23

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
  • /38

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 1,858 Sq Ft

    5 Cobblestone Ln Unit 4301, Middletown, NY 10940

    Welcome to this spacious 3-bedroom, 2.5-bath townhouse located in the desirable Woodside Knolls Community. Built in 2011, this 1,858-square-foot home (plus finished basement) offers a comfortable and functional layout designed for everyday living. The main level features hardwood and carpet flooring, an open dining area, and a bright living room that connects to the backyard patio, creating a

    Virginia Corbett eXp Realty

    5 Cobblestone Ln Unit 4301, Middletown, NY 10940
  • /34

    $410,000

    • 2 Beds
    • 2.5 Baths
    • 1,345 Sq Ft

    25 Fairways Dr Unit 12, Middletown, NY 10940

    Beautifully updated 2BR/2.5BA end-unit condo in the gated Fairways at Wallkill/Middletown. Bright two-story home with hardwood floors throughout, updated bedrooms with recessed lighting, and abundant natural light. Upgraded kitchen with quartz countertops and modern appliances opens to an open-concept living/dining area. Completely remodeled bathrooms with upscale finishes, including a large

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    25 Fairways Dr Unit 12, 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 Open House 1/11

    • 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
  • /43

    $549,900

    • 2 Beds
    • 2 Baths
    • 1,868 Sq Ft

    21 Cyprus Dr, Middletown, NY 10940

    Welcome to Wildflower at Wallkill—offering easy, one-floor living in one of Orange County’s most sought after 55+ active communities. This well-designed Woodbridge model features two bedrooms and two full baths, along with an open living and dining room combination, while the open kitchen and family room area makes everyday living and entertaining effortless! Enjoy the oversized composite deck,

    Patricia Sassi RE/MAX Benchmark Realty Group

    21 Cyprus 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
  • /35

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,598 Sq Ft

    16 Mountain Ave, Middletown, NY 10940

    Welcome to 16 Mountain Ave — a well-loved home with tons of potential in the heart of town! This spacious 3-bedroom, 1.5-bath Colonial offers the perfect blend of solid maintenance and room to make it your own. An estate property that’s been cared for throughout the years, it features original hardwood floors waiting to shine beneath the carpet, central air, and a layout that truly works for

    Valerie Jewis Keller Williams Hudson Valley

    16 Mountain Ave, Middletown, NY 10940
  • /35

    $669,900

    • 6 Beds
    • 3.5 Baths
    • 2,948 Sq Ft

    669 Mountain Rd, Middletown, NY 10940

    Nestled in the Minisink School District | 6 bedrooms, |3 bathrooms| chef’s kitchen| perfect for those who love to cook and entertain. The double-sided fireplace*adds a cozy touch, while the inground pool makes it an ideal retreat.Set on 3.38 acres the home is surrounded by lush greenery, providing a peaceful and private atmosphere. The Colonial and Contemporary architectural style blends

    Michelle Gruberger Real Estate Circuit Inc

    669 Mountain Rd, Middletown, NY 10940
  • /25

    $485,000

    • 3 Beds
    • 3.5 Baths
    • 2,784 Sq Ft

    40 Cornwall Ln, Middletown, NY 10940

    Well appointed townhome located in the Woodside Knolls community and situated on a cul de sac. The entryway features a two story foyer with columns that are indicative of the thoughtful architectural detail found throughout this home. There are gleaming hardwood floors throughout the first level, complemented by recessed lighting and a marble fireplace that serves as a focal point in the main

    Melissa Henlon

    40 Cornwall Ln, Middletown, NY 10940
  • /17

    $259,900

    • 2 Beds
    • 2 Baths
    • 1,291 Sq Ft

    118 Deer Ct Dr Unit bldg 5, Middletown, NY 10940

    DEER RUN! Low Taxes! End Unit! 2 Bedrooms! 2 Full Bathrooms! 3 Car Garage! Master Bedroom Suite with Walk In Closet! Over Sized Living Room/Dining Room! Hard Wood Floors! Recessive Lighting! Central Air! Clubhouse! Pool! Close to Major Highways, Buses, Trains & Shopping!

    Amanda Dnistrian ARC Realty 1 in Sales

    118 Deer Ct Dr Unit bldg 5, 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
  • /37

    $674,999

    • 5 Beds
    • 4.5 Baths
    • 3,642 Sq Ft

    14 Lincoln Terrace, Middletown, NY 10940

    MUST SEE!!! IMPRESSIVE PRESIDENTIAL HEIGHTS RANCH HOME!!! IN GROUND POOL!!! PRICED TO SELL!!!Discover an incredible blend of space, style, and quality construction at 14 Lincoln Terrace, Middletown NY. This truly special five bedroom, five bath home offers an impressive 3,642 square feet of refined single level living. Set in the highly desirable Presidential Heights neighborhood, known for

    Frank Muccari Cronin & Company Real Estate

    14 Lincoln Terrace, Middletown, NY 10940
  • /39

    $479,000

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

    4 Putters Way, Middletown, NY 10940

    Beautiful townhouse-style condo in the gated community of The Fairways. Walk in to a tiled foyer leading you to a den with full egress windows. Built-in cabinets for display and for storage. Up the stairs you have a beautiful living room with 2nd floor large windows with views overlooking the charming street. Corner gas fireplace, more built-ins for display and for entertaining ease. The dining

    Susanne Dermigny Howard Hanna Rand Realty

    4 Putters Way, Middletown, NY 10940
  • /35

    $500,000

    • 3 Beds
    • 2.5 Baths
    • 2,211 Sq Ft

    17 Magnolia Park Rd, Middletown, NY 10940

    Discover easy living in this beautifully maintained 3 bedroom, 2.5 bath townhouse located in the heart of Middletown! Offering three levels of comfortable space, this home features a bright main floor with gleaming hardwood floors, and open living and dining area, and a modern kitchen complete with granite countertops and ample cabinet space. Step outside to your private deck, perfect for morning

    Amy Rossi Howard Hanna Rand Realty

    17 Magnolia Park Rd, Middletown, NY 10940
  • /33

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,139 Sq Ft

    10 Scott Dr, Middletown, NY 10941

    Welcome Home! Inviting & Charming Bi-Level Ranch in a Friendly NeighborhoodDiscover the perfect home for your growing family in this beautifully maintained bi-level ranch, ideally situated in a quiet friendly neighborhood within the highly regarded Pine Bush School District.This inviting residence has been thoughtfully updated and features gleaming hardwood floors, new windows, a

    Rudis Rodriguez Keller Williams Realty NYC Grp

    10 Scott Dr, Middletown, NY 10941
  • /58

    $650,000 Pre-Foreclosure

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

    5 Wawayanda Place, Middletown, NY 10940

    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 recreation

    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
  • /46

    $624,900

    • 3 Beds
    • 3.5 Baths
    • 3,013 Sq Ft

    1 Country Club Dr, Middletown, NY 10940

    Escape the hustle and bustle and enjoy a luxury lifestyle in the Hudson Valley! 70 miles from NYC so still easily accessible! The largest end unit in the premier luxury, maintenance free gated community of Fairways of Wallkill. The original owners included every upgrade available when choosing options and now it can be yours! Starting with the privacy, lush landscaping and common area, this was

    Karen Taphorn Howard Hanna Rand Realty

    1 Country Club Dr, Middletown, NY 10940
  • /50

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    119 Meadow View Dr, Middletown, NY 10940

    Maple Fields Luxury Townhouse – desirable end unit located privately toward the back of the community with its own front entrance. The open-concept main level features a cozy fireplace, perfect for entertaining or relaxing on winter nights. The kitchen offers an island with granite countertops, stainless steel appliances, and custom espresso cabinetry with soft-close drawers. Step out to one of

    Jie Liu Keller Williams Hudson Valley

    119 Meadow View Dr, Middletown, NY 10940
  • /38

    $539,900

    • 4 Beds
    • 2.5 Baths
    • 2,144 Sq Ft

    10 Frederick St, Middletown, NY 10941

    **Lender is offering 5.50% interest rate to qualified buyer** Welcome home to this meticulously updated 4-bedroom, 2.1-bathroom property, where every detail has been curated for comfort and style. The elegant entrance immediately impresses with sleek rod iron spindles, a modern chandelier, a large picture window, and a slate stone landing.The heart of the home is the chef-inspired gourmet

    Angelo Acierno Keller Williams Realty

    10 Frederick St, Middletown, NY 10941

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$395,000
Median Single Family Sale Price
$415,000
Median Townhouse Sale Price
$429,999
Median 2 Bedroom Sale Price
$275,000
Median 1 Bedroom Sale Price
$177,500
Average Price Per Sq Ft
$246
Number of Homes for Sale
91
Last 12 months Home Sales
480
Months of Supply
2.30
Median List Price
$399,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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