Refine Search
Sort by
10 Crick Holly Lane, East Islip
$1,775,000
4 Beds ⋅ 4 Baths ⋅ 837222 MLS
Ultimate Entertainer’s Retreat in Coveted Deer Run Estates! Welcome to this exceptional 4-bedroom, 3.5-bathroom home in the prestigious Deer Run Estates — a true sanctuary that blends luxury living with unmatched outdoor amenities. Perfectly positioned against a tranquil nature preserve, this home offers both privacy and elegance. Step into the backyard and discover a resort-like setting featuring a sprawling in-ground pool, hot tub, koi pond, and an outdoor gas firepit — all surrounded by lush landscaping and thoughtfully designed entertaining spaces. At the heart of the outdoor experience is a luxurious pool house, fully outfitted with a full bar, indoor and outdoor living rooms, an outdoor kitchen, ice machine, and a full bathroom — an entertainer’s dream. Separate from the pool house, a dedicated grilling area showcases two Big Green Eggs and a wood-fired pizza oven, ideal for weekend gatherings and culinary flair. Inside, radiant heat flows throughout, providing year-round comfort. In addition to the four spacious bedrooms, there is a versatile bonus room that can serve perfectly as a home office or cozy den. The primary suite is a private retreat featuring its own fireplace, a lofted sitting area, and a walk-in closet spanning over 300 square feet. The finished basement — a rare find in this neighborhood — offers flexible space for recreation, media, or more. For more refined entertaining, a 5,000-bottle wine cellar and tasting room provides a spectacular setting for collectors and connoisseurs alike. A 2-car attached garage is complemented by a 3-car detached garage, while a pavered driveway adds a stately finish to the property’s exceptional curb appeal. Whether you're hosting unforgettable events or enjoying peaceful moments surrounded by nature, this extraordinary home delivers on every level.

10 Crick Holly Lane, East Islip

9 Crick Holly Lane, East Islip
$1,650,000
5 Beds ⋅ 3 Baths ⋅ 1019052 MLS
Privately situated on a quiet cul-de-sac within the highly sought-after Deer Run community, this exceptional 4,352-square-foot residence offers luxury living in one of East Islip’s most desirable neighborhoods. Thoughtfully redesigned with quality craftsmanship and timeless architectural details, the home showcases upscale finishes and meticulous attention to detail throughout. Designed for both everyday living and effortless entertaining, the gourmet chef’s kitchen features a spacious center island, custom cabinetry, and premium Sub-Zero and Viking appliances. The entire first floor is enhanced by six zones of radiant heat, providing exceptional comfort and energy efficiency year-round. The inviting den serves as the heart of the home, complete with custom built-in cabinetry and a gas fireplace that creates a warm and welcoming atmosphere. Offering five generously sized bedrooms, the home provides abundant space for guests. The expansive primary suite is a true private retreat, featuring a luxurious spa-inspired ensuite bath and an adjoining sitting room with a private balcony overlooking the in-ground pool and beautifully landscaped backyard. Additional amenities include natural gas heating, a gas-fired water heater, a whole-house generator, an in-ground swimming pool, and a spacious, meticulously maintained yard offering exceptional privacy and outdoor enjoyment. Combining elegant living spaces, premium amenities, and an outstanding cul-de-sac location, this remarkable Deer Run residence presents a rare opportunity to own an exceptional home in one of East Islip’s premier communities.

9 Crick Holly Lane, East Islip

78 Deer Run Dr, Colchester
$733,000
4 Beds ⋅ 3 Baths ⋅ 24181100 MLS
Welcome to 78 Deer Run Drive, situated in the highly coveted Deer Run community of Colchester. This exceptional 4-bedroom Colonial is perfectly positioned on 2.56 acres, offering the ultimate blend of serene privacy and a welcoming neighborhood setting. Boasting over 3,000 square feet of thoughtfully designed living space, the home features a beautifully remodeled first floor with an expansive, gourmet kitchen that flows seamlessly into an expanded dining area and a living room centered around a cozy fireplace. The lower level offers a generous family room, perfect for a media space or home gym. Outside, your private backyard oasis awaits, complete with an expansive deck, patio, and pool area designed for effortless entertaining. As a spectacular final touch, a hidden door inside the primary suite's walk-in closet reveals a finished third-floor attic-the ideal footprint for a secluded home office and playroom. Don't miss the opportunity to tour this unforgettable property; schedule your private showing today.

78 Deer Run Dr, Colchester

39 Pepper Bush Ln, Newington
$425,000
3 Beds ⋅ 3 Baths ⋅ 24123542 MLS
This well-maintained home in the desirable Deer Run community offers approximately 1,700 sq. ft. of living space with three bedrooms and two and a half baths, including a beautifully remodeled ensuite with modern finishes, natural gas heating , central air and prime location check all the boxes. The foyer opens to a bright family room with soaring cathedral ceilings and a cozy fireplace, creating a light and airy feel throughout. Recent updates such as new flooring and lighting bring a fresh look, while the unfinished lower level provides plenty of storage with the option to finish for additional living space. Enjoy one of the most private backyards in the neighborhood, perfect for outdoor dining or quiet relaxation, along with the convenience of a two-car garage and peace of mind with a roof that is only one year old. Ideally located near shopping, schools, and commuter routes, this Deer Run property combines contemporary style, practical updates, and low-maintenance living in a sought-after setting.

39 Pepper Bush Ln, Newington

110 Deer Ct Drive, Middletown
$340,500
3 Beds ⋅ 3 Baths ⋅ 893053 MLS
BACK ON THE MARKET! Welcome to 110 Deer Court Drive, a bright and well maintained 3-bedroom, 2.5-bath unit in the highly sought-after Deer Run community in Middletown, NY. This inviting home features a spacious open floor plan filled with natural light, perfect for both everyday living and entertaining. The living room offers a cozy wood-burning fireplace while the separate dining area flows seamlessly into the updated kitchen with brand-new stainless steel appliances. Enjoy the convenience of your own private garage and driveway—no assigned parking hassles here! This home also includes a full laundry area and generous closet space throughout. Located just minutes from local schools, shopping centers, and major roadways, it’s a commuter's dream with everyday amenities right at your fingertips. Why rent when you can own in one of Middletown’s desirable communities? Come see why Deer Run is the perfect place to call home.

110 Deer Ct Drive, Middletown

181 Deer Ct Drive, Middletown
$320,000
3 Beds ⋅ 2 Baths ⋅ 1016257 MLS
Discover easy living in this spacious Deer Run condo, offering room and the added convenience of a dedicated parking space. Nestled in one of Middletown's most desirable communities, this home combines comfort, practicality, and an unbeatable location. Enjoy being just minutes from major highways, shopping centers, restaurants, public transportation, and everyday essentials, making commuting and errands effortless. The community offers a peaceful setting while keeping you connected to everything the Hudson Valley has to offer. Whether you're searching for your first home, or a low-maintenance property that lets you spend more time enjoying life, this move-in-ready condo delivers the perfect balance of space, convenience, and carefree living.

181 Deer Ct Drive, Middletown

109 Deer Run Road, Red Hook
$180,000
899115 MLS
Your Hudson Valley Hideaway Awaits -- 3 Acres in Red Hook Imagine waking up to the rustle of leaves, sunlight filtering through the trees, and the quiet promise of a day that’s entirely your own. This 3-acre 3 Bedroom BOHA-approved wooded parcel in Red Hook offers just that — a private, wooded canvas where your dream home can take shape. Nestled in an established neighborhood and only minutes from the charm of Red Hook Village, you’re close to Rhinebeck, Tivoli, Bard College, and just a short drive to Hudson’s vibrant arts and dining scene. Spend mornings at the farmers market, afternoons exploring scenic trails, and evenings watching the sunset from your own porch. Bring your architect, your builder, and your vision — and create the Hudson Valley retreat you’ve always dreamed of.

109 Deer Run Road, Red Hook

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.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!