Woodbury Orange, NY Homes

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  /35

  $975,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 4.5 Baths
  • 3,400 Sq Ft

  18 Winding Ln, Central Valley, NY 10917

  COMING SOON ......Welcome to The Oakdale, an 8 year young, custom-built Center Hall Colonial nestled on a quiet cul-de-sac in the desirable Monroe-Woodbury School District. This beautifully crafted home offers 5 bedrooms and 4 full baths, including a first-floor bedroom with full bath—perfect for guests or multi-generational living. The formal Living and Dining Rooms flow seamlessly into a

  

  Erin Connolly

  Artisan Realty

  (845) 448-8902

  18 Winding Ln, Central Valley, NY 10917
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  /19

  $1,800 - $2,125 per month

  Brookside Garden Apartments

  1 - 2 Beds

  4 Brookside Dr E, Harriman, NY 10926

  Welcome to Brookside Garden apartments! A picturesque complex with beautiful landscape, Brookside Garden is a great place to call home. We have multiple floor plans for one and two bedroom apartments. All units include heat and hot water. Residents enjoy the many amenities including: dishwashers, private pool, maintenance and laundry facilities on property. Brookside Garden Apartments is within

  4 Brookside Dr E, Harriman, NY 10926
• 

  $525,000 Sold Sep 11, 2025

  • 1,984 Sq Ft
  • $265/SF
  • 74 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1915

  22 Elm St, Highland Mills, NY 10930

  Welcome to 22 Elm Street, a beautiful colonial blending classic charm with modern updates in the heart of Highland Mills. Meticulously maintained and move-in ready. This spacious 5-bedroom, 2-bath home offers flexibility with two bedrooms and a full bath conveniently located on the first floor. Featuring nearly 2,000 sq ft of living space, the home includes an open porch, a welcoming entry,

  Alison Orlando Keller Williams Hudson Valley

  22 Elm St, Highland Mills, NY 10930
• 

  Est $919,031 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,304 Sq Ft

  12 Montesi Dr, Highland Mills, NY 10930

  12 Montesi Dr, Highland Mills, NY 10930
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  /27

  $469,999

  • 4 Beds
  • 4 Baths
  • 2,800 Sq Ft

  4 Linden Dr, Highland Mills, NY 10930

  Priced to MOVE.....This rare 4-bedroom, 4-bathroom townhome in the sought-after Timber Ridge community of Woodbury, NY—offering many updates, and a versatile location! This spacious multi-level home features a brand new roof (installed June 2025) and an open-concept main level with vaulted ceilings, skylights, and sun-drenched interiors. The oversized kitchen flows into the dining area, which

  

  Erin Connolly

  Artisan Realty

  (845) 393-6635

  4 Linden Dr, Highland Mills, NY 10930
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  /18

  $2,950 per month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • House for Rent

  51 Jupiter Rd, Highland Mills, NY 10930

  Stunning 3-Bedroom Home plus Sunroom surrounded with windows, with Mountain View and Private Backyard" Step into this stunning 3-bedroom, 2-bathroom home and be greeted by a bright and spacious foyer that leads into the expansive living room. The living room boasts large windows that let in plenty of natural light, hardwood flooring, and a cozy fireplace perfect for relaxing on chilly evenings.

  Eliezer Salcer Preferred Properties Real Esta

  51 Jupiter Rd, Highland Mills, NY 10930
• 

  $800,000 Sold Sep 10, 2025

  • 2,500 Sq Ft
  • $320/SF
  • 45 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1990

  1 Thorn Dr, Highland Mills, NY 10930

  Elegant Center Hall Colonial in Prestigious Executive NeighborhoodGet ready to enjoy summer in this stunning home that truly has it all! Step through a grand entryway into a classic center hall layout featuring spacious formal dining and living rooms—perfect for entertaining. The beautifully updated kitchen boasts granite countertops, a large center island, and flows seamlessly into the

  Richard Froehlich RE/MAX Benchmark Realty Group

  1 Thorn Dr, Highland Mills, NY 10930
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  Est $671,177 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,331 Sq Ft

  3 Melissa Ln, Highland Mills, NY 10930

  3 Melissa Ln, Highland Mills, NY 10930
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  /32

  $489,999

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  93 Weygant Hill, Highland Mills, NY 10930

  Move-in ready with recent updates! Start your day with expansive, picturesque views of the valley, stretching as far as the eye can see. This delightful 3-bedroom, 2-bath home features a first-floor primary suite, an additional bedroom and full bath on the main level, and a spacious upper-level bedroom that offers privacy and versatility.Step outside to your backyard retreat, which backs up

  

  Kristen Velez

  RE/MAX Benchmark Realty Group

  (845) 412-8180

  93 Weygant Hill, Highland Mills, NY 10930
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  /2

  $2,200 per month

  Woodbury Gardens

  2 Beds

  205 Charlotte Ct, Central Valley, NY 10917

  1 and 2 bedroom apartment homes in Central Valley, NY. This community has great amenities including a pool and playground. Also included in the rent is heat and hot water. Woodbury Gardens is close to shopping and has great schools in the area. Our on site maintenance can help with any of your needs. Make Woodbury Gardens your next home!

  205 Charlotte Ct, Central Valley, NY 10917
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  $485,000 Sold Sep 04, 2025

  • 1,569 Sq Ft
  • $309/SF
  • 18 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  10 Cliffside Ct, Highland Mills, NY 10930

  This beautiful three bedroom townhouse is nestled in a peaceful cul-de-sac. This bright home is designed with comfort and a relaxed lifestyle in mind. With an open, airy layout, the home is filled with natural light streaming through large windows. Starting in the beautiful designed eat in kitchen featuring state of the art appliances, including a brand new refrigerator, ample cabinet space ideal

  Courtney HILBURG Realty Guild LLC

  10 Cliffside Ct, Highland Mills, NY 10930
• 

  Est $455,483 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  5 Ledge View Ct, Woodbury Town, NY 10930

  5 Ledge View Ct, Woodbury Town, NY 10930
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  /2

  $799,000

  • 4 Beds
  • 1 Bath
  • 1,400 Sq Ft

  24 Laura Ln, Woodbury, NY 10917

  The ol' poultry farm.... a cozy Arts and Craft style home with 4 bedrooms 1 bathroom and a walkout basement! Located at the end of a dead end street saturated by commercial neighbors! Value is in the land... Ideal use is for commercial business right in Central Valley! Call for other details and ideas- Taxes are Town and County $2,100; Village $1,400; School $5,200 Survey will be uploaded when

  

  Erin Connolly

  Artisan Realty

  (845) 205-7720

  24 Laura Ln, Woodbury, NY 10917
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  /50

  $3,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • House for Rent

  4 Cliffside Ct, Highland Mills, NY 10930

  Nestled in a tranquil cul-de-sac, this beautifully appointed three-bedroom townhouse seamlessly blends modern comfort with timeless elegance. Designed to embrace natural light, the open-concept floor plan is illuminated by large windows that enhance the warm, inviting ambiance and highlight the refined interior finishes.At the heart of the home lies a stunning kitchen featuring rich wood

  Chand Kakar Howard Hanna Rand Realty

  4 Cliffside Ct, Highland Mills, NY 10930
• 

  $630,000 Sold Aug 28, 2025

  • 2,994 Sq Ft
  • $210/SF
  • 49 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1890

  14 Smith Clove Rd, Central Valley, NY 10917

  Welcome to this stunning Victorian home that seamlessly blends historic elegance with contemporary comforts. Rich in character and full of unique features, this home offers a truly special living experience. From the moment you enter, you'll be captivated by the craftsmanship of the original woodwork and classic pocket doors that lend a sense of timeless sophistication. The hardwood floors

  Patricia Spagna Century 21 Realty Center

  14 Smith Clove Rd, Central Valley, NY 10917
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  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  9 Spring Lake, Woodbury, NY 10930

  9 Spring Lake, Woodbury, NY 10930
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  /15

  $369,000

  • 2 Beds
  • 1.5 Baths
  • 1,284 Sq Ft

  26 Linden Dr, Highland Mills, NY 10930

  PRIME end unit Townhouse style home with detached garage and upgrades galore...Prime and pristine are just the start to describe this very rare Townhouse style home! Offering 2 bedrooms 1 1/2 baths and modern Kitchen area with a sun drenched living room and dining room open floor plan! It gets better! BONUS END UNIT & A BETTER BONUS... GARAGE !! Central Air Municipal Water / Sewer with a Pool and

  

  Erin Connolly

  Artisan Realty

  (845) 310-0399

  26 Linden Dr, Highland Mills, NY 10930
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  /20

  $4,200 per month

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft
  • House for Rent

  1 Lincoln Ct, Highland Mills, NY 10930

  Well-maintained home in a desirable neighborhood featuring a modern kitchen with granite countertops, three spacious bedrooms, and a bright, inviting layout. Enjoy a nicely sized yard, ideal for outdoor living, in a quiet and convenient location close to schools, shopping, and transportation.

  Shimon Weber Flag Realty Group

  1 Lincoln Ct, Highland Mills, NY 10930
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  $475,000 Sold Aug 26, 2025

  • 1,656 Sq Ft
  • $287/SF
  • 48 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  11 Woodland Rd, Highland Mills, NY 10930

  Wow! Move right into this beautifully updated 3-bedroom ranch set on lush green property in a quiet neighborhood. This home features a country kitchen with stainless steel appliances, clean hardwood floors, fresh paint throughout, and detailed moldings. Enjoy updated bathrooms, a spacious ready-to-be-finished basement, and a 2-car garage. Step outside to a giant new wood deck—perfect for relaxing

  Naomi Streicher Q Home Sales

  11 Woodland Rd, Highland Mills, NY 10930
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  Est $575,018 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,889 Sq Ft

  19 Stainton Fareway, Monroe, NY 10950

  19 Stainton Fareway, Monroe, NY 10950
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  /38

  $679,000

  • 3 Beds
  • 2.5 Baths
  • 2,386 Sq Ft

  35 Depalma Dr, Highland Mills, NY 10930

  Opportunity & LOCATION! Renovated and well maintained split-level style home in Highland Mills/Woodbury NY. This impressive home offers over 2300 sqft. Bright dining/living/family rooms with lots of spotlights and loaded with windows throughout. Large eat in kitchen features granite countertops, and costume wood cabinetry. 3 spacious and sunny bedrooms 2.5 baths, master with jetted tub and

  Eliezer Safdie Sage Realty Center LLC

  35 Depalma Dr, Highland Mills, NY 10930
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  /17

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  262 New York 32 Unit A, Woodbury, NY 10917

  THIS SECOND FLOOR APARTMENT IN CENTRAL VALLEY HAS HARD WOOD FLOORS, CEILING FANS AND WINDOW TREATMENTS. UPDATED KITCHEN WITH A MICROWAVE. LARGE LIVING AND DINING ROOM. TWO BRIGHT BEDROOMS AND A REN0VATED BATH. OFF STREET PARKING AND SHARED WASHER DRYER .CLOSE TO WOODBURY COMMONS AND NEW YORK STATE THRUHWAY.RENTAL APPLICATION TO INCLUDE FULL CREDIT REPORT/SCORE (700+) IS REQUIRED,

  Caroline Varone John J Lease REALTORS Inc

  262 New York 32 Unit A, Woodbury, NY 10917
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  $565,000 Sold Aug 25, 2025

  • 2,314 Sq Ft
  • $244/SF
  • 31 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1967

  8 Adrianne Dr, Highland Mills, NY 10930

  Welcome to this sprawling home located in the heart of it all! Owned and cared-for by the same family for decades, this house is maintained, updated and cared-for regularly. Enjoy bright, open and spacious living with a formal dining room and renovated kitchen that walks out on to a large Deck for outdoor dining and recreation. The bathrooms are also beautifully renovated featuring

  Layla Rose Boyles Century 21 Realty Center

  8 Adrianne Dr, Highland Mills, NY 10930
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  Est $932,563 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  17 Milval Ln, Highland Mills, NY 10930

  17 Milval Ln, Highland Mills, NY 10930
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  /47

  $649,000 Open Sat 2PM - 4PM

  • 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

  Derek Greene Greene Realty Group

  52 Woodland Rd, Highland Mills, NY 10930
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  /35

  $3,995 per month

  • 4 Beds
  • 2.5 Baths
  • 2,122 Sq Ft
  • House for Rent

  13 Regina Dr, Highland Mills, NY 10930

  Stunning updated and well maintained single family home in Highland Mills NY. Beautiful neighborhood with gorgeous mountain views available for RENT. Offers 4 spacious bedrooms, 2.5 baths, ample living spaces, beautiful custom kitchen with appliances. Flat .45 acre with expansive backyard to sit and enjoy the gorgeous mountain views all year round. 3 Car garage. Close to many major shopping areas

  Gabriel Shalilof Sage Realty Center LLC

  13 Regina Dr, Highland Mills, NY 10930
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  $410,000 Sold Aug 13, 2025

  • 1,812 Sq Ft
  • $226/SF
  • 55 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1985

  44 Linden Dr, Highland Mills, NY 10930

  Check this out! Price Improved Here is your chance to own in Timber Ridge! 3 Bedroom, 3 Bathroom Townhome with an open floor plan offers an oversized kitchen w/ everyday dining area & sliders to a large deck! A large living room with wall to wall carpet and fireplace! First floor primary bedroom en-suite with a large walk in wardrobe closet and primary bath! Large second bedroom with access to

  Erin Connolly Artisan Realty

  44 Linden Dr, Highland Mills, NY 10930
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  Est $597,596 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,088 Sq Ft

  31 Pleasant Dr, Highland Mills, NY 10930

  31 Pleasant Dr, Highland Mills, NY 10930
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  /49

  $850,000

  • 2 Beds
  • 2 Baths
  • 2,150 Sq Ft

  37 Southfield Falls, Monroe, NY 10950

  Welcome to your golden age in a wonderful, brand-new home set in a gated community, surrounded by breathtaking scenic mountain views! Step inside to this single-floor ranch with boasting 10 Ft ceilings, hardwood floor, and high-end finishes. Complete with many upgrades such as rough plumbing for a second kitchen, granite countertops and vanities, huge walk-in closet, and expansive deck. Nestled

  Dovid Hoffman MK Realty Inc

  37 Southfield Falls, Monroe, NY 10950
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  /35

  $3,950 per month

  • 3 Beds
  • 2.5 Baths
  • 2,232 Sq Ft
  • House for Rent

  9 Hickory St, Highland Mills, NY 10930

  Step into your dream rental home, available for immediate move-in! This stunning property boasts a prime location that combines convenience with charm, making it the perfect place to settle down. Featuring three spacious bedrooms and two and a half beautifully appointed bathrooms, this home offers ample space for families or those who love to entertain. The inviting interior is ensuring a warm

  Shimon Weber Flag Realty Group

  9 Hickory St, Highland Mills, NY 10930
• 

  $525,000 Sold Aug 12, 2025

  • 1,348 Sq Ft
  • $389/SF
  • 40 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  57 Edgewood Dr, Central Valley, NY 10917

  This house isn’t just walls and windows—it’s a canvas for new beginnings, a place where life unfolds, where joy resonates, and where moments of serenity provide comfort.Upon entry, one immediately experiences the warmth of a home that has been thoughtfully maintained. Sunlight streams through the windows, casting a welcoming glow upon every space. The kitchen, designed for both function and

  Kichka Pascaru Christie's Int. Real Estate

  57 Edgewood Dr, Central Valley, NY 10917
• 

  Est $945,029 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,856 Sq Ft

  23 Jill Rd, Highland Mills, NY 10930

  23 Jill Rd, Highland Mills, NY 10930
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  /40

  $625,000

  • 5 Beds
  • 2.5 Baths
  • 2,288 Sq Ft

  3 Carroll Dr, Highland Mills, NY 10930

  Welcome home to this completely renovated 5 bedroom, 2.5 bath bi-level nestled on a quiet cup-de-sacin one of the area's most sought after locations. From top to bottom , this home has been transformed with modern finishes. thoughtful updates, and a layout designed for todays lifestyles.Step inside to discover a bright and open floor plan, highlighted by a cozy fireplace, gleaming floors and

  Jayne Mangieri Keller Williams Valley Realty

  3 Carroll Dr, Highland Mills, NY 10930
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  /32

  $3,650 per month

  • 5 Beds
  • 2 Baths
  • 2,418 Sq Ft
  • House for Rent

  21 Janice Dr, Highland Mills, NY 10930

  This oversized and sun-filled home offers a rare combination of space, charm, and location, nestled on a quiet, friendly cul-de-sac with a storybook setting and beautifully set back from the road. it features a sprawling front and backyard, an oversized deck, and plenty of room for the whole family to live, grow, and enjoy. Inside, you’ll find spacious, clean rooms with hardwood floors throughout

  Jacob Fried Keller Williams Realty

  21 Janice Dr, Highland Mills, NY 10930
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  $340,000 Sold Aug 11, 2025

  • 1,000 Sq Ft
  • $340/SF
  • 24 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1990

  1502 Evergreen Ct, Highland Mills, NY 10930

  RARE! Well-maintained, GROUND LEVEL with GARAGE and FINISHED BASEMENT condo new to the market in sought after Woodbury Heights community. With over 1500sf of living space, this 2 bedroom, 2 bath, handicap accessible ground floor space provides the perfect setting for privacy yet offers all the conveniences of town services, nearby parks and recreation or simply a short walk to the private pool

  Chris Scibelli Keller Williams Realty

  1502 Evergreen Ct, Highland Mills, NY 10930
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  Est $907,677 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,779 Sq Ft

  55 Heather Ridge, Highland Mills, NY 10930

  55 Heather Ridge, Highland Mills, NY 10930
• 

  

  /13

  $679,888

  • 4 Beds
  • 3 Baths
  • 2,456 Sq Ft

  1 Grant Ct, Highland Mills, NY 10930

  UPDATED 4 BEDROOM, 3 F BATH, 2456 SQ. FT. HI-RANCH WITH 2 KITCHENS, 2 CAR ATTACHED GARAGE, AND A BEAUTIFUL POOL IN THE BEST SCHOOL DISTRICT IN ORANGE COUNTY........................LAYOUT- 1ST FLOOR, SUMMER KITCHEN, F BATH, BEDROOM, LR, FIREPLACE................ 2ND FLOOR, 3 BEDS, MASTER WITH A F BATH, KIT, LR, DR, ANOTHER F BATH............... THIS IS PRIME REAL ESTATE LOCATED IN THE TOWN OF

  Joseph Lombardo LOMBARDO HOMES & ESTATES

  1 Grant Ct, Highland Mills, NY 10930
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  /28

  $4,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,632 Sq Ft
  • House for Rent

  81 Jefferson St, Highland Mills, NY 10930

  Discover your dream home in this stunning residence featuring 4 spacious bedrooms and 2.5 baths, all within a total of 12 beautifully designed rooms. Enjoy the elegance of gleaming hardwood flooring throughout, complemented by modern lighting fixtures. The updated eat-in kitchen is a chef's delight, boasting granite countertops and stainless steel appliances, including a double oven and gas

  Shimon Weber Flag Realty Group

  81 Jefferson St, Highland Mills, NY 10930
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  $950,000 Sold Aug 08, 2025

  • 4,400 Sq Ft
  • $216/SF
  • 46 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2008

  13 Montesi Dr, Woodbury, NY 10930

  Luxury Living with MILLION DOLLAR Views!Experience sophistication, sustainability, and style in this exquisite 4-bedroom, 4-bath Colonial, perfectly perched on a private 2-acre wooded lot with breathtaking mountain views. Offering a 5+ Star energy rating, this home combines timeless design with cutting-edge efficiency—thanks to its geothermal HVAC, energy-efficient insulation, and

  Laurie DiFrancesco Howard Hanna Rand Realty

  13 Montesi Dr, Woodbury, NY 10930
• 

  Est $891,018 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,132 Sq Ft

  121 Brigadoon Blvd, Highland Mills, NY 10930

  121 Brigadoon Blvd, Highland Mills, NY 10930

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