Monroe, CT Homes for Sale with Acreage

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  $1,149,900

  $49K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 4,380 Sq Ft

  95 Pinto Ln, Monroe, CT 06468

  Welcome to 95 Pinto Lane in Monroe-a turnkey, custom-built luxury home set on 2 private acres in a quiet cul-de-sac within Hammertown Estates. Designed for those who work from home, commute to work, or enjoy a hybrid lifestyle, this residence offers both privacy and convenience with access to nearby train stations, I-95, and I-84, as well as highly regarded Blue Ribbon Schools, golf, and upscale

  

  Mary Beth Grasso

  Keller Williams Realty

  95 Pinto Ln, Monroe, CT 06468
• Explore Monroe

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  /40

  $699,900

  Open Sun 1AM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 3,185 Sq Ft

  106 Greenwood Ln, Monroe, CT 06468

  Spacious 3 BR, 2 Full Bath 1 partial single-family home sitting on a gorgeous 1.08-acre lot in Monroe! Relax at home in the light & bright sunroom or on the expansive back deck with cabanas and an above ground pool. Enjoy your hobbies in the heated out building space currently used as a workshop or turn it into a pool house. Offering 2,379 sq. ft. of versatile living space, this 1971 classic

  

  Kimberly Levinson

  Higgins Group Real Estate

  106 Greenwood Ln, Monroe, CT 06468
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  /40

  $974,900

  • 5 Beds
  • 3.5 Baths
  • 4,415 Sq Ft

  64 Grist Mill Rd, Monroe, CT 06468

  Welcome to this custom-built Colonial located on three acres of land. This sought-after neighborhood offers plenty of space with 5 bedrooms and 3.5 bathrooms. The home features a first-floor full in-law suite, ideal for generating rental income or providing additional space for parents, nannies, or grown children, offering exceptional flexibility. The main house includes a spacious kitchen with

  

  Tanya Uhelsky

  Century 21 AllPoints Realty

  64 Grist Mill Rd, Monroe, CT 06468
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  /11

  $575,000

  $25K PRICE INCREASE

  • 3 Beds
  • 1 Bath
  • 1,958 Sq Ft

  360 Garder Rd, Monroe, CT 06468

  Bring your vision to this unique property nestled on almost 4 picturesque acres in desirable Monroe, CT. Set back from the road and surrounded by nature, this home offers a rare chance to create something truly special in a location that's increasingly hard to find. The existing house needs renovation but provides a solid footprint and endless potential whether you're looking to restore, expand,

  Carolyn Colon-Ortega Century 21 Scala Group

  360 Garder Rd, Monroe, CT 06468
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  $599,000

  Open Fri 5PM - 7PM $40K PRICE DROP

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

  602 Fan Hill Rd, Monroe, CT 06468

  This fully renovated Cape-style home offers 4 spacious bedrooms and 2 baths, all set within a serene natural oasis. The sleek kitchen with an island opens to a bright living room, complete with a trendy electric fireplace. The fully renovated basement includes a separate laundry area and direct access to the backyard. Outside you can enjoy a charming pond and lush greenery. This home has been

  David White OwnerEntry.com

  602 Fan Hill Rd, Monroe, CT 06468
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  /39

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,173 Sq Ft

  291 Wheeler Rd, Monroe, CT 06468

  Tucked away on a whimsical 1.16-acre lot within walking distance to the Monroe Green, this exceptional 3-bedroom, 2.5-bath Colonial Cape offers the perfect blend of timeless charm and modern sophistication. Thoughtfully renovated in 2020, the home showcases a stunning kitchen with quartz countertops, gleaming hardwood floors, beautifully updated bathrooms, and french doors out to a serene deck.

  Jacklyn Brown Berkshire Hathaway NE Prop.

  291 Wheeler Rd, Monroe, CT 06468
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  /40

  $875,000

  $100K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 4,763 Sq Ft

  359 Hammertown Rd, Monroe, CT 06468

  This is the one you've been waiting for! Step into this stunning 4,000+ square foot Colonial built in 2021, filled with abundant natural light and gleaming hardwood floors. The expansive main floor features an open floorplan with soaring ceilings, a generous dining area and a living area anchored by a gas fireplace. The gorgeous kitchen has a bright breakfast nook that opens to the backyard and

  Rob Giuffria, GMS Tea Leaf Realty

  359 Hammertown Rd, Monroe, CT 06468
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  /33

  $989,000

  • 4 Beds
  • 4.5 Baths
  • 3,480 Sq Ft

  109 Benedict Rd, Monroe, CT 06468

  Experience comfort, space and style in a great family neighborhood. 4700 SF of total living area includes spacious primary suite and 3 additional bedrooms with second full bath upstairs. First floor bedroom / study with closet and bath, great room with fireplace, large bright living room, private dining room with glass doors and fully appointed kitchen on main level. Hardwood throughout main

  Steven Koleno Beycome of Connecticut

  109 Benedict Rd, Monroe, CT 06468
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  /32

  $599,900

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,696 Sq Ft

  98 Osborn Ln, Monroe, CT 06468

  Tucked into one of Monroe's established, tree-lined neighborhoods, 3-bedroom, 1.5 bathrooms approximately 1,696 square feet of comfortable living space on a spacious lot. Built in 1967 and lovingly maintained, it blends timeless New England character with room to make it your own. Inside, you'll find a sun-filled living room, an eat-in kitchen, and comfortable spaces throughout. The bedrooms

  Michael Zubretsky Venture One Realty

  98 Osborn Ln, Monroe, CT 06468
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  /2

  $210,000

  • Land
  • 1 Acre
  • $210,000 per Acre

  30 E Village Rd, Monroe, CT 06468

  BUILD YOUR DREAM HOME.ONE ACRE LOT PRIVATE LOCATION IN MONROE HAS BUILDING PLANS, SURVEY MAPS INCLUDED WITH THE LAND PURCHASE

  Edward Chaber DEVLIN AGENCY THE

  30 E Village Rd, Monroe, CT 06468
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  /40

  $775,000

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,458 Sq Ft

  78 Benedict Rd, Monroe, CT 06468

  If you're looking for a wonderful home with space for everyone, in an incredible area of town, search no further! 3 levels of expanded living offers beautiful details, lots of natural light and spacious rooms. Over 3,400 sq ft with 4 bedrooms and 3 full baths on 1.24 acres. The cook's kitchen is huge with plentiful counter space, 2 wall ovens, an oversized island with seating and room for a

  Floria Polverari Higgins Group Real Estate

  78 Benedict Rd, Monroe, CT 06468
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  /40

  $999,000

  • 3 Beds
  • 3.5 Baths
  • 3,248 Sq Ft

  5 Bridge Rd, Monroe, CT 06468

  New construction in 2021, this exceptional waterfront home blends modern design, comfortable living, and an unbeatable location. With 3 bedrooms, 3 full bathrooms, and 1 half bath, the layout is both spacious and functional. The heart of the home is the open floor plan, where a luxury kitchen flows seamlessly into the main living area beneath impressive, vaulted ceilings, creating a bright and

  Sebastian Barneby Anchor Point

  5 Bridge Rd, Monroe, CT 06468
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  /40

  $1,100,000

  $99K PRICE DROP

  • 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 & Septic * 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
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  /39

  $1,199,900

  • 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
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  /39

  $646,900

  $2K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,338 Sq Ft

  41 Swendsen Dr, Monroe, CT 06468

  Welcome home to 41 Swendsen Drive! This beautifully maintained property offers exceptional versatility and curb appeal. If you desire a possible in-law apt, look no further. Start your day with great morning sun and unwind in the evening with beautiful sunsets, all from the comfort of your huge oversized deck, perfect for relaxing or entertaining. The exterior features extensive professional

  Jane Ferro Coldwell Banker Realty

  41 Swendsen Dr, Monroe, CT 06468
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  /21

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,112 Sq Ft

  88 Fan Hill Rd, Monroe, CT 06468

  Beautifully maintained home located in the highly desirable area of Monroe. This property offers spacious living areas, abundant natural light, and a warm, inviting atmosphere throughout. 1 Acre of land. Quiet neighborhood. Conveniently located near schools, shopping, and dining.

  Nathaniel Correa Smart Realty Services Corp

  88 Fan Hill Rd, Monroe, CT 06468
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  $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
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  /36

  $829,900

  • 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
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  /33

  $799,900

  • 4 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  48 Crestwood Rd, Monroe, CT 06468

  Step into this beautiful newly remodeled 5 bedroom 2.5 bath split level home with open floor plan. This home boasts a new gourmet kitchen with center island and SS appliances. Living room with a Fireplace. Main level family room plus additional lower level playroom. Master suite includes a large walk-in closet and full bath. 2nd. bedroom includes home office. large in ground pool for summer

  Victor Vitti Higgins Group Real Estate

  48 Crestwood Rd, Monroe, CT 06468
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  $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
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  /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
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  /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. The upstairs you'll find the four bedrooms including a primary suite with

  Michael Kyrytschenko Coldwell Banker Realty

  37 Country Ridge Dr, Monroe, CT 06468
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  /14

  $999,900

  • 5 Beds
  • 4 Baths
  • 5,169 Sq Ft

  81 Georges Ln, Monroe, CT 06468

  Tucked away at the top of a private Monroe cul-de-sac, this one-of-a-kind custom contemporary is the definition of elevated living. From the moment you arrive, the lighted driveway, lush landscaping, and striking architectural design, featuring chalet-style windows, stone accents, and multiple balconies, set a tone of privacy, prestige, and escape. Step inside and experience soaring vaulted

  Alexia Andrade US Asset Realty

  81 Georges Ln, Monroe, CT 06468
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  /40

  $899,999

  • 4 Beds
  • 4 Baths
  • 2,944 Sq Ft

  23 Grist Mill Rd, Monroe, CT 06468

  A beautiful maintained traditional Colonial set on 3 private acres in one of Monroe's most desirable neighborhoods. This spacious 9-room home offers 4 bedrooms, 2.5 baths, and over 1,100 square feet of additional finished walk-out lower-level space. Relax on the charming front porch with your morning coffee while enjoying the peaceful setting. Inside, hardwood floors flow throughout the home. The

  Liz Moretti BHGRE Gaetano Marra Homes

  23 Grist Mill Rd, Monroe, CT 06468
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  $1,299,900

  • 5 Beds
  • 4.5 Baths
  • 5,052 Sq Ft

  7 Hannah Ln, Monroe, CT 06468

  This is the house you have been waiting for! This stunning classic Colonial offers an incredible layout with 2 primary suites, 2 additional bedrooms with a hallway bath, plus a main-level bedroom with a full bath - perfect for large families or multi-generational living. Designed with both comfort & entertaining in mind, the home features 2 staircases, custom built ins, a spacious Great Room with

  Marissa Papa Preston Gray Real Estate

  7 Hannah Ln, Monroe, CT 06468
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  /22

  $349,000

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 758 Sq Ft

  277 Spring Hill Rd, Monroe, CT 06468

  Set on 1.58 acres in a desirable Monroe location, this charming two-bedroom, one-bath home offers a unique opportunity to enjoy today while planning for tomorrow. Surrounded by newer, high-value homes, the property presents exceptional potential for expansion, making it an ideal choice for buyers looking to create additional living space and build long-term equity. Inside, the home features a

  Hillary Waite William Raveis Real Estate

  277 Spring Hill Rd, Monroe, CT 06468
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  $940,000

  $35K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,062 Sq Ft

  332 Hattertown Rd, Monroe, CT 06468

  Welcome to this meticulously maintained 4-bedroom, 2.5-bath Colonial on 2+ private acres in sought-after Monroe. Soaring high ceilings, hardwood floors and natural light flow throughout. The updated kitchen and living room both open to a wrap-around deck overlooking a private back garden, ideal for entertaining. A wood-burning fireplace, ceiling fans and open floor plan complete the main level.

  Fritz Africot Robert C White & Company LLC

  332 Hattertown Rd, Monroe, CT 06468
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  /35

  $669,000

  • 4 Beds
  • 2 Baths
  • 2,004 Sq Ft

  110 Bart Rd, Monroe, CT 06468

  Not your average split-level! This beautifully renovated contemporary home offers 4 bedrooms, 2 full baths, and is ideally situated on a quiet cul-de-sac in Monroe's highly sought after Stepney neighborhood. It's the kind of street where kids ride bikes, neighbors gather, playdates are planned at the bus stop, and trick-or-treaters fill the streets each Halloween. Conveniently located with easy

  Terri Tournas Coldwell Banker Realty

  110 Bart Rd, Monroe, CT 06468
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  /12

  $574,900

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  57 Lovers Ln, Monroe, CT 06468

  Step into the beauty of an open concept living. Gorgeous new kitchen with quartz counters and an island effortlessly flows into the dining and living area. Two bedrooms with Jack & Jill bath, and another powder room with laundry hook up complete the first floor. Second floor offers astonishing master suite with his and hers walk-in closets. Rinse off all of your daily worries in expansive master

  Ana Robles BHGRE Gaetano Marra Homes

  57 Lovers Ln, Monroe, CT 06468
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  /20

  $620,000

  • 3 Beds
  • 2 Baths
  • 1,649 Sq Ft

  113 Pepper St, Monroe, CT 06468

  1.5 story house. 1939 Cape with 1,649 s.f. of living area. 2.14 AC lot. Wooded. Large level backyard. County: Fairfield Neighborhood: Stepney Wood frame construction Foundation: Stone Asphalt shingle roof. Replaced about 2017. Oak floors Heat fuel: Oil. New burner about 2017 Heat type: Steam radiators Hot Water: Supplied by furnace to Storage Tank Electrical Service: 200A Insulated windows

  Jason Saphire www.HomeZu.com

  113 Pepper St, Monroe, CT 06468
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  /17

  $1,900,000

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

  275-291 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

  275-291 Hammertown Rd, Monroe, CT 06468
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  /33

  $939,000

  • 4 Beds
  • 2.5 Baths
  • 4,015 Sq Ft

  49 Georges Ln, Monroe, CT 06468

  Room to grow, space to gather, & a neighborhood made for lasting memories--Welcome to 49 Georges Ln. Where your next chapter can unfold w/ the perfect balance of space, community, & everyday comfort. Nestled within a charming neighborhood, this spacious 4 BR, 2.5 BA home offers the perfect blend of comfort, flexibility, & endless possibilities. The main level is thoughtfully designed for both

  Katie O'Grady Compass Connecticut, LLC

  49 Georges Ln, Monroe, CT 06468
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  $429,900

  • 2 Beds
  • 2 Baths
  • 1,272 Sq Ft

  339 Spring Hill Rd, Monroe, CT 06468

  Beautiful ranch home offering the ease and comfort of one-level living at its best. Designed for effortless everyday living, this inviting home features a functional layout, comfortable living spaces, and the convenience of having everything on one floor. Whether you're looking to simplify your lifestyle or enjoy easy accessibility, this home is the perfect place to call your own.

  Dave Jones Dave Jones Realty, LLC

  339 Spring Hill Rd, Monroe, CT 06468
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  /36

  $679,900

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,643 Sq Ft

  21 Harmony Ln, Monroe, CT 06468

  Nestled on a peaceful cul-de-sac in one of Monroe's desirable neighborhoods, this beautifully maintained 3 bedroom, 2.5 bath Colonial offers the perfect combination of space, comfort, and modern updates. Sunlight pours through the home's abundant windows, filling every room with natural light and creating a bright, welcoming atmosphere throughout. The thoughtful floor plan features spacious

  Brian Christy William Raveis Real Estate

  21 Harmony Ln, Monroe, CT 06468
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  /40

  $1,075,000

  New Construction $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,674 Sq Ft

  1427 Monroe Turnpike, Monroe, CT 06468

  COMPLETED AND READY TO MOVE IN! Luxury new construction set on a scenic 3.25-acre homesite. This 4BR, 3.5BA home offers 3,674 sq ft of beautifully finished living space including a walkout lower level. The exterior features board-and-batten siding and a covered front porch with composite decking. Inside, a bright open floor plan with hardwood floors throughout the main level includes a dedicated

  Chris Bacoulis Realty ONE Group Connect

  1427 Monroe Turnpike, Monroe, CT 06468
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  /40

  $749,900

  • 4 Beds
  • 2.5 Baths
  • 2,738 Sq Ft

  242 Turkey Roost Rd, Monroe, CT 06468

  Welcome to Monroe, Connecticut, as you ascend the paved, picturesque treed and private paved driveway, you will observe stone walls and additional parking. Upon reaching the front of the house via the paver walkway, you will notice the recently updated front porch, ideal for morning coffee and relaxation. As you enter the home, you will find the formal dining room to your left and the Den/Office

  Carlos Perez RE/MAX Right Choice

  242 Turkey Roost Rd, Monroe, CT 06468
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  /35

  $659,000

  • 5 Beds
  • 4 Baths
  • 2,816 Sq Ft

  47 Hiram Hill Rd, Monroe, CT 06468

  Nestled on 3.79 acres in Monroe's desirable Stepney neighborhood, this unique property features two separate residential buildings. The main home (Building 1) is a 2,124 sq ft Colonial offering 3 bedrooms, 2 full baths, 9 rooms, hardwood floors, a full basement, fireplace, and open porch. A second detached 692 sq ft Cape provides 2 bedrooms, 2 full baths, basement, central air, wood stove,

  Thomas Mele Social & Co Realty

  47 Hiram Hill Rd, Monroe, CT 06468
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  /39

  $899,900

  $100K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,710 Sq Ft

  30 Stonewall Ln, Monroe, CT 06468

  Owners relocating so just reduced! This Unique Colonial/Contemporary home is set on a beautiful acre lot in a highly desirable neighborhood. Open floor plan with dramatic two-story entry and dual staircases. First floor features a formal living room, step-down two-story family room with hardwood floors and fireplace, and a first floor primary suite with luxurious bath and walk-in closet. White

  Jane Ferro Coldwell Banker Realty

  30 Stonewall Ln, Monroe, CT 06468
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  /36

  $765,000

  $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,046 Sq Ft

  148 Osborn Ln, Monroe, CT 06468

  Price Improved! Discover one of Monroe's most versatile properties, offering a rare opportunity to own a spacious single-family home with a fully permitted accessory apartment-all under one roof and eligible for conventional single-family financing. The heart of the main home is a stunning open-concept living space featuring a show-stopping kitchen with a large center island, vaulted ceilings

  Julie Avellino Connecticut Realty Studios LLC

  148 Osborn Ln, Monroe, CT 06468
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  /31

  $1,290,000

  • 5 Beds
  • 4.5 Baths
  • 5,169 Sq Ft

  29 Alpine Rd, Monroe, CT 06468

  Tucked away in one of Fairfield County's most desirable suburban settings, this exceptional property offers over 4,000 square feet of beautifully designed living space including an in-law apartment. The main house includes 4 bedrooms and 2.5 bathrooms, with an incredible combination of comfort, flexibility, and outdoor living. From the moment you arrive, the impressive 4-car garage, expansive

  Michael Dziedzic Precision Realty LLC

  29 Alpine Rd, Monroe, CT 06468

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