairs is spacious loft for an office or game room, 2 large bedrooms and a full bath. The partially finished basement is framed and plumbed for an additional bathroom, offering future expansion potential. Smart home upgrades include Wi-Fi-enabled Ecobee thermostats, motorized window shades, luxury ceiling fans, Generac generator wired. Home can be voice activated with user friendly systems. Ridgewood has top-tier amenities, including a gym, outdoor pool, tennis court, playground, indoor basketball court, movie theater, and lounge. Located in quiet area, this home is an incredible find. Almost brand new, come schedule your tour! Rare find.

180 Ridgewood Dr Unit 219, Middlebury

$560,000
3 Beds 3 Baths 24169215 MLS Ridgewood At Middlebury BLDG.
Welcome to luxury condo living in one of Middlebury's most sought-after communities, RIDGEWOOD. Built in 2018, this stunning 2-3 bedroom, 2.5 bath home offers over 2,600 SqFt of beautifully designed living space, plus an additional ~800 sq ft in a newly remodeled walkout lower level. Step inside to soaring cathedral ceilings, gleaming hardwood floors, and an open-concept layout filled with natural light. The kitchen seamlessly flows into the dining & living areas, highlighted by a gas fireplace and expansive windows overlooking serene wooded views. Step out onto your private deck, perfect for entertaining or relaxing in a peaceful setting. The main-level primary suite features 9+ ft ceilings, a spacious walk-in closet, a well-appointed en-suite bath. Upstairs, a versatile loft overlooks the main living space, accompanied by two additional bedrooms & a full bath... ideal for guests, a home office, or additional lounge space. The finished walkout lower level adds incredible flexibility, perfect for a media room, gym, or extended living area, w/ potential to create your own outdoor patio retreat. Enjoy resort-style amenities including a heated outdoor pool with pool house, tennis courts, indoor basketball court, fitness center, private movie theater, and a clubhouse complete with full kitchen, bar, and gathering spaces. This is a rare opportunity to own newer construction in an established luxury community, without the wait. Schedule your private showing today. 1.5 hours fr

24 Highridge Road Unit 24, Middlebury

$560,000
3 Beds 3 Baths 170608485 MLS Brookside BLDG.
Gorgeous Brookside Colonial! Middlebury home with City Water, City Sewer, and Natural Gas, at a great pricepoint for a like-new home. Open Floorplan with Eat-in-Kitchen with hardwood floors, neolith countertops, tile backsplash, pantry, and Stainless Steel oven/stove, and refrigerator. 2-Story Family Room with Fireplace, drenched in natural light.1st Floor Master Bedroom with Walk-in Closet and remodeled attached full bath with double vanities, soaking tub, and stand-up shower. 1st floor Laundry/mudroom. 1/2 bath powder room. Upstairs, additional bedrooms and remodeled full bath with tile floor. Additional Den/Office room upstairs. Finished Basement with family room and gym area for additional living space. Azak Deck, New HVAC, and many updates! Also list as Residential MLS#170609250.

15 Brookside Dr Unit 72, Middlebury

$560,000
2 Beds 3 Baths 24029343 MLS Steeplechase Of Middlebury BLDG.
Steeplechase of Middlebury is a most desirable neighborhood where you can combine the privacy of detached single-family living in a lovely community. This particular house offers a professionally landscaped property with stone walls and plantings and is located at the end of a cul de sac overlooking the pond. The setting is both lush and private. On the interior, a spacious living/dining room with vaulted ceiling offers a space for easy entertaining and access through French doors to a spacious screened porch overlooking the private rear yard. The eat in kitchen is open to the family room with fireplace and custom-built ins. The first-floor primary bedroom offers a full bath with walk in shower. The second level offers a gorgeous bedroom en suite with fireplace, full bath with walk in shower and jetted tub as well as a loft/office with custom built ins. Don't miss the opportunity to own this piece of paradise.

9 Caveson Ct Unit 9, Middlebury

$559,900
3 Beds 3 Baths 24177196 MLS Ridgewood At Middlebury BLDG.
Welcome to 3 Winding Trail, nestled on a quiet cul-de-sac in the highly desirable Ridgewood community of Middlebury. This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of elegance, comfort, and low-maintenance living across 4 finished levels, including a sun-filled walk-out lower level. From the moment you step inside, you'll appreciate the gleaming hardwood floors, natural light throughout, spacious layout, and updated kitchen featuring granite countertops, stainless steel appliances, and ample space for entertaining. The spacious primary suite offers a peaceful retreat, while the additional finished spaces provide incredible flexibility for a family room, home office, gym, playroom, or guest area. Step outside to your private deck and patio surrounded by peaceful wooded views - perfect for relaxing or entertaining. Enjoy resort-style amenities including a pool, tennis courts, clubhouse, and fitness center, all within minutes of shopping, dining, and major commuter routes. Move-in ready and located in one of Middlebury's most sought-after communities, this is a rare opportunity you won't want to miss.

3 Winding Trl Unit 3, Middlebury

$559,000
6 Beds 4 Baths 170591012 MLS
Beautifully updated this unique colonial boasts 3,100+ sqft with an additional 1,200 sqft finished basement. The entire home, both inside and out, has been freshly painted for a modern look situated on a level corner lot. The stylish kitchen has stainless steel appliances, built-in hutch and center island with quartz counter tops and opens up to the living room with an art deco fireplace. Off to the side of the kitchen is the dining area with vinyl floors. Make your way up to the oversized primary bedroom ensuite with gleaming hardwood floors which includes a large walk-in closet with 2 additional closets, enough room for any wardrobe. The primary bath is tastefully decorated with double sinks, whirlpool tub and a spacious tiled shower. Just down the hall are 4 additional bedrooms all with hardwood floors. The main bath includes double sinks with tastefully tiled counter top and shower. The laundry room is conveniently located on this level with folding area with quartz counter top. The main level also offers an office and an additional bedroom maybe for guests or an in-law stay. Need more space? Let's not forget about the fully refinished basement with new vinyl floors, tons of storage and a handsomely decorated fully tiled bath and built in bar for entertaining.

660 Whittemore Rd, Middlebury

$555,000
3 Beds 2 Baths 24093984 MLS
Nestled along a designated scenic route just seconds from Lake Quassapaug, this custom-built Craftsman-style split-level home offers a rare blend of timeless character and modern comfort. The main-level features rich hardwood floors and a luxurious primary suite, complete with an oversized bedroom, generous closets, a private patio, and a spa-like bathroom with a soaking tub that looks out onto lush backyard greenery. The inviting living room boasts a wood-burning fireplace, built-in bookcase, expansive picture windows, and a corner nook perfect for morning coffee, tea or indulging in a good book. The formal dining area makes way to a chef's kitchen-outfitted with maple cabinetry, granite countertops, and high-end stainless-steel appliances-perfect for entertaining. A bright and airy family room with a loft, cedar siding, second fireplace, and built-in indoor grill provides year-round comfort and flexibility. Upstairs, two spacious bedrooms with another full bath complete the home. Outside, a circle driveway with a Belgian block apron leads to a beautifully landscaped garden and an oversized two-car garage with an unfinished loft space, ideal for a bonus den or rec room. With a new architectural roof, James Hardie cement board siding, updated septic system, and charming features like a pergola and transferable pest control, this home is beautifully designed, impeccably maintained, and practically worry-free.

94 Upper Whittemore, Middlebury

$555,000
4 Beds 3 Baths 24055474 MLS
Great New Price! Discover the perfect blend of timeless charm and serene natural beauty in this elegant colonial home, set on a private 2.7 acre parcel, on a cul-de-sac. This home has been designed with a classic, functional layout, that flows effortlessly from room to room, wonderful for both living and entertaining! The living and dining rooms provide generous space to spend time with guests. Cooking will be a pleasure in the eat-in kitchen that features ample white cabinetry and center island, granite counters, and stainless steel appliances. Off the kitchen, a standout feature of the home is the huge family room, complete with a vaulted ceiling and wood-burning insert fireplace for cozy nights! A slider leads directly to the large deck, where you can enjoy the beautiful views of the natural surroundings, creating a wonderful spot for relaxing or entertaining while enjoying the serene beauty of the outdoors. While inside, retreat up the stairs to the spacious primary bedroom with en-suite bath, and walk-in closet. On this floor, you will also find 3 additional nicely sized bedrooms, the additional full bath, and laundry area for your convenience! The unfinished basement, with walkout to the property, offers additional space. Don't miss the opportunity to see this beautiful property that offers a peaceful escape from the hustle and bustle, set on a cul-de-sac, yet close to highways, shopping, and restaurants!

203 Tower Rd, Middlebury

$554,000
3 Beds 4 Baths 24147226 MLS Ridgewood At Middlebury BLDG.
Impeccably remodeled "Cummings" style townhouse set within the highly sought-after Ridgewood at Middlebury community, offering refined living spaces and thoughtful modern updates throughout. The main level has been beautifully redesigned to create an open, airy flow between the living and dining areas and a chef-inspired kitchen featuring a quartz center island, double ovens, granite countertops, custom backsplash, and updated flooring. The glass sliders flood the space with natural light and lead to a private deck with tranquil wooded views. The second level offers three generously proportioned bedrooms, all with walk-in closets, including an elegant primary suite with a spa-like bath complete with soaking tub and separate shower. A third-floor loft with skylights provides flexible space ideal for a home office or lounge, while the newly finished walk-out lower level features a spacious recreation room, full bath, abundant storage, and direct access to a private patio. Fresh paint, crown molding, recessed lighting, and upscale finishes add warmth and sophistication throughout. Ideally positioned near the pool and clubhouse and conveniently located close to shopping, highways, parks, and walking trails, this exceptional home delivers comfort, style, and convenience in one of Middlebury's premier communities.

24 Ridgewood Dr Unit 24, Middlebury

$552,007
2 Beds 3 Baths 170604398 MLS Steeplechase Of Middlebury BLDG.
This might be the one you have been looking for. Beautifully remodeled home with first floor primary bedroom suite. Hardwood floors throughout. Gorgeous kitchen with custom cabinets and high-end appointments. Bright family room with gas fireplace. Open floor plan with formal living room and dining room. Upper level features a second bedroom suite with full bath, loft and walk in storage area. Back yard area with private deck and patio. Steeple Chase is a wonderful, quiet community with private roads, walking trail and a tranquil pond. Enjoy all Middlebury has to offer including Greenway, Lake Quassapaug, restaurants and more. All highest and best offers by 5:00 p.m. on Friday, October 20, 2023. See Agent remarks

8 Pelham Way Unit 8, Middlebury

$550,000
3 Beds 3 Baths 170592308 MLS Ridgewood At Middlebury BLDG.
This remarkable condo offers a lifestyle of comfort and convenience, along with an array of features that elevate your lifestyle Step inside this condo, and you'll immediately notice the upgrades that make it stand out. The condo is designed for modern living, offering a well-appointed kitchen with stainless steel appliances, an island, and plenty of counter space and storage. The open layout seamlessly connects the living room, dining area, and kitchen, creating a functional space ideal for both entertaining and daily living. In the living room, you'll discover a welcoming fireplace that adds both warmth and ambiance. The primary suite offers a comfortable retreat with a full bathroom with double vanities—a perfect place to unwind and recharge after a long day. The additional two bedrooms are equally inviting, giving cozy spaces for family members or guests. The finished walkout basement offers great potential for creating additional living space, whether it's a cozy retreat, a home office, or an entertainment area. Slider doors bring in ample natural light and provide easy access to the backyard, making it a versatile and inviting area. Beyond your doorstep, you'll discover a wealth of community amenities. Dive into the pool for a refreshing swim, gather with friends at the clubhouse, shoot hoops at the basketball court, or watch your kids play at the playground. The possibilities are endless.

1 Fairview Ln Unit 1, Middlebury

$549,936
3 Beds 3 Baths 24071892 MLS Aberdeen Estates At Benson Woods BLDG.
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 appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second level bonus room. While situated in a quaint historic community, Aberdeen Estates offers the best of both worlds, being within minutes of fine restaurants, parks and rec, health facilities, shopping, and easy access to Interstate-84. Unit 43 is an End Unit. Phase 1 occupancy starting Summer 2025. Now taking deposits on Phase 2. Model unit coming Spring 2025! A Planned Unit Development (PUD) - Built by Lovley Development, Inc. / Developed by Newport Realty Group. Agent related.

North Benson Rd Unit 43, Middlebury

$547,460
3 Beds 3 Baths 24058181 MLS Aberdeen Estates At Benson Woods BLDG.
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 appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second level bonus room. While situated in a quaint historic community, Aberdeen Estates offers the best of both worlds, being within minutes of fine restaurants, parks and rec, health facilities, shopping, and easy access to Interstate-84. Unit 37 is an End Unit. Phase 1 occupancy starting Summer 2025. Model unit coming soon! A Planned Unit Development (PUD) - Built by Lovley Development, Inc. / Developed by Newport Realty Group. Agent related.

North Benson Rd Unit 37, Middlebury

$545,000
3 Beds 4 Baths 24111129 MLS Ridgewood At Middlebury BLDG.
Beautiful 3-bedroom, 3.5-bath 3179 Sqft townhouse with a 1-car garage located on of the best best private streets in the highly sought-after Ridgewood community. The resort style complex people are raving about! This spacious home offers a flexible layout perfect for modern living. The main level features hardwood floors, a half bath, a bright living room, a dining area, and an eat-in kitchen with granite countertops and space for a breakfast nook. Step out from the kitchen to a private deck overlooking a serene, wooded setting, ideal for relaxing or entertaining. Upstairs, you'll find three generously sized bedrooms, including a primary suite with vaulted ceilings, a walk-in closet, and an en-suite bath. A full bath and convenient laundry area complete this level. Basement & Bedroom floors recently remodeled 2.5 yrs ago. The top floor features a large finished loft-perfect as a home office, guest room, or playroom. The fully finished walk-out lower level includes a full bath and can serve as a media room, gym, or additional primary bedroom or potential in law. walk out basement has a patio w/ private backyard. Enjoy resort-style living with access to a clubhouse offering a fitness center, indoor basketball court, party room with kitchen, billiards, and more. Outdoor amenities include a pool, tennis court, and playground. Ideally situated across from Middlebury's Greenway Trail and park. Don't miss this rare rental opportunity in a premier community with top-tier amenities!

2 Dogwood Ct Unit 2, Middlebury

$541,566
3 Beds 3 Baths 24061449 MLS Aberdeen Estates At Benson Woods BLDG.
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 appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second level bonus room. While situated in a quaint historic community, Aberdeen Estates offers the best of both worlds, being within minutes of fine restaurants, parks and rec, health facilities, shopping, and easy access to Interstate-84. Unit 41 is an End Unit. Phase 1 occupancy starting Summer 2025. Model unit coming soon! A Planned Unit Development (PUD) - Built by Lovley Development, Inc. / Developed by Newport Realty Group. Agent related.

North Benson Rd Unit 41, Middlebury

$540,000
4 Beds 3 Baths 24023583 MLS
Welcome Home! This beautiful 4-bedroom, 2.5-bathroom gem boasts everything you've been looking for. Step inside to find a spacious and inviting floor plan and hardwood flooring throughout the main level. The kitchen is the heart of this home and features a Viking gas cooktop, double wall ovens, and sleek stainless steel appliances. The kitchen is open to the living room with sliders to the deck and a fireplace. The finished walk-out basement provides additional living space ideal for a family room, home office, or gym. Relax on your rear deck with a screened porch, or the covered front porch, perfect for summer evenings. Low maintenance yard - spend more time enjoying your home and less time on upkeep! The 2-car garage offers ample space for vehicles and storage. Enjoy the efficiency and comfort of natural gas heat and central air conditioning. Located in the award-winning Region 15 School District, providing excellent educational opportunities. This home combines modern amenities with a convenient location, connected to city water and sewer services. Don't miss out on this perfect blend of comfort and convenience. Schedule your visit today!

450 Long Meadow Rd, Middlebury

$540,000
3 Beds 3 Baths 24086760 MLS Ridgewood At Middlebury BLDG.
Luxury living in this stunning 2122+ SqFt Portman ELITE END unit in sought Ridgewood community. This 3-bed, 2.5-bath home boasts exquisite upgrades, including a 3-foot extended bump out on both floors, hardwood floors, 9-ft ceilings, recessed lighting, custom crown, chair trail and mantle molding w/ custom beams. The open floor plan brings tons of natural light, offering serene forest views. The gourmet kitchen features granite countertops, stainless steel appliances, a gas cooktop, tile backsplash, and an island with breakfast bar seating, flowing seamlessly into the spacious living room with a gas fireplace and access to a private deck and backyard-perfect for entertaining. The luxurious primary suite impresses with vaulted ceilings, a walk-in closet, and a spa-like bath with a double vanity, soaking tub, and shower. Two additional bedrooms, one with vaulted ceilings and a walk-in closet, and a full bath complete the upper level. The unfinished 900+ SqFt basement offers endless potential. Enjoy resort-style amenities, including a clubhouse with an entertainment area, kitchen, gym, pool, indoor basketball court, tennis court, and playground. This home combines elegance, comfort, and convenience. You very rarely get a unit with a large side yard and private flat wooded backyard. If you like to entertain, or engage in yard activities, this is the unit to buy! Private desirable town, 1.3 hrs from NYC, easy access to highways. Schedule your showing today!

39 Ridgewood Dr Unit 39, Middlebury

$536,000
4 Beds 3 Baths 24085398 MLS
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 granite countertops, GE Cafe appliances, a Sub-Zero refrigerator and a center island perfect for everyday living and entertaining. Enjoy elevated finishes like coffered ceilings, custom millwork and hardwood floors. The first floor provides the convenient opportunity for a 4th bedroom, office or play area. The full bath upgrade on the main level enables freedom and function for privacy or busy family life. A generous side entry mud room seamlessly links the garage, main living area, and the private outdoor patio. The spacious family and dining rooms create a comfortable and connected flow off the kitchen for everyday living, and effortless entertaining. Upstairs, the spacious primary suite includes a walk in closet and en-suite bath. Two additional large sized bedrooms share a full hallway bath with plenty of room to have your own space. Located in a vibrant, established neighborhood with a strong community feel, and just minutes away from town where you can find your favorite shops and restaurants along with the scenic Greenway trail, this home is a true must see!

76 Three Mile Hill Rd, Middlebury

$535,000
2 Beds 3 Baths 24049483 MLS Steeplechase Of Middlebury BLDG.
Enjoy a wonderful Lifestyle at the desirable Steeplechase of Middlebury. Free standing home in a planned community with lovely, private grounds, perfect for taking a nice walk in. This home is the Osborn model with two primary bedrooms, one on first floor and one on second floor. Family room with fireplace and a wonderful enclosed seasonal porch. Open living room and dining room with hardwood floors. Second floor features tworooms, a primary bedroom with full bathroom and a den which could be used as a 3rd bedroom. There is also plenty of closet space. Home is very well maintained and the bathrooms are nicely remodeled with lovely vanities. Steeplechase is conveniently located to major highway, shopping areas, schools and many great restaurants. This home has so much to offer and is very well maintained. Home Sweet Home!

17 Kimberwick Court Unit 17, Middlebury

$530,328
3 Beds 3 Baths 24058145 MLS Aberdeen Estates At Benson Woods BLDG.
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 appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second level bonus room. While situated in a quaint historic community, Aberdeen Estates offers the best of both worlds, being within minutes of fine restaurants, parks and rec, health facilities, shopping, and easy access to Interstate-84. MODEL UNIT 36 Coming Spring 2025! Now accepting deposits on Phase 2. A Planned Unit Development (PUD) - Built by Lovley Development, Inc. / Developed by Newport Realty Group. Agent related.

North Benson Rd Unit 36, Middlebury

$530,000
2 Beds 2 Baths 24137483 MLS
Welcome to this beautifully updated Osborn 2 model located in the highly desirable Steeplechase community, offering the convenience of natural gas, public water, and public sewer. This versatile home features two spacious primary suites-one on the main level and one upstairs-each with its own en-suite bath, providing flexible living arrangements. The main level boasts an open-concept layout with hardwood floors throughout, a cozy family room with a gas fireplace, and a custom-built maple storage wall. The bright eat-in kitchen is a standout, featuring white shaker cabinets, granite countertops, and stainless-steel appliances. Upstairs, you'll find the second primary suite complete with a walk-in closet and full bath, along with a loft area and a separate office space, ideal for remote work or creative pursuits. Outside, the manageable yard includes a charming slate patio bordered by a stone wall, perfect for relaxing or entertaining. Situated just minutes from Lake Quassapaug, parks, shopping, dining, and schools, this home offers a perfect blend of comfort, convenience, and a welcoming neighborhood lifestyle

13 Caveson Court, Unit 13, Middlebury

$528,000
2 Beds 2 Baths 24037372 MLS
Discover your serene retreat in the heart of Middlebury! This stunning contemporary home is nestled amidst lush woods, offering the perfect blend of modern comfort and natural beauty. The spacious living room is bathed in natural light, thanks to expansive skylights, creating an inviting atmosphere for relaxation and entertaining. The primary bedroom is a true sanctuary, featuring a private hot tub jacuzzi room, where you can unwind and soak in the tranquility of your surroundings, along with slider access to walk out to the deck for some fresh country air. There are plenty of closets for storage and a separate laundry area as well. The finished basement presents the possibility of an in-law apartment with its own private entrance, adding flexibility and convenience. Don't miss the opportunity to own this unique, woodland oasis.

141 Camp Rd, Middlebury

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