14

5-Bedroom Homes for Sale in Middletown, NY

Section Image Section Image
  • /2

    $380,000

    • 5 Beds
    • 2 Baths
    • 2,440 Sq Ft

    44 Houston Ave, Middletown, NY 10940

    Excellent opportunity to own a 2 family house whether you are an investor or want to live in one of the units and rent the second one. Spacious apartments. First floor apartment has 3 bedrooms and 1 bathroom, second floor apartment has 2 bedrooms and 1 bath. Conveniently located, walking distance to Touro College where students are always looking for close by rentals. Minutes to I86 and I84,

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 497-6793

    44 Houston Ave, Middletown, NY 10940
  • /40

    $725,000

    • 5 Beds
    • 3.5 Baths
    • 3,358 Sq Ft

    339 Kirbytown Rd, Middletown, NY 10940

    Nestled gracefully amidst more than thirteen acres of lush, undisturbed countryside, this remarkable colonial-style residence stands as a testament to elegance, comfort, and thoughtful practicality. A rare offering in today’s market, the property invites you to experience the best of both worlds: resplendent rural seclusion and immediate access to the conveniences of modern life. Conceived as a

    Annie Hansen Howard Hanna Rand Realty

    339 Kirbytown Rd, Middletown, NY 10940
  • /42

    $799,900

    • 5 Beds
    • 3 Baths
    • 3,731 Sq Ft

    93 Elise Dr, Middletown, NY 10941

    You will adore this stately 3725sf, 10 room ,5 bedroom, 3 full baths colonial, called the Woodbury model, with a dramatic open floor plan, just recently beautifully refreshed and loaded with custom features & upgrades situated on 1.6 parklike acres in the premier subdivision Stone Ridge Estates. It features a fabulous 2 story great room w floor to ceiling stone fireplace with Harmon pellet stove

    Marion Bruhns Howard Hanna Rand Realty

    93 Elise Dr, Middletown, NY 10941
  • /36

    $999,900

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    255 Howells Rd, Middletown, NY 10940

    Enter the gates of this grand estate, where you'll find a stunning 5-bedroom, 5-bathroom home spanning 4,200 square feet, complete with a large barn and a natural pond, all set on 36.8 acres. This private estate is located in Middletown, NY, nestled among rolling pastures, tranquil woods, and your very own pond. The expansive property also features a two-story post-and-beam barn with horse

    Jonathon Lee Keller Williams Hudson Valley

    255 Howells Rd, Middletown, NY 10940
  • /49

    $660,000

    • 8 Beds
    • 5 Baths
    • 5,533 Sq Ft

    203 Highland Ave, Middletown, NY 10940

    Welcome to this exceptional mother/daughter residence, where comfort seamlessly intertwines with practicality! This expansive colonial home is meticulously crafted to accommodate the diverse needs of everyone. This unique property offers two homes in one, that connect within the interior of the home— both equipped with their own front and side entrances! Yes, you read that right, this home offers

    Patricia Sassi RE/MAX Benchmark Realty Group

    203 Highland Ave, Middletown, NY 10940
  • /35

    $689,000

    • 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
  • /36

    $825,000

    • 5 Beds
    • 3.5 Baths
    • 3,700 Sq Ft

    104 Elise Dr, Middletown, NY 10941

    LAST HOME AVAILABLE! Welcome to The Woodlands at Scotchtown Estates! This exquisite picturesque community sits in the highly sought after Valley Central SD, featuring luxury and convenience at your fingertips. Custom built colonials lead the way as you drive down the beautiful tree lined road of this development. This expansive colonial now complete and ready to welcome it's new owners! The main

    Juan Bautista Keller Williams Realty

    104 Elise Dr, Middletown, NY 10941
  • /58

    $699,000

    • 12 Beds
    • 11 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. 11 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
  • /39

    $415,789

    • 5 Beds
    • 2 Baths
    • 1,920 Sq Ft

    15 Rowan St Unit 13, Middletown, NY 10940

    Discover the perfect blend of comfort and charm in this beautifully updated home, nestled on a coveted double corner lot. Surrounded by lush hedges and offering ample parking, this residence welcomes you with curb appeal and room to spare. Inside, you'll find five spacious bedrooms, including a convenient first-floor bedroom, ideal for guests or flexible living needs. The home boasts two full

    Juan Bautista Keller Williams Realty

    15 Rowan St Unit 13, Middletown, NY 10940
  • /45

    $450,000

    • 5 Beds
    • 2 Baths

    16-18 Claremont Ct, Middletown, NY 10940

    Charming Renovated Duplex in Prime Middletown Location! Located just a short walk from Fancher-Daviage Park and pool, this beautifully updated duplex offers exceptional value and flexibility for owner-occupants or investors alike.The main unit features three spacious bedrooms and one stylishly updated bathroom, showcasing gleaming hardwood floors, a sun-filled lanai-style room, and a modern

    Shari Felder Keller Williams Realty

    16-18 Claremont Ct, Middletown, NY 10940
  • /50

    $2,999,999

    • 5 Beds
    • 4.5 Baths
    • 6,460 Sq Ft

    285 Hill Rd, Middletown, NY 10940

    Great potential to embrace an equestrian lifestyle with immediate income producing potential. This Training Center features 29 acres of sprawling green grounds and incredible views. As you pass through the gated entrance, you will experience a world of equestrian wonder. The main barn boasts 13 stalls and an attached 75'x133' indoor arena with sprinkler system, over $500,000 cost. Two large

    Warren Shelley Reliable Realty Group

    285 Hill Rd, Middletown, NY 10940
  • /16

    $429,999

    • 6 Beds
    • 2 Baths
    • 1,878 Sq Ft

    19 Wawayanda Ave, Middletown, NY 10940

    Price reduced....... A Must see... Fully available opportunity knocks to own this colonial home, located in the heart of the Hudson Valley. Entering this home with a long foyer that leads into a living room, spacious dining room with plenty of natural light, eat in kitchen, Kitchen is updated with lots of cabinet space front deck, back porch, new flooring for the entire house. New roof,

    Samar Tarazi Keller Williams Realty

    19 Wawayanda Ave, Middletown, NY 10940
  • /2

    $525,000

    • 5 Beds
    • 4 Baths
    • 3,140 Sq Ft

    7 Highland View Place, Middletown, NY 10940

    Welcome home to this beautifully maintained 5-bedroom, 4-bathroom raised ranch, ideally situated near the highly-rated Presidential Park Elementary School in Middletown, NY. Perfect for growing families or multi-generational living, this expansive home offers generous living space, natural light throughout, and thoughtful updates that make it move-in ready.Step inside to discover an open-concept

    Hilary Hemans-Mensah Keller Williams Realty

    7 Highland View Place, Middletown, NY 10940
  • /21

    $280,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 1,941 Sq Ft

    30 East Ave, Middletown, NY 10940

    CALLING ALL INVESTORS! Turn of the century charmer located right in the heart of Middletown! This home offers a spacious kitchen, large formal dining area, mudroom/laundry room, 2 full bathrooms, and 5 bedrooms! Unfinished basement and attic offer even more space and potential. Many original features such as tin ceiling, built-ins, and gorgeous moulding and woodwork. Large, level, fenced-in

    Jennifer Lappe Keller Williams Realty

    30 East Ave, Middletown, NY 10940

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$512,500
Median Townhouse Sale Price
$435,000
Median 2 Bedroom Sale Price
$309,500
Median 1 Bedroom Sale Price
$180,000
Average Price Per Sq Ft
$228
Number of Homes for Sale
12
Last 12 months Home Sales
133
Months of Supply
1.10
Median List Price
$435,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-14%
How to Buy a Home How to Finance a Home How to Sell a Home