7,742

Monroe, CT Homes

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  • 10 Stillmeadow Cir, Monroe, CT 06468
    10 Stillmeadow Cir, Monroe, CT 06468
    10 Stillmeadow Cir, Monroe, CT 06468
    /24

    $499,900

    • 2 Beds
    • 2.5 Baths
    • 2,041 Sq Ft

    10 Stillmeadow Cir, Monroe, CT 06468

    Rare opportunity to own the largest model in the highly desirable Northbrook community. This spacious 2-3 bedroom , 2 1/2 bath offers the perfect combination of comfort, style, and convenience. The floorplan features a desirable main-level primary bedroom suite, main level laundry, and a bright open living area with a fireplace. The upper level offers a bedroom with a full bath, an office and a

    Patricia Cooper Coldwell Banker Realty

    10 Stillmeadow Cir, Monroe, CT 06468
  • 56 Lazy Brook Rd, Monroe, CT 06468

    $750,000

    Sold Apr 07, 2026

    56 Lazy Brook Rd, Monroe, CT 06468

    • 3 Beds
    • 2.5 Baths
    • 2,288 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Above List Price
    • $328/SF
    • 30 Days On Market

    Current Estimated Value $747,095

    Last Listing Agent Jeffrey Fulchino BHGRE Gaetano Marra Homes

    56 Lazy Brook Rd, Monroe, CT 06468
    • 21 Bittersweet Cir, Monroe, CT 06468

      Est $439,282

      Not Listed For Sale

      21 Bittersweet Cir, Monroe, CT 06468

      • 2 Beds
      • 1.5 Baths
      • 1,844 Sq Ft
      • Built 1989
      21 Bittersweet Cir, Monroe, CT 06468

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Lawren Hubal RE/MAX Right Choice

  • 216 Cross Hill Rd, Monroe, CT 06468
    216 Cross Hill Rd, Monroe, CT 06468
    216 Cross Hill Rd, Monroe, CT 06468
    /38

    $336,000

    Pending
    • 2 Beds
    • 1 Bath
    • 932 Sq Ft

    216 Cross Hill Rd, Monroe, CT 06468

    Builder & Investor Special! Exceptional opportunity at 216 Cross Hill Road, Monroe, CT, located in a B2 Zone offering flexibility for future development. Whether you're planning a residential home, commercial building, or a mixed-use project, this property presents exciting possibilities, subject to local zoning regulations and required approvals. The existing home features 2 bedrooms, 1 full

    Marlise Rossato Coldwell Banker Realty

    216 Cross Hill Rd, Monroe, CT 06468
  • 34 Birchwood Rd, Monroe, CT 06468

    $595,000

    Sold Dec 30, 2025

    34 Birchwood Rd, Monroe, CT 06468

    • 3 Beds
    • 4 Baths
    • 3,328 Sq Ft
    • Built 1987

    Last Sold Summary

    • 10% Below List Price
    • $179/SF
    • 66 Days On Market

    Current Estimated Value $641,839

    Last Listing Agent Silvia Santacruz William Raveis Real Estate

    34 Birchwood Rd, Monroe, CT 06468
    • 8 Wrabel Cir, Monroe, CT 06468

      Est $451,446

      Not Listed For Sale

      8 Wrabel Cir, Monroe, CT 06468

      • 1 Bed
      • 2 Baths
      • 1,691 Sq Ft
      • Built 1987
      8 Wrabel Cir, Monroe, CT 06468

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent Carrie Perkins RE/MAX Heritage

  • 133 Bug Hill Rd, Monroe, CT 06468
    133 Bug Hill Rd, Monroe, CT 06468
    133 Bug Hill Rd, Monroe, CT 06468
    /15

    $939,900

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 4,094 Sq Ft

    133 Bug Hill Rd, Monroe, CT 06468

    An elegant Monroe Colonial awaits gracefully blending classic architecture with thoughtful modern updates. This exceptional home offers more than 4000 square feet of beautifully appointed living space. Designed for both everyday comfort & effortless entertaining. The heart of the home is the updated kitchen, featuring newer quartz countertops, stainless steel appliances, a center island, and bar

    Stacy Pfannkuch Century 21 AllPoints Realty

    133 Bug Hill Rd, Monroe, CT 06468
  • 19 Meadowlark Cir, Monroe, CT 06468

    $450,000

    Sold Jun 30, 2026

    19 Meadowlark Cir, Monroe, CT 06468

    • 2 Beds
    • 2 Baths
    • 1,988 Sq Ft
    • Built 1988

    Last Sold Summary

    • $226/SF
    • 27 Days On Market

    Current Estimated Value $438,161

    Last Listing Agent Anthony Fabrizio Coldwell Banker Realty

    19 Meadowlark Cir, Monroe, CT 06468
    • 13 Hollow Tree Ln, Monroe, CT 06468

      Est $447,302

      Not Listed For Sale

      13 Hollow Tree Ln, Monroe, CT 06468

      • 1 Bed
      • 2.5 Baths
      • 1,679 Sq Ft
      • Built 1986
      13 Hollow Tree Ln, Monroe, CT 06468

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Shawna Vallillo Coldwell Banker Realty

  • 556 Pepper St, Monroe, CT 06468
    556 Pepper St, Monroe, CT 06468
    556 Pepper St, Monroe, CT 06468
    /40

    $634,000

    • 4 Beds
    • 3 Baths
    • 3,140 Sq Ft

    556 Pepper St, Monroe, CT 06468

    Don't let the exterior fool you, this home offers much more space than meets the eye! Welcome to this versatile 4-bedroom, 3-bath single-family home with over 3,100 sq. ft. of living space on 1.33 private acres. Featuring 2 kitchens and 2 spacious living rooms, the flexible layout is ideal for multigenerational living, a potential private in-law suite, or the potential for rental income. Recent

    Jennifer Vargas Coldwell Banker Realty

    556 Pepper St, Monroe, CT 06468
  • 671 Elm St, Monroe, CT 06468

    $441,000

    Sold Oct 14, 2025

    671 Elm St, Monroe, CT 06468

    • 3 Beds
    • 2 Baths
    • 2,390 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Above List Price
    • $185/SF
    • 12 Days On Market

    Current Estimated Value $690,588

    Last Listing Agent Michael Ferris eXp Realty

    671 Elm St, Monroe, CT 06468
    • 2 Cascade Cir, Monroe, CT 06468

      Est $471,867

      Not Listed For Sale

      2 Cascade Cir, Monroe, CT 06468

      • 2 Beds
      • 2 Baths
      • 1,696 Sq Ft
      • Built 1986
      2 Cascade Cir, Monroe, CT 06468

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Joe Kapell RE/MAX Right Choice

  • 5 Bridge Rd, Monroe, CT 06468
    5 Bridge Rd, Monroe, CT 06468
    5 Bridge Rd, Monroe, CT 06468
    /40

    $899,000

    $100K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,248 Sq Ft

    5 Bridge Rd, Monroe, CT 06468

    New construction in 2021, this exceptional waterfront home blends modern design, comfortable living, and an unbeatable location. With 3 bedrooms, 3 full bathrooms, and 1 half bath, the layout is both spacious and functional. The heart of the home is the open floor plan, where a luxury kitchen flows seamlessly into the main living area beneath impressive, vaulted ceilings, creating a bright and

    Sebastian Barneby Anchor Point

    5 Bridge Rd, Monroe, CT 06468
  • 154 Highland Dr Unit 154, Monroe, CT 06468

    $362,000

    Sold Sep 26, 2025

    154 Highland Dr Unit 154, Monroe, CT 06468

    • 1 Bed
    • 1.5 Baths
    • 2,011 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Above List Price
    • $180/SF
    • 40 Days On Market

    Last Listing Agent John McBride RE/MAX Right Choice

    154 Highland Dr Unit 154, Monroe, CT 06468
    • 6 Blackstone Rd, Monroe, CT 06468

      Est $378,932

      Not Listed For Sale

      6 Blackstone Rd, Monroe, CT 06468

      • 1 Bed
      • 2 Baths
      • 1,388 Sq Ft
      • Built 1986
      6 Blackstone Rd, Monroe, CT 06468

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Barbara Zink Coldwell Banker Realty

  • 16 Founders Way, Monroe, CT 06468
    16 Founders Way, Monroe, CT 06468
    16 Founders Way, Monroe, CT 06468
    /35

    $995,000

    $55K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 4,931 Sq Ft

    16 Founders Way, Monroe, CT 06468

    Welcome to this exceptional 5 BR, 2.5 bath custom-built colonial tucked away on a desirable cul-de-sac in one of Monroe's most sought-after neighborhoods. Offering an ideal blend of elegance, functionality, and modern updates, this spacious home is designed for today's lifestyle. A grand two-story foyer welcomes you inside with a stunning herringbone entryway and a double staircase that makes an

    Kenneth Zerella II William Raveis Real Estate

    16 Founders Way, Monroe, CT 06468
  • 19 Pamela Dr, Monroe, CT 06468

    $905,000

    Sold Jan 05, 2026

    19 Pamela Dr, Monroe, CT 06468

    • 4 Beds
    • 3 Baths
    • 4,386 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Above List Price
    • $206/SF
    • 67 Days On Market

    Current Estimated Value $942,960

    Last Listing Agent Patricia Walker Coldwell Banker Realty

    19 Pamela Dr, Monroe, CT 06468
    • 2 Blackstone Rd, Monroe, CT 06468

      Est $481,469

      Not Listed For Sale

      2 Blackstone Rd, Monroe, CT 06468

      • 2 Beds
      • 2.5 Baths
      • 1,555 Sq Ft
      • Built 1986
      2 Blackstone Rd, Monroe, CT 06468

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Jane Ferro Coldwell Banker Realty

  • 103 Hidden Knolls Cir, Monroe, CT 06468
    103 Hidden Knolls Cir, Monroe, CT 06468
    103 Hidden Knolls Cir, Monroe, CT 06468
    /16

    $225,000

    • 1 Bed
    • 1 Bath
    • 765 Sq Ft

    103 Hidden Knolls Cir, Monroe, CT 06468

    **Welcome to easy, comfortable living in this beautifully maintained condominium in desirable Monroe.** Nestled within a peaceful 55+ community, this inviting home overlooks a tranquil, grassy setting that offers both privacy and a relaxing atmosphere. Start your day with a cup of coffee on the charming front porch or unwind on the private rear deck surrounded by nature. Inside, abundant natural

    Michael Parsell Trusted Realty Partners LLC

    103 Hidden Knolls Cir, Monroe, CT 06468
  • 48 Old Castle Dr, Monroe, CT 06468

    $850,000

    Sold Sep 19, 2025

    48 Old Castle Dr, Monroe, CT 06468

    • 4 Beds
    • 3.5 Baths
    • 2,642 Sq Ft
    • Built 1973

    Last Sold Summary

    • $322/SF
    • 48 Days On Market

    Current Estimated Value $903,850

    Last Listing Agent Carlos Perez RE/MAX Right Choice

    48 Old Castle Dr, Monroe, CT 06468
    • 13 Eagle Rock Cir, Monroe, CT 06468

      Est $461,105

      Not Listed For Sale

      13 Eagle Rock Cir, Monroe, CT 06468

      • 2 Beds
      • 2.5 Baths
      • 1,981 Sq Ft
      • Built 1986
      13 Eagle Rock Cir, Monroe, CT 06468

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Denise Curcio William Raveis Real Estate

  • 24 Old Fawn Hill Rd, Monroe, CT 06468
    24 Old Fawn Hill Rd, Monroe, CT 06468
    24 Old Fawn Hill Rd, Monroe, CT 06468
    /39

    $669,000

    • 5 Beds
    • 3 Baths
    • 3,495 Sq Ft

    24 Old Fawn Hill Rd, Monroe, CT 06468

    Some renovations are cosmetic. This one is the real deal. Welcome to 24 Old Fawn Hill Road, a completely transformed 5-bedroom, 3-bathroom Colonial set on 2.3 private acres in one of Monroe's most desirable neighborhoods. Thoughtfully renovated throughout, kitchen, baths, flooring, and more, the bones of this home are solid and the updates are all already done, leaving the next owner a fantastic

    Kris Kling Compass Connecticut, LLC

    24 Old Fawn Hill Rd, Monroe, CT 06468
  • 23 Cottage St, Monroe, CT 06468

    $685,000

    Sold Jun 26, 2026

    23 Cottage St, Monroe, CT 06468

    • 3 Beds
    • 2.5 Baths
    • 2,548 Sq Ft
    • Built 1998

    Last Sold Summary

    • 4% Above List Price
    • $269/SF
    • 41 Days On Market

    Current Estimated Value $654,624

    Last Listing Agent Joe Kapell RE/MAX Right Choice

    23 Cottage St, Monroe, CT 06468
    • 44 Overlook Dr, Monroe, CT 06468

      Est $467,384

      Not Listed For Sale

      44 Overlook Dr, Monroe, CT 06468

      • 2 Beds
      • 2.5 Baths
      • 2,179 Sq Ft
      • Built 1984
      44 Overlook Dr, Monroe, CT 06468

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Heidi Cinder William Raveis Real Estate

  • 20 Pequot Ct, Monroe, CT 06468
    20 Pequot Ct, Monroe, CT 06468
    20 Pequot Ct, Monroe, CT 06468
    /40

    $719,000

    $41K PRICE DROP Under Contract
    • 3 Beds
    • 2.5 Baths
    • 3,515 Sq Ft

    20 Pequot Ct, Monroe, CT 06468

    Welcome to 20 Pequot Court! These original owners have beautifully maintained this home, nestled in the highly desirable Great Oak Farm community of Monroe. Situated on a peaceful cul-de-sac, this inviting residence offers 3 bedrooms, 2.5 baths, and a thoughtfully designed floor plan that combines comfort, functionality, and modern convenience. Step inside to a light-filled foyer that opens to

    Amy Smith Sroka William Pitt Sotheby's Int'l

    20 Pequot Ct, Monroe, CT 06468
  • 215 Wheeler Rd, Monroe, CT 06468

    $775,000

    Sold Apr 30, 2026

    215 Wheeler Rd, Monroe, CT 06468

    • 4 Beds
    • 4 Baths
    • 3,595 Sq Ft
    • Built 1958

    Last Sold Summary

    • 7% Above List Price
    • $216/SF
    • 51 Days On Market

    Current Estimated Value $759,856

    Last Listing Agent Gregory Domingue Coldwell Banker Realty

    215 Wheeler Rd, Monroe, CT 06468
    • 27 Tanglewood Cir, Monroe, CT 06468

      Est $469,513

      Not Listed For Sale

      27 Tanglewood Cir, Monroe, CT 06468

      • 2 Beds
      • 2.5 Baths
      • 1,940 Sq Ft
      • Built 1984
      27 Tanglewood Cir, Monroe, CT 06468

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Helen Rasmussen William Pitt Sotheby's Int'l

  • 13 Surrey Ln, Monroe, CT 06468
    13 Surrey Ln, Monroe, CT 06468
    13 Surrey Ln, Monroe, CT 06468
    /40

    $1,100,000

    $99K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,473 Sq Ft

    13 Surrey Ln, Monroe, CT 06468

    13 Surrey Lane * 5 Bedrooms * 3,283 Sq Ft * 1.57 Acres * Cul-de-Sac Setting * Main-Level Bedroom * Quartz Kitchen * Wood-Burning Fireplace * City Water & Septic * Set on 1.57 private acres at the end of a cul-de-sac in Monroe, Connecticut, 13 Surrey Lane offers 3,283 square feet of refined living space across three finished levels. Built in 2000, this five-bedroom colonial blends classic

    Darwin Montenegro BHHS Darien/New Canaan

    13 Surrey Ln, Monroe, CT 06468
  • 22 Bridle Path Trail, Monroe, CT 06468

    $988,000

    Sold Jul 24, 2026

    22 Bridle Path Trail, Monroe, CT 06468

    • 4 Beds
    • 2.5 Baths
    • 3,659 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Above List Price
    • $270/SF
    • 12 Days On Market

    Current Estimated Value $944,303

    Last Listing Agent Dave Jones Dave Jones Realty, LLC

    22 Bridle Path Trail, Monroe, CT 06468
    • 5 Tanglewood Cir, Monroe, CT 06468

      Est $480,410

      Not Listed For Sale

      5 Tanglewood Cir, Monroe, CT 06468

      • 2 Beds
      • 2.5 Baths
      • 1,723 Sq Ft
      • Built 1984
      5 Tanglewood Cir, Monroe, CT 06468

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Bob and Richelle Ward Coldwell Banker Realty

  • 65 Trailside Dr Unit 67, Monroe, CT 06468
    65 Trailside Dr Unit 67, Monroe, CT 06468
    65 Trailside Dr Unit 67, Monroe, CT 06468
    /39

    $1,174,900

    $25K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,304 Sq Ft

    65 Trailside Dr Unit 67, Monroe, CT 06468

    Located on a desirable cul de sac in one of Monroe's most sought after neighborhoods, this exceptional Colonial is set on two beautifully usable acres and offers an impressive blend of scale, sophistication, and versatility. Thoughtfully designed for today's lifestyle, the residence features five spacious bedrooms and four full and one half baths, delivering both comfort and refined living in a

    Brian Christy William Raveis Real Estate

    65 Trailside Dr Unit 67, Monroe, CT 06468
  • 13 Shadowwood Cir, Monroe, CT 06468

    $385,000

    Sold Feb 06, 2026

    13 Shadowwood Cir, Monroe, CT 06468

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $203/SF
    • 86 Days On Market

    Current Estimated Value $407,185

    Last Listing Agent Christine Shaw Coldwell Banker Realty

    13 Shadowwood Cir, Monroe, CT 06468
    • 3 Overlook Dr, Monroe, CT 06468

      Est $443,385

      Not Listed For Sale

      3 Overlook Dr, Monroe, CT 06468

      • 2 Beds
      • 2 Baths
      • 1,711 Sq Ft
      • Built 1984
      3 Overlook Dr, Monroe, CT 06468

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Maura DeVellis Coldwell Banker Realty

  • 6 Rolling Ridge Rd Unit 6, Monroe, CT 06468
    6 Rolling Ridge Rd Unit 6, Monroe, CT 06468
    6 Rolling Ridge Rd Unit 6, Monroe, CT 06468
    /27

    $409,900

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,444 Sq Ft

    6 Rolling Ridge Rd Unit 6, Monroe, CT 06468

    Welcome to Northbrook, one of Monroe's most desirable condominium communities. This move in ready townhouse offers the perfect combination of updated living, flexible space, and low maintenance ownership in one of Fairfield County's most sought after towns. The main level features hardwood flooring, an updated kitchen with modern finishes, and an open dining and living area designed for

    Jeffrey Fulchino BHGRE Gaetano Marra Homes

    6 Rolling Ridge Rd Unit 6, Monroe, CT 06468
  • 36 Spinning Wheel Rd, Monroe, CT 06468

    $560,000

    Sold Apr 30, 2026

    36 Spinning Wheel Rd, Monroe, CT 06468

    • 3 Beds
    • 2.5 Baths
    • 2,324 Sq Ft
    • Built 1981

    Last Sold Summary

    • 7% Below List Price
    • $241/SF
    • 139 Days On Market

    Current Estimated Value $597,990

    Last Listing Agent Heather Zito Carbutti & Co., Realtors

    36 Spinning Wheel Rd, Monroe, CT 06468
    • 40 Stillmeadow Cir, Monroe, CT 06468

      Est $414,438

      Not Listed For Sale

      40 Stillmeadow Cir, Monroe, CT 06468

      • 1 Bed
      • 1.5 Baths
      • 1,444 Sq Ft
      • Built 1983
      40 Stillmeadow Cir, Monroe, CT 06468

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Danielle Valenti Compass Connecticut, LLC

  • 40 Senior Dr Unit 40, Monroe, CT 06468
    40 Senior Dr Unit 40, Monroe, CT 06468
    40 Senior Dr Unit 40, Monroe, CT 06468
    /21

    $235,000

    Under Contract
    • 1 Bed
    • 1 Bath
    • 765 Sq Ft

    40 Senior Dr Unit 40, Monroe, CT 06468

    Welcome to Hidden Knolls, where low maintenance living in one of the area's most desirable 55+ communities. This sun drenched first floor unit is anything but ordinary, filled with natural light and offering a fresh, clean feel throughout, it's truly move in ready. The spacious one bedroom layout includes a versatile den with French doors leading to a private covered patio, creating the perfect

    Terri Tournas Coldwell Banker Realty

    40 Senior Dr Unit 40, Monroe, CT 06468
  • 188 Jockey Hollow Rd, Monroe, CT 06468

    $625,000

    Sold Sep 02, 2025

    188 Jockey Hollow Rd, Monroe, CT 06468

    • 3 Beds
    • 2.5 Baths
    • 2,850 Sq Ft
    • Built 1992

    Last Sold Summary

    • 4% Above List Price
    • $219/SF
    • 8 Days On Market

    Current Estimated Value $667,912

    Last Listing Agent Victoria Scarnuley Coldwell Banker Realty

    188 Jockey Hollow Rd, Monroe, CT 06468
    • 25 Sprucebrook Trail, Monroe, CT 06468

      Est $449,423

      Not Listed For Sale

      25 Sprucebrook Trail, Monroe, CT 06468

      • 2 Beds
      • 2.5 Baths
      • 1,555 Sq Ft
      • Built 1983
      25 Sprucebrook Trail, Monroe, CT 06468

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Joan Cisneros BHGRE Gaetano Marra Homes

  • 223 Wheeler Rd, Monroe, CT 06468
    223 Wheeler Rd, Monroe, CT 06468
    223 Wheeler Rd, Monroe, CT 06468
    /35

    $519,500

    Pending
    • 4 Beds
    • 2 Baths
    • 1,608 Sq Ft

    223 Wheeler Rd, Monroe, CT 06468

    Monroe Center! A beautiful one level floor plan sited on flat 1.6 acreage with expansive lawn & garden areas, tall trees & matured landscaped borders which you will enjoy from the private rear deck, nature abounds! Lovingly maintained by its' long-term owners with a spacious addition for use as a primary or potential guest/in-law suite with adjacent full bath. The grade level 2 car oversized

    Kenneth Martin William Raveis Real Estate

    223 Wheeler Rd, Monroe, CT 06468

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