31

Highland Mills, NY Homes for Sale with Pool

Section Image Section Image
  • /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

    Agent Photo

    Alexandra Zinko

    Century 21 Realty Center

    (329) 210-3865

    11 Gillian Ct, Monroe, NY 10950
  • /47

    $964,999 Open House 4/04

    • 5 Beds
    • 4 Baths
    • 3,154 Sq Ft

    43 Greenwich Ave, Central Valley, NY 10917

    Welcome to 43 Greenwich Avenue, a beautifully appointed 5-bedroom, 4-bath Colonial nestled in the highly sought-after Greens community of Central Valley. Offering over 3,100 square feet of living space, this home features a spacious and sun-filled layout, perfect for both everyday living and entertaining. The inviting family room showcases soaring ceilings, skylights, and a cozy fireplace, while

    Agent Photo

    Alexandra Zinko

    Century 21 Realty Center

    (845) 205-7672

    43 Greenwich Ave, Central Valley, NY 10917
  • /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
  • /49

    $625,000

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

    52 Woodland Rd, Highland Mills, NY 10930

    Welcome to this well-maintained home nestled on a quiet residential street in the desirable Highland Mills area. Set on over a quarter of an acre, this spacious residence offers a comfortable and functional layout with generous living areas filled with natural light. A finished lower level provides additional flexible space ideal for a family room, home office, gym, or recreation area. The

    James Coughlin Houlihan Lawrence Inc.

    52 Woodland Rd, 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
  • /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
  • /2

    $269,888

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft

    2 Lexington Hill Unit 12, Harriman, NY 10926

    VACANT, LOCKBOX, EASY TO SHOW.....CONDO- 1,000 SQ. FT.- 2 BED-2 BATH WITH LAUNDRY IN UNIT LOTS OF PARKING ON TOP FLOOR WITH GREAT VIEWS.....Low taxes and only $500/Month maintenance fee. Beautiful location with a comfortable and functional layout, perfect for modern living. Featuring two full bathrooms, the home is thoughtfully designed to provide both convenience and privacy. The spacious

    Joseph Lombardo LOMBARDO HOMES & ESTATES

    2 Lexington Hill Unit 12, Harriman, NY 10926
  • /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
  • /30

    $265,000

    • 2 Beds
    • 2 Baths
    • 964 Sq Ft

    14 Lexington Hill Unit 3, Harriman, NY 10926

    Welcome to Lexington Hills in Harriman, NY - where comfort meets convenience. This 2-bedroom, 2 full-bath condo offers effortless one-level living with a bright, open-concept layout perfect for both everyday living and entertaining.The living and dining area flows seamlessly, filled with natural light and complemented by a private balcony ideal for morning coffee or evening relaxation. The

    Lauren Kelly Howard Hanna Rand Realty

    14 Lexington Hill Unit 3, Harriman, NY 10926
  • /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
  • /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
  • /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
  • /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
  • /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
  • /42

    $499,000

    • 2 Beds
    • 4 Baths
    • 1,777 Sq Ft

    32 Peter Turner Rd, Monroe, NY 10950

    Rare Hidden Creek end-unit luxury! This sun-drenched 2-bedroom condo features 2 full and 2 half baths, an open-concept layout, and gleaming hardwood floors throughout. The stylish kitchen is a chef’s delight with stainless appliances, granite countertops, and a breakfast bar. Step through the sliders to your private back deck, perfect for alfresco dining. Upstairs, the spacious primary suite

    Beth Palma Keller Williams Realty

    32 Peter Turner Rd, 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
  • /39

    $335,000

    • 2 Beds
    • 2 Baths
    • 1,086 Sq Ft

    1906 Rosewood Ct, Highland Mills, NY 10930

    Beautifully maintained first floor two bedroom two full bathroom condo in a lovely setting of Woodbury Heights. Kitchen boasts quartz countertops, tiled backsplash, wood cabinetry to ceiling and stainless-steel appliances, including a gas stove. Laundry room with stackable washer/dryer beyond the door in kitchen. Pantry and deep closet at entry. Dining area has tons of natural light, (chandelier

    Agnes Milani Howard Hanna Rand Realty

    1906 Rosewood Ct, Highland Mills, NY 10930
  • /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
  • /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
  • /37

    $315,000 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,266 Sq Ft

    606 Arlin Rd, Monroe, NY 10950

    Welcome to this beautifully updated 2-bedroom, 2 full bathroom end-unit located in the highly sought-after Cromwell Hill Commons. Ideally situated for commuters, this desirable community offers low taxes and exceptional amenities including a clubhouse and in-ground pool—perfect for relaxing after a long day or enjoying weekends close to home.Inside, the home features an inviting open-concept

    Thomas Lawrenson Howard Hanna Rand Realty

    606 Arlin Rd, Monroe, NY 10950
  • /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

    $1,100,000

    • 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
  • /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
  • /41

    $384,900

    • 3 Beds
    • 1.5 Baths
    • 1,426 Sq Ft

    4 Aspen Ct, Highland Mills, NY 10930

    Wow! Privacy coupled with Carefree Living! This three bedroom townhome in Timber Ridge has the most beautiful storybook setting complete with a foot bridge and babbling brook. No where else offers such wooded privacy with maintenance free living. Nestled in the heart of Highland Mills with award winning Monroe-Woodbury Schools and the coveted Woodbury Parks and Recreation this updated home can be

    Karen Taphorn Howard Hanna Rand Realty

    4 Aspen Ct, Highland Mills, NY 10930
  • /28

    $850,000

    • 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 Commercial-Residential. 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 &

    Michael Mulligan HomeSmart Homes & Estates

    253 Route 32 Unit 1-4, Central Valley, NY 10917
How to Buy a Home How to Finance a Home How to Sell a Home