7,742

Monroe, CT Homes

Section Image
  • 43 Old Castle Dr, Monroe, CT 06468

    $630,000

    Sold Nov 07, 2025

    43 Old Castle Dr, Monroe, CT 06468

    • 3 Beds
    • 2.5 Baths
    • 2,428 Sq Ft
    • Built 1973

    Last Sold Summary

    • 9% Below List Price
    • $259/SF
    • 54 Days On Market

    Current Estimated Value $677,919

    Last Listing Agent Noel Mathers BHGRE Gaetano Marra Homes

    43 Old Castle Dr, Monroe, CT 06468
    • 5 Stillmeadow Cir, Monroe, CT 06468

      Est $484,835

      Not Listed For Sale

      5 Stillmeadow Cir, Monroe, CT 06468

      • 2 Beds
      • 2.5 Baths
      • 2,290 Sq Ft
      • Built 1983
      5 Stillmeadow Cir, Monroe, CT 06468

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Tony Salerno RE/MAX Heritage

  • 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 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 $427,268

    Last Listing Agent Liz Moretti BHGRE Gaetano Marra Homes

    4 Rolling Ridge Rd, Monroe, CT 06468
    • 15 Echo Pond Rd, Monroe, CT 06468

      Est $496,307

      Not Listed For Sale

      15 Echo Pond Rd, Monroe, CT 06468

      • 2 Beds
      • 1.5 Baths
      • 1,394 Sq Ft
      • Built 1994
      15 Echo Pond Rd, Monroe, CT 06468

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Basil Amso RE/MAX Right Choice

  • 12 Wrabel Cir Unit 12, Monroe, CT 06468
    12 Wrabel Cir Unit 12, Monroe, CT 06468
    12 Wrabel Cir Unit 12, Monroe, CT 06468
    /39

    $460,000

    Under Contract
    • 2 Beds
    • 2.5 Baths
    • 2,039 Sq Ft

    12 Wrabel Cir Unit 12, Monroe, CT 06468

    Welcome to Northbrook, one of Monroe's most desirable condominium communities. This exceptionally well-maintained, move-in ready townhouse offers a spacious open floor plan with vaulted ceilings, beautiful hardwood floors, and an updated kitchen. The inviting living room features a cozy fireplace and nearly floor-to-ceiling windows that showcase peaceful views of the pond and stream beyond. The

    Cisco Borres RE/MAX Right Choice

    12 Wrabel Cir Unit 12, Monroe, CT 06468
  • 104 Cutlers Farm Rd, Monroe, CT 06468

    $978,000

    Sold Jul 29, 2026

    104 Cutlers Farm Rd, Monroe, CT 06468

    • 4 Beds
    • 3.5 Baths
    • 3,296 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Above List Price
    • $297/SF
    • 62 Days On Market

    Current Estimated Value $941,499

    Last Listing Agent John Schiaroli Coldwell Banker Realty

    104 Cutlers Farm Rd, Monroe, CT 06468
    • 36 Indian Hill Rd, Monroe, CT 06468

      Est $519,103

      Not Listed For Sale

      36 Indian Hill Rd, Monroe, CT 06468

      • 2 Beds
      • 2.5 Baths
      • 1,769 Sq Ft
      • Built 1994
      36 Indian Hill Rd, Monroe, CT 06468

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Elizabeth Casey William Raveis Real Estate

  • 94 Swendsen Dr, Monroe, CT 06468
    94 Swendsen Dr, Monroe, CT 06468
    94 Swendsen Dr, Monroe, CT 06468
    /35

    $799,900

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 3,742 Sq Ft

    94 Swendsen Dr, Monroe, CT 06468

    Welcome to this beautifully maintained and thoughtfully designed 4 bedroom home, offering exceptional flexibility, abundant living space, and an ideal location on a quiet double cul-de-sac in one of the area's most desirable neighborhoods. Filled with natural light and featuring hardwood flooring throughout the main level, this home has been meticulously cared for and is truly move in ready. The

    Brian Christy William Raveis Real Estate

    94 Swendsen Dr, Monroe, CT 06468
  • 571 Wheeler Rd, Monroe, CT 06468

    $725,000

    Sold Jul 22, 2026

    571 Wheeler Rd, Monroe, CT 06468

    • 4 Beds
    • 2.5 Baths
    • 2,576 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Above List Price
    • $281/SF
    • 5 Days On Market

    Current Estimated Value $701,345

    Last Listing Agent Jay Cannone William Raveis Real Estate

    571 Wheeler Rd, Monroe, CT 06468
    • 2 Eden Ct, Monroe, CT 06468

      Est $514,750

      Not Listed For Sale

      2 Eden Ct, Monroe, CT 06468

      • 2 Beds
      • 2.5 Baths
      • 1,648 Sq Ft
      • Built 1989
      2 Eden Ct, Monroe, CT 06468

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Krystal Harrison Coldwell Banker Realty

  • 59 Countryside Dr, Monroe, CT 06468
    59 Countryside Dr, Monroe, CT 06468
    59 Countryside Dr, Monroe, CT 06468
    /36

    $639,900

    • 3 Beds
    • 2.5 Baths
    • 1,720 Sq Ft

    59 Countryside Dr, Monroe, CT 06468

    Discover the home you've been searching for in a peaceful cul-de-sac within a highly desired community. Offering easy access to all major commutes, this private, well-cared-for residence is ideally positioned as the next-to-last house on the street-providing exceptional privacy and a true neighborhood feel. Step inside to find an oversized living, dining, and kitchen area perfect for everyday

    Tony Salerno RE/MAX Heritage

    59 Countryside Dr, 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 $937,716

    Last Listing Agent Brian Christy William Raveis Real Estate

    16 Mon Tar Dr, Monroe, CT 06468
    • 7 Ivy Ln, Monroe, CT 06468

      Est $602,882

      Not Listed For Sale

      7 Ivy Ln, Monroe, CT 06468

      • 2 Beds
      • 2.5 Baths
      • 2,020 Sq Ft
      • Built 1989
      7 Ivy Ln, Monroe, CT 06468

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Thomas Bepko YellowBrick Real Estate LLC

  • 17 Woodlawn Rd, Monroe, CT 06468
    17 Woodlawn Rd, Monroe, CT 06468
    17 Woodlawn Rd, Monroe, CT 06468
    /38

    $559,000

    $16K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 2,185 Sq Ft

    17 Woodlawn Rd, Monroe, CT 06468

    Curb appeal greets you with a beautifully landscaped circular driveway, creating a welcoming first impression the moment you pull in. Inside, this freshly painted home opens to a bright, well-designed layout with easy flow between living, dining, and gathering spaces. Rich hardwood floors and a cozy gas fireplace for those cold winter nights. A sun-drenched cathedral ceiling kitchen with a

    Siobhan McCann BHGRE Gaetano Marra Homes

    17 Woodlawn Rd, 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 $816,082

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

    1093 Monroe Turnpike, Monroe, CT 06468
    • 3 Ivy Ln, Monroe, CT 06468

      Est $525,051

      Not Listed For Sale

      3 Ivy Ln, Monroe, CT 06468

      • 2 Beds
      • 2.5 Baths
      • 1,830 Sq Ft
      • Built 1989
      3 Ivy Ln, Monroe, CT 06468

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Belinda Memoli Memoli&Memoli Real Estate,LLC

  • 602 Fan Hill Rd, Monroe, CT 06468
    602 Fan Hill Rd, Monroe, CT 06468
    602 Fan Hill Rd, Monroe, CT 06468
    /38

    $599,900

    • 4 Beds
    • 1.5 Baths
    • 1,928 Sq Ft

    602 Fan Hill Rd, Monroe, CT 06468

    Beautifully renovated from top to bottom, this inviting Cape offers the perfect combination of modern finishes and peaceful surroundings. Featuring four generously sized bedrooms and two updated full baths, the home is designed for both comfort and functionality. The stylish eat-in kitchen showcases a center island, new appliances, and an open layout that flows seamlessly into the sun-filled

    Marissa Papa Preston Gray Real Estate

    602 Fan Hill 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 $322,445

    Last Listing Agent Dianne Camella RE/MAX Right Choice

    207 Windgate Cir Unit C, Monroe, CT 06468
    • 2 Behrens Terrace, Monroe, CT 06468

      Est $374,529

      Not Listed For Sale

      2 Behrens Terrace, Monroe, CT 06468

      • 2 Beds
      • 1.5 Baths
      • 1,187 Sq Ft
      • Built 1998
      2 Behrens Terrace, Monroe, CT 06468

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Anthony Fabrizio Coldwell Banker Realty

  • 38 Pastors Walk, Monroe, CT 06468
    38 Pastors Walk, Monroe, CT 06468
    38 Pastors Walk, Monroe, CT 06468
    /39

    $624,900

    • 3 Beds
    • 1 Bath
    • 1,530 Sq Ft

    38 Pastors Walk, Monroe, CT 06468

    Welcome to this charming and surprisingly spacious split-level home, ideally located in one of Monroe's most desirable neighborhoods. This well-maintained home features an open-concept layout with beautiful hardwood floors, recessed lighting, and a welcoming living room with a cozy fireplace. The dining room flows seamlessly into a well-designed kitchen with access to a deck, making it perfect

    Franki Delgado Keller Williams Prestige Prop.

    38 Pastors Walk, 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 $535,369

    Last Listing Agent Maureen McLarin Century 21 AllPoints Realty

    63 Far Horizon Dr, Monroe, CT 06468
    • 14 Underhill Rd, Monroe, CT 06468

      Est $365,321

      Not Listed For Sale

      14 Underhill Rd, Monroe, CT 06468

      • 1 Bed
      • 1.5 Baths
      • 1,211 Sq Ft
      • Built 1997
      14 Underhill Rd, Monroe, CT 06468

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Dianne Camella RE/MAX Right Choice

  • 33 Shawnee Ln, Monroe, CT 06468
    33 Shawnee Ln, Monroe, CT 06468
    33 Shawnee Ln, Monroe, CT 06468
    /36

    $809,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,804 Sq Ft

    33 Shawnee Ln, Monroe, CT 06468

    Location, Location, Location! Welcome to your dream home at 33 Shawnee Lane in beautiful Monroe! Nestled on a quiet cul-de-sac in one of Monroe's most sought-after neighborhoods, this exceptional 4-bedroom, 3-bathroom home sits on a meticulously landscaped 1-acre lot, offering the perfect blend of privacy, comfort, and convenience. Step inside to discover gleaming hardwood floors and a spacious

    Rob Bleggi BHGRE Gaetano Marra Homes

    33 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 $925,635

    Last Listing Agent Tony Salerno RE/MAX Heritage

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

      Est $353,284

      Not Listed For Sale

      153 Highland Dr, Monroe, CT 06468

      • 1 Bed
      • 1.5 Baths
      • 1,431 Sq Ft
      • Built 1992
      153 Highland Dr, Monroe, CT 06468

      Last Sold Summary

      • 90 Days On Market

      Last Listing Agent David D. D'Ausilio Discount Listing Center

  • 11 Behrens Terrace Unit 11, Monroe, CT 06468
    11 Behrens Terrace Unit 11, Monroe, CT 06468
    11 Behrens Terrace Unit 11, Monroe, CT 06468
    /30

    $409,000

    $10K PRICE DROP Under Contract
    • 1 Bed
    • 2.5 Baths
    • 1,187 Sq Ft

    11 Behrens Terrace Unit 11, Monroe, CT 06468

    Welcome to the highly sought-after High Meadows, Monroe's premier 55+ community! Perfectly situated just minutes from all Monroe has to offer and with easy access to major highways, this fantastic end unit checks every box. Boasting 1-2 bedrooms and 2.5 bathrooms, the ideal open floor plan delivers effortless main-level living with a spacious primary bedroom and en-suite bath. All living and

    Maureen Greenberg House Real Estate

    11 Behrens Terrace Unit 11, 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 $336,959

    Last Listing Agent Jeanette Politano Coldwell Banker Realty

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

      Est $380,803

      Not Listed For Sale

      115 Highland Dr, Monroe, CT 06468

      • 1 Bed
      • 1.5 Baths
      • 1,569 Sq Ft
      • Built 1994
      115 Highland Dr, Monroe, CT 06468

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Sebastian Barneby Anchor Point

  • 491 Hammertown Rd, Monroe, CT 06468
    491 Hammertown Rd, Monroe, CT 06468
    491 Hammertown Rd, Monroe, CT 06468
    /39

    $779,900

    Under Contract
    • 4 Beds
    • 3 Baths
    • 4,374 Sq Ft

    491 Hammertown Rd, Monroe, CT 06468

    This custom-built Colonial offers 4 bedrooms and 4 bathrooms, nestled on 3 serene, private acres with stunning pond views. The spacious layout features a primary bedroom with an en-suite bathroom and walk-in closet, plus a potential 5th bedroom on the main level, conveniently located steps from a full bathroom. The expansive family/great room is perfect for relaxation equipped with a beautiful

    Anthony Fabrizio Coldwell Banker Realty

    491 Hammertown Rd, Monroe, CT 06468
  • 140 Lazy Brook Rd, Monroe, CT 06468

    $900,000

    Sold Jun 26, 2026

    140 Lazy Brook Rd, Monroe, CT 06468

    • 4 Beds
    • 5 Baths
    • 3,671 Sq Ft
    • Built 1982

    Last Sold Summary

    • $245/SF
    • 56 Days On Market

    Current Estimated Value $891,305

    Last Listing Agent Brian Christy William Raveis Real Estate

    140 Lazy Brook Rd, Monroe, CT 06468
    • 79 Highland Dr, Monroe, CT 06468

      Est $394,082

      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

      Last Listing Agent Ralph Harvey ListWithFreedom.com

  • 148 Cross Hill Rd, Monroe, CT 06468
    148 Cross Hill Rd, Monroe, CT 06468
    148 Cross Hill Rd, Monroe, CT 06468
    /36

    $665,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,130 Sq Ft

    148 Cross Hill Rd, Monroe, CT 06468

    Charming Colonial set on a private 1.2acre lot in the heart of Monroe. Step inside and immediately appreciate the spacious living room featuring vaulted ceilings, exposed wood beams, and gleaming hardwood floors. The kitchen offers newer stainless steel appliances and a peninsula with seating for two, seamlessly opening to the dining room, ideal for entertaining. Double doors off the kitchen lead

    Sarah Callands Coldwell Banker Realty

    148 Cross Hill Rd, 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 $819,966

    Last Listing Agent Kimberly Levinson Higgins Group Real Estate

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

      Est $382,522

      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

      Last Listing Agent Nikki Rizzitelli BHGRE Gaetano Marra Homes

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

    $899,000

    $601K PRICE DROP
    • 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
  • 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 $470,512

    Last Listing Agent Harry Stark William Raveis Real Estate

    4 Rosewood Cir, Monroe, CT 06468
    • 53 Highland Dr, Monroe, CT 06468

      Est $378,801

      Not Listed For Sale

      53 Highland Dr, Monroe, CT 06468

      • 2 Beds
      • 1.5 Baths
      • 1,011 Sq Ft
      • Built 1995
      53 Highland Dr, Monroe, CT 06468

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Marissa Papa Preston Gray Real Estate

  • 37 Country Ridge Dr, Monroe, CT 06468
    37 Country Ridge Dr, Monroe, CT 06468
    37 Country Ridge Dr, Monroe, CT 06468
    /26

    $649,900

    • 4 Beds
    • 2.5 Baths
    • 2,353 Sq Ft

    37 Country Ridge Dr, Monroe, CT 06468

    Welcome to 37 Country Ridge Drive, one of the best neighborhoods in Monroe. Located on a private one acre lot, this home features 4 bedrooms and 2.5 baths and over 2300 sq feet of living space. The main level has a welcoming layout with ample room for entertaining and a cozy feel with a pellet stove in the family room and a gas stove in the kitchen. The upstairs you'll find the four bedrooms

    Michael Kyrytschenko Coldwell Banker Realty

    37 Country Ridge Dr, 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 $905,089

    Last Listing Agent Stacy Varvaro Coldwell Banker Realty

    194 Josies Ring Rd, Monroe, CT 06468

Showing Results 121 - 160, Page 4 of 18

Connecticut Fairfield County

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group