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592 W Hill Rd, Stamford
$1,650,000
5 Beds ⋅ 4 Baths ⋅ 24196481 MLS
**ALL OFFERS to be submitted by Sunday 9/20 at 6pm** Move right into this timeless classic Colonial, beautifully sited on 1.49 manicured acres with a fully fenced backyard in the heart of desirable Westover. Brimming with character and thoughtfully updated throughout, the home welcomes you with a stunning foyer that opens to an expansive living room with a wood burning fireplace and a bright, elegant formal dining room. The chef's kitchen offers generous space for cooking and entertaining and flows into an expansive pantry and mudroom for exceptional everyday functionality. The grounds are perfect for entertaining, a large front patio, and back deck for BBQ's. Plenty of room for a pool and site plans available for a 3 car garage. Freshly painted throughout, the home also features beautifully refinished hardwood floors across the first and second levels. Upstairs, the completely renovated primary suite features a spacious walk-in closet and luxurious marble bath with Waterworks fixtures. The third floor, converted in 2024 adds an additional bedroom, full bath, and bonus office space, ideal for guests, working from home, or flexible living. Extensive improvements include a new 5 bedroom septic system (2021); Full HVAC and Electrical upgrades (2022); EV charger (2023); and third floor renovation (2024).

592 W Hill Rd, Stamford

5 Aspetuck Ln, Westport
$1,650,000
6 Beds ⋅ 4 Baths ⋅ 24197969 MLS
Rare Opportunity to own two private acres on the Aspetuck River in Westport. Tucked away at the end of a quiet cul-de-sac, this gracious Colonial offers an extraordinary blend of privacy, natural beauty and relaxed country living. Set on two spectacular acres, the property extends to and beyond the banks of the river, creating a truly unique waterfront retreat. A natural riverside setting invites fishing, kayaking, and peaceful moments by the water's edge, where the soothing sounds of the flowing river provide a constant connection to nature. Mature trees frame the landscape, while a private tennis court enhances the exceptional recreational appeal and creates a remarkable park-like setting. Designed for both comfortable living and effortless entertaining, the home features a spacious living room, an elegant dining room with handsome built-ins, a den with dry bar, and a family room with FP. The thoughtfully appointed kitchen includes a farmhouse sink and Wolf and Sub-Zero appliances. There is a generator for your peace of mind. An important recent improvement is a new roof installed approximately two years ago. Whether enjoying morning coffee on the screened porch overlooking the water, entertaining guests on the deck, playing tennis, launching a kayak, or unwinding beside the river at day's end, this home offers an exceptional lifestyle and rare opportunity to experience nature's beauty. Just minutes from all that Westport has to offer.

5 Aspetuck Ln, Westport

2435 Boston Post Rd, Darien
$1,650,000
5 Beds ⋅ 4 Baths ⋅ 24184615 MLS
Spacious Colonial in the sought-after Hindley Elementary School district! Offering over 2500sf on the main and upper levels, this 5-bedroom, 3 full and 1 half bath home is designed for comfortable everyday living and entertaining. The oversized primary suite is complemented by generous living spaces, while 500sf finished lower level with wet bar provides an ideal recreation room, media room, home gym, or entertaining space. The eat-in kitchen opens to a large deck overlooking a private, fully fenced backyard-perfect for outdoor dining, children, pets, and summer gatherings. Enjoy the convenience of sidewalks leading to Darien's train station, downtown shops, restaurants, parks, beaches, and the Darien YMCA with beach view just across the street, offering competitive swimming and outstanding gymnastic programs, nursery school and activities for all ages. Public transportation is nearby, and quick access to I-95 makes commuting a breeze. Move right in and experience the exceptional convenience and lifestyle that Darien has to offer.

2435 Boston Post Rd, Darien

36 Oneill Ct, Ridgefield
$1,650,000
4 Beds ⋅ 3 Baths ⋅ 24185633 MLS
Privately situated on almost 2.5 ac at the end of a cul-de-sac, this extensively renovated Colonial exudes sophistication and contemporary elegance, while maintaining all the comforts of everyday living. Every major system & finish has been thoughtfully upgraded among three floors of finished living space. The traditional flr plan is enhanced by an open flow throughout the first floor; formal LR & DR flank either side of the entry foyer. A dramatic great room w/soaring 20+ ft ceilings, exposed wood beams, and a floor-to-ceiling brick fplc serves as the architectural centerpiece of the home. Designed for modern living and effortless entertaining, the chef's KIT feat a 10' center island, professional-grade Thermador appliances, Sub-Zero ref, custom cabinetry, and seamless flow to the home's principal gathering spaces. The main level also offers a dedicated office or playroom, half BA and renovated laundry rm. Upstairs, hrdwd flrs extend throughout while the luxurious Primary Suite is anchored by a newly renovated spa-inspired BA; three guest BRs and a hall BA complete this level. The 1000SF basement feat a full BA, rec space, custom wine cellar, wet bar and direct access to the expansive patio and sprawling backyard. Located less than 1/4 mile from Ridgefield's middle and high schools and just minutes from Salem Golf Club, this exceptional property offers a rare combination of privacy, convenience, craftsmanship, and turnkey living in one of Ridgefield's most desirable settings

36 Oneill Ct, Ridgefield

496 Trinity Pass Rd, New Canaan
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24073041 MLS
This 4 bedroom,3.5 bath tastefully renovated vintage home has an open floor plan,walls and windows with divided light and high ceilings, creating an instant sense of peace and well being. A stone hearth at the entry is surrounded by walls of bookshelves and a reading corner. The beamed living room and adjacent sun room overlook a romantic tiered garden and flat lawn. The fireplace's stone wall frames the dining space, and French doors open onto the garden patio and pergola. The warm polished wood island featuring a copper bar sink is the centerpiece of a perfect chef's kitchen. Down a private hall is the walk out first floor bedroom with full bath, walk in closet and adjacent laundry room. Upstairs an exercise/ gym space is conveniently located outside the primary suite with it's private office, high ceilings, walk in closet, and elegantly kitted bath (soaking tub, double sinks, walk in shower) Two additional generously proportioned bedrooms share a large hall bath. Convenient to charming Scott's Corners and just a few minutes to New Canaan town center, this is a special spot. Swing on the front porch, have morning coffee on the patio, wander the charming garden features, plant the enclosed garden with vegetables, flowers and herbs. Breathe. Zen living behind a stone wall on a rural street.This one is just right.

496 Trinity Pass Rd, New Canaan

49 Mollbrook Dr, Wilton
$1,650,000
4 Beds ⋅ 3 Baths ⋅ 24173839 MLS
Tucked away at the end of a quiet cul-de-sac in desirable Lower Lower Wilton on the Westport border, this beautifully updated Colonial offers the perfect blend of privacy, convenience, and lifestyle. Set on 2.35 flat, dry acres with an in-ground pool, this 4-bedroom, 2.5-bath home features approximately 3,500 square feet of thoughtfully designed living space. A newly renovated eat-in kitchen showcases quartzite countertops, stainless steel appliances, and seamless flow for everyday living and entertaining. Spacious living and family rooms each feature wood-burning fireplaces, while a dedicated home office and sun-filled bonus room with polished concrete flooring provide flexible spaces for work, relaxation, or recreation. The second floor offers four generously sized bedrooms, including a spacious primary suite, along with the convenience of second-floor laundry. A walk-out lower level features an exceptional mudroom area with abundant storage and functionality. Additional highlights include city water, an ideal commuter location close to both Wilton and Westport amenities, and a rare combination of level land, neighborhood setting, and move-in-ready condition. Wired for generator. Underground electric.

49 Mollbrook Dr, Wilton

33 Hunter Ln, Ridgefield
$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

110 Sport Hill Rd, Redding
$1,650,000
5 Beds ⋅ 6 Baths ⋅ 24165654 MLS
A rare blend of scale, privacy and value, this beautifully maintained Redding retreat offers over 6,000 square feet of flexible living space. From the gracious front entry, the home unfolds with purpose and ease. To the right, a private library/home office creates a quiet place to work. Straight ahead, the living room frames peaceful views of the pool and grounds, while the formal dining room leads toward the heart of the home: a large eat-in gourmet kitchen open to an impressive family room with soaring ceilings, walls of windows, and abundant natural light overlooking the property. The traditional second floor offers a spacious primary suite with walk-in closets and serene backyard views, along with three additional bedrooms. The finished lower level adds tremendous versatility, featuring a large suite and lounge area ideal for guests, au pair, or in-law living, with direct access to the mudroom, garages and a separate exterior entrance. A second exterior entrance leads to a fully private studio or workshop. Outdoor living is a standout, with an expansive deck surrounding the pool and generous space for entertaining, relaxing and enjoying the private setting. The detached pool house/guest house adds incredible flexibility with a living area, kitchenette, bedroom and loft space. With exceptional square footage, privacy, lifestyle amenities and tremendous value compared with pricing being achieved in surrounding Fairfield County towns, this is a must see property.

110 Sport Hill Rd, Redding

101 Applegate Rd, Fairfield
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24173535 MLS
Welcome to this exceptional fully reimagined home at 101 Applegate Road, perfectly set on a quiet, walkable horseshoe street just off Fairfield Woods Road in one of Fairfield's most desirable neighborhoods. This thoughtfully designed 4-bedroom, 3 full and 1 half bath home blends timeless style with modern functionality, offering the ideal layout for today's lifestyle. Step inside to a bright, open floor plan featuring gleaming hardwood floors and high-end finishes throughout. The heart of the home is a stunning, designer kitchen with premium appliances, custom cabinetry, and a spacious island-perfect for everyday living and effortless entertaining. The kitchen flows seamlessly into the main living and dining areas, creating a warm and inviting atmosphere. Upstairs, the primary suite offers a private retreat with a beautifully appointed bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Every detail has been carefully curated, delivering all the bells and whistles buyers expect in new construction. Set in a peaceful yet convenient location, you'll enjoy easy access to schools, shopping, dining, and everything Fairfield has to offer-while still feeling tucked away in a quiet neighborhood setting. A rare opportunity to own an architecturally redesigned and rebuilt home of in an established, sought-after Fairfield location.

101 Applegate Rd, Fairfield

82 Lee Dr, Fairfield
$1,650,000
5 Beds ⋅ 3 Baths ⋅ 24174607 MLS
Ideally located in the highly sought-after Sasco Hill neighborhood, this exceptional coastal home offers the rare advantage of beach-area living outside the flood zone-no flood insurance required. Perfectly positioned between town and shoreline, the property features a stunning second-floor addition completed in 2025 with over $200,000 invested, including a rooftop deck with beautiful Long Island Sound views. The open kitchen with granite counters and updated commercial-grade Thermador appliances flows into a sunny family room with built-ins and glass doors leading to the expansive fenced yard and deck. The living room showcases an authentic and working original fireplace crafted with Long Island Sound stone, adding historic charm and warmth. The main level offers 2 bedrooms and a full bath, while upstairs features a spacious primary suite with en-suite bath, 2 additional bedrooms, full bath, and laundry. Unfinished lower level with 9' ceilings and plumbing for future bath offers excellent expansion potential. Plenty of room for a pool. Additional features include new HVAC, hot tub, sprinkler system, shed, and backyard entertaining space. Walk to Sasco Beach, Pine Creek Beach, golf, tennis, scenic Southport Village, harbor, dining, shopping, and vibrant downtown Fairfield. Exceptional coastal lifestyle only 50 miles from New York City. Move in Ready

82 Lee Dr, Fairfield

132 1/2 W Norwalk Rd, Norwalk
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24172632 MLS
This beautiful waterfront Colonial with almost 4000 finished square footage has it all. Nature scenes abound from most every window. The two story Foyer has a sweeping staircase. On your left is the Living Room with built-in bookshelves and a helpful Library-style ladder. The Formal Dining Room with wainscoting is on your right. The eat-in Kitchen is huge and has a massive island. It is open to the sunny Family Room with fireplace. Both rooms open out to expansive decking. An office with shelving has its very own screened-in porch and is just perfect for work from home days. A Powder Room completes the 1st floor. Upstairs, the large primary suite has great closet space and a Zen-like bath. There are also three other Bedrooms and a hall bath, as well as a spacious Laundry Room on the second floor. The walk-out Lower Level has a tiled Family Room and a full bath, which is ideal for the pool. There's a heated pool and a lovely pergola. An added plus is a dock, providing access to the Five Mile River-fed Lake. A generator gives the owners peace of mind. This Lakefront home is tucked away for privacy with its magnificent views, but mere minutes to everything else.

132 1/2 W Norwalk Rd, Norwalk

15 Silversmith Ln, Redding
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24167129 MLS
Artisan Craftsmanship Meets Modern Autonomy - Your Private Oasis Awaits! Nestled on 4 idyllic, professionally landscaped acres at the end of a quiet cul-de-sac, this spectacular 2002 post-and-beam is a perfect blend of artisan craftsmanship and modern design. Built to exacting standards, this "one-of-a-kind" residence presents a dramatic, flexible open floor plan bathed in natural light through walls of windows highlighting exposed beams, soaring ceilings, and rich hardwoods. The chef's kitchen gleams with cherry cabinetry, upscale appliances, and quartz and limestone finishes. The home features a much-desired bedroom suite on the main floor as well as a primary suite upstairs, two additional bedrooms and a sleeping loft! Outdoor living is unrivaled: a heated Gunite salt-water pool, an expansive stone patio and fireplace, a wrap-around porch with panoramic views of the lush landscape, gardens, and a private stream-fed pond with a fountain. Beyond the beauty lies incredible efficiency. This home boasts high-efficiency mechanicals, seamed metal and arch shingle roofing (2021), a whole-house generator, on-demand hot water system, propane/HW system, pond-fed irrigation system, electric car charger, and a 1000-gallon propane tank for up to two weeks of off-grid autonomy. Sophisticated, secure, loaded with character, immaculate and artfully designed. This is the dream lifestyle realized - a mini-resort in the Summer, a wonderland in the Winter and very, very special.

15 Silversmith Ln, Redding

58 Lakeview Ave Unit 9, New Canaan
$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

192 Barclay Dr, Stamford
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24168271 MLS
Seller requests highest and best offers, with complete terms, by Tuesday 12PM. Turn-key and ideally set on a cul-de-sac near the Greenwich and Westover border, 192 Barclay Drive offers updated living, flexible space, and convenience less than one hour from NYC. Beautifully maintained, the home features sun-filled rooms, refinished hardwood floors, a recently renovated kitchen, updated baths, premium custom windows, new siding, upgraded HVAC, and numerous recent system improvements that reflect exceptional care. The private backyard is designed for both relaxation and entertaining, with a pool, refreshed deck, updated hardscape, and inviting outdoor spaces. An integrated wing of the home adds exceptional versatility, ideal for an in-law suite, guest quarters, pool lounge, home office, or studio. Just minutes to the Merritt Parkway, shopping, and dining.

192 Barclay Dr, Stamford

66 Catherine Ter, Fairfield
$1,650,000
4 Beds ⋅ 3 Baths ⋅ 24133884 MLS
OFFERS DEADLINE IS NOON TUESDAY, APRIL 21. Welcome to this beach area gem on a popular IN-TOWN CULDESAC. Here you have WALKABLE CONVENIENCE to top-ranked neighborhood schools, main street shopping and restaurants, public beaches, golf and tennis. Easy commuting with Metro North trains only a half mile away or hop on Interstate 95. Stroll or bike to concerts on the Green, the Memorial Day Parade and Fourth of July fireworks on the beach. REFRESHED, NEW AND LOTS TO LOVE!! Fresh paint from top to bottom and the new and refinished solid hardwood stairs and flooring add to the cheer of this light-filled home.The kitchen features subway tile, shaker custom cabinetry, recessed and countertop lighting, stainless Bosch appliances, quartz countertops with a matching table that doubles as a center island. There is new recessed lighting in the front living room and the lower level rec room, which also has new carpet and new insulated windows. PRACTICAL AND FLEXIBLE LAYOUT: The Primary Bedroom suite is roomy enough for a king bed, and has walk-in closet outfitted with California Closet built-ins, vaulted ceiling, new skylights and remote-controlled shades.

66 Catherine Ter, Fairfield

42 Dogwood Ln, Stamford
$1,650,000
4 Beds ⋅ 5 Baths ⋅ 24160080 MLS
Exceptional custom-built 4 to 5 bedroom Colonial in desirable North Stamford! This impressive 4,644-square-foot residence welcomes you with a dramatic two-story entry hall and offers sophisticated living on a beautifully landscaped 1.1-acre lot. Four generous bedrooms and four full baths plus one half bath provide ample space for family and guests. A versatile bonus in-law suite over the three-car garage features convenient back stair access, perfect for multi-generational living or au pair accommodations. Plus 2200 square foot lower level with high ceilings is just waiting to be finished. Outdoor living is a dream with a level yard, expansive wood deck and patio with a heated in-ground pool-ideal for entertaining throughout the seasons. The prime North Stamford location offers tranquility and privacy while remaining just minutes from the Merritt Parkway for easy commuting. Experience the perfect balance of luxury, functionality, and location in this distinguished home.

42 Dogwood Ln, Stamford

1 Westview Ln, Norwalk
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24137951 MLS
Enter into a masterpiece of architectural character and modern refinement in a private resort-style sanctuary. This stately 1937 Colonial, crowned with timeless cedar shingle roofs, is poised on 0.79 level acres of manicured privacy on a coveted no-through lane near the Rowayton border. The interior is a study in sophisticated warmth, featuring beautiful wide-board hardwood floors throughout the main residence and a stunning family room with a beamed ceiling and stone wall. The heart of the home is a sun-drenched chef's eat-in kitchen anchored by travertine flooring, a central social island, dual ovens, gas cooktop, a built-in desk area, and a full wet bar for effortless entertaining. Accommodations include four spacious bedrooms and 3.5 beautifully updated baths, featuring high-end finishes like a soaking tub and a large walk-in shower. The expansive primary suite serves as a true retreat with a voluminous, luxury ensuite. The professionally landscaped grounds offer unparalleled amenities: spend summers by the in-ground pool, entertain on the beautiful patio or find peace in the private meditation garden. Completing this estate is the 3-car detached "Barn" garage, a hobbyist's dream featuring dedicated workshop space with a large attic for limitless storage. Experience absolute serenity just minutes from the best beaches, shopping, restaurants and commuting routes in Norwalk.

1 Westview Ln, Norwalk

32 Blanket Meadow Rd, Monroe
$1,650,000
4 Beds ⋅ 6 Baths ⋅ 24160074 MLS
* Highest and best due Friday 3/27 at 12PM. Once-in-a-lifetime opportunity for an iconic lux lifestyle! The chic interior space includes 4-5 bedrooms, 5.5 baths, and 6,223 square feet of custom-quality built living space. Architectural details: paneling, crown moldings, recessed lighting & hardwood flooring. The 1st Floor offers a striking eat-in-kitchen with large center island & breakfast nook. Large living room boasting a stone-faced gas fireplace, custom built-ins and a coffered ceiling. Stunning large formal dining room & wet bar. Main level office. Mudroom & walk-in pantry with Subzero wine storage with refrigerator drawers. The 2nd floor features 4 spacious bedrooms including a luxurious primary suite with his-and-her walk-in closets, a custom-tiled shower, double sinks, & soaking tub. The walk-up finished attic serves as the 5th bedroom, complete with its own private full bath & walk in closet. Finished lower level with home gym, rec room, full bath and movie night just got an upgrade with a professional-grade cinema experience! Exterior features include a heated, in-ground saltwater pool with an outdoor kitchen. Three-car garage with EV charger. Professionally landscaped yard. Whole house generator, underground utilities, & irrigation system. The perfect location with schools, shopping & highways minutes away. This home checks all the boxes, don't miss your chance to call 32 Blanket Meadow home!

32 Blanket Meadow Rd, Monroe

25 Hillside Ave, Darien
$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

360 Thayer Pond Rd, Wilton
$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

36 Village Dr, New Canaan
$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

35 Joanne Ln, Weston
$1,650,000
4 Beds ⋅ 3 Baths ⋅ 24153538 MLS
Welcome to 35 Joanne Lane - a beautifully renovated home set on a perfectly flat property in coveted Lower Weston, offering exceptional lifestyle flexibility with room for a pool, expansion, or outdoor retreat. Ideally located just minutes to Weston's award-winning schools, Westport's vibrant Main Street, premier shopping and dining, and the train to NYC, this home seamlessly blends suburban tranquility with commuter convenience. Inside, sun-filled living spaces unfold with effortless flow, including a gracious living room, inviting family room, and a stunning multi-purpose great room anchored by a fireplace - ideal as a media room, playroom, fitness studio, or private workspace. The recently renovated kitchen and baths are pristine, showcasing timeless design and modern functionality suited for today's lifestyle. Additional highlights include: * Four spacious bedrooms * Two and a half baths * Three fireplaces * Finished lower-level offering flexible space * Whole-house generator for peace of mind. The expansive, level yard is increasingly rare in Weston and presents endless possibilities for future customization. Move-in ready and thoughtfully updated, this home offers the perfect balance of comfort, style, and location in one of Fairfield County's most desirable neighborhoods.

35 Joanne Ln, Weston

1 Douglas Dr, Norwalk
$1,650,000
5 Beds ⋅ 4 Baths ⋅ 24147118 MLS
Some of what you need to know: Located in West Norwalk this 5271 sq ft home situated on gorgeous level 1+ acre corner lot. 13 rooms, 5-6 bedrooms and 4 full baths. Primary bedroom suite with sitting room, huge bathroom, jacuzzi tub and 2 walk in closets. French doors lead to private balcony. Kitchen with dining area and sliders to large for grilling/dining. Media room with 12-seat home theatre and surround sound. Family room, living room, formal dining room located on the 1st floor. Office/game room located on upper level. Heated Gunite pool is like new. Pool house, stone patio, and irrigation system. Sprayed in foam insulation, On-demand hot water heaters, 7 zone propane gas heat, Heated 3 car garage. Easy access to New Canaan & Merritt Parkway. Excellent condition. Take a look and decide for yourself how much you love this home.

1 Douglas Dr, Norwalk

31 Poverty Hollow Rd, Newtown
$1,650,000
6 Beds ⋅ 6 Baths ⋅ 24136053 MLS
House includes guest house! Amazing price! A rare opportunity to own a one-of-a-kind private compound nestled in the idyllic countryside of historic Newtown. Set on over 3 acres of exquisitely landscaped grounds, "The Retreat" offers unmatched privacy, luxury, and versatility. This reimagined estate features two beautifully updated residences- A fully renovated 4-bed, 3.5-bath main house and a fully updated 2-bed (potential for 3rd), 2-bath guest house - ideal for multi-generational living or extended stays. Timeless architecture blends with open-concept living and modern systems throughout. The main house boasts a grand two-story entry, vaulted ceilings, custom paneling, and multiple fireplaces. Skylights and large windows fill the home with natural light. The walk-out lower level offers a complete in-law suite for added flexibility. The guest house includes its own living space, kitchen, and entrance. Both homes have new roofs, HVAC, hot water systems, radon mitigation, and designer finishes. Outdoors, enjoy a koi pond, flowing stream, summer wildflower meadow, garden arbors, bluestone patios, and LED-lit walkways. A true sanctuary where luxury meets nature.

31 Poverty Hollow Rd, Newtown

84 Olmstead Ln, Ridgefield
$1,650,000
3 Beds ⋅ 6 Baths ⋅ 24119633 MLS
Timeless Elegance Meets Modern Luxury in Ridgefield, CT - Set on a beautifully landscaped 0.86-acre parcel in desirable southern Ridgefield, just minutes from the village center, this exquisitely restored 3-bedroom, 5.5-bath residence offers a rare fusion of historic charm and contemporary sophistication. Originally built in 1900, the home has been meticulously updated to honor its 19th-century craftsmanship while incorporating refined modern finishes for today's lifestyle. The heart of the home is a stunning transitional gourmet kitchen featuring custom cabinetry, a spacious center island, walk-in pantry, and a casual dining area-perfect for both everyday living and entertaining. A gracious formal dining room sets an elegant stage for memorable gatherings, while the inviting living/family room provides a warm, comfortable retreat, complemented by a convenient powder room. A main-level laundry room further enhances the home's thoughtful and functional design. Upstairs, the luxurious primary suite is a serene sanctuary, offering a generous walk-in closet with custom built-ins and a spa-inspired bath complete with a soaking tub and oversized shower. Two additional en-suite bedrooms, each with walk-in closets, ensure comfort and privacy for family and guests alike. The third level adds exceptional versatility, featuring a dedicated office or study nook and a bonus room ideal for crafts, hobbies, or an additional workspace, complete with custom built-ins. Outside, professionally

84 Olmstead Ln, Ridgefield

8 Forest Rd, Darien
$1,650,000
4 Beds ⋅ 3 Baths ⋅ 24126437 MLS
Incredible value in one of Darien's most-loved neighborhoods! 4 bedrooms, 3 full bathrooms with 2,707 square feet of space. Walk to Holmes School, Middlesex Middle School, Darien High School and Noroton Heights train and shopping. Improvements include: fully fenced backyard, new gas range, new dishwasher, refinished hardwood floors and kitchen cabinets, new driveway with Belgium blocks and curb, epoxy garage flooring, entire interior and exterior painted, new kitchen backsplash, new floor in family room and 2020 Trane gas furnace. House was gutted in 2001 with new Marvin windows and sliders, new electrical, plumbing and mechanicals plus the addition of 735 square feet. Cozy-up for fall with two wood burning fireplaces and watch the sun set from the picture-perfect window seat. Sliders from both dining room and breakfast nook open to private patio. Woodland Park is next door with 60 acres of trails and natural habitat. Move-in ready and just in time for the holidays! Exterior and kitchen "virtually" painted white.

8 Forest Rd, Darien

1 Cloverleaf Farm S, Sherman
$1,650,000
4 Beds ⋅ 5 Baths ⋅ 24088896 MLS
Experience the epitome of modern luxury in this expansive contemporary home with captivating long-range southerly VIEWS! This architectural masterpiece is designed with an open plan that seamlessly integrates living, dining and kitchen spaces, creating an environment perfect for sophisticated entertaining and comfortable daily living. Culinary adventures await in the state-of-the-art kitchen, equipped with s/steel appliances, sleek cabinetry, double islands and ample counter space - perfectly positioned to capture the views. The heart of the home is the great room with vaulted ceilings and large windows which flood the room with natural light. Adjacent to this area is the formal dining room and across the foyer music enthusiasts will delight in the dedicated music room, where melodies can soar freely towards the barreled ceiling! Throughout the home you'll find it has been beautifully appointed with hardwood floors, high-end finishes & meticulous attention to detail, underpinning its contemporary elegance. Main level primary suite and several luxuriously appointed bedrooms/bathrooms along with a separate guest wing ensure comfort for all. Retreat to the spacious recreation area or media room for the ultimate cinematic experience. For those who value fitness & wellness, there is a gym and dedicated yoga loft. Enjoy the nearby Tennis Court & skating pond or the Sherman town beach for access to Candlewood Lake. The home also features a 4-car garage with space to house a boat.

1 Cloverleaf Farm S, Sherman

312 Towne House Rd, Fairfield
$1,650,000
6 Beds ⋅ 4 Baths ⋅ 24109911 MLS
A gracious front porch welcomes you to this sophisticated colonial where comfort and luxury abound. The entry hall with striking floor to ceiling picture frame molding, setting the tone for the refined details found throughout the home. The family room greets you with many carefully curated features including book shelves framing the entry, coffered ceiling, gas fireplace flanked by built in window seats and an entertainment cabinet. The paneled den/library offers a cozy retreat with a wood burning fireplace, exposed beams, custom built ins and inset desk. Relax in the sunroom with barn door style trim and a wall of windows overlooking the private yard. The kitchen is a masterpiece with its bespoke cabinetry including a wall of glass front upper cabinets and walnut trim, curved island with walnut top, bar sink, and wine frig, granite countertops, high end appliances with pot filler at the cooktop, oil rubbed bronze hardware and built in desk area with walnut top, recessed cabinetry and framed bulletin board backsplash. The kitchen opens into the dining room featuring a tray ceiling, built in hutch and buffet, wall of windows, and french door leading to a stone patio and yard, as well as family and sun room providing great flow for entertaining. The primary suite features a cedar lined walk in closet, fireplace, balcony, a wall of custom built ins with vanity and mirror, and two wardrobes and a sitting area with vaulted ceiling and sliders to a covered balcony. (see addendum)

312 Towne House Rd, Fairfield

22 Huckleberry Ln, Weston
$1,650,000
5 Beds ⋅ 5 Baths ⋅ 24113614 MLS
Spectacular Lower Weston 5BR Retreat with Pool & Farmstead Potential. Welcome to this beautifully updated 5BR home, where classic charm meets contemporary style. Filled with natural light, playful colors, and an inviting sense of warmth, this home balances timeless character with all the modern updates you've been hoping for. Perfectly situated close to all that Weston and Westport have to offer, all the while the property's layout invites endless opportunities for both recreation and homesteading. Thoughtfully renovated from top to bottom, in 2013, including conversion of HVAC to propane, new plumbing and electrical systems, updated bathrooms, and new windows. More recent improvements include new AC condenser and hot water heater, ensuring comfort and efficiency. In 2017, a carefully designed addition brought even more versatility, featuring a 3-car garage with EV charger, office space, guest suite/in-law option, and generous living areas, as well as a brand-new septic system. The flexible floor plan allows for multiple configurations of the primary bedroom-upstairs, downstairs, or tucked privately away from the other bedrooms-offering lifestyle options for every stage of life.

22 Huckleberry Ln, Weston

170 Driftwood Ln, Trumbull
$1,649,000
4 Beds ⋅ 4 Baths ⋅ 24167112 MLS
A rare waterfront estate in prestigious Canoe Brook Lake, this exceptional property offers the ultimate luxury living with its own private island, charming footbridge, and sandy beach, perfect for swimming, boating, and unforgettable moments. Fully renovated and designed for effortless one-level living, the home features a seamless open concept layout ideal for both everyday comfort and entertaining. At the heart of the home, a custom chef's kitchen showcases Carrera marble countertops, a heated center island, premium Thermador appliances, and extensive custom cabinetry. The space flows into a sunlit family room with a wood-burning stone fireplace and walls of glass opening to a lakeside balcony with serene water views. A spacious dining area accommodates large gatherings, while a sunken living/music room with gas fireplace and classic Morgan-style mantle adds timeless charm. The private bedroom wing includes a generous primary suite and three additional bedrooms, one with built-ins for a home office. The lower level offers a guest or au-pair suite, recreation space, full bath, and third fireplace. Outdoors, enjoy a covered patio, level lawns, and a gentle path to the beach, boat launch, and your own island with gazebo, an extraordinary setting for relaxation and entertaining. Just 75 minutes from NYC, near Metro North and I-95.

170 Driftwood Ln, Trumbull

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