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Highland Mills, NY Homes for Sale with Pool

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  • /22

    $529,999

    • 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

    Agent Photo

    Alexandra Zinko

    Century 21 Realty Center

    (329) 210-3865

    11 Gillian Ct, Monroe, NY 10950
  • /42

    $375,000

    • 2 Beds
    • 2.5 Baths
    • 1,228 Sq Ft

    44 Natalie Ct, Monroe, NY 10950

    Timber Hills Tri-level Townhome. This end-unit location allows for abundant natural light & sun-filled rooms. Stepping through the front entrance, you are greeted by the spacious living & dining rooms. The eat-in kitchen features a sliding glass door that opens to the deck—perfect & for morning coffee or casual outdoor dining. Rounding out the first level is a convenient half bath and closet,

    Regina Carmel Howard Hanna Rand Realty

    44 Natalie Ct, Monroe, NY 10950
  • /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
  • /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
  • /40

    $799,900

    • 5 Beds
    • 5 Baths
    • 4,089 Sq Ft

    20 Bernadette Way, Washingtonville, NY 10992

    Welcome to a one of a kind opportunity in the heart of Washingtonville. This expansive raised ranch with a stunning two story contemporary addition offers the perfect blend of space, style, and flexibility. With five bedrooms and four full baths this property is ideal for multi generational living or as an income producing multi unit setup. The home showcases gourmet kitchens with granite

    Anesha Nesbitt eXp Realty

    20 Bernadette Way, Washingtonville, NY 10992
  • /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
  • /23

    $1,099,000

    • 4 Beds
    • 3 Baths
    • 2,567 Sq Ft

    11 Pennsylvania Ave, Monroe, NY 10950

    Bright and spacious home located in the Village of South Blooming Grove. Features a light-filled living room, an oversized kitchen with dual sinks and a peninsula, and a dining room with sliders leading to a multi-tier deck and above-ground pool. The primary bedroom includes two closets and a private bath, accompanied by two additional bedrooms and a hall bath. The lower level offers multiple

    Lazar Schvimmer Blooming Realty

    11 Pennsylvania Ave, Monroe, NY 10950
  • /26

    $400,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    241 Smith Clove Rd, Highland Mills, NY 10930

    What a view! This beautifully updated cottage-style home is set on 1.5 serene acres adjacent to open land, offering breathtaking panoramic views of the surrounding mountains. Located just over an hour from New York City, it’s the perfect weekend retreat — or your ideal full-time residence.Property Highlights:Located in the desirable Monroe-Woodbury School DistrictIncludes access to

    Karin Poggio HomeSmart Homes & Estates

    241 Smith Clove Rd, Highland Mills, NY 10930
  • /9

    $225,900

    • 2 Beds
    • 1.5 Baths
    • 1,388 Sq Ft

    15 Redwood Dr, Highland Mills, NY 10930

    Step into this inviting home, where the open-concept main level creates the perfect setting for both everyday living and entertaining. The living room with fireplace, dining area, and kitchen flow seamlessly together, with sliding doors opening to your balcony—ideal for morning coffee or evening relaxation. A convenient half bath and storage complete the first floor. Upstairs, you’ll find two

    Desiree Beecham River Realty Services, Inc.

    15 Redwood Dr, Highland Mills, NY 10930
  • /50

    $560,000

    • 3 Beds
    • 2.5 Baths
    • 1,865 Sq Ft

    4 Webster Ct, Monroe, NY 10950

    Discover the perfect blend of style and convenience in this stunning three-bedroom townhome. Step inside to an open-concept living space featuring elegant hardwood floors, sophisticated crown molding, and a seamless flow for entertaining. The chef’s kitchen boasts granite countertops and a generous pantry, while a dedicated formal dining room provides an ideal setting for gatherings. Retreat to

    Donna Gennaro Howard Hanna Rand Realty

    4 Webster Ct, Monroe, NY 10950
  • /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
  • /21

    $449,500

    • 3 Beds
    • 1.5 Baths
    • 1,667 Sq Ft

    35 Midland Ave, Central Valley, NY 10917

    Woodbury location, Central Valley area, near everything! A must see Ranch in charming section of the Town of Woodbury with unlimited potential. This lovely, older ranch is within walking distance to the Community Pool, Tennis and Recreation. Offering 3 bedrooms, 1.5 Baths and hardwod floors throughout, under the carpeting. Lovely Living Room with fireplace and Dining Area all flow together.

    Maryann Tercasio Howard Hanna Rand Realty

    35 Midland Ave, Central Valley, NY 10917
  • /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
  • /7

    $525,000 Open Sun 11:30AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    5 Seeley Bull St, Monroe, NY 10950

    Introducing Hidden Creek Community. A private oasis of modern developed Townhomes. Here we have a bi-level , 3 bedroom 2 and a 1/2 balf, with basement and 2 car garage, sophisticatedly laid out across over 2100 sqft. A home outfitted with all the swanky finishes from stainless steal appliances, contrast gold kitchen faucet and cabinetry handles grounded by most luxurious marble flooring. Master

    Michael George Nest Seekers LLC

    5 Seeley Bull St, Monroe, NY 10950
  • /18

    $749,000

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

    15 Cranberry Dr, Highland Mills, NY 10930

    This home has been totally renovated, with many upgrades too many to list here. Chef's kitchen with Kenmore Pro Refrigerator, GE Cafe Wifi Double oven w/french doors & Sabbath Settings, wolf inlay cooktop, KitchenAid dishwasher & Range hood, Custom Kraft maid Cabinets w/soft close & pullout drawers, double island, beverage frige, Quartz counter top & back splash, Kraft maid 10 ft. pantry cabinets

    Rosemarie Morello Keller Williams Hudson Valley

    15 Cranberry Dr, Highland Mills, NY 10930
  • /4

    $850,000

    • 5 Beds
    • 2 Baths
    • 2,000 Sq Ft

    5 Tappan Dr, Monroe, NY 10950

    Don't miss out on this opportunity to own your lakefront dream home situated on a quiet, half acre, cul-de-sac in the village of South Blooming Grove.You will be minutes away from major highways, close to supermarkets and everything this neighborhood has to offer. Whether you're lookingto move in, build you own dream home or invest, this is the home for you!

    Shalom Landau eRealty Advisors, Inc

    5 Tappan Dr, Monroe, NY 10950
  • /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
  • /42

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,270 Sq Ft

    46 Moulton Cir, Monroe, NY 10950

    Don’t miss out on this opportunity to own your dream home in the desired Monroe-Woodbury school district. Nesting on .26 acres, spanning an impressive 2,270 square feet, and locating only 5 minutes away from downtown Monroe, this home features a thoughtfully designed layout with 9 spacious rooms, making it a private sanctuary like no other. As you step inside, you’ll be greeted by a bright and an

    Louis Octobre Weichert Realtors

    46 Moulton Cir, Monroe, NY 10950
  • /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
  • /25

    $559,000

    • 3 Beds
    • 2.5 Baths
    • 1,865 Sq Ft

    3 Webster Ct, Monroe, NY 10950

    Enjoy this spacious 3-bedroom townhouse in gated community. well maintained complex- Great open floor plan that will be perfect for gatherings. Gas fireplace adds to the beauty of the living room. Sliding doors lead to a rear yard deck. New bathroom - Plenty of closet space- Unfinished basement with sliding door and windows. Can possibly be finished. Monroe-Woodbury Schools - Close to

    Kevin Abrams Hudson Heritage Realty

    3 Webster Ct, Monroe, NY 10950
  • /11

    $999,999

    • 6 Beds
    • 3 Baths
    • 2,350 Sq Ft

    15 Duelk Ave, Monroe, NY 10950

    15 Duelk Ave, Monroe, NY — Enjoy a refreshing lifestyle with your own swimming pool at this charming single-family home. Offering 6 bedrooms and 3 bathrooms, this property features a finished basement, an attached garage, and a spacious yard perfect for gatherings and relaxation. Nestled in a quiet residential neighborhood and conveniently close to schools, shopping, and local amenities—this is a

    Chaim Reich eRealty Advisors, Inc

    15 Duelk Ave, Monroe, NY 10950
  • /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
  • /50

    $699,000

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft

    360 Prospect Rd, Chester, NY 10918

    B"H Grab this opportunity!!! Cozy Home in great condition sitting on a 3.2 ACER Property!!! Enjoy the above ground pool !!!Wonderful neighborhood and calm area. Open living room with wood burning fireplace, The kitchen offers a breakfast bar, Center island, Stainless steel appliances, Multiple counter space and cabinets. Finished lower level with a Den/office, Family room and full bathroom.

    Joseph Mendlowitz eRealty Advisors, Inc

    360 Prospect Rd, Chester, NY 10918
  • /47

    $629,000

    • 5 Beds
    • 2 Baths
    • 2,368 Sq Ft

    52 Woodland Rd, Highland Mills, NY 10930

    Wow! This enlarged Highland Mills raised ranch boasts 5 bedrooms and two full baths situated on a corner lot next to designated Town green space. Its grassy front, back and side yards contain mature trees and perennial plants that create a serene, relaxing environment. Inside the home is a lovely living room with a newer Anderson bow window that lets in tons of afternoon light. There is original

    Derek Greene Greene Realty Group

    52 Woodland Rd, Highland Mills, NY 10930
  • /48

    $649,900

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

    33 Winchester Dr, Monroe, NY 10950

    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 separate family room. The

    Dennis Clark Howard Hanna Rand Realty

    33 Winchester Dr, Monroe, NY 10950
  • /39

    $430,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft

    13 Butternut Ct, Highland Mills, NY 10930

    If the roads are icy, call for a private tour. A contemporary and updated 3-story townhouse with an attached garage. Upgrades include: Anderson windows, hardwood floors, granite countertops, kitchen appliances (stainless steel), recessed lighting, and millwork surrounding the wood-burning fireplace. The updated kitchen was refreshed with granite counters, tile backsplash, open shelving, stainless

    Lynda Hoss Weichert Realtors

    13 Butternut Ct, Highland Mills, NY 10930
  • /36

    $355,000

    • 2 Beds
    • 2 Baths
    • 1,160 Sq Ft

    37 Aldo Ct, Monroe, NY 10950

    This unit is conveniently located on the first floor with a ramp for easy access. Experience the ease of single-level living in this home featuring generous rooms, plentiful natural light, and an open floor plan that’s ideal for both relaxation and entertaining. Step through the inviting entryway into a spacious, sun-filled living and dining area that radiates warmth and charm. The kitchen offers

    Donna Gennaro Howard Hanna Rand Realty

    37 Aldo Ct, Monroe, NY 10950
  • /10

    $1,095,000

    • 4 Beds
    • 2.5 Baths
    • 2,311 Sq Ft

    11 Cliff Ct, Monroe, NY 10950

    Welcome to your private retreat in the heart of Monroe! Tucked into a serene neighborhood, this charming 4 bedroom, 2.5 bath offers the perfect blend of indoor comfort and outdoor enjoyment. Set on a beautifully landscaped lot, the home greets you with a long driveway leading to the attached 2 car garage. Enter to find a bright and inviting home with hardwood floors, recessed lighting and a cozy

    Avrahom Lewinson Keller Williams Realty

    11 Cliff Ct, Monroe, NY 10950
  • /45

    $1,150,000 Open Sun 12PM - 2PM

    • 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
  • /26

    $2,999,999

    • 4 Beds
    • 4.5 Baths
    • 4,461 Sq Ft

    101 Mountain Lodge Rd, Washingtonville, NY 10992

    "Sunset Lodge," carefully curated and impeccibly maintained, is available for only the third time. This once in a lifetime estate comprises 38 acres, yet is only 7 minutes from Metro North NJ Transit. Exquisite main home, two ponds, 20 acres fenced (+10 wooded acres), a six stall horse barn with apartment, spectacular warm weather entertaining area with stunning 18 x 65 foot infinity pool, 8

    Susan Rost Tux Park Towne & Country

    101 Mountain Lodge Rd, Washingtonville, NY 10992
  • /50

    $3,195,000

    • 4 Beds
    • 6 Baths
    • 7,669 Sq Ft

    12 Mountain Brook Rd, Cornwall, NY 12518

    Welcome to Mountain Brook Estate, an ultra-private, luxurious mountaintop retreat encompassing 26+ acres on one of the highest elevations in the Hudson Valley. An hour from New York City and minutes from West Point, this nearly 8,000 square foot contemporary estate has been meticulously renovated to showcase commanding views of the Hudson River, Storm King Mountain, and the surrounding Catskill

    Jake Garay Serhant LLC

    12 Mountain Brook Rd, Cornwall, NY 12518
  • /35

    $565,000

    • 3 Beds
    • 2.5 Baths
    • 1,954 Sq Ft

    5 Case Ct, Monroe, NY 10950

    Welcome home to this immaculately maintained 3 bedroom, 2.5 bath townhouse in the highly sought after Meadow Glen Community. First floor offers bright and open concept layout with a family room, dining room, living room with gas fireplace, well appointed kitchen and 1/2 bath. Beautiful kitchen has stainless steel appliances, quartz countertops, updated vinyl plank flooring, brand new dishwasher,

    Donna Brunell RE/MAX Benchmark Realty Group

    5 Case Ct, Monroe, NY 10950
  • /28

    $999,777

    • 6 Beds
    • 4 Baths
    • 4,921 Sq Ft

    253 Route 32 Unit 1-4, Central Valley, NY 10917

    CALLING ALL INVESTORS! Location, Location, Location!! Zoned CR. Must see this four-family investment property in a very desirable area. The first floor of this 2-story colonial/farmhouse style home offers two apartments. Both have 2 bedrooms, 1 bath. Apt#1 is located just inside the main entry on the left. It has a stainless-steel dishwasher and microwave, a private washer & dryer, and Granite

    Michael Mulligan HomeSmart Homes & Estates

    253 Route 32 Unit 1-4, Central Valley, NY 10917
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