Middletown, NY Homes

/40
$409,999
- 3 Beds
- 1.5 Baths
- 1,560 Sq Ft
2729 W Conkling Ave, Middletown, NY 10940

Welcome to your next home at 29 W Conkling Avenue, located in the heart of Middletown. This charming 3 bedroom ranch-style residence offers many upgrades including updated kitchen with stainless steel appliances, hardwood floors, recessed lighting, solar panels, and a spacious walkout basement that dramatically expands your livable space. Enjoy the level double-lot backyard perfect for relaxing,

Amanda Rivera Sepulveda Keller Williams Realty

2729 W Conkling Ave, Middletown, NY 10940
/18

$2,199 - $3,792 per month

Sterling Parc at Middletown

1 - 2 Beds

23 James P Kelly Way, Middletown, NY 10940

Sterling Parc at Middletown is located at 23 James P Kelly Way Middletown, NY and is managed by Solomon Management LLC, a reputable property management company with verified listings on RENTCafe. Sterling Parc at Middletown offers one and two bedroom apartments ranging in size from 816 to 1,231 sq.ft. Amenities include Carpeting, Dishwasher, Fireplace, Clubhouse, Concierge, and more. This rental

23 James P Kelly Way, Middletown, NY 10940
$599,000 Sold Nov 06, 2025
- 2,747 Sq Ft
- $218/SF
- 33 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1985
31 Highland View Place, Middletown, NY 10940

Welcome to your dream home! Enjoy easy one floor living in this expansive ranch with its timeless decor and most tasteful updates! Meticulously maintained with exceptional attention to detail, inside and out, is evident as soon as you pull up to the front of the house with its extra wide paver stone driveway and mature landscaping. Step inside to discover light filled spaces, vaulted ceilings,

Abbe Distelburger Keller Williams Realty

31 Highland View Place, Middletown, NY 10940

Est $499,525 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,800 Sq Ft
87 Pine Grove Rd, Middletown, NY 10940

87 Pine Grove Rd, Middletown, NY 10940

/28
$310,000
- 2 Beds
- 2.5 Baths
- 1,473 Sq Ft
146 Deer Ct Dr Unit 146, Middletown, NY 10940

Don't miss out on this this 2-bedroom, 2.5-bath townhouse in the highly desirable Deer Run Condo community in Middletown, NY. This well-kept, two-floor unit features spacious bedrooms, large windows, a master bath, central air, and second floor laundry room. From the living door, you have a sliding glass door out to your Patio, perfect for comfortable living and easy entertaining. Enjoy access to

Chris Cardinal Keller Williams Realty

146 Deer Ct Dr Unit 146, Middletown, NY 10940
/35
$3,400 per month
- 5 Beds
- 2.5 Baths
- 2,276 Sq Ft
- House for Rent
72 Webb Rd, Middletown, NY 10940

Enjoy country living in the Town of Wallkill beautiful remodeled house with new kitchen and bathrooms.

Joao Rodrigues Preferred Properties Real Esta

72 Webb Rd, Middletown, NY 10940
/25
$318,250 Sold Nov 04, 2025
- 1,604 Sq Ft
- $198/SF
- 17 Days On Market
- 3 Beds
- 2 Baths
- Built 1985
4 Langton Mews Unit 7, Middletown, NY 10940

Welcome to 4 Langton Mews!This contemporary home offers an open-concept layout with a bright and spacious kitchen that flows into a comfortable living area.Enjoy generous closet space in every bedroom, a private backyard area for outdoor enjoyment, and plenty of parking, including an attached garage. The home is move-in ready and filled with natural light throughout.Residents of Canterbury Knolls

Emma Djiya 1ST CLASS REALTY - PA

4 Langton Mews Unit 7, Middletown, NY 10940

Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,267 Sq Ft
25 Fairways Dr Unit 2, Middletown, NY 10940

25 Fairways Dr Unit 2, Middletown, NY 10940

/34
$650,000
- 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
/35

$1,800 - $1,900 per month

Cottage Suites

Studio

52-89 Cottage St, Middletown, NY 10940

The Cottage Suites – Extended Stays Redefined in Middletown, NYFurnished Rentals | All Utilities IncludedLive comfortably. Stay conveniently.Welcome to The Cottage Suites, a boutique collection of fully furnished, modern suites designed for long-term stays in the heart of Middletown, NY. Ideal for professionals, students, and transitional renters seeking flexibility without

52-89 Cottage St, Middletown, NY 10940
$270,000 Sold Nov 04, 2025
- 1,941 Sq Ft
- $139/SF
- 13 Days On Market
- 5 Beds
- 2 Baths
- Built 1900
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

Est $259,539 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,049 Sq Ft
119 Ruth Ct, Middletown, NY 10940

119 Ruth Ct, 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
/22
$2,250 per month
- 3 Beds
- 1.5 Baths
- 1,100 Sq Ft
- Apartment for Rent
4 E Main St Unit 3A, Middletown, NY 10940

WELCOME TO DOWNTOWN MIDDLETOWN!! A 3rd floor, modern and SPACIOUS 3 bedroom with a 1.5 baths is ready December 1st occupancy! Enter into a open floor layout from kitchen to living room. 10 ft ceilings, textured walls & gorgeous hardwood floors throughout! The kitchen features stainless steel appliances, white modern cabinetry, & granite counters that opens to a large living room. A half guest

Sandra Arnez Keller Williams Hudson Valley

4 E Main St Unit 3A, Middletown, NY 10940
$320,000 Sold Nov 03, 2025
- 1,248 Sq Ft
- $256/SF
- 75 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1985
3 Allan Park Mews, Middletown, NY 10940

Welcome to the highly desired Canterbury Knolls in Town of Wallkill. Conveniently located to all major commuter highways and all major shopping and public transportation. The free standing unit offers an attached garage and driveway parking as well. When you enter the unit you will be greeted by the ceramic tiled entrance that leads to hardwood flooring, The open concept living room and dining

Pedro Garcia Curasi Realty, Inc.

3 Allan Park Mews, Middletown, NY 10940

Est $508,128 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,473 Sq Ft
105 Jasmine Dr, Middletown, NY 10940

105 Jasmine Dr, Middletown, NY 10940

/21
$439,900 Open Sat 1PM - 3PM
- 3 Beds
- 1.5 Baths
- 1,736 Sq Ft
74 Pocatello Rd, Middletown, NY 10940

Welcome to this bright and spacious 3-bedroom, 2.5-bath high ranch offering comfort, style, and convenience. The main level features an open-concept living and dining room with hardwood floors, high ceilings, and recessed lighting, creating a warm and inviting atmosphere. The modern kitchen provides plenty of cabinet space and is perfect for both everyday meals and entertaining. Down the hall,

Catherine Eichner Eichner Realty Group Inc.

74 Pocatello Rd, Middletown, NY 10940
/25

$2,195 - $2,405 per month

Northwoods Apartments

1 - 2 Beds

300 Northwoods Rd, Middletown, NY 10940

Nestled in the historic Hudson River Valley of Middletown, New York, Northwoods Apartments is a community of apartment homes boasting a country-like setting with panoramic mountain views. You will enjoy a well-rounded activity rich lifestyle complemented by state-of-the-art-on-site amenities including a fitness center, clubroom, half basketball court and playground.A

300 Northwoods Rd, Middletown, NY 10940
$442,500 Sold Nov 03, 2025
- 2,496 Sq Ft
- $177/SF
- 30 Days On Market
- 3 Beds
- 3 Baths
- Built 1973
411 Fair Oaks Rd, Middletown, NY 10940

Welcome Home! Solid Raised Ranch located in the Town of Wallkill/Pine Bush School District. Set on a quiet and private 1.96 acre lot, this spacious home offers comfort, flexibility and endless potential. With 2,496 Sq. Ft. of living space, the home features 3 bedrooms, 3 full bathrooms, plus two additional rooms that are perfect for home offices and guest rooms. Vaulted ceilings. Hardwood floors.

Edwin Rodriguez Keller Williams Hudson Valley

411 Fair Oaks Rd, Middletown, NY 10940

Est $458,080 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,473 Sq Ft
107 Jasmine Dr, Middletown, NY 10940

107 Jasmine Dr, Middletown, NY 10940

/32
$529,000
- 3 Beds
- 2 Baths
- 1,868 Sq Ft
9 Randall Heights, Middletown, NY 10940

Wow! Absolutely stunning, fully renovated 3-bedroom, 2-bath ranch — completely renovated! This beautiful home features New windows, a brand-new kitchen with quartz countertops, tiled backsplash, and stainless-steel appliances. Enjoy gleaming hardwood floors, warm fireplace (professionally cleaned) spacious and bright living areas, modern bathrooms, and tasteful finishes throughout. Nothing to do

Naomi Streicher Q Home Sales

9 Randall Heights, Middletown, NY 10940
/10
$1,500 per month
- 1 Bed
- 1 Bath
- 500 Sq Ft
- Apartment for Rent
101 Wickham Ave Unit 1, Middletown, NY 10940

MIDDLETOWN RENTAL!! A centrally located 1 bedroom is now available for immediate occupancy. Enter into a living room with plenty of natural window light followed by a small eat in kitchen with black appliances. One spacious bedroom and a full bath complete the unit. One of the few units that INCLUDES HEAT! Short distance to shops, restaurants, public transportation, and highway access. Off-street

Sandra Arnez Keller Williams Hudson Valley

101 Wickham Ave Unit 1, Middletown, NY 10940
$465,000 Sold Nov 03, 2025
- 1,400 Sq Ft
- $332/SF
- 18 Days On Market
- 6 Beds
- 2 Baths
- Built 1900
17 Sterling St, Middletown, NY 10940

Turnkey Two-Family Investment Opportunity. Fully renovated from the studs up just two years ago, this impressive two-family home offers spacious 3-bedroom apartments on each floor — ideal for strong rental income and long-term appreciation. Every major system has been updated: new roof, windows, siding, HVAC, driveway, and stylish interior finishes. Each unit features a modern layout with white

Michael D'Ambrosio eXp Realty

17 Sterling St, Middletown, NY 10940

Est $694,385 Not Listed For Sale
- 4 Beds
- 4 Baths
- 4,538 Sq Ft
172 Stony Ford Rd, Middletown, NY 10941

172 Stony Ford Rd, Middletown, NY 10941

/15
$289,000
- 2 Beds
- 2.5 Baths
- 1,348 Sq Ft
11 Jordan Ln, Middletown, NY 10940

Great opportunity for investors for fix and flip.Minimal work needed to make it presentable.Town house located in a beautiful neighborhood.

Siju John Kerala Realty, LLC

11 Jordan Ln, Middletown, NY 10940
/35

$2,062 - $3,116 per month

Boulder Pointe Apartments

1 - 3 Beds

201 Genung St, Middletown, NY 10940

Welcome home to Boulder Pointe Apartments! Our apartments in Middletown, NY allow you to reside in comfort and sophistication while exploring the unique and dynamic culture of Wallkill. Superior amenities, desirable services, and a well-connected address allow you to indulge in all the urban conveniences you want without giving up on the peaceand quiet you deserve. Offering a selection of one,

201 Genung St, Middletown, NY 10940
$88,000 Sold Nov 03, 2025
- Land
- 0.7 Acre
- $125,714 per Acre
- 225 Days On Market
29-31 Orange Terrace, Middletown, NY 10940

Build your new home with beautiful views. This lot is 190 feet deep. Compared to most building lots in Middletown, which are only 100 feet deep, this will let you have a full size house plus a nice size rear yard. Municipal water and sewer service are available, along with electric, natural gas, cable and telephone. This location is near parks and schools and has good access to shopping, and

Joao Rodrigues Preferred Properties Real Esta

29-31 Orange Terrace, Middletown, NY 10940

Est $403,728 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,818 Sq Ft
14 W Jackson Ave, Middletown, NY 10940

14 W Jackson Ave, 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
/18
$2,350 per month
- 2 Beds
- 2 Baths
- 880 Sq Ft
- Condo for Rent
215 Ruth Ct, Middletown, NY 10940

Welcome to 215 Ruth Ct. A beautifully updated 2-bedroom, 2-bathroom ground-level end unit condo located in Middletown, NY. Move-in ready, this home offers an inviting open layout filled with natural light throughout. Enjoy the convenience of in-unit laundry with your own washer and dryer, along with two spacious bedrooms and two full bathrooms designed for comfort and functionality. The spacious

Maria Sairrino Cronin & Company Real Estate

215 Ruth Ct, Middletown, NY 10940
$585,000 Sold Nov 01, 2025
- 2,434 Sq Ft
- $240/SF
- 145 Days On Market
- 4 Beds
- 3 Baths
- Built 2025
94 Fair Oaks Rd, Middletown, NY 10940

*AVAILABLE* NEW CONSTRUCTION BILONIAL BEAUTY ON 10+ ACRES! Welcome to your dream home – a stunning, newly built bilonial-style residence that redefines upscale living with modern aesthetic and thoughtful design in every inch. 4 Spacious Bedrooms | 3 Full Designer Bathrooms. Featuring cathedral ceilings in the living room, this open-concept home is flooded with natural light from the many windows,

Valeria Rios HomeSmart Homes & Estates

94 Fair Oaks Rd, Middletown, NY 10940

Not Listed For Sale
- 12 Beds
- 3 Baths
- 4,924 Sq Ft
540 County Route 49, Middletown, NY 10940

540 County Route 49, 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
/35

$1,775 - $2,200 per month

Sherwood Forest Garden Apartments

1 - 2 Beds

507 Sherwood Dr N, Middletown, NY 10941

Sherwood Forest Garden Apartments, located in Middletown, NY, consists of six garden apartment-style buildings spread over 18 lushly landscaped acres. Your rent includes Heat/AC, Hot Water, Cooking Gas, and Trash. In addition, there is an outdoor pool, with an adjacent fitness center, BBQ Grills and Unassigned Parking. ALL are available, without charge, to residents of the property. Ground level

507 Sherwood Dr N, Middletown, NY 10941
$354,000 Sold Oct 31, 2025
- 1,608 Sq Ft
- $220/SF
- 12 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2000
6 Perrins Mews, Middletown, NY 10940

Welcome to this charming 3-bedroom, 2.5-bathroom townhome in the highly sought-after community of Canterbury Knolls. This home is truly move-in ready, offering a perfect blend of comfort and convenience. The main living areas are bright and inviting, and you'll find elegant hardwood flooring throughout the staircase, hallway, and all three bedrooms. A sliding door in the dining area opens to a

Maureen Cronin Cronin & Company Real Estate

6 Perrins Mews, Middletown, NY 10940

Est $463,978 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,758 Sq Ft
338 van Duzer Rd, Middletown, NY 10940

338 van Duzer Rd, 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
/7
$2,350 per month
- 2 Beds
- 2 Baths
- 1,142 Sq Ft
- Apartment for Rent
206 Golf Links Rd Unit 332, Middletown, NY 10940

This new 2 bedroom 2 bath apartment features a modern and stylish design, with high quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage, and a

Victoria Fini Curasi Realty, Inc.

206 Golf Links Rd Unit 332, Middletown, NY 10940
$412,000 Sold Oct 31, 2025
- 1,430 Sq Ft
- $288/SF
- 166 Days On Market
- 3 Beds
- 2 Baths
- Built 1960
10 Willow Place, Middletown, NY 10940

Move right into this charming 3 bedroom 2 bath split level home. The property offers bonus spaces that can be converted to an office 4th bedroom, Den or more, offering flexibility to suit your needs. Step out onto a new oversized deck and enjoy a heated pool thats perfect for entertaining in style, or simply relaxing outdoors. The home is packed with updates, including new flooring throughout, an

Jacqueline Santiago HomeSmart Homes & Estates

10 Willow Place, Middletown, NY 10940

Not Listed For Sale
- 9 Beds
- 3 Baths
- 3,090 Sq Ft
704 Route 211 W Unit 706, Middletown, NY 10940

704 Route 211 W Unit 706, Middletown, NY 10940

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