Monroe, CT Homes

• 

  Est $464,500 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,290 Sq Ft

  5 Stillmeadow Cir, Monroe, CT 06468

  5 Stillmeadow Cir, Monroe, CT 06468
• 

  

  

  /40

  $750,000 Pending

  • 4 Beds
  • 5 Baths
  • 3,619 Sq Ft

  54 Flint Ridge Rd, Monroe, CT 06468

  Stunning direct waterfront colonial in Monroe's desirable Lakewood Estates! This home truly is one of a kind. Breathtaking views of Jockey Hollow Lake. The main home features 3 bedrooms with an optional 4th that can be converted back from the apartment. Inside you are welcomed with a sun-filled formal living and brick fireplace. The luxurious primary suite features a walk-in closet and bathroom

  Ryan Braunagel Keller Williams Realty Prtnrs.

  54 Flint Ridge Rd, Monroe, CT 06468
• 

  $475,000 Sold Jun 25, 2025

  • 1,672 Sq Ft
  • $284/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  280 Guinea Rd, Monroe, CT 06468

  Escape to peace and privacy at 280 Guinea Road in Monroe! Nestled on over an acre of land, this charming 3-bedroom, 2-bathroom ranch offers comfortable one-level living with timeless appeal. Step into the inviting living room featuring a cozy wood-burning stove, which flows seamlessly into the dining area and kitchen complete with a built-in bench-perfect for casual meals and gatherings. The main

  Michael Hvizdo Coldwell Banker Realty

  280 Guinea Rd, Monroe, CT 06468
• 

  Est $479,968 Not Listed For Sale

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

  33 Indian Hill Rd, Monroe, CT 06468

  33 Indian Hill Rd, Monroe, CT 06468
• 

  

  

  /38

  $699,500 Pending

  • 4 Beds
  • 3 Baths
  • 2,850 Sq Ft

  20 Mill Brook Terrace, Monroe, CT 06468

  Welcome to 20 Mill Brook Terrace an oversized ranch offering the perfect blend of spacious comfort and natural beauty. Set on 2 meticulously landscaped acres with an inviting inground pool, this home delivers an exceptional living experience in a prime Monroe location. Boasting over 2,800 square feet of thoughtfully designed living space, this ranch-style home features 4 generous bedrooms and 3

  Liz Moretti BHGRE Gaetano Marra Homes

  20 Mill Brook Terrace, Monroe, CT 06468
• 

  $437,000 Sold Jun 25, 2025

  • 2,496 Sq Ft
  • $175/SF
  • 19 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1815

  47 Fan Hill Rd, Monroe, CT 06468

  Rare investment opportunity awaits in Monroe! Welcome to this charming 1815 antique home, the Levi Judson house, located in the Monroe Centre Historic District and listed in the National Register of Historic Places. This Federal style home is just a short distance from the town green, town hall and library. Set on a level, one acre lot and configured as a 2-unit dwelling, this home offers many

  Victoria Scarnuley Coldwell Banker Realty

  47 Fan Hill Rd, Monroe, CT 06468
• 

  Est $475,024 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,648 Sq Ft

  2 Eden Ct, Monroe, CT 06468

  2 Eden Ct, Monroe, CT 06468
• 

  

  /37

  $705,995 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  6 Legacy Ln, Monroe, CT 06468

  The Ridge at Monroe, a 55+ active adult community in the heart of Fairfield County! This subdivision offers a unique opportunity for those seeking a floorplan with a primary bedroom on the main level in standalone homes. This floorplan is the Webb Model, the other floorplans can be built on this lot. Photos are of another Webb model built on site. Each home is thoughtfully crafted to provide

  Marissa Grasso Carey & Guarrera Real Estate

  6 Legacy Ln, Monroe, CT 06468
• 

  $599,999 Sold Jun 20, 2025

  • 2,112 Sq Ft
  • $284/SF
  • 27 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1820

  458 Purdy Hill Rd, Monroe, CT 06468

  This not your average home. Over the past 6 years, the current owners have poured their hearts into every detail-bringing high-quality, thoughtful upgrades to every inch of this property. The result? A one-of-a-kind gem with not one, not two, but three fully insulated, powered-up outbuildings offering 1,800 extra sq ft of bonus space. The largest clocks in at 32x24, with engineered wood flooring

  Danielle Rownin Keller Williams Realty

  458 Purdy Hill Rd, Monroe, CT 06468
• 

  Est $486,355 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,830 Sq Ft

  3 Ivy Ln, Monroe, CT 06468

  3 Ivy Ln, Monroe, CT 06468
• 

  

  /40

  $600,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  188 Jockey Hollow Rd, Monroe, CT 06468

  Welcome Home! Don't miss this classic Colonial set on 1.38 park-like acres with a welcoming farmhouse front porch and an expansive deck and patio in the back, perfect for relaxing and entertaining. This 1,900 sq ft, 3 bdrm, 2 1/2 bath home (original owners) features custom millwork and hardwood floors throughout. The first level has a great flow with a combo living/dining area and a large family

  Victoria Scarnuley Coldwell Banker Realty

  188 Jockey Hollow Rd, Monroe, CT 06468
• 

  $515,000 Sold Jun 20, 2025

  • 1,679 Sq Ft
  • $307/SF
  • 4 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1987

  10 Nutmeg Cir, Monroe, CT 06468

  Discover the blend of luxury, low maintenance, and privacy in this stunning corner unit-featuring the largest floor plan available. Floor-to-ceiling windows flood the living space with natural light while providing total privacy. Sliding doors lead to a large expanded deck, for relaxing or entertaining. Enjoy the best of both worlds-total privacy with access to premium amenities, including two

  Steven Koleno Beycome of Connecticut

  10 Nutmeg Cir, Monroe, CT 06468
• 

  Est $371,622 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,187 Sq Ft

  2 Behrens Terrace, Monroe, CT 06468

  2 Behrens Terrace, Monroe, CT 06468
• 

  

  /18

  $235,000 Open Sat 12PM - 2PM

  • 1 Bed
  • 1 Bath
  • 715 Sq Ft

  3 Senior Dr, Monroe, CT 06468

  Welcome to Hidden Knolls, where low-maintenance living meets high style in one of the most desirable 55+ communities around. This sun-drenched top-floor unit is not your average condo-it's a standout. The unique layout features an open kitchen and a private back deck, where you can enjoy peace without having to wave to your neighbor in a bathrobe. Every room is filled with natural light and has a

  Danielle Rownin Keller Williams Realty

  3 Senior Dr, Monroe, CT 06468
• 

  $690,000 Sold Jun 18, 2025

  • 3,410 Sq Ft
  • $202/SF
  • 77 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1986

  70 Georges Ln, Monroe, CT 06468

  A spacious and wonderfully maintained home on a lovely Monroe cul-de-sac. This home sits on a level, open and completely usable acre of land that's conveniently located within a few short minutes of local schools, parks, shopping, and the town green. The house itself is beautifully updated inside and out featuring real brick with new board and batten siding, newer roof and exterior lighting.

  Cisco Borres RE/MAX Right Choice

  70 Georges Ln, Monroe, CT 06468
• 

  Est $350,104 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,811 Sq Ft

  147 Highland Dr, Monroe, CT 06468

  147 Highland Dr, Monroe, CT 06468
• 

  

  /40

  $1,500,000

  • 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
• 

  $950,000 Sold Jun 17, 2025

  • 3,255 Sq Ft
  • $292/SF
  • 76 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2001

  4 Sweetbrier Ln, Monroe, CT 06468

  Welcome to 4 Sweetbrier Lane, a stunning 4-bedroom colonial set quietly on a private cul-de-sac in lower Monroe. Enter through the gorgeous new 8ft double front doors into a dramatic two story foyer. Boasting a modern 360' floor plan, this home offers a perfect blend of elegance and comfort. Featuring a large formal living and formal dining room. A spacious family room with soaring vaulted

  Basil Amso RE/MAX Right Choice

  4 Sweetbrier Ln, Monroe, CT 06468
• 

  Est $356,685 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,671 Sq Ft

  124 Highland Dr, Monroe, CT 06468

  124 Highland Dr, Monroe, CT 06468
• 

  

  /33

  $629,000

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  26 Yankee Hill Rd, Monroe, CT 06468

  Charming colonial on a quiet cul-de-sac with stunning valley views and tons of potential. This well-maintained home features an open floor plan with hardwood floors in the living and dining rooms, and a cozy family room with a floor-to-ceiling brick fireplace, carpeted flooring, and sliders to an oversized composite deck-perfect for enjoying the scenic surroundings. The eat-in kitchen offers

  Aldo Bylyku Real Broker CT, LLC

  26 Yankee Hill Rd, Monroe, CT 06468
• 

  $250,000 Sold Jun 16, 2025

  • 966 Sq Ft
  • $259/SF
  • 1 Day On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  104 Wendover Dr Unit C, Monroe, CT 06468

  Welcome to 104 Wendover Dr. #C in The Hills of Monroe. Conveniently located off Rte. 25 yet in a private and peaceful setting. Quiet and lightly wooded cul-de-sac location with private balcony. This bright 1 bedroom freshly painted condo with new flooring is ready for your decorating ideas. There is a spacious Eat-in-Kitchen, Dining Room and nice comfortable Living Room with a cozy fireplace. The

  Karin Wynkoop Coldwell Banker Realty

  104 Wendover Dr Unit C, Monroe, CT 06468
• 

  Est $378,500 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,569 Sq Ft

  115 Highland Dr, Monroe, CT 06468

  115 Highland Dr, Monroe, CT 06468
• 

  

  /40

  $599,900 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft

  13 School St, Monroe, CT 06468

  Welcome to Monroe's acclaimed Schools, parks and recreational activities with an added bonus of being in a great commuter location to NY, lower Fairfield County and New Haven. This Split level had been completely updated and rehabilitated. Newer additions include central air, painted exterior siding, new kitchen with open concept living, finished lower level, laundry room and hardwood floors

  Carlos Perez RE/MAX Right Choice

  13 School St, Monroe, CT 06468
• 

  $810,000 Sold Jun 16, 2025

  • 3,107 Sq Ft
  • $261/SF
  • 62 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  24 Silvermine Ln, Monroe, CT 06468

  Nestled at the end of a cul de sac this home offers a rare sense of privacy while still being part of a neighborhood. Updated kitchen with modern finishes offers an impressive amount of cabinetry for abundant storage and a dining area that is inviting for morning coffee or your daily meals. Family room with vaulted ceiling, fireplace, and skylights that fill the room with natural light. Main

  Lawren Hubal RE/MAX Right Choice

  24 Silvermine Ln, Monroe, CT 06468
• 

  Est $380,178 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,211 Sq Ft

  79 Highland Dr, Monroe, CT 06468

  79 Highland Dr, Monroe, CT 06468
• 

  

  /34

  $599,900

  • 6 Beds
  • 2 Baths
  • 2,418 Sq Ft

  18 Arbor Rd, Monroe, CT 06468

  Welcome to 18 Arbor Road-an inviting and spacious 6-bedroom split-level home nestled in a desirable Monroe neighborhood. This well-maintained property offers exceptional versatility, including a full in-law apartment with a private entrance, ideal for multigenerational living, guests, or rental possibilities. The main level features gleaming hardwood floors and a warm, flowing layout designed for

  Brian Christy William Raveis Real Estate

  18 Arbor Rd, Monroe, CT 06468
• 

  $776,000 Sold Jun 16, 2025

  • 2,620 Sq Ft
  • $296/SF
  • 25 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1995

  56 Secret Hollow Rd Unit 56, Monroe, CT 06468

  Here is the perfect opportunity to live in the highly sought-after neighborhood of Great Oak Farm! Situated in a peaceful cul-de-sac, this home offers the space and serenity you've been looking for, while providing an ideal setting to make lasting memories. As you step inside, you'll be greeted by a gracious two-story foyer that sets the tone for the elegance throughout. The main level features

  Kimberly Levinson Higgins Group Real Estate

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

  Est $349,473 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,011 Sq Ft

  33 Highland Dr, Monroe, CT 06468

  33 Highland Dr, Monroe, CT 06468
• 

  

  /34

  $579,900 Open Sat 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,620 Sq Ft

  3 Brookside Trail, Monroe, CT 06468

  Welcome to your dream home. This beautifully remodeled 3 bedrooms, 3 full bathrooms home combines sleek, modern design with comfort and convenience. Enjoy a stress-free life with so many upgrades, brand new flooring, kitchen, bathrooms, roof, siding, heating, colling and septic tank. All main floor windows are new. Laundry room convenient located upstairs. Every detail has been carefully

  Ana Anderson Coldwell Banker Realty

  3 Brookside Trail, Monroe, CT 06468
• 

  $635,000 Sold Jun 16, 2025

  • 2,920 Sq Ft
  • $217/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  44 Hiram Hill Rd, Monroe, CT 06468

  Discover this exceptional center hall colonial located at 44 Hiram Hill Road in the highly sought-after Stepney area of Monroe. This 3 Bedroom 2.5 bath home boasts a cozy living room with a delightful fireplace, perfect for relaxing in the evenings. The recently renovated half bath on the main floor, formal dining area, and den next to the welcoming birch kitchen with granite countertops,

  Elizabeth Heatter YellowBrick Real Estate LLC

  44 Hiram Hill Rd, Monroe, CT 06468
• 

  Est $353,647 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,011 Sq Ft

  31 Highland Dr, Monroe, CT 06468

  31 Highland Dr, Monroe, CT 06468
• 

  

  /15

  $495,000

  • 3 Beds
  • 1.5 Baths
  • 1,656 Sq Ft

  97 Flint Ridge Rd, Monroe, CT 06468

  Three bedroom ranch with 1.5 bathrooms.located on 1.47 acres,private wooded backyard,well landscaped lot,very quiet street.updated roof,windows,furnace,hot water tank. Finished basement with new carpet and heat. Laundry room with cedar closet, three car garage,fireplace,built in hot tub in deck ,generator hook up for house,private deeded lake rights , gas heat , city water ,septic tank. Great

  David White OwnerEntry.com

  97 Flint Ridge Rd, Monroe, CT 06468
• 

  $739,000 Sold Jun 16, 2025

  • 3,479 Sq Ft
  • $212/SF
  • 20 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2001

  8 Aspetuck Ln, Monroe, CT 06468

  Welcome to the Enclave in Monroe's desirable Great Oak Farm community! This turn-key Colonial features a spacious open floor plan with 9-ft ceilings, crown molding & a grand 2-story family room. The formal dining room is ideal for entertaining & the large eat-in kitchen boasts newer stainless steel appliances, ample counter space & plenty of storage. The primary bedroom has a vaulted ceiling,

  Fernanda Ramos Keller Williams Realty

  8 Aspetuck Ln, Monroe, CT 06468
• 

  Est $284,692 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,408 Sq Ft

  30 Highland Dr, Monroe, CT 06468

  30 Highland Dr, Monroe, CT 06468
• 

  

  /40

  $525,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,364 Sq Ft

  33 Williams Rd, Monroe, CT 06468

  Welcome home to 33 Williams Rd in Monroe. This turnkey 3-bedroom, 2-bath ranch blends modern updates with warm, functional living spaces. The main level features 3 bedrooms, 1 full bathroom and an open-concept layout where the kitchen, dining, and living room flow seamlessly together - perfect for entertaining or cozy nights at home. Downstairs, the light-filled lower level offers incredible

  Jennifer Kelley Around Town Real Estate LLC

  33 Williams Rd, Monroe, CT 06468
• 

  $812,500 Sold Jun 16, 2025

  • 3,584 Sq Ft
  • $227/SF
  • 93 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1996

  52 Secret Hollow Rd, Monroe, CT 06468

  Welcome to 52 Secret Hollow, a 4 bedroom 2 1/2 bath Colonial with a 2 car garage and central air in Great Oak Farm, a private community modeled after the quintessential New England town, where stately homes surround pastoral landscapes. The 2-story foyer provides a dramatic focal point, offering a seamless flow into the heart of the home; the kitchen. This spacious, light-filled culinary haven

  Karin Stocknoff Century 21 AllPoints Realty

  52 Secret Hollow Rd, Monroe, CT 06468
• 

  Est $296,489 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 704 Sq Ft

  17 Highland Dr, Monroe, CT 06468

  17 Highland Dr, Monroe, CT 06468
• 

  

  /39

  $315,000

  • 1 Bed
  • 1 Bath
  • 986 Sq Ft

  207 Windgate Cir Unit C, Monroe, CT 06468

  Welcome to this beautifully updated 1-bedroom, 1-bath condo that blends modern convenience with timeless charm. Featuring gleaming hardwood floors throughout, this home has been freshly painted and enhanced with elegant crown molding in every room and decorative chair rail molding in the foyer. The updated kitchen is a cook's dream with granite countertops, a subway tile backsplash, and newer

  Dianne Camella RE/MAX Right Choice

  207 Windgate Cir Unit C, Monroe, CT 06468
• 

  $1,150,000 Sold Jun 13, 2025

  • 4,228 Sq Ft
  • $272/SF
  • 17 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2010

  84 Mustang Dr, Monroe, CT 06468

  Experience the luxury of privacy in this elegant custom-built home at the end of a quiet cul-de-sac in one of Monroe's most prestigious developments. This sprawling 5-bedroom, 3-bathroom home is set at one of the highest elevation points in Monroe, offering exceptional privacy and backing to 150 acres of pristine woods. Designed with premium engineering and construction, the home features spray

  Tyler Doran Residential Properties Ltd.

  84 Mustang Dr, Monroe, CT 06468
• 

  Est $370,816 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,976 Sq Ft

  13 Highland Dr, Monroe, CT 06468

  13 Highland Dr, Monroe, CT 06468

Showing Results 81 - 120, Page 3 of 18