Middletown, NY Homes for Sale with Acreage

Escape to your own private retreat on 13.2 acres in the charming community of New Kingston. This updated cedar sided chalet offers 3 bedrooms plus a cozy sleeping nook, 2 beautifully renovated baths, and a long list of thoughtful upgrades within the past 24 months. A Tuli Kivi soapstone stove fireplace insert brings warmth and charm, but the true showstopper is the 18’ x 18’ screened

Susan Doig Listing by Coldwell Banker Timberland Properties

COMPLETELY TURN KEY !!!!! -----------RETIRED CUSTOM BUILDERS (husband and wife) - poured their hearts into their family home.--------------GENTLY USED and IMPECCABLY maintained, ----------- It is a WHOLE LOTTA HOUSE and has MANY UPGRADES INCLUDING : ---------- BRAND NEW 30 year ROOF ------------ NEWLY REFINISHED OAK HARDWOOD floors throughout ------------------------- ALL NEW stainless steel

Douglas McVicker Suburban Investment Realty

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

Step into this beautifully designed mother-daughter colonial home on 8.8 acres located in the town of Hamptonburgh with Goshen Schools. The home featuring 5 bedrooms plus a bonus room with a closet, plus a mother-daughter apartment containing kitchen, bedroom and a full bath. Ideal for comfortable living. The living room and family room create the perfect atmosphere for family gathering and the

Bob Edwards Keller Williams Hudson Valley

Welcome to 346 Mullock Road – A Private Pondside Mini-Estate in the Heart of the Hudson ValleyTucked away down a long, tree-lined drive in the sought after Minisink Valley School District, this 3-bedroom, 3-bathroom contemporary sanctuary unfolds across 3300+ sqft of architecturally distinctive living space, set on 5.4 private, park-like acres with not one, but two spring-fed ponds teeming

Alyse Toffel Keller Williams Hudson Valley

Classic 1863 Farmhouse in Mint Condition – Riverfront Property in Goshen School District. Step into timeless elegance with this beautifully restored 1863 farmhouse, set on 10 picturesque acres in the highly desirable Goshen School District. This 5-bedroom, 3-bath home offers the perfect blend of historic charm and modern convenience, featuring original hardwood floors, a brick fireplace,

Pamela Henning Keller Williams Hudson Valley

New construction colonial on a beautiful 9+ acre lot with views of the Shawangunk Mountain Ridge, a spring fed pond and open fields and woods located on a private dead end road in the Pine Bush S/D. and close to major highways. The Sienna model features include 4 bedrooms, 3.5 baths, gorgeous red oak hardwood floors and spacious rooms. Relax in the cozy living room by the warm inviting fireplace

Chris Ogden Realty Promotions Inc

Investor Special! This unique opportunity includes multiple dwellings across three parcels — 947 Scotchtown Collabar Road, 427 Union School Road, and a deeded vacant lot on County Route 47 (SWIS 332600 SBL 27-1-8.11, Town of Crawford, 1.60 acres). With expansive potential and flexible use options, this compound offers the chance to restore, rebuild, or re-imagine the entire property portfolio.

Stephen Zondorak Astor Lane Realty

Looking for a home you can make your own without breaking the bank? This 924 sq ft ranch style home on 4 private acres with direct Wallkill River access is a rare opportunity! This home needs some cleanup and finishing touches inside. You could move right in and update as you go! New Roof & New Septic, the big updates are already done. The Detached Garage needs a new roof and renovations.

Nancy LaBarbera Keller Williams Hudson Valley

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 Listing by Jewett and Jewett LLC

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

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

Tucked away in the pastoral rolling hills, just a short drive from down town Margaretville, this very special 5 acre parcel is sure to check many boxes on your wish list. A peaceful and serene setting with beautiful scenic views and rolling open meadows backed by magical woods to explore. With several possible building sites this parcels offers what most are looking for. Easy access, and close to

Rosalie Glauser Listing by Frank Lumia Real Estate Plus!, LLC

Your dream countryside retreat located in Orange County NY. This custom-built 4,000 sq. ft. Contemporary Ranch is situated on an expansive 61-acre property. (two separate parcels) It includes a two-story 35'x60' barn with 7 horse stalls, a lean-to, a silo, and a tack room. Above the barn, you'll find a 20'x64' loft area with a separate well and 100-amp electric service. The 25'x50' concrete

Michelle Gruberger Real Estate Circuit Inc

Let's welcome the Fall of 2025 with this beautiful and spacious contemporary home. It is nestled up on the hill with great views in the town of Wallkill. This gorgeous home is going to be ready in less than 6 to 8 weeks. The upper level is featuring an open layout with gleaming oak hardwood floors throughout a massive living room with a very high ceiling & built in electric fireplace to a formal

Anita S. Cristiano HomeSmart Homes & Estates

Surveyed 6.4-Acre Hilltop Parcel with perc test, septic plans to be provided, and with electric on property. Perched atop one of the most beautiful and sought-after hills in Margaretville, this exceptional 6+ acre parcel offers a rare opportunity to own your own private slice of Catskills paradise. Located at the very end of a quiet, private road, this property features breathtaking 180-degree

Susan Doig Listing by Coldwell Banker Timberland Properties

Investors, nature lovers, outdoor enthusiasts, discover the opportunity of a lifetime with this stunning 66.5-acre surveyed parcel of land nestled in the Catskill Mountains. This remarkable property offers not only a pristine natural setting but also breathtaking land, featuring pristine forested areas, open pastures, and picturesque meadows and quarries. Waterfalls, streams, trails throughout

Susan Doig Listing by Coldwell Banker Timberland Properties

Lot 29 in Fleischmanns, NY offers 5.01 wooded acres, providing the perfect retreat into nature while being just minutes from the charming village of Fleischmanns. Surrounded by beautiful forests, this property is ideal for building a peaceful getaway, with access to outdoor activities like hiking, fishing, and skiing in the nearby Catskill Mountains. Enjoy the tranquility of small-town life while

Derek Greene Listing by The Greene Realty Group