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75 Carriage Rd, Wilton
$1,795,000
4 Beds ⋅ 5 Baths ⋅ 24218402 MLS
Welcome to 75 Carriage, a classic oversized 4- to 5-bedroom Colonial on a sought-after street, just three miles from town and a short walk or bike ride to famous Kent Pond. Enjoy summer days fishing, winter skating, and the swans' annual return, a cherished neighborhood tradition. Set atop one of Wilton's highest peaks, this home offers exceptional privacy on two mature, professionally landscaped acres. Beautiful stonework and a custom oversized outdoor fireplace with a built-in grill create an ideal setting for al fresco dining. Inside, a generously sized gourmet open-concept kitchen features stone countertops, a Wolf range, and a Sub-Zero refrigerator/freezer. Floor-to-ceiling windows fill a light, airy sunroom, while a fireplace keeps the family room just off the kitchen cozy. Steps from the heated garage, a spacious mudroom features radiant-heated floors to keep your toes warm. Above, an expansive private great room features a cathedral ceiling, exposed wooden beams, a fourth fireplace with beautiful stonework, and a wet bar. Upstairs, five bedrooms include three with en suite baths for added privacy; two have oversized soaking tubs for comfort. The primary suite also boasts a radiant-heated bathroom floor, a steam shower, and a walk-in closet. A finished basement with a built-in bar, full bathroom, and sauna completes this home. Room to host. Room to play. A quiet, low-traffic neighborhood to call home.

75 Carriage Rd, Wilton
68 Old Mill Rd, Wilton
$1,075,000
5 Beds ⋅ 4 Baths ⋅ 24191604 MLS
Set on a private acre in Wilton, this 2001 Colonial offers 4 bedrooms and 4,228 square feet of finished living space, with the versatility to suit every stage of life. The eat-in kitchen features granite countertops, a center island, double wall ovens, and pantry, opening to the family room and an expansive deck overlooking the backyard and seasonal hillside views. Formal living and dining rooms offer inviting spaces to entertain, with a fireplace and tray ceiling. Upstairs, the primary suite includes a walk-in closet and bath with soaking tub, dual vanities, and separate shower, plus three additional bedrooms and second-floor laundry. The finished walk-out lower level offers exceptional flexibility with a fifth bedroom or home office, recreation room, and full bath with steam shower, along with potential for in-law or au pair accommodations. Above the 3-car garage, a finished bonus room provides even more possibilities for a home gym, studio, playroom, or media room. Enjoy the privacy of North Wilton while being just 0.6 miles from Georgetown's restaurants, cafes, and shops, with convenient access to Cannondale and Branchville Metro-North stations for NYC commuting. Additional highlights include public water, a full roof replacement in 2021, and proximity to parks and hiking trails.

68 Old Mill Rd, Wilton
44 Bald Hill Rd, Wilton
$1,225,000
4 Beds ⋅ 3 Baths ⋅ 24215384 MLS
BEST and FINAL Tuesday 11/10, 4PM. Well-maintained Cornell Colonial invites you to step into a world of warmth, comfort, and timeless grace, ready for its next stewards to begin their own treasured chapter. As you approach, a stately circular driveway welcomes you home, setting an inviting tone before you even step through the front door. Inside, standard living spaces give way to extraordinary gathering areas. The sunken Living Room boasts cathedral ceiling, creating an airy, sun-drenched haven by day or cozy nights in front of the fireplace. From the moment you step through the front door, your gaze is drawn through to the formal Dining Room's glass sliders directly out to the back yard. At the heart of the home, the spacious family room, with 2nd fireplace, flows effortlessly into the open eat-in kitchen, creating a seamless pulse for daily life. Tucked away above the garage, a versatile bonus room offers a private retreat-ready for a media room, a quiet home office, or a spacious 5th bedroom suite to suit your family's evolving needs. Beyond 4 bedrooms and expansive 9-room layout, the home's true magic unfolds outdoors. Step out onto the generous back deck and take in the sheer beauty of your private oasis: a stunning, completely flat & dry 1.80-acre backyard wrapped in a dense canopy of mature trees. Here, complete privacy envelops you as you unwind to the peaceful sounds of nature. Sited on a tree lined cul de sac street, come enjoy all that lovely Wilton has to offer!

44 Bald Hill Rd, Wilton
21 Shadow Ln, Wilton
$1,699,000
3 Beds ⋅ 4 Baths ⋅ 24215961 MLS
Welcome to this magnificent 3-4 bedroom Wilton "Villa" on over 3 acres! A rare architectural treasure where classic proportions harmonize with true old-world European warmth, blending timeless artisan details and modern luxury into an inviting sanctuary tailored for both intimate living and grand entertaining. Enter into a light-filled two-story foyer creating an immediate sense of grandeur, featuring gleaming granite tile with a custom inlay design. A sunken living room boasting soaring cathedral ceiling, hardwood, bathed in light. The formal dining room was built to large proportions to accommodate a house full of guests. A saved piece of history lies in the sunken family room-part of the original 1930s home that adds old-world charm with its impressive fieldstone fireplace and hand-hewn ceiling beams. The heart of the home is the huge kitchen, intentionally designed for the chef and baker, featuring granite counters, SS double ovens, 6 burner gas stove and stunning hand-painted Portuguese Azulejo tiles that spill into the adjacent Butler's Pantry and Laundry. An office/poss. 4th bedroom and Full Bath round out the 1st floor. Upper Level you'll enter the Primary Suite through French doors to find a huge walk-in closet and spa bathroom. 2 additional bedrooms offer charm and space, one with original fireplace. Over 2200 SF in LL, ready for whatever you need!!! All utilities underground, new roof, 2nd detached garage, central vac. For the discerning buyer of the exceptional!!

21 Shadow Ln, Wilton
559 Danbury Rd, Wilton
$900,000
3 Beds ⋅ 2 Baths ⋅ 24215202 MLS
Perched up high amongst natural stone and foliage, privately situated amongst Connecticut's most stunning and historic towns, this beautiful home was meticulously modernized from top to bottom! Boasting items like a completely new septic system built for a 4 bedroom house for expansion possibilities (40K), a new well pump (20K) a state of the art kitchen (100K) featuring a hide away charging port directly in the island, and an ergonomic pull out Lazy Susan! Enjoy your breakfast coffee or dine Al Fresco right off the kitchen on the just finished expansive outdoor stone patio! A complete overhaul was also done to the exterior underground drainage for proper water flow keeping heavy rains away from the home. On winter nights, enjoy the luxurious warmth of radiant floor heating below your feet and an electric heat producing ambient multi colored fireplace. All this modernization and open floorplan for ease of living, yet the home still feels classic, quaint, and cozy! Indulge in the quiet privacy that 1.14 acres of land provides!

559 Danbury Rd, Wilton
25 Langner Ln, Wilton
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 24218439 MLS
Welcome to this classic Colonial, ideally situated on an idyllic street in South Wilton! As you enter, you are greeted by a spacious foyer, flanked by a gracious living room with a fireplace on one side & a formal dining room on the other, conveniently located just off the kitchen. This thoughtfully designed layout is ideal for entertaining & gathering with family & friends. The sun-filled, spacious kitchen features an inviting eat-in area, granite countertops, & stainless steel appliances. Just beyond, a cozy family room with its own fireplace provides the perfect setting for movie nights, relaxing evenings, & everyday family living. The second floor offers a spectacular primary suite complete with a walk-in closet & recently beautifully remodeled primary bath, along with 3 generously sized bedrooms, a full hall bath, & the convenience of second-floor laundry. The finished walk out lower level provides even more flexible living space, complete with another fireplace! Whether used as a playroom, rec room, home gym, or media space, the possibilities are endless. There's great storage & garage access. Step outside to enjoy the beautiful outdoor setting, featuring a fabulous oversized deck, patio, & lovely yard, perfect for entertaining, play, or enjoying nature. Numerous recent improvements add to the appeal, including Hardie board siding, new roof, many replacement windows, & more! A wonderful opportunity to enjoy classic Colonial charm, This is a MUST SEE!

25 Langner Ln, Wilton
161 Hurlbutt St, Wilton
$1,890,000
5 Beds ⋅ 6 Baths ⋅ 24217060 MLS
Welcome to this stunning South Wilton center hall Colonial, where timeless elegance meets modern comfort. Beautiful millwork throughout, thoughtful updates, and three fireplaces enhance the inviting living spaces. The main level features formal living and dining rooms, a spacious family room, and an eat-in kitchen with counter seating, walk-in pantry, stone fireplace, built-ins and a dining area with French doors leading to a charming tiled sunroom providing a great flow from inside to outside. Upstairs, the expansive primary suite offers a beautiful see-through fireplace and versatile bonus space ideal for an office, yoga studio, or dressing room. Four additional bedrooms and another flexible room provide plenty of space for family, guests, and more. The bright, fully remodeled lower level offers three distinct spaces perfect for a gym, playroom, home office, or creative studio. Outside, enjoy an expansive, level front lawn with a gated driveway and a spacious, flat backyard featuring a stone patio, playscape, and garden. Deep lot with treed buffer that abuts the rear, the property offers a peaceful, private setting. A three-car garage completes this exceptional home. Just minutes to Wilton Center, Ambler Farm, Rolling Hills Country Club, YMCA, Norwalk River Valley Trail, schools and major highways. Beautifully updated and move-in ready, this home offers the perfect blend of elegance, space, and convenience!

161 Hurlbutt St, Wilton
937 Danbury Rd, Wilton
$649,000
5 Beds ⋅ 4 Baths ⋅ 24151288 MLS
Rare opportunity to acquire a legal three-unit residential property situated on 1.18 acres within Wilton's R-1 zoning district. Currently configured as three separate residential units, the property offers income potential with flexibility. The generous parcel size and underlying zoning may present future redevelopment or expansion potential, subject to local zoning regulations and all required municipal approvals. Additional basement space and exterior storage enhance functionality and long-term value. Conveniently located with easy access to Route 7, shopping, dining, and major commuting routes. Buyers are responsible for performing all independent due diligence regarding zoning, permitted uses, redevelopment feasibility, and approvals prior to submitting an offer. Seller makes no representation whatsoever of the property or any of it's condition.

937 Danbury Rd, Wilton
39 Keelers Ridge Rd, Wilton
$3,795,000
5 Beds ⋅ 7 Baths ⋅ 24215990 MLS
FOR SALE OR LEASE. ALSO AVAILABLE FOR RENT AT $15,000/MONTH.Tucked away on a private cul-de-sac in Wilton's sought-after Keelers Ridge neighborhood, this exceptionally maintained estate spans 2.28 acres of professionally landscaped grounds. Offering over 9,100+ sq. ft. of total finished space across the main residence and heated/cooled pool house, the property enjoys complete privacy and ideal positioning for both morning sunrises and evening sunsets. 9,100+ Sq Ft...Main House 6,115 sq. ft. Lower Level is finished with 1,995 sq. ft. and Pool House 1031 sq. ft. The main residence features 5 bedrooms, 4 full and 3 half baths, including a convenient main-level bedroom suite. The finished lower level adds dedicated space for a wine cellar, gym, rec room, plus 1,040 sq. ft. of unfinished basement for storage and utilities. A whole-house Crestron sound system (Sonos compatible) runs throughout. Designed for effortless indoor-outdoor entertaining, two expansive stone patios-each equipped with its own outdoor kitchen-overlook the gardens, newly built cedar pergolas, and heated pool with spa. Topped with a classic cupola, the pool house includes central HVAC, a full bath, kitchenette, and a 740 sq. ft. unfinished basement-ideal for poolside hosting and relaxation. Major mechanicals and upgrades: new roof, gutters and downspout (2026), new HVAC system (2024), whole-house generator (2021/22).

39 Keelers Ridge Rd, Wilton
82 Old Mill Rd, Wilton
$1,049,000
3 Beds ⋅ 3 Baths ⋅ 24216404 MLS
Welcome to 82 Old Mill Road, the perfect balance of privacy and convenience, along with the luxury of an inground pool surrounded by bucolic landscaping. This well-maintained and spacious 3 bed, 2 1/2 bath home is perfectly situated on a secluded acre just steps from Georgetown's restaurants and shops. With almost 2,400 square feet of move-in ready living space, there is room for all. A light-filled and updated eat-in kitchen features new appliances and sliders to the generous backyard patio. Find a welcoming living room with a wood-burning fireplace and picture window, and formal dining room with built-ins. A convenient bedroom and full bath complete the first floor. Upstairs find a generous, light-filled primary bedroom with a private bathroom, and another spacious bedroom, both with ample storage. The finished basement provides even more living space with a large recreation room, wet bar, and half bathroom-perfect for movie nights, watching sports, or entertaining friends. Your outdoor oasis awaits with beautiful mature landscaping, large patio and heated gunite pool, creating a private setting for relaxing and gathering. Find more storage above the attached 2-car garage that features epoxy flooring and entrance to the sunny mudroom. Set along a private road, this opportunity to feel away from it all while close to both Georgetown and Wilton Center, is not to be missed!

82 Old Mill Rd, Wilton
23 Church St, Wilton
$819,000
3 Beds ⋅ 2 Baths ⋅ 24214965 MLS
This captivating 3-bedroom, 1.5-bath antique Colonial is ready for its next chapter. Celebrated by The New York Times, Realtor.com, and Homes.com for its distinctive character, this home offers the ultimate blend of historic integrity and modern ease. The delightful, light-filled interior was designed for effortless, low-maintenance living. Sunlight pours through oversized windows, illuminating wide-plank floors and an updated granite kitchen. French doors lead to a private stone patio, looking out on 1.49 professionally landscaped acres with classic stone walls, native gardens and serene outdoor spaces. The main level features a dramatic dining room with a skylight, a spacious living room with a cozy reading nook and wood stove, plus a main-level laundry room. Upstairs, a vintage-inspired full bath accompanies 3 charming bedrooms, including a primary suite with a large walk-in closet. Listed on the National Register of Historic Places, the property is a part of the Pollinator Pathway Project and a Certified National Wildlife Habitat. Located in Wilton's Historic District, this home trades the burden of an oversized footprint for an efficient, lock-and-go sanctuary. Best of all, you are just a short stroll to Georgetown's vibrant cafes, restaurants, and Caraluzzi's Market. Complete with city water, total privacy, and easy access to Route 7 and Metro-North, this is a perfectly priced masterclass in historic charm.

23 Church St, Wilton
84 Turtleback Rd, Wilton
$899,000
3 Beds ⋅ 2 Baths ⋅ 24213525 MLS
Nestled on a picturesque stretch of bucolic Turtleback Road-a long-time favorite route for local walkers-this inviting 3-bedroom, 2-bathroom ranch offers a rare connection to Wilton's historic pastoral roots. Once part of a cherished local dairy farm, the property carries a peaceful, storied atmosphere that's hard to find. Inside, the home feels bright, refreshed, and rejuvenated, boasting beautiful refinished hardwood floors and a fresh coat of paint throughout an effortless, single-level layout. While the interior shines, the view out of every window truly steals the show. The property backs directly onto expansive woodlands, offering easy access to miles of hiking leading to the historic Weir Farm National Historical Park. Sweeping views from the expansive picture windows and the tranquil sunroom provide a front-row seat to a rolling meadow and the changing New England seasons. It is the exact kind of peaceful backdrop that turns a morning cup of coffee into a daily retreat. Practicality meets country charm, with two separate driveways-the upper drive serving the main level, and the lower drive offering direct, convenient access to covered parking and the walk-out lower level. A brand-new 4-bedroom septic system delivers absolute peace of mind, along with the potential to expand the footprint down the road. Enjoy a true single-level oasis located equidistant to Wilton Center, Ridgefield's historic Main Street, and trendy Georgetown.

84 Turtleback Rd, Wilton
39 W Meadow Rd, Wilton
$1,550,000
8 Beds ⋅ 5 Baths ⋅ 24207928 MLS
A true New England Classic- 39 West Meadow Rd was built in 1931 in "The Meadows," a neighborhood of architecturally significant homes. Upon entering the foyer, you are greeted by a sweeping staircase with grand living and dining rooms on either side. Each room offers gracious space for gathering and entertaining, showcasing timeless original craftsmanship, including beautifully carved mantel, fireplace, built-in corner china cabinets, and elegant dentil molding. The kitchen features Viking & LG stainless steel appliances and an eat-in dining area with French doors to a private bluestone patio. A spacious family room/den off the living room is ideal for movie night, game days, or possible home office. Above the garage, an au-pair or in-law suite offers 2 bedrooms, a full bath, and a private entrance, as well as a mudroom and laundry area off the kitchen. Continue to the upper levels of the main house, and you will find 6 additional private bedrooms. The 2nd floor hosts 4 oversized bedrooms, including a Primary en-suite, as well as a hall bath, while the light and bright 3rd floor offers 2 more bedrooms and a full bath. Outside, mature trees and gardens with specimen plantings bloom with color throughout the seasons. Relax on the bluestone patio and enjoy your own private oasis- a rare opportunity to own this Classic Beauty in South Wilton!

39 W Meadow Rd, Wilton
140 Vista Rd, Wilton
$1,050,000
1 Beds ⋅ 2 Baths ⋅ 24181173 MLS
4.74 Acres! First time on the market! Acreage reflects only 1 of 2 parcels. 1.84(house)+2.90 acres of pristine, lush property with main house, authentic Post and Beam Barn and in ground Gunite Shoreline pool. Once in a lifetime opportunity to create your weekend getaway, dream vacation compound or year round home to your personal specifications. Rarely does a property with this much character, acreage and pure potential hit the Fairfield County market. One conveyance of 2 contiguous parcels totaling 4.74 acres, on the NY border, in one of Wilton's most coveted neighborhoods, this secluded sanctuary is for visionaries, design enthusiasts, or anyone looking for the ultimate living opportunity. This estate is anchored by 3 incredible features: 1. Main House, a huge, mid-century modern feel, 1-2 Bedroom awaiting your imagination with remarkable potential, excellent bones, spacious proportions and a layout begging for modern transformation. Craft a sleek high-end masterpiece! 2: Majestic Post and Beam Barn w/ loft, steeped in character and limitless utility for entertainment space, convert to guest house or studio, or for your car collection, home fitness center or huge home office! Barn wood from the 1800's. 3. Vintage Shoreline Gunite Pool and grounds perfectly situated between house and barn, surrounded by nature, majestic trees and absolute tranquility. Plenty of room to expand the outdoor living space into an entertainer's paradise. Separate tax on vacant parcel. SOLD AS IS

140 Vista Rd, Wilton
21 School Rd, Wilton
$3,999,999
6 Beds ⋅ 7 Baths ⋅ 24212467 MLS
Welcome to an unparalleled masterpiece of living, nestled within a completely fenced, four-plus-acre private paradise in the very heart of Wilton, Connecticut. This extraordinary estate perfectly balances absolute serene privacy with the effortless convenience of town life. Approached via double-gated entries, the winding driveway unveils a residence meticulously crafted for the epicurean, the entertainer, and the modern visionary. The heart of the home centers around a true chef's kitchen, anchored by a roaring fireplace that radiates warmth and timeless character. Designed for both casual mornings and grand-scale catering, it features premium commercial appliances, a designated coffee bar room for your morning rituals, and endless custom storage to keep the aesthetic flawless. Just off the kitchen, a walk-in wine room awaits your private collection. For seamless entertaining, the formal sitting room features a fully equipped walk-in bar, transitioning beautifully into a stunning screened-in porch and a massive outside deck overlooking the grounds. Offering a total of six luxurious bedrooms, the home's layout is brilliantly engineered for ultimate privacy. The Owner's Suite and Family Quarters are situated in the main expanse of the home, offering opulent retreats with peaceful views of the estate.

21 School Rd, Wilton
267 Westport Rd, Wilton
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 24210329 MLS
Tucked away on a private, wooded two-acre lot in South Wilton, this 1890 antique farmhouse pairs quintessential New England character with expansive, light-filled proportions and a luxury pool complex completed in August 2025. The crowning jewel is the spectacular heated saltwater pool, seamlessly integrated into a sprawling custom stone paver deck sitting atop a 10-foot natural boulder wall. Complete with a custom pool bar and a built-in automatic cover, this elevated terrace creates an unmatched private entertaining space. Inside, the home has been freshly prepared for its next chapter with crisp white paint throughout and beautifully refinished original hardwood floors. Unlike typical antiques, the layout boasts grandly scaled rooms, high ceilings, and windows that flood the space with light. The main level flows through a formal living room with a classic fireplace, a generous formal dining room, an expansive family room, and a sun-filled eat-in kitchen ready for your culinary vision. Two separate four-season rooms offer exceptional flexibility-one overlooks the pool, while the other features a floor-to-ceiling brick fireplace with French doors opening to a high deck nestled in the mature tree canopy. A private home office and separate study complete the main floor.

267 Westport Rd, Wilton
14 Powder Horn Hill Rd, Wilton
$2,195,000
5 Beds ⋅ 6 Baths ⋅ 24208913 MLS
Set on a private, beautifully landscaped two-acre property, 14 Powder Horn Hill Road offers exceptional space, privacy and convenience just minutes from Wilton town center, shopping and the train. A stunning front porch creates a memorable first impression and opens to a grand entry foyer with a sweeping staircase. Inside, rich hardwood floors, generous room sizes, high ceilings and thoughtful architectural details create an elegant yet comfortable atmosphere. The spacious chef's kitchen features a large center island, Sub-Zero refrigeration and abundant workspace, flowing seamlessly into the inviting family room with coffered ceilings, a fireplace and French doors leading to the deck. Formal living and dining rooms provide ideal entertaining spaces, while a private library offers the perfect home office or quiet retreat. Upstairs, the expansive primary suite features a fireplace, luxurious bath and two exceptionally large walk-in closets. Four additional bedrooms and an oversized playroom room with a full bath offer outstanding flexibility for guests, recreation or media. The walk-out lower level is a true blank canvas, featuring impressive 9-foot ceilings, plumbing already in place for a future bathroom and endless potential to create a gym, home theater, game room, guest suite or additional living space. Outside, the flat, fenced backyard offers an ideal setting for entertaining, play and pets, with ample room for a future pool.

14 Powder Horn Hill Rd, Wilton
20 Cherry Ln, Wilton
$2,395,000
6 Beds ⋅ 6 Baths ⋅ 24206331 MLS
A magnificent Colonial estate offering an extraordinary blend of elegance, privacy and resort-style living on 2.45 beautifully manicured acres, adjoining 50 acres of conservation land. Grand in scale yet thoughtfully designed for today's lifestyle, the residence features 6 bedrooms, 6 full and 1 partial bath, including a sumptuous primary suite with two walk-in closets, dressing room, spa bath and private balcony overlooking the tranquil grounds. Five additional bedrooms offer en-suite baths, with two featuring walk-in closets. A dramatic two-story foyer introduces gracious formal living and dining rooms, two private offices and a handsome library. At the heart of the home, a newly renovated chef's kitchen features double marble islands, dual ovens and dishwashers, navy subway tile backsplash, wine fridge and custom coffee bar, flowing seamlessly into the inviting family room with fireplace. The spectacular great room is designed for memorable entertaining, with soaring ceilings, floor-to-ceiling stone fireplace, full bar with beverage refrigerator and direct access to the restored pool and spa, expansive deck, sport court and terrace. The finished lower level adds a gym, wine cellar and generous playroom with built-in bunk beds. A four-car garage and attached one-bedroom apartment provide exceptional convenience and flexibility for guests or multi-generational living. An exceptional private retreat in a coveted location near award-winning schools.

20 Cherry Ln, Wilton
149 Dudley Rd, Wilton
$2,995,000
5 Beds ⋅ 6 Baths ⋅ 24207078 MLS
Originally built in 1726 and extensively remodeled, reimagined and re-engineered in 2007, 149 Dudley Road is a rare country estate where nearly three centuries of history meet sophisticated modern living. Set behind gates on more than five magnificent level acres, this exceptional property combines timeless New England character, beautifully considered interiors and extraordinary amenities in an idyllic, park-like setting. The main residence is warm, elegant and filled with natural light, with wide-board floors, handsome millwork, dramatic stone fireplaces, original architectural details and inviting covered and wraparound porches that honor the home's remarkable heritage. Generously scaled rooms and an open, effortless flow are complemented by a stunning kitchen and beautifully appointed baths featuring luxurious finishes that are both classic and timeless. Designed equally for intimate everyday living and memorable entertaining, the home extends seamlessly outdoors. An exceptional outdoor living room with fireplace and pergola, expansive tiered terraces, heated pool and spa create a private resort-like setting surrounded by mature landscaping, sweeping lawns and a picturesque freshwater pond. Adding another dimension to the property is the extraordinary three-story carriage barn-a destination unto itself. With expansive entertaining and recreation spaces, offices, a spectacular secret "Speak Easy" and extensive garage and storage capacity for car collections, boats

149 Dudley Rd, Wilton
100 Glen Side, Unit 100, Wilton
$579,000
2 Beds ⋅ 3 Baths ⋅ 24206763 MLS ⋅ Glen River BLDG.
Welcome to this centrally located two-bedroom, two and a half bath condo in Wilton Center. The open first floor layout offers easy flow for everyday living, and a one-car garage adds convenience. With some updates and personal touches, this home presents a wonderful opportunity to create value in a sought-after location, just moments from local shops, restaurants, and commuter routes.

100 Glen Side, Unit 100, Wilton
300 Sturges Ridge Rd, Wilton
$4,695,000
5 Beds ⋅ 5 Baths ⋅ 24206380 MLS
Within easy reach of Manhattan, 300 Sturges Ridge Rd is a private modern retreat created for an extraordinary way of living. Set on 2.6 beautifully landscaped acres adjoining protected open space, the property offers exceptional privacy in a spectacular natural setting. Walls of glass, soaring ceilings and abundant natural light create interiors that feel open and connected to the outdoors. The sophisticated Poliform kitchen is a natural gathering place for quiet evenings or a house full of friends. The private primary suite opens to a balcony overlooking the grounds, while a dramatic glass mosaic wine cellar and expansive skylit gym add unexpected spaces for everyday enjoyment. Outside, a heated saltwater pool and spa are surrounded by lush landscaping, with multiple terraces, an outdoor kitchen, fire pit and Zen garden for entertaining and unwinding. Passive solar principles, advanced HVAC, a generator and whole-property connectivity support effortless modern living. This is luxury that feels personal rather than formal-a home for summers by the pool, evenings with friends, quiet mornings surrounded by nature and weekends that feel like a true escape without ever leaving home. For those seeking a distinctive modern home or private retreat near New York City, 300 Sturges Ridge brings together exceptional design, resort-style amenities, beautiful acreage and proximity to Manhattan.

300 Sturges Ridge Rd, Wilton
205 Mountain Rd, Wilton
$479,900
2 Beds ⋅ 1 Baths ⋅ 24207215 MLS
Marvelous opportunity at 205 Mountain Road in Wilton! This ranch-style home is set on approximately 1.60 acres with a lightly wooded, sloping lot. The property features one-level living, a screened porch, a private well, and a private septic system. Its existing layout offers a solid starting point for renovation and value creation. Update the current home, redesign the interior, or explore expansion possibilities, subject to town approvals. The property's natural setting provides privacy while remaining convenient to Route 7, shopping, dining, and nearby amenities. Ideal for investors, contractors, builders, or buyers seeking a renovation project in the Wilton market. Bring your plans and vision to unlock this property's full potential.

205 Mountain Rd, Wilton
12 Crowne Pond Ln Unit 12, Wilton
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 24207252 MLS
Easy living and convenient commuting converge at 12 Crowne Pond Lane, a beautifully updated and meticulously maintained home. Tucked away in an exclusive enclave of just three homes, this 4 bedroom, 3 bath single-family sanctuary combines true privacy with the benefits of a maintenance-free planned community. The main level offers a fluid, open-concept floor plan designed for effortless entertaining. At its heart is a bright white kitchen featuring granite countertops and stainless steel appliances, seamlessly connecting to the family room with a cozy wood-burning fireplace and sliders opening to an expanse of back deck. Upstairs, the spacious primary suite serves as a quiet retreat, complete with a generous walk-in closet and a spa-inspired bath highlighted by marble surfaces, double sinks, a soaking tub, and a custom marble waterfall tile shower. Three additional bedrooms, a second full bath, and dedicated upper-level laundry complete the space, while a finished lower level provides flexible room for a gym, office, or media center. Complete with city utilities, a private lawn, and close proximity to Wilton Center, top schools, and train station, this home offers the ultimate suburban lifestyle.

12 Crowne Pond Ln Unit 12, Wilton
315 Olmstead Hill Rd, Wilton
$849,000
3 Beds ⋅ 4 Baths ⋅ 24205671 MLS
Charming Cape Cod home in Wilton, a desirable Mid Fairfield County community. Located along a scenic country road, yet mere minutes from the village center, top ranked Schools and popular Wilton Y campus....Not to mention commute roads; and 5 mins from Cannondale Metro North train! 315 Olmstead Hill embodies classic New England architecture paired with unbeatable convenience. This comfortably-sized Cape, with significant, quality additional space in the partially Finished Walk-Out Lower Level, offers maximum flexibility for a wide range of lifestyles and life situations. The lush half-acre Lot possesses the perfect balance of lawn/perennial beds and Nature with its gorgeous views. There are Full Bathrooms on each Level. Some Key Features and Benefits: The Living Room with Dining Area is sun-lit, and anchored by a cozy stone Fireplace--ideal for crisp New England evenings. The home's Layout is Open and Inviting, including the main level Primary, with Walk-In Closet; 2 Bright Bedrooms upstairs; the Bonus Finished Lower Level; the Mud Room/Breezeway, separating the Oversized 2 Vehicle Attached Garage from the living quarters. Seamless flow from the timelessly Updated Kitchen with newer high-end Appliances, past the Breakfast Bar, to the Dining Area and Living Room. 315 Olmstead Hill is an outstanding opportunity to acquire a Move-In Home, or to customize a Classic Home in a convenient, highly desirable Location!!

315 Olmstead Hill Rd, Wilton
347 Nod Hill Rd, Wilton
$3,250,000
4 Beds ⋅ 5 Baths ⋅ 24168316 MLS
Set on one of Wilton's most coveted roads, this exceptional custom colonial is beautifully sited amid mature gardens, sweeping lawns and sunset views. Outdoor living is a highlight with a stunning pool, expansive stone patio, authentic Argentine Asado grill and level recreation lawn-an ideal setting for football and soccer games on Thanksgiving, entertaining and gatherings. Inside the main residence, timeless architecture, exquisite millwork, soaring ceilings and expansive windows create light-filled interiors. The renovated gourmet kitchen opens to gracious living spaces, including the great room with floor to ceiling stone fireplace, an elegant dining room for hosting large dinner parties and a warm and inviting family room with gas fireplace and built-ins. The first-floor primary suite features a sitting room, dual walk-in closets, built-ins and spa bath. Upstairs are three spacious bedrooms with window seats and a handsome home office. Connected by a breezeway, the 1,384 SF guest house offers a private entrance, bedroom, full bath, kitchenette, fireside living room, loft and additional living space.Attached and detached 2-car garages, potting shed, storage and circular drive complete this special property. This Nod Hill Road home is truly special.

347 Nod Hill Rd, Wilton
35 Glen Ridge, Unit 35, Wilton
$539,900
1 Beds ⋅ 2 Baths ⋅ 24203303 MLS ⋅ Glen River BLDG.
YOUR NEXT CHAPER SHOULD START RiGHT HERE IN WILTON! Welcome to Glen River, a premier townhouse community offering an exceptional combination of location, privacy, lifestyle, & value. Aggressively priced, this beautifully maintained 1bed+Den townhouse lives like a 2bed & is ideally positioned in one of the most private settings in the complex, overlooking a peaceful tree-lined backdrop. Walk to everything Wilton Village has to offer, including charming boutiques, restaurants, coffee shops, ice cream, grocery store, library, parks, Metro-North train, & Norwalk River Valley Trail. Inside an open kitchen flows into living/dining room where dramatic floor-to-ceiling stacked stone wood-burning fireplace creates a beautiful focal point. Sliders open to a private patio & bring abundant natural light into the home. Upper-level features spacious primary bedroom w/ vaulted ceilings & large walk-in closet, versatile den, full bath, laundry, and generous storage. The den provides excellent flexibility as a 2nd bedroom, office, guest room, or additional living space. a 1-car garage w/ additional storage adds additional convenience. Enjoy Glen River's beautifully maintained grounds and resort-style in-ground pool w/ lounge chairs, tables, umbrellas and changing area. Located in one of CT's most highly regarded school districts, this is an incredible opportunity to enjoy Wilton living, walkability, and top-rated schools at a very attractive price.

35 Glen Ridge, Unit 35, Wilton
24 Graenest Ridge Rd, Wilton
$3,800,000
3 Beds ⋅ 4 Baths ⋅ 24201990 MLS
Mid-Century Modern, Reimagined. This singular residence is a compelling conversation between two architectural eras, where a gracious 1950s post-and-beam home designed by Robert Peterson, who studied under Mies van der Rohe, meets a striking contemporary addition by architect Zehra Kuz Mackin. The original structure, defined by its low-slung roofline and classic Mid-Century proportions, has been thoughtfully opened and refined, allowing light to move freely through beautifully composed interiors. Created to accommodate an art collection, guests and vintage automobiles, the zinc-and-glass addition introduces a distinctly modern vocabulary while remaining remarkably harmonious with the original architecture. A sculptural glass-and-steel staircase, gallery-like spaces, private guest suite and collector's garage blur the distinction between residence and exhibition space, yet the home remains inviting and eminently livable. The interior of the original house has been substantially renovated including a recent kitchen makeover. Beyond the glass, architecture gives way to landscape. A serene, spa-like pool creates an extraordinary sense of privacy and retreat. Rare, sophisticated and impossible to replicate, this is modernism not preserved in amber, but beautifully evolved.

24 Graenest Ridge Rd, Wilton
77 Old Boston Rd, Wilton
$2,299,000
5 Beds ⋅ 7 Baths ⋅ 24199612 MLS
Exceptional, elegant blend of timeless architecture, refined interiors, and extraordinary outdoor living built by Tomas Brothers. Professionally designed, fully irrigated gardens create a private, resort-like setting surrounding the home, with mature plantings and thoughtfully curated spaces that are as beautiful as they are inviting. Inside, gracious proportions and sophisticated details define the home, with five bedrooms, three ensuite baths, and a Jack-and-Jill bath providing exceptional comfort and flexibility. Five fireplaces create warmth and character throughout, including the luxurious primary suite, family room, private office, living room, and finished lower level. The heart of the home is for grand entertaining and comfortable everyday living, with beautifully appointed gathering spaces that flow effortlessly from one room to the next. The upper level has a media room, and a sitting room attached to the primary bedroom to serve as a nursery or studio. The finished lower level extends the living space, features its own fireplace and full bath, and is a potential in-law suite. A truly distinctive wine cellar, adorned with a hand-painted evocative mural inspired by Tuscany, provides an elegant setting for wine enthusiasts. Only 4 miles to the New Canaan train station for a fast commute to NYC. Close to major highways, shopping & restaurants.

77 Old Boston Rd, Wilton
387 Danbury Rd, Wilton
$2,950,000
1 Baths ⋅ 24200084 MLS
Rare mixed-use investment/owner-user opportunity on Fairfield County's Route 7 corridor. 387 Danbury Road offers 13,706 SF across three buildings on 1.83 acres, combining 6,055 SF of office space (six suites) with 7,651 SF of industrial/flex space, including a 6,451 SF warehouse/garage structure and a 1,200 SF steel building with two drive-in bays. The property delivers diversified in-place income with immediate upside - a 750 SF second-floor office suite is ready for lease-up with minimal capital, while small office tenants provide steady cash flow. For owner-users, the anchor industrial/office tenant has indicated willingness to negotiate an early lease termination, allowing a new owner to accelerate occupancy of over 6,000 SF well ahead of the scheduled expiration. Located adjacent to Wilton High School, minutes from Wilton Center, with convenient access to the Merritt Parkway and I-95. DRB zoning adds further flexibility. Ideal for investors seeking stable income with reversion potential, or owner-users establishing a presence on one of Fairfield County's most trafficked commercial corridors.

387 Danbury Rd, Wilton
48 Old Farm Rd, Wilton
$4,999,999
5 Beds ⋅ 8 Baths ⋅ 24170471 MLS
Set beyond stone walls and a landscaped entrance, 48 Old Farm Road is a newly completed Wilton residence blending timeless New England architecture with a bright, refined modern interior. The open central hall makes an immediate impression with pale oak floors, abundant natural light and a striking staircase with black metal balusters. Generously proportioned living spaces feature custom millwork, expansive windows and seamless flow for everyday living and entertaining. The kitchen opens to the main gathering areas and overlooks the rear grounds. Spacious bedrooms include vaulted ceilings, large windows and beautifully finished baths with stone surfaces, frameless glass showers and thoughtfully selected fixtures. An elevator adds convenience between levels, while the three-car garage, broad driveway and multiple covered outdoor areas enhance daily function. Mature trees, open lawn, stonework and a private setting create the feel of a composed country property. The detached 2000 sq. ft. accessory building ready to be finished. Room for a pool. Served by Wilton Public Schools and convenient to Wilton Center, local amenities and Metro-North service to New York City.

48 Old Farm Rd, Wilton

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