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34 Lynn Dr, Monroe
$635,000
4 Beds ⋅ 2 Baths ⋅ 24169400 MLS
Sun-drenched and full of charm, this beautifully maintained 4-bedroom oversized Cape is set on a stunning acre of park-like property, offering the perfect blend of comfort, space, and natural beauty. From the moment you arrive, you'll appreciate the serene setting, complete with sweeping lawn, mature trees, and breathtaking sunset views. Inside, the home features a flexible and inviting layout designed for today's lifestyle. The spacious living room and formal dining room showcase gleaming hardwood floors and abundant natural light, creating a warm and welcoming atmosphere for everyday living and entertaining. A sought-after first-floor bedroom suite provides convenience and privacy, ideal for guests or multi-generational living. The heart of the home includes a cozy family room with custom built-ins, perfect for relaxing or gathering. A dedicated first-floor study offers the ideal work-from-home space and features direct access to a screened-in porch-your own private retreat overlooking the tranquil backyard. Step outside and unwind in the peaceful, picturesque setting, where the expansive yard invites outdoor enjoyment, gardening, or simply soaking in the incredible sunsets that make this property truly special. With generous living space, versatile rooms, and a setting that feels like your own private oasis, this home is a rare opportunity you won't want to miss. Almost 2000 Sq FT. and the Roof is only 4 years old. Subject To Sellers Finding Suitable Housing

34 Lynn Dr, Monroe
395 Cross Hill Rd, Monroe
$630,000
4 Beds ⋅ 3 Baths ⋅ 24164925 MLS
A completely reimagined New England traditional, this fully renovated 4-bedroom, 2.5-bath residence offers the perfect blend of classic charm and suburban tranquility. Set on a beautifully level one-acre property, the home provides an exceptional setting for both everyday living and entertaining. Inside, an open circular main level layout connects the kitchen seamlessly to the dining area and living room, with a main level primary suite, dedicated office/flex space, a full bathroom and powder room. The second level provides 3 additional bedrooms, full bathroom and laundry room for today's modern conveniences. The home showcases brand-new hardwood floors throughout, beautifully renovated kitchen and bathrooms, and thoughtfully selected finishes that elevate every room. Extensive upgrades ensure peace of mind, including new windows, new roof, new septic system, new water line connection to city, new mechanical systems (including main exterior electrical service), central air, and a newly installed driveway. This home offers the perfect balance of sophistication and the timeless character that defines New England living. Close to shopping, route 25 and local restaurants. Schedule your tour today!

395 Cross Hill Rd, Monroe
24 Old Fawn Hill Rd, Monroe
$625,000
5 Beds ⋅ 3 Baths ⋅ 24196662 MLS
Some renovations are cosmetic. This one is the real deal. Welcome to 24 Old Fawn Hill Road, a completely transformed 5-bedroom, 3-bathroom Colonial set on 2.3 private acres in one of Monroe's most desirable neighborhoods. Thoughtfully renovated throughout, kitchen, baths, flooring, and more, the bones of this home are solid and the updates are all already done, leaving the next owner a fantastic canvas to make their own. The kitchen is a standout, featuring white shaker cabinets, subway tile backsplash, a large center island, and stainless steel appliances, open, bright, and built for the way people actually live. The main level also offers a full bath and bedroom. A fireplace anchors the living area, and natural light pours in throughout. Upstairs, four generously sized bedrooms include a primary suite with walk-in closet and a spa-like bath featuring a tiled walk-in shower, and double vanity. A conveniently located second floor laundry rounds out the upper level. Set on 2.3 acres with lush, private surroundings, this is a fantastic opportunity to own a renovated Colonial in Monroe at a great value. Come see it for yourself.

24 Old Fawn Hill Rd, Monroe
835 Monroe Tpke, Monroe
$620,000
4 Beds ⋅ 4 Baths ⋅ 24143075 MLS
HIGHEST AND BEST OFFERS, DEADLINE MONDAY 6/8/26. 5 PM Set on 4.8 acres of level, private land in Monroe's highly sought-after Historic District, this distinctive 4-bedroom, 4-bath residence presents a rare opportunity to restore and personalize a truly special property rich in character, space, and potential. A long, tree-lined driveway leads to the home, which is gracefully set far back from the road behind classic stone walls and a picturesque pond, creating a peaceful estate-like setting. A striking two-story covered front porch supported by four grand pillars creates an impressive arrival and hints at the home's architectural appeal. Inside, the spacious layout was designed with both everyday living and entertaining in mind, featuring a welcoming living room with a wood-burning fireplace, a formal dining room with dramatic floor-to-ceiling windows overlooking the backyard, a generous eat-in kitchen, and a comfortable family room ideal for gatherings. The property's outdoor setting offers exceptional potential for creating a private retreat. The expansive backyard includes an in-ground pool and pool house, providing the foundation for an incredible entertaining space ready to be revitalized and enjoyed for years to come. The primary suite is privately situated on its own level and offers cathedral ceilings, skylights, a walk-in closet, and a full bath with whirlpool tub and separate shower. Bedrooms two and three each feature their own full baths and walk-in closets

835 Monroe Tpke, Monroe
19 Pequot Court, Unit 19, Monroe
$617,000
2 Beds ⋅ 2 Baths ⋅ 24164758 MLS
Welcome to this beautifully maintained true one-level living featuring 2 bedroom/2 bath and garage all on the same level. Great Oak Farm home located at the end of a tree lined cul-de-sac offering comfort, convenience and modern living. This spacious unit features an open concept layout kitchen with Quartz countertops, stainless steel appliances and hardwood floors with vaulted ceiling. The family room has French doors that open to a fabulous private screened in sunroom with a fan for added enjoyment. Master bedroom suite has a walk-in closet with California Closets & vaulted ceilings and an abundance of natural light creating a warm and inviting atmosphere throughout. The finished lower level offers additional space perfect for a family room or home office. Don't miss this opportunity!

19 Pequot Court, Unit 19, Monroe
113 Pepper St, Monroe
$615,000
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
9 Round Hill Dr, Monroe
$615,000
3 Beds ⋅ 2 Baths ⋅ 24161356 MLS
Welcome to this beautifully updated 3-bedroom, 2-bathroom ranch located on a private 1-acre lot in the heart of Monroe. Thoughtfully designed for single-level living, this home strikes the perfect balance of comfort, style, and upgrades. Step inside to find hardwood floors throughout and an updated kitchen with stainless steel appliances, granite countertops, and prep space. The dining room opens to a charming stone patio through sliding doors, creating a seamless indoor-outdoor experience perfect for al fresco dining. The home offers two distinct living spaces to suit every mood and occasion: a bright, light-filled living room that radiates warmth and openness, and a cozy wood-paneled family room anchored by a classic fireplace. A delightful 3-season room further extends your living space, offering a tranquil seating area to soak in the beauty of the surrounding property through every season. Peace of mind comes with a long list of major updates already completed: newer siding, an architectural shingle roof, a new oil tank, new water tank, new well pump, and added insulation throughout - so you can move in and simply enjoy.

9 Round Hill Dr, Monroe
108 Webb Cir, Monroe
$610,000
3 Beds ⋅ 2 Baths ⋅ 24163866 MLS
Welcome to 108 Webb Circle! Built in 1995 offering privacy and serenity, this beautifully maintained 3 bedroom 2 full bath raised ranch tucked away on a serene and private 3-acre lot! offers a blend of comfort, quality, and tranquility. Walking distance to Webb Mountain Park! A true escape from the everyday. Hickory hardwood floors flowing throughout both levels of the home, With walnut Inlays found on the main floor accented with beautiful crown moulding and trim work. This home extends to the outdoors. Trex deck invites you to relax, entertain, and unwind; With a hot tub, great for year-round enjoyment. Whether you're hosting a summer gathering or enjoying a quiet evening, this backyard leaves nothing else to desire. If you're a car enthusiast/hobbyist or you are looking for more storage space. This oversized 2 cars garage offers ample room for what will fit your lifestyle best. Climate comfort with efficient ductless mini-split AC systems upstairs and downstairs, providing a quiet and also comfortable environment. all within the award-winning Monroe school district, including Fawn Hollow Elementary and Masuk High School. Conveniently located off Route 111, you're just minutes from shopping, dining, and commuter routes yet perfectly secluded. Homes like this with acreage, upgrades, and this level of privacy don't come along often. Schedule your private showing today!

108 Webb Cir, Monroe
11 Greenwood Dr, Monroe
$602,000
3 Beds ⋅ 2 Baths ⋅ 24169768 MLS
Welcome to 11 Greenwood Drive in Monroe, a 3-bedroom, 2-bath ranch on a half-acre lot in a quiet neighborhood on the Trumbull line, with easy access to Route 25 and the Merritt Parkway, and minutes to shopping, Monroe's parks, and walking trails. 1,460 square feet of single-level living. The updated kitchen features quartz countertops, a tile backsplash, and a new range and microwave. Built-ins in the dining area provide added storage. The family room, just off the kitchen, includes additional custom-built-in cabinetry. Crown molding throughout. Hardwood floors in the living room, kitchen, and two bedrooms. French doors off the dining area open to a Mahogany deck overlooking a private backyard. The primary bedroom sits at the end of the hall and has its own updated full bath. Additional updates include a new central AC unit, an updated hall bath, and a fully redone crawlspace with new insulation, waterproofing, and a self-emptying dehumidifier. A full unfinished basement offers room to expand, and a dual-zone invisible fence is already in place for the front and back yards. Cobblestone-lined driveway. Closing date must be flexible.

11 Greenwood Dr, Monroe
40 Winthrop Pl, Monroe
$595,000
3 Beds ⋅ 3 Baths ⋅ 24169188 MLS
Nestled in one of Monroe's most desirable neighborhoods, this beautifully maintained raised ranch offers the perfect blend of comfort, style, and privacy. Set on a picturesque 1.19-acre lot, 40 Winthrop Place delivers over 2,200 square feet of thoughtfully designed living space with room to relax, entertain, and grow. Step inside to discover sun-filled interiors, gleaming hardwood floors, and a spacious open flow ideal for everyday living. The updated kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and a center island with breakfast bar seating-perfect for casual meals or gathering with guests. The main level offers generously sized bedrooms, updated baths, and inviting living and dining spaces designed for both comfort and function. French doors open to an expansive deck overlooking the private backyard, creating a seamless indoor-outdoor lifestyle ideal for summer entertaining, morning coffee, or peaceful evenings surrounded by nature. The finished lower level adds valuable flexible space for a family room, home office, gym, or playroom. A two-car garage, mature landscaping, and pride of ownership throughout complete the package. Located close to top-rated schools, parks, shopping, and commuter routes, this move-in-ready home is a rare opportunity to enjoy privacy and convenience in the heart of Monroe. Sellers are moving due to Job transfer. Highly motivated to sell.

40 Winthrop Pl, Monroe
17 Gray St, Monroe
$592,500
3 Beds ⋅ 2 Baths ⋅ 24187093 MLS
HIGHEST AND BEST BY THURSDAY, 7/2, BY 12:00! Experience single-level comfort in this tastefully updated, meticulously cared-for 3BD/2BTH Ranch on a tranquil, level 2-acre lot with sparkling in-ground pool! Perfectly located in Monroe's heart, minutes from all conveniences, this move-in-ready home invites you to simply unpack and relax. Inside, enjoy gleaming H/W floors, fresh paint, crown molding, new stone entry steps, front porch/deck, and a new ductless C/A system. A spacious heated/cooled sunroom with vaulted ceiling and tile floor overlooks the heated I/G pool, patio, 2-story pool shed, and serene backyard-ideal for gatherings! The sunroom flows into a remodeled EIK with SS appliances, granite counters, tile backsplash, and soft-close drawers. A bright, generous LR sits just off the kitchen. Three roomy BDs with ceiling fans and a remodeled BTH complete the main level. The newly carpeted LL adds 612 sqft with a large FR, plus a versatile room for office/gym/guest space, and a stunning new full BTH with radiant tile heat. Ample storage in the unfin LL with workbench, pull-down insulated attic, and extra shed. A peaceful pond graces the rear of the property. Circular driveway offers abundant parking. Vinyl siding, city water, septic, generator wiring. Survey/architectural plans included - great expansion potential! Top-rated Monroe schools. Minutes to shopping, highways, dining, parks, and nearby golf. Don't wait!

17 Gray St, Monroe
19 Crestwood Rd, Monroe
$590,000
4 Beds ⋅ 3 Baths ⋅ 24194477 MLS
Welcome to this wonderful 4 bedroom, 2.5 bath split level home nestled in one of Monroe's most desirable neighborhoods. Offering the perfect blend of comfort and functionality, this home features gleaming hardwood flooring throughout and an inviting layout designed for everyday living and entertaining. The heart of the home is the spectacular great room, highlighted by a soaring cathedral ceiling, stunning fireplace, and walls of windows that fill the space with an abundance of natural light. Sliding glass doors provide seamless access to the spacious deck, creating the perfect indoor-outdoor flow for gatherings or quiet evenings overlooking the level backyard. The well-designed floor plan offers generous living spaces, comfortable bedrooms, and plenty of room for today's lifestyle. Outside, the flat yard provides endless possibilities for recreation, gardening, or simply enjoying the outdoors. Conveniently located near Monroe's top-rated schools, parks, shopping, and commuter routes, this move-in ready home combines timeless charm with an exceptional setting. Don't miss the opportunity to make this bright, welcoming home your own.

19 Crestwood Rd, Monroe
602 Fan Hill Rd, Monroe
$590,000
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
312 Turkey Roost Rd, Monroe
$590,000
3 Beds ⋅ 2 Baths ⋅ 24160600 MLS
Tucked into the peaceful charm of Monroe, known for its scenic beauty and quiet lifestyle, this fully updated raised ranch delivers the perfect blend of comfort and style. Featuring 3 bedrooms and 2.5 bathrooms, the home welcomes you with a bright open floor plan and a spacious kitchen designed for both everyday living and entertaining. The main level flows effortlessly, creating an inviting space filled with natural light. Downstairs, the expansive family room offers a cozy retreat with one of two fireplaces, a wet bar, and custom built ins that add both character and function. This level also includes a standout half bath and a beautifully designed laundry room that elevates daily living. Additional highlights include an attached two car garage, a large deck ideal for gatherings, and a sprawling yard that offers space to relax or play. A fenced in garden adds a special touch for those who love outdoor living. This home combines modern updates with timeless appeal, all set in one of Monroe's most desirable and tranquil settings.

312 Turkey Roost Rd, Monroe
115 Williamsburg Dr, Monroe
$580,000
3 Beds ⋅ 3 Baths ⋅ 24168627 MLS
*BEST & FINAL OFFERS BY MON (4/27) AT 1PM.* Tucked away on a quiet cul-de-sac in desirable Monroe, this beautifully maintained 3-bedroom, 2.5-bath split-level home offers the perfect blend of comfort, functionality, and natural light. Thoughtfully designed with a flowing layout, the home features hardwood flooring throughout the main living areas and an abundance of windows that fill the space with sunlight. The main level provides a welcoming living room that seamlessly connects to the dining area and kitchen, creating an ideal setting for both everyday living and entertaining. The upper level offers three well proportioned bedrooms, including a primary suite with a private bath, while additional bedrooms share a full hall bath. The lower level adds valuable flexible living space, perfect for a family room, home office, or recreation area, along with a convenient half bath. Step outside to a fully fenced-in backyard, offering privacy and the perfect setting for outdoor enjoyment, pets, or gatherings. Additional highlights include public water, natural gas, and a prime location within one of Monroe's sought-after neighborhoods, close to local amenities, schools, and commuting routes. A wonderful opportunity to enjoy comfortable living in a peaceful setting.

115 Williamsburg Dr, Monroe
98 Osborn Ln, Monroe
$565,000
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
36 Spinning Wheel Rd, Monroe
$560,000
3 Beds ⋅ 3 Baths ⋅ 24144629 MLS
Discover this inviting 3-bed, 2.5-bath contemporary home located in the highly sought-after Whitney Farms neighborhood of Monroe. The spacious main level offers an open flow with a warm and welcoming wood-burning fireplace, perfect for relaxing or entertaining. A two-car garage provides excellent storage and easy everyday convenience. The upper level features a generously sized primary bedroom suite complete with a walk-in closet and full bath. Two additional bedrooms share a convenient Jack and Jill bathroom, offering both privacy and functionality. Outdoor enthusiasts will love the property's gardener's paradise, highlighted by established vegetable gardens, fruit trees and vibrant seasonal blooms that create color and interest throughout the year. A wonderful opportunity to own a bright, comfortable home surrounded by natural beauty in one of Monroe's most desirable and well-known neighborhoods.

36 Spinning Wheel Rd, Monroe
692 Elm St, Monroe
$555,000
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
104 Bart Rd, Monroe
$555,000
3 Beds ⋅ 1 Baths ⋅ 24187034 MLS
A move-in ready ranch offering comfortable living in a convenient Monroe location. This 3-bedroom, 1-bath home features a bright living room with a fireplace, an updated kitchen with stainless steel appliances, and a dining area ideal for everyday living and entertaining. Hardwood floors and central air add to the home's appeal. The partially finished lower level provides additional flexible living space perfect for a home office, recreation room, or gym. An attached two-car garage offers added convenience and storage. Situated on a level 0.46-acre lot with a deck overlooking the backyard, this property provides plenty of outdoor space for relaxing, gardening, or entertaining. Conveniently located near shopping, restaurants, parks, schools, and major commuter routes, this home offers the perfect combination of comfort and accessibility. Recent Updates Include: Central AC unit 2025, Refrigerator, Dishwasher, Oven, Microwave all new 2025, Water softener, Water heater, pH system, Well tank 2026, Well brought up to code 2026, Septic pumped May 2026, Kitchen sink & piping 2026, Shower faucet/showerhead replaced 2026, Pipes replaced from house to septic 2024. Schedule your showing today!

104 Bart Rd, Monroe
17 Woodlawn Rd, Monroe
$555,000
3 Beds ⋅ 3 Baths ⋅ 24184704 MLS
Curb appeal greets you with a beautifully landscaped circular driveway, creating a welcoming first impression the moment you pull in. Inside, this freshly painted home opens to a bright, well-designed layout with easy flow between living, dining, and gathering spaces. Rich hardwood floors and a cozy gas fireplace for those cold winter nights. A sun-drenched cathedral ceiling kitchen with a statement center island anchors the home, creating the perfect hub for entertaining. French doors extend the living space outdoors, offering over an acre of lush grounds for a peaceful retreat. Convenient main-level bedroom offers flexibility with direct deck access, inviting fresh air and natural light. The upper level includes two comfortably sized bedrooms and a full bathroom. The finished lower level adds versatile living space suited for a rec/playroom, fitness, home office, or extended-stay guests. Featuring a newer roof, city water, and a high-efficiency Navien heating system, the home provides both everyday comfort and peace of mind in a sought-after setting. With a prime location and award-winning schools, it's a standout opportunity for buyers seeking space and a move in ready feel. Home sold AS-IS

17 Woodlawn Rd, Monroe
16 Stillmeadow Cir Unit 16, Monroe
$555,000
2 Beds ⋅ 3 Baths ⋅ 24184594 MLS ⋅ Northbrook Of Monroe BLDG.
Welcome to 16 Stillmeadow Circle, a stunningly remodeled Northbrook condominium. This 2-bedroom, 2.5-bath home has been renovated with high-end finishes and modern conveniences throughout. The beautifully updated kitchen and living areas feature built-in ceiling speakers, creating the perfect atmosphere for entertaining guests or enjoying a relaxing evening at home. Integrated LED ceiling lighting adds warmth and ambiance throughout the space. There is also 4 zone heating and cooling. The spa-inspired bathrooms feature radiant heated floors, wall-mounted floating toilets for a sleek contemporary look and effortless cleaning, illuminated LED mirrors, bidet sprayers, and oversized designer tile extending to wainscot height for both style and easy maintenance. The welcoming foyer also features radiant heated flooring, adding a touch of luxury from the moment you enter. Upstairs, a unique attic-level seasonal wardrobe storage area provides valuable extra closet space. Step outside to your private deck overlooking serene grounds, complete with motorized privacy shades for comfort and seclusion. A fireplace, spacious living areas, attached garage, and access to Northbrook's sought-after amenities, including 2 pools and tennis/pickleball courts, complete the package. Professionally curated with magazine-worthy finishes throughout, this home blends luxury, function, and style in one of Monroe's most desirable communities. Come experience what makes this home truly special yourself!

16 Stillmeadow Cir Unit 16, Monroe
24 Webb Cir, Monroe
$550,000
3 Beds ⋅ 3 Baths ⋅ 24170533 MLS
This inviting 3 bedroom 3 full bathroom home is well maintained and set on a beautiful lot, offering space, privacy and a peaceful natural setting. Bright and sun filled living areas create a warm and welcoming atmosphere. The kitchen flows easily into the dining area and main living spaces. You will find a family room with vaulted ceilings and a pellet stove, with direct access to the rear deck and expansive yard, ideal for entertaining and everyday living. A cozy living room with large windows and fireplace provides additional gathering space. Abundant closets and storage are found throughout the home. Durable, easy to maintain LVP flooring runs throughout the main living areas. Additional highlights include an oversized attached two-car garage with interior access to a laundry/mudroom. Outside, enjoy a large, level backyard featuring a deck, patio, and fire pit, perfect for outdoor enjoyment. Agent related to seller.

24 Webb Cir, Monroe
39 Cottage St, Monroe
$540,000
3 Beds ⋅ 2 Baths ⋅ 24181333 MLS
This Lovely 3-bedroom, 2 Full Bath comes with 2,164 sq.ft. of Living Space. Gently nestled on a Beautifully Landscaped lot, this Ranch Style Home is perfect for your whole family. A separate Large Office space makes your commute just a few steps away if you work from home. Inside features a large open space concept with Terra Cotta Tile flowing throughout, a Sunny Living Room adjoining your stunning dining room, and Spacious Kitchen. A Large Family Room on the 2nd floor features a Giant Faux Stone Fireplace, with Beautifully Vaulted ceilings, Large Sprawling Beams above and Big Bright Windows make this a Great Space for an Entertainment Room. The Spacious Master Suite and Walk-In Closet with large Dressing Room is just Perfect. Two additional bedrooms are off the formal living room with walk through sliders to your own Private Deck. A Two-car attached garage for easy access into your home, plus one extra detached garage. This home also has two nice sized sheds for any storage needs. With 2 Updated Bathrooms, and 5-year-old Roof and Freshly Painted this Home is ready to Move In. Just Off Webb Circle. East Village

39 Cottage St, Monroe
223 Wheeler Rd, Monroe
$535,000
4 Beds ⋅ 2 Baths ⋅ 24178305 MLS
Monroe Center! A beautiful one level floor plan sited on flat 1.6 acreage with expansive lawn & garden areas, tall trees & matured landscaped borders which you will enjoy from the private rear deck, nature abounds! Lovingly maintained by its' long-term owners with a spacious addition for use as a primary or potential guest/in-law suite with adjacent full bath. The grade level 2 car oversized garage offers generous storage & easy one step access inside the home. Future expansion possibilities exist with the full, high ceiling basement! Truly a magnificent location within close proximity to all this charming community has to offer, including the nearby historic Monroe Town Green, Wheeler Library, Wolfe & Webb Mountain Parks for swimming, fishing, hiking, biking & more! A special offering to live and grown in. Agents, please see Agent Only Remarks.

223 Wheeler Rd, Monroe
5 Kensington Rd Unit 5, Monroe
$530,000
2 Beds ⋅ 3 Baths ⋅ 24160370 MLS ⋅ The Hills Of Monroe BLDG.
Welcome to 5 Kensington Road, a spacious 2,028-square-foot condo in the desirable Hills of Monroe community. This inviting home features 6 well-designed rooms, including 2 comfortable bedrooms and 2.5 baths. The living space is highlighted by a family room with stunning vaulted ceilings and a cozy fireplace, creating a warm and welcoming atmosphere. While the unit offers ample space and a great layout, it also presents an excellent opportunity for personalization and updates. The kitchen and appliances, while functional, are ready for a modern touch. In addition, the condo includes a generous 1,500-square-foot unfinished basement, perfect for customization, as well as an attached two-car garage and a very spacious rear deck off the kitchen, ideal for outdoor entertaining. Residents of the Hills of Monroe enjoy exclusive amenities, including a pool, clubhouse, and more, ensuring a vibrant and comfortable lifestyle. The Seller must comply with HUD Guidlines 24 CFR 206.125 https://homepath.fanniemae.com/property-detail/07ee4487-381a-448b-bd55-62ec12a61993

5 Kensington Rd Unit 5, Monroe
33 Ryegate Ter, Monroe
$530,000
4 Beds ⋅ 3 Baths ⋅ 24159301 MLS
Set on 1.26 acres in a convenient central Monroe location, this 2,120 sq ft Split Level home with In-law apartment offers a spacious layout and excellent potential for the next owner to update and make it their own. The main living area features an open floor plan with cathedral ceilings, recessed lighting, and a bay window in the living room that fills the space with natural light. A fireplace anchors the living room and can be enjoyed from the adjoining kitchen and dining area. The dining room includes a slider to a large deck overlooking the backyard, providing great indoor-outdoor flow. Just a few steps up are 3 bedrooms, including a primary bedroom with direct access to the full bath, which also serves the other bedrooms. A few steps down from the main living area is the family room with tile flooring and a half bath, the laundry closet and access to the in-law apartment with its own living room, eat-in kitchen, bedroom, and full bathroom, offering flexible living arrangements for extended family or guests. Additional features include a solar system to offset heating costs, a 2-car attached garage, and a garden storage shed with overhead door, ideal for lawn equipment. With a desirable location, generous living space, and flexible layout, this home presents a great opportunity for buyers looking to add their own updates and personal touches.

33 Ryegate Ter, Monroe
87 Jockey Hollow Rd, Monroe
$520,000
4 Beds ⋅ 3 Baths ⋅ 24195196 MLS
Welcome to 87 Jockey Hollow Road, a wonderful opportunity to own a charming home in one of Monroe's most desirable neighborhoods. Lovingly cared for over the years, this home reflects true pride of ownership and offers the perfect canvas for its next owner to make it their own. While some cosmetic updates and TLC will enhance its full potential, the home features a functional layout, generous living spaces, and a warm, welcoming atmosphere that has been enjoyed for years. Set on a beautiful property with plenty of outdoor space, the yard offers endless possibilities for gardening, entertaining, or simply relaxing in a peaceful setting. Owner is deeded member of the lake association. You'll enjoy access to the lake and the unique lifestyle it offers, including swimming, kayaking, fishing, and enjoying the natural beauty of the community. Located in the award-winning Monroe school district and just minutes from shopping, restaurants, parks, and major commuter routes, this home combines everyday convenience with the tranquility of suburban living. Whether you're looking to personalize your forever home or invest in a property with tremendous potential, this is an exceptional opportunity to build equity in a highly desirable location. Don't miss your chance to bring your vision and make this special property your own. Property SOLD AS-IS.

87 Jockey Hollow Rd, Monroe
1240 Monroe Tpke, Monroe
$520,000
3 Beds ⋅ 2 Baths ⋅ 24168971 MLS
Welcome to this adorable Cape set on a beautiful 2.80-acre property in a great commuter location! This charming home features 3 bedrooms and 2 full baths, with a flexible layout that lives like a 4-bedroom or offers the perfect option for a home office. The main level includes an eat-in kitchen, a spacious living room, a bedroom, and a full bath. The second floor offers two generously sized bedrooms and a full bathroom conveniently located in the hallway. Recent updates include a freshly painted interior, refinished main-level hardwood floors, new front stairs, vinyl siding, a whole-house generator, and a brand-new propane furnace. Complete with a 1-car garage, this move-in-ready home is full of potential. Conveniently located minutes from schools, shopping, and major highways, this home truly checks all the boxes. Don't miss your chance to call this wonderful property home!

1240 Monroe Tpke, Monroe
37 Turkey Roost Rd, Monroe
$500,000
3 Beds ⋅ 2 Baths ⋅ 24172136 MLS
Move-in ready! This light-filled home offers an open floor plan with a stunning kitchen featuring quartz countertops, stacked stone backsplash, and stainless steel appliances, flowing into the living room with fireplace and dining area with sliders to a newly painted 12x27 deck overlooking a private, fenced-in backyard. Hardwood floors and recessed lighting throughout. Two beautifully remodeled baths, including a primary suite with private shower. Additional 650sf in finished lower level with second fireplace in the family room plus a versatile den-ideal for office or gym. Enjoy added value with a new roof and generator hookup for peace of mind. Belgium block-lined driveway and elegant entrance complete the curb appeal. Nothing to do but move right in! ***Please submit offers by Monday May, 11 by 12:00.***

37 Turkey Roost Rd, Monroe
12 Wrabel Cir Unit 12, Monroe
$494,500
2 Beds ⋅ 3 Baths ⋅ 24195198 MLS ⋅ Northbrook Of Monroe BLDG.
Welcome to Northbrook, one of Monroe's most desirable condominium communities. This exceptionally well-maintained, move-in ready townhouse offers a spacious open floor plan with vaulted ceilings, beautiful hardwood floors, and an updated kitchen. The inviting living room features a cozy fireplace and nearly floor-to-ceiling windows that showcase peaceful views of the pond and stream beyond. The adjacent screened porch provides another comfortable space to relax while enjoying the same scenic setting. The main-level primary bedroom suite offers convenience and privacy with a full bath, while the upper level features a second bedroom suite with its own full bathroom, making it ideal for guests or additional living space. The partially finished lower level provides flexible space for recreation, a home office, fitness area, or hobbies, along with a spacious storage room, utility room, and an attached one-car garage. Northbrook offers a park-like setting with beautifully maintained grounds, walking paths, gazebos, two in-ground swimming pools, tennis courts, and a clubhouse. Conveniently located near shopping, restaurants, parks, and major commuting routes, this home also benefits from Monroe's highly regarded public school system. A wonderful opportunity to enjoy low-maintenance living in a scenic community.

12 Wrabel Cir Unit 12, Monroe

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