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14 Richmond Hill Rd Unit 4, New Canaan
$2,695,000
4 Beds ⋅ 5 Baths ⋅ 24185149 MLS ⋅ Enclave On Richmond - Pending Verification BLDG.
Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 3,351 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence.

14 Richmond Hill Rd Unit 4, New Canaan
373 Boston Post Rd, Madison
$2,675,000
4 Beds ⋅ 5 Baths ⋅ 24207210 MLS
Set back and sited high on a hill overlooking 1.6 aces of estate-like grounds with seasonal views of Long Island Sound and Madison Country Club's 18-hole golf course, this residence was constructed by one of the town's most esteemed builders as his own home, and it shows in every detail. Nine-foot ceilings and abundant light define the first floor, which includes a living/dining room and elegant den, each with a woodburning fireplace, an office (currently a playroom), and a powder room. The living room opens to large veranda ideal for outdoor living and Fourth of July parties overlooking Madison's annual fireworks display. A spectacular top of the line kitchen has double ovens, A Sub-Zero refrigerator, counter and table seating, as well as an inviting sitting area. Upstairs, the vaulted primary suite offers a sitting area with yet another fireplace, two enormous walk-in closets sure to please, and a fabulous bathroom with double vanity, walk-in shower, and soaking tub. A bedroom with ensuite bath, a laundry room, and two other bedrooms that share a family bath complete the second floor. The finished lower level adds plenty of additional living space, a full bath, and a multi-purpose bonus room. A two-story carriage style garage has space for an office/studio above. Just minutes from Madison's center and the Surf Club, this is a very special, move-in ready property. Be prepared to act quickly!

373 Boston Post Rd, Madison
2 Arapahoe Rd Unit 601, West Hartford
$2,666,000
2 Beds ⋅ 3 Baths ⋅ 24168445 MLS ⋅ Center Park Place BLDG.
Welcome to Center Park Place, where sophisticated living meets unparalleled access in the heart of West Hartford Center. Positioned as the area's most prestigious new development, these incredible condominiums offer a lifestyle of luxury, with gourmet dining, upscale shopping, and cultural experiences just a short walk away. Residences feature hardwood floors, high ceilings, European-style cabinetry, walk-in closets, and a premium appliance suite featuring Sub-Zero, Wolf, and Bosch. Many units come complete with outdoor space as well! Curated amenities elevate everyday living, including a stunning rooftop oasis with comfortable lounge areas and city views. For relaxation and rejuvenation, you can enjoy a heated outdoor pool and luxurious lounge area, or maintain your wellness routine in a state-of-the-art fitness facility with the latest equipment. The building also offers dedicated amenities and convenience with lobby concierge, communal lounge areas with fire pits, a private residence lounge with a kitchen, and secure parking provided. Unit 601 is an eastern-facing 2 bedroom 2 1/2 bath on the top floor and features an incredible 35' terrace, 2 balconies as well as a generous walk-in closet in the primary suite. Center Park Place - West Hartford's premier luxury condominium - Don't miss your chance to own in the hottest new property in New England!

2 Arapahoe Rd Unit 601, West Hartford
496 Long Ridge Rd, Bedford
$2,650,000
5 Beds ⋅ 7 Baths ⋅ 24147475 MLS
Welcome to an incredible retreat in beautiful Bedford, NY! This stunning 5-bedroom, 6.5-bath home spans over 10,000 square feet of elegant living space on nearly two acres of private land. From the moment you arrive, you will feel the warmth and sophistication of this well-designed residence. Step inside to find a gracious formal living and dining room that sets the tone for memorable gatherings. The expansive family room flows easily into a chef's kitchen, complete with high-end appliances, custom cabinetry, and access to a spacious deck overlooking the grounds. The first-floor en-suite guest bedroom provides comfort and privacy, while the dedicated office offers a quiet place to focus or create. Upstairs, the primary suite feels like a personal getaway-featuring a cozy fireplace, two walk-in closets, a private balcony, and a luxurious bathroom designed for total relaxation. Three additional en-suite bedrooms and a wonderful bonus room complete this level, ensuring everyone has their own space. The lower level adds even more to love, with a media room for movie nights, a private gym, a walk-in spa like sauna, and a large family/game room with a full bar and bath that opens directly to the pool area . Outside, you'll find a resort-like setting with an infinity-edge pool, relaxing spa, outdoor kitchen, and fire pit-perfect for unwinding or hosting. Set just 10 minutes from Scott's Corners and downtown Bedford, this home blends tranquility with convenience.

496 Long Ridge Rd, Bedford
30 Richmond Hill Rd, New Canaan
$2,550,000
3 Beds ⋅ 3 Baths ⋅ 24204690 MLS ⋅ Richmond Mews BLDG.
This beautiful townhouse with an elevator at Richmond Mews offers an easy, low-maintenance lifestyle just a short walk from town, with views of Mead Park and thoughtful design throughout. Inside, 9+ foot ceilings and oversized windows make the home feel bright and open, with hardwood floors throughout. The double-height entry welcomes you right in. The floor plan is very flexible, allowing for a formal dining room, family room, and living room depending on your needs. The gourmet kitchen has a large center island with French doors opening to a private patio. The spacious primary suite offers bedroom views of the park paired with a large sitting room or office, plus 2 walk-in closets and ensuite bath. Two additional bedrooms and a full bath complete the upper level. The finished lower level adds valuable, versatile square footage - ideal as a home gym, playroom, or additional office space. There is ample storage throughout and an attached 2-car garage. The cedar roof was replaced in 2025. Located close to New Canaan's shops, restaurants, and train station, 30 Richmond Hill Road offers a convenient, well-designed home in a sought-after location.

30 Richmond Hill Rd, New Canaan
75 Brace Rd, West Hartford
$2,500,000
3 Baths ⋅ 24208840 MLS
Located in one of Connecticut's most vibrant and sought-after business districts, 75 Brace Road presents a rare opportunity to own a beautifully maintained commercial property in the heart of West Hartford. With exciting streetscape enhancements, pedestrian improvements, and continued investment planned throughout the Center, this location is poised to become even more desirable for businesses, customers, and investors alike. The building features hardwood floors, a striking center staircase, three half bathrooms, a shared kitchen/break room, and a full basement for storage. Recent improvements include fresh exterior paint, professional landscaping, natural gas utilities, and ample on-site parking. Positioned to benefit from the continued revitalization and upcoming enhancements throughout West Hartford Center, this is an exceptional opportunity to invest in a premier commercial location with lasting appeal and strong future potential.

75 Brace Rd, West Hartford
20 Richmond Hill Rd Unit 1, New Canaan
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 24189509 MLS ⋅ Enclave On Richmond - Pending Verification BLDG.
Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 2,998 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence.

20 Richmond Hill Rd Unit 1, New Canaan
55a Anna Farm Rd W, North Stonington
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 24102647 MLS
Rarely does such a magnificent 200-acre property located off a very quiet country road in North Stonington come available. The historic Anna Farm offers a blend of farmland, open pasture, beautiful gardens, rare trees and shrubs, wooded sections and a small pond making this a nature-lover's sanctuary. Take long walks along the trails, horseback ride and even fish as you enjoy this perfect peaceful and quiet sanctuary. Drive up through the beautiful tree lined road past old stone walls with glimpses of open meadow and the serene pond and you can immediately sense you are arriving somewhere special. The original 3-bedroom, 3-bathroom contemporary home was built in 1974 with a thoughtful addition added in 2008. The living room is the perfect room where you can imagine settling in with your favorite book while staying warm and comfortable in front of the wood burning fireplace. The south facing dining room overlooks an exterior stone patio where you can watch nature's sanctuary right in front of you of enjoy the wonderful gardens and mature plantings. The 3rd floor space is perfect for an office, artist or writer's studio. Conveniently located close to Mystic and Westerly, RI where you can enjoy all the great restaurants, attractions and beautiful RI beaches, midway between NY and Boston. Every July North Stonington hosts it popular Agricultural Fair, one of the best fairs of its kind in New England. This property has potential for significant development, check with town hall.

55a Anna Farm Rd W, North Stonington
2 Arapahoe Rd Unit 612, West Hartford
$2,447,200
2 Beds ⋅ 3 Baths ⋅ 24168789 MLS ⋅ Center Park Place BLDG.
Welcome to Center Park Place, where sophisticated living meets unparalleled access in the heart of West Hartford Center. Positioned as the area's most prestigious new development, these incredible condominiums offer a lifestyle of luxury, with gourmet dining, upscale shopping, and cultural experiences just a short walk away. Residences feature hardwood floors, high ceilings, European-style cabinetry, walk-in closets, and a premium appliance suite featuring Sub-Zero, Wolf, and Bosch. Many units come complete with outdoor space as well! Curated amenities elevate everyday living, including a stunning rooftop oasis with comfortable lounge areas and city views. For relaxation and rejuvenation, you can enjoy a heated outdoor pool and luxurious lounge area, or maintain your wellness routine in a state-of-the-art fitness facility with the latest equipment. The building also offers dedicated amenities and convenience with lobby concierge, communal lounge areas with fire pits, a private residence lounge with a kitchen, and secure parking provided. Unit 612 is a one-of-a-kind layout, a stunning triple-exposure corner penthouse with a massive wrap-around terrace which spans the entire eastern and southern sides of the residence. This luxurious home features 2 bedrooms plus a den, 2.5 baths, high ceilings and dramatic large windows, allowing for maximum light and views. Don't miss the chance to own in one of the hottest new property in New England!

2 Arapahoe Rd Unit 612, West Hartford
53 Country Club Rd, Darien
$2,425,000
5 Beds ⋅ 5 Baths ⋅ 24210093 MLS
Rarely does a Darien Colonial of this caliber offer such an exceptional combination of space, quality, location and value. Nestled on a quiet cul-de-sac in the coveted Ox Ridge School District, this beautifully updated 5-bedroom, 4.5-bath home offers over 4,000 sq. ft. of gracious, move-in-ready living on the two main floors. Sunlight streams through soaring ceilings, illuminating a stunning two-story family room with fireplace and built-ins, opening to a remodeled eat-in kitchen and sunny breakfast area. Formal living and dining rooms, a private office and a bonus/playroom with fireplace complete the main level. Upstairs are five spacious bedrooms, three full baths and an oversized laundry room. The finished lower level features 1,000+ sq. ft., a full bath, mudroom, storage and flexible space for a sixth bedroom, gym or recreation room. Enjoy a welcoming neighborhood where neighbors gather and children play, just minutes from the Talmadge Hill train station, the Merritt Parkway and the shopping and dining in Darien, New Canaan, Stamford, and surrounding towns. At $2,425,000, appreciate the space, comfort and lifestyle of a substantial Darien home at a truly compelling price. An amazing opportunity seldom found in today's Darien real estate market. *Agents please see confidential remarks*

53 Country Club Rd, Darien
11 Highland Ave, Darien
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 24208647 MLS
Ideally positioned just moments from downtown Darien and the train station, 11 Highland Avenue offers an exceptional blend of timeless New England architecture, classic sophistication, and effortless everyday comfort. Set on a tranquil street in a coveted neighborhood, this immaculate, light-filled residence presents a rare turn-key opportunity in one of Fairfield County's most desirable coastal enclaves. Thoughtfully reimagined for modern living, the main level unfolds with intuitive flow. Beautiful new hardwood floors sweep throughout, leading from the warm formal living room centered around a classic wood-burning fireplace to the heart of the home: a magnificent open-concept gourmet kitchen. Complete with quartz countertops and sleek stainless steel appliances, the kitchen seamlessly integrates with the dining and family rooms-creating the ultimate layout for both casual family gatherings and large-scale entertaining. The upper levels host four sun-drenched bedrooms, including a private primary retreat with an updated spa-inspired bath. A versatile finished lower level offers valuable additional living space, perfectly suited for a home gym and recreation area. Outdoors, the landscaped grounds serve as a private sanctuary. A spacious stone terrace provides an inviting backdrop for summer al fresco dining and relaxed outdoor enjoyment. A seamless combination of elevated style and prime proximity, this quintessential property captures the very best of Darien living.

11 Highland Ave, Darien
36 Great Elm Dr, Sharon
$2,295,000
4 Beds ⋅ 6 Baths ⋅ 24211085 MLS
Country Club Lifestyle with Outstanding Western Views of the Catskills from this exceptional 4/5 bedroom contemporary home at the top of the much desired and private Great Elm Estate in Sharon, CT. Enjoy the recently renovated facilities which include an oversized Gunite Pool, Tennis Court, Paddle Court, Pickleball Court and impeccably maintained grounds. 36 Great Elm offers main-floor living, flexible private quarters, and seamless indoor-outdoor connectivity. The main floor features a spacious living room with wood-burning fireplace and open dining room, creating an ideal layout for gatherings. The library provides a peaceful retreat for reading or TV watching. The expansive eat-in kitchen is ideal for gathering with family and friends. Step outside onto the large screened-in porch or the adjacent open-air porch to enjoy seasonal dining and relaxing sunset views. Two private ensuite bedrooms on the 2nd floor offer total privacy and comfort. Adding incredible versatility, a fully self-contained apartment features its own separate private entrance and includes a complete kitchen, bedroom, den and full bath. The walk-out lower level expands the living area even further, offering a spacious family room equipped with a convenient kitchenette. This level also houses a dedicated office or studio space, an additional full bathroom, and an abundance of storage. Only 10 Minutes to Wassaic train station, Lakeville, Salisbury & Millerton.

36 Great Elm Dr, Sharon
17 Blackman Rd, Ridgefield
$2,295,000
4 Beds ⋅ 5 Baths ⋅ 24180589 MLS
Where timeless craftsmanship and modern comfort come together on three private acres just minutes from Ridgefield's vibrant town center. A dramatic two-story foyer opens to a stunning great room with wide-board hardwood floors, exposed beams, a striking stone fireplace, and French doors leading to an expansive deck overlooking the property. Designed for entertaining and everyday living, the chef's kitchen features custom white cabinetry, quartz countertops, a large center island, stainless steel appliances, and a spacious dining area with peaceful backyard views. A rare and flexible floor plan offers two primary suites (one on the main level and one upstairs), ideal for guests, multigenerational living, or changing lifestyle needs. Both include walk-in closets and luxurious baths with double quartz vanities. All additional second-floor bedrooms are en-suite. A spacious rec room with a rear staircase to the mudroom provides endless possibilities as a media room, office, studio, playroom, or gym. The unfinished walk-out lower level, complete with a second fireplace, offers exceptional potential for future living space. Set on three scenic acres, this exceptional property balances privacy and convenience just moments from Ridgefield's shopping, dining, and cultural attractions. A home designed to adapt, entertain, and enjoy for years to come.

17 Blackman Rd, Ridgefield
12 Norholt Dr, New Canaan
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 24201977 MLS
Cherished by the same family for nearly 30 years, this beautifully updated Colonial sits on a desirable New Canaan cul-de-sac that has recently welcomed multi-million-dollar new construction - offering exceptional value at this price point, just moments from town. The recently renovated kitchen opens to a spacious layout ideal for both everyday living and entertaining, complemented by a large living room with fireplace, a formal dining room and a Great Room with soaring cathedral ceiling that is a showstopper. Upstairs, the primary bedroom is joined by three additional sun-filled bedrooms, all with hardwood floors that carry the home's warmth throughout. Outside, a private deck overlooks a beautifully landscaped yard framed by mature evergreens - great for gathering or play. This is a home where all that's left to do is move in.

12 Norholt Dr, New Canaan
668 Main St, Middletown
$2,249,500
21 Baths ⋅ 24165225 MLS
Investors dream - fully leased with value add potential! 18-unit corner brick building located on Main Street in the heart of Downtown Middletown, steps from gourmet restaurants and boutiques. Originally built in 1850, this 11,232 SQ FT building consists of 17 residential units and one ground level retail space. The retail space is leased to a mobile carrier/retailer through 2028 with annual rent escalation, allowing the new owner to focus on executing on the business plan for the 17 residential units. The building features four rare 2 beds, 2 bath units, seven 1-bedroom units, and six studio apartments. The building is currently fully leased, giving the new Owner an opportunity to capture the incredible rent upside over time while collecting rent income. The building has all separate gas boilers, huge unfinished basement and shared electricity. The units feature great layouts with nice natural light, high ceilings and large bedrooms with good closet space. The current owner has recently replaced some of the units windows, appliances and carpeting. Easy access to route 9 and a short drive/walk to Wesleyan University. This corner brick building is located near the beautiful, historic town center with over 7 walkable blocks of different restaurants and shops, featuring dozens of choices of dining, art, music, entertainment and unique finds. Neighborhood attractions include: Perkatory Coffee Roasters; Eli Cannons Tap Room; The Whey Station; Luce. Become part of this exciting tow

668 Main St, Middletown
373 Lake Rd, Warren
$2,200,000
5 Beds ⋅ 2 Baths ⋅ 24194590 MLS
Classic Lake Waramaug Shingle Style on large level property with majestic trees, swimming pool, wraparound porches, lakefront, floating dock & major western views across the widest part of the lake. Eat-in Kitchen. Paneled Dining Room. Living Room with wood-burning fireplace. Den/Office. 4-5 Bedrooms. 2 Full Baths. Sleeping Porch. Sold in "as is" condition. 2 Parcels: Main with House & Pool - 1.75 acres & Lake Parcel with Dock - .05 acres. See attached Surveys and Maps. Wonderful Lakefront Opportunity!

373 Lake Rd, Warren
79 Cavalry Rd, Weston
$2,199,000
5 Beds ⋅ 8 Baths ⋅ 24191028 MLS
Grand and gracious, this impressive custom Colonial on estate property with a gorgeous gunite pool is ideally set in convenient Lower Weston. Just 2.3 +/- miles to the Merritt Parkway & 1.6 +/- mi to the convenient school campus & town Center, this home blends the appeal of a tranquil setting with immediate access to all amenities. Introduced from a paved circular drive, this architecturally striking residence makes a memorable impression. The foyer welcomes you to the airy, grand-scale interior which is filled w/sunlight. Upon entering, you will be drawn to the spectacular Great Room w/a 2+ story ceiling & incredible windows that span the full height, bringing exquisite vistas into the home and creating an exceptional backdrop for memorable moments. The octagonal DR is lined w/windows and built-ins. The custom kitchen was recently remodeled w/excellent taste & quality, incl double islands, dual ovens, warming drawer & a lrg breakfast rm w/bar, all opening to the fam rm w/1 of 5 fpls. Incredible office/library w/ herringbone wood floor & fpl. Nearly all main level rooms have French doors to the deck & patio. The flexible layout incl an attached pool house/extra BR w/full bth on the main floor. Upstairs, find 5 exceptional BR suites, beginning with the vast primary that incl an ofc/sitting rm w/fpl, vltd ceil BR w/3 walk-in clsts & lrg marble bth. Finished walk-out LL w/ rec/play rm, full bth & storage. Stunning pool & waterfall spa, level lawns, gardens. 3 car garage.

79 Cavalry Rd, Weston
6 Kingfisher Way, Stonington
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 24189568 MLS
Set within the private enclave of Masons Estates, this soon to be constructed Newport-style residence offers a rare combination few can claim: architectural distinction, an heirloom setting, and a footstep from the water. Positioned moments from the storied gates of the Mason's Island Yacht Club and a short stroll to the shops, galleries, and waterfront dining of downtown Mystic, this is not a home built for a season, but for generations. Hand-detailed shake siding beneath graceful gambrel rooflines, soaring ceilings, and a first-floor primary suite designed for effortless one-level living. The heart of the home, an open-concept great room and chef's kitchen flow seamlessly to the outdoors through a wall of accordion-style doors, blurring the line between gathering and gardens. A butler's pantry with bar sink and a generous walk-in pantry support entertaining at any scale, while a dedicated playroom offers space for life to unfold. Craftsmanship this thoughtful, on an address this RARE, doesn't come along often. Imagine your future here on Mason's Island.

6 Kingfisher Way, Stonington
92 Scotland Ave, Madison
$2,195,000
5 Beds ⋅ 5 Baths ⋅ 24145947 MLS
THIS NEW CONSTRUCTION HOME with a first flow primary bedroom suite offers refined living with white oak floors, custom millwork, coffered ceilings, and abundant natural light throughout. The main level features 9-foot ceilings, a dramatic floor-to-ceiling gas stone fireplace with built-ins, a chef's kitchen with Sub-Zero and Wolf appliances, double ovens, pot filler, wet bar with wine chiller, walk-in pantry, first-floor laundry, private office, and a luxurious primary suite with soaking tub, oversized rain shower, double vanity, custom walk-in closet, and floor-to-ceiling tile. Upstairs includes four bedrooms and three full baths, walk-in closets, and a bonus room with floor-to-ceiling nickel gap and oversized French doors leading to your new home gym. Additional highlights include central vacuum system, elevated covered patio, and a high-ceiling basement (9 ft) ready for finishing. Less than a mile from downtown.

92 Scotland Ave, Madison
16 Robin Hood Ln, Easton
$2,178,000
5 Beds ⋅ 5 Baths ⋅ 24193414 MLS
This stately Colonial, tucked away at the end of a quiet cul de sac in Easton, blends timeless architecture with resort style living. A grand brick facade welcomes you inside to an impressive two story foyer with gleaming marble floors and dramatic Palladian windows, creating a magazine worthy first impression. Crown molding, soaring ceilings, and hardwood floors add warmth and elegance throughout. The beautifully appointed kitchen features granite countertops and backsplashes, a spacious center island, stainless steel appliances, and sliders leading to a covered deck with ceiling fans, perfect for outdoor dining and entertaining. Designed for today's lifestyle, the flexible floor plan includes a lower level bedroom, full bath, and additional finished living space ideal for guests, recreation, or multigenerational living. Upstairs, the luxurious primary suite offers a spa inspired bath with a whirlpool tub, separate shower, walk in closet, and a stunning vaulted study with Palladian windows, creating the perfect work from home retreat. Outside, unwind in your private backyard oasis featuring a sauna, outdoor shower, and a hot tub beneath a gazebo. An attached three car garage and detached garage with loft, ideal for storing a 24 foot jet boat, complete this exceptional property just minutes from golf, parks, shopping, and more.

16 Robin Hood Ln, Easton
6 Claudia Ln, Sharon
$2,160,000
5 Beds ⋅ 5 Baths ⋅ 24164577 MLS
A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive living spaces, this 7,000+ sq ft residence offers endless potential for luxury and craftsmanship. The property's elevated position on the ridgeline affords breathtaking panoramic views stretching all the way to the Berkshires, ensuring every sunset is a spectacular event. The surrounding acreage, a mix of open spaces, ponds, woods and wild beauty, provides a serene retreat from the world. With nature as your neighbor, the possibilities are endless. There are trails for miles, an old mill, enjoy the local flora and fauna or simply bask in the peace that only such a secluded estate can offer. Incredible opportunity for development - plans available with a proposal to create a subdivision of lots with views (currently 2 lots). Recent improvements to the driveway & new 6 bed septic system. Located in the charming town of Sharon with great restaurants and the playhouse theater. Also close to Cornwall & Millerton, NY. This is more than a home; it's a kingdom where life is lived on a grand scale. Don't miss this incredible opportunity to create your castle in the sky!

6 Claudia Ln, Sharon
6 Down River Rd Unit 2, New Canaan
$2,149,000
4 Beds ⋅ 4 Baths ⋅ 24196988 MLS ⋅ Down River Condominiums BLDG.
6 Down River pairs new construction with privacy and walkability - the scale of a single-family home, without the maintenance. Built in 2024 and further refined by the developer in 2025, this 4-bedroom residence offers over 3,000 square feet across four finished levels, conceived for an effortless lock-and-leave lifestyle. The main level is open and light-filled, built for entertaining: the kitchen with custom cabinetry, high-end appliances and a large center island connects seamlessly to dining and living areas anchored by a gas fireplace and bar. Upstairs, the primary suite includes a spa-like bath and generous walk-in closet, alongside two well-proportioned bedrooms, additional baths and a laundry room on the same level. The finished third floor delivers a fourth bedroom - suited to a home office, bunk room, or playroom. What sets 6 Down River apart: Finished third floor - fourth bedroom, office, bunk room or play space. Finished lower level - recreation area with a glass-enclosed gym or office Private terrace and lawn. Attached 2-car garage A move-in-ready path to newer construction, minutes to the village and the train.

6 Down River Rd Unit 2, New Canaan
285 Old Dam Rd, Fairfield
$2,100,000
4 Beds ⋅ 3 Baths ⋅ 24212040 MLS
**HIGHEST AND BEST REQUESTED BY MONDAY 10/12 AT 3:00PM.**A Rare Waterfront Retreat. Set along Fairfield's coveted Pine Creek, this 4-bedroom, 2.5-bath home offers a private dock with easy access to Long Island Sound and a relaxed coastal lifestyle. Spend your days boating, kayaking or paddleboarding right from your backyard, then unwind on the expansive deck overlooking the water. Inside, a light-filled, open layout makes the most of the setting, with walls of windows capturing water views throughout the main living spaces. The chef's kitchen features a large center island and opens naturally to the living and dining areas, creating an easy flow for everyday life and entertaining. A spacious bonus/game room with a vaulted ceiling and fireplace is an inviting spot for movie nights, game days or gathering with friends and family. The primary suite enjoys peaceful water views, while three additional generously sized bedrooms offer plenty of space for family, guests or a home office. Outside, the deck with awning extends the living space and provides a natural place for summer dinners and evenings by the water. An additional parcel across the street offers extra parking, recreation space and access to scenic marsh trails. With a private dock, easy Long Island Sound access and a setting designed to be enjoyed inside and out, this is Pine Creek living at its best.

285 Old Dam Rd, Fairfield
160 Forest St Unit 160, New Canaan
$2,095,000
3 Beds ⋅ 4 Baths ⋅ 24206858 MLS ⋅ Forest Street Condominiums BLDG.
Turnkey living meets in-town convenience in this beautifully appointed three-bedroom townhouse, ideally located within easy walking distance of shops, restaurants, and local amenities. The open-concept main level features 9-foot ceilings, a welcoming fireplace, while French doors lead to a charming fenced patio and garden. The gourmet kitchen is beautifully equipped with Viking appliances and quartz countertops and flows seamlessly into the living and dining spaces. A private office or den with built-in cabinetry provides a dedicated work-from-home space. The upper level features a spacious primary suite with vaulted ceiling, walk-in closet, and spa-like bath, plus two additional bedrooms and a dedicated laundry room. A finished lower level with a newly added full bath provides flexible space for a playroom, recreation room, gym, or guests. Stylish, spacious, and move-in ready, this exceptional townhouse offers sophisticated living just moments from the heart of town. The HOA fee is calculated by the owner based on estimated monthly expenses for the front unit, with total association expenses shared between the two units. Please contact the listing agent for additional details.

160 Forest St Unit 160, New Canaan
103 West Ave, Darien
$2,095,000
5 Beds ⋅ 4 Baths ⋅ 24201880 MLS
Turnkey living in the heart of Darien. Offering over 3,500 square feet of beautifully refreshed living space, this 5-bedroom Colonial combines generous proportions, exceptional outdoor space and one of Darien's most convenient locations, just steps from downtown's newest development and the train. Originally renovated and expanded in 2009 and thoughtfully improved ever since, the home underwent an extensive refresh in 2026 designed for effortless, move-in ready living. The expansive, open floor plan is anchored by an impressive great room and offers wonderful flexibility across four finished levels. Five bedrooms and 3.5 baths are complemented by finished third-floor bonus space and a versatile lower level currently configured as a mudroom, gym, and wine room. Outside is the home's unexpected showstopper. Set on a beautifully landscaped 0.40-acre property, the remarkably spacious and private backyard feels like its own retreat, complete with a stone patio, pool, and six-foot privacy fencing. An incredible amount of outdoor space for a home so close to the center of town. This is a rare opportunity to have it all: space, privacy, convenience, and truly turnkey living just a few minutes walk from all that downtown Darien has to offer.

103 West Ave, Darien
327 Jelliff Mill Rd, New Canaan
$2,000,000
5 Beds ⋅ 5 Baths ⋅ 24206478 MLS
PLEASE SUBMIT ALL OFFERS BY 5PM TUESSStep into a seamless blend of historic charm and modern luxury, ideally located in the heart of New Canaan. Nestled on 1.46 lush, private acres, this beautifully maintained Farmhouse Colonial offers the quintessential New England lifestyle. Spanning 3,383 square feet, this unique home has been thoughtfully updated to feature 5 spacious bedrooms and 5 full bathrooms. From the moment you step inside, you are greeted by pristine interiors and gleaming refinished floors. The inviting, sun-drenched layout is tailor-made for both relaxed everyday living and elegant entertainment. Outside, a true sanctuary awaits. Spend your summers enjoying the sparkling pool, running across the expansive play space, or picking fruit from your very own apple trees. Attached is a year-round pool house featuring a full bath and a gym room. A standout feature of this property is the spectacular detached guest house. Complete with a kitchenette, a spacious great room, and a beautifully appointed bathroom, it offers unmatched versatility. Whether you envision a welcoming suite for extended family and au pairs, a quiet home office away from the main house, or a creative studio for music and art, this space easily adapts to your imagination. Ideally located just minutes from the train, the Merritt Parkway, and award-winning schools, this move-in-ready gem delivers absolute convenience without sacrificing tranquility.

327 Jelliff Mill Rd, New Canaan
2 Stony Brook Rd S, Darien
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 24201408 MLS
Welcome home to effortless one-level living on a premier, lush one-acre lot in Darien. Available for the first time in 56 years, this beautifully maintained 4-bedroom, 2.5-bath ranch features a newer roof, windows, and driveway. The large classic footprint spans over 3000sf and allows for easy customization and personal upgrades to make this house your own. This sweet home is nestled in a neighborhood with homes valued up to $6M, which offers endless possibilities for improvements. The seamless layout flows across classic hardwood floors, anchored by two cozy fireplaces and massive picture windows in the formal living room, dining room, and den. Enjoy a casual eat-in kitchen, formal dining space for holiday gatherings, a large functional laundry room, and an attached 2-car garage with stepless entry directly into the home. Outside, your expansive private yard offers endless possibilities for entertaining or gardening. Centrally located just minutes from downtown shops, dining, the Darien and Noroton Heights train stations, and top-rated schools. Schedule your private showing today!

2 Stony Brook Rd S, Darien
20 Gray Squirrel Dr, New Canaan
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 24203948 MLS
Privately set at the end of a quiet cul-de-sac, this classic Colonial offers exceptional privacy, beautifully proportioned living spaces and a one-of-a-kind detached barn on a level 2-acre lot. The 4-bedroom home features a warm, timeless floor plan designed for both everyday living and entertaining. An open foyer leads to an inviting living room with built-in bookshelves and window seating, while the cozy den is ideal for work or study. A dedicated dining room, eat-in kitchen and sun-filled breakfast nook flow seamlessly to the patio and private backyard. The family room is filled with natural light and anchored by one of two first-floor fireplaces. Upstairs, the spacious primary suite features a large bath and oversized walk-in closet, along with three additional bedrooms and a full bath. The lower level offers flexible space and future potential. The true bonus feature is the detached barn, built in 2019 with workshop and finished living space. From an entertaining space to artist's studio, home office, gardening retreat or workshop, the possibilities are endless. Together, the cul-se-sac location, private setting, traditional layout, plus barn create something truly special.

20 Gray Squirrel Dr, New Canaan
523 Brookside Rd, New Canaan
$1,995,000
5 Beds ⋅ 4 Baths ⋅ 24201426 MLS
Nestled at the end of a long private drive south of the Merritt Parkway, this classic Colonial offers timeless character, generous living space, and a highly convenient location. Beautifully expanded and thoughtfully updated years ago, the home showcases exceptional craftsmanship, enduring quality, and solid construction described as having "great bones." The main level is rich with architectural detail - an elegant front-to-back Living Room with fireplace and exquisite custom built-in cabinetry and the Dining Room with beautiful built-in details. At the heart of the home is an expansive Kitchen featuring high-end appliances, custom built-ins, and a second fireplace in the casual dining area-an inviting space for morning coffee, relaxed meals, or entertaining. The adjacent light-filled Family Room offers beautiful views of the changing seasons and provides a comfortable extension of the main living areas. The house includes four spacious bedrooms and 2.5 baths, while a private suite above the garage adds a fifth bedroom with full bath, offering flexibility for guests, a private office or additional living space. Finished recreational space on the lower level provides room to work, play, exercise and the generous terrace creates an inviting setting for outdoor dining and entertaining. With its distinctive architecture, thoughtful layout, and quality details, the home offers an exceptional foundation for personalization, including some cosmetic updating to the exterior.

523 Brookside Rd, New Canaan
30 Cozier Hill Rd, Sherman
$1,995,000
4 Beds ⋅ 5 Baths ⋅ 24187861 MLS
Beautifully sited on nearly eight private acres with spectacular views, this turn-key Sherman estate encompasses an amenity-filled main residence, renovated guest house, spring-fed pond, classic stone walls, and exquisite English gardens. Offering luxurious resort-style living in one of Sherman's most captivating settings, the home welcomes you with a marble foyer leading to a dramatic double-height living room, where a wall of glass frames the breathtaking vistas. There are two luxurious primary suites - one on each level - with the main-level BR featuring a fireplace and French doors opening to the expansive deck. The top-of-the-line eat-in kitchen features custom cherry cabinetry, a sun-filled dining area, adjoining butler's pantry, and formal dining room. Upstairs are the second ensuite primary bedroom, two additional bedrooms, a den, full bath, and flexible space/artist's studio. The walk-out lower level is an exceptional space, with custom millwork, marble floors, an antique English bar, gas fireplace, sauna, and gym. Pocket doors reveal a spectacular in-home spa featuring a 24' x 14' heated Gunite spa pool, radiant heated floors, a Desert Aire climate-control system, and walls of glass overlooking the mountains and gardens. Outside, stone pathways meander through beautifully landscaped English gardens to the spring-fed pond and guest house, while classic stone walls and a circular driveway connect the main residence, guest house, and attached and detached garages.

30 Cozier Hill Rd, Sherman

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