33

Homes for Sale near Wilton High School

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  • /34

    $1,575,000

    • 4 Beds
    • 3.5 Baths
    • 4,502 Sq Ft

    8 Indian Rock Place, Wilton, CT 06897

    Nestled on a quiet cul-de-sac, this beautifully expanded center hall Colonial offers timeless architecture, exceptional craftsmanship, and an open floor plan designed for today's lifestyle. At the heart of the home is a chef's kitchen where soaring vaulted ceilings and exposed beams create an extraordinary sense of space. The expansive eat-in kitchen flows seamlessly into the equally impressive

    Agent Photo

    Heather Lindgren

    Coldwell Banker Realty

    8 Indian Rock Place, Wilton, CT 06897
  • /28

    $1,099,000

    $150K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,803 Sq Ft

    332 Belden Hill Rd, Wilton, CT 06897

    Welcome to the historic James Benedict House, one of Wilton's most notable and beautifully preserved 18th-century residences. This thoughtfully updated antique Colonial seamlessly blends timeless craftsmanship with modern convenience, offering 2,803 square feet across three full levels-including a true third floor with tall ceilings (not an attic)-plus a walk-out lower level ready to be finished.

    Agent Photo

    Cosmo Iadanza

    Century 21 AllPoints Realty

    332 Belden Hill Rd, Wilton, CT 06897
  • /35

    $699,000

    Open Sat 1PM - 3PM
    • 2 Beds
    • 2.5 Baths
    • 1,255 Sq Ft

    13 Glen Ridge Unit 13, Wilton, CT 06897

    Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhouse in the heart of downtown Wilton, offering the perfect blend of comfort, style, and convenience. Filled with natural light, the main level features hardwood floors throughout and a welcoming foyer with French doors leading to a spacious living room with custom built-ins, a fireplace, and sliding doors to the newly refinished

    Agent Photo

    Todd Auslander

    Keller Williams Prestige Prop.

    13 Glen Ridge Unit 13, Wilton, CT 06897
  • /38

    $1,849,000

    • 4 Beds
    • 3.5 Baths
    • 3,755 Sq Ft

    35 Hickory Hill Rd, Wilton, CT 06897

    Exceptional modern custom colonial farmhouse boasting over 3700 sq ft. Serene gardens and wrap around porch welcome you home. Tucked away on nearly 2.5 acres with lush landscaping, mature trees and stunning fire pit conversation area. Craftsmanship abounds. Elegance. Details. Bluestone. Luxury wide plank flooring. Flooded with natural light. ADA compliant features swath the main floor, including

    Heather McGuinness William Raveis Real Estate

    35 Hickory Hill Rd, Wilton, CT 06897
  • /32

    $1,495,000

    • 3 Beds
    • 3 Baths
    • 2,644 Sq Ft

    70 Coley Rd, Wilton, CT 06897

    In 1968 the owners purchased a 2 acre building lot and built a beautiful home and raised their family and grandchildren. Now it's time for another family to enjoy years of happiness as they did in the past. Spacious single floor living circular drive. Open front door to a large entrance leading to a formal living room and dining room. Eat-in Kitchen opens to a large family room fireplace with a

    Barbara McDonough Century 21 AllPoints Realty

    70 Coley Rd, Wilton, CT 06897
  • /37

    $799,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 2,234 Sq Ft

    48 Mountain Rd, Wilton, CT 06897

    A well set Ranch, incorporating 7 rooms, 3 bed 2 full baths set in the middle of 2.1 acres in a R1 Zone. Great expansion options,incredible music rooms and traditional bar, Radiant heat floors, Kitchen leading to screened in porch with views of a large back yard with mature flowering trees, Definitely room for a pool. Firepit area,Large shed with electricity and an outbuilding that can easily

    Peter Sullivan Camelot Real Estate

    48 Mountain Rd, Wilton, CT 06897
  • /40

    $975,000

    • 3 Beds
    • 2 Baths
    • 1,884 Sq Ft

    8 Ground Pine Rd, Wilton, CT 06897

    Turn-key, 3-bedroom, 2-full bath split-level home set on a level 2+ acre property in a sought-after neighborhood, perfect for walking and bike riding. Enjoy direct access to Sackett State Park, offering miles of scenic trails for hiking and walking your dogs. The updated kitchen features quartz countertops, stainless steel appliances, and a breakfast bar that opens seamlessly to the dining area

    Lynne Murphy Berkshire Hathaway NE Prop.

    8 Ground Pine Rd, Wilton, CT 06897
  • /40

    $3,495,000

    • 5 Beds
    • 8 Baths
    • 9,032 Sq Ft

    253 Rivergate Dr, Wilton, CT 06897

    Handsomely set on two private, resort-like acres, this timeless Nantucket-style residence offers the feel of a secluded family compound. Adjacent to a 21-acre wildlife preserve along the west bank of the Saugatuck River, the setting invites fishing by the river and peaceful walks along scenic trails through the surrounding natural landscape. Custom built by celebrated architect Tim Geitz, the

    Michelle Genovesi William Raveis Real Estate

    253 Rivergate Dr, Wilton, CT 06897
  • /16

    $249,500

    • 1 Bath
    • 485 Sq Ft

    84 Wilton Crest Rd Unit 84, Wilton, CT 06897

    Ground-level condominium offering an open studio layout with hardwood flooring and an updated bathroom. The large sliding glass door opens to a private patio, bringing in natural light and extending the living space outdoors. A generous double closet area provides flexibility and can be used as a bedroom space or home office. Residents of Wilton Crest enjoy a variety of amenities, including a

    Kris Lippi Get Listed Realty

    84 Wilton Crest Rd Unit 84, Wilton, CT 06897
  • /40

    $999,500

    • 4 Beds
    • 3 Baths
    • 2,404 Sq Ft

    147 Thayer Pond Rd, Wilton, CT 06897

    Located close to the Lake Club on a private secluded lot bordering Parting Brook. This home underwent a complete top to bottom remodel featuring, a stunning new kitchen, all new windows, heating and cooling system, new baths, siding, deck, etc.... 4 fireplaces, 2 car garage, walk in closet, newly paved driveway.

    Peter Hastings Hastings Real Estate

    147 Thayer Pond Rd, Wilton, CT 06897
  • /31

    $1,900,000

    Open Sun 12PM - 2PM
    • 5 Beds
    • 5.5 Baths
    • 5,657 Sq Ft

    39 Powder Horn Hill Rd, Wilton, CT 06897

    Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious home offers a rare combination of comfortable living, flexibility, and additional income potential. Just steps from the main residence, a detached, self-contained legal cottage features one bedroom, one full bath, a kitchen, and a private deck-ideal for guests, extended family, a home office, or

    Benjamin Howell Coldwell Banker Realty

    39 Powder Horn Hill Rd, Wilton, CT 06897
  • /33

    $1,250,000

    • 4 Beds
    • 4.5 Baths
    • 3,319 Sq Ft

    25 Sunset Hill Rd, Wilton, CT 06897

    Nestled on a picturesque one-acre property in Wilton's desirable neighborhood, this beautifully updated Colonial offers the perfect blend of timeless charm, modern design, & exceptional functionality. The home showcases quality craftsmanship, an open-concept layout, & thoughtfully designed living spaces ideal for today's lifestyle The heart of the home is a stunning gourmet kitchen featuring

    Jimmy Benincaso The Bridge Realty Inc.

    25 Sunset Hill Rd, Wilton, CT 06897
  • /19

    $600,000

    Open Sun 1PM - 3PM
    • 1 Bed
    • 1.5 Baths
    • 1,129 Sq Ft

    9 Glen Ridge, Wilton, CT 06897

    Welcome to this beautifully updated two-story townhouse in the highly desirable Glen River community, ideally located just moments from the heart of Wilton Village. Enjoy the convenience of walking to shops, restaurants, the library, parks, the Norwalk River Valley Trail, and the Metro-North train. Inside, the open-concept main level features gleaming hardwood floors, a spacious living and dining

    Danna Rogers Higgins Group Bedford Square

    9 Glen Ridge, Wilton, CT 06897
  • /20

    $949,000

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    22 Bittersweet Trail, Wilton, CT 06897

    Welcome to this inviting 4-bedroom, 2-bath Hi-Ranch, ideally situated on a quiet cul-de-sac in desirable South Wilton. Designed for comfortable everyday living and easy entertaining, the main level features a bright living room that flows seamlessly into the dining room and an updated kitchen with granite countertops, opening to a den. The primary bedroom, two additional bedrooms, and a full bath

    Lynne Murphy Berkshire Hathaway NE Prop.

    22 Bittersweet Trail, Wilton, CT 06897
  • /25

    $979,000

    • 3 Beds
    • 2.5 Baths
    • 2,738 Sq Ft

    512 Belden Hill Rd, Wilton, CT 06897

    Nestled among the trees in desirable South Wilton, this architecturally significant mid-century modern contemporary offers timeless design, privacy, and comfort. Inspired by Frank Lloyd Wright's principles of organic architecture, the home was designed by noted Connecticut architect David D. Coffin, with original plans by Rafter Johnson, Inc. Offering approximately 2,700 square feet, this

    Lynne Murphy Berkshire Hathaway NE Prop.

    512 Belden Hill Rd, Wilton, CT 06897
  • /14

    $1,250,000

    $250K PRICE DROP
    • Land
    • 38.01 Acres
    • $32,886 per Acre

    0 Old Mill Rd, Wilton, CT 06897

    Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous

    Tania Stergue William Raveis Real Estate

    0 Old Mill Rd, Wilton, CT 06897
  • /36

    $1,049,000

    • 3 Beds
    • 2.5 Baths
    • 2,391 Sq Ft

    82 Old Mill Rd, Wilton, CT 06897

    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

    Maureen DeBoisbriand Compass Connecticut, LLC

    82 Old Mill Rd, Wilton, CT 06897
  • /23

    $2,399,000

    Open Sun 12PM - 2PM
    • 5 Beds
    • 6 Baths
    • 7,843 Sq Ft

    14 Powder Horn Hill Rd, Wilton, CT 06897

    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

    Benjamin Howell Coldwell Banker Realty

    14 Powder Horn Hill Rd, Wilton, CT 06897
  • /14

    $1,250,000

    $250K PRICE DROP
    • Land
    • 3.3 Acres
    • $378,788 per Acre

    00 Old Mill Rd, Wilton, CT 06897

    Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous

    Kris Forland Forland Realty Group LLC

    00 Old Mill Rd, Wilton, CT 06897
  • /40

    $2,695,000

    • 6 Beds
    • 5 Baths
    • 5,576 Sq Ft

    89 Chestnut Hill Rd, Wilton, CT 06897

    Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring

    Daniel McCamblau Brown Harris Stevens

    89 Chestnut Hill Rd, Wilton, CT 06897
  • /40

    $4,975,000

    • 5 Beds
    • 4.5 Baths
    • 7,907 Sq Ft

    300 Sturges Ridge Rd, Wilton, CT 06897

    A rare offering distinguished by architectural clarity, complete privacy, and a deeply personal design vision, set within one of Fairfield County's most sought-after locations. Jay Manuel, internationally recognized creative director and fashion icon, brings a distinctly refined point of view to his architecturally significant modern residence in Connecticut. Acquired in 2011, the home was

    Laura Ancona William Pitt Sotheby's Int'l

    300 Sturges Ridge Rd, Wilton, CT 06897
  • /40

    $999,000

    $200K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,827 Sq Ft

    305 Olmstead Hill Rd, Wilton, CT 06897

    This iconic mid-century modern home offers a rare blend of architectural character and natural beauty, situated on two private acres along Olmstead Hill-one of Wilton's designated scenic roads. Designed in 1958 by architect Robert Van Summern (whose work has been featured in The New York Times) as his first family residence, the home thoughtfully integrates timeless design with its serene, wooded

    Diane Millas William Raveis Real Estate

    305 Olmstead Hill Rd, Wilton, CT 06897
  • /37

    $2,679,000

    $171K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 7,200 Sq Ft

    20 Cherry Ln, Wilton, CT 06897

    Move right in! This gorgeous Georgian Colonial private home is set on nearly 2.5 of flat, landscaped acres. Boarding 50 acres of protected conservation land, you will feel the privacy and serenity of this grand entrance the moment you drive up. Offering over 7200 sqft, and an additional 2100+ sqft lower level, this home combines exceptional scale, modern updates, and long-term value. Designed for

    Molly Rubins NestSeekers International

    20 Cherry Ln, Wilton, CT 06897
  • /40

    $1,799,000

    • 4 Beds
    • 3.5 Baths
    • 3,758 Sq Ft

    206 Mountain Rd, Wilton, CT 06897

    Originally built in 1769, this beautifully renovated and meticulously maintained antique home blends historic character with modern comfort. Set on two landscaped acres along one of Wilton's most scenic country roads, the four-bedroom, three-and-a-half-bath residence offers approximately 3,758 square feet of thoughtfully designed living space. The renovation included updated electrical systems

    Christine McGovern William Raveis Real Estate

    206 Mountain Rd, Wilton, CT 06897
  • /11

    $279,000

    • Land
    • 2.09 Acres
    • $133,493 per Acre

    3 Highwood Ln, Wilton, CT 06897

    2.09 AC buildable/conforming lot on idyllic/scenic side street. One of the best lots on the street - the lot is priced at a discount because of the power lines that run through a portion of the property. Plenty of room to build a large center hall colonial/dream home - the owner built 9 Highwood Lane and has house plans/survey/etc available if interested. The lot is triangle shaped with 368' of

    Joe Rohinsky Coldwell Banker Realty

    3 Highwood Ln, Wilton, CT 06897
  • /7

    $2,995,000

    $905K PRICE INCREASE
    • 5 Beds
    • 7 Baths
    • 6,900 Sq Ft

    0 Mountain Rd, Wilton, CT 06897

    This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of

    Evan Sheftel Millstone Real Estate Corp

    0 Mountain Rd, Wilton, CT 06897
  • /39

    $1,799,000

    • 5 Beds
    • 3.5 Baths
    • 4,347 Sq Ft

    293 Sturges Ridge Rd, Wilton, CT 06897

    Exceptional contemporary residence set on 2 beautifully landscaped acres of park-like property in one of Wilton's most desirable neighborhoods. Offering 4,347 square feet of thoughtfully designed living space, this impressive 5-bedroom home features 3 full baths and 1 half bath, combining timeless elegance with modern comfort. Newly refinished hardwood floors flow throughout the home, while

    Lynne Murphy Berkshire Hathaway NE Prop.

    293 Sturges Ridge Rd, Wilton, CT 06897
  • /31

    $3,350,000

    • 6 Beds
    • 7 Baths
    • 6,899 Sq Ft

    112 Vista Rd, Wilton, CT 06897

    Located moments from Wilton Town Center, this fully reimagined 6-bedroom, 5.2-bath residence blends timeless character with modern luxury. Set on more than two pristine acres with a designated pool site and overlooking the Silvermine River, the home has been extensively renovated, showcasing exceptional craftsmanship and thoughtful design throughout. The interior features 9-foot ceilings,

    Jennifer Dineen Houlihan Lawrence

    112 Vista Rd, Wilton, CT 06897
  • /25

    $985,000

    • 3 Beds
    • 2.5 Baths
    • 1,905 Sq Ft

    78 Village Ct, Wilton, CT 06897

    Enjoy low-maintenance living in desirable Grumman Hill Village, a beautifully maintained community of 48 homes in sought-after South Wilton. Residents enjoy a carefree lifestyle w/ association-covered grounds maintenance, landscaping, and snow removal, allowing time to enjoy all that Wilton has to offer. Perfectly positioned within the community, this home enjoys one of the most desirable

    Lynne Murphy Berkshire Hathaway NE Prop.

    78 Village Ct, Wilton, CT 06897
  • /28

    $799,000

    $26K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,329 Sq Ft

    65 Whipple Rd, Wilton, CT 06897

    Nestled on a peaceful 1.12-acre lot along a quiet South Wilton street, this property offers the perfect balance of privacy and convenience. Surrounded by mature trees and natural beauty, the setting provides a serene retreat while still being just minutes from everything Wilton has to offer. Ideally located with easy access to shopping, restaurants, schools, parks, and major commuting routes,

    Lianna Melzer William Pitt Sotheby's Int'l

    65 Whipple Rd, Wilton, CT 06897
  • /36

    $1,050,000

    • 4 Beds
    • 2.5 Baths
    • 2,060 Sq Ft

    Unlisted Address

    Nestled on nearly two private acres and surrounded by nature, this storybook home is truly move-in ready. Relax on the charming 15' x 12' screened porch, gather around the newly installed gravel fire pit, or explore the 179-acre Woodcock Nature Center, a protected state park that borders your backyard. Inside, you'll find eight beautifully maintained rooms featuring hardwood floors, new bedroom

    Lonnie Shapiro Coldwell Banker Realty

    Unlisted Address
  • /40

    $1,085,000

    Pre-Foreclosure
    • 4 Beds
    • 3 Baths
    • 3,300 Sq Ft

    311 Mountain Rd, Wilton, CT 06897

    Beautifully situated on a spacious corner lot, this exceptional home enjoys the added privacy of a quiet dead-end street as its crossroad. Offering over 3,300 sq. ft of living space, this versatile floor plan provides generous room for today's lifestyle w/ endless possibilities for customization. The bright & inviting main level features a spacious living room, dining area, updated kitchen w/

    Denise Napoleone William Raveis Real Estate

    311 Mountain Rd, Wilton, CT 06897
  • /33

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,121 Sq Ft

    132 Westport Rd, Wilton, CT 06897

    Steeped in history and rich with original character, the Samuel Fitch House (c. 1800) presents an opportunity to own an authentic piece of Wilton's past. Just 2 miles from Wilton Center, this 2,121 sf Colonial offers 3 bedrooms and 2.5 baths, surrounded by lush perennial gardens & mature fruit trees. Inside, the home showcases many of the architectural details that antique home enthusiasts seek,

    Matthew Nuzie RE/MAX Right Choice

    132 Westport Rd, Wilton, CT 06897
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