Cornwall Homes with Pool

Welcome to Cornwall, NY – a charming community nestled in the picturesque Orange County, where the beauty of nature meets the vibrancy of a tight-knit community. Known for its stunning views of the Hudson River and the majestic Storm King Mountain, Cornwall is not just a place to live; it's a lifestyle choice that many families cherish.

One of the standout features of Cornwall is its highly regarded school district. The Cornwall Central School District prides itself on providing a quality education, fostering both academic excellence and personal growth. With dedicated teachers and a wide array of extracurricular activities, students are encouraged to explore their passions and develop their talents. Parents can rest easy knowing their children are receiving a well-rounded education in a supportive environment.

For those seeking a home that offers a touch of luxury and relaxation, Cornwall boasts a selection of beautiful properties with pools. Imagine coming home to your very own oasis, where you can unwind after a long day or entertain friends and family during the warm summer months. Homes with pools in Cornwall not only enhance your living experience but also add value to your investment. Whether you prefer a modern design or a more traditional aesthetic, you’ll find a variety of options to suit your taste.

In Cornwall, you’re not just buying a home; you’re investing in a vibrant community and a fulfilling lifestyle. With its outstanding school district and delightful homes with pools, Cornwall is the perfect place for families to thrive and create lasting memories. Come explore what this enchanting area has to offer!

Newest Cornwall Homes with Pool

$935,000

4 Beds ⋅ 4 Baths ⋅ 1041858 MLS

Stately Colonial on a Prestigious Cul-de-sac with Resort-Style Backyard Oasis! Boasting with 3,509 sqft, and additional 1,484sqft finished walk out lower level brings it to almost 5000 sqft in Cornwall Central School District! 4-5 bedrooms, 3 full baths, one 1/2 bath. Exceptional combination of elegance, privacy and style. Dramatic two story entry welcomes you with designer chandelier and wrought iron spindles lining the staircase. French doors to private home office and formal dining room accent the grandeur. The heart of the home is the chef’s kitchen, featuring gas range, hood, double gas oven, built in island microwave, spacious breakfast nook center island. All overlooking the spectacular cathedral ceiling, walls of windows family room with wood burning fireplace create a warm and dramatic gathering space filled with natural light. Deck off kitchen with retractable awning overlooks the salt water in-ground heated pool, basketball court and private fire pit area. A babbling creek at the foot of the property provides the sounds of serenity in the distance.The first floor is thoughtfully designed for everyday living. Convenient half bath with potential for conversion to a full, mud room closet, pantry, laundry room with deep sink and folding area off the interior garage access. Upstairs the luxurious primary suite features a private en-suite bath with jetted tub, double sinks, and a serene feel. Three additional oversized bedrooms and a full hall bath with double sinks, seperate shower and lavatory area provide exceptional space and flexibility. The finished walk out lower level is an entertainers dream. Featuring a recreation room, gym, full bath, second laundry room and dedicated prep area with cabinetry, counters and dishwasher for extended entertaining guests and or multi generational living. Additional features include TESLA vehicle charger, TESLA solar panels owned, GENERAC whole house generator, surround sound throughout house. Virtually no electric bill! Lawn irrigation and sprinkler system ensures pristine grounds. This sophisticated residence offers luxury, privacy, exceptional entertaining spaces, and modern energy efficient amenities.

131 Winding Brook Court, New Windsor

$999,999

6 Beds ⋅ 7 Baths ⋅ 1043259 MLS

There is something truly special about a home that has watched the world change for over a century. Built in 1910, this captivating Colonial near Cornwall is a masterclass in early 20th-century elegance, updated just enough to offer the modern comforts we crave without losing an ounce of its historic soul. From the moment you step inside, the scale of the home makes an impression. High ceilings and gleaming hardwood floors set a grand tone, while ornate fireplaces serve as stunning focal points in the spacious living areas. Every corner reveals another piece of classic architectural craftsmanship that you just don't find in new builds today. The lifestyle here extends well beyond the interior. The grounds feature a beautifully landscaped backyard and a generous in ground pool area that feels like a private retreat. Inside, the layout is incredibly accommodating, offering six bedrooms across the upper floors and a vintage basement bar that’s practically begging for a cocktail hour.

5 Trinity Place, Cornwall

$1,275,000

11 Beds ⋅ 5 Baths ⋅ 1040997 MLS

This compelling multi-family property, set on the mountain in Cornwall on Hudson, offers an opportunity to own while covering annual taxes, heating and electric bills and property maintenance, with significant rental income. Three rental units in the cottage and in the bi-level have the potential of approximately $72k annually. The main house is a stunning example of early c.1900s architecture, that has retained gorgeous original details including, huge multi-pane windows and doors that feature authentic wavy glass, preserving the home's historic charm. The entire house up and down offers hardwood floors in fantastic condition and an elaborate "volute" spiral endpiece to the foyer staircase. Much of the property is in need of a revitalizing facelift! The large kitchen area is a clean, open footprint with no demolition costs to you and here, you can create a kitchen that matches your design aesthetic to make it your own. 23 Maple has a wonderful flow throughout the first floor and features dramatic, four panel French door configurations with functioning side lights and large fireplaces in the living room, dining room and library that include striking masonry details. All the bedrooms are bright and spacious, some with bathrooms and some with fireplaces! The primary bedroom has a spectacular mullioned oval window- a specialty feature that was clearly created for the lady-of-the house when it was built. The second floor brings drama, grace and an elegant charm surrounding the elaborate staircase landing. Outdoors, the pool, patio space, and tennis court can use much needed TLC including a new pool liner, concrete repairs and smoothing of the tennis court base. All together, this elegant, spectacular property on 10 acres awaits your special touch. Ultimately, if you are a lover of "To the Manor Born" architecture and you're ready to conquer the "revitalizing facelift challenge" I urge you to come by and have your private tour. This charming, elegant, dramatic property won't disappoint! One hour from the city and close to all amenities, restaurants, major roads, schools and endless outdoor activities. See you soon!

23 Maple Road, Cornwall On Hudson

$799,000

5 Beds ⋅ 4 Baths ⋅ 1040910 MLS

Welcome to this outstanding custom-built residence offering beautiful designed living space on over half acres in the desirable Cornwall school District.

1010 Pine View, New Windsor

$999,900

4 Beds ⋅ 3 Baths ⋅ 1035944 MLS

Step into a true piece of Cornwall history with this extraordinary 4,100 sq ft residence, originally built in 1780 and gracefully set on 1.9 picturesque acres. Lovingly maintained and rich with character, this one-of-a-kind home seamlessly blends timeless charm with thoughtful modern updates. A grand two-story foyer welcomes you with a stunning winding staircase, setting an elegant tone from the moment you enter. The sun-drenched living room flows effortlessly into a cozy sunken den, while the formal dining room provides a beautiful setting for gatherings. The renovated kitchen (2020) features its own wood burning stove, butcher block island, granite countertops, stainless steel appliances, and a convenient back pantry with direct access to the backyard. A mudroom, dedicated office area, and a charming half bath complete the main level. Upstairs, accessible via two staircases, you’ll find a bright and inviting second level. The gorgeous primary bedroom offers an attached sitting room—perfect for relaxing with a good book—along with three additional spacious bedrooms and two full baths. There is an additional flex room to use however you please. Original wide plank hardwood floors run throughout the home, meticulously refinished to highlight their historic beauty, while five fireplaces add warmth and character at every turn. Outside, the property is nothing short of exceptional. Enjoy a private in-ground pool with pool shed, tennis court, organic vegetable garden, multiple perennial gardens, and mature landscaping that creates a serene, estate-like setting. A thoughtfully integrated cistern system with pump collects rainwater, providing a sustainable and practical resource for maintaining the grounds. A side porch and rear patio with pergola provide the perfect spaces for outdoor entertaining or quiet relaxation. Additional highlights include a brand new boiler and hot water heater (March 2026), a huge walk-up attic, and an unfinished walk-out basement offering ample storage. Ideally located just minutes to local restaurants, shops, Cornwall Town Park, the library, and the Hudson River. Approximately 60 miles to NYC, 4 miles to the Salisbury Mills/Cornwall Train Station, 11 miles to the Beacon Train Station, 7 miles to Stewart Int’l Airport, and 10 miles West Point Military Academy making this location a commuter’s dream! This is a rare opportunity to own a truly majestic home steeped in history, charm, and timeless elegance.

90 Quaker Avenue, Cornwall

$815,000

4 Beds ⋅ 4 Baths ⋅ 1024794 MLS

**A Private Resort-Style Retreat in the Heart of the Hudson Valley** Welcome to 84 Pin Oak Drive, a beautifully appointed custom ranch tucked away on nearly two private acres at the end of a quiet cul-de-sac in one of New Windsor's most desirable neighborhoods. Offering over 3,100 square feet of thoughtfully designed living space, this exceptional home combines luxurious one-level living with the perfect blend of comfort, privacy, and convenience. Step inside to discover an expansive open floor plan filled with natural light, spacious living and entertaining areas, and four generously sized bedrooms with three-and-a-half baths. Whether you're hosting family gatherings or enjoying a quiet evening at home, every space has been designed with effortless living in mind. The backyard is nothing short of spectacular. Your own private resort awaits with a heated saltwater inground pool (16 x 32) featuring color-changing lights and a waterslide, a brand-new Jacuzzi hot tub, and beautifully landscaped grounds that create the perfect setting for entertaining or relaxing all summer long. Need extra space to work or create? The detached office offers incredible flexibility as a private home office, art studio, fitness room, or guest retreat. Additional highlights include natural gas heat, an oversized garage, and a peaceful setting that feels worlds away while remaining incredibly convenient. French drain around perimeter of home and water softener. Perfectly situated just minutes from the Newburgh waterfront, restaurants, shopping, wineries, and hiking trails, this home is also ideal for commuters. Stewart International Airport is just minutes away, and the Salisbury Mills–Cornwall train station is approximately four miles away, providing easy access to New York City. Located only about 70 miles from Manhattan, this property offers the perfect escape without sacrificing accessibility.

84 Pin Oak Drive, New Windsor

$995,000

4 Beds ⋅ 2 Baths ⋅ 1021299 MLS

Panoramic Hudson River views with thoughtful updates throughout - this striking contemporary home is the best of both worlds, just minutes from downtown Cornwall. Driving up, with the river unfolding on your left, you are greeted by the expansive, lush grounds of this Hudson Highlands retreat. Park in the large driveway or two-car garage with extra storage space below. Entering the home through the central foyer, you have many options. Ahead, find the large family room, with doors that open to the rear patio and Gunite pool. If we step out for a moment, we'll find that the fenced in space has ample area for seating. The bright blue pool is a perfect size, maintainable but great for swimming! Back inside, going right, we find the private first floor primary bedroom suite, with a wood-burning fireplace, seating area and spa-like ensuite bath. While you won't want to leave this space, we have to at the moment. Also on this floor is the convenient laundry and a flexible room, great for game space, office or media room. Up the stairs, on the left, is the large living room, with amazing views from the huge windows, and another wood-burning fireplace at the heart. Past the living room is the large dining room with a skylight and wall of windows overlooking the pool. Then, the gorgeously remodeled open kitchen, with granite counter tops, two ovens, an eat-in island and beautiful lighting fixtures. Sporting form and function, this is a wonderful kitchen to work in. Down the hall, past a bright playroom, are four more rooms. Spacious bedrooms and a deep office with river views, these rooms offer space for everyone. Each room has a unique character. The hall bathroom has a large glass shower and deep linen closet. There is even more here! Up in the large loft - great guest quarters - we'll find the sliding doors out to the balcony, with some of the best views from the house. Sit for a moment and appreciate the sights. Is that a hawk diving? Can you see the sail boats gliding across the river? All of this, plus solar panels and a generator, just a few minutes to great restaurants, coffee shops, book stores, shops of all kinds, and some of the best parks for counties around. What more could you ask for?

6 Grandview Avenue, Cornwall On Hudson

$1,499,000

4 Beds ⋅ 3 Baths ⋅ 1019031 MLS

A rare opportunity to own a meaningful piece of Cornwall history. Just 50 miles north of New York City, this 4 bedroom cedar and stone home, with breathtaking views and sunsets, was built in 1910 by James Jewett Stillman, a prominent financier and one of the most significant figures in Cornwall’s storied past. Stillman’s influence helped shape the character of the Hudson Highlands, and his family legacy remains deeply woven into the history of Cornwall and nearby Black Rock Forest. Set on 3 lush acres with 30 mile views of the Catskills and the Hudson Valley, the home offers an extraordinary blend of history, privacy, and convenience. A gracious wraparound porch overlooks mature apple trees, gardens, a barn, an in-ground saltwater pool, hot tub, and cold plunge, all while being walkable to the heart of town. Passionately restored, the home beautifully balances turn-of-the-century craftsmanship with modern comfort and function. Custom cherrywood cabinetry, granite countertops, energy-efficient Pella windows and doors, two ovens, two dishwashers, and bedroom-level laundry bring everyday ease to this historic residence. At the same time, original architectural details - including the Dutch front door, Douglas fir floors, nine-foot ceilings, wainscoting, and servants’ staircase - preserve the warmth, character, and authenticity of its 1910 origins. A truly special offering, this home is not simply a place to live, but a chance to become part of Cornwall’s enduring story.

37 Ridge Road, Cornwall

$599,000

3 Beds ⋅ 3 Baths ⋅ 1005423 MLS

I am pleased to share the details for this immaculate, move-in-ready home in the Cornwall School District. The bright, open-concept layout features a sun-drenched living room and a sunken formal dining room with vaulted ceilings, both offering deck access. The updated kitchen includes granite countertops, stainless appliances, and a center island. The main level provides two bedrooms and a full bath, while the upstairs primary suite offers a walk-in closet and a luxury en-suite with a Jacuzzi tub. The finished lower level adds 1,182 square feet of living space, including a recreation area, flex room, and full bathroom. Recent upgrades include a new HVAC system, hot water heater, and oil tank. The property features a private deck, brick patio, level yard and a Mobile Charging Port for Electric Vehicles for easy convenience. Access to Woodbury Reservoir and community pool amenities.

29 Olympus Road, Highland Mills

$785,000

3 Beds ⋅ 3 Baths ⋅ 1002789 MLS

Tucked away in a serene, tree-surrounded setting in the Town of Cornwall, this spacious ranch offers the perfect blend of comfort, privacy, and everyday convenience. Set on 1.4 beautifully landscaped acres, the property feels like a private retreat, complete with mature gardens, natural surroundings, a large Trex deck, and a stunning in-ground saltwater pool framed by beautiful natural rock. Inside, the home offers approximately 2,000 square feet on the main level, plus an additional 860 sq ft of finished space in the basement, providing plenty of room to live, work, relax, and entertain. Hardwood floors, granite countertops, stainless steel appliances, built-in closet systems, and thoughtful updates throughout create a home that is both functional and inviting. The layout features 3 bedrooms and 2.5 baths, including a primary bedroom with an ensuite bath, as well as a beautifully renovated full hall bath. The main-level laundry adds everyday ease, while the attached 2-car garage offers convenience and storage. A spacious family room over the garage, complete with a small bar, provides a true gathering space for relaxing and entertaining. The home’s warm and welcoming feel is enhanced by two wood-burning fireplaces and a pellet stove, creating cozy gathering spaces throughout the seasons. A sitting room with a large picture window overlooks the trees and pool, bringing the peaceful outdoor setting right into the heart of the home. The finished basement adds even more usable square footage and includes a workshop, making it ideal for hobbies, projects, storage, or flexible recreation space. Notable updates include siding completed just 3 years ago, a newer hot water heater, newer front windows, a driveway sealed last year, a saltwater pool installed in 2010, and a whole house 17W generator. Private, spacious, and beautifully set among the trees, this Cornwall ranch offers the ease of one-level living with the bonus spaces and outdoor amenities that make a home truly special. 10 miles to West Point; 10 miles to Stewart Airport ANGB; 6 miles to the Salisbury Mills-Cornwall Train Station; 13 miles to the Beacon Train; and about 60 miles to NYC.

8 Mountain Brook Road, Cornwall

$669,999

3 Beds ⋅ 3 Baths ⋅ 1002671 MLS

Set against a picturesque one acre property with peaceful views of Woodbury Creek, this stunning modern stucco raised ranch offers the perfect blend of space, style, and comfort in the desirable Cornwall School District. With over 2,800 square feet of thoughtfully designed living space, this exceptional home features 3 bedrooms, 3 full bathrooms, vaulted ceilings, and an abundance of natural light throughout. Step inside to discover gleaming hardwood floors, plush carpeting in the bedrooms, with grand cathedral ceilings in the primary bedroom, relaxing jetted soaking tub and a spacious living room, complete with a custom built-in fireplace and charming window seats, creating a warm and inviting atmosphere ideal for everyday living and entertaining. The updated kitchen is a true centerpiece with granite countertops, stainless steel appliances, a wall oven, pantry, and a large island with built-in storage. The lower level offers incredible versatility with a cozy pellet stove, a full bathroom, and a bonus space ideal for a home office, gym, playroom, or recreational area. Additional highlights include updated central air, ample closet space throughout, and a fully updated septic system completed in 2023. Outdoors, enjoy a double deck overlooking the partially fenced yard, retaining walls, and an enclosed above-ground pool, perfect for entertaining, relaxing, or taking in the peaceful creek views. This property also offers exceptional practicality with a two car garage, oversized driveway, carport, generator, and owned solar panels for added energy efficiency and peace of mind. Perfectly situated for commuting, this home is just minutes from Routes 9W, 17, I-84, and I-87, approximately 60 miles to NYC, and conveniently close to the Beacon Bridge, NJ Transit, and Metro-North. A rare opportunity to own a spacious, move-in-ready home in one of Orange County’s most convenient locations. Schedule your showing today!

1649 State Route 32, Highland Mills

$695,000

4 Beds ⋅ 3 Baths ⋅ 995059 MLS

Welcome to 2723 Colonial Drive in New Windsor—offering over 2,400 sq ft of living space, 4 bedrooms, and 2.5 bathrooms in a convenient Hudson Valley location. The main level features a bright layout with spacious living areas, a fireplace, and an eat-in kitchen designed for everyday living and entertaining. A first-floor office/den provides added flexibility. The lower level offers additional space currently set up for a variety of uses, adding to the home’s versatility. Step outside and enjoy outdoor living with deck space and a backyard setup that includes a pool—perfect for relaxing or entertaining. Located near shopping, parks, and major commuter routes, this home combines space, functionality, and convenience. Schedule your showing today and see the full potential this property has to offer.

2723 Colonial Drive, New Windsor

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.