Refine Search
Map
Sort by
$387,000
1 Beds ⋅ 2 Baths ⋅ 24145294 MLS ⋅ Northbrook Of Monroe BLDG.
Run, don't walk to see this 1 BR, 1.5 BA townhouse w/attached 1-car garage and finished basement. A private office on the 2nd fl and a LL guest room w/closet are special features to the 'staycation' lifestyle in the highly desirable Northbrook community.From the moment you enter this South facing townhouse you'll find the perfect balance of comfort & sophistication. The heart of this home is a stunning Great Room featuring vaulted ceilings and double skylights that bathe the space in natural light, while a welcoming wood-burning fireplace with a natural brick hearth serves as the focal point.The open-concept Great Room flows seamlessly into the Dining Room and an eat-in Kitchen boasting Corian counters, SS appliances, and a charming shelving display piece that stays.Upstairs, a retreat to the oversized primary suite featuring double closets with custom shelving and direct private access to the full bath, which is also accessible from the hallway. A versatile flex room on this level offers the perfect quiet space for a home office, den, or hobby room.The lower level adds 244 sq. ft. of newly finished living space-ideal for media/guest or home gym.Practicality meets convenience w/a dedicated laundry room off the attached garage and a private deck for serene entertainment. Have a maintenance-free lifestyle w/2 in-ground pools, tennis courts, scenic walking trails, and a clubhouse. This turn-key unit offers gas heat, C/A and a newer whole-house generator for added peace of mind.

14 Deepwood Cir Unit 14, Monroe
$385,000
2 Beds ⋅ 2 Baths ⋅ 24189630 MLS ⋅ The Hills Of Monroe BLDG.
A beautifully maintained 2-bedroom, 2-bath nestled in The Hills of Monroe - a quiet, wooded cul-de-sac community that delivers the feel of a private retreat while keeping you connected to everything Monroe has to offer. A fireplace in the living room, and sliders leading out to a private patio with stunning wooded views define the main living space. The spacious eat-in kitchen features updated stainless steel appliances, with a bow window framing beautiful natural views. Generous bedrooms with walk-in closets, in-unit washer/dryer on the main floor, and central air complete this move-in ready package. Low-maintenance living at its finest - in one of Fairfield County's most sought-after condo communities. Brand new windows installed last month!

301 Fairmount R Unit D, Monroe
$385,000
2 Beds ⋅ 3 Baths ⋅ 24139171 MLS ⋅ Northbrook Of Monroe BLDG.
Welcome to Northbrook of Monroe, a sought-after condominium community offering resort-style living on over 150 acres of scenic woodlands, ponds and walking trails. This 3-bedroom, 2.5 bath end unit townhouse is priced with updates in mind and ready for your personal touch. The main level features hardwood floors throughout, a spacious living room with a gas fireplace, and access to a fully enclosed screened-in deck overlooking private wooded space-perfect for relaxing or entertaining. The dining area opens to an eat-in kitchen complete with Corian countertops and stainless-steel appliances. Upstairs, you'll find two generous bedroom suites, each with its own full bath and walk-in closet, plus a laundry room for added convenience. The finished lower level offers a versatile den or office space and direct access to the one-car garage with extra storage. Enjoy the many amenities Northbrook has to offer, including two swimming pools, tennis courts, and a clubhouse. With easy access to major highways, shopping, and dining, this condo combines comfort, convenience, and community living-all awaiting your creative vision to make it your own.

13 Shadow Wood Cir Unit 13, Monroe
$380,000
1 Beds ⋅ 2 Baths ⋅ 24159458 MLS ⋅ The Hills Of Monroe BLDG.
Welcome to 208 Windgate Circle, Unit D, a beautifully updated condo nestled in the hills of Monroe. With a recently renovated kitchen, stylish finishes throughout, and a warm inviting layout, this one-bedroom, two-bathroom unit offers the perfect blend of style and low-maintenance living. The renovated kitchen shines with white shaker cabinets and granite countertops, flowing effortlessly into the open dining and living areas. A fireplace anchors the living room, and a private balcony gives you a peaceful spot to unwind. The spacious bedroom features a ceiling fan and generous closet space, while two full bathrooms and in-unit laundry add everyday convenience. Enjoy resort-style amenities including a pool and tennis courts, all within a beautifully maintained community. This one is worth a look.

208 Windgate Cir Unit D, Monroe
$380,000
3 Beds ⋅ 2 Baths ⋅ 170591303 MLS
Great opportunity to own in Monroe! 3-4 bedroom classic Cape with a flexible layout in a convenient location! Hardwood floors in most rooms and lots of natural light. Remodeled eat-in kitchen and large living room with wood burning fireplace. Screened in porch, full bath and two additional rooms with closets on the first floor that could be used as bedroom, dining room, office or playroom. The second floor has two additional bedrooms and another full bath plus two hallway closets. Beautiful level property with stone walls on almost 2 park-like acres in a perfect location! A tranquil, private setting yet close to schools, town green, shopping and all that Monroe has to offer. The furnace was replaced in March of 2023. This property is listed “As Is” - the house will need updates. Inspections will be for informational purposes only.

479 Wheeler Rd, Monroe
$380,000
1 Beds ⋅ 3 Baths ⋅ 24064629 MLS ⋅ High Meadows BLDG.
This unit features an attached one car garage and designated parking space. The welcoming front porch, a perfect spot for enjoying the fresh air, chatting with neighbors, or simply unwinding with a good book. Inside, you'll find a bright and airy living room with vaulted ceilings, and stairs lead up to a partially finished attic that offers great potential for a home office, craft room, or additional storage. With some finishing touches, it can be customized to fit your needs. The eat in kitchen boasts sleek granite countertops and plenty of space, making it an ideal spot for meal prep. The open floor plan connects the dining area, ensuring everyone stays engaged during social gatherings. The primary bedroom with an en-suite bathroom is conveniently located on the main floor, offering easy accessibility along with the laundry closet in the kitchen which adds extra convenience for single-level living. Need more room? The basement is fully finished with vinyl flooring, a modern full bathroom, and a versatile bonus room-perfect for a home gym or art studio. Outside, the covered deck and patio area provide a peaceful retreat for outdoor dining, or simply enjoying the surrounding views. It's the perfect spot to relax during the warmer months. This townhouse is move-in ready, with all the updates and space you need to live comfortably in a welcoming community. Don't miss out on this exceptional opportunity for affordable and convenient living!

76 Highland Dr Unit 76, Monroe
$379,000
3 Beds ⋅ 2 Baths ⋅ 24122195 MLS
Discover this charming Colonial in a private Monroe setting - the perfect starter home with many sought-after features. The main level offers an open floor plan with hardwood floors, a remodeled kitchen leading to a spacious deck, and a beautiful stone fireplace in the living room. A bedroom and full bath complete the first floor. Upstairs, a generous landing provides flexible space for a sitting area, office, recreation room, or nursery. The primary suite features skylights, a cathedral ceiling, and a full bath with Jacuzzi. Set on a picturesque property with stone walls, a detached one-car garage, shed, and stone grill, this home combines character and privacy. Conveniently located near elementary and middle schools, with a town-maintained dirt road for added tranquility.

33 Woodend Rd, Monroe
$375,000
2 Beds ⋅ 3 Baths ⋅ 24024024 MLS ⋅ High Meadow BLDG.
Move-in ready home in the highly desirable High Meadows 55+ community awaits you or your loved ones. Ideally, it is located only minutes from shopping, restaurants, recreation, Lake Zoar, and more. Don't miss the chance to make this your own airy, light-filled space in Monroe's quiet and active community. The large Main Level features skylights in the living room and walk-in kitchen (includes appliances), Dining Room, Large Primary Bedroom Suite with full bathroom, Eat-in Kitchen area, and Laundry. Walk from your kitchen to a relaxing covered deck with private views for year-round enjoyment and entertainment. An amazing 800 sq ft upper-level bedroom with a full bathroom also includes a separate heating zone, two skylights, and plenty of storage space for you and your family, visitors, or caregivers. The spacious 1100 sq ft unfinished, dry basement offers plenty of options as is or can be finished for even more living space if desired. New heating pump, installed in 2023. New water heater. New stainless steel appliances, washer and dryer, and skylights. Attached garage. We welcome you to explore this exceptional property and discover your new home for many years to come.

79 Highland Dr, Monroe
$374,000
2 Beds ⋅ 2 Baths ⋅ 24083577 MLS ⋅ High Meadow BLDG.
Welcome to High Meadows! Monroe's 55+ Community is located on the Eastern edge of Connecticut's Fairfield County! Ideally, it is located only minutes from shopping, restaurants, recreation, Lake Zoar, and more. Don't miss the chance to make this your own airy, light-filled space in Monroe's quiet and active community. The large Main Level features Living Room, Kitchen, Dining Room, Bedroom Suite with full bathroom, Powder Room and Laundry. Walk from your kitchen to a relaxing sunroom with private views for year-round enjoyment and entertainment. An amazing 800 sq ft upper-level bedroom and plenty of storage space for you and your family, visitors, or caregivers. Lower level can be used for additional living space.

53 Highland Dr Unit 53, Monroe
$370,000
1 Beds ⋅ 3 Baths ⋅ 24176795 MLS ⋅ Northbrook Of Monroe BLDG.
Welcome to this well-maintained condominium offering flexible living space. The main level features a spacious primary bedroom with a private full bath, an additional half bath for guests, living/dining area and an eat-in kitchen with ample cabinetry and dining space. The loft area has an additional full bathroom and closet providing excellent space for working from home, guests, or extended living needs. The finished lower level includes a large living/recreation area and a separate office or den with closet. Additional features include main level laundry, storage area and a functional floor plan ideal for comfortable everyday living. This professionally managed condominium community offers a swimming pool, tennis courts, and convenient access to nearby walking and nature trails. Enjoy low-maintenance living in a peaceful setting close to shopping, dining, and commuter routes.

14 Nutmeg Cir Unit 14, Monroe
$370,000
3 Beds ⋅ 1 Baths ⋅ 24139061 MLS
Opportunity Knocks! Don't miss the chance to live in Monroe with all it has to offer. 14 Little Diet Rd. is a quiet Private Road which is centrally located and highways are easily accessible. This one original family owned Ranch offers; single level living, with a cozy Living Room a fireplace with wood burning stove and original hardwood floors throughout. Also featured is; a Eat-in Kitchen, 3 good sized Bedrooms and a full Bathroom. Need more space? There is a full unfinished basement just waiting for you ideas. The house has had many major updates over the years including: roof, hot water tank, windows and doors, furnace, central A/C and septic. The property is being offered "As Is" condition. Whether you are an investor, first time buyer, downsizing, or just need a home to grow in, with some sweat equity and your ideas, this is your chance to make it truly your own. Enjoy Monroe's Parks, Edith Wheeler Library, it's Blue Ribbon Schools and more! Don't miss this opportunity!

14 Little Diet Rd, Monroe
$370,000
1 Beds ⋅ 2 Baths ⋅ 24007717 MLS ⋅ High Meadows BLDG.
Peaceful & affordable complex 55+. Desirable end unit features updated vinyl plank floors in hall, living & dining rm. Eat in kitchen with updated stainless steel appliances, skylight, laundry closet & door to deck. Powder room. Master bedroom w/full bath. Updated heat pump & a/c & stacked washer & dryer. Finished lower level with 2 carpeted rooms adds 558+/- sf. Friendly complex that offers a clubhouse and many activities for residents.

115 Highland Dr Unit 115, Monroe
$366,000
2 Beds ⋅ 2 Baths ⋅ 24056241 MLS ⋅ High Meadows BLDG.
Bucolic setting for this 55+ community. Lovingly updated ranch with unheated carpeted guest rm in upper level w/2 skylights & access to attic storage. Gleaming hardwood fls in LR, DR, Primary BR. Primary bath features walk in shower, grab bars & high commodes. Kitchen has granite counters, tile backsplash, engineered tile floor, extra cabinets & counters w/mini fridge, ss appliances, skylight & convenient laundry closet. Enclosed back porch. Open front porch facing East is a perfect spot to enjoy the morning sun. Club house for socializing. complex is located a few short minutes to shopping, restaurants, library major hwys & Monroe's Wolfe Park & Great Hollow Lake. Enjoy the holidays in this comfortable condo.

51 Highland Dr Unit 51, Monroe
$365,000
2 Beds ⋅ 1 Baths ⋅ 24182222 MLS
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 beautifully updated kitchen with granite countertops, modern finishes, and a functional layout that maximizes every square foot. Natural light fills the living spaces, creating a warm and inviting atmosphere throughout. The expansive lot provides ample room for an addition, outdoor entertaining areas or future enhancements to suit your lifestyle. Whether you're a first-time buyer, builder, or someone looking for a property with room to grow, this is a rare opportunity to secure acreage, location, and future potential in one package.

277 Spring Hill Rd, Monroe
$365,000
1 Beds ⋅ 3 Baths ⋅ 24046990 MLS ⋅ High Meadows BLDG.
Welcome to your sought-after a 55+ community in Monroe. Ct. (eastern Fairfield County). This charming condo is the perfect blend of comfort, convenience, and natural beauty, designed for easy one-level living. The main level has hardwood floors in the living room and dining room. A spacious primary bedroom with walk in closet and full bath. The spacious kitchen with bright sunlight from the skylight and windows. A second floor spacious room for guests, office or gym. Additionally a lower level family room with full bath great for entertaining. You can start your day enjoying your morning coffee on your covered front porch or enjoy the peaceful backyard on your private deck. Enjoy walking the grounds of the community and join neighbors in the clubhouse for social events. SO much open space, club house, close to restaurants, retail, Housatonic River, vineyards, short drive to I 84, I 95.

37 Highland Dr Unit 37, Monroe
$365,000
1 Beds ⋅ 2 Baths ⋅ 24071686 MLS ⋅ Northbrook Of Monroe BLDG.
Desirable Northbrook condo just waiting for your personal touch. This inviting home boasts an open floor plan featuring a spacious living room/dining room combination, complete with a skylight and sliders. Enjoy the warmth of the fireplace on those cool evenings or walk out the sliders to your deck and look out over the park-like grounds. The main bedroom comes with spacious double closets and its own full bathroom. The den or second bedroom offers flexibility to suit your lifestyle needs, along with a second full guest bathroom. The kitchen, with its large pantry, also features an eat in area for your dining enjoyment. The full unfinished basement with an attached one-car garage access can be easily transformed into additional living space if needed or used for its ample storage. Northbrook offers wonderful amenities including two inground pools, tennis and pickleball courts, and a community clubhouse. The complex also has beautiful walking trails, bridges, and a gazebo for residents to enjoy. Conveniently located off Main Street in Monroe, this home is close to shopping, dining and easy highway access. Don't miss out on the opportunity to make this condo your own!

6 Blackstone Rd Unit 6, Monroe
$365,000
3 Beds ⋅ 2 Baths ⋅ 24111883 MLS
House was gutted for Renovation and now the owner says sell. Ideal for a contractor, investor, or end user with vision, the property offers over 1,750 SF of living space, 3 bedrooms, 2 baths, and a detached shed. The setting is quiet and picturesque, a few houses away from the Wolf Park, Close to shopping and conveniences. Sold strictly as-is. Cash or construction financing required.

395 Cross Hill Rd, Monroe
$362,000
1 Beds ⋅ 2 Baths ⋅ 24117997 MLS ⋅ High Meadows BLDG.
Welcome to High Meadows! Monroe's 55+ Community! Ideally, it is located only minutes from shopping, restaurants, recreation, Lake Zoar, and more. Don't miss the chance to make this your own airy, light-filled space in Monroe's quiet and active community. The large Main Level features Living Room, Kitchen, Dining Room, Bedroom Suite with full bathroom, Powder Room and Laundry. Walk from your kitchen to a relaxing deck with private views for year-round enjoyment and entertainment. Or sit on your front porch and enjoy the neighborhood. The roomy lower level is partially finished for extra living space. Subject to probate.

154 Highland Dr Unit 154, Monroe
$361,000
2 Beds ⋅ 2 Baths ⋅ 170623824 MLS ⋅ High Meadows BLDG.
Ready for an easy, breezy one-level lifestyle in a quiet, active, 55+ community? Whether for yourself or a loved one, don't miss the opportunity to make this pristine, light-filled home in Monroe's lovely High Meadows neighborhood your own! Enjoy complete no-step living on the Main Level featuring a sky-lit Living Room, Dining Room, Primary Bedroom Suite, sunny Eat-in Kitchen AND Laundry. The indoor/outdoor flow expands the floorplan to include TWO nice-sized, covered porches with private views for year-round lounging and warm-weather al fresco dining! More optional living space awaits your particular needs in the beautifully finished, 800 sq ft upper level Bedroom or Den with separate heating zone, two skylights and composite wood flooring...perfect for visitors, caregivers, or even a private home office or craft room. If you are down-sizing from a larger home and need storage space for your lifelong treasures, you will love the 1100 sq ft unfinished, dry basement offering loads of options as is or can be finished for more living space if desired. The HVAC system was replaced in 2022. Attractive accessibility features include a modified tub in the Primary Bath and dual hand rails to the upper level and basement as well as to the attached garage. Come and see for yourself the quality, convenience and comfort to enjoy now and for years to come at 55 Highland Dr. Just minutes to shopping, Wolfe Park recreation, restaurants, Lake Zoar & more. Check it out and fall in love!!

55 Highland Dr Unit 55, Monroe
$360,000
2 Beds ⋅ 3 Baths ⋅ 24149983 MLS ⋅ High Meadows BLDG.
Welcome to this beautifully updated home in a premier over-55 community in Monroe. Enter through the classic front porch or the one car garage for convenience into the main level featuring stylish and durable new laminate flooring, high ceilings, a bedroom with an ensuite bath and walk in closet and a kitchen equipped with a newer stove. Entertain or just relax in the open dining and living rooms rooms where elegance meets comfort. For ultimate convenience, the stackable washer and dryer have been relocated to the upper level. The enclosed porch has been refreshed with new carpeting, wainscoting and new chandelier providing a perfect spot for relaxation. The versatile walk-out lower level offers significant additional space with 615sf of it finished with another bedroom, rec room, wet bar, full bathroom, cedar closet, and ample unfinished area for storage. Residents also enjoy access to the community clubhouse and local amenities.

3 Behrens Ter Unit 3, Monroe
$360,000
3 Beds ⋅ 1 Baths ⋅ 170593680 MLS
Now is your chance! Own this lovely, convenient Cape on a quaint, off the main road cul de sac. Enjoyably chat away the evening with your guests or simply relax in spacious living areas with large windows to enjoy the views. The private and level .43 acres of this picture-perfect home are adorned by stone walls and boarded by neighboring wooded acreage-All which blend seamlessly into the peaceful and serene landscape. The home’s appeal starts from the curb which is introduced by lovely white fencing and an inviting front porch. Inside boasts a cathedral ceiling, hardwood floors, and consists of a spacious foyer, cozy living room, and a dining area. The cheery eat-in-kitchen with breakfast bar is accessible from the dining room and the hallway for convenience and flow. The primary bedroom is located on the main floor and offers access to the uniquely wonderful backyard space and spacious patio. A large full bath with laundry and ample closet space complete this level. Upstairs are two additional bedrooms-One boasts a large walk-in closet and access to additional attic storage. A third bonus room can be utilized for a variety of purposes. Enjoy all that Monroe has to offer with this ideal location near award-winning school system, parks, lake, pool, tennis, Rails to Trails, and convenience to train station and major routes. Other features: detached garage, skylights.

27 Knollwood St, Monroe
$360,000
2 Beds ⋅ 1 Baths ⋅ 24047702 MLS
Great entry level in Monroe with much potential. per taxes assessment record was 3 Bedrooms, couple open walls for open room living. Situated on border of 3 towns (Monroe, Trumbull, Shelton.) Combine acres-1.71 acr. Perfect for addition to existing home/renovation where immediate neighborhood is at much higher price To be SOLD AS-IS Where IS.

11 Elm St, Monroe
$360,000
1 Beds ⋅ 2 Baths ⋅ 24072417 MLS ⋅ High Meadows BLDG.
Welcome to 142 Highland Drive, offering the perfect blend of comfort and convenience! Nestled in a desirable 55+ community, this beautifully maintained home features a first-floor primary suite, providing ease of living with no need to climb stairs. Step inside to find updated flooring throughout, creating a fresh and modern feel. The spacious living and dining areas flow seamlessly, ideal for entertaining or relaxing. The well-appointed kitchen offers ample cabinet space and overlooks the inviting living space. One of the standout features of this home is the large finished lower level, perfect for a media room, home office, or guest space, complete with a full bath for added convenience. Newer mechanicals ensure efficiency and peace of mind, while the main-level laundry adds to the effortless lifestyle. Enjoy all the benefits of condo living with low-maintenance exteriors and a prime location close to shopping, dining, and commuter routes. Don't miss this incredible opportunity-schedule your showing today! **BEST & FINAL DUE 9AM SATURDAY 2/22**

142 Highland Dr Unit 142, Monroe
$358,000
2 Beds ⋅ 2 Baths ⋅ 24091782 MLS ⋅ The Hills Of Monroe BLDG.
Welcome to the Hills of Monroe. This beautiful upper level ranch unit was recently remodeled and shows like a model. Absolutely move in. It has the convenience of an over-sized garage, basement storage and "in-unit" laundry. Kitchen and baths are tastefully up to date, Bedrooms are large. Primary bedroom has a walk-in closet and ensuite full bath. The living room is spacious and features a wood burning fireplace. The dining room is perfect for entertaining and has access to a pretty sunporch balcony. The complex boasts a beautiful inground pool and pickleball / tennis area. The convenience of this location is excellent for commuters, shopping, etc. You're going to love it! Please read agent to agent remarks prior to submitting an offer.

103 D Wenover R Unit D, Monroe
$358,000
2 Beds ⋅ 3 Baths ⋅ 24036892 MLS ⋅ Northbrook Of Monroe BLDG.
REDUCED for QUICK SALE. Desirable Northbrook Condo in resort-like natural setting. Spacious 3 level townhouse w/2k+ Sqft on a cul-de-sac. Includes 2 pools, tennis, clubhouse, walking trails, lakes and pet friendly. ONE LEVEL OF SPACIOUS LIVING! Wide tiled entrance w closet. The accommodating main floor has a coveted 1st fl vast primary bedroom and en-suite bthrm w/ plenty of closets. Laundry on the main floor also. Illustrious XL kitchen w/ enough room for a sizable table, center island or both a table and small office. The D/R has H/W plank floors leading into the vaulted L/R w skylight and F/P. Stroll out from the L/R onto the broad screened-in porch to set up your outdoor living area and host your entertaining guests comfortably. A 1/2 bath completes 1st fl. The upper level w/hallway of closets, has a second large room and a sunny full bathroom w/shower and skylight. Attic pulldown also. Lower level provides addtl valuable open space. The windowed area is perfect for a FamRm, playroom, or can be sectioned off into smaller areas for an office, gym or glass wine cellar. A separate cellar has a addtl open storage space and workshop. The lower level is also readily accessible thru the garage. The home has a NEW H/W HEATER and desirable Central A/C. Convenient to highways, golf, shops, dining and country farms. In the center of it all, yet privately tucked away. Bring your personal touch and enjoy the 151 acre lush priv community w/ bridges, gazebos, lakes and walking trails.

15 Boulder Ridge Rd Unit 15, Monroe
$355,000
1 Beds ⋅ 3 Baths ⋅ 24023853 MLS ⋅ Northbrook Of Monroe BLDG.
Savvy buyers will appreciate the opportunity to own this townhome in the coveted Northbrook community, showcasing picturesque rolling hills and natural surroundings. Strategically positioned on a quiet cul-de-sac, this 3-level townhouse features a thoughtfully designed kitchen with abundant counter space and cabinetry for culinary enthusiasts. The dining room is distinguished by a cathedral beamed ceiling and flows effortlessly into the expansive living room, highlighting a wood burning fireplace, skylight and sliders leading to a spacious deck with rear yard views. The main level also features a well-appointed primary bedroom suite and a convenient half bath and laundry closet. The upper level offers a versatile 'bonus' room, complete with a full bath and skylight, providing flexible usage options, along with easily accessible attic storage. The lower level presents additional finished space, storage, and garage access. Northbrook offers a spacious 151-acre property with multiple recreational facilities, including two swimming pools, tennis courts, clubhouse, and walking trails. Located near bike trails, Wolfe Park, shopping centers, and major highways, Northbrook provides easy access to various activities and transportation options while maintaining a country atmosphere. Come Take A Look!

6 Wildflower Ln Unit #6, Monroe
$355,000
2 Beds ⋅ 2 Baths ⋅ 170591678 MLS ⋅ High Meadows BLDG.
Welcome to High Meadows! Monroe's 55+ Community is located on the Eastern edge of Connecticut's Fairfield County! Miles away from the Housatonic River's historic Stevenson Dam. Short drive to the NY border 23 miles+/- of Brewster on CT-I-84 and only 46 miles +/- I-95. This is an END-UNIT 1 Bedroom with 1.5 bathroom condo that hasn’t hit the market in over 20 years! Additional finished upper and lower levels with mechanical room for plenty of storage/workshop space. Washer and dryer on the main floor. Attached 1 car garage with additional parking. Clubhouse. Close to restaurants, entertainment, family farms/wine vineyards, ice cream shops, retail/food shopping, health care facilities/gyms and so much more! Come live in Monroe - a small town with New England charm!

53 Highland Dr, Monroe
$355,000
1 Beds ⋅ 3 Baths ⋅ 170619809 MLS ⋅ High Meadow BLDG.
Tastefully updated end unit in desirable High Meadow, a 55+ community in Monroe. Ct. (eastern Fairfield County). SO much open space, club house, close to restaurants, retail, Housatonic River, vineyards, short drive to I 84, I 95. This unit shows like new!!! Updated Kitchen with granite, newer appliances, coffee nook leads to enclosed porch with newer carpet and replacement windows. Newer laminate flooring on the main level and loft/attic (unheated). LR/great room has soaring cathedral ceiling with skylite, bow window, open stairway to usable loft and open to DR, updated Kitchen and half bath as well as entrance to Primary main level BR. Walk-in closet has beautiful built-ins and full bath has been freshened. . Newly epoxied garage floor in attached garage which accesses hallway to main level and finished lower level. Heated / cooled den and office, a bath and plenty of storage round out the Lower Level of this great unit. Live on the refreshed main level, storage/crafting possible in upper level/loft, storage/lounge/office in lower level.

29 Highland Dr Unit 29, Monroe
$355,000
1 Beds ⋅ 3 Baths ⋅ 24048330 MLS ⋅ High Meadows BLDG.
Welcome to High Meadows, a beautifully maintained 55+ condo community in peaceful Monroe, CT. This bright and meticulously kept townhome offers the luxury of low stair, maintenance-free living, designed for those seeking ease and comfort. The main living area boasts vaulted ceilings and skylights, bathing the space in natural light and creating an open, airy feel. First floor highlights include an oversized living room, updated powder room, primary bedroom with en suite bath, spacious dining room, eat in kitchen and your choice to unwind on the covered front porch or inviting three-season sunroom out back. You'll appreciate the convenience of your attached garage with additional driveway parking plus in unit washer and dryer. The flexible floor plan includes a total of 2.5 baths and a private lower level, providing an ideal space for guests, hobbies, WFH and/or storage. Currently accessed via drop down stairs, the attic space provides room for additional storage or can be easily renovated, like other units in the complex, to add even more usable square footage. Offering a perfect blend of practicality, charm, value and carefree living, this townhome is a great opportunity for anyone seeking out a move in ready home in a well kept community.

78 Highland Dr Unit 78, Monroe
$355,000
2 Beds ⋅ 2 Baths ⋅ 170577769 MLS ⋅ The Hills Of Monroe BLDG.
Sought after sun-filled FIRST floor Ranch unit (no stairs at all!) overlooking private wooded setting in the Hills of Monroe! Generously sized primary bedroom with full bath and large walk-in closet. Additional bedroom plus another full bath. Laundry in-unit. Eat-in Kitchen with new stainless appliances and gas range, dining room with door to back deck and spacious living room with wood burning fireplace. Charming back deck to enjoy your morning coffee. Foyer with large coat closet when you enter. All new Andersen windows and doors (2017), new furnace (2018), new hot water heater (2020), new central air (2020) and newer washer (2016). All new stainless kitchen appliances and custom window blinds throughout. Attached 1-car garage in the same building with interior access. Storage unit in Building 209 right next door. Pool, Tennis and Pickle Ball right in the complex! Great commuter location and close to so many amenities!

207 Windgate Cir Unit B, Monroe

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.