20

Middletown, NY Homes for Sale with Pool

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  • /32

    $1,799,000

    • 5 Beds
    • 9 Baths
    • 7,794 Sq Ft

    3 Bristol Dr, Middletown, NY 10941

    LG PRICE REDUCTION FOR FASTER SALE...OWNER RELOCATING OF THIS Amazing Mini Mansion Luxury Hse on this one ! For those that look for the very best and finest that the Hudson Valley has to offer you are sure to be amazed as you enter this 11200 plus sq ft luxurious brick colonial mansion including 3200 sq ft Indoor Pool room ! Yes you read that correctly, this home is one of the very few that

    Agent Photo

    Mohamed Elgoarany

    All American Realty Management

    (329) 215-0309

    3 Bristol Dr, Middletown, NY 10941
  • /50

    $620,000

    • 3 Beds
    • 2 Baths
    • 3,080 Sq Ft

    179 Reservoir Rd, Middletown, NY 10940

    Warmth, comfort & space in the Hudson Valley. Welcome home to this spacious Colonial on 2.8 acres offering 3–4 bedrooms, 2 full baths, and a detached 2-car garage with oversized loft. The heart of the home is the large family room — cathedral ceilings, a stunning stone fireplace, and beautiful hardwood floors — the perfect place to gather. The private second-floor primary suite has its own full

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 207-0914

    179 Reservoir Rd, Middletown, NY 10940
  • /48

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,787 Sq Ft

    441 Scotchtown Collabar Rd, Middletown, NY 10941

    Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad

    Jacob Matthews Ellis Sotheby's Intl Realty

    441 Scotchtown Collabar Rd, Middletown, NY 10941
  • /34

    $640,000

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft

    235 Maples Rd, Middletown, NY 10940

    This well-maintained spacious Colonial Home is ideally situated on a 2 Acre Lot in the Town of Wallkill Countryside. Lovely Kitchen W/Breakfast nook overlooks a Large Level Backyard & Private Rear Entertainment Deck. An entry foyer greets you when you arrive at this home, that features a Formal Dining Room, Living Room, Family Room, Powder Room, & mud Room/Laundry to complete the 1st Floor. The

    Shernette Hall VYLLA Home

    235 Maples Rd, Middletown, NY 10940
  • /24

    $215,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    326 Concord Ln, Middletown, NY 10940

    Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase & to call home! A ground level end unit with open floor from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one with a Suite with double closets and a private full

    Sandra Arnez Keller Williams Hudson Valley

    326 Concord Ln, Middletown, NY 10940
  • /34

    $485,000

    • 3 Beds
    • 3.5 Baths
    • 2,521 Sq Ft

    49 Woodside Knolls Dr, Middletown, NY 10940

    Welcome to Woodside Knolls! Discover this beautiful tri-level townhouse located in one of the area’s most desirable communities. This weill maintained home features 9' ceilings on the main level, a cherry kitchen with granite countertops and stainless steel appliances, and gleaming hardwood floors throughout the main level. Enjoy 3 spacious bedrooms and 3.5 bathrooms, including a fully finished

    Naomi Streicher Q Home Sales

    49 Woodside Knolls Dr, Middletown, NY 10940
  • /28

    $849,000

    • 5 Beds
    • 2.5 Baths
    • 3,764 Sq Ft

    238 S Centerville Rd, Middletown, NY 10940

    Spacious Country Retreat on 22.6 Acres in Minisink Valley School District This exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character throughout.

    Linda VanDeWeert BHG Real Estate Green Team

    238 S Centerville Rd, Middletown, NY 10940
  • /50

    $409,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft

    227 Deer Ct Dr, Middletown, NY 10940

    Welcome to this well-maintained townhouse-style condo in Middletown, offering 3 bedrooms, 2.5 bathrooms, and an attached one-car garage. The first floor features a functional layout with a kitchen, dining area, spacious living room with a fireplace, and a convenient half bath. Sliding glass doors lead to the rear patio—perfect for relaxing or enjoying outdoor meals. The kitchen offers ample

    Jie Liu Keller Williams Hudson Valley

    227 Deer Ct Dr, Middletown, NY 10940
  • /24

    $225,000

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    231 Concord Ln, Middletown, NY 10940

    Step into turnkey perfection at 231 Concord Lane — a fully renovated 2-bedroom, 2-bath condo that truly stands apart from the rest. From the moment you enter through the brand-new front door, it’s clear this home has been thoughtfully upgraded from top to bottom. Sleek, modern finishes, a cohesive design palette, and meticulous attention to detail create a move-in-ready space with nothing left to

    Kerri Stretch Howard Hanna Rand Realty

    231 Concord Ln, Middletown, NY 10940
  • /50

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,184 Sq Ft

    1065 Dolsontown Rd, Middletown, NY 10940

    Welcome to this private and spacious raised ranch located in the Town of Wawayanda within Middletown School District. Set on 1.5 acres with exceptional privacy, this three-bedroom, 2.5-bath home offers a versatile layout and a convenient location close to everything. The main level features a bright, open floor plan with a combined kitchen, living, and dining area, ideal for everyday living and

    Susan Giordano John J Lease REALTORS Inc

    1065 Dolsontown Rd, Middletown, NY 10940
  • /42

    $625,000

    • 2 Beds
    • 3 Baths
    • 2,975 Sq Ft

    24 Juniper Cir, Middletown, NY 10940

    WELCOME TO WILDFLOWER AT WALLKILL — Orange County's premier 55+ Community! This elegant Tarrington model offers nearly 3,000 square feet of beautifully designed living space, combining comfort, sophistication, and convenience. Inside, you’ll find an open dining and living room combination creates the perfect flow for gatherings, while the expansive kitchen and family room with cathedral ceilings

    Patricia Sassi RE/MAX Benchmark Realty Group

    24 Juniper Cir, Middletown, NY 10940
  • /40

    $489,900

    • 3 Beds
    • 2.5 Baths
    • 1,827 Sq Ft

    15 Lindentree Ln, Middletown, NY 10940

    Almost new Townhome in Maples Field is waiting for you! Welcome to our Spacious 3 bedroom, 2.5 bathroom home with 3 levels of space! Enter the open floor plan with hardwood flooring, sun filled living room and dining area. The kitchen features oversized cabinetry with granite countertops, stainless steel appliances and a center island that is perfect for entertaining! Step onto the lovely patio

    Regina Clark Real Estate Circuit Inc

    15 Lindentree Ln, Middletown, NY 10940
  • /44

    $605,000

    • 4 Beds
    • 3 Baths
    • 2,132 Sq Ft

    125 White Bridge Rd, Middletown, NY 10940

    This home offers so much more than a new build. Enjoy 2,132 square feet of well maintained, comfortable living space, topped with a brand new roof. Set on 2.6 beautiful acres in a serene country setting, the property’s signature feature is its fully owned solar array. No roof penetrations, no lease agreements — just clean energy and real savings. Electric bills as low as $28 per month speak for

    Anthony Spadaro RE/MAX Benchmark Realty Group

    125 White Bridge Rd, Middletown, NY 10940
  • /58

    $625,000 Pre-Foreclosure

    • 12 Beds
    • 10 Baths
    • 5,004 Sq Ft

    5 Wawayanda Place, Middletown, NY 10940

    CASH ONLY - Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 10 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

    Jamie Sittner Find Advisors

    5 Wawayanda Place, Middletown, NY 10940
  • /8

    $155,000

    • 1 Bed
    • 1 Bath
    • 735 Sq Ft

    234 Concord Ln, Middletown, NY 10940

    Welcome to this inviting 1-bedroom, 1-bath residence in the heart of Middletown. Featuring an open-living layout with abundant natural light, this unit offers a seamless flow from the living room to the kitchen and plenty of storage. The generously sized bedroom boasts a large closet and easy access to the full bath. Additional perks include in-unit laundry and assigned parking. Located in a

    Malik Subhani Weichert Realtors

    234 Concord Ln, Middletown, NY 10940
  • /47

    $499,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    14 Rdean Place, Middletown, NY 10940

    Nestled in a quiet Residential neighborhood of Middletown sits this spacious 3 bedroom, 2.5 bath Gem ready for its new owners! A front porch with a brick facade leads you to the front door entrance of your forever home. Enter into an oversized formal living room with vaulted ceilings on one side and a formal dining room with natural window light on the other with hardwood floors throughout. The

    Sandra Arnez Keller Williams Hudson Valley

    14 Rdean Place, Middletown, NY 10940
  • /37

    $625,000

    • 4 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    2066 Route 6, Middletown, NY 10940

    Set on over 5 acres and beautifully landscaped, this inviting home delivers space, comfort, and resort-style living at home. A true backyard oasis designed for relaxation and entertaining. Step outside to your private retreat featuring an above-ground heated pool with surrounding deck, an extended patio with a pergola swim-up bar, and multiple spaces to gather, unwind, and enjoy the outdoors. A

    Juliska Martino Compass Greater NY, LLC

    2066 Route 6, Middletown, NY 10940
  • /39

    $500,000

    • 3 Beds
    • 2.5 Baths
    • 2,167 Sq Ft

    76 Magnolia Park Rd, Middletown, NY 10940

    Start off the new year in a beautiful new home! Now available in the sought-after Magnolia Park Community. This well-maintained 3-bedroom, 2.5-bath townhouse in the heart of Middletown offers three spacious levels, a sun-filled main floor featuring hardwood floors, an open-concept living and dining area, and a modern kitchen with granite countertops and generous cabinet space. The primary suite

    Ryan Degnan Howard Hanna Rand Realty

    76 Magnolia Park Rd, Middletown, NY 10940
  • /38

    $499,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,521 Sq Ft

    43 Woodside Knolls Dr, Middletown, NY 10940

    This exceptional property at 43 Woodside Knolls, Middletown, NY 10940 offers an effortlessly designed, three-bedroom, two-and-a-half-bath townhouse that is perfectly move-in ready and tailored for a relaxed, low-maintenance lifestyle, all while delivering a prime commuter location. The residence is situated within the highly sought-after Woodside Knolls community, renowned for its excellent

    Ramanjit Dhanoa eXp Realty

    43 Woodside Knolls Dr, Middletown, NY 10940
  • /20

    $225,000

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

    366 Concord Ln, Middletown, NY 10940

    NEW JUST RENOVATED in August 2024. Spacious 2 bedroom. 2 full bath condo. INVESTOR? THIS CAN BE RENTED IMMEDIATELY AFTER CLOSING. 1st FLOOR Private entrance, all new appliances in 2024, all new floors throughout, new washer/ dryer in unit! Spacious unit with en suite primary bedroom and additional full bath . Large second bedroom. Walk in closet. Lovely breakfast bar. Plenty of parking. Lovely

    Yolanda Hoey More and More Real Estate

    366 Concord Ln, Middletown, NY 10940

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$397,000
Median Single Family Sale Price
$415,000
Median Townhouse Sale Price
$402,500
Median 2 Bedroom Sale Price
$268,000
Median 1 Bedroom Sale Price
$177,500
Average Price Per Sq Ft
$246
Number of Homes for Sale
76
Last 12 months Home Sales
486
Months of Supply
1.90
Median List Price
$399,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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