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Homes for Sale near Middlebrook School

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  • /30

    $1,398,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,455 Sq Ft

    565 Danbury Rd, Wilton, CT 06897

    Conveniently located, set back from Danbury Road on a private driveway. This sun-filled updated Colonial offers 4 Bedrooms and 4 full baths. First floor offers a chef Kitchen with professional grade appliances, granite counters, custom cabinetry and slider leading to a large Deck for outdoor entertaining, Dining Room, Living Room and Family Room with fireplace, new hardwood floors throughout. Mud

    Agent Photo

    Kevin O'Brien

    O'Brien Premier Properties

    (475) 445-1566

    565 Danbury Rd, Wilton, CT 06897
  • /7

    $2,090,000

    • 5 Beds
    • 7 Baths
    • 5,100 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
  • /40

    $1,975,000

    • 5 Beds
    • 3.5 Baths
    • 5,153 Sq Ft

    87 Catalpa Rd, Wilton, CT 06897

    Set high atop a ridge in one of Wilton's most desirable neighborhoods, offering STUNNING views of expansive landscape from nearly every room as well as its wraparound porch, this magnificent, 5/6 BR farmhouse Colonial is a charming yet sophisticated home for all 4 seasons. Front entrance boasts a 2-story foyer w/custom bookcases. Gorgeous living room offers a floor-to-ceiling fieldstone

    Katie Nugent Berkshire Hathaway NE Prop.

    87 Catalpa Rd, Wilton, CT 06897
  • /40

    $1,699,000

    • 4 Beds
    • 3.5 Baths
    • 4,909 Sq Ft

    32 Silver Spring Rd, Wilton, CT 06897

    32 Silver Spring Road is a beautifully updated Colonial set on just over an acre in a convenient Wilton location. With 4,900 sq. ft. of living space across three levels, this home blends classic New England charm with modern updates designed for today's lifestyle. The interior features four spacious bedrooms, three full baths, and one-half bath, enhanced by newly installed hardwood floors and

    Sarah Fair William Raveis Real Estate

    32 Silver Spring Rd, Wilton, CT 06897
  • /40

    $1,599,000

    • 4 Beds
    • 4 Baths
    • 4,162 Sq Ft

    304 Chestnut Hill Rd, Wilton, CT 06897

    South Wilton living at its best! Welcome to 304 Chestnut Hill Road, a 4/5 bedroom residence privately sited at the end of a quiet country lane in South Wilton. This well maintained home offers a spacious and flexible floor plan on 2.21 acres, ideal for both everyday living and entertaining. The main level features generous living areas filled with natural light, while the finished walkout lower

    Kim Harizman Compass Connecticut, LLC

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

    $1,295,000

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft

    177 Old Boston Rd, Wilton, CT 06897

    Sophisticated South Wilton living awaits! Welcome to this spacious and inviting colonial, perfectly situated in one of Wilton's most desirable locations. Inside, you'll find generously sized rooms designed for both everyday living and effortless entertaining. The large living room and oversized family room-complete with cathedral ceilings, exposed beams, and fireplaces-offer cozy retreats for

    Karen Liss-uomoleale William Raveis Real Estate

    177 Old Boston Rd, Wilton, CT 06897
  • /39

    $1,995,000

    • 4 Beds
    • 5 Baths
    • 4,775 Sq Ft

    81 Graenest Ridge Rd, Wilton, CT 06897

    Outstanding, updated, modern Colonial tucked into one of Wilton's most sought-after neighborhoods-just a short stroll to town. Offering 4/5 bedrooms, 3 full baths, and 2 half baths, this home seamlessly blends timeless style with thoughtful updates for today's lifestyle. Step inside to discover beautifully renovated kitchen and baths, sun-filled living spaces, and the comfort of geothermal

    Kim Burke Berkshire Hathaway NE Prop.

    81 Graenest Ridge Rd, Wilton, CT 06897
  • /31

    $1,325,000

    • 4 Beds
    • 2.5 Baths
    • 3,604 Sq Ft

    181 Old Boston Rd, Wilton, CT 06897

    Nestled on 1.12 acres in sought-after South Wilton, this spacious Colonial offers an ideal blend of space, light, and livability. A welcoming entry opens to sun-filled living spaces accented by hardwood floors throughout. The formal dining room provides a sophisticated setting for gatherings, while the eat-in kitchen, appointed with stainless steel appliances and generous counter space, flows

    Frank D'Ostilio Houlihan Lawrence WD

    181 Old Boston Rd, Wilton, CT 06897
  • /33

    $1,275,000

    • 4 Beds
    • 3 Baths
    • 3,006 Sq Ft

    6 Downe Ln, Wilton, CT 06897

    Historic Elegance meets Modern Living at 6 Downe Lane Welcome to 6 Downe Lane - a property rich in history and timeless charm, originally occupied by the Gaylord family, one of Wilton's earliest settlers. This beautifully preserved and thoughtfully updated home offers a rare opportunity to own a piece of the town's heritage, gracefully nestled on a quiet cul-de-sac in a sought-after South Wilton

    Lisa Nuzzo RE/MAX Heritage

    6 Downe Ln, Wilton, CT 06897
  • /39

    $1,275,000

    • 4 Beds
    • 4 Baths
    • 3,817 Sq Ft

    63 Pipers Hill Rd, Wilton, CT 06897

    3800 SF of total living space to enjoy! Gracious, turn-key Colonial ideally sited on 2 level acres on popular Pipers Hill. This meticulously maintained 4 bedroom, 4 full bath home offers newly painted rooms, gleaming hardwood floors and amazing storage throughout. The truly flexible floor plan encompasses 3 levels including a full, walk-out lower level. Newer roof and updated systems ensure

    Patricia Prenderville Higgins Group Real Estate

    63 Pipers Hill Rd, Wilton, CT 06897
  • /40

    $1,499,000

    • 4 Beds
    • 3.5 Baths
    • 4,778 Sq Ft

    481 Ridgefield Rd, Wilton, CT 06897

    Quietly sited atop of a serene two-acre lot, this wonderful home is a rare find. A perfect blend of charming colonial and fabulous modern barn addition. This is the home people gravitate to for fun, relaxing and living your best life! This home boasts some of the best entertaining spaces in Wilton. The sun flooded great room with wood burning fireplace and +30' ceilings is AWESOME - in the true

    Pat Saviano Coldwell Banker Realty

    481 Ridgefield Rd, Wilton, CT 06897
  • /37

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 4,102 Sq Ft

    158 Linden Tree Rd, Wilton, CT 06897

    BRAND NEW PRICE! Must see! Beautiful Colonial nestled on a serene, tree-lined street in one of Wilton's most desirable neighborhoods. This 4/5 BR, 3.5-bath home offers over 3,500 square feet of comfortable living space, blending classic charm with modern conveniences. Step inside to find a sun-splashed interior featuring hardwood floors, a spacious living room with gas fireplace and radiant heat

    Chris Ahlgrim Coldwell Banker Realty

    158 Linden Tree Rd, Wilton, CT 06897
  • /34

    $899,000

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    20 Newsome Ln, Wilton, CT 06897

    This inviting ranch offers a spacious, thoughtfully designed floor plan and is tucked away on a beautiful south Wilton cul-de-sac surrounded by multi-million dollar homes. The charming stone front sets the tone, welcoming you into a home with hardwood flooring and a cozy fireplace. At the heart of the home is the large, fully renovated kitchen with stainless steel appliances, double ovens, and a

    Seema Dohil Brown Harris Stevens

    20 Newsome Ln, Wilton, CT 06897
  • /37

    $995,000

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    32 Cobblestone Place, Wilton, CT 06897

    Step into this reimagined colonial, effectively built in 2025, where timeless design meets modern living. Sited on two private acres at the corner of a quiet lane, the home enjoys an open backyard, exceptional privacy, and an abundance of natural light throughout. The first floor is defined by hardwood floors and expansive windows that open to a chef's kitchen appointed with a GE Cafe 48"

    Sam Campolo Compass Connecticut, LLC

    32 Cobblestone Place, Wilton, CT 06897
  • /38

    $1,065,000

    • 4 Beds
    • 2.5 Baths
    • 2,281 Sq Ft

    33 Coley Rd, Wilton, CT 06897

    Welcome to beautiful 33 Coley Road! The original Owner has maintained this lovely colonial home for nearly 60 years. Located in mid-Wilton on a quiet street just off the Sturges Ridge area of town. Upgrades in the home include the renovated kitchen with granite countertops, hardwood floors, custom built-ins, first floor laundry room, newly installed Living Room hardwood floors, gas fireplace and

    Diane Millas William Raveis Real Estate

    33 Coley Rd, Wilton, CT 06897
  • /8

    $340,000

    • Land
    • 1.76 Acres
    • $193,182 per Acre

    9 Read Place, Wilton, CT 06897

    Approved Building Lot located in a quiet Wilton neighborhood, just minutes from downtown Georgetown, Caraluzzi's, and the Train Station. Set on a private road directly off Route 7, this property offers both convenience and privacy. This lot is within Wilton's highly regarded school district. Septic plans are approved, building plans are available, and a builder is already lined up to help bring

    Medina Kovaci William Raveis Real Estate

    9 Read Place, Wilton, CT 06897
  • /34

    $839,000

    • 4 Beds
    • 3.5 Baths
    • 1,484 Sq Ft

    43 Blue Ridge Rd, Wilton, CT 06897

    Renovated, Refined, Ready to welcome you Home! Nestled in a quiet Wilton neighborhood, this fully renovated ranch-style home offers turnkey living inside and out. The brand-new kitchen is filled with natural light and opens to the dining area, living room and sunroom creating a warm and inviting space. The main level features three bedrooms, including a primary suite with an en-suite bath,

    Barbara Sweeney Coldwell Banker Realty

    43 Blue Ridge Rd, Wilton, CT 06897
  • /39

    $2,395,000 Open Thu 4PM - 6PM

    • 5 Beds
    • 7 Baths
    • 7,336 Sq Ft

    185 Sturges Ridge Rd, Wilton, CT 06897

    This stately 5 BR shingle style colonial with over 7000 sf in favored Sturges Ridge neighborhood is a memory-making treasure! With a level backyard that plays host to games, gardens and gatherings including a lobster bake, birthday parties with water slides, badminton, croquet, the view to witness joyful connection is endless. The home is a haven of warmth and sophistication, and offers large

    Julie Carney William Raveis Real Estate

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

    $925,000

    • 4 Beds
    • 3.5 Baths
    • 2,724 Sq Ft

    57 Little Brook Rd, Wilton, CT 06897

    Welcome to one of South Wilton's most coveted cul-de-sacs! Tucked away in a peaceful setting, this classic 4-bedroom, 3.5 bath colonial offers approximately 2,700 sq. ft. of comfortable living space and has been lovingly cared for by the same family for over 37 years. From the moment you arrive, you'll feel the warmth and charm this home has to offer. Hardwood floors flow throughout, and

    Kim Burke Berkshire Hathaway NE Prop.

    57 Little Brook Rd, 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
  • /18

    $1,050,000

    • 4 Beds
    • 2 Baths
    • 2,470 Sq Ft

    43 Kent Hills Ln, Wilton, CT 06897

    This stylish, updated and sunny single-family home has 4 bedrooms and 2 baths, tucked away on a peaceful cul-de-sac. It boasts an inviting family room with a beautiful mosaic-tiled fireplace, a formal dining room, and a modern kitchen that includes a seating island-perfect for family meals. The bedrooms are nice-sized, and the primary bedroom has a full bathroom. The lower level features office

    Lina Mak-Chin Berkshire Hathaway NE Prop.

    43 Kent Hills Ln, Wilton, CT 06897
  • /32

    $725,000

    • 3 Beds
    • 1 Bath
    • 1,522 Sq Ft

    110 Dudley Rd, Wilton, CT 06897

    Charming clapboard & stone home with idyllic gardens and outdoor living. Loaded with character and timeless appeal, this 3 bedroom, 1 bath home blends classic charm with inviting comfort. Nestled on a beautifully landscaped property, it features wide plank wood floors, built-in bookshelves, and a cozy living room with a fireplace. The dining area opens to a bright, functional kitchen, making

    Lynne Murphy Berkshire Hathaway NE Prop.

    110 Dudley Rd, Wilton, CT 06897
  • /29

    $2,650,000

    • 5 Beds
    • 6 Baths
    • 6,046 Sq Ft

    125 Nod Hill Rd, Wilton, CT 06897

    This stunning custom Colonial at 125 Nod Hill Road was crafted by renowned architect Rick Moisan. Nestled on 2.48 acres with peaceful water views, the 6,046 sq ft residence blends timeless architecture with modern comfort in an idyllic setting. A mahogany front porch welcomes you inside, where high ceilings, custom millwork, and sun-filled rooms create an atmosphere of refined elegance. The

    Benjamin Howell Coldwell Banker Realty

    125 Nod Hill Rd, Wilton, CT 06897
  • /20

    $768,000

    • 3 Beds
    • 2.5 Baths
    • 2,415 Sq Ft

    45 Lambert Common Unit 45, Wilton, CT 06897

    Beautiful & Spacious Townhouse in Sought-After Lambert Common, South Wilton! Welcome to easy and fun living in one of Wilton's most desirable communities! This spacious and beautifully maintained 3-bedroom, 2.5-bath townhouse offers everything you need-just move right in and enjoy. The oversized living and dining area features a cozy wood-burning fireplace and sliders that open to a large

    Karena Piedmont Real Estate Eight

    45 Lambert Common Unit 45, Wilton, CT 06897
  • /12

    $649,000

    • Land
    • 2.82 Acres
    • $230,142 per Acre

    0 Mountain Rd, Wilton, CT 06897

    World class building lot with unlimited potential. Drive down a private 1500 foot right of way to find a property totaling almost 3 acres of unmatched and untouched exclusivity surrounded by protected state land. Two amazing identified lot sites. There is also a possibility of subdividing and building multi-family. In addition, the seller is a proven luxury home builder and can spec build or

    Evan Sheftel Millstone Real Estate Corp

    0 Mountain Rd, Wilton, CT 06897
  • /40

    $2,595,000

    • 5 Beds
    • 7 Baths
    • 5,860 Sq Ft

    33 Middlebrook Farm Rd, Wilton, CT 06897

    Nestled in Wilton's most prestigious enclave, the home offers nearly 3 acrs of breathtaking beauty& privacy. Tree-lined drive winds along tranquil Comstock Brook, leading to the distinguished residence. Mature cherry, apple, maple, blue spruce, and pine trees enhance the idyllic setting, while an expansive stone terrace invites al fresco dining & offers potential for future pool. Designed by

    Shalini Madaras Silver Pine Real Estate

    33 Middlebrook Farm Rd, Wilton, CT 06897
  • /14

    $1,250,000

    • 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
  • /14

    $1,250,000

    • 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
  • /28

    $699,500 Pre-Foreclosure

    • 2 Beds
    • 1 Bath
    • 1,234 Sq Ft

    29 Grumman Ave, Wilton, CT 06897

    This just might be the most convenient location in all of Wilton! On the southernmost edge of town, this property is 2 homes away from the locally beloved Cranbury Park with amazing nature walking trails for both humans and canines! Only 2 mins from Route 7, 3 mins to Merritt Parkway & 5 mins to I95! This adorable low maintenance Cape Cod cottage has mature landscaping, beautiful outdoor open

    Lisa Jones Higgins Group Bedford Square

    29 Grumman Ave, Wilton, CT 06897
  • /21

    $549,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 1,964 Sq Ft

    66 Portland Ave, Redding, CT 06896

    HOME IS ZONED AS A 2-FAMILY. However, this home has been used for so many years with the upstairs unit used by family members. The upstairs unit consists of 918 sq ft of 4 rooms, 2 bedrooms plus a tub bath and has a remodeled kitchen, newer windows and newer floors. The main level unit has 1046 sq ft and enjoys an open front porch with a view of the Gilbert & Bennett Pond plus a heated back

    Marilyn Sloper Coldwell Banker Realty

    66 Portland Ave, Redding, CT 06896
  • /37

    $1,735,000 Coming Soon

    • 4 Beds
    • 5 Baths
    • 4,950 Sq Ft

    38 Honey Hill Rd, Wilton, CT 06897

    Welcome to this spacious 4-bedroom, 4 full and 2 half bath colonial nestled on 2.54 acres of flat, expansive property. This beautifully designed home features custom moldings throughout and offers exceptional living space for both everyday comfort and elegant entertaining. The spacious kitchen is a chef's dream with an oversized center island, stainless steel appliances, marble countertops,

    Tracy Armstrong Berkshire Hathaway NE Prop.

    38 Honey Hill Rd, Wilton, CT 06897
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