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40 Mountain Road, Monroe
$4,950,000
858055 MLS
This assemblage of five (5) separate tax lots, in the Town of Monroe with residential/multi family zoning totaling 12.53+/-acres. Package includes: 1) 40 Mountain Rd., Monroe NY: SFR 4 bedrooms 2.5 baths 2,556 sq.ft. = 1.9 acres TAX ID: 332003.219.000-0001-006.000/0000 2) 10 Via Lipari, Monroe NY: SFR1 bedroom 1 bath Bungalow 640 sq.ft = .29 acres TAX ID: 332003.219.000-0001-007.000/0000 3) 15 Via Lipari, Monroe, NY: SFR 1 bedroom 1 bath Bungalow 1,129 sq.ft. = 5.7 acres TAX ID: 332003.219.000-0001-0014.000/0000 4) County Hwy 44, Monroe, NY vacant land = 4.00 acres TAX ID: 332003.219.000-0001-037.000/0000 NOTE: Lots 1-4 are contiguous. 5) 297 Seven Springs Mountain Rd. Monroe, NY (3 old structures) = .64 acres TAX ID: 332003.219.000-0001-0034.000/0000

40 Mountain Road, Monroe

32 Blanket Meadow Rd, Monroe
$1,650,000
4 Beds ⋅ 6 Baths ⋅ 24160074 MLS
* Highest and best due Friday 3/27 at 12PM. Once-in-a-lifetime opportunity for an iconic lux lifestyle! The chic interior space includes 4-5 bedrooms, 5.5 baths, and 6,223 square feet of custom-quality built living space. Architectural details: paneling, crown moldings, recessed lighting & hardwood flooring. The 1st Floor offers a striking eat-in-kitchen with large center island & breakfast nook. Large living room boasting a stone-faced gas fireplace, custom built-ins and a coffered ceiling. Stunning large formal dining room & wet bar. Main level office. Mudroom & walk-in pantry with Subzero wine storage with refrigerator drawers. The 2nd floor features 4 spacious bedrooms including a luxurious primary suite with his-and-her walk-in closets, a custom-tiled shower, double sinks, & soaking tub. The walk-up finished attic serves as the 5th bedroom, complete with its own private full bath & walk in closet. Finished lower level with home gym, rec room, full bath and movie night just got an upgrade with a professional-grade cinema experience! Exterior features include a heated, in-ground saltwater pool with an outdoor kitchen. Three-car garage with EV charger. Professionally landscaped yard. Whole house generator, underground utilities, & irrigation system. The perfect location with schools, shopping & highways minutes away. This home checks all the boxes, don't miss your chance to call 32 Blanket Meadow home!

32 Blanket Meadow Rd, Monroe

91 Wheeler Rd, Monroe
$1,499,000
4 Beds ⋅ 4 Baths ⋅ 24125791 MLS
New Construction!!! Welcome to this stunning, modern European-inspired colonial home. Situated on 2.2 acres of land with 4,000 square feet of living space, plus an unfinished basement ready for customization. Features 4 spacious bedrooms & 3 1/2 bathrooms. Inside you will discover an open-concept layout that connects the kitchen, dining area & family room, all illuminated by natural light throughout. In addition, the kitchen has a large custom walk-in pantry. The family room features an electric fireplace & connects to an office room which has custom build-ins with an accent wood wall. The master suite features her-and-his separate walk-in custom closets & a large bathroom w/ closed off powder room. 2 of the bedrooms share a jack & jill style bathroom, while the 3rd bedroom has a private bathroom. Also located on the 2nd FL for convenience, a large laundry room w/ sink & storage. Additional features include a mudroom, ample storage throughout the house, a 3-car garage & a large patio in the back perfect for entertaining. Throughout the house you will discover exquisite custom woodwork & wide, oak hardwood flooring. This home is energy efficient as it has spray foam insulation throughout and high-performance European windows, doors and garage doors. The acres give you an opportunity for a future pool, an in-law addition. Built with care & thoughtfulness, combining comfort, space and style to create a beautiful unique home!

91 Wheeler Rd, Monroe

50 Southfield Falls, Monroe
$1,405,000
5 Beds ⋅ 3 Baths ⋅ 960385 MLS
Every detail exudes luxury! Step into this stunning new colonial masterpiece and make it yours today. Behind the key lies over 3,700 sqft of exquisite craftsmanship, offering beauty and comfort in every corner. The grand foyer opens to a formal dining room that flows seamlessly into a bright, elegant living area — perfect for gatherings and relaxation. Continue into the spacious gourmet kitchen featuring abundant cabinetry, generous counter space, and a convenient island for culinary inspiration. Adjacent to the kitchen, a sophisticated sunroom invites you to soak in natural light year-round, with sliding glass doors leading to a magnificent deck overlooking tranquil scenery. On the main level, you’ll also find a private study and a half bath for ease and functionality. Every inch of this home was thoughtfully designed with the future homeowner in mind. Upstairs, unwind in the luxurious primary suite, highlighted by cathedral ceilings, a private balcony, a spa-like bath, and a large walk-in closet. The additional five bedrooms are bright and airy, each showcasing abundant natural light. A bonus unfinished room of 3769 sqft offers endless potential for customization. Completing the upper level are two full baths and a spacious laundry room.The walk-out basement, offering over 2,000 sqft of unfinished space, presents limitless possibilities — from additional living areas to a home theater or gym.Additional features include a separate mud entry, attached garage, second kitchen, ample recessed lighting, and an abundance of oversized windows filling the home with sunlight.This spectacular residence at 50 Southfield Falls is a rare gem — a perfect blend of elegance, comfort, and modern convenience. Don’t wait — claim your dream home today!

50 Southfield Falls, Monroe

76 Mustang Dr, Monroe
$1,378,000
5 Beds ⋅ 6 Baths ⋅ 24174649 MLS
Set on beautifully manicured grounds in one of Monroe's premier neighborhoods, this exceptional Colonial showcases refined craftsmanship, grand scale, and resort-style amenities throughout. A dramatic two-story entry with sweeping staircase and elegant architectural details sets the tone for the sophisticated interior. Rich hardwood flooring, soaring ceilings, and expansive sun-filled living spaces create an atmosphere that is both luxurious and inviting. The stunning gourmet kitchen has been redesigned with custom cabinetry, premium quartzite countertops, top-tier stainless steel appliances including Sub-Zero and Wolf, an oversized center island, walk-in pantry, and designer lighting throughout. The kitchen flows seamlessly into the impressive family room featuring soaring ceilings, a statement fireplace, and oversized windows overlooking the private backyard retreat. Formal living and dining rooms provide the perfect setting for entertaining, while a main-level office and 5th bedroom offer flexibility for today's lifestyle. The upper level features 4 spacious bedrooms, including an elegant primary suite with dual walk-in closets and a spa-inspired bath. Additional bathrooms feature upscale finishes and radiant heated flooring. The finished lower level offers exceptional bonus space including a home theater, fitness area, recreation room, full bath, and abundant storage.

76 Mustang Dr, Monroe

28 Rodeo Dr, Monroe
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 24167726 MLS
Once-in-a-lifetime opportunity to own an iconic luxury lifestyle in this farmhouse-chic Colonial, privately set on a cul-de-sac. This exceptional home offers 4 bedrooms, 3.5 baths, an impressive 4.5 car garage & 4154 sq.ft. of custom living space on the main level plus an additional 1100 sq ft on the finished lower level. The updated eat-in kitchen is the heart of the home, featuring a center island, new high-end stainless steel appliances, quartz countertops, breakfast nook & access to an oversized deck. The spacious family room is centered around a beautiful fireplace while the main-level living room, office & laundry room add both comfort & convenience. A standout Great Room impresses with soaring ceilings, floor-to-ceiling fieldstone fireplace, wood ceilings & a library nook. Upstairs the 2nd level offers 4 generously sized bedrooms including a luxurious primary suite with a custom tiled shower, double vanity & soaking tub. The finished lower level includes a family room, full bath & state-of-the-art theater that will make movie nights at home your new favorite tradition. A slider leads directly to a backyard oasis with patio and heated, in-ground pool & outdoor bar, perfect for entertaining, while the professionally landscaped yard is complemented by an irrigation system and whole-house generator hookup. Conveniently located minutes from schools, shopping & major highways, this home truly checks all the boxes. Don't miss your chance to call 28 Rodeo Drive home!

28 Rodeo Dr, Monroe

18 Pullman Route, Monroe
$1,350,000
6 Beds ⋅ 6 Baths ⋅ 862666 MLS
Unparalleled Future Luxury in Woodbury Junction. Welcome to your future dream home in the prestigious Woodbury Junction! This to-be-built, almost 4000 sq ft colonial-style residence offers wall-to-wall quality and top-notch finishes. Upon completion, you will be greeted by a grand foyer leading to an elegant dining room that is open to a spacious living room. Imagine an expansive kitchen loaded with counter space, cabinetry, and a central island perfect for all your culinary delights. The sophisticated sunroom off the kitchen will invite you to enjoy sunlight year-round, while sliding glass doors will open to a majestic deck with serene views. The first level will also feature a comfortable study and a half bath for your convenience. Every inch of the home will be utilized with the future homeowner in mind. As you head upstairs, you will be enveloped in a haven of coziness and style. The master suite will include a cathedral ceiling, private master deck, full bath, and walk-in closet. Five additional airy bedrooms with large, sun-filled windows will provide ample living space. Two of these bedrooms will have private full bathrooms, ideal for guests and family, while the second floor will also include another full bath and a practical, large laundry room. The additional 2,000+ sq ft unfinished walk-out basement will offer limitless potential. The home will be enhanced with amenities such as a separate mudroom entry, an attached single-car garage, a second kitchen, numerous spotlights, abundant windows, and 24x48 tiles in the foyer. Located at 26 Pullman Rte, this extraordinary to-be-built home offers unparalleled future luxury, comfort, and convenience. Don't miss the opportunity to make it your own! Additional Information: ParkingFeatures:1 Car Attached,

18 Pullman Route, Monroe

41 Crown View Dr, Monroe
$1,290,000
5 Beds ⋅ 4 Baths ⋅ 24161127 MLS
Welcome to a truly exceptional new construction home set in a beautiful Monroe neighborhood-where thoughtful design, craftsmanship, and setting come together seamlessly. Offering 3,600 square feet above grade, this is not your typical new build. Every detail has been carefully curated to create a one-of-a-kind home. Set on 2.4 acres with sweeping, tree-lined views, expansive windows flood the space with natural light while perfectly framing the landscape. The kitchen is a true centerpiece, featuring an oversized island, abundant custom cabinetry, striking gold accents, and a commercial-grade gas range. The open yet purposeful layout offers great flow while maintaining defined living spaces. The main level includes a home office or 5th bedroom and a custom mudroom with shiplap, built-ins, and bench seating. Upstairs offers three full bathrooms, a spacious laundry room, and a stunning primary suite with vaulted ceilings, private balcony, custom walk-in closet, and a spa-like bath with soaking tub, frameless glass shower, and detailed tile work. Outdoor living shines w/ expansive Trex decking and multiple access points. Curb appeal is elevated w/ intricate rooflines, accented siding, front porch, and metal roof details. The walk-out lower level offers high ceilings and future finishing potential. Energy-efficient new construction means low maintenance and long-term value. Set on a quiet street of comparable homes-compare, fall in love, and move in before Memorial Day!

41 Crown View Dr, Monroe

40 Southfield Falls, Monroe
$1,275,000
5 Beds ⋅ 3 Baths ⋅ 960190 MLS
*** A/O**** Experience refined living at its finest! This brand-new colonial-style home delivers over 3,700 square feet of exceptional design and craftsmanship. Every feature has been thoughtfully curated to provide both elegance and comfort. Step through the impressive entryway into a spacious foyer that opens to a formal dining area and a bright, inviting living room — perfect for entertaining or spending quiet evenings at home. The chef’s kitchen boasts extensive cabinetry, generous countertops, a large center island, and seamless access to a sunlit four-season room. From here, sliding glass doors lead to an expansive deck overlooking scenic surroundings — perfect for morning coffee or sunset gatherings. The first floor also includes a private office and a convenient half bath, balancing practicality with sophistication. Upstairs, retreat to your primary suite where vaulted ceilings, a private balcony, a spa-inspired bath, and a walk-in closet create the perfect sanctuary. Five additional bedrooms offer abundant natural light and space for family or guests. A flexible unfinished room of 385 sqft invites you to personalize it to your needs. Completing the upper level are two full baths and a large laundry room. The walk-out basement, spanning over 2,000 sqft, offers endless potential — ideal for a recreation room, workshop, or additional living space. Designed for modern convenience, this home also features a mud entry, attached garage, second kitchen, recessed lighting throughout, and oversized windows that flood every room with light. Nestled in a prime location at 40 Southfield Falls, this residence delivers the perfect combination of grandeur, comfort, and functionality. Your dream home awaits — come see it today!

40 Southfield Falls, Monroe

388 Main St, Monroe
$1,210,000
24142164 MLS
Investment Office Property For Sale Prime opportunity to own a fully occupied, income-producing office property in the heart of Monroe's thriving business district. Located on busy Main Street with 19,000 cars per day, this high-visibility asset offers stability, strong traffic exposure, and long-term value. Fully Leased: Seven established tenants provide a diverse, balanced rent roll, reducing risk for investors. Recent Updates: Multiple improvements made to the facility, ensuring reduced maintenance needs and modern appeal. Excellent Location: Situated on Monroe's Main Street corridor-one of the area's busiest commercial routes. Solid Investment: Stable occupancy and varied tenant mix create dependable income and long-term security. Taxes: $13,799/yr Estimated Annual Income: $195,000 Whether you're expanding your portfolio or seeking a reliable commercial investment, 388 Main St. delivers strong performance in a proven location

388 Main St, Monroe

29 Alpine Rd, Monroe
$1,200,000
5 Beds ⋅ 5 Baths ⋅ 24173691 MLS
Tucked away in one of Fairfield County's most desirable suburban settings, this exceptional property offers over 4,000 square feet of beautifully designed living space including an in-law apartment. The main house includes 4 bedrooms and 2.5 bathrooms, with an incredible combination of comfort, flexibility, and outdoor living. From the moment you arrive, the impressive 4-car garage, expansive grounds, and thoughtful layout set this home apart. Designed with both everyday living and entertaining in mind, the main residence features an open floor plan with spacious gathering areas, beautiful finishes throughout, abundant storage space, and the option for convenient first-floor living. The attached in-law apartment offers its own private entrance and sun porch, as well as 2 full bathrooms and an in-unit washer and dryer. Step outside where the sprawling backyard becomes the ultimate destination for relaxation and recreation. Enjoy summer days by the stunning in-ground pool complete with an automatic pool cover, evenings around the fire pit, games on the basketball court, and the peace of a fully fenced yard with plenty of room to spread out and enjoy.

29 Alpine Rd, Monroe

44 Chadwick Ct, Monroe
$1,200,000
5 Beds ⋅ 4 Baths ⋅ 24149876 MLS
Highest & best offers requested by 9am 02/05 Thur on this Gorgeous home in Heritage Ridge Estates-one of the area's most coveted subdivisions of luxury residences. This richly detailed sun-splashed 5-bedroom, 3.5-bath home enjoys a premier cul-de-sac setting on a 1.64-acre property with an in-ground pool abutting five private wooded acres of open space, offering remarkable privacy and serenity. This beautifully updated home features a dramatic two-story foyer, an elegant round turret room, and a flowing open floor plan ideal for both everyday living and large parties. The gorgeous kitchen showcases granite countertops, a center island, a pantry, tumbled marble backsplash, and new appliances, including a Wolf gas cooktop. It opens seamlessly to an impressive great room with a cathedral ceiling and a gas fireplace. Sliding doors lead directly to a vaulted, screened sun porch with a ceiling fan, perfect for relaxed summer evenings and effortless indoor-outdoor living overlooking the private deck, pool, and property. A pillared dining room, accented with double crown and wall moldings, connects to the formal living room, which features a new wood-burning stove by Stuv, a premier European brand, and French doors to the dreamy wrap-around front porch. Throughout the home, you'll find refinished and new hardwood floors, adding warmth and polish. Additional highlights include a newer 2020 roof, a 2021 HVAC system, a Generac whole-house generator and surround-sound audio inside and ou

44 Chadwick Ct, Monroe

20 Park View Ln, Monroe
$1,175,000
4 Beds ⋅ 3 Baths ⋅ 24202504 MLS
Once-in-a-lifetime opportunity for an iconic lux lifestyle! This stunning Colonial is set on a picture-perfect lot in the heart of Monroe Center! An inviting front porch welcomes you into this beautifully designed home. The spacious kitchen features granite countertops, a center island, walk-in pantry, and breakfast nook. The impressive family room offers a fireplace and soaring ceiling. A combined living and dining room provides additional space for entertaining, while a private home office and convenient laundry room complete the main level. Upstairs, the primary suite features a walk-in closet and luxurious bath with double sinks, a glass-enclosed shower, and freestanding clawfoot tub. Three additional bedrooms and a full hall bath complete the second floor. The finished lower-level recreation room offers additional living space and direct access to the pool area. Outside is where the magic truly begins! Enjoy a large composite deck, heated in-ground pool with Coverstar safety cover, beautiful patio and firepit area, park-like grounds, and a custom shed. Additional highlights include a three-car garage, whole-house generator, and irrigation system. The location is exceptional-within walking distance of Wolfe Park and just minutes from Monroe's award-winning schools, lake, walking and biking trails, shopping, restaurants, and commuter routes. Designed to be enjoyed in every season, this exceptional home is ready for its new owners!

20 Park View Ln, Monroe

349 Spring Hill Rd, Monroe
$1,175,000
4 Beds ⋅ 4 Baths ⋅ 24132094 MLS
Gorgeous modern farmhouse Colonial with an open floor plan in the NEW Spring Hill Estates subdivision. This NEW home has been built by John Paul Development, the winner of BOTH the National Association of Home Builders (NAHB) and the Home Builders of Fairfield County association. With over 3,400 sq ft this house has been thoughtfully designed. It has a beautiful high-end kitchen that features an extra-large island with high-end stainless-steel appliances and custom tile backsplash. Open eating area which leads to a stunning family room that features a gas fireplace and slider out to 3 season sunroom. Large mudroom with custom bench and cubbies. Full bath in mudroom area. The primary bedroom has a very large custom walk-in closet with center island and sitting room. The modern primary bath features double vanities, soaking tub & tiled shower. 1 bedroom features a walk-in closet and a private full bath. 2 additional bedrooms with large closets. Beautiful hallway bath. Laundry on the 2nd floor. The 2- car garage is oversized with 10.5-foot ceilings. Ample Basement space that is ready to be finished. This property is on the Trumbull/Monroe Line. It's the perfect location with schools, shopping and highways minutes away. Public water and underground utilities. This home is a must see!

349 Spring Hill Rd, Monroe

95 Pinto Ln, Monroe
$1,135,000
4 Beds ⋅ 5 Baths ⋅ 24166906 MLS
Welcome to 95 Pinto Lane in Monroe-a turnkey, custom-built luxury home set on 2 private acres in a quiet cul-de-sac within Hammertown Estates. Designed for those who work from home, commute to work, or enjoy a hybrid lifestyle, this residence offers both privacy and convenience with access to nearby train stations, I-95, and I-84, as well as highly regarded Blue Ribbon Schools, golf, and upscale dining. A dramatic 2-story foyer and sunlit breakfast area introduce an open, elegant layout ideal for everyday living and entertaining. The gourmet kitchen features a two-tier island, abundant cabinetry, and a butler's pantry/coffee bar, flowing into a two-story family room with fireplace. A private main-level office enhances work-from-home flexibility. Upstairs, 4 en-suite bedrooms include a luxurious primary suite with sitting area, spa-like bath, and dual vanities. The walk-out lower level offers a gym, recreation and billiards areas, and seamless access to a heated saltwater pool and outdoor entertaining spaces. Energy-efficient features include Hardie Board siding, propane heating, tankless water heater, and a whole-house generator. Additional highlights include 2 gas fireplaces, a built-in audio system extending outdoors, a 3-car garage, and a workshop-equipped shed.

95 Pinto Ln, Monroe

343 Spring Hill Rd, Monroe
$1,130,000
4 Beds ⋅ 4 Baths ⋅ 24125020 MLS
Gorgeous modern farmhouse Colonial with an open floor plan in the NEW Spring Hill Estates subdivision. This NEW home has been built by John Paul Development, the winner of BOTH the National Association of Home Builders (NAHB) and the Home Builders of Fairfield County association. This open-floor plan home with over 3,000 sq. ft. It has a beautiful high-end kitchen that features an extra-large island, a walk-in pantry, built-in beverage cooler, stainless steel appliances and custom tile backsplash. Open eating area which leads to a stunning family room that features a gas fireplace and a shiplap accent wall. The primary bedroom has a very large custom walk-in closet and a modern primary bath with double vanities, soaking tub & tiled shower. 1-bedroom features a walk-in closet and a private full bath. 2 additional bedrooms & hallway bathroom. Laundry on the 2nd floor. The 2- car garage is oversized with 10.5-foot ceilings. Ample Basement space that is ready to be finished. This property is on the Trumbull/Monroe Line. It's the perfect location with schools, shopping and highways minutes away. Public water and underground utilities.

343 Spring Hill Rd, Monroe

25 Block Farm Rd, Monroe
$1,125,000
4 Beds ⋅ 4 Baths ⋅ 24180908 MLS
Experience elevated living & breathtaking sunsets at this exceptional Custom Colonial perfectly positioned on .75-acres in sought-after Block Farm Estates. Pristine 4 BR architecturally detailed home offers sophisticated living on a quiet cul-de-sac in one of the area's most desirable neighborhoods served by award-winning schools. Thoughtfully designed with an ideal floor plan, its coveted features include 10-foot ceilings, abundant natural light, gleaming hardwood floors & high-end finishes. The dramatic Great room showcases a cathedral ceiling, fireplace, oversized windows & French doors that seamlessly connect indoor & outdoor living spaces. An open-concept kitchen is beautifully appointed with custom floor-to-ceiling cabinetry, blending luxury & functionality. The expansive primary suite serves as a private retreat, complete with a luxurious spa bath, oversized walk-in shower, soaking tub, dual walk-in closets & a versatile adjoining room ideal for a home office, nursery or fitness studio. 3 additional generously sized bedrooms are all en-suite. Car enthusiasts/hobbyists will appreciate a 3-car garage with lift plus a newly constructed 2-car garage with custom cabinetry & premium flooring. Energy-efficient solar panels provide substantial utility savings/potential income through excess power generation. Well-designed outdoor oasis shines with stunning landscaped grounds, screened covered pavilion, patio, deck, multiple firepits & romantic bistro lighting. Move-in & enjoy!

25 Block Farm Rd, Monroe

141 Oak Road, Monroe
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 984577 MLS
A Secluded Sanctuary for Peaceful, Elevated Living in the Heart of Nature. Discover a rare opportunity to own an architecturally distinctive retreat where the peace of nature meets the comfort of modern living. Nestled in the tranquil outskirts of the Sapphire Lake community, this exceptional offering includes a beautifully designed 3-bedroom, 2.5-bath home on two lots totaling just over 10 acres, with both lots being sold together. More than just a residence, this 2,455-square-foot property offers privacy, space, and a truly special setting unlike the ordinary. From the moment you arrive, the home’s unique architectural design sets it apart, blending character, warmth, and functionality in a way that feels both inviting and unforgettable. Inside, a cozy fireplace anchors the main living space, creating the perfect atmosphere for quiet evenings or gatherings with friends. The thoughtful layout balances open, welcoming areas with private spaces designed for comfort and retreat. The spacious primary suite serves as a peaceful sanctuary, while the additional bedrooms offer flexibility for guests, or a home office. Details throughout the home enhance both style and everyday living, including ceiling fans in each room, kitchen bar seating, and a well-equipped kitchen with modern appliances ready to inspire any home chef. Modern conveniences such as in-home laundry, central air conditioning, and heating ensure year-round comfort. Outdoors, the property truly shines. Expansive grounds, outdoor seating, and a hammock invite you to relax and take in the natural surroundings. A fenced pond and cliff edge provide added peace of mind while preserving the property’s authentic countryside charm, complete with the occasional wildlife sighting. The driveway offers parking for up to six vehicles, plus additional room for RV or trailer parking. Ideally located in the private Lake Sapphire community, the property offers access to the Appalachian Trail and is near Mansion Ridge Golf Club, Harriman State Park, Bear Mountain, Storm King Art Center, and Woodbury Common Premium Outlets. This private paradise offers the perfect blend of seclusion and convenience, just about one hour from New York City and less than 9 miles from the train station to NYC. Whether you are seeking a full-time residence, a peaceful weekend escape, an inspiring place for an artist or creative spirit, or a property with possible short-term rental potential subject to local regulations and buyer due diligence, this Monroe retreat presents a truly unique opportunity. This is more than a home, it’s a lifestyle defined by beauty, privacy, and possibility. Schedule your private showing and experience this one-of-a-kind property for yourself.

141 Oak Road, Monroe

66 Heather Rd, Monroe
$1,055,000
4 Beds ⋅ 3 Baths ⋅ 24145104 MLS
Highest and Best offers are requested to be submitted by Wednesday, January 21st at 4:00 pm. - Set at the end of a quiet cul-de-sac just one minute from Wolfe Park, this fully updated California-style ranch offers a rare blend of privacy, comfort, and convenience. With over 3,766 SF on the main level, a sprawling lower level with room to grow, and a level 1.14-acre lot, it lives large and adapts beautifully to your needs. This gorgeous home features a fabulous in-ground pool, a new roof, a stunning kitchen, and 2.5 renovated baths-making it an easy favorite. A sunny, open floor plan creates an ideal setting for entertaining and everyday living, seamlessly connecting interior spaces with the spectacular grounds. The eat-in kitchen showcases a custom island with premium leathered quartz, high-end appls, breakfast bar, and barn-door pantry. The bright family room features a wood-burning FP, coffee center, and access to a paneled home office and mudroom. The welcoming entry leads to a sunken dining or living room with a gas FP. Four generous BRs provide peaceful retreats, three with WICs. The light-filled primary suite offers a serene BR, gorgeous bath, and WIC, while an updated hall bath with quartz counters serves the others. Step outside to enjoy the remarkable outdoor setting, where privacy, open lawn, and the in-ground pool create the perfect backdrop for relaxation and entertaining.

66 Heather Rd, Monroe

21 Shawnee Ln, Monroe
$1,040,000
4 Beds ⋅ 4 Baths ⋅ 24167361 MLS
This wonderfully maintained home on a cul-de-sac just over the Trumbull line in the beautiful town of Monroe offers the perfect blend of privacy and convenience-close to restaurants, shopping, highways, and just 20 minutes to CT's shoreline and train stations. Thoughtfully designed for both everyday living and entertaining, the home features 2 fireplaces, a sunroom, wine room, expansive finished lower level PLUS a backup generator, underground sprinklers and more! A gracious entry welcomes you with two spacious sitting rooms with fireplaces on either side and a grand staircase. The updated kitchen features solid wood cabinetry, granite countertops, updated appliances, and an island with seating plus room for a dining table, all flowing seamlessly into the sunroom with radiant heated floors and access to the rear deck. The large dining room also offers sliders to the deck. The main level is complete with a private office, powder room, and a spacious mudroom with built-ins, laundry, and an additional powder room off the garage. Upstairs offers 4 generously sized bedrooms, a newly renovated hall bath with double vanity, and a spacious primary suite with a beautifully updated bath featuring dual sinks, built-in storage, and a large walk-in shower. The flat 1-acre property includes a shed, gazebo, new Trex deck, fire pit area, and a potential pool site-creating a true backyard retreat.

21 Shawnee Ln, Monroe

73 Hannah Ln, Monroe
$1,005,000
4 Beds ⋅ 4 Baths ⋅ 24123350 MLS
Tucked away at the end of a quiet cul-de-sac and backing up to protected open space, this exceptional four-bedroom, four-bathroom home offers an unmatched blend of privacy, luxury, and comfort in one of Monroe's most desirable neighborhoods - all within the boundaries of award-winning schools. The moment you step outside, you're greeted by a true backyard oasis. The in-ground heated pool with a tranquil water feature is surrounded by beautifully landscaped gardens, a dedicated play area, a vegetable garden with garden shed and lush open space that provides both serenity and seclusion. Whether you're entertaining guests or enjoying a quiet afternoon by the pool, this yard offers the perfect setting for outdoor living at its very best. Inside, the heart of the home is the stunning kitchen - a true showstopper for culinary enthusiasts and entertainers alike. Featuring commercial-grade appliances, pot filler over the range, custom cabinetry, an expansive center island, walk-in pantry, and a peninsula large enough for everyone's breakfast adjacent to the coffee bar means mornings will be a breeze. This space leaves nothing to be desired. The open-concept design flows seamlessly into a spacious great room with a cozy gas fireplace, creating an inviting environment for gatherings of all sizes. Currently, two of the home's flexible rooms are being used as a billiards room and a craft room, but they can easily transition into formal dining or living spaces to suit your needs.

73 Hannah Ln, Monroe

20 Scenic Hill Ln, Monroe
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 24169526 MLS
Tucked away on a highly sought-after lane, a sweeping driveway entry to this distinctive custom-built home. Masterfully blending character with privacy, a grand portico and mahogany double-doors open to a sunken main family room anchored by the stunning floor-to-ceiling fieldstone fireplace. The exposed timber beams through soaring vaulted ceilings of this great room, flowing seamlessly into a beautiful glass-wrapped sunroom. This heated space offers indoor-outdoor luxury, night or daytime sky viewing, and overlooks the stone patio surrounding the inground pool, with stone steps to the outdoor gazebo atop this resort-style oasis. The elegant open-archways thoughtfully designed for soft transitions to each room preserve an open-layout concept while curating each room's viewpoint into a dramatic setting. The formal dining room highlights this feature with matching arched windows, picture-framing the outdoor grounds and diffusing indoor natural light. The chef-inspired kitchen is a showpiece centering on an expansive granite island with dual gas cooktops, skylights, and striking copper pendants. This space flows effortlessly into the sun-drenched living room featuring a sleek gas fireplace, vaulted ceilings, and walls of sliding glass to the patio. A walk-out lower level with a gym & private room offers exceptional flexibility for an office or fourth bedroom, completing this architectural gem in a premier, private enclave on this tree-lined cul de sac in the heart of Monroe.

20 Scenic Hill Ln, Monroe

128 Barn Hill Rd, Monroe
$999,900
4 Beds ⋅ 5 Baths ⋅ 24155048 MLS
* Open house Sunday 12 to 2 is weather permitting. Please check with listing agent before coming.Welcome to this beautifully crafted 4 bed, 4.5 bath farmhouse colonial nestled on a serene 1.5-acre lot in the heart of Monroe. Offering over 3,800 sqft (including finished lower level) of thoughtfully designed living space, this home blends contemporary elegance with classic charm. Step inside to find a bright, open-concept layout featuring hardwood floors throughout. The main level boasts a spacious dining room and a high-end kitchen with stainless steel appliances, center island, tile backsplash and ample cabinetry. The stunning living room, highlighted by a cozy gas fireplace, flows seamlessly to an oversized Trex deck overlooking the private, wooded backyard. A dedicated home office, stylish powder room, pantry, and mudroom with custom built-ins add to the home's functionality. Upstairs, the luxurious primary suite features tray ceilings, dual walk-in closets, and a spa-like bath with double vanities, a soaking tub, and a tiled shower. 3 additional bedrooms include a private ensuite with full bath and walk-in closet, plus a beautifully appointed hallway bath and a convenient 2nd fl laundry room. The finished walkout basement offers an additional 1,200 sqft of flex space with a full bath perfect for a rec room, gym, and playroom or potential in-law set up. Additional highlights; propane heating, central air, public water, and underground utilities.

128 Barn Hill Rd, Monroe

29 Virginia Avenue, Monroe
$999,000
4 Beds ⋅ 3 Baths ⋅ 877159 MLS
This thoughtfully cared-for Colonial sits in the heart of South Blooming Grove, surrounded by mature trees and lush landscaping that offer both privacy and curb appeal. A welcoming front deck leads into a spacious foyer, opening to a large living room, formal dining area, bright kitchen, and a cozy family room complete with a fireplace—perfect for gathering in every season. Upstairs features four well-proportioned bedrooms, including a generous primary suite with plenty of closet space and a private en-suite bath. The basement, while unfinished, has been creatively transformed into a playful, functional space ideal for kids. The fully fenced backyard is built for outdoor living, offering expansive views, storage sheds, and a unique multi-level deck with three connected platforms—great for entertaining, relaxing, or hosting under the open sky. A side entrance and attached garage add convenience and functionality. This home is ready to welcome its next chapter. Come see it in person and discover the lifestyle waiting for you.

29 Virginia Avenue, Monroe

4 Melitz Street Unit #216, Monroe
$995,000
7 Beds ⋅ 3 Baths ⋅ 1040764 MLS
Brand new and never occupied, this beautifully designed home in the heart of Kiryas Joel is ready to welcome you home. A private entrance, magnificent views, and three side windows bring an abundance of natural light, creating a bright, airy, and comfortable feel throughout. The home features bedrooms, bathrooms, a huge kitchen with an extra sink and counter space, a generous dining room with its own sink, welcoming foyer, playroom, and bonus room. Thoughtful details include 8-foot doors, additional plumbing for a second washing machine, and an enclosed area under the stairs ideal for a large pantry or closet. A staircase leads to the attic, offering excellent future expansion potential with heating, air conditioning, plumbing, and weatherproof insulation already in place. Spacious, bright, and thoughtfully designed, this home offers a wonderful opportunity to enjoy a brand-new residence with room to grow. The property is spacious both inside and out. While it is not a luxury home, it is a beautiful, traditional style. Every room offers a great view, with some featuring truly spectacular views. Additionally, the attic can be opened up, offering the potential to install skylights.

4 Melitz Street Unit #216, Monroe

83 Fredrick Drive, Monroe
$995,000
5 Beds ⋅ 5 Baths ⋅ 989019 MLS
Welcome to 83 Fredrick Drive in Monroe, an exceptional 4-bedroom, 3.5-bath Lennar built home located in the highly sought-after Briarcliff Estates community, where timeless design meets everyday luxury. From the moment you enter, you’re greeted by a dramatic two-story foyer that sets the tone for the home’s spacious and airy feel. Rich hardwood floors flow throughout the main level, adding warmth and elegance to the thoughtfully designed layout. The main level is ideal for both entertaining and daily living. A formal dining room and living room provide refined spaces for hosting, while the inviting family room, centered around a cozy fireplace, offers the perfect place to relax. A dedicated home office with custom built-in desk and shelving creates a functional and stylish work-from-home environment. The kitchen serves as the heart of the home, seamlessly connecting to a deck overlooking the backyard, perfect for morning coffee, outdoor dining, or unwinding at the end of the day. Upstairs, you’ll find four generously sized bedrooms, including an extra-large primary suite designed as a true retreat. This impressive space features its own fireplace, wet bar, and two walk-in closets. The ensuite bathroom offers a jetted soaking tub and separate shower, delivering a spa-like experience right at home. A secondary primary bedroom also offers a walk-in closet and full bath, providing ideal flexibility for guests or multi-generational living. The home continues to impress with a finished walkout basement offering approximately 1,500+ additional square feet, complete with a kitchenette, full bathroom, and entertainment system, ideal for hosting guests, creating a media space, or accommodating extended living. Step outside to your own private oasis. The heated in-ground pool, complete with a stunning waterfall feature and automatic pool cover, creates a resort-like setting right in your backyard. Enhance your outdoor gatherings with a built-in Bose sound system, perfect for entertaining or relaxing poolside. Both the front and backyard feature an in-ground irrigation system, keeping the landscaping lush and well maintained with ease. Additional highlights include a garage equipped with a Tesla/EV charger, installed and ready for use, adding modern convenience for today’s lifestyle. Conveniently located just minutes from major highways, this home offers an easy commute while maintaining the tranquility of a premier residential neighborhood. Close to shopping, dining, and all that Monroe has to offer, this property perfectly balances luxury, comfort, and convenience.

83 Fredrick Drive, Monroe

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