7,762

Monroe, CT Homes

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  • 20 Scenic Hill Ln, Monroe, CT 06468
    20 Scenic Hill Ln, Monroe, CT 06468
    20 Scenic Hill Ln, Monroe, CT 06468
    /39

    $929,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 3,889 Sq Ft

    20 Scenic Hill Ln, Monroe, CT 06468

    Tucked away on a highly sought-after lane, a sweeping driveway entry to this distinctive custom-built home. Masterfully blending character with privacy, a grand portico and mahogany double-doors open to a sunken main family room anchored by the stunning floor-to-ceiling fieldstone fireplace. The exposed timber beams through soaring vaulted ceilings of this great room, flowing seamlessly into a

    Michael Cerreta William Raveis Real Estate

    20 Scenic Hill Ln, Monroe, CT 06468
  • 4 Rolling Ridge Rd, Monroe, CT 06468

    $430,000

    Sold Apr 30, 2026

    4 Rolling Ridge Rd, Monroe, CT 06468

    • 2 Beds
    • 2 Baths
    • 1,471 Sq Ft
    • Built 1985

    Last Sold Summary

    • $292/SF
    • 5 Days On Market

    Current Estimated Value $425,977

    Last Listing Agent Liz Moretti BHGRE Gaetano Marra Homes

    4 Rolling Ridge Rd, Monroe, CT 06468
  • 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
  • 16 Mon Tar Dr, Monroe, CT 06468

    $865,000

    Sold Sep 10, 2025

    16 Mon Tar Dr, Monroe, CT 06468

    • 4 Beds
    • 2.5 Baths
    • 4,231 Sq Ft
    • Built 1977

    Last Sold Summary

    • 2% Above List Price
    • $204/SF
    • 16 Days On Market

    Current Estimated Value $902,398

    Last Listing Agent Brian Christy William Raveis Real Estate

    16 Mon Tar Dr, Monroe, CT 06468
  • 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

    $1,199,900

    • 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
  • 1093 Monroe Turnpike, Monroe, CT 06468

    $800,000

    Sold Mar 05, 2026

    1093 Monroe Turnpike, Monroe, CT 06468

    • 4 Beds
    • 2.5 Baths
    • 3,210 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Below List Price
    • $249/SF
    • 47 Days On Market

    Current Estimated Value $801,510

    Last Listing Agent John-Michael Rachinsky-Wood Harbor Bridge Realty

    1093 Monroe Turnpike, Monroe, CT 06468
    • 79 Highland Dr, Monroe, CT 06468

      Est $377,492

      Not Listed For Sale

      79 Highland Dr, Monroe, CT 06468

      • 2 Beds
      • 2.5 Baths
      • 1,211 Sq Ft
      • Built 1996
      79 Highland Dr, Monroe, CT 06468

      Last Sold Summary

      • 5 Days On Market

  • 95 Bart Rd, Monroe, CT 06468
    95 Bart Rd, Monroe, CT 06468
    95 Bart Rd, Monroe, CT 06468
    /40

    $729,900

    Coming Soon
    • 4 Beds
    • 4 Baths
    • 2,628 Sq Ft

    95 Bart Rd, Monroe, CT 06468

    Tucked away in Monroe's desirable Stepney neighborhood, this beautifully maintained Colonial offers the space, flexibility & privacy that make a house feel like home. Set on .80 acres backing directly to 300 acres of protected Aquarion property, you'll enjoy a private backyard surrounded by nature. A welcoming foyer is flanked by formal living & dining rooms, offering flexible space for a home

    Marybeth Zarifian Berkshire Hathaway NE Prop.

    95 Bart Rd, Monroe, CT 06468
  • 207 Windgate Cir Unit C, Monroe, CT 06468

    $305,000

    Sold Sep 12, 2025

    207 Windgate Cir Unit C, Monroe, CT 06468

    • 1 Bed
    • 1 Bath
    • 986 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $309/SF
    • 78 Days On Market

    Current Estimated Value $309,979

    Last Listing Agent Dianne Camella RE/MAX Right Choice

    207 Windgate Cir Unit C, Monroe, CT 06468
    • 57 Highland Dr, Monroe, CT 06468

      Est $380,411

      Not Listed For Sale

      57 Highland Dr, Monroe, CT 06468

      • 1 Bed
      • 1.5 Baths
      • 1,211 Sq Ft
      • Built 1995
      57 Highland Dr, Monroe, CT 06468

      Last Sold Summary

      • 14 Days On Market

  • 41 Swendsen Dr, Monroe, CT 06468
    41 Swendsen Dr, Monroe, CT 06468
    41 Swendsen Dr, Monroe, CT 06468
    /40

    $646,900

    $2K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,338 Sq Ft

    41 Swendsen Dr, Monroe, CT 06468

    Welcome home to 41 Swendsen Drive! This beautifully maintained property offers exceptional versatility and curb appeal. If you desire a possible in-law apt, look no further. Start your day with great morning sun and unwind in the evening with beautiful sunsets, all from the comfort of your huge oversized deck, perfect for relaxing or entertaining. The exterior features extensive professional

    Jane Ferro Coldwell Banker Realty

    41 Swendsen Dr, Monroe, CT 06468
  • 63 Far Horizon Dr, Monroe, CT 06468

    $530,000

    Sold Dec 05, 2025

    63 Far Horizon Dr, Monroe, CT 06468

    • 3 Beds
    • 1.5 Baths
    • 2,204 Sq Ft
    • Built 1963

    Last Sold Summary

    • 2% Above List Price
    • $240/SF
    • 40 Days On Market

    Current Estimated Value $517,196

    Last Listing Agent Maureen McLarin Century 21 AllPoints Realty

    63 Far Horizon Dr, Monroe, CT 06468
    • 51 Highland Dr, Monroe, CT 06468

      Est $388,573

      Not Listed For Sale

      51 Highland Dr, Monroe, CT 06468

      • 2 Beds
      • 1.5 Baths
      • 1,211 Sq Ft
      • Built 1995
      51 Highland Dr, Monroe, CT 06468

      Last Sold Summary

      • 21 Days On Market

  • 368 Webb Cir, Monroe, CT 06468
    368 Webb Cir, Monroe, CT 06468
    368 Webb Cir, Monroe, CT 06468
    /20

    $450,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,314 Sq Ft

    368 Webb Cir, Monroe, CT 06468

    Set along a quiet, winding residential street in one of Monroe's most desirable pockets, this property presents a strong opportunity to renovate, invest, or create long-term value. A circular driveway adds convenience and curb appeal, setting the tone for the home's potential. Inside, the layout offers generous living space with hardwood flooring throughout much of the main level, anchored by a

    Mustafa Muaremi Coldwell Banker Realty

    368 Webb Cir, Monroe, CT 06468
  • 280 Guinea Rd, Monroe, CT 06468

    $475,000

    Sold Jun 25, 2025

    280 Guinea Rd, Monroe, CT 06468

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft
    • Built 1965

    Last Sold Summary

    • 3% Above List Price
    • $284/SF
    • 33 Days On Market

    Current Estimated Value $505,506

    Last Listing Agent Michael Hvizdo Coldwell Banker Realty

    280 Guinea Rd, Monroe, CT 06468
    • 49 Highland Dr, Monroe, CT 06468

      Est $358,064

      Not Listed For Sale

      49 Highland Dr, Monroe, CT 06468

      • 1 Bed
      • 2.5 Baths
      • 1,515 Sq Ft
      • Built 1995
      49 Highland Dr, Monroe, CT 06468

      Last Sold Summary

      • 16 Days On Market

  • 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

    • 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
  • LOT #3 Spring Hill Rd, Monroe, CT 06468

    $275,000

    Sold Jul 14, 2025

    LOT #3 Spring Hill Rd, Monroe, CT 06468

    • Land
    • 1 Acre
    • $275,000 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 233 Days On Market

    Last Listing Agent Marissa Papa Preston Gray Real Estate

    LOT #3 Spring Hill Rd, Monroe, CT 06468
    • 43 Highland Dr, Monroe, CT 06468

      Est $358,830

      Not Listed For Sale

      43 Highland Dr, Monroe, CT 06468

      • 1 Bed
      • 1.5 Baths
      • 1,355 Sq Ft
      • Built 1995
      43 Highland Dr, Monroe, CT 06468

      Last Sold Summary

      • 124 Days On Market

  • 21 Shawnee Ln, Monroe, CT 06468
    21 Shawnee Ln, Monroe, CT 06468
    21 Shawnee Ln, Monroe, CT 06468
    /40

    $1,065,000

    Pending
    • 4 Beds
    • 4 Baths
    • 4,183 Sq Ft

    21 Shawnee Ln, Monroe, CT 06468

    This wonderfully maintained home on a cul-de-sac just over the Trumbull line in the beautiful town of Monroe offers the perfect blend of privacy and convenience-close to restaurants, shopping, highways, and just 20 minutes to CT's shoreline and train stations. Thoughtfully designed for both everyday living and entertaining, the home features 2 fireplaces, a sunroom, wine room, expansive finished

    Andrea Viscuso Compass Connecticut, LLC

    21 Shawnee Ln, Monroe, CT 06468
  • 49 Quarter Horse Dr, Monroe, CT 06468

    $880,000

    Sold Dec 09, 2025

    49 Quarter Horse Dr, Monroe, CT 06468

    • 4 Beds
    • 2.5 Baths
    • 3,538 Sq Ft
    • Built 1995

    Last Sold Summary

    • 9% Above List Price
    • $249/SF
    • 52 Days On Market

    Current Estimated Value $897,350

    Last Listing Agent Tony Salerno RE/MAX Heritage

    49 Quarter Horse Dr, Monroe, CT 06468
    • 78 Highland Dr, Monroe, CT 06468

      Est $365,777

      Not Listed For Sale

      78 Highland Dr, Monroe, CT 06468

      • 1 Bed
      • 2.5 Baths
      • 1,511 Sq Ft
      • Built 1995
      78 Highland Dr, Monroe, CT 06468

      Last Sold Summary

      • 42 Days On Market

  • 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
  • 27 Rolling Ridge Rd, Monroe, CT 06468

    $410,000

    Sold Aug 20, 2025

    27 Rolling Ridge Rd, Monroe, CT 06468

    • 1 Bed
    • 1.5 Baths
    • 1,878 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Above List Price
    • $218/SF
    • 62 Days On Market

    Current Estimated Value $385,092

    Last Listing Agent Jeanette Politano Coldwell Banker Realty

    27 Rolling Ridge Rd, Monroe, CT 06468
    • 37 Highland Dr, Monroe, CT 06468

      Est $368,109

      Not Listed For Sale

      37 Highland Dr, Monroe, CT 06468

      • 1 Bed
      • 2.5 Baths
      • 1,587 Sq Ft
      • Built 1994
      37 Highland Dr, Monroe, CT 06468

      Last Sold Summary

      • 162 Days On Market

  • 16 Stillmeadow Cir Unit 16, Monroe, CT 06468
    16 Stillmeadow Cir Unit 16, Monroe, CT 06468
    16 Stillmeadow Cir Unit 16, Monroe, CT 06468
    /40

    $499,900

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,580 Sq Ft

    16 Stillmeadow Cir Unit 16, Monroe, CT 06468

    Welcome to 16 Stillmeadow Circle, a stunningly remodeled Northbrook condominium. This 2-bedroom, 2.5-bath home has been renovated with high-end finishes and modern conveniences throughout. The beautifully updated kitchen and living areas feature built-in ceiling speakers, creating the perfect atmosphere for entertaining guests or enjoying a relaxing evening at home. Integrated LED ceiling

    Diandra Shafer mygoodagent

    16 Stillmeadow Cir Unit 16, Monroe, CT 06468
  • 55 Secret Hollow Rd, Monroe, CT 06468

    $770,000

    Sold Aug 15, 2025

    55 Secret Hollow Rd, Monroe, CT 06468

    • 4 Beds
    • 2.5 Baths
    • 3,381 Sq Ft
    • Built 1995

    Last Sold Summary

    • $228/SF
    • 51 Days On Market

    Current Estimated Value $800,348

    Last Listing Agent Kimberly Levinson Higgins Group Real Estate

    55 Secret Hollow Rd, Monroe, CT 06468
    • 31 Highland Dr, Monroe, CT 06468

      Est $365,393

      Not Listed For Sale

      31 Highland Dr, Monroe, CT 06468

      • 1 Bed
      • 1.5 Baths
      • 1,011 Sq Ft
      • Built 1994
      31 Highland Dr, Monroe, CT 06468

      Last Sold Summary

      • 43 Days On Market

  • 567 Roosevelt Dr, Oxford, CT 06478
    567 Roosevelt Dr, Oxford, CT 06478
    567 Roosevelt Dr, Oxford, CT 06478
    /33

    $390,000

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft

    567 Roosevelt Dr, Oxford, CT 06478

    Welcome to 567 Roosevelt Drive, an inviting and completely refurbished 2-bedroom, 1-bath ranch offering modern comfort and timeless charm. Nestled near scenic Lake Zoar and the Housatonic River, this home provides the perfect balance of tranquility and convenience. Step inside to find an open, light-filled layout featuring a beautifully updated kitchen, comfortable living space, and a cozy

    Steve Jones Jr KW Legacy Partners

    567 Roosevelt Dr, Oxford, CT 06478
  • 4 Rosewood Cir, Monroe, CT 06468

    $452,500

    Sold Aug 29, 2025

    4 Rosewood Cir, Monroe, CT 06468

    • 1 Bed
    • 1.5 Baths
    • 1,444 Sq Ft
    • Built 1990

    Last Sold Summary

    • 3% Above List Price
    • $313/SF
    • 4 Days On Market

    Current Estimated Value $454,035

    Last Listing Agent Harry Stark William Raveis Real Estate

    4 Rosewood Cir, Monroe, CT 06468
    • 21 Senior Dr, Monroe, CT 06468

      Est $253,703

      Not Listed For Sale

      21 Senior Dr, Monroe, CT 06468

      • 2 Beds
      • 2 Baths
      • 949 Sq Ft
      • Built 1987
      21 Senior Dr, Monroe, CT 06468

      Last Sold Summary

      • 65 Days On Market

  • 88 Fan Hill Rd, Monroe, CT 06468
    88 Fan Hill Rd, Monroe, CT 06468
    88 Fan Hill Rd, Monroe, CT 06468
    /21

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,112 Sq Ft

    88 Fan Hill Rd, Monroe, CT 06468

    Beautifully maintained home located in the highly desirable area of Monroe. This property offers spacious living areas, abundant natural light, and a warm, inviting atmosphere throughout. 1 Acre of land. Quiet neighborhood. Conveniently located near schools, shopping, and dining.

    Nathaniel Correa Smart Realty Services Corp

    88 Fan Hill Rd, Monroe, CT 06468
  • 194 Josies Ring Rd, Monroe, CT 06468

    $866,000

    Sold Aug 22, 2025

    194 Josies Ring Rd, Monroe, CT 06468

    • 5 Beds
    • 3.5 Baths
    • 3,152 Sq Ft
    • Built 1974

    Last Sold Summary

    • 1% Below List Price
    • $275/SF
    • 105 Days On Market

    Current Estimated Value $885,081

    Last Listing Agent Stacy Varvaro Coldwell Banker Realty

    194 Josies Ring Rd, Monroe, CT 06468
    • 71 Senior Dr, Monroe, CT 06468

      Est $220,440

      Not Listed For Sale

      71 Senior Dr, Monroe, CT 06468

      • 1 Bed
      • 1 Bath
      • 765 Sq Ft
      • Built 1987
      71 Senior Dr, Monroe, CT 06468

      Last Sold Summary

      • 28 Days On Market

  • 109 Gay Bower Rd, Monroe, CT 06468
    109 Gay Bower Rd, Monroe, CT 06468
    109 Gay Bower Rd, Monroe, CT 06468
    /33

    $699,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 2,730 Sq Ft

    109 Gay Bower Rd, Monroe, CT 06468

    Your Dream Multigenerational Home Awaits in a quiet, family friendly neighborhood! This beautifully updated home in Monroe's desirable East Village offers the perfect blend of the main residence and a private in-law suite. Featuring a shared covered front porch with separate entrances, plus a convenient pocket door connecting both sides, you can enjoy seamless single-family living or complete

    Daniel Martin Higgins Group Real Estate

    109 Gay Bower Rd, Monroe, CT 06468
  • 32 Valley View Rd, Monroe, CT 06468

    $525,000

    Sold Apr 16, 2026

    32 Valley View Rd, Monroe, CT 06468

    • 4 Beds
    • 1 Bath
    • 1,165 Sq Ft
    • Built 1955

    Last Sold Summary

    • 5% Above List Price
    • $451/SF
    • 12 Days On Market

    Current Estimated Value $512,436

    Last Listing Agent Danielle Powers Houlihan Lawrence

    32 Valley View Rd, Monroe, CT 06468
    • 68 Senior Dr, Monroe, CT 06468

      Est $218,117

      Not Listed For Sale

      68 Senior Dr, Monroe, CT 06468

      • 1 Bed
      • 1 Bath
      • 765 Sq Ft
      • Built 1987
      68 Senior Dr, Monroe, CT 06468

      Last Sold Summary

      • 25 Days On Market

  • 14 Nutmeg Cir, Monroe, CT 06468
    14 Nutmeg Cir, Monroe, CT 06468
    14 Nutmeg Cir, Monroe, CT 06468
    /34

    $415,000

    Under Contract
    • 1 Bed
    • 2.5 Baths
    • 2,291 Sq Ft

    14 Nutmeg Cir, Monroe, CT 06468

    Welcome to this well-maintained condominium offering flexible living space. The main level features a spacious primary bedroom with a private full bath, an additional half bath for guests, living/dining area and an eat-in kitchen with ample cabinetry and dining space. The loft area has an additional full bathroom and closet providing excellent space for working from home, guests, or extended

    Sally Andrews Carbutti & Co., Realtors

    14 Nutmeg Cir, Monroe, CT 06468

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