24

Homes for Sale near Madison Middle School

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  • /38

    $1,650,000

    • 3 Beds
    • 4 Baths
    • 3,689 Sq Ft

    141 Canoe Brook Rd, Trumbull, CT 06611

    Every day feels like a vacation at this waterfront contemporary on Canoe Brook Lake. Tucked into one of Trumbull's most unique lake communities, this exceptional property offers the rare opportunity to enjoy peaceful, motor-free lake living with your own private dock, where mornings begin with coffee overlooking the water and afternoons are spent kayaking, canoeing, fishing, or simply relaxing in

    Agent Photo

    Angela Casablanca

    BHGRE Gaetano Marra Homes

    141 Canoe Brook Rd, Trumbull, CT 06611
  • /40

    $1,249,999

    Open Sun 12PM - 2PM
    • 4 Beds
    • 5 Baths
    • 4,342 Sq Ft

    17 Woodlawn Dr, Trumbull, CT 06611

    Set on a professionally landscaped, custom-fenced property accented by stunning stone gardens and walls, this meticulously maintained, original-owner 4,342-square-foot home offers 11 rooms, 4 bedrooms, office, gym, media room, 3 full and 2 half baths, along with quality craftsmanship and thoughtful design. Outdoor living shines with two level, spacious lawns, a large patio and firepit, & an

    Agent Photo

    Fredda Takacs

    Higgins Group Real Estate

    17 Woodlawn Dr, Trumbull, CT 06611
  • /40

    $1,249,000

    Open Sat 12PM - 2PM $151K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 5,058 Sq Ft

    3 Crescent Ln, Trumbull, CT 06611

    This exceptional home offers a two-story entryway and over $300K in recent upgrades and a rare opportunity to enjoy resort-style living. Located in a neighborhood of spacious, high-end homes, this property offers a peaceful, low-traffic setting with multiple cul-de-sacs. The outdoor setting is a standout, featuring a stunning pool, year-round spa, built-in grill, stone walls, expansive patio, and

    Agent Photo

    Fredda Takacs

    Higgins Group Real Estate

    3 Crescent Ln, Trumbull, CT 06611
  • /39

    $1,095,000

    • 4 Beds
    • 3.5 Baths
    • 4,132 Sq Ft

    104 Salem Rd, Trumbull, CT 06611

    Immaculate Colonial in the prestigious Trumbull Hunt neighborhood of Tashua. Built by renowned luxury homebuilder Toll Brothers, this elegant residence offers 5 bedrooms, 3.5 baths & ~4100 sq ft of beautifully designed living space. A dramatic two-story foyer welcomes you into a light-filled interior with hardwood floors & custom millwork. A formal living room flows seamlessly into the formal

    Agent Photo

    John Hill

    Seabury Hill REALTORS

    104 Salem Rd, Trumbull, CT 06611
  • /40

    $1,699,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 6,071 Sq Ft

    170 Driftwood Ln, Trumbull, CT 06611

    A rare waterfront estate in prestigious Canoe Brook Lake, this exceptional property offers the ultimate luxury living with its own private island, charming footbridge, and sandy beach, perfect for swimming, boating, and unforgettable moments. Fully renovated and designed for effortless one-level living, the home features a seamless open concept layout ideal for both everyday comfort and

    Karen Cross William Raveis Real Estate

    170 Driftwood Ln, Trumbull, CT 06611
  • /31

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft

    Unlisted Address

    Welcome to 6162 Main Street. This spacious home is located in a desirable neighborhood. It has been meticulously maintained. Featuring beautifully updated bathrooms, gleaming hardwood floors, and detailed moldings. This home exudes charm and sophistication. The open-concept design seamlessly connects the kitchen and living room, creating a bright and inviting space that is perfect for both

    Yordan Miranda Coldwell Banker Realty

    Unlisted Address
  • /35

    $600,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,456 Sq Ft

    48 Linley Rd, Trumbull, CT 06611

    Welcome home to this charming Cape Cod-style residence in one of many highly desirable Trumbull neighborhoods! Offering 1,456 square feet of thoughtfully designed living space, this 4-bedroom, 2 full bath home blends classic character with modern updates. The remodeled kitchen features granite countertops, stainless steel appliances, tile backsplash, and ample cabinet space, making it the heart

    Christine Shaw Coldwell Banker Realty

    48 Linley Rd, Trumbull, CT 06611
  • /19

    $539,900

    • 2 Beds
    • 2 Baths
    • 1,767 Sq Ft

    135 Mayfield Dr, Trumbull, CT 06611

    Not all condos are created equal, and 135 Mayfield Drive proves it. Offering approximately 1,774 square feet, this is one of the larger residences in the community-and maybe one of a few units with direct access from the attached two-car garage into the home, providing a level of convenience and privacy that simply isn't available anywhere else in the complex. Inside, you'll find a spacious and

    Kristen Heinrich BHGRE Gaetano Marra Homes

    135 Mayfield Dr, Trumbull, CT 06611
  • /21

    $769,900

    • 4 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    45 Glenbrook Rd, Trumbull, CT 06611

    Well-maintained 4-bedroom Colonial in Trumbull offering 2,250 sq ft of comfortable living space in a highly desirable neighborhood. Nestled on a private, level half-acre lot with mature landscaping, this home provides both tranquility and convenience. The bright, open main level features hardwood floors, a welcoming living room with a fireplace and custom built-ins, and a dining area with sliding

    Derek Greene Derek Greene

    45 Glenbrook Rd, Trumbull, CT 06611
  • /37

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 4,830 Sq Ft

    34 Canoe Brook Rd, Trumbull, CT 06611

    Nestled directly across from the peaceful, tree-lined shores of Canoe Brook Lake, this exceptional home offers over 4,000 square feet of luxurious, light-filled living with lovely water views from multiple vantage points.The main floor features an expansive, flowing open-concept kitchen, dining, and living area designed for effortless entertaining and everyday enjoyment. Soaring windows and

    Betsy Banks William Raveis Real Estate

    34 Canoe Brook Rd, Trumbull, CT 06611
  • /40

    $619,900

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,546 Sq Ft

    72 Calhoun Ave, Trumbull, CT 06611

    This well-maintained 3-bedroom, 2.5-bath ranch offers one level living and is tucked away on a quiet cul-de-sac with gorgeous views of the Pequonnock River Valley. This home offers generous storage throughout, a 2-car garage, garden shed, cedar closet, and flexible space with in-law potential on lower level. Freshly painted rooms and an oversized composite deck with tempered glass panels that

    Laetitia Ashmore Berkshire Hathaway NE Prop.

    72 Calhoun Ave, Trumbull, CT 06611
  • /16

    $700,000

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,666 Sq Ft

    4685 Madison Ave, Trumbull, CT 06611

    Listed for Sale or for Rent. Good location: Highly rated schools, two blocks from middle school, near shopping, highways and main avenues. INSIDE: Multi-Generational, two settings. First setting on main level: 3 beds/2 full baths, kitchen #1, living, dining, family room. Second setting on lower level: kitchen #2, living-dining, bedroom, 1 full bath with extra laundry and an extra oversized family

    Steven Koleno Beycome of Connecticut

    4685 Madison Ave, Trumbull, CT 06611
  • /40

    $1,200,000

    Open Sat 1PM - 3PM Coming Soon
    • 4 Beds
    • 4 Baths
    • 3,612 Sq Ft

    187 Canoe Brook Rd, Trumbull, CT 06611

    The one you've been waiting for! This well maintained and updated home set on over an acre in Trumbull's highly desirable Canoe Brook Lake community offers more than 3,600 square feet of beautifully designed open concept living space. Combines timeless architecture with modern comfort, a dramatic two-story foyer opens to a light-filled interior featuring soaring ceilings, skylights, Brazilian

    Alan Hamilton William Raveis Real Estate

    187 Canoe Brook Rd, Trumbull, CT 06611
  • /28

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    100 Tashua Rd, Trumbull, CT 06611

    Essentially new construction in Trumbull's coveted Tashua neighborhood! Not a cosmetic flip, this home was completely rebuilt in 2025. A comprehensive reconstruction that retained portions of the original foundation while adding a new foundation to more than double the home's original footprint. Every major component is brand new, including the roof, windows, siding, septic system, electrical

    Matthew Nuzie RE/MAX Right Choice

    100 Tashua Rd, Trumbull, CT 06611
  • /40

    $1,000,000

    • 4 Beds
    • 3 Baths
    • 4,248 Sq Ft

    52 Lauderdale Dr, Trumbull, CT 06611

    Welcome to 52 Lauderdale Drive, a one-of-a-kind Ranch home unlike anything else on the market! The open-concept living space offers more room than your typical Ranch, featuring a Kitchen with maple cabinets, granite counters, and a nook area, Living Rm with fireplace, Dining Rm and Family Rm, complete with hardwood floors throughout the first floor. This home is truly an entertainer's delight

    Shannon Reilly BHGRE Gaetano Marra Homes

    52 Lauderdale Dr, Trumbull, CT 06611
  • /21

    $569,900

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,291 Sq Ft

    5167 Main St, Trumbull, CT 06611

    This prime Trumbull home, ready to move in, provides unparalleled convenience with its proximity to Trumbull Mall, Sacred Heart University, and Merritt Parkway, ensuring easy commutes to New Haven and NYC. The award-winning Trumbull schools are rated 9/10 and 10/10. Completely transformed in 2026, the home features premium materials and technology, including waterproof engineered hardwood floors

    Steven Koleno Beycome of Connecticut

    5167 Main St, Trumbull, CT 06611
  • /4

    $169,900

    • Land
    • 26,571 Sq Ft
    • $278,525 per Acre

    0 Main St, Trumbull, CT 06611

    Wooded Trumbull residential lot available to build on. Lot is .61 acres. Adjacent .58 acre lot is also available for purchase. Sewer, gas in street. Private well required. Close to highway for easy commute. Close to shops and restaurants as well. Trumbull offers great parks and excellent schools.

    John McBride RE/MAX Right Choice

    0 Main St, Trumbull, CT 06611
  • /40

    $759,000

    Open Sun 1PM - 3PM $40K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 3,490 Sq Ft

    64 Russ Rd, Trumbull, CT 06611

    Welcome to 64 Russ Road, a rare opportunity to own a classic 1956 Colonial that has been cherished by only two families. Nestled on a quiet cul-de-sac, this spacious 6-7 bedroom, 4-bath home sits on .62 acres and features a picturesque pond, creating a peaceful setting just minutes from Sacred Heart University, the Merritt Parkway, and downtown Trumbull. Inside, you'll find hardwood floors

    Gabrielle DiBianco Higgins Group Bedford Square

    64 Russ Rd, Trumbull, CT 06611
  • /40

    $649,999

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 4,440 Sq Ft

    45 Frenchtown Rd, Trumbull, CT 06611

    Turn key and beautifully renovated, this 3 bedroom, 2 bath ranch is perfectly set in the heart of Trumbull and provides seamless one level living with no steps. Move right in and enjoy a thoughtfully updated home designed for today's lifestyle. The light filled open floor plan features a stunning eat in kitchen with quartz countertops, custom cabinetry, expansive island, and brand-new

    Sandra Schmidt Coldwell Banker Realty

    45 Frenchtown Rd, Trumbull, CT 06611
  • /37

    $899,000

    • 4 Beds
    • 4 Baths
    • 2,862 Sq Ft

    34 Lake Ave, Trumbull, CT 06611

    Unique and rare opportunity to own an impeccably maintained two family home in the sought after Jane Ryan district of Trumbull. Steeped in history and lovingly cared for over eight decades by the same family, this home boasts a blend of historic charm, thoughtful updates and modern versatility. Each unit offers over 1400 square feet featuring two large bedrooms with a small bonus room/office that

    Maria Monteiro BHGRE Gaetano Marra Homes

    34 Lake Ave, Trumbull, CT 06611
  • /38

    $795,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 2,352 Sq Ft

    97 Ceil Rd, Trumbull, CT 06611

    This immaculately maintained split-level is a rare offering. From the moment you step inside, you'll be welcomed by a light-filled living room and dining room, featuring a stunning kitchen designed to be the heart of the home. Complete with beautiful finishes, abundant cabinetry, and luxury appliances, the kitchen flows seamlessly into the home's inviting gathering spaces. The fully renovated

    Erika Echavarria Keller Williams Prestige Prop.

    97 Ceil Rd, Trumbull, CT 06611
  • /2

    $179,900

    $45K PRICE DROP
    • Land
    • 25,264 Sq Ft
    • $310,172 per Acre

    6716 Main St, Trumbull, CT 06611

    .58 acre Approved building lot. Approved by town of Trumbull and State. DOT for driveway cut. Bring your house plans (footprints of the house up to 30x70) and build your dream home. City sewer, electric, cable on street. Site plan can be downloaded from the doc files.

    John McBride RE/MAX Right Choice

    6716 Main St, Trumbull, CT 06611
  • /17

    $719,000

    Open Sat 12PM - 3PM $20K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,891 Sq Ft

    108 Imperial Ct, Trumbull, CT 06611

    Welcome to Regency Meadows, one of Trumbull's most desirable condominium communities. This 55 and over community offers comfortable low maintenance living in a convenient location close to shopping, restaurants, parks, and major commuting routes. Featuring a bright and functional layout, this home offers spacious living areas, abundant natural light, and a private setting within the complex. The

    Daniel Hayes Compass Connecticut, LLC

    108 Imperial Ct, Trumbull, CT 06611
  • /38

    $539,900

    • 3 Beds
    • 1 Bath
    • 1,762 Sq Ft

    16 Floral Ln, Trumbull, CT 06611

    Charming Split-Level nestled on gorgeous, level .6-acre lot on quiet cul-de-sac. This 3-BR, 1-BA home offers the perfect blend of updated mechanicals plus a blank canvas ready for your personal touches.The Big Ticket Items Are Done! New Roof, New C/A, New Furnace, New Oil Tank (in basement), & updated 200 amp electrical service. Step inside to find a layout brimming with endless possibilities.

    John McBride RE/MAX Right Choice

    16 Floral Ln, Trumbull, CT 06611
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