Middletown, NY Homes

/5
$525,000
- Land
- 3.8 Acres
- $138,194 per Acre
TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940

Attention Builders and Developers: Presenting a rare, fully-approved 3-lot subdivision on Silverlake Scotchtown Road in the desirable Town of Wallkill, ready for the construction of three new two-family homes. Each lot is designed to accomodate a 32x80 structure which is large enough for each unit to include 3 bedrooms, 2 baths and a 1 car garage. Seller does not have architectural plans so

Jason McGovern Keller Williams Hudson Valley

TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
/5
$1,800 per month
- 1 Bed
- 1 Bath
- 1,200 Sq Ft
- Condo for Rent
280 Wisner Ave Unit 2, Middletown, NY 10940

Property Id: 2228735Private entrance- top floor -1 bed 1 bath- just updated!$1800/month includes all utilities.Private secure gated off street parking, snow removal and landscaping included.Close to schools, entertainment and shopping.

280 Wisner Ave Unit 2, Middletown, NY 10940
$310,000 Sold Oct 11, 2025
- 1,348 Sq Ft
- $230/SF
- 33 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2004
71 Jordan Ln, Middletown, NY 10940

Welcome to this sought-after 2-bedroom, 2.5-bath townhouse in Mountainside Hills Condominium. The main level has hardwood floors, a kitchen dining area, a spacious living room with access to your private deck, a powder room, and an in-unit laundry room. Upstairs, you'll find the primary bedroom with an ensuite bathroom and walk-in closet, plus an additional bedroom and a full bath. The home also

Jonathon Lee Keller Williams Hudson Valley

71 Jordan Ln, Middletown, NY 10940

Est $440,817 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,580 Sq Ft
90 Upper Rd, Middletown, NY 10940

90 Upper Rd, 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
/48
$3,300 per month
- 3 Beds
- 2.5 Baths
- 1,781 Sq Ft
- Condo for Rent
141 Meadow View Dr, Middletown, NY 10940

Welcome to move-in ready end unit Townhouse in Maple Fields. Three Bedrooms with 2.5 Baths, with stainless steel appliances, granite countertop. lots of upgrade. Oversized finished lower area is perfect for family gatherings. Newly upgrade garage door with remote controls. Motivate seller, retired and moving south. Huge price deduction, don't miss this one. Additional Information:

Zhiheng Tang Keller Williams Hudson Valley

141 Meadow View Dr, Middletown, NY 10940
$110,000 Sold Oct 10, 2025
- 585 Sq Ft
- $188/SF
- 60 Days On Market
- 1 Bed
- 1 Bath
- Built 1960
55 Woodcrest Dr, Middletown, NY 10940

Charming Turn-Key Wood Cottage in Serene Setting - Airbnb CertifiedEscape to peace and tranquility with this beautifully maintained 1-bedroom, 1-bath ranch-style wood cottage, nestled in a serene wooded setting. Featuring vaulted ceilings and a wood-burning stove, this home exudes warmth and rustic charm. An additional converted space serves as a second bedroom, a bonus loft area offers extra

Zakia Wisdom Z Wisdom Realty Inc.

55 Woodcrest Dr, Middletown, NY 10940

Est $423,734 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,930 Sq Ft
1 Silver Mine Estate Rd, Middletown, NY 10940

1 Silver Mine Estate Rd, Middletown, NY 10940

/26
$250,000
- 1 Bed
- 1 Bath
- 360 Sq Ft
51 S Shore Dr, Middletown, NY 10940

Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

Arya Rabinovits eRealty Advisors, Inc

51 S Shore Dr, Middletown, NY 10940
/9
$2,116 per month
- Studio
- 1 Bath
- Condo for Rent
73 Cottage St Unit ID1056801P, Middletown, NY 10940

Nestled in the heart of Middletown, New York, this cozy studio flat offers a perfect retreat for couples and solo travelers looking for a peaceful and convenient stay. After a day of exploring the beautiful Hudson Valley, unwind in this minimalist yet functional space. Featuring all the essential amenities for a relaxing and hassle-free stay, it provides the ideal balance of comfort and

73 Cottage St Unit ID1056801P, Middletown, NY 10940
$330,000 Sold Oct 10, 2025
- 1,778 Sq Ft
- $186/SF
- 25 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1974
58 Chaucer Ct, Middletown, NY 10941

Your search ends here with this beautifully maintained 3-bedroom, 1.5-bath home that’s ready for its next owner. Thoughtfully updated and full of charm, this home features gleaming hardwood floors throughout and newer windows that fill each space with abundant natural light.All three bedrooms are generously sized, offering comfortable living and plenty of sunlight. Both bathrooms have

Matthew O'Hare Coldwell Banker Realty

58 Chaucer Ct, Middletown, NY 10941

Est $476,317 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,436 Sq Ft
869 Winterton Rd, Middletown, NY 10940

869 Winterton Rd, Middletown, NY 10940

/15
$649,999
- 4 Beds
- 2.5 Baths
- 2,410 Sq Ft
217 Schoolhouse Rd, Middletown, NY 10940

Experience the perfect blend of modern luxury and peaceful country living with this like-new colonial, built in 2022 and set on a spacious 2-acre lot in the desirable Minisink School District. Step inside to discover a thoughtfully designed, open-concept main level, where gleaming hardwood floors guide you through a bright and airy layout. A cozy fireplace anchors the living area, creating an

Nerette Lewis RE/MAX Town & Country

217 Schoolhouse Rd, Middletown, NY 10940
/18
$2,300 per month
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- Apartment for Rent
652 New York 211 Unit 1, Middletown, NY 10940

Welcome home to this well-maintained 3-bedroom, 1-bathroom apartment in Middletown, NY, offering comfort, space, and convenience at an unbeatable value. Recently updated kitchen, staircase, floors, and lighting Independent heating and electrical systems.Step inside to find a bright open-concept kitchen and living area, perfect for relaxing or entertaining guests. The kitchen offers plenty

Marlenie Mendez Luna Keller Williams Hudson Valley

652 New York 211 Unit 1, Middletown, NY 10940
$363,740 Sold Oct 10, 2025
- 1,324 Sq Ft
- $275/SF
- 39 Days On Market
- 2 Beds
- 1 Bath
- Built 1951
9 Grandview Ave, Middletown, NY 10940

Step inside this Middletown ranch home and be pleasantly surprised by the spacious layout, updated features, and inviting vibe that make this home a true gem. With newer windows, kitchen appliances, and central air conditioning, comfort and convenience are already checked off your list. The cute breezeway connecting the garage to the house adds a fun bonus space—think sunny sitting area or

Patricia Sassi RE/MAX Benchmark Realty Group

9 Grandview Ave, Middletown, NY 10940

Est $401,697 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,260 Sq Ft
768 Winterton Rd, Middletown, NY 10940

768 Winterton Rd, Middletown, NY 10940

/14
$315,000
- 3 Beds
- 1 Bath
- 1,058 Sq Ft
14 Pennsylvania Ave, Middletown, NY 10940

Welcome to 14 Pennsylvania Avenue — a 3-bedroom, 1-bath ranch in the Minisink Valley School District offering convenient one-level living in a peaceful neighborhood setting. This solid home sits on a spacious 0.33-acre lot with a large, fenced-in backyard perfect for pets, play, or garden space. With good bones and a practical floor plan, it’s the perfect opportunity to bring your own style and

Dominick Tufano RE/MAX Benchmark Realty Group

14 Pennsylvania Ave, Middletown, NY 10940
/9
$2,116 per month
- Studio
- 1 Bath
- Condo for Rent
154 Ny-211 Unit ID1056805P, Middletown, NY 10940

Adventure and comfort come together in this charming studio flat, perfect for free-spirited couples and solo travelers. This inviting space offers a restful retreat where you can recharge and unwind before heading out to explore new horizons.The studio's clever layout boasts a compact kitchen, proving that good things truly come in small packages. Fall to sleep on the double-sized, cloud-like

154 Ny-211 Unit ID1056805P, Middletown, NY 10940
$310,000 Sold Oct 08, 2025
- 1,176 Sq Ft
- $264/SF
- 46 Days On Market
- 3 Beds
- 1 Bath
- Built 1930
193 Bert Crawford Rd, Middletown, NY 10940

Charming Cape Cod home located in the heart of one of Middletown’s most desirable neighborhoods. Property features 2 spacious bedrooms on main level and 3rd bedroom upstairs, 1 full bathroom, a large living room, kitchen with dinette, dining room, and enclosed front porch. Step out from the kitchen to a beautiful, flat backyard—perfect for barbecues, play, or quiet evenings. . Full-height

Eliezer Salcer Preferred Properties Real Esta

193 Bert Crawford Rd, Middletown, NY 10940

Est $403,384 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,496 Sq Ft
29 Kirbytown Rd, Middletown, NY 10940

29 Kirbytown Rd, Middletown, NY 10940

/26
$230,000
- 2 Beds
- 2 Baths
- 924 Sq Ft
376 Concord Ln, Middletown, NY 10940

Buttonwood In Middletown now offers a 2 bedroom/2 bath for you to call home! An updated unit with vinyl floors throughout, updated kitchen, stainless steel appliances & plenty of cabinet space. Open floor layout living Room/dinning room. Newer washer & dryer inside the unit for your convenience. Spacious bedrooms, one of them being a Suite with a private full bath and a walk in closet. Both

Sandra Arnez Keller Williams Hudson Valley

376 Concord Ln, Middletown, NY 10940
/21
$2,000 per month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Apartment for Rent
84 Foster Rd, Middletown, NY 10941

Welcome to this cozy one bedroom cottage that perfectly blends comfort, convenience, and charm. Tucked away on a quiet property, this inviting home offers privacy while still being close to local amenities, shops, and major routes. Step inside to find a bright and welcoming living space with a comfortable open layout. The main level features a living room / dining room combo, a bedroom, a full

Paul Esposito Nicoli Realty

84 Foster Rd, Middletown, NY 10941
$450,000 Sold Oct 07, 2025
- 2,108 Sq Ft
- $213/SF
- 41 Days On Market
- 3 Beds
- 2 Baths
- Built 1930
853 Winterton Rd, Middletown, NY 10940

A Rare Multi-Residence Opportunity on 11.75 Acres in Bloomingburg! Welcome to 853 Winterton Road — a truly exceptional 11.75-acre estate in the Pine Bush School District that offers both space and potential, tucked away in a serene farm-like setting yet convenient to all that the Hudson Valley has to offer. Drive up the long, paved circular driveway and take in the peaceful, private landscape

Amanda Brehm Keller Williams Hudson Valley

853 Winterton Rd, Middletown, NY 10940

Est $657,763 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,490 Sq Ft
283 Kirbytown Rd, Middletown, NY 10940

283 Kirbytown Rd, 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
/8
$2,116 per month
- Studio
- 1 Bath
- Condo for Rent
73 Cottage St Unit ID1056796P, Middletown, NY 10940

This charming studio flat offers a cozy and convenient retreat for couples or solo travelers seeking a comfortable home away from home. Perfectly situated in the heart of Middletown, NY, it provides easy access to local restaurants, shops, and entertainment, making it effortless to explore the vibrant surroundings and everything the city has to offer. A comfortable queen-size bed takes center

73 Cottage St Unit ID1056796P, Middletown, NY 10940
$482,500 Sold Oct 06, 2025
- 1,872 Sq Ft
- $258/SF
- 26 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2005
39 Brookline Ave, Middletown, NY 10940

***Charming 3 bedroom Home***Welcome to your dream home! Nestled in a quiet, family-friendly neighborhood, this beautifully updated 3-bedroom, 2.5-bath residence offers the perfect blend of comfort, style, and convenience.Step inside to discover an open-concept living space filled with natural light, features a spacious dining area ideal for entertaining. The updated kitchen

Andrea Rose Keller Williams Hudson Valley

39 Brookline Ave, Middletown, NY 10940

Est $646,468 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,064 Sq Ft
291 Kirbytown Rd, Middletown, NY 10940

291 Kirbytown Rd, Middletown, NY 10940

/25
$399,900
- 4 Beds
- 2 Baths
- 2,200 Sq Ft
56 Mulberry St Unit 54, Middletown, NY 10940

CALLING ALL INVESTORS! This well-maintained two-family home in the heart of Middletown is a must-see opportunity! Each apartment offers two bedrooms, a spacious living room, a den/office and a full kitchen, perfect for tenants seeking comfort and convenience. Recent updates include a new roof, siding, soffits, and gutters—all completed within the past few months, ensuring peace of mind for years

Patricia Sassi RE/MAX Benchmark Realty Group

56 Mulberry St Unit 54, Middletown, NY 10940
/12
$3,500 per month
- 3 Beds
- 2.5 Baths
- 2,763 Sq Ft
- House for Rent
17 Woodrose Ct, Middletown, NY 10940

? Beautiful Townhouse for Rent – Move-In Ready! ?Welcome to this stunning and spacious townhouse offering the perfect blend of comfort, modern design, and everyday convenience. Step inside to an inviting open-concept living and dining area filled with natural light, ideal for both entertaining and relaxing. The modern kitchen is equipped with sleek stainless steel appliances, ample

Ermelinda Mclaughlin eXp Realty

17 Woodrose Ct, Middletown, NY 10940
$340,000 Sold Oct 06, 2025
- 825 Sq Ft
- $412/SF
- 59 Days On Market
- 2 Beds
- 1 Bath
- Built 1959
2411 Goshen Turnpike, Middletown, NY 10941

Welcome to 2411 Goshen Turnpike – in the prestigious Goshen School District! Set on nice flat and usable 1.4-acre lot, this updated 2-bedroom home offers warmth, comfort. Step into the bright living room featuring a charming fireplace, then enjoy the granite countertops, bathroom, updated lighting, and refinished hardwood floors throughout. There’s also a cozy enclosed screened porch and

Eliezer Salcer Preferred Properties Real Esta

2411 Goshen Turnpike, Middletown, NY 10941

Est $453,375 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 2,306 Sq Ft
40 Kirbytown Rd, Middletown, NY 10940

40 Kirbytown Rd, Middletown, NY 10940

/33
$400,000
- 4 Beds
- 2.5 Baths
- 1,668 Sq Ft
29 Little Ave, Middletown, NY 10940

Discover this renovated colonial home nestled in the charming city of Middletown. This spacious single-family residence offers a perfect blend of classic charm and tasteful updates. The main level features a dedicated home office, an inviting living room, and an open-concept kitchen with stunning granite countertops and a center island. A formal dining room and a convenient half bath complete

Michael LaMorte Christie's Int. Real Estate

29 Little Ave, Middletown, NY 10940
/16
$2,116 per month
- Studio
- 1 Bath
- Condo for Rent
138 Wickham Ave Unit ID1056791P, Middletown, NY 10940

In the vibrant town of Middletown, discover a charming retreat that blends modern style with a cozy, inviting atmosphere. Enjoy the added perk of free parking, although spaces are limited and allocated on a first-come, first-served basis.As you step inside, you'll be welcomed by a thoughtful mix of contemporary and rustic decor. The minimalist design, featuring sleek hardwood floors and

138 Wickham Ave Unit ID1056791P, Middletown, NY 10940
$453,000 Sold Oct 05, 2025
- 2,006 Sq Ft
- $226/SF
- 44 Days On Market
- 3 Beds
- 2 Baths
- Built 1951
8-10 Mercer St, Middletown, NY 10940

GORGEOUS 3 bedroom/2 bath Cape Cod is now available for your purchase! A beautiful paver stairway leads you to your new home. Enter into a living room that's freshly painted with modern colors with plenty of window light and Lifeproof vinyl flooring. The eat-in kitchen features new modern cabinetry, granite counters, trendy backsplash, and fresh out the box stainless steel appliances. 1st level

Sandra Arnez Keller Williams Hudson Valley

8-10 Mercer St, Middletown, NY 10940

Est $593,729 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,860 Sq Ft
31 Arbor Way, Middletown, NY 10940

31 Arbor Way, Middletown, NY 10940

/22
$724,900 Open Sat 1PM - 3PM
- 4 Beds
- 3.5 Baths
- 2,987 Sq Ft
326 Ingrassia Rd, Middletown, NY 10940

Welcome to this nearly new four-bedroom, three-bath ranch-style home, nestled on a picturesque two-acre, tree-lined lot that offers both privacy and natural beauty. With stucco siding and a thoughtfully designed layout, this home combines modern comfort with timeless appeal.Step inside to find a spacious, open-concept floor plan with abundant natural light. The main living areas flow

Catherine Eichner Eichner Realty Group Inc.

326 Ingrassia Rd, Middletown, NY 10940
/9
$2,000 per month
- 2 Beds
- 1.5 Baths
- 1,125 Sq Ft
- Apartment for Rent
32 Genung St Unit 2, Middletown, NY 10940

Spacious 2-bedroom, 1.5-bath duplex featuring vaulted ceilings and an open two-story layout. Enjoy a private entrance, plenty of natural light, and direct access to the backyard—perfect for relaxing or entertaining. Conveniently located near shopping, dining, and major highways. A great place to call home. Smaller bedroom and full bathroom on the second floor. Unit is spacious, clean and

Evelyn Unger Tmimi Weichert Realtors

32 Genung St Unit 2, Middletown, NY 10940
$489,000 Sold Oct 03, 2025
- 2,491 Sq Ft
- $196/SF
- 27 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2009
5 Cornwall Ln, Middletown, NY 10940

Welcome to this ending unit townhouse nestled in the community of Woodside Knolls. This beautifully maintained home offers 3 spacious bedrooms, 2.5 bathrooms, and an attached 2-car garage. With over 2,400 square feet of living space, this residence seamlessly blends comfort, and functionality. Step inside to discover the Oak Hardwood Floors throughout the main level. The bright and airy living

Wenpeng Guan Keller Williams Hudson Valley

5 Cornwall Ln, Middletown, NY 10940

Est $519,982 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,800 Sq Ft
17 Eric Dr, Middletown, NY 10940

17 Eric Dr, Middletown, NY 10940

Showing Results 281 - 320, Page 8 of 18

New York Orange County Middletown

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage