Monroe, CT Homes

• 

  Est $470,828 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

  • 12% Above List Price
  • $192/SF
  • 20 Days On Market

  Last Sold Price $419,000

  Last Listing Agent Heidi Cinder William Raveis Real Estate
• 

  

  

  /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
• 

  $926,000 Sold Mar 20, 2025

  168 Cross Hill Rd, Monroe, CT 06468

  • 5 Beds
  • 3 Baths
  • 4,150 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Below List Price
  • $223/SF
  • 181 Days On Market

  Current Estimated Value $917,090

  Last Listing Agent Derek Greene Derek Greene

  168 Cross Hill Rd, Monroe, CT 06468
• 

  Est $472,564 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

  • 9% Above List Price
  • $224/SF
  • 13 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Helen Rasmussen William Pitt
• 

  

  

  /34

  $650,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,790 Sq Ft

  124 Bagburn Rd, Monroe, CT 06468

  Discover serene suburban living in this classic Colonial at 124 Bagburn Road. This one owner home built in 1984 is situated on a generous 2-acre parcel, with 4 bedrooms, 2.5 baths, offering nearly 2,800 square feet of timeless appeal and flexible living spaces. A cozy fireplace greets you in the spacious living area, ideal for gatherings and quiet evenings alike. While the large dining room has

  Uriah DeCarlo Carbutti & Co., Realtors

  124 Bagburn Rd, Monroe, CT 06468
• 

  $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 $212,005

  Last Listing Agent Valerie Applebaum Berkshire Hathaway NE Prop.

  42 Senior Dr, Monroe, CT 06468
• 

  Est $475,770 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

  • 15% Above List Price
  • $241/SF
  • 4 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Bob and Richelle Ward Coldwell Banker Realty
• 

  

  /38

  $989,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 3,874 Sq Ft

  66 Summit Dr, Monroe, CT 06468

  Welcome to 66 Summit Drive in the Stepney neighborhood of Monroe-a well maintained, modern and inviting Colonial tucked at the end of a triple cul-de-sac, offering unmatched privacy. The partial wrap-around porch, and over 900 SF of beautifully finished lower level warmly invites you into this almost 4,000 -square-foot home. Built in 1998, it features four bedrooms, three full baths, and an

  Kristen Heinrich BHGRE Gaetano Marra Homes

  66 Summit Dr, 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 $448,286 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

  • 15% Above List Price
  • $228/SF
  • 3 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Maura DeVellis Coldwell Banker Milford
• 

  /2

  $1,295,000

  • Land
  • 31 Acres
  • $41,774 per Acre

  1536 & 1564 Monroe Turnpike, Monroe, CT 06468

  A rare opportunity to bring an entirely new cul-de-sac neighborhood to market in Monroe, Sun Valley Glen is a fully approved 8-lot subdivision set on 31 acres. Approximately 14 (of the 31) acres designated as protected town-owned open space that enhances privacy and preserves the natural character of the setting. Each approved lot is a minimum of 1.5 acres and designed to accommodate four-bedroom

  Matthew Nuzie RE/MAX Right Choice

  1536 & 1564 Monroe Turnpike, 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 $484,944

  Last Listing Agent Danielle Rownin Keller Williams Realty

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

  Est $453,456 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

  • 9% Above List Price
  • $267/SF
  • 2 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Joan Cisneros BHGRE Gaetano Marra Homes
• 

  

  /17

  $1,900,000

  • Land
  • 65.8 Acres
  • $28,875 per Acre

  275 Hammertown Rd, Monroe, CT 06468

  builders, Developers, two parcels totalling 65.8 acres +-. being sold together. The proposed map has topographical info and a proposed lot layout. could be reconfigured to add another lot if wanted. 3-acre zoning, could be 14-16 lots. It could also be a great place to build a horse stable for boarding horses. located next to an established development of larger homes 3500+- square feet. Property

  Stacey Schwartz Coldwell Banker Realty

  275 Hammertown Rd, 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 $617,172

  Last Listing Agent Danielle Rownin Keller Williams Realty

  458 Purdy Hill Rd, Monroe, CT 06468
• 

  Est $482,011 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

  Last Listing Agent Tony Salerno RE/MAX
• 

  

  /13

  $389,000

  • 1 Bed
  • 2 Baths
  • 1,279 Sq Ft

  208 Windgate Cir Unit B, Monroe, CT 06468

  Welcome to this beautifully updated, move-in ready condo in the desireable Hills of Monroe. Enjoy peace of mind with new mechanicals including AC and furnace. The unit has been freshly painted and features new flooring throughout. The updated kitchen offers new countertops, backsplash and newly painted cabinetry, creating a clean, modern look, along with appliances less than five years old. Both

  Corinne Tartaglia BHGRE Gaetano Marra Homes

  208 Windgate Cir Unit B, 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 $441,964

  Last Listing Agent Christine Shaw Coldwell Banker Realty

  13 Shadowwood Cir, Monroe, CT 06468
• 

  Est $515,171 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

  • 21% Above List Price
  • $170/SF
  • 124 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Gen Distance Gen Next
• 

  

  /40

  $999,900 Under Contract

  • 4 Beds
  • 4.5 Baths
  • 3,891 Sq Ft

  128 Barn Hill Rd, Monroe, CT 06468

  * Open house Sunday 12 to 2 is weather permitting. Please check with listing agent before coming.Welcome to this beautifully crafted 4 bed, 4.5 bath farmhouse colonial nestled on a serene 1.5-acre lot in the heart of Monroe. Offering over 3,800 sqft (including finished lower level) of thoughtfully designed living space, this home blends contemporary elegance with classic charm. Step inside to

  Gina Williams Preston Gray Real Estate

  128 Barn Hill 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 $626,213

  Last Listing Agent Victoria Scarnuley Coldwell Banker Realty

  188 Jockey Hollow Rd, Monroe, CT 06468
• 

  Est $505,094 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

  • 19% Above List Price
  • $258/SF
  • 4 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Krystal Harrison Coldwell Banker Premiere Realtor
• 

  /2

  $209,000

  • Land
  • 2.52 Acres
  • $82,937 per Acre

  3 Rowledge Pond Rd, Monroe, CT 06468

  Exceptional 2.52-Acre Dry, Level Lot Overlooking Rowledge Pond. A rare opportunity to build the rural home of your dreams on this beautiful 2.52-acre dry parcel with serene views of Rowledge Pond. Perfectly situated to offer a peaceful country setting while remaining just minutes to shopping, schools, and major travel routes, this property provides the best of both convenience and tranquility.

  T.R. Durkin William Raveis Real Estate

  3 Rowledge Pond Rd, 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 $631,493

  Last Listing Agent Noel Mathers BHGRE Gaetano Marra Homes

  43 Old Castle Dr, Monroe, CT 06468
• 

  Est $499,057 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

  • 25% Above List Price
  • $219/SF
  • 49 Days On Market

  Last Sold Price $400,000

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

  

  /8

  $1,100,000

  • Land
  • 2.98 Acres
  • $369,128 per Acre

  909 Main St, Monroe, CT 06468

  Newly re-zoned to the highly coveted B-2 zone allowing for a WIDE range of commercial uses on the heavily trafficked Route 25- Main Street in Monroe, CT. See brochure for full list and more information!

  Daniel Shawah Baldwin Pearson & Co., Inc

  909 Main St, 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 $873,688

  Last Listing Agent Brian Christy William Raveis Real Estate

  16 Mon Tar Dr, Monroe, CT 06468
• 

  Est $377,507 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

  • 13% Above List Price
  • $282/SF
  • 40 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Anthony Fabrizio Coldwell Banker Realty
• 

  

  /30

  $385,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,338 Sq Ft

  51 Birchwood Rd, Monroe, CT 06468

  Welcome home to 51 Birchwood! This fantastic starter home has been loved for the past 5 years and as the family has grown it is now available. Located on a quiet cul-de-sac in a woodsy setting, yet close to town and amenities. Nearby farms, walking and hiking trails, and garden/nursery. This is a split level home with a spacious living room and eat in kitchen on the main level. There is also a

  Alison Doyle William Pitt Sotheby's International Realty

  51 Birchwood Rd, 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 $306,617

  Last Listing Agent Dianne Camella RE/MAX Right Choice

  207 Windgate Cir Unit C, Monroe, CT 06468
• 

  Est $369,924 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

  • 7% Above List Price
  • $285/SF
  • 48 Days On Market

  Last Sold Price $345,000

  Last Listing Agent Dianne Camella RE/MAX
• 

  $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 $528,307

  Last Listing Agent Maureen McLarin Century 21 AllPoints Realty

  63 Far Horizon Dr, Monroe, CT 06468
• 

  Est $351,755 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

  • 19% Above List Price
  • $206/SF
  • 90 Days On Market

  Last Sold Price $295,000

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

  $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 $499,399

  Last Listing Agent Michael Hvizdo Coldwell Banker Realty

  280 Guinea Rd, Monroe, CT 06468
• 

  Est $373,173 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

  • 1% Above List Price
  • $236/SF
  • 3 Days On Market

  Last Sold Price $370,000

  Last Listing Agent Sebastian Barneby Anchor Point
• 

  $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
• 

  Est $389,812 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

  • 4% Above List Price
  • $310/SF
  • 5 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Ralph Harvey ListWithFreedom.com
• 

  $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 $864,571

  Last Listing Agent Tony Salerno RE/MAX Heritage

  49 Quarter Horse Dr, Monroe, CT 06468
• 

  Est $374,571 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

  • 9% Above List Price
  • $285/SF
  • 14 Days On Market

  Last Sold Price $345,000

  Last Listing Agent Nikki Rizzitelli BHGRE Gaetano Marra Homes
• 

  $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 $267,667

  Last Listing Agent Jeanette Politano Coldwell Banker Realty

  27 Rolling Ridge Rd, Monroe, CT 06468

Showing Results 121 - 160, Page 4 of 18