Colonial Homes for Sale in Highland Mills, NY

• 

  

  

  /22

  $524,999 Open Sat 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,671 Sq Ft

  11 Gillian Ct, Monroe, NY 10950

  Welcome home! This move-right-in 3-bedroom, 2.5-bath home offers hardwood floors, newer appliances, and a bright, open layout. Enjoy cooking and entertaining with a breakfast bar and additional bonus room perfect for a home office, playroom, or home gym. The attached garage includes an electric vehicle charger for modern convenience. Meadow Glen offers fantastic amenities, including a beautiful

  

  Alexandra Zinko

  Century 21 Realty Center

  (329) 210-3865

  11 Gillian Ct, Monroe, NY 10950
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  /49

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,722 Sq Ft

  5 Gabriels Dr, Chester, NY 10918

  Exquisite 4 bedroom 3 bath colonial , timeless grandeur meets modern luxury nestled gracefully on a private cul de sac. Amidst meticulously manicured grounds, this colonial style home offers an unparalleled blend of classic elegance and contemporary comfort, from the moment you approach the stately wrought iron fenced property and are greeted by a wrap around porch, you are welcomed by a grand

  Claudia Lepore Keller Williams Realty

  5 Gabriels Dr, Chester, NY 10918
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  /50

  $929,000

  • 4 Beds
  • 4.5 Baths
  • 3,410 Sq Ft

  208 Oakland Ave, Monroe, NY 10950

  Welcome to this beautifully maintained 3 bedroom 2.5 bath Center Hall Colonial with a 1 bedroom 2 bath plus full accessory apartment, where pride of ownership shines through every detail. Nestled in the heart of the Village of Monroe, this special home offers timeless charm, modern amenities, and a luxurious accessory apartment—perfect for extended family or guests.Step into the elegant

  Claudia Lepore Keller Williams Realty

  208 Oakland Ave, Monroe, NY 10950
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  /49

  $1,490,000

  • 4 Beds
  • 2.5 Baths
  • 3,150 Sq Ft

  421 Spring St, Monroe, NY 10950

  Introducing The Spring Hill House, a rare gem in the heart of Monroe, a short stroll to Kiryas Joel Gate shopping & conveniences. Set on 2.6 serene, park-like acres, this Queen Ann estate, offers both a grand main house & a potential accessory home. The elegant interior boasts a custom kitchen w/ luxurious marble & onyx backsplashes & countertops hardwood floors, formal dining room, living room,

  Harry Donofrio Town and Village Real Estate

  421 Spring St, Monroe, NY 10950
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  /32

  $725,000

  • 4 Beds
  • 2.5 Baths
  • 2,002 Sq Ft

  300 Estrada Rd, Central Valley, NY 10917

  Tucked away at the end of a quiet street in Central Valley, this rare 22.6-acre property offers an incredible opportunity just one hour from NYC. These owners have built the home in 1975; the land and home have been lovingly owned by the same family—and now it's ready for its next chapter. Whether you're dreaming of your own private retreat or seeking a unique investment opportunity, this

  Rosalie Cook Weichert Realtors

  300 Estrada Rd, Central Valley, NY 10917
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  /41

  $699,000

  • 4 Beds
  • 3 Baths
  • 2,256 Sq Ft

  70 Woodland Rd, Monroe, NY 10950

  Welcome to this beautifully maintained 4-bedroom, 3-full-bath Colonial, nestled in a desirable neighborhood in The Carriage Hill Estates.. Perfectly positioned to offer the ideal balance of tranquil suburban living and modern convenience, this home is just minutes from Harriman train station, Monroe’s shops, restaurants, highways, and top-rated schools. Set on a generous lot surrounded by mature

  Susan McMullen eXp Realty

  70 Woodland Rd, Monroe, NY 10950
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  /50

  $899,000

  • 4 Beds
  • 3 Baths
  • 4,231 Sq Ft

  8 Alloway Crescent, Highland Mills, NY 10930

  Welcome to this beautiful center hall colonial in Highland Mills' Brigadoon Community. Proudly offered by the original owners of over two decades years, this wonderful home features a custom layout that makes it truly special. A welcoming front porch invites you into the main foyer, where you’ll find a spacious living room to the left and a formal dining room to the right — perfect for gatherings

  Claudia Lepore Keller Williams Realty

  8 Alloway Crescent, Highland Mills, NY 10930
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  /27

  $999,999

  • 5 Beds
  • 2.5 Baths
  • 4,772 Sq Ft

  2 Garnett Hill Rd, Chester, NY 10918

  A Private Suburban Retreat on Prestigious Garnet Hill. This Center Hall Colonial offers an exceptional residence- refined suburban living with the space, privacy, and sophistication sought by discerning buyers—just about an hour from Manhattan. Positioned on a beautifully landscaped 3+ acre property, the home features approximately over 4,700 square feet of elegant living space, offering 5

  Rachel Baruchov Platinum Realty Associates

  2 Garnett Hill Rd, Chester, NY 10918
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  /35

  $369,000

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft

  72 Smith Clove Rd, Central Valley, NY 10917

  Discover the charm of this country-style house in Central Valley, situated in the historic village area. You'll be close to shopping, restaurants, Woodbury Commons, and the Monroe-Woodbury School District. This two-story colonial features a freshly painted interior with cozy accents, a beautiful staircase, an enclosed front porch, and an updated kitchen. Enjoy the spacious rear yard deck

  Chaim Gluck eRealty Advisors, Inc

  72 Smith Clove Rd, Central Valley, NY 10917
• 

  

  /48

  $780,000

  • 4 Beds
  • 3.5 Baths
  • 3,046 Sq Ft

  115 Brigadoon Blvd, Highland Mills, NY 10930

  wow! welcome to this stunning beautiful colonial on brigadoon blvd! this charming home is a dream come true for those seeking comfort, style, and functionality for living or entertaining! by entering the house, you'll step into a stunning big foyer that WOWS you with its elegance and grandeur! the foyer sets the tone for the beautiful home with its tasteful design and flow into the rest of the

  Yakov Winkler Preferred Properties Real Esta

  115 Brigadoon Blvd, Highland Mills, NY 10930
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  /50

  $649,900 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,814 Sq Ft

  22 Dogwood Dr, Central Valley, NY 10917

  Welcome to this beautifully maintained 4 bedroom colonial home with an additional bonus room/home office, tucked away on a quiet, tree-lined street in highly desirable Central Valley. Offering a flexible layout and generous living space throughout, this home is perfectly suited for both everyday living and entertaining. The main level features a bright and inviting eat-in kitchen with center

  Soleil Jackman Howard Hanna Rand Realty

  22 Dogwood Dr, Central Valley, NY 10917
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  /48

  $925,000

  • 5 Beds
  • 3.5 Baths
  • 3,680 Sq Ft

  21 Bull Mine Rd, Chester, NY 10918

  Welcome to this distinguished colonial residence offering five bedrooms and three and a half baths, gracefully positioned on 2.3 acres of private, scenic grounds. Set back from the road, the home is surrounded by expansive green lawns, providing an unparalleled sense of privacy and sophistication. The inviting front porch presents an ideal space to enjoy your morning coffee while taking in the

  Donna Gennaro Howard Hanna Rand Realty

  21 Bull Mine Rd, Chester, NY 10918
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  /46

  $905,000

  • 4 Beds
  • 3.5 Baths
  • 4,290 Sq Ft

  9 Roselawn Rd, Highland Mills, NY 10930

  EXQUISITE home has a feature list that is three pages long!The decorator touches, the elegance and sophistication, evident in every room. The foyer welcomes guests with its soaring, vaulted ceiling, large Palladium window, dramatic chandelier, inlaid wood floor with medallion, upgraded staircase, and custom picture moldings! You’ll look forward to retreating to your private sanctuary. The

  Joanne Cooper Hudson Heritage Realty

  9 Roselawn Rd, Highland Mills, NY 10930
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  /18

  $634,900

  • 5 Beds
  • 2.5 Baths
  • 3,302 Sq Ft

  32 Amy Todt Dr, Monroe, NY 10950

  Enter into this captivating Colonial in the heart of Monroe, where space and comfort meet pure possibility! With five generous bedrooms, two full baths, and a convenient half bath, this spacious gem is ready for your vision. Imagine relaxing on your large wood deck, surrounded by a partially wooded backyard oasis. The home features central air and hot water baseboard heating for year-round

  Adam Jurik Keller Williams Realty

  32 Amy Todt Dr, Monroe, NY 10950
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  /50

  $659,950

  • 5 Beds
  • 3.5 Baths
  • 2,876 Sq Ft

  10 Leone Ct, Highland Mills, NY 10930

  Nestled on a peaceful cul-de-sac in Highland Mills, this spacious colonial offers both comfort and convenience. The main floor features two kitchens, perfect for multi-generational living or hosting guests, along with a first-floor bedroom and bath, creating a mini-suite for added privacy.Upstairs, you'll find a large primary bedroom with an en-suite bathroom, along with three additional

  Donna Ramundo Keller Williams Valley Realty

  10 Leone Ct, Highland Mills, NY 10930
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  /50

  $875,000

  • 5 Beds
  • 4 Baths
  • 3,103 Sq Ft

  4 Makan Rd, Monroe, NY 10950

  Ridgetop Estates, Monroe NY, Features 5 Bedrooms • 4 Full Bathrooms • Mountain Views and Room for Expansion. Set on a gently elevated homesite gives way for sweeping views of the neighboring countryside. Your new sun-filled home delivers the space, flexibility, and comfort today’s buyers want. The main level blends comfortable gathering spaces with an easy flow: a gracious living room, a formal

  Chris Carbone HomeSmart Homes & Estates

  4 Makan Rd, Monroe, NY 10950
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  /50

  $2,000,000

  • 5 Beds
  • 3 Baths
  • 3,172 Sq Ft

  72 Peddler Hill Rd, Monroe, NY 10950

  Calling all investors and homeowners!This exceptional 3.7-acre property at 72 Peddler Hill Rd in the Village of South Blooming Grove offers a rare combination of future development potential and an expansive 3,172 sq ft residence. Whether you're seeking an investment opportunity, planning future development, or looking for a spacious home, this property checks every box. Investment &

  Lazar Schvimmer Blooming Realty

  72 Peddler Hill Rd, Monroe, NY 10950
• 

  

  /13

  $1,249,000

  • 3 Beds
  • 2.5 Baths
  • 2,794 Sq Ft

  230 Prospect Rd, Monroe, NY 10950

  Welcome to this beautifully refreshed and renovated home, perfectly blending modern style with convenience! - Fresh paint and sleek new finishes throughout- Brand-new appliances for effortless living- Prime location: - Steps away from major shopping centers - Easy access to public transportation - Close proximity to schools, parks, and community amenities - Move-in ready condition-

  Lazar Schvimmer Blooming Realty

  230 Prospect Rd, Monroe, NY 10950
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  /12

  $529,900

  • 3 Beds
  • 3 Baths
  • 3,172 Sq Ft

  7 Felter Hill Rd, Monroe, NY 10950

  Three bedroom sprawling Colonial on a pastoral 6.2 private acres in Blooming Grove! Oversized rooms with large closets and hardwood floors throughout. Back deck overlooking wooded yard. Stately great room with two-story stone fireplace and cathedral ceilings. Private but close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with rehab loan

  Brian Smith River Realty Services, Inc.

  7 Felter Hill Rd, Monroe, NY 10950
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  /49

  $1,750,000

  • 7 Beds
  • 10 Baths
  • 10,710 Sq Ft

  35 Balmoral Ct, Harriman, NY 10926

  A delight awaits! Do you need space, privacy, and a prime location with top-of-the-line luxury upgrades? The house is a masterpiece and offers a 1-bedroom guest apartment/room. Located above the 4-bay garage, it has its own private entrance with a gigantic bedroom, massive en-suite bathroom, kitchen area, gas fireplace, central air, and a nice deck overlooking the backyard. The ground-level

  Lynda Hoss Weichert Realtors

  35 Balmoral Ct, Harriman, NY 10926
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  /6

  $1,325,000

  • 5 Beds
  • 2.5 Baths
  • 3,769 Sq Ft

  44 Southfield Falls, Monroe, NY 10950

  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

  Dovid Hoffman MK Realty Inc

  44 Southfield Falls, Monroe, NY 10950
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  /44

  $769,000

  • 4 Beds
  • 2.5 Baths
  • 2,510 Sq Ft

  5 Oldwyck Crescent, Highland Mills, NY 10930

  A welcoming foyer greets you as you enter this bright and beautifully maintained colonial in a quiet Brigadoon location. The main floor features an open, airy layout with hardwood floors, a formal dining room connected to the kitchen by a practical butler’s pantry, and a living room with a cozy fireplace. Upstairs, the generous primary suite includes two connected walk-in closets and a bathroom

  Jacob Fried Keller Williams Realty

  5 Oldwyck Crescent, Highland Mills, NY 10930
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  /34

  $999,000

  • 5 Beds
  • 4 Baths
  • 3,136 Sq Ft

  12 Damian Ct, Chester, NY 10918

  Welcome to 12 Damian Court, a spacious Colonial set on a quiet cul-de-sac. This well-maintained home offers 5 bedrooms and 4 bathrooms, with four bedrooms on the upper level and one additional bedroom in the finished basement. The main level features generous living and dining areas, perfect for everyday living and entertaining. The finished basement adds excellent flexibility with a second

  Elimelech Kremer MS Realty Group USA, Inc

  12 Damian Ct, Chester, NY 10918
• 

  

  /31

  $445,000

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  4 James St, Harriman, NY 10926

  This home is a must see in commuter friendly Harriman! Completely renovated in 2021/2022, this home features a gorgeous upgraded kitchen with stainless refrigerator and dishwasher, quartz countertops, an island and marble tile flooring. On the first floor, you enter through the enclosed front porch, into the foyer and are greeted by beautiful hardwood floors and recessed lighting throughout the

  Michelle Renteria HomeSmart Homes & Estates

  4 James St, Harriman, NY 10926
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  /50

  $1,395,000

  • 4 Beds
  • 4.5 Baths
  • 5,142 Sq Ft

  221 Smith Clove Rd, Highland Mills, NY 10930

  Introducing one of Highland Mills’ most impressive estates—an architectural statement set on 6.5 private acres in the Monroe–Woodbury School District. Built by a seasoned general contractor for his own family, this 5,140+ sq ft residence pairs exceptional craftsmanship with the scale and sophistication of a true luxury home. A sun-filled two-story foyer welcomes you with a sweeping handcrafted

  Jamie Aisenstat Serhant LLC

  221 Smith Clove Rd, Highland Mills, NY 10930
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  /49

  $815,000

  • 4 Beds
  • 2.5 Baths
  • 2,740 Sq Ft

  20 Tanyas Ct, Monroe, NY 10950

  Set on a beautifully landscaped lot with mountain views, this refined Colonial delivers space, light, and a smart, functional layout. This 4-bedroom, 2.5-bath Colonial (built in 2012) offers 2,740 square feet of beautifully proportioned space, plus a basement with high ceilings currently enjoyed as a home gym. Inside, the home balances elegance and comfort: a classic foyer entry, a

  Lismarie Santiago Azure Realty Group NY LLC

  20 Tanyas Ct, Monroe, NY 10950
• 

  

  /23

  $499,900

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  157 Stage Rd, Monroe, NY 10950

  Village living at 157 Stage Road delivers charm, walkability, and carefully preserved character paired with thoughtful, modern upgrades. Located in the heart of the Village of Monroe, this sidewalk neighborhood home features updated vinyl siding and has been meticulously and masterfully renovated while maintaining its warm historic appeal. Inside, beautiful pine floors, exposed brickwork, and

  Rosalie Cook Weichert Realtors

  157 Stage Rd, Monroe, NY 10950
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  /43

  $835,000

  • 5 Beds
  • 3.5 Baths
  • 3,022 Sq Ft

  4 Carlisle Ct, Highland Mills, NY 10930

  Distinguished 5 bedroom, 3.5 bath colonial located in the prestigious and coveted Brigadoon community! This stately colonial offers over 4,000 square feet of refined living space set on a sprawling .60 acre lot. With classic charm and modern comfort, this home is designed to impress! Step inside to a grand foyer that leads to beautifully appointed formal living and dining rooms, perfect for

  Patricia Tompkins Weichert Realtors

  4 Carlisle Ct, Highland Mills, NY 10930
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  /26

  $744,999

  • 4 Beds
  • 2.5 Baths
  • 2,544 Sq Ft

  5 Bens Way, Chester, NY 10918

  Welcome to 5 Bens Way, a beautifully positioned residence tucked away on a quiet cul-de-sac in the highly sought-after Town of Chester, New York. This property offers an exceptional blend of privacy, space, and convenience, making it an outstanding opportunity for buyers seeking a well-rounded Hudson Valley lifestyle with easy access to modern amenities, commuter routes, and recreational

  Anthony Rivas Keller Williams Hudson Valley

  5 Bens Way, Chester, NY 10918
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  /31

  $1,120,000

  • 4 Beds
  • 3.5 Baths
  • 3,796 Sq Ft

  49 Helms Hill Rd, Washingtonville, NY 10992

  Discover the charm of this spacious 4-bedroom, 3.1 bath home, sitting on a generous 3-acre lot. With almost 4,000 square feet of space, it's perfect for any beings who love room to grow and entertain. Nestled in a peaceful neighborhood, this gem offers a cozy retreat with plenty of outdoor space for gardening, play, or just relaxing under the stars. Imagine waking up to quiet mornings and

  Brandon Nielsen Century 21 Full Service Realty

  49 Helms Hill Rd, Washingtonville, NY 10992
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  /26

  $549,999

  • 3 Beds
  • 2 Baths
  • 2,446 Sq Ft

  27 Cedar Trail, Monroe, NY 10950

  Beautiful colonial offering nearly 2,500 sq ft of living space on a quiet paved road near the mountains. Bright open layout with living room flowing into a spacious eat-in kitchen featuring cathedral ceilings, granite countertops, center island, stainless steel appliances, and abundant cabinetry. Main level also includes a full bath, laundry hookup, and flexible room with French doors to the

  Eliezer Safdie Sage Realty Center LLC

  27 Cedar Trail, Monroe, NY 10950
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  /32

  $499,999

  • 4 Beds
  • 2 Baths
  • 1,722 Sq Ft

  80 N Main St, Monroe, NY 10950

  Location, space, and value come together in this exceptional 4-bedroom home, set in a SUPER-desirable area!Whether you’re searching for a comfortable primary residence or a smart investment with strong demand, this property checks every box!!Offering generous living space, a practical layout, and excellent long-term potential, it’s an ideal choice for today’s buyer. Positioned in a

  Joseph Rosenfeld Flag Realty Group

  80 N Main St, Monroe, NY 10950
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  /48

  $620,000

  • 5 Beds
  • 2 Baths
  • 2,220 Sq Ft

  33 Winchester Dr, Monroe, NY 10950

  HUGE PRICE REDUCTION- Located in the desirable Monroe-Woodbury School District, this classic 2,220 sq ft colonial offers a rare combination of space, comfort, and future potential. Set on a gentle hill in a picturesque, sidewalk-lined neighborhood, the property features four spacious bedrooms, two bathrooms, and a well-balanced layout that includes a formal dining room, a living room, and a

  Dennis Clark Howard Hanna Rand Realty

  33 Winchester Dr, Monroe, NY 10950
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  /50

  $850,000

  • 4 Beds
  • 3 Baths
  • 3,174 Sq Ft

  7 Maidstone Ln, Monroe, NY 10950

  Stunning Colonial in the Heart of Monroe. Welcome to a home where "pristine" is an understatement. This classic 4-bedroom, 3 bath Colonial radiates pride of ownership from the moment enter the spacious two story foyer. Situated on a quiet, non-through street, this property offers the perfect blend of suburban tranquility and commuter convenience. The main level is designed for both effortless

  Claudia Lepore Keller Williams Realty

  7 Maidstone Ln, Monroe, NY 10950
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  /48

  $869,000

  • 5 Beds
  • 2 Baths
  • 1,900 Sq Ft

  11 Merriewold Ln N, Monroe, NY 10950

  Discover this beautiful colonial in the sought-after Merriewold section of the Village of South Blooming Grove. With 5 bedrooms and 2 bathrooms, this home offers plenty of space for a growing family. The spacious interior features a kitchen breakfast bar, a formal dining room, and an inviting living area. The level, private lot offers plenty of room for outdoor activities. The backyard is

  Shalom Landau eRealty Advisors, Inc

  11 Merriewold Ln N, Monroe, NY 10950
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  /50

  $629,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  29 Lexington Ave, Highland Mills, NY 10930

  Welcome to a home that has been truly loved. Over the past five years, the owners have poured their hearts into a complete top-to-bottom renovation, ensuring that every room in this house reflects the highest standards of quality and craftsmanship. From the structural updates to the smallest designer touches, no detail was overlooked.The transformation began with the essentials: new windows,

  Theresa Budich Howard Hanna Rand Realty

  29 Lexington Ave, Highland Mills, NY 10930
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  /10

  $1,350,000

  • 5 Beds
  • 2.5 Baths
  • 3,769 Sq Ft

  40 Southfield Falls, Monroe, NY 10950

  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

  Dovid Hoffman MK Realty Inc

  40 Southfield Falls, Monroe, NY 10950
• 

  

  /45

  $1,100,000

  • 4 Beds
  • 4.5 Baths
  • 3,855 Sq Ft

  21 Castleton Dr, Highland Mills, NY 10930

  Welcome to this exceptional Colonial residence in the highly desirable Brigadoon community of Highland Mills. Completely rebuilt in 2023, this luxurious home is a true showcase of modern craftsmanship, smart technology, and timeless design. The home offers over 3,855 sq ft of meticulously finished living space with efficiency and comfort at its core. Inside, you’ll find a chef’s dream kitchen

  Courtney Tablante Keller Williams Realty

  21 Castleton Dr, Highland Mills, NY 10930
• 

  

  /43

  $1,750,000

  • 6 Beds
  • 3.5 Baths
  • 6,576 Sq Ft

  24 Jill Rd, Highland Mills, NY 10930

  Evoking the charms of a more serene life, this Victorian center hall mansion, set on 5.7 glorious acres, is a study in paradise. The curved balustrade entry leads to a commanding multi column 100 foot veranda highlighted by a tongue & groove wood ceiling. Sit outside & enjoy the mountain view & parklike property. A highlight too is the copper cupola & new Davinci slate roof! Upon entering,

  Susan Kopec Howard Hanna Rand Realty

  24 Jill Rd, Highland Mills, NY 10930
• 

  

  /48

  $790,000

  • 4 Beds
  • 3 Baths
  • 3,479 Sq Ft

  9 Prestwick Dr, Monroe, NY 10950

  Welcome to 9 Prestwick Dr – a home that truly stands out. As you approach, the charming covered front porch offers a warm welcome, setting the stage for what lies inside. Step through the front door into a grand two-story entrance that immediately captures attention. The spacious formal living room is perfect for entertaining, while the elegant dining room, with its gleaming hardwood floors,

  Richard Froehlich RE/MAX Benchmark Realty Group

  9 Prestwick Dr, Monroe, NY 10950

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