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$1,675,000
5 Beds ⋅ 5 Baths ⋅ 24163221 MLS
Perched back from and above a quiet cul-de-sac, in one of Madison's most prestigious communities, this stately five bedroom Colonial is minutes from I-95 and Madison's Town Green and beaches. The home is perfect for entertaining boasting a renovated chef's kitchen with dining area; adjacent to the home's covered deck overlooking an inviting in-ground pool, and spacious family room with fireplace. A private office is adjacent to the family room. The second floor embraces 5 bedrooms including a large primary bedroom suite with recently renovated full bath, two additional bedroom suites complimented by two bedrooms which share a bath; all also renovated. Downstairs enjoy a game of pool or watch your favorite sport warmed by one of the home's 4 fireplaces. A list of recent improvements is included.

76 High Hill Cir, Madison
$1,675,000
2 Beds ⋅ 2 Baths ⋅ 24153927 MLS ⋅ The Residences At 66 High Street BLDG.
Historic Elegance Meets Modern Luxury at 66 High Street | Leete Building. Welcome to an extraordinary residence where Guilford's heritage blends with contemporary sophistication. This impeccably appointed 2-bedroom+, 2-bath condominium with office/guest room is situated in the prestigious 66 High Street complex-a masterful transformation of an historic site into luxury living. Built in 2018, the Leete Building is one of four state-of-the-art structures that honor the site's storied past while delivering uncompromising modern amenities. YOUR SECOND-FLOOR SANCTUARY: Soaring 9-foot ceilings create an airy atmosphere throughout. Tranquil marsh views unfold with glimpses of Long Island Sound creating a serene coastal backdrop. STATE-OF-THE-ART KITCHEN: * Sub-Zero refrigerator * Wolf Gas cooktop, wall oven & convection microwave * Wine cooler & dishwasher THOUGHTFUL DESIGN: * 2 spacious bedrooms * Versatile office/guest room * 2 full bathrooms * Open floorplan * Fireplace flanked by windows with view of the marsh and LIS * Covered patio overlooking courtyard and the historic mill building * Natural gas heating/cooling * City water * Covered garage parking below with elevator. WALKABLE LIFESTYLE: Steps to Guilford's historic Green, restaurants, boutique shops, marina, beaches, and Shoreline East Railroad Station for easy commuting. This is more than a home-it's a lifestyle of refinement, convenience, and coastal elegance. Live where history, luxury, and location converge.

66 High St Unit 34, Guilford
$1,675,000
5 Beds ⋅ 6 Baths ⋅ 24152711 MLS
This home is sold WITH the adjacent Building Lot #65 Parmalee Hill Road. TOTAL of 4.09 ACRES. #65 Parmalee Hill Rd is a R-2 Zoned lot (2.04) with shed/barn on property. Beautifully appointed Colonial Style home, built in 2006, with breathtaking views of the surrounding valley. Located in a residential, semi-rural section of Newtown, with easy access to major routes. Throughout the home you will find hardwood flrs,high ceilings,high end finishes,tons of windows with an abundance of natural light. Three levels of living, offering 8,530 Square Feet. Majestic in its presentation, this Home features a two story Foyer, Formal Living Room with Fireplace+sconces. The Formal Dining Room offers French Doors,tray ceiling+mahogany inlay on floor. The large and spacious Eat-In-Kitchen features a gourmet Viking Gas Stove/Range,2 sinks, large center island/breakfast bar, walk-in pantry. The Two-Story Family Room features a stone fireplace, floor to ceiling windows and hardwood flooring. The Main Floor Bedroom/Home Office, with a Full Bath adjacent. The Upper Level features the Primary Bedroom Suite, plus 3 additional bedrooms and dedicated Laundry Room (hook ups only).The Primary Bedroom Suite features a tray ceiling, a large walk-in closet/dressing room along with a secondary walk-in closet. The Primary Bath features two vanities, a jacuzzi tub and spacious stall shower.Additional Bedroom w/Full Bath.The Two other Bedrooms share a Jack and Jill bathroom

63 Parmalee Hill Rd, Newtown
$1,672,000
3 Beds ⋅ 4 Baths ⋅ 24188242 MLS ⋅ Orchard Hills BLDG.
Move right into this totally renovated townhouse in desirable Orchard Hills with three bedrooms and three and a half baths. End unit with lovely private patio and gardens not far from the attractive heated pool. The kitchen with granite counters and upscale appliances is a chef's delight with eating island and is open to the dining area and living room with fireplace and custom built-ins. French doors open to the picturesque private flagstone patio and garden area. Two oversized bedroom suites are located on the second floor and the lower level has a family room, bedroom suite with large walk-in closet and large laundry room. Many recent improvements including new furnace and front walkway. Close to scenic Mead Park, with concession stand, tennis /pickle ball courts, and play ground. The commuter train, grocery stores and farmers market are close by. Enjoy living in the heart of New Canaan with fashionable shops, award winning restaurants, schools and library.

123 Richmond Hill Rd Unit 9, New Canaan
$1,665,000
5 Beds ⋅ 6 Baths ⋅ 24164448 MLS
Modern Charm Meets Effortless Comfort in Desirable Neighborhood Step into a bright, beautifully updated 5 bedroom, 5.5 bath home where every detail was designed for easy living and effortless entertaining. The open-concept layout flows from a sun-filled living area into a stunning chef's kitchen featuring quartz countertops, custom cabinetry, and stainless-steel appliances. Wake up to morning light streaming through oversized windows, enjoy quiet evenings by the fireplace after enjoying the day in your heated pool.

34 Wildcat Springs Dr, Madison
$1,660,000
4 Beds ⋅ 4 Baths ⋅ 24185095 MLS
Stunning Cape Cod located on a quiet cul-de-sac in one of the area's most coveted neighborhoods. This beautifully maintained 4-bedroom, 3.5-bath home offers an exceptional blend of elegance, comfort, and modern amenities. The main level features a welcoming two-story foyer, living room with fireplace, dining room , and a private office complete with custom built-ins, wet bar, granite countertop, TV cabinetry, and picturesque backyard views.The spacious eat-in kitchen is a chef's dream, featuring quartz countertops, pantry, Viking induction cooktop w/retractable vent, Sub-Zero refrigerator, Bosch dishwasher, Dacor wall oven, built-in microwave, and sliders leading to the expansive deck. The family room boasts a vaulted ceiling, surround sound speakers, fireplace with granite hearth, deck access, and an adjoining sunroom with skylights that automatically close when it rains. A laundry/mudroom with full bath, powder room, and oversized 2.5-car garage complete the first floor. Upstairs, the luxurious primary suite offers a walk-in closet and updated spa-like bath with whirlpool tub, shower, heated floors, double vanity, and illuminated mirrors. 3 generous bedrooms and a full bath provide ample space. The lower level offers abundant storage and potential for future living space. Add'l highlights include a whole-house generator, central air, recessed lighting, ceiling fans, hardwood floors, built-in speakers, circular driveway, stone walls, and prof.landscaping. See addendum.

20 Wicks End Ln, Wilton
$1,660,000
4 Beds ⋅ 3 Baths ⋅ 24169115 MLS
Welcome to 211 Lloyd Drive, a 2016 built craftsman style inspired home nestled in a charming neighborhood near Lake Mohegan. This home blends timeless architecture with refined, modern living. Designed with intention, it offers a bright, open layout. Step in to the foyer which is flanked by a formal living room & dining room. The chef's kitchen is anchored by the large island with marble counters. There are stainless steel appliances plus a walk-in pantry. The kitchen flows effortlessly into a sophisticated family room with a gas fireplace-creating a seamless setting for both everyday living and elevated entertaining. A well-designed mudroom off the 2 car garage adds function for ease of daily living. The rich hardwood floors, and custom millwork throughout set this home apart. Upstairs, the primary suite is a true retreat, offering generous proportions, dual walk-in closets, and a spa-inspired bath designed for comfort and quiet luxury. There are 3 additional bedrooms, a full hall bath and laundry room with sink on the upper level. A newly finished lower level adds additional space for recreation room or home gym. Outdoors, a private patio with a dedicated gas line sets the stage for effortless al fresco dining and entertaining. The property is ideally positioned on a quiet street with a private yard, just moments from N. Stratfield School and Lake Mohegan with walking trails, beach & sprinkler park. Enjoy all that Fairfield has to offer in this special home!

211 Lloyd Dr, Fairfield
$1,652,000
3 Beds ⋅ 4 Baths ⋅ 24188193 MLS ⋅ Orchard Hills BLDG.
Welcome to one of Orchard Hills' most exceptional residences, a stunning, fully renovated end-unit offering the privacy and feel of a single-family home with the ease of luxury condominium living. Reimagined with over $300,000 in renovations and improvements in 2023 and 2024, this light-filled home showcases impeccable craftsmanship and designer finishes throughout. The elegant open floor plan is perfect for everyday living and entertaining. The chef's kitchen (remodeled in 2015) features custom cabinetry, and beautiful finishes that flow into sophisticated dining and living spaces centered around a charming wood-burning fireplace. Wide-plank hardwood floors, Andersen windows, custom millwork, new doors, lighting, paint, and Hunter Douglas window treatments enhance the home's refined aesthetic. Upstairs are two luxurious bedroom suites, including a spacious primary suite with multiple closets, a walk-in closet, and beautifully appointed bath, plus a newly created second-floor laundry room. The walk-out lower level includes a legal third bedroom, full bath, engineered wood flooring, generous storage, and access to a bluestone patio. Additional improvements include remodeled baths, renovated closets, a wireless security system, new water heater, sump pump motor, HVAC (2022), Hardie Board siding, and GAF Ultra HD roofing. A sparkling community pool and an attached garage further enhance this exceptional offering. Just moments from the heart of New Canaan & Metro-North Train.

123 Richmond Hill Rd Unit 18, New Canaan
$1,650,000
5 Beds ⋅ 6 Baths ⋅ 24189236 MLS
Spectacular manicured grounds w/sweeping lawns & vibrant gardens offer an extraordinary 2.5 acre private setting for this stunning Colonial brimming w/updates.Timeless traditional architecture is beautifully reimagined w/a modern sensibility creating stylish,welcoming interiors & fabulous outdoor living.Natural light fills the open design w/a bright uplifting atmosphere beginning in 2-stry marble foyer opening to exquisite coffered-ceiling DR & serene frpl LR.Refinished hardwood & chic lighting choices throughout.Elevated w/designer finishes,the updated skylit white Kit showcases sleek quartz counters,islnd,& waterfall peninsula.Walk-in pntry,Subzero,Wolf cooktop & pot filler.Generous breakfst rm adjoins striking vaulted ceiling frpl Fam Rm designed for connection w/open staircase to expansive Great Rm & private Study.French drs lead to charming 3 season Sunroom & enchanting outdoor living spaces.Gorgeous gunite pool,expansive terrace,& outdr LR w/built-in stone frpl set the stage for effortless gatherings & exceptional lifestyle.Wine Rm adds another layer of luxury-perfect for entertaining.When it's time to unwind,retreat to 1 of 5 spacious Bdrs,including tranquil main level Primary Suite offering huge wlk-in & indulgent updated bth w/steam shower & soaking tub.4 addt'l bdrs on upper level,all w/hrdwd & walk-ins,2 w/ensuite bths.Fabulous flexibility for recreation or hobbies in fin LL w/game rm,workout area,full bth,& versatile spaces. Comfortable Luxury in prime east Avon!

71 Woodford Hills Dr, Avon
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24174757 MLS
No more oil deliveries when you move to this geothermally heated and cooled home in a sought-after Farmingville neighborhood! A thoughtful 2011 renovation by BPC Green Builders focused on creating an environmentally sensitive home that makes the most of natural surroundings while decreasing dependency on fossil fuels; earning a Silver LEED certification. With an eye to the space needs of large gatherings, the homeowners created an inviting open layout that flows smoothly from the custom chef's kitchen to great room and family room beyond. A coffered-ceiling living room and stylish dining room add formal touches. Completing the main level is a corner office and stylish powder room. Banks of windows bring the outside in. A focus on blending elegance with practicality continues in the primary suite where a sitting room was transformed into a spectacular walk-in closet. The fully renovated primary bath includes extra storage while a hall bath and 3 more bedrooms complete this level. A semi-finished walkout basement, w/heat, AC and full bath, provides ~ 1000 sq feet additional space (not in sq ft) for fun/ games and more. Step outside to patios for your firepit and watching the sunset. Sports enthusiasts will be thrilled to find the existing base of a sport court/hockey rink. An air-tight well insulated building envelope provides maximum energy efficiency. Centrally located and close to shopping, schools and entertainment in CT's #1 cultural district. Only 60 miles to NYC.

33 Hunter Ln, Ridgefield
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24164675 MLS
Set on over four park-like acres in sought-after Guilford, this stately custom built colonial blends exceptional craftsmanship with refined modern living. Thoughtfully enhanced by the current owner, the home features integrated smart home technology paired with curated, high-end upgrades, creating a seamless balance of innovation and timeless design. A dramatic two-story foyer with marble floors and a suspended circular staircase opens to an interior defined by hardwood floors, inlaid accents, 9-foot coffered cherry ceilings, oversized windows, and custom millwork. The open layout connects the living and family rooms, each with a fireplace, to an eat-in kitchen ideal for gathering and entertaining. The home offers two potential primary suites, including a first-floor retreat with backlit tray ceiling, dual walk-in closets, and French doors leading to the patio, complemented by a spa-like bath. A richly appointed library with rolling ladder adds warmth and character. The partially finished lower level features a recreation room and a distinctive wine pantry, enhancing the home's lifestyle appeal. Outdoors, enjoy a heated in-ground pool with pavilion and outdoor shower, all set within a serene, private setting. Just minutes from the Guilford Green, boutique shops, acclaimed dining, beaches, marinas, and commuter routes, this exceptional residence offers a rare blend of privacy, sophistication, and coastal convenience.

350 Squaw Ln, Guilford
$1,650,000
3 Beds ⋅ 3 Baths ⋅ 24164401 MLS ⋅ Graystone BLDG.
Welcome home to this beautifully maintained condominium in coveted Graystone! Offering the perfect blend of space, comfort, and an unbeatable prized in-town location, this is the one. This bright and spacious residence features hardwood floors throughout, three generously sized bedrooms, all thoughtfully situated on one level, along with three full bathrooms. The home is ideal for both everyday living and effortless entertaining.The renovated and expansive kitchen is warm and inviting, complete with a large bow window dining area- ideal for morning coffee or casual meals. A sun-filled family room highlighted by four skylights, complemented by the living and formal dining areas, offers versatile spaces for both relaxation and entertaining. The large unfinished lower level offers additional possibilities, perfect for a home office, gym, or recreation area. Step outside to your own private, fully fenced stone patio, a peaceful retreat for outdoor enjoyment. An attached one-car garage offers convenient year-round access, while second-level laundry adds everyday ease. Set within a beautifully maintained condominium community, this home places you just steps from the best of New Canaan's downtown living-dining, shopping, parks and more. Move right-in to this delightful unit, and enjoy this easy lifestyle.

58 Lakeview Ave Unit 9, New Canaan
$1,650,000
4 Beds ⋅ 2 Baths ⋅ 24159671 MLS
Sun-filled, Beachy Colonial ideally located beside a coveted private cul-de-sac just moments from the Darien train & Darien Commons. Thoughtfully updated with numerous improvements and upgrades, including a stylish, top-of-the-line eat-in kitchen designed for both everyday living and effortless entertaining.The open, flexible floor plan offers the rare option of a primary suite on either the main level or the second floor. Four bedrooms and two full baths provide comfortable living, complemented by a formal living room and a bright, elevated office/playroom - perfect as a work-from-home space or Peloton room - set among the treetops with beautiful views. Outside, enjoy a fully fenced yard and inviting patio ideal for gatherings, outdoor dining & relaxed afternoons. The charming private court is known for its welcoming sense of community, hosting block parties and cozy fireside evenings. Enjoy exceptional walkability to the train, restaurants, beaches & town. Located in the award-winning Blue Ribbon Hindley School district. Additional features include a basement with new French drains and sump pump.

25 Hillside Ave, Darien
$1,650,000
4 Beds ⋅ 3 Baths ⋅ 24128928 MLS
Ideally situated in southern Wilton near the New Canaan border, this beautifully appointed four-bedroom, 2.5-bath Colonial with a heated gunite pool pairs a private setting with easy access to surrounding amenities. Set on 2.6 acres along one of Wilton's most scenic roads, the property provides a peaceful and inviting setting. Sun-filled and thoughtfully designed, the main level offers an easy flow for everyday living and entertaining. A spacious 30-foot eat-in kitchen opens to the backyard and flagstone patio, creating seamless indoor-outdoor living. The vaulted great room features exposed wood beams, a fireplace, and custom built-ins, and opens through French doors to a charming wood-paneled sunroom with sliding windows and doors, and a herringbone tile floor. Additional highlights include a formal dining room with detailed wood paneling and bay window, a living room with a wood-burning fireplace, and a private upper level retreat over the garage with new carpeting. Outside, enjoy a private in-ground pool and a stone patio ideal for entertaining. An unfinished basement with high ceilings offers excellent expansion potential. Freshly painted with recent updates, newer mechanicals, and a generator, this home offers the very best of Wilton living.

360 Thayer Pond Rd, Wilton
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 24151120 MLS
Location dream! Charming Colonial styled split level home is picture perfect in sought after neighborhood with newly paved sidewalks to schools, YMCA, Waveny Park and town! This well cared for home lives large with over 2200SF and an open concept flow. Sunny and spacious Living and Dining areas open to a fabulous screened porch and deck overlooking the manicured yard. Enjoy mature landscaping and room for playscapes and lawn games. The bay window and wood-burning fireplace are the focal points in the Living Room and the Dining area opens to Kitchen with custom wood cabinets, Viking gas cooktop & stainless appliances. A main floor family room is convenient with laundry room and access to garage while the lower level media room w/closet can be additional guest area, playroom or office. Hardwood floors throughout offer a contemporary feel. The spacious upstairs Primary Suite has walk-in closet, full bath and opens to an upper level deck. Two other good sized bedrooms and full bath across the hall. Extra deep two car garage and large parking area in driveway allows plenty of space for a bball hoop! Town water and sewer and natural gas hook-up in street for easy switch if desired as well as expansion possibilities make this home a great opportunity. Being sold as is. Tenants are currently in place, Showing appts required.

36 Village Dr, New Canaan
$1,648,000
3 Beds ⋅ 3 Baths ⋅ 24185125 MLS
Nestled within an enclave of distinguished homes in the heart of Old Saybrook, this exceptional residence captures sweeping water views and breathtaking morning sunrises, offering a rare blend of sophistication, and timeless coastal charm. From the moment you enter this light filled home, exceptional craftsmanship and design are evident. Custom millwork defines each space, while rich wood flooring throughout creates warmth and seamless flow from room to room. Newly installed Pella Windows and Doors enhance both beauty and energy efficiency. At the heart of the home lies a beautifully appointed gourmet kitchen, masterfully renovated for both culinary excellence and everyday living. A generous center island anchors the space, complemented by exquisite, honed marble countertops. Premium appliances-including a Sub-Zero refrigerator and professional six-burner gas range are paired with a classic farmhouse sink, bespoke built-ins, and French doors leading to the terrace. The home offers both refined and casual living spaces from the elegant Living-room, centered on a fireplace with French doors leading a covered porch, a formal dining room that's perfect for entertaining and a more casual family room. The luxurious primary suite serves as a private retreat, complete with its own private balcony. Finishing off the second floor are two more spacious bedrooms, each with water-views. Every detail has been thoughtfully curated into one exceptional Package.

5 Cove Lndg, Old Saybrook
$1,646,000
3 Beds ⋅ 3 Baths ⋅ 24157009 MLS
Welcome to 171 Raymond Street - a beautifully updated 3-bedroom home offering the perfect blend of comfort, style, and convenience. The main level features an open floor plan designed for modern living, seamlessly connecting the beautifully renovated kitchen, family room, and dining area. The kitchen is thoughtfully updated with quality finishes and flows effortlessly into the main living spaces, creating an inviting atmosphere for both everyday living and entertaining. The spacious primary suite provides a peaceful retreat, complemented by two additional well-appointed bedrooms. A fully finished and permitted lower level adds valuable living space - ideal for a media room, playroom, home office, or gym. Step outside to enjoy the expansive outdoor area, complete with a generous dining patio perfect for entertaining, relaxing, and enjoying warm evenings with family and friends. Conveniently located just minutes from Rowayton Village, downtown Darien, and a variety of shopping and dining options, this home offers exceptional lifestyle appeal in a prime location.

171 Raymond St, Darien
$1,631,000
4 Beds ⋅ 3 Baths ⋅ 24166194 MLS
All offers are respectfully requested by Monday, May 4th at 3:00 PM, please include full details with submission. Sparkling and bright, this move-in ready home offers surprising space across five beautifully finished levels, thoughtfully designed for both everyday living and effortless entertaining. Sunlight fills the interiors, complemented by a long list of thoughtful updates and improvements that reflect a high level of care and meticulous maintenance throughout. A covered front porch sets a gracious tone on arrival, inviting quiet mornings and relaxed evenings, while the expansive rear deck and luxurious hot tub are perfectly suited for unwinding or gathering with friends. Set on a lovely, flat property with beautiful flowering trees, the home offers a rare sense of space and privacy while still being close to everything. Ideally located just moments from town, with easy access to schools, parks, and daily amenities, you'll enjoy nearby tennis and pickleball courts at Town Farm Park, along with the dog park and open green space at Winslow Park for picnicking and easy recreation. Restaurants, shopping, and all that makes Westport so special are close at hand, creating an easy, enjoyable lifestyle in a truly inviting setting.

107 Compo Rd N, Westport
$1,630,000
5 Beds ⋅ 6 Baths ⋅ 24168962 MLS
Set on nearly 5 private acres in Stonington, this exceptional custom-built Colonial offers the perfect blend of luxury, space, and versatility. Built in 2007, this meticulously crafted home features 5 bedrooms, 5.5 bathrooms, and over 4,000 sq. ft of beautifully finished living space, plus an additional 1,500 sq. ft in the fully finished lower level. High-end finishes throughout, including foyer with marble tiles, 9ft ceilings, oversized doors, radiant heat across the first floor and in the primary bathroom, and a thoughtfully designed layout. The living room features custom built-ins and a fireplace that anchors the space with warmth and character. Pella windows fill the home with natural light. The kitchen is equipped with Sub-Zero refrigeration, a Wolf cooktop, dual wine fridges, and custom cabinetry. The spacious primary suite offers two walk-in closets, a dedicated office, and direct access to a private deck. An in-law suite with a separate entrance provides exceptional flexibility-ideal for multigenerational living, guests, or a private home office setup. The finished lower level expands your living options with a full kitchen, bathroom, and ample space for recreation, fitness, or extended stays. Additional highlights include a two-car garage, a whole-house generator, sprinkler system and a storage shed. A rare offering combining acreage, quality construction, and upscale amenities-just minutes from Stonington's charming village, beaches, and coastal attractions.

212 Flanders Rd, Stonington
$1,626,000
4 Beds ⋅ 4 Baths ⋅ 24168680 MLS
Exceptional New England Cape Cod architecture, beautifully sited on a coveted Ridgefield cul-de-sac. Meticulously maintained, this residence reflects true pride of ownership with a refined yet inviting sensibility throughout. A gracious center hall Foyer introduces interiors of understated sophistication and timeless appeal. The thoughtfully designed floor plan features a desirable main-level Primary Suite, along with elegantly proportioned Living and Dining Rooms ideal for both formal entertaining and relaxed gatherings. The spacious Chef's Kitchen, appointed with custom solid cherry cabinetry, opens seamlessly to an impressive Family Room with vaulted ceilings, exposed beams, fireplace, and abundant natural light. A stunning four-season Sunroom extends the living space with serene views of the beautifully landscaped grounds. The main level also includes a fully equipped Laundry Room, Powder Room, Full Bath, and an additional spacious Bedroom. Upstairs, two well-appointed Bedrooms share a Jack-and-Jill Bath, complemented by a Media Room and a distinctive flex space with custom built-ins overlooking the interior below. Set on 1.57 breathtaking acres with specimen plantings, elegant hardscaping, and an expansive patio. Beautiful curb appeal highlighted by a circular driveway. Moments to downtown Ridgefield-Connecticut's premier cultural destination-offering top-tier venues, dining, galleries, and shopping. A truly exceptional offering. Approx. 1 Hour to NYC

19 Hull Pl, Ridgefield
$1,625,000
2 Beds ⋅ 3 Baths ⋅ 24185794 MLS ⋅ Forest Glen BLDG.
Rare opportunity to own one of just four residences in the desirable Forest Glen Condominium Association, ideally located moments from downtown New Canaan, the train, shops, and the renowned restaurants along Forest Street. Offering 2,326 square feet of living space, this spacious condominium lives much like a single-family home with two bedrooms, three full bathrooms, and a versatile first-floor room that provides the flexibility for a guest room, home office, or first-floor bedroom. Meticulously maintained by its original owner, the home has been thoughtfully refreshed with freshly painted interiors, newly refinished hardwood floors, a new furnace, and new central air conditioning. Generous living and entertaining spaces flow seamlessly to a private terrace and backyard, creating the perfect setting for outdoor dining, gardening, or simply relaxing. The unfinished lower level offers exceptional storage and exciting potential for future expansion. Additional highlights include a one-car garage and low-maintenance condominium living in a boutique four-unit association. A rare combination of space, privacy, updates, and an unbeatable in-town location.

99 Forest St Unit 99, New Canaan
$1,625,000
3 Beds ⋅ 3 Baths ⋅ 24164160 MLS
Nestled within one of Old Lyme's most desirable neighborhoods, this exceptional Colonial offers a refined yet welcoming lifestyle defined by natural light, seamless flow, and timeless appeal. Sunlight pours through multiple skylights and thoughtfully placed windows, illuminating rich hardwood floors, detailed trim, and a gracious foyer that sets the tone for the home's elegant yet comfortable design. The main level blends formal and casual living effortlessly, anchored by a dramatic great room with a striking floor-to-ceiling fireplace. In the living room and kitchen, French doors with arched leaded glass add architectural charm and open beautifully to the expansive deck and yard, creating a seamless connection to the outdoors.The kitchen is designed for both everyday living and entertaining, featuring marble countertops, top-tier appliances, a wine bar refrigerator, generous workspace, and easy access to the backyard. Upstairs, the primary suite serves as a private retreat with its own fireplace, spacious bath with skylights, multiple closets, and an adjoining large finished bonus space, also with skylights-ideal for a home office, craft room, or sitting room. Additional bedrooms are well proportioned and complemented by updated baths, while the insulated third-floor attic offers excellent storage or future expansion potential.The walk-out lower level adds versatility with finished rooms that open directly to the outdoors.

9 Matson Rdg, Old Lyme
$1,625,000
3 Beds ⋅ 3 Baths ⋅ 24147483 MLS
An incredible and rare opportunity awaits with this custom built expanded ranch set on an extraordinary 28+ acre parcel, offering unmatched privacy, serenity, and timeless New England charm. This true country estate-which has been used as a multigenerational farm property-features 2 gorgeous spring fed ponds and offers exceptional potential for equestrian use or future subdivision. Thoughtfully sited, the home overlooks bucolic rolling grounds, shimmering ponds, and a picturesque hillside. Inside, an inviting open floor plan centers around a stunning family room/great room, with a Buck wood stove, where French doors lead to a deck showcasing panoramic views of the idyllic landscape. Built by its original owner with only the highest quality materials, the home also features; a wonderful eat-in kitchen open to an expansive dining room; 3 generous sized bedrooms with abundant closet space; 2 full baths; an oversized 3 car garage, multi-zone heat and central air-conditioning. There's a partially finished lower level w/half bath, perfect as a workshop or easily converted into additional living space. The site is further enhanced by a barn & multiple sheds, creating a nature lover's retreat surrounded by peaceful scenery. The barn has potential to be converted to a stable or offers space for equipment, animals or storage. Conveniently close to major highways, Yale, downtown New Haven and shopping. Located in an award winning school district, making it a truly exceptional offering!!

61 Edwards Rd, Bethany
$1,625,000
24027417 MLS
Fantastic level lot with water views and Brook on property. Right of way to Grupes Reservoir LLC.

469l N Wilton Rd, New Canaan
$1,620,000
5 Beds ⋅ 4 Baths ⋅ 24166329 MLS
Welcome to the Original Norman Dairy Farmhouse, where 1900s craftsmanship meets 21st-century convenience. Originally the heart of a local dairy operation, this stately 5-bedroom residence sits on nearly an acre of level, sun-drenched land. Enter through the home's iconic wrap-around porch and beautiful entry door to soaring 9 foot ceilings throughout the primary living spaces. The main level is designed for gathering, a stately parlor with custom built-ins, a formal living room & dining room, and an expansive family room. The updated kitchen serves as the hub of the home, featuring granite countertops and a sunny breakfast nook overlooking the grounds. With 5 generous bedrooms and three finished levels-including a private third-floor retreat and a dedicated media room - floor plan offers endless flexibility. Located just a stone's throw from the Talmadge Hill train and top-rated schools, this landmark home offers a lifestyle of quiet elegance and historical depth.

533 Old Stamford Rd, New Canaan
$1,620,000
7 Beds ⋅ 7 Baths ⋅ 24105165 MLS
Introducing an exquisite blend of history & modern luxury at 188 Wolf Neck Rd, Stonington. This extraordinary estate, built in 1700s & masterfully reimagined in 2019, marries timeless charm w/ contemporary sophistication. The main home spans over 5000SF, featuring 4 spacious BR & 4.5 luxurious BA, offering an abundance of space for relaxation/entertaining. The modern guest house, built in 2020, w/ over 2100SF has 3 BR & 2.5 BA, perfect for family/friends. As you enter, you'll be greeted by a seamless integration of state-of-the-art smart features & custom design elements, ensuring a comfortable & connected living experience. The sophisticated kitchen is a chef's dream: Wolf appliances, dual propane range, double sink, double dishwasher, & bread warming drawer, making it perfect for entertaining large parties. Highlighted by custom cabinetry & an oversized island, it's a space designed for functionality & style. The main living areas boast a catwalk w/ soaring ceilings, offering an open & airy atmosphere. The estate offers a lifestyle of leisure w/ a saltwater pool & serene pond, all set against the stunning backdrop of breathtaking sunsets. The expansive outdoor area includes a rear deck, patio, & front porch, allowing you to enjoy nearly 10 acres of privacy adjacent to a 200-acre nature preserve. Experience the pinnacle of refined living in this one-of-a-kind Stonington estate where every detail is thoughtfully curated to offer a blend of historic elegance & modern comforts.

188 Wolf Neck Rd, Stonington
$1,615,000
3 Beds ⋅ 2 Baths ⋅ 24179622 MLS
Rare opportunity to own in one of Madison's most coveted shoreline locations. Just steps from East Wharf Beach and a short stroll to downtown Madison's shops, acclaimed restaurants, and vibrant village center, this 3-bedroom, 2-full-bath residence captures the essence of Connecticut coastal living. Privately sited on a beautifully maintained lot with an in-ground pool, the property offers a rare combination of beachside convenience and backyard seclusion. The outdoor spaces invite relaxation and entertaining, while a detached 2-car garage provides additional flexibility for storage and more. Inside, the home is filled with warmth and character. The main level features a lovely sun/sitting room, a dining room designed for gathering, and a cozy living room anchored by a fireplace. The bespoke kitchen showcases charming built-in pine features that reflect the home's timeless appeal. A tucked-away doorway off the living room reveals a finished lower level currently enjoyed as a den and media room-an unexpected and inviting extension of the living space. Can be enjoyed as a year-round residence, seasonal escape, or thoughtfully reimagined coastal retreat with exceptional location, timeless character, and tremendous potential! Wake to the scent of salt air, spend your days at the beach, stroll into town for dinner, and return to the privacy of your own backyard oasis. A truly special offering in one of Madison's most sought-after coastal settings!

86a E Wharf Rd, Madison
$1,615,000
4 Beds ⋅ 4 Baths ⋅ 24172387 MLS
As quintessential Bridgewater as it gets, this exceptional residence - originally the Mallet District Schoolhouse, circa 1829 - was masterfully restored & expanded in 2006 - blending historic charm with modern amenities. Set on a coveted, level acre lot, framed by classic New England stone walls, the property offers gorgeous rolling lawns in a park-like setting. Inside, exquisite period details shine with wide-plank oak floors, stunning custom millwork, and five wood-burning fireplaces - complemented by phenomenal room scale and abundant natural light. The chef's kitchen is beautifully appointed with an 11-foot island, farmhouse sink, & gorgeous high-end appliances. The sunlit eat-in area opens to a serene bluestone patio. The open layout seamlessly flows to a paneled family room with fieldstone fireplace & powder room, as well as elegant formal living and dining rooms - both with striking brick fireplaces. The original school house wing features a private bedroom suite with sitting area & marble bath. Upstairs, the primary suite offers a walk-in closet, marble bath with clawfoot tub, and fireplace. Down the hall, there are 2 additional guest bedrooms, marble hall bath, and a laundry area. There is also a large walk-up attic and walkout lower level that both offer expansion potential. Outside, there is a charming two car detached garage. Situated in one of Bridgewater's most sought-after settings, this property offers the opportunity to embrace a refined country lifestyle.

397 Christian St, Bridgewater
$1,611,500
3 Beds ⋅ 3 Baths ⋅ 24158437 MLS ⋅ Stepping Stones BLDG.
A rare opportunity to live in a granite and limestone estate of historic significance, just moments from the heart of downtown New Canaan. Set on three beautifully landscaped acres, Stepping Stones is a distinguished residence of only eight bespoke condominiums, showcasing exceptional period craftsmanship including soaring ceilings, European millwork, and Hope steel windows. This turnkey residence spans two floors and blends timeless architecture with refined updates. Highlights include antique plank floors, a custom Deane kitchen and a gracious south-facing living room with wood-burning fireplace. A recently finished all-season conservatory opens to an expansive private stone terrace, ideal for year-round dining and entertaining. The second floor offers two spacious en-suite bedrooms, including a primary suite with fireplace, dressing area, and generous closets. The third bedroom has been thoughtfully redesigned as a beautiful office. Additional features include in-unit laundry and private storage within the building. Enjoy estate-like grounds with the ease of a professionally managed property, all just minutes to the train, village center, Irwin Park, library, shops, and restaurants. A truly special in-town New Canaan offering.

705 Weed St Unit 7, New Canaan
$1,610,000
4 Beds ⋅ 5 Baths ⋅ 24160116 MLS
Start with Real Estate Rule #1: Location, Location, Location. Add #2: Great curb appeal, and you've found the perfect introduction to this classic, timeless Center Hall Colonial. Designed for both everyday living and effortless entertaining, the home offers spacious interiors paired with a lovely, level property. And so much more: The gracious front-to-back living room with fireplace provides a warm and inviting gathering space, while the formal dining room comfortably accommodates 12-14 guests for memorable celebrations. A true cook's kitchen is the heart of the home, featuring two sinks, two dishwashers, three ovens including a 6-burner range, plus a full-size refrigerator and full-size freezer-ideal for hosting and daily living alike. The flexible floor plan includes a first-floor bedroom with a private, newly renovated full bath-perfect for guests or multi-generational living-along with a dedicated home office and a bright family room with French doors and skylights that bring the outdoors in. Upstairs, three spacious bedrooms offer generous closet space, while the finished lower level is warm and welcoming with a brand-new full bath, creating the perfect space for recreation, fitness, or additional living. Bathed in beautiful southern exposure, natural light fills the home throughout the day. A rare blend of charm, functionality, and exceptional location.

27 Holbrook Dr, Stamford

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