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Holmes, NY Homes for Sale with Garage

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  • /46

    $584,500

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    89 Birch Dr, Pleasant Valley, NY 12569

    Welcome Home!This spacious and impeccably maintained oversized raised ranch offers comfort, flexibility, and pride of ownership in every room.With a thoughtfully designed layout, this home features two bedrooms on the lower level and a primary suite with a private bath on the main floor, along with an additional bedroom—ideal for guests, family, or a home office.The heart of

    Agent Photo

    Philip Bisesto

    HomeSmart Homes & Estates

    (845) 681-2247

    89 Birch Dr, Pleasant Valley, NY 12569
  • /22

    $499,900

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    166 Hibernia Rd, Salt Point, NY 12578

    Nestled In The Hamlet Of Salt Point NY, In The Town Of Pleasant Valley Is This Remodeled Home Offering Four Bedrooms And Two Baths. The Front Exterior Has Dual Entry Access To Various Locations Within The Home Which Displays A Combination Of Engineered Wood And Ceramic Tiled Floors. Each Room Has Been Thoughtfully Updated. Here You Will Find The Kitchen With State Of The Arts Stainless Steel

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 599-8106

    166 Hibernia Rd, Salt Point, NY 12578
  • /50

    $825,000

    • 6 Beds
    • 4.5 Baths
    • 3,974 Sq Ft

    82 Thornhill Dr, Pleasant Valley, NY 12569

    Stunning Pleasant Valley Colonial in park-like setting: This wonderful 6 bedroom home can be your personal oasis; close enough to civilization to have convenience, yet just rural enough to also have serenity. The acre and a half property features stately, landscaped front & side yards with walkways & mature trees - and a more private, fenced & wooded backyard that is all about relaxing and/or

    Christopher Hanson Hanson Real Estate Partners

    82 Thornhill Dr, Pleasant Valley, NY 12569
  • /44

    $1,300,000

    • 5 Beds
    • 3.5 Baths
    • 4,841 Sq Ft

    498 Rossway Rd, Pleasant Valley, NY 12569

    Looking for a private getaway or country full time home with Mother and daughter unit or additional income to pay the mortgage? Enter into a long driveway that takes you to the top of the hill to a sight of a beautiful contemporary home with 18 x 36 Inground Pool, Very unique and totally secluded! Nestling on 16.05 wooded acres, this custom appointed u-shape home is one of a kind! The main

    Arlene Campbell BHHS Hudson Valley Properties

    498 Rossway Rd, Pleasant Valley, NY 12569
  • /34

    $990,000

    • 4 Beds
    • 4 Baths
    • 3,506 Sq Ft

    121 Valley Farm Rd, Millbrook, NY 12545

    This unique timberframe home is welcoming, spacious, and awaiting your personal touch! Tucked back off the road on 7 private acres, this property has so many special features, including an outdoor, covered patio with kitchen, pizza oven and fireplace, a traditional red barn, and another large outbuilding with heat and electricity - the perfect place for your special hobby - whether it be cars,

    THERESA GILL Legacy Land & Homes LLC

    121 Valley Farm Rd, Millbrook, NY 12545
  • /45

    $750,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,019 Sq Ft

    41 Meddaugh Rd, Pleasant Valley, NY 12569

    Why settle for basic new construction when you can enjoy more space, privacy, and luxurious finishes in this beautifully renovated 4-bedroom, 2.5-bathroom home in the Arlington Central School District? From the moment you enter, you're welcomed by wide-plank white oak hardwood floors and an abundance of natural light pouring in through oversized picture windows that seamlessly connect the indoors

    Gregory Pikor Inspire Realty

    41 Meddaugh Rd, Pleasant Valley, NY 12569
  • /50

    $799,999

    • 4 Beds
    • 3.5 Baths
    • 3,420 Sq Ft

    50 Grist Mill Ln, Pleasant Valley, NY 12569

    Welcome to your dream home in the prestigious Mill Valley Estates, located within the highly-sought-after Arlington Central School District. This stunning colonial, nestled on over 2 private acres, offers an exquisite blend of luxury, comfort, and functionality. As you approach, a picturesque setting the lush landscaping greets you. Step inside to discover a meticulously maintained interior

    Jennifer Lappe Keller Williams Realty

    50 Grist Mill Ln, Pleasant Valley, NY 12569
  • /48

    $799,000

    • 3 Beds
    • 1.5 Baths
    • 2,650 Sq Ft

    267 Smith Rd, Pleasant Valley, NY 12569

    This one is for the car enthusiast and hobby farmer. Welcome to this well-maintained two-bedroom raised ranch, featuring numerous updates and exceptional amenities. Enjoy peace of mind with a newer roof, insulated windows and doors, and vinyl siding that enhance energy efficiency and curb appeal. The home is equipped with central air, a new air conditioner and handler, security system, and an

    Melissa Pettinella Century 21 Alliance Realty Grp

    267 Smith Rd, Pleasant Valley, NY 12569
  • /44

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 4,024 Sq Ft

    12 Wolf Ln, Pleasant Valley, NY 12569

    Tucked away on over 14 acres of total privacy and tranquility, 12 Wolf Lane is a contemporary retreat offering 4,000+ square feet of beautifully designed living space and every amenity you could ask for. From the moment you arrive, you’ll feel the calm, surrounded by nature, fieldstone walls built with stone from the land itself, and the kind of seclusion that’s increasingly hard to

    Jake Garay Serhant LLC

    12 Wolf Ln, Pleasant Valley, NY 12569
  • /36

    $1,600,000

    • 6 Beds
    • 3.5 Baths
    • 4,248 Sq Ft

    11 Brown Rd, Pleasant Valley, NY 12569

    Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British

    Daniel Colomban Skyler Realty LLC

    11 Brown Rd, Pleasant Valley, NY 12569
  • /37

    $1,525,000

    • 3 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    101 Drake Rd, Pleasant Valley, NY 12569

    CONVERTED BARNS WITH POOL. This charming getaway offers fun lofty spaces to gather, entertain and enjoy the countryside, while conveniently located to the TSP and Millbrook Village. This 19th century converted barn was beautifully preserved and showcases the exposed beams and wide board floors. Upon entering, one is enamored by the soaring vaulted ceilings with exposed beams in the center of the

    PAULA REDMOND Corcoran Country Living

    101 Drake Rd, Pleasant Valley, NY 12569
  • /32

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 2,094 Sq Ft

    27 Woodland Dr, Salt Point, NY 12578

    Enjoy this Sunlit Salt Point retreat with pool and custom charm! Welcome to this dream escape in the heart of Salt Point! this beautifully crafted 3-bedroom, 2.5 bath home offers the perfect blend of natural beauty and thoughtful design. Nestled on a peaceful property the home features a heated inground pool, ideal for summer relaxation, and a blue stone driveway that adds timeless charm from

    LAUREN VONDERAU Inspire Realty

    27 Woodland Dr, Salt Point, NY 12578
  • /23

    $260,000

    • 2 Beds
    • 1 Bath
    • 916 Sq Ft

    1253 Salt Point Turnpike, Pleasant Valley, NY 12569

    This move-in ready 1949 traditional cottage sits on 1.3 picturesque acres in the heart of the Hudson Valley. Thoughtfully preserved with original wood flooring, trim, and a charming wooden scalloped eave awning, the home offers timeless character and warm curb appeal. Inside, you'll find two bedrooms plus an additional laundry room that could flex as a home office. Exterior features include

    Susan Whalen George T Whalen Real Estate

    1253 Salt Point Turnpike, Pleasant Valley, NY 12569
  • /22

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    3889 Route 82, Millbrook, NY 12545

    Welcome to 3889 Route 82 — the perfect starter home or peaceful retirement retreat!This beautifully maintained brick ranch sits on a level one-acre lot just outside the charming Village of Millbrook, a place that feels like stepping back in time. In this close-knit community, neighbors know each other by name, the local school is small and welcoming, taxes are low, and the pace of life

    Ginalea Healy K. Fortuna Realty, Inc.

    3889 Route 82, Millbrook, NY 12545
  • /48

    $400,000

    • 3 Beds
    • 1.5 Baths
    • 2,992 Sq Ft

    1675 Main St, Pleasant Valley, NY 12569

    Discover this charming home with endless potential in the heart of Pleasant Valley, Dutchess County. This beautiful colonial-style residence offers timeless character, natural serenity, and a true indoor-outdoor lifestyle. With direct access to a tranquil creek from your backyard, this over 2,900 square feet home is perfect for unwinding in nature, listening to the soothing sounds of the water,

    Christopher Ferraro RE/MAX Town & Country

    1675 Main St, Pleasant Valley, NY 12569
  • /37

    $725,000

    • 3 Beds
    • 4 Baths
    • 3,633 Sq Ft

    30 Eddy Rd, Verbank, NY 12585

    Welcome to 30 Eddy Road, a stunning contemporary residence nestled on a generous 1.17-acre lot in the serene Town of Union Vale. This meticulously maintained home boasts gleaming hardwood floors throughout, creating a warm and inviting atmosphere from the moment you step inside.The open-concept living and dining areas feature soaring ceilings accented by rustic wooden beams and expansive

    Robert Chiappone Century 21 Hire Realty

    30 Eddy Rd, Verbank, NY 12585
  • /17

    $430,000

    • 2 Beds
    • 2 Baths
    • 1,410 Sq Ft

    53 Bennett Common, Millbrook, NY 12545

    The living really is easy in this totally renovated, pristine, spacious and bright two bedroom, two bath condo located in the Bennett Common Community. It features a living room with a fireplace, large dining area, inviting office, kitchen and ensuite bedroom with a closeted washer and dryer. The two bathrooms and kitchen have been fully renovated and updated with new fixtures and appliances. The

    SHARON MAHAR Compass Greater NY, LLC

    53 Bennett Common, Millbrook, NY 12545
  • /19

    $449,777

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    113 Rossway Rd, Pleasant Valley, NY 12569

    Nestled on over 2 acres, serenity and nature await you in this beautifully maintained 3 bedroom, 2.5 bath home. Glistening oak hardwood floors welcome you into the bright and airy living room and continue thru the upper level. A Pellet stove adds an additional heat source . The kitchen has granite countertops, a large pantry closet and a brand new refrigerator and laminate flooring. The dining

    Stephenie DiMase Exit Realty Connections

    113 Rossway Rd, Pleasant Valley, NY 12569
  • /49

    $689,000

    • 4 Beds
    • 4 Baths
    • 3,088 Sq Ft

    28 Hurley Rd, Salt Point, NY 12578

    Perched at the crest of a pillared drive, this stunningly reimagined contemporary home masterfully fuses modern design with inviting warmth and everyday comfort. Set on a peaceful, wooded lot and drenched in natural light, this home offers a rare balance of modern elegance and everyday livability.The main level is open, light-filled and airy with soaring ceilings and thoughtful

    Craig Smith Compass Greater NY, LLC

    28 Hurley Rd, Salt Point, NY 12578
  • /27

    $599,000

    • 3 Beds
    • 3 Baths
    • 2,436 Sq Ft

    4408 Route 82, Millbrook, NY 12545

    Nestled just minutes from the charming Village of Millbrook, this spacious 2,436 sf ft home offers a perfect blend of privacy and proximity. The light-filled interior features a soaring cathedral ceiling and stunning beamed accents that add warmth and character. With three generously sized bedrooms and three full baths, there is ample room for all. The expansive deck is perfect for

    Carey Whalen Compass Greater NY, LLC

    4408 Route 82, Millbrook, NY 12545
  • /8

    $345,800

    • 3 Beds
    • 1 Bath
    • 1,384 Sq Ft

    1680 Main St, Pleasant Valley, NY 12569

    This house set in one of the most desirable areas of Pleasant Valley with Arlington schools, this 3BR is close to shops and all the major highways. It offers a two car detached garage, back porch, hardwood floors, an original fireplace, and a large backyard for entertaining. House needs some TLC but, is a great first time home or investment property.

    Sean McPhail Next Level Property Management

    1680 Main St, Pleasant Valley, NY 12569
  • /37

    $3,500,000

    • 8 Beds
    • 4.5 Baths
    • 3,010 Sq Ft

    2039 Salt Point Turnpike, Salt Point, NY 12578

    Welcome to This Hudson Farm – a distinctive 157+ acre estate spanning 2039–2105 Salt Point Turnpike, where the beauty of the Hudson Valley meets the ultimate opportunity to enjoy as much—or as little—of the farming lifestyle as you desire. Positioned between Rhinebeck and Millbrook, and just minutes from the Taconic State Parkway, this remarkable offering blends historic charm with modern

    Lindsay Rothman Compass Greater NY LLC

    2039 Salt Point Turnpike, Salt Point, NY 12578
  • /49

    $749,000

    • 3 Beds
    • 2.5 Baths
    • 2,828 Sq Ft

    82 Grist Mill Ln, Pleasant Valley, NY 12569

    Travel to the end of a quiet cul-de-sac to find this meticulously maintained colonial loaded with attractive features. Offered by the original owners, this custom build will surely impress. At the heart of the home is a massive kitchen complete w/center island, large pantry & new stainless appliances. Breakfast nook w/scenic view of impeccably landscaped backyard flows seamlessly to inviting

    Dan Axtmann BHHS Hudson Valley Properties

    82 Grist Mill Ln, Pleasant Valley, NY 12569
  • /27

    $349,000

    • 3 Beds
    • 1 Bath
    • 920 Sq Ft

    387 Freedom Rd, Pleasant Valley, NY 12569

    Discover the potential at 387 Freedom Road—a 3-bed, 1-bath in the highly sought after Arlington School District. This well maintained home is set back off the road on an acre of land and offers peace, privacy, and charm. A welcoming front porch is the perfect spot to take in the natural surroundings, while enjoying your morning coffee. Inside features include luxury vinyl plank flooring

    John Gabriel Jr KW MidHudson

    387 Freedom Rd, Pleasant Valley, NY 12569
  • /51

    $19,995,000

    • 7 Beds
    • 9 Baths
    • 11,970 Sq Ft

    309 Woodstock Rd, Millbrook, NY 12545

    Presenting Canoe Hill, a remarkable 63-acre estate and vineyard in the heart of Millbrook, New York. This extraordinary property stands as a testament to architectural evolution, where a storied mid-1700s colonial core has been thoughtfully expanded to create a remarkable 12,650 SF main residence that seamlessly marries Colonial, Georgian and Greek Revival influences. Two significant expansions,

    Jason Karadus Corcoran Country Living

    309 Woodstock Rd, Millbrook, NY 12545
  • /50

    $5,500,000

    • 4 Beds
    • 5.5 Baths
    • 6,244 Sq Ft

    3585 Route 82, Millbrook, NY 12545

    Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering — a perfect full-time residence or refined

    JORDAN VACCARO Serhant LLC

    3585 Route 82, Millbrook, NY 12545
  • /44

    $699,000

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

    137 Barmore Rd, Lagrangeville, NY 12540

    Welcome to this meticulously maintained 4-bedroom, 2.5-bath Colonial home, perfectly situated on a picturesque country road. Designed for both comfort and style, this property offers everything you’ve been looking for.The heart of the home is the spacious eat-in kitchen, complete with a center island, gleaming granite countertops, and stainless steel appliances.. The open layout seamlessly

    JENNIFER HOYE BHHS Hudson Valley Properties

    137 Barmore Rd, Lagrangeville, NY 12540
  • /50

    $2,200,000

    • 7 Beds
    • 7 Baths
    • 11,222 Sq Ft

    3893 Route 82, Millbrook, NY 12545

    Set on 11.1 private acres in the heart of Millbrook, this stately brick Colonial estate offers over 11,222 square feet of refined living space, combining timeless elegance with exceptional versatility. A true legacy property, it delivers the scale, design, and amenities expected by the most discerning buyers.A dramatic two-story granite foyer welcomes you with a sweeping double staircase and a

    Howard Payson RE/MAX Town & Country

    3893 Route 82, Millbrook, NY 12545
  • /29

    $495,000

    • 3 Beds
    • 1 Bath
    • 1,656 Sq Ft

    23 Johnson Ln, Millbrook, NY 12545

    Welcome to 23 Johnson Lane in the Highly Desirable Millbrook, NY. This Private and Serene Property is calling out to you. With its old charming country feel and tranquil surroundings, this 1.8 acre property is waiting for you. This Lovely 3 Bedroom Ranch, which lives like a 4 bedroom, has a large bonus room and a bright & airy flow & layout that is ready for you and your family to come and make

    KATHERINE ROBLES DE PEREZ BHHS Hudson Valley Properties

    23 Johnson Ln, Millbrook, NY 12545
  • /23

    $699,999

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft

    2701 Route 82, Lagrangeville, NY 12540

    Endless Possibilities Await on This 6.1-Acre Commercial/Residential Property in LaGrange!A rare and exciting opportunity to own a versatile 6.1-acre property with prime frontage on Route 82 in the heart of LaGrange. This unique offering has been home to a thriving greenhouse and nursery business for over 60 years, and is now ready for its next chapter.The property features a

    Steven Collier BHHS Hudson Valley Properties

    2701 Route 82, Lagrangeville, NY 12540
  • /34

    $475,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    41 Mountain Dr, Pleasant Valley, NY 12569

    This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort and convenience in a desirable Pleasant Valley neighborhood. Lovingly cared for and truly move-in ready, the home exudes timeless appeal with thoughtful updates throughout. Step into a warm and inviting layout featuring a bright, airy living room and an open dining area that leads directly to a spacious

    JENNIFER HOYE BHHS Hudson Valley Properties

    41 Mountain Dr, Pleasant Valley, NY 12569
  • /46

    $1,800,000

    • 4 Beds
    • 3 Baths
    • 3,228 Sq Ft

    508 Woodstock Rd, Millbrook, NY 12545

    On a country road overlooking a beautiful spring-fed pond sits a 3,228 sq ft cedar-sided traditional home. Set on 23 stunning acres of open fields, mature trees, and bucolic landscaping, just outside from the Village of Millbrook. Inside, the home features a spacious and flexible layout with 4 bedrooms, 3 full baths, central A/C, and a gas fireplace. The upper level welcomes you into an open

    OLIVER BROWN Houlihan Lawrence Inc.

    508 Woodstock Rd, Millbrook, NY 12545
  • /35

    $1,179,000

    • 3 Beds
    • 2 Baths
    • 2,700 Sq Ft

    129 Clinton Corners Rd, Salt Point, NY 12578

    129 Clinton Corners Road, Salt Point, NYA rare and exceptional offering—this private 18.5-acre estate blends natural beauty, architectural charm, and modern updates, all in a prime location just off the Taconic Parkway for easy commuting.This stunning post-and-beam 4,300 sq ft contemporary home features soaring 25-foot cathedral ceilings, a central stone wood-burning fireplace, and

    Ginalea Healy K. Fortuna Realty, Inc.

    129 Clinton Corners Rd, Salt Point, NY 12578
  • /32

    $1,750,000

    • 5 Beds
    • 4 Baths
    • 4,410 Sq Ft

    645 Tyrrel Rd, Millbrook, NY 12545

    This historic home was originally built in Millbrook, New York in 1733 by one of the nine partners of the early English land grant. The carefully maintained original architectural features reflect its heritage. On 10 ½ acres the property is a mixture of meadows and woods and bordered on 2 sides by a year round running stream. Clipped lawns surround the house and a privately situated

    HEATHER CRONER William Pitt Sothebys Int Rlty

    645 Tyrrel Rd, Millbrook, NY 12545
  • /50

    $3,675,000

    • 4 Beds
    • 7 Baths
    • 6,412 Sq Ft

    165 Drake Rd, Pleasant Valley, NY 12569

    Welcome to Timberstock Farm, a stunning property in the heart of Dutchess County horse country. This Adirondack-style estate offers a harmonious blend of rustic elegance and modern luxury, set on 33.26-acre lot with a pristine 9-acre pond that flows over a waterfall at one end. The bespoke stone and wood home boasts 6,412 square feet of living space sited at the highest elevation point on the

    Kyle Irwin Corcoran Country Living

    165 Drake Rd, Pleasant Valley, NY 12569
  • /19

    $519,999

    • 5 Beds
    • 4 Baths

    185 Creek Rd, Pleasant Valley, NY 12569

    Welcome to your own private retreat! This two-family home offers a peaceful, park-like setting with a creek right in your backyard—perfect for fishing or simply unwinding by the water. The home is set back from the road, offering privacy and serenity, with stairs leading down to the creek and multiple decks for relaxing or entertaining.Inside, you'll find an open floor plan that features

    Anthony Melella Vision Alliance Realty Inc.

    185 Creek Rd, Pleasant Valley, NY 12569
  • /33

    $429,900

    • 3 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    6 Swain Dr, Pleasant Valley, NY 12569

    Welcome to 6 Swain Drive, a charming Cape Cod-style home nestled in the heart of Pleasant Valley, NY. This delightful residence offers 3 bedrooms and 1.5 bathrooms across 1,680 square feet of comfortable living spaceAs you step inside, you're greeted by a sunlit living room featuring a beautiful bay window that bathes the space in natural light. Adjacent to the living room is a cozy family

    Thomas Klug HV Premier Properties Realty

    6 Swain Dr, Pleasant Valley, NY 12569
  • /50

    $1,275,000

    • 5 Beds
    • 3.5 Baths
    • 5,370 Sq Ft

    11 Ridgeview Ln, Pleasant Valley, NY 12569

    Welcome to 11 Ridgeview. Nestled on over 7 private acres in a quiet cul-de-sac, this stunning 5-bedroom, 3.5-bathroom LaGrange home offers elegance, space, and exceptional craftsmanship. A long, gated driveway leads to this custom-built brick estate featuring a grand curved staircase, vaulted ceilings, and gleaming hardwood floors with intricate inlays. The entrance and kitchen area showcase

    Howard Payson RE/MAX Town & Country

    11 Ridgeview Ln, Pleasant Valley, NY 12569
  • /50

    $1,199,000

    • 4 Beds
    • 4.5 Baths
    • 6,085 Sq Ft

    37 Patricia Dr, Pleasant Valley, NY 12569

    Welcome to this stunning contemporary masterpiece, featuring a resort-style indoor pool and exquisitely designed spaces to suit every lifestyle. Offering over 6,000 square feet of beautifully finished living space, designed for those who appreciate modern style, open spaces, and effortless entertaining. Set on a private, tranquil property, yet just minutes from the vibrant Eastdale Village, this

    Jake Garay Serhant LLC

    37 Patricia Dr, Pleasant Valley, NY 12569
  • /46

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 3,119 Sq Ft

    27 Gallagher Dr, Pleasant Valley, NY 12569

    Set amid the rolling hills of Pleasant Valley, The Gallagher offers a harmonious blend of financial opportunity and country tranquility, boasting nearly $200K in annual rental revenue. Designed for gatherings and getaways, this 5-BR, 3.5-BA home unfolds across an open, light-filled layout. The heart of the home is the expansive chef's kitchen - outfitted with dual convection ovens, a gas range

    Alexandria Mickle Houlihan Lawrence Inc.

    27 Gallagher Dr, Pleasant Valley, NY 12569

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