472 properties for sale in South Wilton

The dream of waterfront living is officially taking shape-construction is underway by renowned builder The O'Dell Group. This is your chance to secure a front-row seat to the Long Island Sound on one of Westport's most prestigious stretches of coastline. This exceptional property offers direct water frontage + sweeping, uninterrupted views of the Sound + the iconic Old Mill Beach. Imagine waking up to the soft glow of a sunrise over the water, spending your afternoons enjoying the refreshing salt air, or relaxing to the rhythm of the tide. Every detail of this build is designed to maximize the connection to the sea, offering a lifestyle defined by beauty + tranquility. Nestled in a welcoming and picturesque community, you'll enjoy access to top-ranked schools + Westport's vibrant downtown, known for its exceptional dining, shopping, and cultural experiences. Plus, the location is ideal for commuters, with close proximity to Metro-North for a seamless trip to Grand Central Station in NY

Private New Canaan Oasis: Bespoke Luxury can be found in this modern version of a traditional centerhall colonial in prestigious New Canaan's West School district. This custom-built Lukes Wood estate underwent a spectacular renovation by Award-winning RR Builders, updating the sophisticated main residence to over 7,000 square feet of turnkey luxury. The expansive floor plan boasts 6 generously appointed bedrooms - each featuring an ensuite bath and walk-in closet alongside elegant formal living and dining rooms, a private office, a wine cellar, a butler's pantry, and a finished walk-out lower level with a full bath. At the heart of the home, a fully appointed chef's kitchen with a double island and professional-grade appliances flows into a sun-drenched breakfast room and a magnificent great room, which showcases a floor-to-ceiling stone fireplace, cathedral ceilings, and rustic beams. French doors transition seamlessly to an outdoor sanctuary featuring a 45' x 22' heated gunite pool,

Welcome to 50 Aiken Street #433, a beautifully renovated 1-bedroom, 1.5-bath condo in Rolling Ridge, one of Norwalk's most well-maintained communities. Step inside to a bright, open-concept living and dining area with a dedicated study space - all flowing seamlessly to a private balcony perfect for morning coffee or evening relaxation. The kitchen has been completely transformed with brand new LG appliances (dishwasher, electric stove/oven, refrigerator), new cabinets, stainless steel faucet, fresh countertop, and vinyl flooring. The primary bedroom features a walk-in closet and shares access to a fully updated bathroom with new toilet, vanity, mirrors, lighting fixtures, and tile flooring. A powder room off the entry provides convenience for guests. Recent upgrades include new carpet, fresh paint throughout, new AC, and updated lighting fixtures - move-in ready and meticulously cared for. In-unit laundry adds everyday convenience. Rolling Ridge offers resort-style amenities including

Enjoy comfortable, low-maintenance living in this well-maintained home featuring a new HVAC heat pump (2024) and a freshly painted interior. The open-concept living and dining area is highlighted by a wood-burning fireplace and sliding glass doors leading to a large, private Trex deck overlooking one of the community pools and a peaceful wooded setting. Outdoor furniture may remain for the buyer's enjoyment. The eat-in kitchen offers stainless steel appliances, new flooring, and a functional layout. The freshly cleaned carpeting adds to the home's move-in-ready appeal. Upstairs, you'll find two spacious bedrooms, a convenient stackable washer and dryer, and a pull-down attic providing valuable additional storage. The complex is beautifully maintained with mature trees, attractive landscaping, and excellent amenities. (Every homeowner I talked with, loves it there). The special assessment has been paid in full, which included the paving of the driveways. Residents enjoy access to two sw

Nestled at the end of a private lane off sought after Smith Ridge Road, this enchanting 1924 Cape exudes timeless elegance and undeniable charm. Set on 2.2 lush, flat acres, the property offers a serene retreat with expansive grounds ideal for relaxation and hosting. The chef's kitchen features top tier appliances and quartz countertops that balance beauty with functionality, and it opens seamlessly into the family room for effortless everyday living. The spacious living room showcases French doors that lead to a breathtaking park-like setting with a built-in outdoor grill and stone fireplace. The first-floor primary suite is approached through a cozy sitting room with a fireplace, creating an intimate and inviting entry. Four beautifully finished bedrooms complete the home, each crafted with thoughtful detail and classic appeal. The expansive bonus room above the garage-complete with a full bathroom and steam shower-offers exceptional versatility, perfect for a home gym, recreation ro

The best vacations are the ones you never have to leave. Set on the shores of Compo Mill Cove in the heart of Westport's coveted Compo Beach neighborhood, this exceptional FEMA compliant Michael Greenberg-designed waterfront home offers the ultimate coastal lifestyle. State-of-the-art systems, including geothermal heating and cooling and tankless hot water, provide exceptional efficiency and year-round comfort. Begin your mornings with a walk along Compo Beach, spend afternoons moving between your private beach and pool, and end the day dining on the waterfront terrace beneath the stars or strolling over to one of Westport's renowned restaurants. Designed to embrace the water from every angle, the home features exposed beams, wide-plank hardwood floors, and water views from nearly every room. The chef's kitchen opens seamlessly to spacious living and dining areas, creating an effortless flow for entertaining. Offering five bedrooms and three-and-a-half baths, there's plenty of room for

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sl

Set on over an acre along a peaceful river in desirable West Norwalk, this inviting 4-bedroom, 3.5-bath home offers privacy, style, and convenience. Located on a leafy street close to commuter routes, the property combines a serene natural setting with easy access to everyday amenities. A circular driveway provides an elegant approach, while the spacious interior features three fireplaces and generous living areas ideal for both relaxing and entertaining. The flexible floor plan includes a finished lower level with potential for an in-law suite, guest space, home office, or recreation area. Enjoy the beauty of the riverfront setting, expansive grounds, and the opportunity to make this well-located home your own

Welcome to this charming Tudor-style home situated on a desirable corner lot in a beautiful, established neighborhood. This inviting home offers 2 bedrooms plus a dedicated office (the current owners use it as a walk-in closet) and a large bath with a Jacuzzi tub, sauna, and steam shower, making it ideal for today's flexible lifestyle. The bright living room flows into the formal dining room, creating a warm, welcoming space for everyday living and entertaining. The kitchen features a new refrigerator, a Meile dishwasher, a gas range with 2 ovens, a half bath, and access to a lovely deck, perfect for morning coffee, outdoor dining, or relaxing while enjoying the peaceful setting. The finished, heated LL provides exceptional flexible living space, including a comfortable family/media area, an additional area suitable for a guest bed, an office area, a full bath, laundry room, and abundant storage. Whether you need space for guests, a home office, hobbies, or recreation, this level offer

This architecturally distinctive mid-century modern Deck House offers a rare lifestyle retreat on two serene acres in Lower Weston. Designed to embrace its surroundings, the home features signature walls of glass, warm wood ceilings, and an open-flow layout that creates a seamless connection between the indoors and the natural beauty outside. The main residence makes an unforgettable impression with expansive windows framing sweeping lawn views and stunning western sunsets. At the heart of the home, a renovated kitchen with a large island flows into the dining and living areas, anchored by two wood-burning fireplaces. With four bedrooms and 3 full baths, the layout provides exceptional flexibility, including a dedicated home office and additional flex space perfect for a fitness studio or creative retreat. The primary suite continues the aesthetic with oversized windows overlooking the private grounds. The property transforms into a private resort with an expansive wrap-around deck and

Enjoy the privacy of a standalone Colonial with the ease of low-maintenance living in this exceptional home, one of just seven residences in a beautifully maintained planned community. Tucked away on a peaceful cul-de-sac overlooking a tranquil pond, this home offers the perfect balance of serenity and convenience. The thoughtfully designed floor plan features an open-concept kitchen, breakfast area and family room with gas fireplace, formal living and dining rooms, plus a versatile first-floor den/office adjacent to a full bath which double as a 5th bedroom. The chef's kitchen is appointed with Thermador stainless steel appliances, including a cooktop, wall oven, microwave, warming drawer, refrigerator and dishwasher, center island, and InSinkErator. Upstairs are four spacious bedrooms, including a luxurious primary suite with fireplace, two walk-in closets, dual-sink vanity, soaking tub and walk-in shower. Hardwood floors, security system, irrigation, attached two-car garage with onl

Beautifully updated 2-bedroom and rare two FULL-bath townhouse offers comfort, convenience and tranquility. Freshly painted throughout. New flooring on main level and stairs. Updated full bathroom on each floor. Large, eat-in kitchen opens to patio overlooking perennial garden and completely fenced-in back yard. The second floor features two spacious bedrooms with ample closet space. The basement provides additional storage and laundry area leading to the garage. The location is convenient and commuter-friendly-just minutes to public transportation, schools, and shopping. This pet friendly community offers delightful amenities including two tennis courts, two playgrounds, and a pool, making it easy to enjoy an active yet low-maintenance lifestyle. Sold as-is. Inspections for informational purposes

On the market for the first time in 60 years, this quintessential Connecticut antique awaits its next chapter. Built in 1830 and nestled along scenic Ridgefield Road, this historic gem sits on 2.20 breathtaking, park-like acres. Nature lovers will adore the magnificent gardens, lovingly established years ago by the former owner and her Garden Club friends. Inside, the main house features 7 rooms all oozing with period charm, character, and warmth. Rare wide-plank hardwood floors, exposed beams, classic fireplaces, and custom built-ins showcase the unmatched craftsmanship of a bygone era. The layout includes 3 cozy bedrooms and 1 full and 1 half bath, offering a unique opportunity to preserve history while adding modern touches. Complete with a separate 800 sq ft legal accessory structure on site, this magical estate offers endless potential in a top-rated school district. Don't miss this rare piece of Wilton history!

Incredible value for a premium end-unit condo in a highly desirable Norwalk community! This beautifully maintained home offers the rare convenience of single-floor living combined with the exceptional privacy, extra natural light, and the quiet of a premier end-unit location. Recent Premium Updates: Brand-new, high-efficiency propane furnace installed 12/2025; private balcony entirely rebuilt/new in 10/2024. Everyday Conveniences: Private attached garage, separate dedicated storage unit, and in-unit laundry featuring a smart washer/dryer (2021). Indoor/Outdoor Comforts: A cozy fireplace highlights the living area, paired with central heat and air conditioning for perfect year-round climate control. Enjoy low-maintenance living with an affordable HOA that includes beautiful mature landscaping and a refreshing in-ground pool. A Commuter's Dream: Seamlessly access NYC by car or train. Sidewalks lead directly to the Merritt 7 commuter train station just 0.3 miles away, and the complex sits

A Historic Masterpiece, Reimagined for Modern Living Originally crafted in 1931 by renowned architect Frazier Forman Peters, this iconic stone residence has been completely reinvented-expanded, redesigned, and redefined for today's luxury lifestyle. The newly completed home now offers over 9,000 square feet of exquisite living space with 6 bedrooms, 7.5 baths, and every modern comfort imaginable, all while preserving the timeless character of its hand-cut fieldstone construction. Inside, soaring ceilings, a dramatic double staircase, and elegant living and dining spaces create a perfect blend of grandeur and warmth. Five fireplaces anchor inviting gathering areas, while French doors lead to light-filled suites and sweeping terraces overlooking the serene landscape. From its architectural heritage to its meticulous, top-to-bottom reinvention, this residence stands as a true work of art-a rare fusion of history, craftsmanship, and modern sophistication-just minutes from downtown New Cana

Timeless elegance meets modern comfort in this stunning 1936 brick Colonial, beautifully updated while preserving the warmth, character, and craftsmanship of its vintage roots. Set in one of Westport's most desirable coastal locations, this 5-bedroom, 4.5-bath antique home is filled with architectural detail and storybook charm at every turn. Graceful arched doorways, a curved staircase, detailed moldings, leaded decorative windows, cozy window seats, original crystal and brass hardware, and three fireplaces create an atmosphere that feels both refined and deeply welcoming. Each room has been thoughtfully refreshed with an eye toward comfort, function, and timeless style, while honoring the home's original soul. Outdoor living is equally inviting, with lovely gardens, a spacious patio, a built-in grill, and a firepit perfect for relaxed evenings under the stars. Enjoy an exceptional Westport lifestyle just moments from Compo Beach, Longshore Club, the train, and Saugatuck's beloved res

Two townhouse style units with open floor plans, 2 car garages and additional exterior parking. built in 2007. HW floors, large bedrooms, generous size living rooms. HVAC and laundry in each unit

Welcome to Rolling Ridge, one of Norwalk's most desirable condominium communities. This top-floor 1-bedroom, 1-bath condo offers a bright and functional layout with an updated kitchen, spacious living and dining area, and in-unit laundry. Step outside to your private balcony overlooking mature trees, offering a peaceful setting and added privacy with no neighboring balconies directly beside you. The bedroom features generous closet space, and the well-designed floor plan makes everyday living comfortable. Residents enjoy resort-style amenities including an inground pool, clubhouse, tennis/pickleball courts, dog park, scenic pond with fountains, and walking paths. Conveniently located just minutes from Route 7, I-95, the Merritt Parkway, Merritt 7 train station, shopping, restaurants, and everything Norwalk has to offer

Better than new, this pristine 2016 custom-built residence offers a rare standard of refinement and sophisticated excellence. With 4,000+sqft and an elevator accessing all four finished levels, the home blends modern architecture with beautifully executed transitional design. The open-concept main level features a magnificent chef's kitchen, spacious dining area, and expansive living room with gas fireplace, custom built-ins, beams, and tray ceiling. Four-inch white oak flooring runs throughout. A wall of glass doors opens to a breathtaking private setting with a remote-controlled awning, ideal for effortless indoor/outdoor living. Four bedrooms include the luxurious primary suite with tray ceiling, built-ins, and serene garden views, plus a spa-like bath with heated floors, soaking tub, double vanity, and walk-in closets. Two additional en-suite BRs and an exceptional home office with dual built-in desks, double-height bookcases, library ladder, and automated shade complete the level.

Set in beautiful and historic Silvermine, this classic Colonial Farmhouse offers the rare combination of character, space, and opportunity on 1.29 idyllic acres. Set back off the road, the property enjoys a peaceful setting while remaining just moments from Grey Barns, schools, and major commuting routes. A welcoming front porch introduces interiors that are filled with warmth and natural light. Rich hardwood floors, a striking stone fireplace, and graciously scaled rooms create an inviting atmosphere for both everyday living + entertaining. The formal living and dining rooms flow effortlessly, while the spacious EIK offers generous workspace, room for a center island, and direct access to the rear deck overlooking the private grounds. The 2nd floor features 4 spacious bedrooms, while the entire 3rd level has been thoughtfully transformed into a private primary suite. Skylights, a full bath, generous closet space, and charming architectural details create a peaceful retreat tucked away

Don't miss this opportunity at a new price; seller is offering a $2,000 credit at closing to use for floors or updates. WELCOME to this spacious 2 bedroom townhouse style condo, conveniently located near both the Merritt Parkway and I-95, perfect for commuters. The open concept main level features a large living room with a cozy fireplace, abundant natural light from the oversized windows. Sliding glass doors off the dining/kitchen area lead to a private balcony, creating a perfect space to relax. Both bedrooms are generously sized and offer excellent closet space. Laundry and a half bath are located on the main floor. There is basement space for storage. Each unit has two parking spots and additional parking for guests. Please note this complex has guidelines on income restrictions, call listing agent for question re:this

Fabulous opportunity along the 5 Mile River! Spacious, 4500+SF Custom Contemporary on the border of Darien and New Canaan. Situated on a highly desirable cul-de-sac, with a pillared drive, on 2+ private acres, overlooking the 5 Mile River. Offering unique architectural details and modern flexibility with over 3100+/- SF of 1st floor living and an additional 1300+/- SF on the 2nd floor. Currently configured as a 3 bdrm, 3 bath home that can easily, transform into a 4/5 bdrm, 5 bath home within the existing footprint. Highlights include: Dramatic Cathedral Ceilings, floor to ceiling field stone fireplaces, large 1st floor primary suite (that can function as private in-law quarters), multi-use loft spaces, walls of glass, abundant water and nature views, 5 fireplaces (4 fieldstone and 1 brick), an attached, oversized 2 car garage with loft and bonus outdoor carport, remarkable privacy and a central location with quick easy access to I-95, Merritt Pkwy and the NYC train. A true hidden gem.

Enjoy the ideal waterfront living in the enchanting community of Marvin Beach surrounded by the beauty of Long Island Sound, Gregory Point, Taylor Farm, and the Norwalk Harbor. This amazing 4 bedroom 3 1u002F2 bath Nantucket Style Colonial has been completely remodeled by an established Fairfield County custom builder and designed for indooru002Foutdoor entertaining, extended family, or working from home. With a blend of classic design, timeless appeal, modern upscale amenities, and open concept the home is an ideal haven for creating lasting memories and enjoying nature at it's best. The first floor includes porch access to the formal living room with custom central staircase, powder room, large open gourmet kitchen with with island, formal dining area, and family room. Just a few steps away from the family room is the private great room, mudroom, and 2 car garage. The second floor offers a private primary suite that includes dramatic High ceiling, oversized walk-in closet, en-suite b

In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/. Acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exce

Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer. Large windows that fill the rooms wu002Fsunlight are a defining characteristic of the home, including the cathedral-ceil LR wu002Fstone fpl & wide plank floors, holiday-sized DR wu002Fbay window, fam rm wu002Fwet bar and wall of glass to deck. The dine-in kitchen wu002F center island, updated stainless steel appls incl gas cooktop & Sub Zero, also opens out to the large deck. A main flr office & 1.5 bths complete the main lvl. Front & rear staircases lead up to the spacious 2nd level where you will find a grand primary suite wu002Flrg walk-in clst & en-suite bth plus 3 addl BRs & 2 full baths. Th