7,752

Monroe, CT Homes

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  • 302 Fairmount Dr Unit B, Monroe, CT 06468

    $389,900 Sold Dec 05, 2025

    302 Fairmount Dr Unit B, Monroe, CT 06468

    • 2 Beds
    • 2 Baths
    • 1,317 Sq Ft
    • Built 1988

    Last Sold Summary

    • $296/SF
    • 78 Days On Market

    Current Estimated Value $391,126

    Last Listing Agent Brian Christy William Raveis Real Estate

    302 Fairmount Dr Unit B, Monroe, CT 06468
    • 18 Cascade Cir, Monroe, CT 06468

      Est $459,181 Not Listed For Sale

      18 Cascade Cir, Monroe, CT 06468

      • 2 Beds
      • 2 Baths
      • 1,721 Sq Ft
      • Built 1986
      18 Cascade Cir, Monroe, CT 06468

      Last Sold Summary

      • 8% Above List Price
      • $247/SF
      • 1 Day On Market

      Last Sold Price $425,000

      Last Listing Agent Karin Wynkoop Coldwell Banker Realty

  • 32 Valley View Rd, Monroe, CT 06468
    32 Valley View Rd, Monroe, CT 06468
    32 Valley View Rd, Monroe, CT 06468
    /34

    $499,000 Pending

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

    32 Valley View Rd, Monroe, CT 06468

    Welcome to this inviting 4-bedroom home perfectly situated on a 1-acre property in the desirable Barn Hill neighborhood. The main level features beautiful hardwood floors, new windows that fill the space with natural light, and an eat-in kitchen with plenty of room for gathering. A finished walk-out basement provides additional living space, ideal for a family room, home office, or playroom. Step

    Danielle Powers Houlihan Lawrence

    32 Valley View Rd, Monroe, CT 06468
  • 10 Applegate Ln, Monroe, CT 06468

    $875,000 Sold Aug 25, 2025

    10 Applegate Ln, Monroe, CT 06468

    • 4 Beds
    • 2.5 Baths
    • 3,336 Sq Ft
    • Built 1995

    Last Sold Summary

    • 14% Above List Price
    • $262/SF
    • 29 Days On Market

    Current Estimated Value $866,802

    Last Listing Agent Shoshana Snyder William Raveis Real Estate

    10 Applegate Ln, Monroe, CT 06468
    • 5 Blackstone Rd, Monroe, CT 06468

      Est $408,105 Not Listed For Sale

      5 Blackstone Rd, Monroe, CT 06468

      • 2 Beds
      • 1.5 Baths
      • 1,744 Sq Ft
      • Built 1986
      5 Blackstone Rd, Monroe, CT 06468

      Last Sold Summary

      • 20% Above List Price
      • $195/SF
      • 51 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Joan Junga CB Country to Coast Realty

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

    $1,199,000 Open Sun 1PM - 3PM

    • 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 & Sewer 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
  • 56 Secret Hollow Rd Unit 56, Monroe, CT 06468

    $776,000 Sold Jun 16, 2025

    56 Secret Hollow Rd Unit 56, Monroe, CT 06468

    • 4 Beds
    • 2.5 Baths
    • 2,620 Sq Ft
    • Built 1995

    Last Sold Summary

    • $296/SF
    • 25 Days On Market

    Last Listing Agent Kimberly Levinson Higgins Group Real Estate

    56 Secret Hollow Rd Unit 56, Monroe, CT 06468
    • 3 Eagle Rock Cir, Monroe, CT 06468

      Est $406,526 Not Listed For Sale

      3 Eagle Rock Cir, Monroe, CT 06468

      • 1 Bed
      • 2 Baths
      • 1,702 Sq Ft
      • Built 1986
      3 Eagle Rock Cir, Monroe, CT 06468

      Last Sold Summary

      • 5% Above List Price
      • $229/SF
      • 72 Days On Market

      Last Sold Price $389,000

      Last Listing Agent Joan C. Salbu 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

    $1,199,900 Open Sat 1PM - 3PM

    • 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
  • 175 Purdy Hill Rd, Monroe, CT 06468

    $825,000 Sold Oct 31, 2025

    175 Purdy Hill Rd, Monroe, CT 06468

    • 4 Beds
    • 4 Baths
    • 2,950 Sq Ft
    • Built 1947

    Last Sold Summary

    • 13% Below List Price
    • $280/SF
    • 95 Days On Market

    Current Estimated Value $808,891

    Last Listing Agent Marissa Papa Preston Gray Real Estate

    175 Purdy Hill Rd, Monroe, CT 06468
    • 24 Deepwood Cir, Monroe, CT 06468

      Est $423,628 Not Listed For Sale

      24 Deepwood Cir, Monroe, CT 06468

      • 2 Beds
      • 1.5 Baths
      • 1,766 Sq Ft
      • Built 1986
      24 Deepwood Cir, Monroe, CT 06468

      Last Sold Summary

      • 6% Above List Price
      • $227/SF
      • 12 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Bhawna Kundu Coldwell Banker Realty

  • 59 Flint Ridge Rd, Monroe, CT 06468
    59 Flint Ridge Rd, Monroe, CT 06468
    59 Flint Ridge Rd, Monroe, CT 06468
    /39

    $659,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,799 Sq Ft

    59 Flint Ridge Rd, Monroe, CT 06468

    Water Views & Designer Updates - Lovingly renovated home in Lakewood Estates! Located in the sought-after Lakewood Estates community, this beautiful light and airy home offers peaceful water views from all three bedrooms and living room and high-end features throughout. Enjoy worry-free living with a new roof, insulation, A/C, water heater, newer furnace and more! The renovated chef's kitchen

    Janice Seawright Berkshire Hathaway NE Prop.

    59 Flint Ridge Rd, Monroe, CT 06468
  • 19 Old Colony Rd, Monroe, CT 06468

    $739,000 Sold Oct 02, 2025

    19 Old Colony Rd, Monroe, CT 06468

    • 3 Beds
    • 3.5 Baths
    • 3,326 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $222/SF
    • 120 Days On Market

    Current Estimated Value $749,371

    Last Listing Agent Kimberly Levinson Higgins Group Real Estate

    19 Old Colony Rd, Monroe, CT 06468
    • 6 Deepwood Cir, Monroe, CT 06468

      Est $391,802 Not Listed For Sale

      6 Deepwood Cir, Monroe, CT 06468

      • 2 Beds
      • 1.5 Baths
      • 1,444 Sq Ft
      • Built 1986
      6 Deepwood Cir, Monroe, CT 06468

      Last Sold Summary

      • 16% Above List Price
      • $235/SF
      • 89 Days On Market

      Last Sold Price $339,000

      Last Listing Agent Aurelia Michelson Berkshire Hathaway Home Services

  • 124 Old Tannery Rd, Monroe, CT 06468
    124 Old Tannery Rd, Monroe, CT 06468
    124 Old Tannery Rd, Monroe, CT 06468
    /23

    $544,000

    • 5 Beds
    • 2.5 Baths
    • 1,560 Sq Ft

    124 Old Tannery Rd, Monroe, CT 06468

    Spacious ranch-style home set on a generous 1.03-acre lot in Fairfield County with an in-law apartment. Offering a total of 5 bedrooms and 2.5 baths across 1,560 sq ft, this property features a full basement, 2-car attached garage, and an above-ground pool for seasonal enjoyment. The home needs some TLC throughout, making it a great opportunity for investors or owner-occupants looking to add

    Thomas Mele Dorrance Realty

    124 Old Tannery 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 $606,155

    Last Listing Agent Silvia Santacruz William Raveis Real Estate

    34 Birchwood Rd, Monroe, CT 06468
    • 4 Deepwood Cir, Monroe, CT 06468

      Est $430,394 Not Listed For Sale

      4 Deepwood Cir, Monroe, CT 06468

      • 2 Beds
      • 1.5 Baths
      • 2,044 Sq Ft
      • Built 1986
      4 Deepwood Cir, Monroe, CT 06468

      Last Sold Summary

      • 4% Above List Price
      • $203/SF
      • 22 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Steve Ozyck Higgins Group Real Estate

  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /33

    $419,900 Pending

    • 1 Bed
    • 1 Bath
    • 732 Sq Ft

    Unlisted Address

    one of a kind. The lot is level Private and huge 1.66 acres. The house needs some work and updates but is a clean pallet to create from. Perfect for the right person. The greenhouse is huge and so much potential to have your own gardens. and enjoy private living. Greenhouse could be converted to additional rooms . (Bed a d bath) and still have room for greenhouse left. The barn is an amazing

    Stacey Schwartz Coldwell Banker Realty

    Unlisted Address
  • 103 Wendover Dr Unit D, Monroe, CT 06468

    $358,000 Sold Jul 21, 2025

    103 Wendover Dr Unit D, Monroe, CT 06468

    • 2 Beds
    • 2 Baths
    • 1,317 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Below List Price
    • $272/SF
    • 50 Days On Market

    Current Estimated Value $372,753

    Last Listing Agent Anita Pavone Real Estate Two

    103 Wendover Dr Unit D, Monroe, CT 06468
    • 3 Rolling Ridge Rd, Monroe, CT 06468

      Est $440,603 Not Listed For Sale

      3 Rolling Ridge Rd, Monroe, CT 06468

      • 2 Beds
      • 2 Baths
      • 1,702 Sq Ft
      • Built 1985
      3 Rolling Ridge Rd, Monroe, CT 06468

      Last Sold Summary

      • 7% Above List Price
      • $241/SF
      • 13 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Adam Wagner Keller Williams Prestige Prop.

  • 161 Jockey Hollow Rd, Monroe, CT 06468
    161 Jockey Hollow Rd, Monroe, CT 06468
    161 Jockey Hollow Rd, Monroe, CT 06468
    /37

    $465,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,986 Sq Ft

    161 Jockey Hollow Rd, Monroe, CT 06468

    "Overflowing with potential" best describes this custom ranch with coveted private lake & beach access in the heart of Monroe! The main level provides easy, single level living with great flow, hardwood floors, & windows in all the right places. The heart of the home is the capacious, cabinet-packed kitchen with vaulted skylit ceilings & a large eat-in area framed by an oversized bay window.

    Stacey Schwartz Coldwell Banker Realty

    161 Jockey Hollow 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
    • 8 Wrabel Cir, Monroe, CT 06468

      Est $437,984 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

      • 3% Above List Price
      • $251/SF
      • 51 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Carrie Perkins RE/MAX

  • 56 Downs Rd, Monroe, CT 06468
    56 Downs Rd, Monroe, CT 06468
    56 Downs Rd, Monroe, CT 06468
    /27

    $419,900

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    56 Downs Rd, Monroe, CT 06468

    Stunning home completely top to bottom builder renovated and rebuilt. Situated on a quiet corner lot, this entire property was thoughtfully renovated with no detail left untouched and has been completely transformed to offer modern style, efficiency, and functionality throughout. Enjoy peace of mind with a new roof, siding, HVAC, and windows. The redesigned floor plan maximizes every inch of

    Basil Amso RE/MAX Right Choice

    56 Downs Rd, Monroe, CT 06468
  • 10 Nutmeg Cir, Monroe, CT 06468

    $515,000 Sold Jun 20, 2025

    10 Nutmeg Cir, Monroe, CT 06468

    • 2 Beds
    • 3 Baths
    • 1,679 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $307/SF
    • 4 Days On Market

    Current Estimated Value $502,645

    Last Listing Agent Steven Koleno Beycome of Connecticut

    10 Nutmeg Cir, Monroe, CT 06468
    • 13 Hollow Tree Ln, Monroe, CT 06468

      Est $440,077 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

      • 7% Above List Price
      • $244/SF
      • 6 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Shawna Vallillo Coldwell Banker Realty

  • 20 Blanket Meadow Rd, Monroe, CT 06468
    20 Blanket Meadow Rd, Monroe, CT 06468
    20 Blanket Meadow Rd, Monroe, CT 06468
    /39

    $1,325,000

    • 5 Beds
    • 3.5 Baths
    • 5,044 Sq Ft

    20 Blanket Meadow Rd, Monroe, CT 06468

    Welcome to 20 Blanket Meadow Rd, a turnkey custom Colonial offering over 5,000 sq ft of beautifully finished living space across three levels, set on nearly 2.5 flat acres in one of Monroe's most desirable neighborhoods, just ~55 miles from Midtown Manhattan for commuters and hybrid professionals.Thoughtfully designed for everyday comfort and elevated entertaining, the main home features a

    Terri Tournas Coldwell Banker Realty

    20 Blanket Meadow Rd, 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 $844,834

    Last Listing Agent Patricia Walker Coldwell Banker Realty

    19 Pamela Dr, Monroe, CT 06468
    • 2 Cascade Cir, Monroe, CT 06468

      Est $458,167 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

      • 9% Above List Price
      • $248/SF
      • 19 Days On Market

      Last Sold Price $421,000

      Last Listing Agent Joe Kapell RE/MAX

  • 261 Moose Hill Rd, Monroe, CT 06468
    261 Moose Hill Rd, Monroe, CT 06468
    /2

    $969,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    261 Moose Hill Rd, Monroe, CT 06468

    Welcome to this stunning new construction modern Colonial offering approx. 2,800 sq ft of thoughtfully designed living space. Set on a private 2+ acre lot bordered by protected open space, this home delivers privacy, comfort, and contemporary style. The open floor plan is ideal for today's lifestyle and features hardwood floors throughout, central air, and abundant natural light. The main level

    Scott Wright RE/MAX Right Choice

    261 Moose Hill Rd, Monroe, CT 06468
  • 395 Cross Hill Rd, Monroe, CT 06468

    $365,000 Sold Aug 15, 2025

    395 Cross Hill Rd, Monroe, CT 06468

    • 3 Beds
    • 2 Baths
    • 1,757 Sq Ft
    • Built 1948

    Last Sold Summary

    • $208/SF
    • 7 Days On Market

    Current Estimated Value $379,600

    Last Listing Agent Bernard Andrews William Raveis Real Estate

    395 Cross Hill Rd, Monroe, CT 06468
    • 2 Blackstone Rd, Monroe, CT 06468

      Est $470,712 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

      • 3% Above List Price
      • $293/SF
      • 33 Days On Market

      Last Sold Price $455,000

      Last Listing Agent Jane Ferro Coldwell Banker Realty

  • 40 Walnut St, Monroe, CT 06468
    40 Walnut St, Monroe, CT 06468
    40 Walnut St, Monroe, CT 06468
    /40

    $1,300,000

    • 5 Beds
    • 6 Baths
    • 5,189 Sq Ft

    40 Walnut St, Monroe, CT 06468

    Welcome to this magnificent custom-built raised ranch known as 40 Walnut Street located in Fairfield County in the Town of Monroe. Monroe is a beautiful community that offers a balanced blend of suburban amenities, many opportunities for recreation, scenic beauty and rural character. Whitney Farms Golf Course is a three-minute drive and features a clubhouse, pro-shop and catering facility for all

    Stephen Hodson Hodson Realty, Inc.

    40 Walnut St, Monroe, CT 06468
  • 36 Overlook Dr Unit 36, Monroe, CT 06468

    $450,000 Sold Jul 25, 2025

    36 Overlook Dr Unit 36, Monroe, CT 06468

    • 2 Beds
    • 2 Baths
    • 1,971 Sq Ft
    • Built 1984

    Last Sold Summary

    • 6% Below List Price
    • $228/SF
    • 35 Days On Market

    Last Listing Agent Mark Forte Finish Line Realty

    36 Overlook Dr Unit 36, Monroe, CT 06468
    • 9 Blackstone Rd, Monroe, CT 06468

      Est $455,328 Not Listed For Sale

      9 Blackstone Rd, Monroe, CT 06468

      • 2 Beds
      • 2 Baths
      • 1,471 Sq Ft
      • Built 1986
      9 Blackstone Rd, Monroe, CT 06468

      Last Sold Summary

      • 28% Above List Price
      • $241/SF
      • 4 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Denise Curcio William Raveis Real Estate

  • 6 Maple Cir, Monroe, CT 06468
    6 Maple Cir, Monroe, CT 06468
    6 Maple Cir, Monroe, CT 06468
    /19

    $495,900 Pending

    • 3 Beds
    • 2 Baths
    • 2,234 Sq Ft

    6 Maple Cir, Monroe, CT 06468

    Located in a prime Monroe neighborhood, 6 Maple Circle offers a functional 3-bedroom, 2-full bath layout with several high-impact recent upgrades. The kitchen features premium Corian countertops and leads directly to a walkout deck-the perfect spot for your morning coffee while overlooking the backyard. Inside, you will find two newly renovated bathrooms showcasing beautiful tile craftsmanship

    Alexander Botchis Real Broker CT, LLC

    6 Maple 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 $845,604

    Last Listing Agent Carlos Perez RE/MAX Right Choice

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

      Est $453,724 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

      • 16% Above List Price
      • $198/SF
      • 2 Days On Market

      Last Sold Price $391,729

      Last Listing Agent Denise Curcio William Raveis Real Estate

  • 21 Rockview Cir, Monroe, CT 06468
    21 Rockview Cir, Monroe, CT 06468
    21 Rockview Cir, Monroe, CT 06468
    /18

    $335,000 Under Contract

    • 1 Bed
    • 1.5 Baths
    • 1,159 Sq Ft

    21 Rockview Cir, Monroe, CT 06468

    Desirable Northbrook condo just waiting for your personal touch! Freshly painted and filled with natural light, this inviting 1-bedroom home features an open-concept layout with a spacious living and dining area enhanced by skylights and sliding glass doors. Cozy up by the fireplace on cool evenings or step out onto your private deck to enjoy tranquil pond views and beautifully maintained,

    Katie O'Grady Compass Connecticut, LLC

    21 Rockview Cir, Monroe, CT 06468
  • 36 Indian Hill Rd, Monroe, CT 06468

    $490,000 Sold Jun 30, 2025

    36 Indian Hill Rd, Monroe, CT 06468

    • 2 Beds
    • 2.5 Baths
    • 1,769 Sq Ft
    • Built 1994

    Last Sold Summary

    • 8% Below List Price
    • $277/SF
    • 34 Days On Market

    Current Estimated Value $507,076

    Last Listing Agent Elizabeth Casey William Raveis Real Estate

    36 Indian Hill Rd, Monroe, CT 06468

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