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65 Ironwood Rd, Guilford
$1,250,000
4 Beds ⋅ 5 Baths ⋅ 24158733 MLS
Custom-Built Mediterranean Estate | Privately sited on 1.84 acres in the highly sought-after Woodlands subdivision, this stunning Country French-inspired residence combines timeless craftsmanship with architectural elegance. A grand two-story foyer with marble flooring and a sweeping spiral staircase sets the tone for the sophisticated interiors. Lovely millwork and custom built-ins are showcased throughout. The kitchen is a chef's dream, featuring a breakfast area with fireplace, double ovens, Viking gas range, Sub-Zero refrigerator, wine chiller, and a butler's pantry for effortless entertaining. The home offers 5 en-suite bedrooms, including a master suite with fireplace and a walk-in closet with center island. Two ensuite bedrooms will have brand new bathrooms. Enjoy game nights in the handsome Billiard Room and Pub with rich wood paneling, coffered ceiling, and custom bar. The family room with cathedral ceilings overlooks the professionally landscaped grounds; complete with an in-ground Gunite pool, outdoor kitchen with fireplace, fire pit, and two gazebos. Additional highlights include a third-floor guest or in-law suite, remote control awnings, NEW roof, and a huge unfinished basement with cedar closet. Ideally located just minutes from the town beach, Green, shopping, dining, golf and major routes.

65 Ironwood Rd, Guilford

10 Cayla Lane, Port Jefferson Station
$1,150,000
5 Beds ⋅ 4 Baths ⋅ 999516 MLS
Indulge in living in one of the area’s most exceptional luxury residences. This magnificent Home offers a refined two family layout, seamlessly blending grandeur with versatility for multi-generational living or private guest accommodations. Set on exquisitely landscaped grounds, the property unveils a true country club-inspired retreat. Beautiful In-ground pool and pergola with paver surround create a resort-like ambiance, anchored by a stunning in-ground pool with waterfall, slide and diving board. Inside, the home showcases a chef’s kitchen flowing into a sunlit family room with fireplace that invites warmth and connection. Formal living room, formal dining room, butlers pantry and wet bar. Nine foot ceilings and gleaming hardwood floors throughout. Wrap-around decking extends the living space outdoors, offering serene views and a seamless indoor-outdoor lifestyle. With a primary suite offering spacious closets and lavish full bath, Additionally 3 generously appointed bedrooms, 1 full bath, and a half bath, every detail is designed for comfort and luxury. Attached to the main home is an exquisite accessory apartment featuring living room w/ cathederal ceilings, full bath and kitchenette. A dedicated professional basement office space provides an ideal work-from-home environment with privacy and distinction. This estate captures the essence of luxury living—where timeless design meets resort-style amenities in a truly remarkable setting. Additionally brand new roof 2026!

10 Cayla Lane, Port Jefferson Station

26 Jennings Lane, Woodbury
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 1028929 MLS
The largest model in the highly sought-after Woodlands community, this beautifully renovated end-unit residence offers approximately 2,355 square feet of well-designed living space with an open floor plan, soaring two-story ceilings, and the privacy and abundant natural light of a desirable end-unit location. The spacious living and dining rooms flow effortlessly together and open through sliding glass doors to a private Trex deck, extending the living space outdoors to the backyard. A versatile den features a large walk-in storage closet plus an additional windowed alcove, ideal for a workspace or extra storage. The renovated kitchen opens to the main living areas, while the expanded primary suite includes a beautifully enlarged bath with a soaking tub, separate shower, and exceptional storage, a rare enhancement unique to this model. The oversized finished lower level offers exceptional flexibility with expansive recreation space, abundant storage, and a separate room ideal for a home office, gym, media room, or overnight guests. Ideally located in the heart of Woodbury, The Woodlands offers a convenient lifestyle just minutes from shopping, restaurants, parks, golf courses, the Long Island Rail Road, and major parkways, all within the award-winning Syosset Central School District. Residents also enjoy exceptional community amenities including a clubhouse with a fitness center, party room, card room, swimming pool, tennis and pickleball courts, basketball court, and playground.

26 Jennings Lane, Woodbury

54 Estate Court Unit #54, Woodbury
$1,040,000
4 Beds ⋅ 3 Baths ⋅ 965549 MLS
Magnificent, spacious and beautifully updated, this rare 4 Bedroom | 3 Full Bath Woodlands Condo offers comfortable, move-in ready living in one of Woodbury’s most sought-after communities. The home features a luxurious open floor plan highlighted by a renovated eat-in kitchen with quartzite countertops, designer tile backsplash, updated flooring, and LED lighting throughout. A first-floor full bath with shower adds convenience and flexibility for guests or extended living. The sun-filled dining area flows seamlessly to a private outdoor setting, creating the perfect space for relaxing or entertaining. The generously sized primary suite offers a thoughtful layout, privacy, and ample storage. Updates completed within the most recent 3–4 years include refreshed vanities, modern appliances, mechanical improvements including boiler and tank, and continued interior enhancements that reflect pride of ownership. Residents enjoy The Woodlands lifestyle with resort-style amenities including tennis, pickleball, pool, clubhouse with racquetball, gym, playground, and beautifully maintained grounds. Spacious, updated, and ideally located — this exceptional home offers low-maintenance living with the feel of a private residence. Appearance: Diamond

54 Estate Court Unit #54, Woodbury

37 Aspen Drive W Unit #37, Woodbury
$820,000
3 Beds ⋅ 3 Baths ⋅ 975866 MLS
Welcome to this beautifully maintained condo located in the highly sought-after Woodlands community in Woodbury. Offering the perfect blend of comfort, space, and convenience, this 3-bedroom, 2.5-bath home is designed for both everyday living and effortless entertaining!! The main level features a generously sized bedroom and bathroom that provide flexibility for guests or a home office! Enjoy meals in the eat-in kitchen or host gatherings in the formal dining room! Additional highlights include a washer and dryer, abundant closet space, and access to a full basement complete with a cozy fireplace—ideal for a recreation room or additional living space! A bright and inviting living room is complemented by natural light and high ceilings that enhance the home’s airy feel!! Upstairs, you’ll find two well-appointed bedrooms, including a spacious primary suite with its own en-suite bathroom, walk-in closets, and excellent storage! An additional full bathroom serves the second bedroom, offering comfort and privacy for all!! Sliding glass doors lead to your own private backyard area—perfect for relaxing or entertaining guests in a peaceful setting! Residents of The Woodlands enjoy a private, resort-style lifestyle with exceptional amenities, including an in-ground pool, tennis and pickleball courts, a playground, clubhouse with lounge, card room, fitness center, and meeting spaces!! Don’t miss the opportunity to make this bright, spacious, and amenity-rich home your own!!!

37 Aspen Drive W Unit #37, Woodbury

29 Jennings Lane, Woodbury
$800,000
3 Beds ⋅ 3 Baths ⋅ 990054 MLS
Welcome to a rare opportunity in the highly sought-after Woodlands community! This 3-bedroom, 2.5-bath townhouse offers space, light, and potential in a prime Syosset location within the top-rated Syosset School District, serving Baylis Elementary and H.B. Thompson Middle School. Offered in original condition, this home presents a rare opportunity to bring your vision to life and create a space tailored to your personal style. With great bones, a spacious layout, and abundant natural light, the potential is undeniable. The main level features an airy, open floor plan with soaring ceilings in the living room and sliding glass doors in both the living room and dining room leading to a private deck—ideal for seamless indoor-outdoor living and entertaining. A formal dining room and generously sized eat-in kitchen provide flexibility for both everyday living and hosting. The kitchen also offers direct access from the garage and includes a convenient laundry area. A standout feature is the expanded den, a versatile finished space offering additional living area that was converted by the Sponsor when the community was built. A conveniently located half bath completes this level. Upstairs, the home offers a primary en-suite with a large walk-in closet, two well-proportioned bedrooms, and a full hall bath. A spacious landing and hallway overlook the living room below, enhancing the home’s open and airy feel. The basement adds even more versatility, perfect for a recreation room, home office, gym, or additional storage. Additional highlights include a new HVAC system, an attached garage, and a private driveway with side-by-side parking for two vehicles. Enjoy resort-style living in this highly sought-after, amenity-rich pet-friendly community featuring tennis, pickleball, and basketball courts, a fitness center, clubhouse with social spaces, in-ground pool, kiddie pool, and playground. Conveniently located just minutes from shopping, dining, major highways, and the Town of Oyster Bay Golf Course. Bring your imagination and unlock the full potential of this exceptional home!

29 Jennings Lane, Woodbury

61 Estate Court Unit #61, Woodbury
$715,000
3 Beds ⋅ 3 Baths ⋅ 960427 MLS
Welcome to The Woodlands, a prestigious community in the heart of Woodbury. This is a rare opportunity to own the largest Cedarwood model, complete with a finished basement offering exceptional additional living space. Over 2150 square feet, this spacious condo features 3 bedrooms, 3 full bathrooms, a den, and a private two-car driveway. Sliding glass doors lead to a patio, perfect for relaxing or entertaining. Additional exterior storage adds everyday convenience. Enjoy country club living with outstanding amenities, including swimming pools, illuminated Har-Tru tennis and pickleball courts, basketball, a playground, and a clubhouse featuring a gym, card room, and party room. The community also handles snow removal, landscaping, and garbage service for easy, low-maintenance living. Ideally located near shopping, restaurants, schools, and just blocks from the Town of Oyster Bay Golf Course. Highly regarded Syosset School District (Baylis Elementary and H.B. Thompson Middle School). Don’t miss the opportunity to make this exceptional home your own.

61 Estate Court Unit #61, Woodbury

38 Woodlands Drive, Tuxedo Park
$595,000
4 Beds ⋅ 3 Baths ⋅ 1033781 MLS
Welcome to The Woodlands, where comfort, space, and convenience come together in this beautifully designed 2,218 sq. ft. Townhouse. A highly desirable first-floor primary suite with a private en-suite bath offers the ease of one-level living, while the thoughtfully designed floor plan provides plenty of room for all your needs. The main level features an eat-in kitchen with pantry, an inviting living room with a fireplace and soaring skylights that fill the space with natural light and sliding glass doors leading to a private patio—perfect for morning coffee or outdoor entertaining. A convenient half bath, main-level laundry room, and direct access to the attached two-car garage complete the first floor. Upstairs, you'll find a spacious loft overlooking the living area, three additional bedrooms, and a full bath, providing flexible space for guests, a home office or gym - endless possibilities. Enjoy all that The Woodlands has to offer, including a clubhouse and community pool, while being located in the Tuxedo Union Free School District. Offering four bedrooms, 2.5 baths, and an exceptional floor plan, this home combines low-maintenance living with the space and comfort of a single-family home.

38 Woodlands Drive, Tuxedo Park

127 Cardinal Lane Unit #127, Islip
$402,000
2 Beds ⋅ 2 Baths ⋅ 1005231 MLS
From the moment you arrive at The Woodlands at Islip, you'll appreciate the beautifully maintained grounds and welcoming community atmosphere. This spacious two-level duplex offers a comfortable and functional layout featuring a bright living room, eat-in kitchen, 1.5 baths, and the convenience of an in-unit washer and dryer. Enjoy your own private outdoor space on your large deck, perfect for relaxing with your morning coffee, entertaining guests, or unwinding at the end of the day. Inside, thoughtful details and ample living space make it easy to feel right at home. Residents enjoy access to outstanding community amenities including an in-ground pool with lifeguard, half basketball and pickleball court, dog run, and beautifully landscaped common areas. Recent community improvements include new windows, vinyl siding, and roofs. Maintenance includes taxes, heat, gas, water, sewer, pool access, sanitation, landscaping, snow removal, and exterior building maintenance. Residents are responsible for electric and cable. Co-op requirements include a dog under 18 inches and 20 pounds, a minimum 650 credit score, debt-to-income ratio under 35%, and take-home income of at least three times the monthly maintenance fee. Conveniently located near shopping, dining, the LIRR, and Long Island's beautiful beaches, this is an opportunity to enjoy homeownership in a vibrant community. Why continue paying rent when you can start building equity? Every payment you make toward ownership is an investment in your future. If you've been waiting for the right time to make your move, this may be the opportunity you've been looking for. Occupancy mid September closing.

127 Cardinal Lane Unit #127, Islip

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