Monroe Homes under $400,000

Welcome to Monroe, Connecticut—a charming town nestled in the heart of Fairfield County, where suburban tranquility meets vibrant community spirit. With its picturesque landscapes, top-rated schools, and a plethora of recreational activities, Monroe is the perfect place to call home for families, young professionals, and retirees alike.

Monroe boasts a rich history, with roots dating back to the 18th century, and today it seamlessly blends classic New England charm with modern conveniences. Residents enjoy a variety of parks, hiking trails, and outdoor spaces that encourage an active lifestyle. The town is also known for its strong sense of community, hosting numerous events throughout the year, from farmers' markets to seasonal festivals.

For those seeking affordable housing options, Monroe offers a fantastic selection of homes under $400,000. Whether you’re a first-time buyer or looking to downsize, you’ll find an array of charming properties that cater to various tastes and needs. From cozy single-family homes with lush backyards to contemporary townhouses with modern amenities, the real estate market here is both diverse and inviting.

Living in Monroe means enjoying a peaceful suburban lifestyle while still having easy access to major highways and nearby cities like Bridgeport and New Haven. With an abundance of shopping, dining, and entertainment options just a short drive away, you’ll never run out of things to do.

Come explore the wonderful homes and warm community that Monroe has to offer. Your dream home awaits in this delightful Connecticut town!

Newest Monroe Homes under $400,000

$225,000

1 Beds ⋅ 1 Baths ⋅ 24208907 MLS ⋅ Hidden Knolls BLDG.

Easy, low maintenance living meets privacy and convenience at Hidden Knolls, a desirable 55+ condominium community in Monroe, CT. This well maintained home offers true one level living with no stairs, making everyday life comfortable and convenient. Natural light fills the home, highlighting the open living and dining area and creating a bright, welcoming feel. The layout includes a kitchen, spacious bedroom, and full bathroom with a new walk-in shower. The front windows, bedroom windows, and sliding glass door have all been replaced, and the carpets were recently professionally cleaned. Enjoy your morning coffee on the charming front porch or unwind on the private rear deck overlooking peaceful natural surroundings. With an in-unit washer and dryer, basement storage, one reserved parking space, visitor parking, and an on-site clubhouse, everything you need is close at hand. Located just minutes from Monroe Town Center, shopping, restaurants, the Monroe Senior Center, Wolfe Park, Route 25, and Route 111. Hidden Knolls offers an inviting combination of affordability, convenience, privacy, and low-maintenance living.

19 Hidden Knolls Cir Unit 19, Monroe

$235,000

1 Beds ⋅ 1 Baths ⋅ 24208031 MLS ⋅ Hidden Knolls Ii BLDG.

Sweet & Cozy ranch style condo in desirable 55+ community of Monroe. Corner end unit is on the second floor with ramp access, no stairs. Deck over looks wooded area. Recently painted, Wood floors 3 years old! Laundry in the kitchen. Storage unit in basement. Close to the Monroe Senior Center, Wolf and Great Hollow Parks, Bike Trails, lake and shopping. Small complex.

65 Senior Dr Unit 65, Monroe

$239,900

2 Beds ⋅ 1 Baths ⋅ 24205897 MLS

4 room cottage in an excellent location. spacious lot with many possibilities, Rehab the cottage Expand or build. Easy access to Route 34 or take 111 to Route 25 or the Parkway. Oversized 1 car detached garage. Easy to show. Show it today. Property Sold AS-IS. Iroquois Gas line easement on far left of property, the gas line has a 5 feet setback, confirmed at town hall.

Monroe

$299,900

1 Beds ⋅ 1 Baths ⋅ 24204540 MLS ⋅ High Meadows BLDG.

Adorable one bedroom home in a well kept 55+ community, perfect for someone looking to downsize. The lower level has brand new vinyl floors, freshly painted, large closet, storage. Kitchen has new appliances and leads to the deck and huge outdoor space. Bedroom has 2 large closets and new carpet. Come live in a peaceful setting, there's nothing to do but move in and enjoy!

28 Highland Dr Unit 28, Monroe

$379,900

1 Beds ⋅ 2 Baths ⋅ 24203158 MLS ⋅ Northbrook Of Monroe BLDG.

This beautifully maintained, move-in-ready home offers a thoughtful layout with plenty of room to live, work, and unwind. The main level features an inviting eat-in kitchen with stainless steel appliances. The living room is the true heart of the home, with a dramatic vaulted ceiling, two skylights with remote-control shades, a ceiling fan, and a brick gas fireplace that creates a warm and welcoming focal point. Sliding doors lead to the deck overlooking a private, wooded backyard-the perfect setting for morning coffee, outdoor dining, or relaxing at the end of the day. The primary bedroom offers a walk-in closet and private full bath with convenient linen storage. Just outside, a versatile loft currently used as an extra bedroom adds valuable bonus space and can easily adapt as a home office, nursery, reading nook, or additional guest sleeping area. The finished lower level, currently used as an office, provides even more room to spread out, along with additional storage, a separate laundry room, and direct access to the oversized heated one-car garage with extra storage. With a hot water heater replaced in 2018 and a high-efficiency furnace in 2019, this home has been carefully maintained and is ready to enjoy from day one. Average monthly heating costs are $140, and average monthly electric costs are $146. This Northbrook home offers privacy, versatility, and the ease of condominium living.

6 Juniper Cir Unit 6, Monroe

$292,609

1 Beds ⋅ 1 Baths ⋅ 24198986 MLS ⋅ The Hills Of Monroe BLDG.

"This Condo's Got It All (Yes, Even a Jacuzzi Shower) - Come See!" Move-in ready and full of charm - this first-floor ranch-style condo is the kind of place that makes you want to kick off your shoes and stay awhile. One-level living means no stairs, no hassle, just easy, breezy comfort from day one. Freshly painted from top to bottom, the whole place feels bright, clean, and ready for you to make it your own. The crisp white kitchen is a total charmer, with stainless steel appliances and just the right amount of space to whip up breakfast or pour a glass of wine while dinner's on the stove. Cozy up by the fireplace under a gorgeous new chandelier, with peaceful nature views right outside your window setting the mood for quiet nights in. Grab your coffee (or your favorite cozy blanket) and head out to your own private deck - the perfect little escape as summer eases into fall. And that bathroom? Pure spa vibes. Think brand-new walk-in Jacuzzi shower, sleek black fixtures, a fresh vanity, and new flooring - basically a permanent staycation. Your own private garage and extra storage make everyday life easier, and the resort-style perks don't stop there - think pool days, pickleball matches, and tennis court rallies right outside your door. Furry friends welcome too, per HOA rules! Freshly painted, move-in ready, and bursting with cozy charm - this one's ready when you are. Come see it for yourself!

302 Firmount Dr Unit A, Monroe

$275,000

1 Beds ⋅ 1 Baths ⋅ 24193345 MLS ⋅ The Hills Of Monroe BLDG.

Located in the desirable Hills of Monroe complex, this clean as a whistle one bedroom Windgate unit offers easy, low maintenance living in a well kept community. The home features a spacious bedroom, a kitchen that opens to the dining area, fireplace, a small cozy deck for your morning coffee and a convenient in-unit laundry. With a functional layout and plenty of potential, the unit is ready for your personal touches and updates to make it your own. Residents can enjoy the community pool, tennis courts and beautifully maintained grounds all in a convenient location close to all area amenities.

202 Windgat Cir Unit E, Monroe

$249,999

1 Beds ⋅ 1 Baths ⋅ 24193446 MLS ⋅ The Hills Of Monroe BLDG.

Welcome to Monroe CT living and an easy, convenient lifestyle for sure! The Hills of Monroe is a private, secluded condominium complex that is set back off of Route 25. So you've got peacefulness and a serene park-like setting with wooded views, yet the convenience and ease of access to stores, restaurants, shopping and commuting at the same time. This one bedroom, second floor unit features a large living room with built ins, a fireplace and access to your own personal and private balcony for a glass of something cold to quiet the soul and worries or a beautiful cup of coffee to start the day enjoying a natural setting! Both are soul-filling ideas. The living room features wall to wall carpeting as floor covering. The dining room has a ceiling fan and parquet flooring and is large enough to host a dinner party for 8! The eat in kitchen has built-ins and features stainless appliances...oven, dishwasher and fridge. The flooring in the kitchen is tile. The laundry is in a hall closet and has just been freshly painted! The primary bedroom features a walk in closet and wall to wall carpeting. There is plenty of space, closets, and a storage area additionally, in a different building. You've got a one car garage that is attached to the building for easy access during inclement weather! The common charges cover everything except gas, electricity and water. Life and living in the Hills of Monroe is just perfect all around!

215 Windgat Cir Unit E, Monroe

$225,000

1 Beds ⋅ 1 Baths ⋅ 24190109 MLS ⋅ Hidden Knolls BLDG.

**Welcome to easy, comfortable living in this beautifully maintained condominium in desirable Monroe.** Nestled within a peaceful 55+ community, this inviting home overlooks a tranquil, grassy setting that offers both privacy and a relaxing atmosphere. Start your day with a cup of coffee on the charming front porch or unwind on the private rear deck surrounded by nature. Inside, abundant natural light fills the home, creating a bright, warm, and welcoming environment. The thoughtfully designed floor plan features spacious living areas, a generous walk-in closet, and ample storage throughout. Ideally located just minutes from the town center, you'll enjoy convenient access to shopping, restaurants, parks, and scenic walking trails. Combining low-maintenance living with a friendly community setting, this desirable end-unit condominium offers the perfect blend of comfort, convenience, and tranquility. Don't miss this wonderful opportunity!

103 Hidden Knolls Cir Unit 103, Monroe

$398,000

2 Beds ⋅ 2 Baths ⋅ 24189083 MLS ⋅ Northbrook Of Monroe BLDG.

Welcome to Northbrook, one of Monroe's most desirable condominium communities. This move in ready townhouse offers the perfect combination of updated living, flexible space, and low maintenance ownership in one of Fairfield County's most sought after towns. The main level features hardwood flooring, an updated kitchen with modern finishes, and an open dining and living area designed for comfortable everyday living and entertaining. Upstairs, the spacious primary bedroom is complemented by an additional finished room that offers exceptional flexibility as a guest room, home office, nursery, or potential second bedroom to accommodate your changing needs. The finished lower level adds valuable living space that is ideal for a family room, media room, home gym, playroom, or remote workspace, while the unfinished portion provides excellent storage. An attached one car garage and nearby guest parking add to the home's convenience. Northbrook residents enjoy beautifully maintained grounds and exceptional community amenities, including two swimming pools, tennis courts, pickleball courts, and a clubhouse. Conveniently located in Monroe, Connecticut, just minutes from shopping, restaurants, parks, and major commuting routes, this move in ready townhouse offers an updated kitchen, flexible living space, a finished lower level, attached garage, and access to Monroe's highly regarded public schools.

6 Rolling Ridge Rd Unit 6, Monroe

$270,000

1 Beds ⋅ 1 Baths ⋅ 24165641 MLS ⋅ The Hills Of Monroe BLDG.

Welcome home to this highly desirable, first-floor ranch unit in the sought-after Hills of Monroe complex! Enjoy the ultimate convenience of one-level living with zero stairs to navigate. The bright and spacious floor plan flows seamlessly, leading out to your own private deck-the perfect tranquil spot for your morning coffee or evening relaxation and a fireplace for indoor relaxation during colder weather! A standout feature of this property is the attached one-car garage complete with oversized storage, offering space for seasonal items, tools, or hobbies. Move right in and take advantage of fantastic community amenities, including a refreshing in-ground swimming pool and tennis/pickle ball courts. Conveniently located near local schools, shopping, dining, and major commuting routes, this home offers the perfect blend of comfort and community!

210 Windgate Cir Unit A, Monroe

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.