Monroe, CT Homes

• 

  $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 $722,413

  Last Listing Agent Jeffrey Fulchino BHGRE Gaetano Marra Homes

  56 Lazy Brook Rd, Monroe, CT 06468
• 

  Est $373,802 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

  • 2% Above List Price
  • $263/SF
  • 5 Days On Market

  • Last Sold Price $365,000
  • Mar 13, 2025

  Last Listing Agent Barbara Zink Coldwell Banker Milford
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  /27

  $419,900 Under Contract

  • 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
• 

  $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 $619,086

  Last Listing Agent Silvia Santacruz William Raveis Real Estate

  34 Birchwood Rd, Monroe, CT 06468
• 

  Est $462,099 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

  • 2% Above List Price
  • $293/SF
  • 33 Days On Market

  • Last Sold Price $455,000
  • Sep 03, 2024

  Last Listing Agent Jane Ferro Coldwell Banker Realty
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  /16

  $510,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  5 Kensington Rd, Monroe, CT 06468

  Welcome to 5 Kensington Road, a spacious 2,028-square-foot condo in the desirable Hills of Monroe community. This inviting home features 6 well-designed rooms, including 2 comfortable bedrooms and 2.5 baths. The living space is highlighted by a family room with stunning vaulted ceilings and a cozy fireplace, creating a warm and welcoming atmosphere. While the unit offers ample space and a great

  Michael Frascatore CB Country to Coast Realty

  5 Kensington Rd, 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 $649,850

  Last Listing Agent Michael Ferris eXp Realty

  671 Elm St, Monroe, CT 06468
• 

  Est $460,838 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

  • 30% Above List Price
  • $241/SF
  • 4 Days On Market

  • Last Sold Price $355,000
  • Apr 26, 2023

  Last Listing Agent Denise Curcio William Raveis Real Estate
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  /34

  $565,000

  • 3 Beds
  • 3 Baths
  • 1,840 Sq Ft

  24 Webb Cir, Monroe, CT 06468

  This inviting 3 bedroom 3 full bathroom home is well maintained and set on a beautiful lot, offering space, privacy and a peaceful natural setting. Bright and sun filled living areas create a warm and welcoming atmosphere. The kitchen flows easily into the dining area and main living spaces. You will find a family room with vaulted ceilings and a pellet stove, with direct access to the rear deck

  Amy Jeanfaivre Family Realty Group, LLC

  24 Webb Cir, 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 $382,692

  Last Listing Agent Anita Pavone Real Estate Two

  103 Wendover Dr Unit D, Monroe, CT 06468
• 

  Est $454,982 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
  • Aug 28, 2023

  Last Listing Agent Denise Curcio William Raveis Real Estate
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  /40

  $1,249,900 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 5,383 Sq Ft

  28 Rodeo Dr, Monroe, CT 06468

  Once-in-a-lifetime opportunity to own an iconic luxury lifestyle in this farmhouse-chic Colonial, privately set on a cul-de-sac. This exceptional home offers 4 bedrooms, 3.5 baths, an impressive 4.5 car garage & 4154 sq.ft. of custom living space on the main level plus an additional 1100 sq ft on the finished lower level. The updated eat-in kitchen is the heart of the home, featuring a center

  Marissa Papa Preston Gray Real Estate

  28 Rodeo Dr, 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
• 

  Est $458,804 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

  • 9% Above List Price
  • $192/SF
  • 20 Days On Market

  • Last Sold Price $419,000
  • Sep 11, 2024

  Last Listing Agent Heidi Cinder William Raveis Real Estate
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  /28

  $444,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,679 Sq Ft

  10 Juniper Cir, Monroe, CT 06468

  Welcome to 10 Juniper Circle, located in the highly sought-after Northbrook of Monroe community. This desirable corner unit offers low-maintenance living, w/ 3,038 square feet across three levels . The main level features a spacious primary bedroom suite with dual closets & a full bath with tub. A conveniently main level laundry area & half bath add everyday ease. The bright, open eat-in kitchen

  Corinne Tartaglia BHGRE Gaetano Marra Homes

  10 Juniper 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 $513,676

  Last Listing Agent Steven Koleno Beycome of Connecticut

  10 Nutmeg Cir, Monroe, CT 06468
• 

  Est $462,981 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

  • 6% Above List Price
  • $224/SF
  • 13 Days On Market

  • Last Sold Price $435,000
  • Jul 17, 2024

  Last Listing Agent Helen Rasmussen William Pitt
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  /40

  $990,000

  • 4 Beds
  • 3.5 Baths
  • 4,728 Sq Ft

  30 Block Farm Rd, Monroe, CT 06468

  Nestled on a quiet cul-de-sac in Monroe, this stunning 4BR, 3.5-BA Colonial offers the perfect blend of elegance, comfort, and modern living. Featuring an open floor plan and beautiful hardwood floors throughout, this home is designed for both everyday living and entertaining. Step into a dramatic two-story foyer that sets the tone for the home's inviting layout. At the heart of the home is a

  Laura Brodie Coldwell Banker Realty

  30 Block Farm Rd, 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 $893,110

  Last Listing Agent Patricia Walker Coldwell Banker Realty

  19 Pamela Dr, Monroe, CT 06468
• 

  Est $468,920 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

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

  • Last Sold Price $415,000
  • Dec 30, 2024

  Last Listing Agent Bob and Richelle Ward Coldwell Banker Realty
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  /32

  $625,000

  • 3 Beds
  • 3 Baths
  • 2,219 Sq Ft

  40 Winthrop Place, Monroe, CT 06468

  Nestled in one of Monroe's most desirable neighborhoods, this beautifully maintained raised ranch offers the perfect blend of comfort, style, and privacy. Set on a picturesque 1.19-acre lot, 40 Winthrop Place delivers over 2,200 square feet of thoughtfully designed living space with room to relax, entertain, and grow. Step inside to discover sun-filled interiors, gleaming hardwood floors, and a

  Gabriel Fernandez Brass Moon Realty

  40 Winthrop Place, 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
• 

  Est $450,663 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

  • 16% Above List Price
  • $228/SF
  • 3 Days On Market

  • Last Sold Price $390,000
  • Oct 31, 2023

  Last Listing Agent Maura DeVellis Coldwell Banker Milford
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  /27

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 2,230 Sq Ft

  78 Mill Brook Terrace, Monroe, CT 06468

  From Curb Appeal to Backyard BBQ, Your Private Oasis Awaits. Step into a home where timeless elegance has been meticulously reimagined for the modern lifestyle. This isn't just a Center Hall Colonial; it's a masterclass in "welcome home." From the moment you pull onto this quiet, tree-lined side street, the striking curb appeal hints at the luxury waiting behind the front door. Experience a

  Danielle Rownin Keller Williams Realty

  78 Mill Brook Terrace, 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 $870,520

  Last Listing Agent Carlos Perez RE/MAX Right Choice

  48 Old Castle Dr, Monroe, CT 06468
• 

  Est $458,368 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

  • 10% Above List Price
  • $267/SF
  • 2 Days On Market

  • Last Sold Price $415,000
  • Oct 13, 2023

  Last Listing Agent Joan Cisneros BHGRE Gaetano Marra Homes
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  /36

  $680,000

  • 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
• 

  $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 $508,128

  Last Listing Agent Elizabeth Casey William Raveis Real Estate

  36 Indian Hill Rd, Monroe, CT 06468
• 

  Est $482,887 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

  • 16% Above List Price
  • $181/SF
  • 55 Days On Market

  • Last Sold Price $415,000
  • Oct 13, 2023

  Last Listing Agent Tony Salerno RE/MAX
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  /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
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  $210,000 Sold Jun 30, 2025

  42 Senior Dr, Monroe, CT 06468

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

  Last Sold Summary

  • $275/SF
  • 6 Days On Market

  Current Estimated Value $218,018

  Last Listing Agent Valerie Applebaum Berkshire Hathaway NE Prop.

  42 Senior Dr, Monroe, CT 06468
• 

  Est $519,155 Not Listed For Sale

  33 Indian Hill Rd, Monroe, CT 06468

  • 2 Beds
  • 1.5 Baths
  • 2,496 Sq Ft
  • Built 1994

  33 Indian Hill Rd, Monroe, CT 06468

  Last Sold Summary

  • 22% Above List Price
  • $170/SF
  • 124 Days On Market

  • Last Sold Price $425,000
  • Jun 01, 2023

  Last Listing Agent Gen Distance Gen Next
• 

  

  /40

  $997,000

  • 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
• 

  $410,000 Sold May 30, 2025

  2 Willowbrook Cir Unit 2, Monroe, CT 06468

  • 2 Beds
  • 2 Baths
  • 1,471 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Above List Price
  • $279/SF
  • 38 Days On Market

  Last Listing Agent Stephanie Chapman BHGRE Gaetano Marra Homes

  2 Willowbrook Cir Unit 2, Monroe, CT 06468
• 

  Est $510,629 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

  • 20% Above List Price
  • $258/SF
  • 4 Days On Market

  • Last Sold Price $425,000
  • Sep 01, 2023

  Last Listing Agent Krystal Harrison Coldwell Banker Premiere Realtor
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  /39

  $629,900 Under Contract

  • 4 Beds
  • 1 Bath
  • 2,544 Sq Ft

  100 Hiram Hill Rd, Monroe, CT 06468

  *** Highest and best due Monday 4/13 @ 4PM. Tucked away in the wooded setting of lower Monroe, this updated custom Ranch blends privacy, charm, and thoughtful design. Expanded over time, the home offers a comfortable & functional layout with inviting spaces throughout. The entry opens to formal living and dining rooms, accented by elegant archways & detailed moldings. At the heart of the home,

  Marissa Papa Preston Gray Real Estate

  100 Hiram Hill Rd, Monroe, CT 06468
• 

  $485,000 Sold Jul 18, 2025

  27 Indian Hill Rd Unit 27, Monroe, CT 06468

  • 2 Beds
  • 1.5 Baths
  • 1,384 Sq Ft
  • Built 1994

  Last Sold Summary

  • 3% Below List Price
  • $350/SF
  • 5 Days On Market

  Current Estimated Value $496,812

  Last Listing Agent Danielle Rownin Keller Williams Realty

  27 Indian Hill Rd Unit 27, Monroe, CT 06468
• 

  Est $509,755 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

  • 27% Above List Price
  • $219/SF
  • 49 Days On Market

  • Last Sold Price $400,000
  • Jan 24, 2024

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

  

  /40

  $1,250,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,600 Sq Ft

  41 Crown View Dr, Monroe, CT 06468

  Welcome to a truly exceptional new construction home set in a beautiful Monroe neighborhood-where thoughtful design, craftsmanship, and setting come together seamlessly. Offering 3,600 square feet above grade, this is not your typical new build. Every detail has been carefully curated to create a one-of-a-kind home. Set on 2.4 acres with sweeping, tree-lined views, expansive windows flood the

  Matthew Nuzie RE/MAX Right Choice

  41 Crown View Dr, Monroe, CT 06468
• 

  $599,999 Sold Jun 20, 2025

  458 Purdy Hill Rd, Monroe, CT 06468

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 1820

  Last Sold Summary

  • 8% Below List Price
  • $284/SF
  • 27 Days On Market

  Current Estimated Value $622,409

  Last Listing Agent Danielle Rownin Keller Williams Realty

  458 Purdy Hill Rd, Monroe, CT 06468

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