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115 Pine Ridge Rd, Wilton
$2,010,000
5 Beds ⋅ 4 Baths ⋅ 24164766 MLS
This stunning fully renovated 5-bedroom, 4 full bath home offers the perfect blend of modern design and comfortable living, set on a private 2.03-acre lot. Featuring an open concept layout with 9-foot ceilings, gleaming hardwood floors, central air, and fresh paint throughout, the home is both stylish and move-in ready. The inviting living room with a cozy fireplace flows seamlessly into the gourmet kitchen, complete with a large center island, Bosch refrigerator, gas range, dishwasher, and built-in microwave. Ample cabinetry is complemented by a wet bar/coffee station and a spacious walk-in pantry, ideal for both everyday living and entertaining. The expansive dining area overlooks a private deck and serene backyard, creating a perfect indoor-outdoor connection. The generous primary suite is a true retreat, featuring two walk-in closets, a gas fireplace, and a private office. Three additional bedrooms provide plenty of space, including one with its own ensuite bath. The fully finished lower level offers exceptional versatility with a mudroom, wine cellar, and a large recreation room complete with a fireplace and built-in bar with quartz countertops. A 3-car garage and beautifully landscaped grounds complete this exceptional property.

115 Pine Ridge Rd, Wilton

63 Garibaldi Ln, New Canaan
$2,005,000
5 Beds ⋅ 3 Baths ⋅ 24189085 MLS
Experience timeless elegance and modern comfort in this beautifully appointed 5-bedroom, 2.5-bath Colonial, ideally situated on a professionally landscaped property just minutes from the charming village center of New Canaan. Designed for both everyday living and effortless entertaining, this exceptional residence showcases expansive living spaces, rich hardwood flooring, custom millwork, and an inviting family room centered around a marble fireplace. The thoughtfully designed floor plan extends outdoors to an oversized deck and private patio overlooking lush landscaping, creating a tranquil setting for entertaining or quiet relaxation. Upstairs, the spacious primary suite offers a peaceful retreat, complemented by three additional bedrooms. The fully finished walkout lower level offers remarkable versatility with an expansive recreation room, bonus room, and a fifth bedroom, perfect for guests, multigenerational living, a home office, fitness studio, media room, or possible in-law. Enjoy the best of New Canaan living with close proximity to award-winning schools, boutique shopping, fine dining, parks, cultural attractions, and Metro-North service to New York City. A home that effortlessly combines luxury, location, and lifestyle, this is a rare offering in one of Fairfield County's most coveted communities.

63 Garibaldi Ln, New Canaan

43 Crystal St, New Canaan
$2,001,000
4 Beds ⋅ 2 Baths ⋅ 24181931 MLS
Move right into this beautifully renovated in-town Colonial, ideally located on one of New Canaan's most desirable neighborhood streets. Combining timeless charm with modern updates, this exceptional home offers the perfect blend of convenience, comfort, and lifestyle. The heart of the home is the stunning open-concept kitchen and family room, thoughtfully designed for both everyday living and entertaining. Just moments from South School, Saxe Middle School, Waveny Park, the YMCA, and downtown New Canaan, the location offers sidewalks to everything that makes in-town living so special. The flexible floor plan features four bedrooms, including a first-floor bedroom currently used as a den/playroom, two full baths, an upper-level laundry room, and a finished walk-up third floor ideal as a playroom, home office or guest space. The full basement provides abundant storage. Outside, enjoy a fully fenced private yard, expansive deck for outdoor entertaining, storage shed, attached garage, and an expanded driveway with ample parking. Rarely does a home offer this combination of character, thoughtful updates, versatile living space, and an unbeatable walk-to-town location. A true turnkey opportunity in the heart of New Canaan.

43 Crystal St, New Canaan

12 Singing Oaks Dr, Weston
$2,000,000
5 Beds ⋅ 6 Baths ⋅ 24196612 MLS
Looking for the home that has it all? Welcome to this exceptional property in the highly sought-after Singing Oaks neighborhood, where timeless charm meets modern luxury. Set on beautifully manicured grounds, this one-of-a-kind home offers a stunning 50-ft. Gunite pool, a charming chicken coop, and a historic 1930s barn that once served as the mess hall for the original Singing Oaks Day Camp. Step inside from the inviting wraparound porch through antique double doors to an open, light-filled floor plan. The dramatic 2-story family room showcases soaring windows and a striking fireplace flowing seamlessly into the beautiful kitchen, featuring a large island, gas cooktop, newer double ovens and a spacious dining area perfect for everyday living. Easy access to the large 3-car garage is off the mudroom and half bath on this same level. The main floor also offers a gracious formal dining room, an inviting living room with a wood-burning stove, a private office with custom built-ins, and a 3-season sunroom with skylights overlooking the patio, fire pit, and stunning Gunite pool. Upstairs, you'll find all 5 bedroom's, including a spacious primary suite with a luxurious bath and large walk-in closet. The additional bedrooms are thoughtfully designed with Jack-and-Jill bathrooms, providing comfort and convenience for family and guests. Extensive updates include: new roof, new windows, new HVAC, oil boiler conv. to high-eff propane, new generator...see full list under supp.

12 Singing Oaks Dr, Weston

55 Hunters Rdg, Rocky Hill
$2,000,000
4 Beds ⋅ 7 Baths ⋅ 24192652 MLS
A brick estate truly like no other. Tucked at the end of a quiet cul-de-sac, the circular drive and newly extended stone walkway (2023) lead to the columned entry of your dreams. Step inside to your two story polished stone foyer with sweeping curved staircase that makes the first of many unforgettable impressions. Nearly 10,000 sq ft of finished living space unfolds across three levels, all served by a private elevator. Every turn reveals craftsmanship rarely seen: a dramatic two-story library with fireplace, floor-to-ceiling built-ins and an oval book loft floating above; a handsome office; a formal dining room with butler's pantry. The great room takes your breath away with it's soaring coffered ceiling, floor-to-ceiling stone fireplace, and a Palladian-crowned wall of glass framing to the resort grounds. The gourmet kitchen was built to perform: custom wood cabinetry, granite, an oversized island, Sub-Zero refrigerator and freezer, professional appliances, and a sunlit breakfast room. Every chef's wish of a true walk-in pantry with a Sub-Zero back-stock refrigerator, abundant storage, and main-level laundry. A sun-drenched flex room stands ready as a second office, playroom, or lounge. Upstairs, retreat to a primary suite with fireplace, private sitting room, spa bath, jet tub and fitted dressing rooms, joined by three spacious ensuite-style bedrooms and a second laundry room with storage.

55 Hunters Rdg, Rocky Hill

324 Nod Hill Rd, Wilton
$2,000,000
4 Beds ⋅ 7 Baths ⋅ 24189849 MLS
Nestled on one of Wilton's most coveted roads, this exceptional Colonial offers timeless architecture, generous proportions, and an ideal floor plan for today's lifestyle. Step through the impressive front entrance into a gracious foyer that opens to a handsome office with custom built-ins, an elegant formal living room with fireplace, a spacious dining room designed for entertaining, and a warm, inviting sunroom. The heart of the home is the family room, anchored by a stone fireplace, soaring ceiling and surrounded by walls of windows and French doors leading to an expansive deck overlooking the beautiful level property. The well-designed kitchen features quality custom cabinetry, updated appliances, abundant workspace, and a sunny breakfast area wrapped in windows that bring the outdoors in. Upstairs, every bedroom is ensuite, including a spacious primary suite with an updated bath. An oversized add'l family room offers exceptional flexibility as a recreation room, media room, fitness space, or additional bedroom. High ceilings, oversized rooms, and quality craftsmanship throughout create a home that is both elegant and comfortable. Situated on a picturesque private lot with a potential pool site, this property offers exceptional privacy while enjoying the prestige of Nod Hill Road. Convenient to Wilton's award-winning schools, town center, and commuting routes, this is a rare opportunity to own in one of Fairfield County's most sought-after locations.

324 Nod Hill Rd, Wilton

277 Indian Rock Rd, New Canaan
$2,000,000
24181422 MLS
GOLF FAIRWAY VIEWS! Set on nearly 4 private acres abutting the 16th fairway of the Country Club of New Canaan, this charming Colonial offers a rare combination of privacy, views, and location. Sun-filled interiors include a gracious living room with built-ins and a wood-burning fireplace, opening seamlessly to the formal dining room for easy entertaining. The bright kitchen features updated appliances and a lovely bay window overlooking the grounds. A spacious primary suite with full bath, two additional bedrooms, and a large family room with fireplace provide comfortable living spaces throughout. Expansive lawn, mature landscaping, and picturesque golf course views create a truly special setting in one of New Canaan's most desirable locations. A GREAT BUILDING OPPORTUNITY!

277 Indian Rock Rd, New Canaan

277 Indian Rock Rd, New Canaan
$2,000,000
3 Beds ⋅ 3 Baths ⋅ 24181313 MLS
GOLF FAIRWAY VIEWS! Set on nearly 4 private acres abutting the 16th fairway of the Country Club of New Canaan, this charming Colonial offers a rare combination of privacy, views, and location. Sun-filled interiors include a gracious living room with built-ins and a wood-burning fireplace, opening seamlessly to the formal dining room for easy entertaining. The bright kitchen features updated appliances and a lovely bay window overlooking the grounds. A spacious primary suite with full bath, two additional bedrooms, and a large family room with fireplace provide comfortable living spaces throughout. Expansive lawn, mature landscaping, and picturesque golf course views create a truly special setting in one of New Canaan's most desirable locations. A GREAT BUILDING OPPORTUNITY!

277 Indian Rock Rd, New Canaan

15 Juniper Ln, Stonington
$2,000,000
4 Beds ⋅ 5 Baths ⋅ 24149649 MLS
On 4 private acres sits a beautiful 3-level custom-built home with front and back covered porches and an additional dwelling unit (ADU). This one-of-a-kind property offers a rare blend of luxury, space, and tranquility. It's a private retreat just minutes from the vibrant coastal communities of Mystic, Stonington Borough, and Westerly. The thoughtfully designed main level welcomes you with a spacious kitchen open to the living room, highlighted by a tray ceiling, a cozy wood-burning fireplace, and access to the back porch and yard. A primary en-suite bedroom is conveniently located on the main level, and two additional main-floor bedrooms are connected by a Jack-and-Jill bath. Upstairs, a luxurious second primary suite features a full bath with a glass-enclosed shower and soaking tub, private washer and dryer, and a generous sitting area the size of a family room, complete with a coffee station and mini fridge. This level also includes a large office space, ideal for remote work or creative pursuits. The finished walkout lower level features abundant natural light and 3 rooms, currently used for an office, exercise/fitness studio, and a rec room. A beautifully appointed ADU (720 sq ft apartment) with a heated two-car garage and a half bath on the ground level. Upstairs is a one-bed, one-bath apartment with a full kitchen, living room, and hardwood floors. Ideal for guests, extended family, rental income, or a home office.

15 Juniper Ln, Stonington

5 Upland Pastures Rd, Sherman
$2,000,000
5 Beds ⋅ 5 Baths ⋅ 24153961 MLS
A striking blend of modern design and timeless barn-inspired architecture, this exceptional 4,250 SF home sits privately on 12.77 acres and offers a rare sense of space, light, and tranquility. Built in 2022, the residence still feels brand new, with 5 BD, 4 BA, and 1 half bath over 3 levels, including a legal accessory apartment. A dramatic two-story foyer sets the tone, showcasing a split staircase w/sleek stainless-steel cabling and an open balcony above. The ML is defined by soaring 9-foot ceilings, reclaimed wood beams, wide-plank white oak floors, and expansive windows and doors that invite natural light into every corner. The open-concept design seamlessly connects the great room to a chef's kitchen outfitted w/premium stainless-steel appliances, a waterfall island & bright breakfast area. The adjoining dining room, anchored by a floor-to-ceiling stone fireplace and access to a side patio, offers flexibility as either a formal gathering space or a relaxed family room. A music room w/tray ceiling provides an ideal setting for a home office or formal dining space. 1st floor primary suite is a private retreat, complete with dual walk-in closets and a spa-like bath featuring a soaking tub and walk-in shower. A powder room & expansive mudroom w/custom cabinetry connect effortlessly to the attached two-car garage, crowned w/a classic cupola. The UL continues to impress with a well-balanced layout. BDRM#2 enjoys an ensuite bath, while BDRMS #3 and #4 share a full BA.

5 Upland Pastures Rd, Sherman

78 Keelers Ridge Rd, Wilton
$2,000,000
4 Beds ⋅ 4 Baths ⋅ 24161492 MLS
This is the one you've been waiting for! Warm, inviting and lovingly maintained classic Colonial on Keelers Ridge, a quiet, walkable neighborhood. Custom built by Kellogg Brothers with exceptional craftsmanship, this home features crown moldings, paneling, built-ins, and soaring ceilings. Graciously sized main rooms are ideal for everyday living and entertaining. The bright sunroom offers cathedral ceilings, skylights, and views of the large deck, stone fire-pit and level backyard. The spacious eat-in kitchen complete with a large center island, gas cooktop, wall ovens, abundant cabinetry serves as the heart of the home. It opens to a lovely family room with cathedral ceilings, beams, floor-to-ceiling fireplace, built-ins and a charming window seat. There's a cozy study/library for those work from home days. An expansive great room with loft provides flexible space for recreation, media, or play. Upstairs, the primary suite features high ceilings, fireplace, walk-in closet, and an updated bath. Three additional bedrooms with hardwood floors share an updated hall bath with double sinks. Enjoy 2 private acres abutting the 60 acre Quarry Head Park with scenic hiking trails. A beautifully crafted home offering timeless elegance, privacy and exceptional space in a premier neighborhood.

78 Keelers Ridge Rd, Wilton

1090 Ridgefield Rd, Wilton
$1,999,999
6 Beds ⋅ 5 Baths ⋅ 24168304 MLS
Experience the character of the historic Northup-Scott House (c.1760), thoughtfully updated for today's lifestyle and set on four scenic acres. This well-maintained home offers a flexible floor plan with formal living and dining rooms, a spacious keeping room with original fireplace, a sun-filled family room with dramatic architectural window, private office, and first-floor guest suite. The renovated kitchen features a La Cornue range, 48 inch Pro Sub-Zero refrigerator/freezer, Wolfe double ovens, updated countertops, and opens seamlessly to the main living spaces. The second floor includes the primary suite, four additional bedrooms, three updated baths, and laundry room. A unique loft overlooks the impressive barn/great room, offering exceptional space for recreation, studio, gym, or entertaining. The owners put in $1M+ of improvements including newer roof, 75 thermopane windows, refinished hardwood floors, updated mechanicals, installed central air, interior and exterior painting, and renovated full bathrooms. Also purchased lot on Ridgefield border for $299K to allow seemless flow thru circular driveway. Outdoor amenities include pond, tennis court, expansive yard, gazebo and beautiful porch spaces ideal for relaxing or entertaining. A legal rental apartment provides added flexibility for guests, extended family, or supplemental income. A true Wilton gem.

1090 Ridgefield Rd, Wilton

14 Robkins Rd, Avon
$1,999,900
6 Beds ⋅ 8 Baths ⋅ 24176818 MLS
Exceptional brick and slate Colonial set on a beautifully landscaped cul-de-sac lot with circular driveway in one of Avon's most desirable locations. Offering over 8,500 square feet with 6 bedrooms, 6 full baths and 1 half bath, this home blends timeless architecture with an incredible layout designed for everyday living and entertaining. The expansive kitchen features Quartzite countertops, Wolf appliances, wine bar, Coffee station, custom cabinetry and spacious dining area. The stunning family room with coffered ceiling, built-ins and fireplace opens to a screened porch overlooking private patios and outdoor entertaining area with built-in grilling station. Formal living and dining rooms provide elegant gathering spaces. The first-floor primary suite is truly exceptional with a gas fireplace, separate his-and-her bathrooms and custom walk-in closet. Upstairs are 4 generously sized bedrooms, all with updated en-suite baths, along with multiple loft and flex spaces ideal for reading, gaming or study areas. The finished walkout lower level offers exceptional versatility with possible in-law or au-pair setup, bedroom, full bath, media room, billiard area, fitness space, an amazing office with custom bookshelves and oversized desk. Additional features include gas fireplaces, heated 3-car garage, generator, central air, security system, central vac, irrigation, and abundant storage. Conveniently located near Bradley Int'l and major highways.

14 Robkins Rd, Avon

61 Hartford Ave, Madison
$1,994,406
3 Beds ⋅ 4 Baths ⋅ 24153896 MLS
Own an architectural masterpiece with waterviews! Rarely is a Robert Page (AIA) designed coastal home available and this is one of his most compelling. A collaboration with master builders Baldwin and Baldwin and executed with precision, this 3300 sf home with three exterior decks, (including a "Skydeck"), unfolds over four levels. Finished in 2010, this 3(+) bedroom, 3.1 bath gem offers 3300 lifestyle driven sf unlike any other beach area home you have ever seen. A true study in material, light and craftsmanship and just three homes from the Sound, w/rights to coveted Hartford Avenue Beach. Landscape designer Gordon Hayward shaped the exterior as an extension of the architecture with a rectilinear goldfish pond and a circular fountain for counterpoint. The open design allows the light to play all day on the rich Douglas fir vertical grain paneling throughout. The house tells the story of how much effort this took- everywhere you look, extensive custom hand-built cabinetry, bookshelves and cubbies. Anne Sacks provided the tile, granite, marble and soapstone countertops. Everything is premium and a very thoughtful choice-Noguchi Acari pendant lighting, McIntosh whole house sound system, Bosch, Dacor, Asko and Subzero appliances. 24 owned solar panels for energy, two custom "lifts"- one in the stairwell serves as dumbwaiter for all four levels and the exterior lift brings firewood to the second floor veranda.This property must be experienced in person to be fully appreciated

61 Hartford Ave, Madison

22 Bittersweet Hl, Somers
$1,970,000
4 Beds ⋅ 4 Baths ⋅ 24185625 MLS
REFINED COUNTRY ESTATE WITH EQUESTRIAN APPEAL ON 6.17 ACRES INCLUDING APPROVED BUILDING LOT! Tucked away at the end of a private cul-de-sac & surrounded by protected conservation land, open farmland, & an established horse farm, this exceptional estate offers a rare combination of luxury living, solitude, and exquisite equestrian facilities. This offering is inclusive of 2 parcels - a meticulously maintained custom colonial & a separately approved 2.01-acre building lot w/utilities already in place, creating outstanding potential for future expansion, guest accommodations, multigenerational living, or investment. Built in 2000 as the builder's personal residence, the 4,194sf home showcases timeless craftsmanship & thoughtful design throughout. Intentional east-to-west orientation w/an inviting covered front porch making for a warm welcome & perfect perch to enjoy the peaceful surroundings. A dramatic 2-story foyer opens to elegant living spaces accented by hardwood flooring, elevated millwork, & abundant natural light. The main level features a private office w/built-ins & granite-topped workstations, formal dining room w/dry bar, & a stunning chef's kitchen appointed w/9' center island, GE Monogram appliances, walk-in pantry, & porcelain countertops & backsplash. The kitchen opens seamlessly to the living room w/stone hearth wood-burning fireplace & adjoining sunroom overlooking the pool, gardens, barn & pastures beyond. ***CONTINUE READING***

22 Bittersweet Hl, Somers

42 Old Stamford Rd, New Canaan
$1,955,000
3 Beds ⋅ 3 Baths ⋅ 24165503 MLS
Just minutes from town, schools, and daily conveniences, this beautifully updated Colonial offers the perfect blend of comfort, style, and lifestyle. The heart of the home is a stunning open kitchen featuring premium Thermador appliances, a large quartz island, and skylights that bring warmth and natural light into the space. A sophisticated wet bar with wine fridge and coffee station enhances the home's entertaining appeal, while the adjacent family room opens to a spacious deck overlooking the built-in pool-an unexpected luxury this close to town. A formal dining room, living room with fireplace, office space, and updated powder room complete the main level. Upstairs, the spacious primary suite offers two walk-in closets and a beautifully renovated bath, alongside two additional sun-filled bedrooms and a dedicated laundry room. Hardwood floors throughout, town water and sewer, new central air, tankless hot water heater, and an electric car charger in the garage make this move-in-ready home as practical as it is charming. Picture perfect in every way.

42 Old Stamford Rd, New Canaan

12 Webster Ln, Columbia
$1,950,000
3 Beds ⋅ 4 Baths ⋅ 24168278 MLS
Stunning Custom Waterfront Home on Columbia Lake Experience exceptional lakefront living in this custom-crafted, beautifully constructed home set on the shores of Columbia Lake. Built in 2015 by Mike Dion Construction, this remarkable property offers 116 feet of direct waterfront, complete with a lakeside stone wall, private dock, expansive patio, and professionally landscaped grounds. Designed to capture breathtaking water views from nearly every angle, the home features an open floor plan with cathedral ceilings, two-story windows, and exquisite architectural detailing throughout. The living area is anchored by a gas fireplace with custom tile and cabinetry, while Marvin windows and quartersawn oak flooring enhance both beauty and quality. The chef's kitchen is a true centerpiece, showcasing custom Dean Cabinetry with inset doors, a large center island, premium appliances, and a built-in bar area with dual beverage refrigerators and glass display cabinetry. A spacious walk-in pantry offers exceptional storage with built-in shelving, cabinets, and drawers. Elegant Hubbardton Forge sconces provide ambient lighting while preserving uninterrupted lake views. The main-level primary suite is a serene retreat with stunning water views, a walk-in closet with custom built-ins, and a luxurious en-suite bath featuring a double vanity, oversized tiled shower, and radiant heated floors.

12 Webster Ln, Columbia

15 Cobtail Way, Simsbury
$1,950,000
5 Beds ⋅ 6 Baths ⋅ 24160216 MLS
Stately yet inviting, this beautiful Colonial is set along one of Simsbury's most picturesque streets, offering manicured grounds, timeless architecture, and sweeping views. An elegant paver driveway, lush landscaping, and a striking mix of rooflines with metal and tile accents create a memorable first impression. A welcoming foyer with detailed tilework opens to expansive, light-filled living spaces. The living room features a fireplace, ceiling beams, and oversized windows, while nearly every room captures the surrounding views an ever-present backdrop that defines the home. The kitchen is both refined and functional, featuring Gaggenau and Thermador appliances, granite countertops, a large island with sink, pot filler, walk-in pantry, and a coffee bar. It opens to the family room with a gas fireplace, vaulted ceilings, and a dramatic wall of windows and an adjacent casual dining area. The formal dining room leads to a wraparound deck overlooking the property. The office has floor-to-ceiling built-ins with direct outdoor access. Upstairs, the primary suite offers a raised sleeping area with beautiful views, a cozy sitting area with a fireplace, and a spa-like bath. Secondary bedrooms are spacious with ample storage, plus two updated baths and a convenient laundry area. The lower level includes a 5th bedroom/office, fireplace, full bath, patio access, and storage. Outside, enjoy a multi-tiered yard with magnificent views, pool, and hot tub-perfect for relaxing and gathering.

15 Cobtail Way, Simsbury

100 Nod Way, Avon
$1,950,000
170577558 MLS
100 Nod Way is a 9.26-acre parcel located near the heart of Avon, and directly across from the Blue Fox Run Golf Course on the Farmington River. Previous plans submitted for approvals on 42 multi-family and 13 single family homes as an affordable housing project, the site is also ideal for a senior housing development. 100-125 units feasible for an 8-30g project. The parcel is zoned agricultural, but surrounded on three sides by existing multi-family developments in RU-2A zoning that also allows for Planned Elderly Residential Development or Assisted Living by special exception. All utilities available. The property is located just a quarter-mile north of the commercial corridor of Route 44, and less than a mile drive to the Avon Village Center. The site is just 25 minutes from Bradley International Airport and downtown Hartford.

100 Nod Way, Avon

303 Merrow Rd, Tolland
$1,950,000
5 Baths ⋅ 24069977 MLS
Exceptional investment opportunity at 303 Merrow Road, Tolland, CT. This 34,000-square-foot Class B office space is newly primed for conversion into a self-storage facility, thanks to recently approved zoning amendments and a strong market outlook. With the groundwork already in place, this property represents a unique opportunity to capitalize on the growing demand for self-storage in the Tolland area. Property Overview * Location: Strategically located just off Route 195, the property is only 1 mile from I-84 and 5.5 miles from the UConn Storrs campus. This highly accessible location connects to a wide customer base, including residents, businesses, and schools. * Zoning Flexibility: Newly approved zoning opens up a range of potential uses, making this property highly versatile. Options include self-storage, retail, personal and professional services, hospitality, mixed-use development, and more. * Development Potential: A Pre-Development Self-Storage Site & Market Feasibility Study conducted by Self Storage 101 has provided a detailed analysis of this opportunity. The study proposes a combination of drive-up, non-climate-controlled units on the open land and climate-controlled, interior-access units within the existing building. The included OM provides further information on these findings and recommendations.

303 Merrow Rd, Tolland

52 E Wharf Rd, Madison
$1,940,000
5 Beds ⋅ 3 Baths ⋅ 24156993 MLS
Welcome to the highly desirable East Wharf area, where this Shingle-Style residence is surrounded by high-value properties. Sited on a generous 3/4-acre lot with a private rear yard and patio, this home offers 2,920 square feet of flexible living space. Step onto the welcoming front porch and into a home designed for comfortable, multi-generational living. The main level is home to a spacious and luxurious primary suite, a rare and highly sought-after feature. The property boasts 5 bedrooms and 3 full baths, providing ample space for family and guests. Adding to the appeal is a versatile studio office space attached to the separate 2-car garage, ideal for a private home business, art studio, or dedicated exercise area. Location is paramount: enjoy nearby beloved East Wharf Beach and the charm of this popular New England shoreline town, placing all of Madison's amenities right at your fingertips. Madison, CT is a shoreline community halfway between NYC and Boston featuring close proximity to rail connections and I-95 .

52 E Wharf Rd, Madison

43 Catoonah St, Ridgefield
$1,930,000
5 Beds ⋅ 5 Baths ⋅ 24186227 MLS
Immaculate, turnkey home within walking distance to town! This exceptional 5 bed, 4.5-bath residence welcomes you with a charming front porch and elegant foyer featuring wainscoting and hardwood floors. The formal living room offers custom built-in bookshelves, while the dining room showcases decorative millwork. Hardwood floors, crown molding, and two staircases enhance the home's thoughtful design. The inviting family room features a gas fireplace and flows into the spacious eat-in Kingswood kitchen, complete with a farmhouse sink, Viking gas range, double wall ovens, center island with prep sink, custom cabinetry, and sliders leading to the patio and built-in outdoor kitchen. The secondary staircase leads to a spacious home office. Upstairs, on the second floor, the primary suite offers a generous walk-in closet, additional closet, and spa-inspired bath with radiant heated floors, soaking tub, walk-in shower, and an abundance of natural light. Two bedrooms share a Jack-and-Jill bath, while a fourth bedroom has access to a full hall bath. The second floor also includes a convenient laundry area. On the third floor, the fifth bedroom features a private full bath and charming window seat. The third floor also offers a recreation room and walk in attic, while the basement level has a large finished dedicated exercise room.

43 Catoonah St, Ridgefield

397 White Deer Rock Rd, Middlebury
$1,925,000
3 Beds ⋅ 3 Baths ⋅ 24169624 MLS
Tucked along Big Cove on Lake Quassapaug, this custom architect designed Arts & Crafts bungalow is privately set on 14.85 serene acres with a path to your own cove frontage. Thoughtfully designed with the current owner's many updates and improvements and timeless materials, the home features a living room with a stone fireplace crafted from the property, a well-appointed kitchen with Custom Point cabinetry, honed granite, Wolf and Bosch appliances, and a Sub-Zero refrigerator, all opening to terraces, gardens, and a conservatory. The main-level primary suite offers two walk-in closets, a full bath, and terrace access. Upstairs includes a family room, office nook, two bedrooms, and full bath. Additional highlights include quarter-sawn white oak floors, 9' ceilings, radiant heat (kitchen, conservatory, baths), a walk-out lower-level heated recreation space, wine room and gym, plus Viessmann mechanicals and Unico A/C (5 zones). Outbuildings include two garages --one heated and cooled with epoxy floors, an equipment barn with greenhouse, and potting and wood sheds. Gated drive, magnificent stone outdoor fireplace and shower, electric awnings, and buried cistern irrigation complete this turnkey offering. Rarely does a property balance artistry, privacy, and livability so gracefully. This is a place to slow down, to gather, and to stay.

397 White Deer Rock Rd, Middlebury

8 Glenwood Dr, Darien
$1,915,000
5 Beds ⋅ 4 Baths ⋅ 24176927 MLS
Set on a quiet cul-de-sac, this beautifully renovated 5-bedroom, 4-bath Colonial offers a rare blend of luxury, convenience and effortless living. Designed w/both entertaining and everyday comfort in mind, the flexible floor plan features spacious living spaces filled with natural light. The living room, centered around a wood-burning fireplace, creates a warm and inviting atmosphere, while the dining room, currently styled as an office, offers versatility. At the heart of the home is a stunning chef's kitchen, featuring an oversized island, Sub-Zero refrigerator, and Wolf range. It flows seamlessly into a spacious dining area and outdoor patio, making indoor-outdoor entertaining effortless. The first floor bedroom (or office) with adjacent bath and mudroom further enhances flexibility. Upstairs, the primary suite is a private retreat, complete with walk-in closet and marble bath. Three additional, generously sized bedrooms, three beautifully appointed baths, a dedicated study area with built-in desk, and a laundry room provide exceptional functionality for easy living. The finished lower level offers flexible space for a media room, gym, or playroom. Outside, enjoy the ultimate backyard experience with a fully fenced, flat yard and stone patio designed for summer entertaining and relaxed evenings at home. Walkable to shopping, dining, and the train, this home is perfectly positioned for today's lifestyle while offering the privacy and charm buyers seek. One car garage.

8 Glenwood Dr, Darien

185 Middle Ridge Rd, New Canaan
$1,910,000
4 Beds ⋅ 3 Baths ⋅ 24192365 MLS
Welcome to Hoyt Farm! A neighborhood association with many social events! This beautifully proportioned Colonial offers four spacious bedrooms and 2.5 updated baths, complemented by a bright, freshly painted interior. The light-filled kitchen opens to a generous family room, creating an inviting space for everyday living and entertaining. A formal dining room and gracious front to back living room with fireplace adds ambiance to both large and small gatherings. Set on two peaceful acres in the sought-after Hoyt Farm neighborhood, this property offers a rare opportunity to enjoy privacy and tranquility just minutes from downtown New Canaan, parks, shopping, dining, the train station, and of course our top-rated schools.

185 Middle Ridge Rd, New Canaan

58 High Valley Dr, Canton
$1,900,000
4 Beds ⋅ 9 Baths ⋅ 24202595 MLS
An exquisite private oasis in Canton, this majestic 6,000+SF stone and cedar Colonial is set on 3.5 pristine acres. Combining absolute privacy with everyday convenience, this estate is just minutes from premier shopping. Craftsmanship and millwork define this stunning home. The main level features a gourmet kitchen with a breakfast nook opening to a fireplaced living room with coffered ceiling. Formal dining room, den, home office, and two powder rooms complete the floor. Upstairs, the luxurious primary suite offers a brand-new spa bath and a private deck connected to a fantastic exercise room. Three additional ensuite bedrooms-each with sparkling new baths (all baths have radiant heat!)-and a laundry room complete the second floor. The walkout lower level is an entertainer's dream with radiant heat, a rec area, wine cellar, full bath, and kitchen, with sliders to the rear patio. The grounds are a private resort. A massive deck overlooks the heated, inground Gunite pool and pool house. A private, lighted tennis court offers the perfect venue for evening recreation. The spectacular, custom 6+ car barn/carriage house features radiant heat, a built-in lift, and a full bath. The expandable second floor is roughed-in for bedrooms, kitchen, and baths, offering endless potential for a guest suite or home studio. Experience refined country living at its finest-a true must-see estate.

58 High Valley Dr, Canton

93 West Ave, Darien
$1,900,000
5 Beds ⋅ 4 Baths ⋅ 24181698 MLS
Perfectly positioned just steps from downtown Darien, the train station, schools, and the vibrant new Corbin District, this beautifully updated Colonial offers the ideal blend of convenience, charm, and move-in-ready living. Freshly painted throughout with newly refinished hardwood floors, this 5-bedroom, 3.5-bath home features generous living spaces including a formal living room, dining room, family room, rec room, and an open kitchen designed for both everyday living and entertaining. Set on .70 acres, the backyard is a true surprise, featuring an expansive multi-level deck ideal for outdoor dining, entertaining, and relaxing. Beyond the property lies an additional 1.19 acres of protected open space, creating a beautiful natural backdrop and an unexpected sense of space. Timeless curb appeal, abundant living space, and an unbeatable in-town location make this a truly exceptional opportunity. Walk to downtown Darien, the train station, schools, restaurants, and the vibrant new Corbin District while enjoying all the comfort and flexibility of a move-in-ready home.

93 West Ave, Darien

50 Hale Ln Unit 50, Darien
$1,900,000
2 Beds ⋅ 3 Baths ⋅ 24174303 MLS ⋅ Middlesex Commons BLDG.
Experience luxury, privacy, and convenience at Middlesex Commons. This coveted end-unit condo is ideally set at the back of the community on the circle, offering rare quiet, space, and a serene setting. With two spacious bedrooms plus a sun-filled dedicated office, the home also offers a unique opportunity to convert to a three-bedroom layout without sacrificing living space. Dramatic two-story living room windows frame peaceful views of the fountain pond and fill the home with natural light. Outside, a private deck and rare side yard create a true sense of green space, perfect for play, pets, or relaxing outdoors. Owned by the same family since it was built, the home has been rebuilt from the studs and transformed with a refined modern aesthetic. Every finish is brand new, including pale oak flooring, a white eat-in kitchen with white and pale gray quartz countertops, stainless steel appliances, and an elegant painted wood-paneled powder room. Each bedroom features its own en suite bath for comfort and privacy. The primary suite bath is a true retreat, featuring Calacatta Gold chevron marble floors, a low-iron glass walk-in shower, freestanding soaking tub, and fluted-front vanity. A pool, pool house, and guest cottage enhance the resort-style feel and provide a welcoming retreat for overnight guests. Just steps to the train and Darien's newly revitalized downtown, this is sophisticated, low-maintenance living in one of Middlesex Commons' most desirable locations.

50 Hale Ln Unit 50, Darien

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