Middletown, NY Homes

/16
$59,000
- Land
- 4.66 Acres
- $12,661 per Acre
Tbd Running Horse Rd, Middletown, NY 12455

Tucked away on a private dead end road, this 4.66-acre parcel offers the perfect balance of seclusion and accessibility. The property features a generous, usable area at the front that's easily accessible from the road—ideal for siting your home, cabin, or weekend retreat. As the land stretches back, the terrain becomes steeper, adding character and natural privacy. The wooded setting provides a

Teresa Falkowski Keller Williams Realty HV Nort

Tbd Running Horse Rd, Middletown, NY 12455
/15
$3,750 per month
- 4 Beds
- 2.5 Baths
- 2,154 Sq Ft
- House for Rent
818 Winterton Rd, Middletown, NY 10940

Whole house for rent on a beautiful property with a pool! Your home is your sanctuary at this beautifully renovated 2100+ sqft home located on a gorgeous 3 acre property with a pool, detached garage and a pond. The recently fully renovated main floor with hardwood floors throughout feature a renovated open kitchen, living room, dining room, office, a powder room half bathroom, and a master

Joseph Paoli Howard Hanna Rand Realty

818 Winterton Rd, Middletown, NY 10940
$405,000 Sold Sep 23, 2025
- 1,456 Sq Ft
- $278/SF
- 31 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1930
4 W Jackson Ave, Middletown, NY 10940

This charming 1930 side-hall colonial home is a true classic gem, brimming with character and timeless appeal. From the moment you step inside, you'll be greeted by the warmth of original hardwood floors. The full walk-up attic and basement offer space for ample storage. The home has been meticulously maintained, tastefully updated and is move in ready.Nestled in a prime location, this home

Theresa Powers Keller Williams Realty

4 W Jackson Ave, Middletown, NY 10940

Est $640,424 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,482 Sq Ft
658 Mt Orange Rd, Middletown, NY 10940

658 Mt Orange Rd, Middletown, NY 10940

/18
$224,500
- 2 Beds
- 2 Baths
- 995 Sq Ft
302 Concord Ln, Middletown, NY 10940

Welcome to Buttonwood Hill Condominiums! This first-floor 2-bedroom, 2-bath unit offers easy living with a private feel. The open layout features a spacious living and dining area that flows to a walk-out patio overlooking the woods — the perfect spot for morning coffee or evening relaxation. The kitchen provides ample storage and workspace, while the primary suite includes a full bath and

Windy Rosengart R2M Realty Inc

302 Concord Ln, Middletown, NY 10940
/22
$2,150 per month
- 3 Beds
- 2 Baths
- 1,072 Sq Ft
- House for Rent
23 Wawayanda Ave, Middletown, NY 10940

This two story home has so much to offer. On the first floor there is a bright and sunny living room, dining room, full bathroom and kitchen with stainless steel appliances. Upstairs there are three good sized bedrooms and another full bathroom. There is a nice level yard and driveway parking. This home is close to all shops, restaurants, schools, public transportation and highway access.

Melissa Henlon

23 Wawayanda Ave, Middletown, NY 10940
$375,000 Sold Sep 22, 2025
- 1,150 Sq Ft
- $326/SF
- 49 Days On Market
- 3 Beds
- 1 Bath
- Built 1957
12 Eisenhower Dr, Middletown, NY 10940

Welcome to Presidential Heights—an established neighborhood in the heart of Middletown, where timeless quality meets everyday comfort. This lovingly maintained 3-bedroom ranch has been cherished by the same owner for over 40 years, and it shows in every detail. Built in 1957, this home is a true testament to craftsmanship—solid, well-built, and made to last. Step inside to find a welcoming

Patricia Sassi RE/MAX Benchmark Realty Group

12 Eisenhower Dr, Middletown, NY 10940

Est $379,727 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,424 Sq Ft
46 Creeden Hill Rd, Middletown, NY 10940

46 Creeden Hill Rd, Middletown, NY 10940

/44
$324,999 Open Sun 11AM - 1PM
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
20 Benton Ave, Middletown, NY 10940

Discover the potential in this charming 3-bedroom, 2-full-bath two-story home with 1,504 sq ft of living space. Full of character and solid construction, this property offers a formal dining room and plenty of room to grow with a full unfinished attic and full, unfinished, walk-out basement featuring washer/dryer hookups. Featuring strong bones and charming original touches, this home is brimming

Vincent Reda Keller Williams Realty

20 Benton Ave, Middletown, NY 10940
/10
$2,500 per month
- 3 Beds
- 1 Bath
- 1,216 Sq Ft
- Apartment for Rent
25 Ridge St, Middletown, NY 10940

CALLING ALL RENTERS!!!! This spacious 3-bedroom apartment is on the 2nd level of this 2-family home. Located in the city of Middletown STEPS away from Toro College. Amenities include driveway parking, in-unit washer and dryer, garbage included in rent and newer carpets in the bedrooms. Close to all amenities, major hwys and public transportation. Landlord is requesting credit score and last 3

Cara Dumond BHG Real Estate Green Team

25 Ridge St, Middletown, NY 10940
$478,000 Sold Sep 22, 2025
- 1,268 Sq Ft
- $377/SF
- 67 Days On Market
- 3 Beds
- 2 Baths
- Built 1964
338 Route 211 W, Middletown, NY 10940

Welcome to your dream home! This meticulously renovated ranch-style residence in the heart of Middletown, NY, combines timeless charm with modern elegance. Carefully reimagined from top to bottom, this home features a bright, open-concept layout designed for both comfort and entertaining. At the heart of the home is a stunning, fully updated kitchen, showcasing rich dark cabinetry, sleek quartz

Jeffrie Peña Locqube New York, Inc.

338 Route 211 W, Middletown, NY 10940

Est $762,010 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,350 Sq Ft
427 Kirbytown Rd, Middletown, NY 10940

427 Kirbytown Rd, Middletown, NY 10940

/24
$349,999
- 2 Beds
- 1 Bath
- 736 Sq Ft
128 Kleis Road Spur, Middletown, NY 12430

Welcome to Your Catskills Retreat at 128 Kleis Road SpurTucked away on a quiet spur road and surrounded by evergreens, this charming single-level cabin blends cozy comfort with outdoor living.Relax on the spacious deck, soak in the private hot tub, or gather by the fire pit under the stars. Inside, enjoy an open layout with large windows, a stone fireplace, and sliders to the deck—perfect

Michelle Andzel Graziano Four Seasons Sotheby's International Realty

128 Kleis Road Spur, Middletown, NY 12430
/28
$2,600 per month
- 3 Beds
- 1.5 Baths
- 1,440 Sq Ft
- House for Rent
105 Sarah Ln, Middletown, NY 10941

A Must See Fully Available Located in the heart of medical mile......Goshen Schools.... entering this town house into a beautiful long foyer, large coat closet, living room with plenty of natural sun lights though out That leads into a nice back yard for summer barbecue and entertainment, kitchen with lots of cabinet space for storage, granite countertop, two large pantries in the kitchen for

Samar Tarazi Keller Williams Realty

105 Sarah Ln, Middletown, NY 10941
$541,000 Sold Sep 22, 2025
- 1,868 Sq Ft
- $290/SF
- 20 Days On Market
- 2 Beds
- 2 Baths
- Built 2013
8 Jasmine Dr, Middletown, NY 10940

Welcome to this beautifully maintained Ranch-Style home, nestled in the highly sought-after "Wildflowers" 55+ community in Wallkill, NY. As you enter this gated neighborhood, you'll be greeted by the stunning, meticulously landscaped grounds that set the tone for the serene living experience that awaits. Inside, a bright and airy open floor plan invites you to explore every corner of this

Carol Buchanan BHG Real Estate Green Team

8 Jasmine Dr, Middletown, NY 10940

Est $607,177 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,912 Sq Ft
1053 Kirby Place, Middletown, NY 10940

1053 Kirby Place, Middletown, NY 10940

/27
$299,999
- 3 Beds
- 2 Baths
- 1,240 Sq Ft
9 Genung St, Middletown, NY 10940

Charming two-story home in the heart of Middletown! This spacious residence offers a welcoming front porch, perfect for relaxing evenings, and a practical layout filled with natural light. The home features multiple bedrooms, ample living space, and a generous yard with off-street parking. Located in a convenient neighborhood close to schools, shopping, dining, and major highways, this property

Anthony Rivas Keller Williams Hudson Valley

9 Genung St, Middletown, NY 10940
/2
$3,500 per month
- 4 Beds
- 3.5 Baths
- 2,000 Sq Ft
- Apartment for Rent
1 Avenue A, Middletown, NY 10940

VERY SPACEY HOME. FEATURE FOUR BEDROOMS, TRHEE FULL BATHROOMS, TWO LIVING ROOMS, DINING ROOM, KITCHEN WITH STAINLESSS STEEL APPLIANCES, GRANITE COUNTER TOPS. THE BASEMENT IS FINISHED FOR EXTRA SPAE., GREAT FOR EXTENDED FAMILY. CLOSE TO EVRYTHING, HIGHWAYS, SCHOOLS, SHOPING. THIS IS A MUST SEE.

Jean DiMatteo DiMatteo Realty LLC

1 Avenue A, Middletown, NY 10940
$440,001 Sold Sep 22, 2025
- 1,702 Sq Ft
- $259/SF
- 54 Days On Market
- 3 Beds
- 2 Baths
- Built 1971
14 Laddie Rd, Middletown, NY 10941

**Charming Renovated Split-Level Home in Pine Bush School District!**Welcome to your dream home! This beautifully renovated split-level gem is nestled in the heart of the highly sought-after Pine Bush School District, offering the perfect blend of modern amenities and cozy living. Step inside and be captivated by the stunning upgrades that make this house a true standout.As you

Andrea Rose Keller Williams Hudson Valley

14 Laddie Rd, Middletown, NY 10941

Est $693,070 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,721 Sq Ft
454 Kirbytown Rd, Middletown, NY 10940

454 Kirbytown Rd, Middletown, NY 10940

/22
$729,900
- 4 Beds
- 2.5 Baths
- 2,561 Sq Ft
195 Mulford Rd, Middletown, NY 10940

Stunning New Construction colonial on a dead end street. Welcome to your dream home set on 3 picturesque acres in the Town of Greenville, within the highly sought-after Minisink Valley School District. The Oakwood model is nestled on a private, partially wooded lot at the end of a quiet cul-de-sac, offering the perfect blend of style, comfort, and functionality. Step inside to find 4 spacious

Chris Ogden Realty Promotions Inc

195 Mulford Rd, Middletown, NY 10940
$605,000 Sold Sep 19, 2025
- 2,410 Sq Ft
- $251/SF
- 71 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2006
344 Ingrassia Rd, Middletown, NY 10940

Welcome to 344 Ingrassia Rd in Middletown, NY. This stunning Italian custom built Mediterranean home sits on 3.1 acres of land, offering 2,410 sqft of elegant living space. The property features 4 spacious bedrooms and 2.5 bathrooms.Upon entering, you'll notice the beautiful marble tile flooring that flows into the open kitchen. This Grommet kitchen boasts a large island, energy efficient

Travis Thompson Keller Williams Hudson Valley

344 Ingrassia Rd, Middletown, NY 10940

Est $446,820 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,720 Sq Ft
148 Camp Stadie Rd, Middletown, NY 10940

148 Camp Stadie Rd, Middletown, NY 10940

/22
$415,000
- 2 Beds
- 2.5 Baths
- 1,337 Sq Ft
19 Putters Way Unit 9, Middletown, NY 10940

Welcome to this fully updated, move-ready condo in the desirable Walkill community. This splendid duplex has been luxuriously upgraded with modern paint tones and the latest finishes. Bright and sunny rooms with updated lighting throughout. The kitchen boasts sleek, brand-new appliances and classic wood cabinetry. The bathrooms have been meticulously maintained. Cathedral ceilings in both

Abraham Lefkowitz Access Realty Team Inc

19 Putters Way Unit 9, Middletown, NY 10940
$360,000 Sold Sep 19, 2025
- 1,436 Sq Ft
- $251/SF
- 122 Days On Market
- 3 Beds
- 1 Bath
- Built 1965
36 Karen Dr, Middletown, NY 10940

This cozy 3-bedroom, 1-bathroom home is packed with features and surrounded by natural beauty. Located on a spacious 0.59-acre lot, the property includes energy-efficient solar panels, a newer roof, and a workshop area in the basement. The home has hardwood floors and also features newer appliances in the kitchen. The seller is willing to work with the new owner on refinishing the wood floors.

Jason Madison eXp Realty

36 Karen Dr, Middletown, NY 10940

Est $462,885 Not Listed For Sale
- 4 Beds
634 Pocatello Rd, Middletown, NY 10940

634 Pocatello Rd, Middletown, NY 10940

/40
$513,999
- 3 Beds
- 3 Baths
- 2,696 Sq Ft
2 Danielle Ct, Middletown, NY 10940

Welcome to 2 Danielle Court, a stucco home on just over a half-acre in desirable Middletown, NY. This move-in ready property features 3 bedrooms, 3 bathrooms, and a versatile media room on the lower level. Enjoy an inviting layout filled with natural light, plus an expansive backyard with endless possibilities. Located in a quiet cul-de-sac with parking for up to 6 vehicles. Comes with a FREE

Ravyn Green YourHomeSold Guaranteed Realty

2 Danielle Ct, Middletown, NY 10940
$620,000 Sold Sep 18, 2025
- 4,491 Sq Ft
- $138/SF
- 26 Days On Market
- 6 Beds
- 4 Baths
- Built 1900
122 W Main St, Middletown, NY 10940

GREAT CASHFLOW INVESTMENT PROPERTY available in Middletown !!! Priced to Sell! This 4 unit multi family property offers 4 units with 3 1 BEDROOMS AND 1 BATH and 1 3 bedrooms. The property offers PRIVATE PARKING IN THE REAR and a second driveway on the other side of the property. The property has a newer roof, boiler and newer water heaters. All units the tenant occupied and each pays for their

Joao Rodrigues Preferred Properties Real Esta

122 W Main St, Middletown, NY 10940

Est $480,726 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,304 Sq Ft
661 Pocatello Rd, Middletown, NY 10940

661 Pocatello Rd, Middletown, NY 10940

/30
$548,800
- 4 Beds
- 3.5 Baths
- 2,307 Sq Ft
73 Watkins Ave, Middletown, NY 10940

Exquisite Updated Colonial Residence in a Prestigious Middletown Location Discover timeless elegance combined with modern sophistication in this beautifully updated 4-bedroom, 3-bath Colonial home. Perfectly situated on a quiet, tree-lined street, this residence offers a seamless blend of classic architectural details and contemporary upgrades, creating a truly refined living experience. From the

Jonathon Lee Keller Williams Hudson Valley

73 Watkins Ave, Middletown, NY 10940
$155,000 Sold Sep 18, 2025
- 735 Sq Ft
- $211/SF
- 63 Days On Market
- 1 Bed
- 1 Bath
- Built 1989
268 Concord Ln, Middletown, NY 10940

Welcome to your new home! This bright and inviting 1-bedroom, 1-bathroom condo offers the perfect blend of comfort, style, and convenience. Located in a well-maintained community, this unit features a sun-drenched private balcony—ideal for morning coffee, container gardening, or enjoying a cocktail after a long day.Some Key Features: A generously sized bedroom with ample closet space, New

Chris Cardinal Keller Williams Realty

268 Concord Ln, Middletown, NY 10940

Est $469,031 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,152 Sq Ft
15 Milo Dr, Middletown, NY 10941

15 Milo Dr, Middletown, NY 10941

/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
$575,000 Sold Sep 18, 2025
- 2,230 Sq Ft
- $258/SF
- 141 Days On Market
- 6 Beds
- 3 Baths
- Built 1900
19 Academy Ave, Middletown, NY 10940

STUNNING MIDDLETOWN MULTI-FAMILY is now available for your purchase!! This Colonial is in C-3 zoning where a Commercial business is allowed on the 1st floor! This 2-family is in turn-key condition and offers all the space that you need with nothing left to do but unpack. Ideal for an extended family, or run your business in the 1st level and live on the 2nd, or lastly allow the rental income of

Sandra Arnez Keller Williams Hudson Valley

19 Academy Ave, Middletown, NY 10940

Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,140 Sq Ft
100 Hillside Dr Unit G2, Middletown, NY 10941

100 Hillside Dr Unit G2, Middletown, NY 10941

/18
$60,000
- Land
- 5.26 Acres
- $11,407 per Acre
0 Joe Todd Rd Unit 20253963, Middletown, NY 10940

Near the end of a quiet town-maintained dead-end road, you'll find this ideal building lot in the town of Fleischmanns. This parcel has a mix of evergreens, deciduous trees, open clearings, and a seasonal stream, most of which is on level terrain ideal for a driveway and building site. Enjoy the peace and tranquility of a wooded sanctuary just minutes up the hill from the happening main street of

Peter Kleeman Jewett and Jewett LLC

0 Joe Todd Rd Unit 20253963, Middletown, NY 10940
$496,000 Sold Sep 18, 2025
- 2,000 Sq Ft
- $248/SF
- 24 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1971
7 Ross Ln, Middletown, NY 10941

THIS IS THE ONE!! Wonderful family home in the heart of Scotchtown. FIRST time on the market in over half a century!! Well maintained, must see to believe! Located on over 1/3 of an acre, this home is one of a kind! Hardwood floors throughout the home have been recently treated. The eat in kitchen provides convenience AND easy access to the HUGE, two-tiered back deck. The home offers a Formal

David Furlin BHHS Hudson Valley Properties

7 Ross Ln, Middletown, NY 10941

Not Listed For Sale
- 1 Bed
- 1 Bath
- 875 Sq Ft
100 Hillside Dr Unit D12, Middletown, NY 10941

100 Hillside Dr Unit D12, Middletown, NY 10941

/6
$85,000
- 2 Beds
- 1 Bath
- 600 Sq Ft
3 Birch St, Middletown, NY 10940

Single Family Seasonal Cottage in Middletown! Here's the opportunity to create your perfect getaway at this cozy 2 story cabin set on a 50 x 100 ft lot in the heart of Middletown. The attic portion was being converted into living space, designed to accommodate three bedrooms and one bathroom. This cabin holds endless potential and offers buyers a chance to design a custom retreat or full-time

Thomas Horodecki Capri Jet Realty Corp

3 Birch St, Middletown, NY 10940
$314,900 Sold Sep 17, 2025
- 1,216 Sq Ft
- $259/SF
- 4 Days On Market
- 2 Beds
- 2 Baths
- Built 2007
936 Tower Ridge Cir, Middletown, NY 10941

Looking for resort lifestyle living, Welcome to Tower Ridge Grande. Lovely Evergreen model with 2 Bedroom/2 Bath end unit with amazing views has so much to offer. Airy and open floor plan as you walk into the eat in kitchen area with granite countertops, custom backsplash, stainless steel appliances and ample sized 2 Tier Island.Access to private balcony, gleaming hardwood floors, spacious living

Angelo Acierno Keller Williams Realty

936 Tower Ridge Cir, Middletown, NY 10941

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