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$699,000
5 Beds ⋅ 2 Baths ⋅ 24190335 MLS
Welcome to this spacious 3,150+-square-foot raised ranch nestled in one of the most desirable neighborhoods in Monroe. This well-maintained home offers the perfect blend of comfort, functionality, versatility and a sun room that you will fall in love with. The main living area boasts generous room sizes, abundant natural light, and an inviting floor plan designed for both everyday living and entertaining. The expansive kitchen opens to comfortable living and dining spaces, with a bonus 4 season sun room. The generously sized primary bedroom offers a jack and Jill bath, ample closet space and a beautiful view of the grounds. The remaining main level bedrooms all boast hardwood floors, some being preserved with carpets, and large closets. The legal in-law suite offers privacy and independence with its own living space, and entrance making it a rare and valuable feature. Whether you're seeking a multigenerational living arrangement or additional income potential, this flexible setup adds tremendous value. Situated on a beautifully maintained property in a highly sought-after neighborhood, this home enjoys a peaceful setting while remaining conveniently close to schools, shopping, dining, parks, and major commuting routes. This is a rare opportunity to own a spacious home with a legal in-law apartment in an exceptional location. Updates include: roof (10 years), Furnace (7 years), in law carpet (4 months) and many more.

69 Forest Rd, Monroe
$665,000
3 Beds ⋅ 2 Baths ⋅ 24171474 MLS
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 to a large Trex deck overlooking the patio and private backyard. The main level also includes two additional generously sized rooms, perfect for use as an office, playroom or media room. Upstairs, you'll find three bedrooms with engineered wood flooring throughout and a full bathroom with convenient laundry. The spacious primary bedroom features board and batten wall trim, a walk-in closet, and an additional secondary closet. Outside, the spacious backyard with endless possibilities. Lush garden spaces create the perfect backdrop for outdoor entertaining-whether hosting gatherings on the patio, enjoying the shaded picnic area, relaxing by the custom brick fire pit, or on the deck sipping your morning coffee while listening to the birds. Additional highlights include ample parking in the expansive driveway and an oversized workshop with loft/attic space, ideal for tools, hobbies, and gardening equipment. Conveniently located close to Wolfe Park, Great Hollow Lake, shopping in Monroe Center, plus easy access to route 111 and 25

148 Cross Hill Rd, Monroe
$650,000
4 Beds ⋅ 2 Baths ⋅ 24183917 MLS
Not your average split-level! This beautifully renovated contemporary home offers 4 bedrooms, 2 full baths, and a flexible layout designed for today's lifestyle, all set on a quiet cul de sac in Monroe's desirable Stepney neighborhood. Step inside to a bright, open concept interior filled with natural light and warm hardwood floors throughout. The updated kitchen flows seamlessly into the spacious living area, creating an inviting setting for everyday living and entertaining. Sliding glass doors open to an expansive deck overlooking the beautifully landscaped yard, extending the living space outdoors. Upstairs, you'll find three generously sized bedrooms and a beautifully renovated spa-inspired bath featuring a tiled walk-in shower and soaking tub. The primary bedroom offers a truly distinctive feature, a walk down closet accessed by a spiral staircase, providing exceptional storage and a unique architectural detail rarely found in homes of this style. The lower level adds even more versatility with a comfortable family room featuring a wood-burning stove, a fourth bedroom, and a full bath. Whether used for guests, a home office, gym, media room, or additional living space, this level easily adapts to your needs. Outside, enjoy multiple spaces for relaxing and entertaining, including a spacious deck and a beautiful stone patio with a built-in fire pit.

110 Bart Rd, Monroe
$649,900
3 Beds ⋅ 2 Baths ⋅ 24187944 MLS
Welcome to your own private retreat in the heart of Monroe! Set on a picturesque 1.4-acre lot, this 2,139-square-foot home offers the perfect combination of comfort, charm, and exceptional outdoor living. Featuring three bedrooms, two on the main level, one and a half baths, gleaming hardwood floors, and a spacious family room, there's plenty of room for everyday living and entertaining. Relax in the beautiful screened-in porch with its stunning flagstone floor. Step out onto the rear trex deck overlooking the private backyard. Spend summer days enjoying the in-ground Gunite, pool, all surrounded by a peaceful, private setting. The three-car garage with a loft/studio above provides great space for vehicles, storage, hobbies, or a workshop. While the home will benefit from some updating, it has been well cared for and offers an exceptional opportunity to add your personal touches and build instant equity. Situated on 1.4 acres in one of Monroe's most desirable locations, this property combines privacy with convenience to award-winning schools, shopping, parks, and commuter routes. Move in in time for the school year! Being sold as is! It has a whole house generator and 2 gas fireplaces. Don't miss the chance to make this wonderful property your own! Builders take note!

692 Elm St, Monroe
$639,900
6 Beds ⋅ 2 Baths ⋅ 24205985 MLS
Welcome to this expansive 6-bedroom, 2-bath split-level, beautifully situated on a gorgeous 1.10-acre level lot in a desirable Monroe neighborhood. This well-maintained home features an in-law setup with a separate entrance great for multigenerational living, extended guests, or potential rental/investment opportunities. The main level boasts an inviting open floor plan with recently refinished hardwood floors and fresh paint. The updated kitchen features granite countertops, a large center island perfect for meal prep and entertaining, and flows seamlessly into the dining and family rooms. Sliders off the kitchen open to an expansive stamped concrete patio overlooking the private backyard, offering plenty of space for outdoor entertaining and a potential pool site.The upper level features five spacious bedrooms and a beautifully remodeled hallway bath. Three bedrooms have recently updated hardwood floors, while two feature sleek vinyl flooring. Both the main and upper levels have been freshly painted, creating a bright, move-in-ready feel. Significant recent improvements include a new heating and central air conditioning system with conversion from electric to propane, updated electrical, refinished hardwood floors, new vinyl flooring in two bedrooms, fresh interior paint, and the remodeled upper-level bathroom. A one-car attached garage adds convenience and storage. Ideally located close to restaurants, shopping, major highways, and area amenities.

18 Arbor Rd, Monroe
$629,900
3 Beds ⋅ 2 Baths ⋅ 24199707 MLS
There's much more to this charming & distinctive home than first meets the eye! Originally built in 1927 & thoughtfully expanded in 2007, it blends timeless character, modern updates & an unexpectedly spacious floor plan. Set on .86 level acres framed by mature trees & perennial gardens, the home feels warm & inviting from the moment you arrive. Hardwood floors flow throughout the light-filled main level. The recently updated kitchen features white cabinetry w/crown molding, quartz counters, stainless appliances, gas range, new refrigerator & breakfast bar, opening to both the living & dining rooms for an easy, everyday living & entertaining. French doors from the dining room lead to deck & side yard. A private office, full bath & mudroom/laundry complete this level. Upstairs are 3 generously sized bedrooms, including a spacious primary w/nook & double closets, plus an updated full bath. The partially finished walk-out lower level offers flexible living space & storage. Outside, enjoy an expansive level lawn, perennial gardens, large paver patio & plenty of room to play, garden, entertain or simply relax. Oversized 2 car garage w/rear double-door access adds exceptional functionality. Central air, propane heat, newer main-level furnace, gutters & Azek decking on all 3 porches. Convenient to award winning schools, parks, trails, shopping, dining & commuter routes. Thoughtfully updated, beautifully maintained & filled with character-you'll want to experience in person!

595 Wheeler Rd, Monroe
$629,000
3 Beds ⋅ 2 Baths ⋅ 24197156 MLS
Welcome to 73 Gay Bower Road, a beautifully renovated home set on over an acre in a desirable Monroe neighborhood. Thoughtfully updated throughout, this property blends quality finishes, modern design, and generous living and entertaining space. Inside, stained oak hardwood floors are complemented by crown molding, upgraded trim, built-in closet systems, and ambient recessed lighting with indirect options. The open-concept kitchen features stainless steel appliances, a gas range, black quartz countertops, and an easy flow into the surrounding living areas. An expansive family/sunroom addition off the rear provides a standout space for entertaining and everyday living, while the finished lower level offers additional flexibility for a recreation room, office, gym, or guest space. Outside, enjoy a beautiful, flat and level lot of over one acre with a partially wooded rear for added privacy and plenty of room for play and outdoor entertaining. Complete with a one-car garage, recent renovations, and quality upgrades throughout, 73 Gay Bower Road offers a move-in-ready opportunity in a sought-after Monroe setting.

73 Gay Bower Rd, Monroe
$610,000
3 Beds ⋅ 2 Baths ⋅ 24186406 MLS
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 Kitchen: All new 2017 Central A/C: No. Window units Bedrooms: 3 Living Room with fireplace & stove Dining Room Bathrooms: All new 2017. 2 full-(1) up (1) down Basement: 1/2 basement Washer/Dryer: Yes. Entire interior painted March 2026 Rear: Terrace with roof Garage: Heated (2) car, detached, w/full attic above w/separate entrance Storage shed next to garage Driveway: Asphalt (repaved about 2017) Water: Private well. New well being dug June 2026 Septic: Private. New tank installed June 2026. Flow test performed April 2026-passed. Sewer line video inspection April 2026-passed R.E. Taxes: $8,484 As of July 2025 Book & Page: 1906 / 0111 Map-Lot: 046-037-00 Zoned RF2 Property abuts forest lands Price: $620,000. Appraised in June/2026 for $591K before improvements. * All information herein has been obtained from Town Assessor records and other sources. Complete accuracy of all of the information in this Listing is not guaranteed. * Property sold as-is.

113 Pepper St, Monroe
$589,900
4 Beds ⋅ 2 Baths ⋅ 24189609 MLS
Beautifully renovated from top to bottom, this inviting Cape offers the perfect combination of modern finishes and peaceful surroundings. Featuring four generously sized bedrooms and two updated full baths, the home is designed for both comfort and functionality. The stylish eat-in kitchen showcases a center island, new appliances, and an open layout that flows seamlessly into the sun-filled living room, highlighted by a contemporary electric fireplace. The finished lower level provides valuable additional living space, a dedicated laundry area, and convenient walk-out access to the backyard. Step outside to your own private retreat, where a picturesque pond and mature landscaping create a tranquil setting to relax or entertain. Extensive renovations include a new kitchen, bathrooms, windows, roof, siding, electrical system, driveway, and more, offering true move-in-ready convenience. Ideally situated just 10 minutes from I-84 and only minutes from shopping, dining, parks, and schools, this exceptional home delivers the perfect balance of everyday convenience and natural beauty. Simply unpack and start enjoying everything this stunning property has to offer.

602 Fan Hill Rd, Monroe
$575,000
3 Beds ⋅ 2 Baths ⋅ 24186176 MLS
Buyer Failed to Secure Financing!! 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 offer generous closet space, and both full baths retain classic charm. Step outside to a private yard - ideal for entertaining, gardening, or simply enjoying the outdoors. Beyond the home itself, the location is a standout. Monroe offers a top-rated public school system, abundant outdoor recreation at Wolfe Park, Webb Mountain, and miles of nearby trails, plus convenient access to Bridgeport, Danbury, and New Haven, with New York City within reach. Don't miss the opportunity to own in this sought-after community. Schedule your private showing today. Property is being sold AS IS

98 Osborn Ln, Monroe
$474,900
3 Beds ⋅ 2 Baths ⋅ 24185884 MLS
A rare opportunity to own a ranch-style home that combines comfortable one-level living with versatile finished lower-level space. This 3-bedroom, 1.5-bath home features a bright and inviting living room with a cozy pellet stove that flows seamlessly into the dining area, creating an ideal setting for both everyday living and entertaining. The main level is completed by three bedrooms, a full bathroom, and a convenient half bathroom. The kitchen offers convenient access to the attached 2-car garage. The lower level provides an additional finished room that can serve as an extra bedroom or many other possibilities and a finished walk out area that adds valuable living space. The large patio sits in an open space with the backyard including a large wooden shed that provides ample storage for tools, lawn equipment, and outdoor gear. Don't miss this opportunity and schedule your showing today!

293 Guinea Rd, Monroe
$429,900
2 Beds ⋅ 2 Baths ⋅ 24188112 MLS
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.

339 Spring Hill Rd, Monroe
$419,000
1 Beds ⋅ 2 Baths ⋅ 24187929 MLS ⋅ Northbrook Of Monroe BLDG.
This impeccably stunning townhouse offers a combination of modern, convenience and exceptional comfort. Experience the ease of move-in ready living in this beautiful home, situated on the highly desirable and peaceful park-like complex of Northbrook, which meets super tranquility. The house is freshly painted w/new dishwasher, C/A, 4yr old furnace and hot water heater. This three-story residence is thoughtfully designed to deliver spacious living areas, everyday functionality, timeless marvelous views. The main floor features a beautifully designed open-concept layout, highlighted by an eat in kitchen with granite countertops and abundant cabinetry. The adjacent dining area flows seamlessly into a generously sized living room, enhanced by the sliders opening to a spacious wood deck and level backyard. The upper floor features a spacious primary bedroom, complete with double walk-in closets plus a large Jack and Jill bathroom with double vanities, a tub with shower. An additional generous size room completed the floor. The ground level offers a spacious flexible space with carpet floor which is ideal for a home office, playroom or a personal home gym plus an attached one-car garage. Residence in Northbrook enjoy exceptional amenities: club house, 2 in-ground pools, tennis and pickleball court, scenic trails, ponds with water fountains, a meticulous gazebo and charming little bridges. Minutes away from major highways, shopping, restaurants, cafes and all the vibrant activities.

23 Eagle Rock Cir Unit 23, Monroe
$409,900
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
$400,000
1 Beds ⋅ 2 Baths ⋅ 24203158 MLS ⋅ Northbrook Of Monroe BLDG.
Welcome to Northbrook Condominiums, where easy living, flexible space, and a peaceful wooded setting come together in the heart of Monroe. 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 adds valuable bonus space and can easily adapt as a home office, nursery, reading nook, or additional guest sleeping area. The finished lower level provides even more room to spread out, along with additional storage and direct access to the heated one-car garage. With a hot water heater replaced in 2018 and furnace in 2019, this home has been carefully maintained and is ready to enjoy from day one. Offering privacy, versatility, and the ease of condominium living, this Northbrook home is one you'll want to see.

6 Juniper Cir Unit 6, Monroe
$398,900
2 Beds ⋅ 2 Baths ⋅ 24202260 MLS ⋅ Northbrook Of Monroe BLDG.
Welcome to Northbrook, a desirable community offering a peaceful setting and an easy, low-maintenance lifestyle. This 2-bedroom, 1.5-bath townhouse features a spacious, open living and dining area with a gas fireplace and sliders leading to an oversized, extremely private deck overlooking beautifully maintained grounds. The primary bedroom offers vaulted ceilings and two walk-in closets, providing plenty of comfort and storage. A finished lower level provides flexible additional living space, while ample storage throughout the home and a one-car attached garage add to its convenience. Enjoy all that Northbrook has to offer, including two swimming pools, a clubhouse, tennis courts, and scenic ponds throughout the community. A wonderful opportunity to enjoy comfort, privacy, and resort-style amenities in a tranquil Monroe setting.

7 Shadowwood Cir Unit 7, Monroe
$329,000
1 Beds ⋅ 2 Baths ⋅ 24184761 MLS ⋅ The Hills Of Monroe BLDG.
Welcome to The Hills of Monroe! This spacious and versatile one-level ranch-style condo offers the ease of low-maintenance living in one of Monroe's most desirable condominium communities. Featuring 1 bedroom plus a potential second bedroom, home office, or den, and 2 full bathrooms, this home provides flexibility to fit your lifestyle. The inviting living room is the heart of the home, complete with a cozy fireplace and plenty of space for relaxing or entertaining. The adjoining dining room flows seamlessly into the eat-in kitchen, creating a comfortable and functional layout. The generous primary bedroom features a large walk-in closet and easy access to a full bath, while the additional room is ideal for guests, a home office, or a second bedroom. Enjoy the convenience of in-unit laundry, a one-car garage, and additional basement storage for all your seasonal and household needs. Step outside to your private covered balcony overlooking a peaceful wooded setting, offering the perfect spot to enjoy your morning coffee or unwind at the end of the day. Residents of The Hills of Monroe enjoy beautifully maintained grounds, a clubhouse, pool, tennis/pickleball courts, and a convenient location close to shopping, dining, and major commuting routes. This rare one-level living opportunity combines comfort, privacy, and convenience in a sought-after community. Perfect for downsizers, first-time buyers, or anyone seeking maintenance-free living in a tranquil Monroe setting.

211 Windgate Cir Unit B, Monroe
$325,000
3 Beds ⋅ 2 Baths ⋅ 24193926 MLS
Privately tucked away in Monroe's desirable Stevenson area, 205 Cottage Street offers space, character and tremendous potential! This charming Cape is ready for updating and a new owner's personal vision. The spacious, flexible layout begins with an oversized living room with fireplace, perfect for cozy evenings or lively gatherings. French doors open to a versatile den or home office with deck access. The deck is also accessed from the kitchen for easy indoor-outdoor entertaining. The dining room features custom built-ins, while the kitchen offers a new tile floor and stainless steel appliances. A main-level bedroom and full bath provide convenient one-level living potential. Upstairs are two generously sized bedrooms with deep closets and a second full bath. The finished lower level offers a family room with fireplace accent, a separate bonus room ideal for a gym, office or guest space, plus laundry and abundant storage. Outside, enjoy an above-ground pool, established gardens and a private backyard. The "Other" space is an extra-long covered front porch, perfect for relaxing and enjoying the peaceful surroundings. Minutes from Route 34 and a five-minute drive to Lake Zoar for boating, fishing and outdoor recreation. Webb Mountain and Beardsley Cider Mill are also nearby.

205 Cottage St, Monroe

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