Middletown NY

Middletown NY Real Estate Listings
New
1293 Main Street, Middletown
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 0 SqFt

1293 Main Street, Middletown

$1,600,000
Prosperous Valley, Middletown
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

Prosperous Valley, Middletown

$1,290,000 ↓ $209,900
2788 Hog Mountain Road, Middletown
  • Residential
  • 5 Beds
  • 3 Baths
  • 3,640 SqFt

2788 Hog Mountain Road, Middletown

$1,185,000 ↑ $190,000
80 Pine Grove Road, Middletown
  • Residential
  • 6 Beds
  • 5.5 Baths
  • 4,650 SqFt

80 Pine Grove Road, Middletown

$1,125,000
59 Jordan Lane, Middletown
  • Residential Income
  • 12 Beds
  • 11 Baths
  • 5,400 SqFt

59 Jordan Lane, Middletown

$999,990
New
40 Dolson Avenue, Middletown
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 0 SqFt

40 Dolson Avenue, Middletown

$950,000
New
315 Walker Road, Middletown
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,888 SqFt

315 Walker Road, Middletown

$895,000
New
176 Monhagen Avenue, Middletown
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 0 SqFt

176 Monhagen Avenue, Middletown

$705,000 ↓ $30,000
New
43389 State Highway 28, Middletown
  • Residential Income
  • 10 Beds
  • 7 Baths
  • 8,000 SqFt

43389 State Highway 28, Middletown

$695,000 ↓ $55,000
22 Oak Ridge Road, Middletown
  • Residential
  • 5 Beds
  • 4 Baths
  • 5,304 SqFt

22 Oak Ridge Road, Middletown

$650,000 ↓ $39,000
New
16-18 Cantrell Avenue, Middletown
  • Residential
  • 6 Beds
  • 5 Baths
  • 5,194 SqFt

16-18 Cantrell Avenue, Middletown

$649,000
Sale Pending
164 Reiss Road, Middletown
  • Residential
  • 3 Beds
  • 3 Baths
  • 2,742 SqFt

164 Reiss Road, Middletown

$599,900 ↓ $50,000

 

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Middletown NY Real Estate

Homes For Sale In Middletown NY

Perhaps Middletown is called Middletown because it’s between tother cities in Orange County: Newburgh and Port Jervis. Whatever the reason for it's name, it is a great place for people who like an urban environment but also want to be close to the countryside. Buying Middletown real estate means being right in the middle of everything Orange County has to offer and a manageable distance to NY City.

 


 

Search Middletown NY Real Estate

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
New
1293 Main Street, Middletown
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 0 SqFt

1293 Main Street, Middletown

$1,600,000
Prosperous Valley, Middletown
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

Prosperous Valley, Middletown

$1,290,000 ↓ $209,900
2788 Hog Mountain Road, Middletown
  • Residential
  • 5 Beds
  • 3 Baths
  • 3,640 SqFt

2788 Hog Mountain Road, Middletown

$1,185,000 ↑ $190,000
80 Pine Grove Road, Middletown
  • Residential
  • 6 Beds
  • 5.5 Baths
  • 4,650 SqFt

80 Pine Grove Road, Middletown

$1,125,000
59 Jordan Lane, Middletown
  • Residential Income
  • 12 Beds
  • 11 Baths
  • 5,400 SqFt

59 Jordan Lane, Middletown

$999,990
New
40 Dolson Avenue, Middletown
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 0 SqFt

40 Dolson Avenue, Middletown

$950,000
New
315 Walker Road, Middletown
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,888 SqFt

315 Walker Road, Middletown

$895,000
New
176 Monhagen Avenue, Middletown
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 0 SqFt

176 Monhagen Avenue, Middletown

$705,000 ↓ $30,000
New
43389 State Highway 28, Middletown
  • Residential Income
  • 10 Beds
  • 7 Baths
  • 8,000 SqFt

43389 State Highway 28, Middletown

$695,000 ↓ $55,000
22 Oak Ridge Road, Middletown
  • Residential
  • 5 Beds
  • 4 Baths
  • 5,304 SqFt

22 Oak Ridge Road, Middletown

$650,000 ↓ $39,000
New
16-18 Cantrell Avenue, Middletown
  • Residential
  • 6 Beds
  • 5 Baths
  • 5,194 SqFt

16-18 Cantrell Avenue, Middletown

$649,000
Sale Pending
164 Reiss Road, Middletown
  • Residential
  • 3 Beds
  • 3 Baths
  • 2,742 SqFt

164 Reiss Road, Middletown

$599,900 ↓ $50,000

 


 

 

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Things To Do In Middletown, NY

Lodging

Your overflow guests will thank you for reserving rooms for them at the Stagecoach Inn. Relax on the wraparound porch at Violet Hill B&B. Book the private suite at Borland House Inn. See our list...  

Sports & Outdoor Activities

There are great views of Monhagen, Highland & Shawangunk reservoirs from the Middletown Reservoir Trails. The Heritage Trail is on the right-of-way of the erstwhile Erie Railroad. See our list...  

Arts & Entertainment

Make art, learn & share new skills at Workshop Workshop. Take a class, attend an art opening, find a new theater through Orange County Arts Council. Explore the 1700s Pines Museum. See our list...  

Farms & Markets

Check out Pierson’s Farm’s corn maze, pumpkin patch, gift shop &  more. Organic vegetables & aromatic herbs grow in the rich black dirt of Fresh Meadow Farm. They make honey, too. See our list...  

Food

Scallops Over Risotto at J’s Place. Lunch Specials at Tony Boffa’s. Pasta Carbonaro with Broccoli Rabe at DeStefano’s Old Erie. Potato Gnocchi parmesan & Salmon at Stage Coach Inn. See our list...  

Fitness & Lifestyle

Stop in for a restorative massage at Tranquillo Medspa. Explore dozens of topics, styles, philosophies and themes at Wild Soul Yoga. When your hair needs to get better, get to Changes. See our list...  

Shopping 

Blue Dove Dance Boutique for all dance shoes & apparel. iDa’s Beauty Supply for essential oils & natural skin care. Foeller’s Men’s Shop for formal & casual clothing & alterations. See our list...  

Attractions

Visit the fuzzy Stagecoach Trails Alpacas. For go-carts, laser tag & rollerskating you’ve got Castle Fun Center. Paramount Theatre has movies, live shows & the best acoustics around. See our list...  

There's so much to do in Middletown, NY - it can be hard to decide! Contact one of our Local Experts at Village Green Realty. We'd love to give you our recommendation on the best things to do in Middletown.

 

 


 

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Middletown NY History and Lifestyle

Middletown Homes For Sale

Middletown offers homeowners, residents and visitors an impressive array of foodie options! You can spend weeks in the same historic neighborhood and never get bored with the offerings. If you start at the intersection of North and South streets and East and West Main street (that’s just one intersection despite the many directions), you’ll find some of the best the City of Middletown has to offer. Down the street Festival Square is the place Middletonians go for concerts and special events.

Next door to Festival Square is J’s Place, a great neighborhood hangout for wine flights and some very nice food, like eggplant sliders and vegetable lasagna. Keep going west and take a right on Henry Street, where you’ll find Tapped’s craft beer selection and homemade fare like fried pickles or vegan tacos.

If you head east from Festival Square and cross the street, you’ll run into Olivia’s Empanadas, which means rice and beans with everything, 10 kinds of empanadas, and other Dominican delights. If you make a left out of Olivia’s and then turn right you'll come to the site of the weekly Middletown Farmers Market.

Go back to where James intersects Depot Street and follow that around to North Street, stopping at Bee Soulful on the way, where everything is infused with honey! Now go back down North Street, because that’s where you’ll find Oak & Reed, named after “The Oak and the Reeds,” Aesop’s fable about resilience, which is the restauranteurs' homage to the revitalization of Middletown; and the Taco Factory, serving “culinary-level cuisine from Mexico's central-northern state of Zacatecas.”

When you’re back on West Main Street, you’ve more choices, between Japanese and Italian or Puerto Rican fare at Brunhilda’s Cuchifrito (plus an outdoor bar and live music). Turn down South Street to reach Equilibrium Brewery and the acoustically superb Art Deco Paramount Theatre, a local landmark on the National Register of Historic Places, where you’ll find everything from jazz to Broadway, to movies.

From the Paramount take your choice of two bakeries. If you turn right onto East Main you’ll soon arrive at a 30-year old family bakery, DeFilippi’s. If you go straight up from South Street onto North Street you’ll find Something Sweet Bakery & Café, offering not just dessert but also American entrees with an Italian flair.

Needless to say a big city like Middletown has more on its mind than food and drink, but all these restaurants sure make meal planning easy for those who choose to live there! This area also happens to be home to several historic buildings beyond the Paramount Theatre, such as the John G. Beakes House at 134 West Main. Just north is the Greek Revival style, circa 1842 John Morris Cash house at 59 Wickham Avenue and just south, at 115 South Street, sits the Webb Horton Mansion built from 1901-07, which now serves as an administrative building for Orange County Community College. Not far from there is Maple Hill Park, site of Middletown's Dog Park and Maple Hill swimming pool, one of three town pools located in the nearly 20 Middletown parks.

If you circle around this neighborhood again you'll find the Historical Society of Middletown and Wallkill Precinct and the Mulberry House Senior Center.

And here’s where we get to Middletown being an urban environment that's closely connected to the country: Stay on West Main Street and turn onto Van Duzer Road; within two miles you’ll be at a 1,250-acre watershed area known as the Middletown Reservoir Trails. This area is an outdoor hotspot for locals who come to take in the three lakes and the possibility of seeing all sorts of fascinating wildlife. For golfing, tennis and a pool, there's Middletown's West Hills Country Club. If your thing is horses, there’s Beyond the Bit. For non-motorized boating in the Wallkill River, here’s a map of put-ins in Middletown and its surrounds. Soons Orchard is a popular spot for produce shopping, apples and peaches, the tap room, farm dinners and baked goods from Scotty’s Country Kitchen. For mall shopping there’s the Galleria at Crystal Run.

 

 

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Middletown NY Real Estate

Middletown NY Real Estate

Middletown real estate is everything from the sublime to the comfortable, from townhomes to brownstones.

If you’ve always wanted to drive through stone gateposts to reach your home we might find something like the Middletown villa that was recently listed on over five acres.

Then again, you might like to build from scratch, in which case, let's see if we can find you a land lot atop a rise with meadows, woods and mountain views!

For more information about Middletown homes and real estate, feel free to contact Coldwell Banker Village Green Realty. We'd love to help you find your dream home!

 

 


Middletown NY Real Estate Statistics
At Coldwell Banker Village Green Realty we love sharing our market knowledge with our clients and neighbors. Market statistics might inform whether or not you decide to sell or hold a property or they might impact which town or village you choose of the three you're considering. To the right you'll find some basic market statistics. For in-depth comparative statistical reports visit our "Market News" page.
Property Types (active listings)
Average Price: $272,310
Total Listings: 184
Avg. Days On Market: 30
Avg. Price/SQFT: $164
Highest Price: $1,600,000
Lowest Price: $10
Avg. Property Age: 78 YEARS
Basic Statistics (active listings)

 

 


 

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Hudson Gateway MLS LogoINFORMATION COPYRIGHT 2022, ONEKEY™ MLS. ALL RIGHTS RESERVED. THE SOURCE OF THE DISPLAYED DATA IS EITHER THE PROPERTY OWNER OR PUBLIC RECORD PROVIDED BY NON-GOVERNMENTAL THIRD PARTIES. IT IS BELIEVED TO BE RELIABLE BUT NOT GUARANTEED. THIS INFORMATION IS PROVIDED EXCLUSIVELY FOR CONSUMERS’ PERSONAL, NON-COMMERCIAL USE. THE DATA RELATING TO REAL ESTATE FOR SALE ON THIS WEBSITE COMES IN PART FROM THE IDX PROGRAM OF ONEKEY® MLS

Listing information last updated on November 28th, 2022 at 2:20pm EST.

THE DATA RELATING TO REAL ESTATE FOR SALE OR RENT ON THIS WEB SITE COMES FROM THE MID-HUDSON MULTIPLE LISTING SERVICE, LLC. IDX INFORMATION IS PROVIDED EXCLUSIVELY FOR CONSUMERS' PERSONAL, NON-COMMERCIAL USE, THAT IT MAY NOT BE USED FOR ANY PURPOSE OTHER THAN TO IDENTIFY PROSPECTIVE PROPERTIES CONSUMERS MAY BE INTERESTED IN PURCHASING. INFORMATION DEEMED RELIABLE BUT NOT GUARANTEED AND SHOULD BE VERIFIED.

COPYRIGHT 2022 MID-HUDSON MULTIPLE LISTING SERVICE, LLC. ALL RIGHTS RESERVED.

Ulster County Board of Realtors LogoTHE DATA RELATING TO REAL ESTATE ON THIS WEBSITE COMES IN PART FROM THE IDX OF THE MULTIPLE LISTING SERVICE OF ULSTER COUNTY, INC. REAL ESTATE LISTINGS HELD BY BROKERAGE FIRMS OTHER THAN Coldwell Banker Village Green Realty ARE MARKED WITH IDX LOGO AND THE DETAILED INFORMATION ABOUT THEM INCLUDES THE NAME OF THE LISTING BROKER.

COPYRIGHT © 2022 BY THE MULTIPLE LISTING SERVICE OF ULSTER COUNTY, INC. ALL RIGHTS RESERVED.

ALL INFORMATION PROVIDED IS DEEMED RELIABLE BUT IS NOT GUARANTEED AND SHOULD BE INDEPENDENTLY VERIFIED. IDX INFORMATION IS PROVIDED EXCLUSIVELY FOR CONSUMERS' PERSONAL, NON-COMMERCIAL USE AND MAY NOT BE USED FOR ANY PURPOSE OTHER THAN TO IDENTIFY PROSPECTIVE PROPERTIES CONSUMERS MAY BE INTERESTED IN PURCHASING.

Columbia Greene Northern Dutchess MLS Logo IDX INFORMATION IS PROVIDED EXCLUSIVELY FOR CONSUMERS' PERSONAL, NON-COMMERCIAL USE AND MAY NOT BE USED FOR ANY PURPOSE OTHER THAN TO IDENTIFY PROSPECTIVE PROPERTIES CONSUMERS MAY BE INTERESTED IN PURCHASING.

Listing information last updated on November 28th, 2022 at 2:20pm EST.