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$739,000
3 Beds ⋅ 3 Baths ⋅ 1047980 MLS
Welcome to 10 Iowa Street, a beautifully updated Modern Victorian tucked away on a private cul-de-sac in Coram. This move-in-ready home offers three bedrooms, two full bathrooms and one half bathroom. The kitchen features granite countertops and warm wood-tone Shaker cabinetry. Enjoy a formal dining room, spacious formal living room and comfortable den with sliding glass doors leading to the expansive backyard. Additional highlights include central air conditioning, in-ground sprinklers, all-new windows, a new roof and a new washer and dryer. Conveniently located near the Long Island Rail Road, with easy access to Nesconset Highway, Stony Brook University, Stony Brook University Hospital, Mather Hospital and St. Charles Hospital, as well as shopping, dining and other local amenities. Don’t miss this opportunity.

10 Iowa Street, Coram
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 1048573 MLS
The Grand Dame of Northport! Beautiful Northport Village Victorian with today’s amenities, offering exceptional space, character, and convenience just moments from the heart of downtown Northport. It truly harkens to the charm and warmth of bygone days. Set on a beautifully landscaped half-acre surrounded by wrought-iron estate fencing, this mint-condition 4-bedroom, 2.5-bath home blends classic Victorian architecture with the comfort and functionality of modern living. A covered wood wraparound porch welcomes you to the home, where impressive 10-foot double entry doors open to a proper foyer and an expansive first-floor layout. Generously proportioned living spaces include a charming parlor, den, sizable living room with gas fireplace, large formal dining room, and spacious eat-in gourmet chef’s kitchen featuring a center island, granite countertops, and stainless steel appliances. Hardwood floors with beautiful inlaid design accents run throughout, and stunning stained glass architectural pieces add warmth and character to the home. Upstairs, the primary suite features a private en-suite bath and walk-in closet, complemented by three additional bedrooms and another full bath. A full walk-up attic with soaring ceilings provides an extraordinary amount of additional storage space, while the full basement offers high ceilings, interior access, and even more room for storage. Outside, the property is equally impressive. A full brick driveway leads through a double-entry estate gate to an oversized two-car garage with automatic opener and its own dedicated 200-amp electrical service; perfect for a home office. A separate shed is fully wired with electricity, including lighting and outlets. Additional highlights include a 5-year-old roof, 16-zone in-ground sprinkler system, two-zone natural gas forced-air heating, and two-zone central air conditioning. All of this in an impressive Northport Village location convenient to the Village’s shops, restaurants, harbor and waterfront, as well as area beaches, golf courses, schools, and public transportation. A rare opportunity to enjoy the space and presence of a grand Victorian home without sacrificing the updates and amenities of modern living.

534 Main Street, Northport
$925,000
5 Beds ⋅ 3 Baths ⋅ 1048236 MLS
**PHOTOS COMING SOON** Welcome to 436 Bay Avenue, a timeless 1890 single-family home offering an incredible opportunity to own a piece of East Patchogue's history. Boasting 5 bedrooms, 3 bathrooms, and 2,464 square feet of living space, this home provides standard-defying room to grow. Step inside to discover a layout full of classic architectural character, waiting for your personal touches. What truly sets this property apart is its massive, park-like 0.65-acre lot—an absolute rarity this close to the water and the village! The expansive backyard serves as your private canvas for a pool, gardens, or ultimate outdoor entertainment. Enjoy the relaxing Sitting Room complete with a gilded age style fireplace, original hardwood floors and old world molding. The Formal Living Room features the splendor of yesteryear with french doors leading to an open veranda overlooking private grounds. A wonderful open floor plan throughout leads to the charming Eat-In Kitchen and fabulous study with custom painted ceilings, fireplace and doors leading additional grounds for entertaining. The uniquely designed oak banister and staircase lead to incredibly spacious rooms and the primary bedroom. All full windows and generous storage in every room. The third level of this intriguing Victorian offers 2 additional rooms and an open floor plan space. Completing this Gilded Age home on the upper level is a unique widow's walk to relax and enjoy incredible views. The grounds itself features two cozy gazebos, fountains and the cobblestone driveway leads to a 3 car detached garage. A separate guest cottage is also featured and an additional piece of this home's history to fall in love with. Situated in a highly sought-after neighborhood, you are just minutes from local parks, scenic bay views, and the bustling shops and restaurants of downtown Patchogue Village. Commuting is effortless with the Patchogue LIRR station nearby. The charm, elegance and history will bring you back into the Gilded Age lifestyle and time period. Do not miss your chance to customize and restore this historic gem and enjoy the ultimate South Shore lifestyle.

436 Bay Avenue, E. Patchogue
$824,900
7 Beds ⋅ 3 Baths ⋅ 1048412 MLS
Spacious Victorian offering 7 bedrooms and 3 full bathrooms with plenty of room for a variety of living arrangements. The bright, open interior features soaring ceilings, oversized windows, hardwood and carpeted flooring, and a generously sized kitchen with stainless steel appliances and abundant cabinetry. Additional features include a full unfinished basement offering ample storage and future possibilities. House is being sold AS-IS. Buyers must sign up and place bids. All auction properties are subject to a 5% buyers premium pursuant to the Event Agreement and Auction Terms & Conditions minimums will apply . Buyers and buyer's agent to verify any and all info. All information is deemed reliable but is not guaranteed.

249 Haven Avenue, Ronkonkoma
$3,250,000
5 Beds ⋅ 5 Baths ⋅ 1048014 MLS
Known as The Old King Farmhouse and Owl Hollow, this historic 1.05± acre compound is one of Peconic’s most distinctive properties, pairing a beautifully preserved c.1860 Italianate Victorian residence with a remarkably purpose-built artist’s studio in the heart of the North Fork. Rich in history and thoughtfully stewarded over time, the approximately 3,260-square-foot residence offers four bedrooms and two-and-a-half baths while preserving many of its original architectural details, including period fireplaces, wide-plank wood floors, oversized windows, and graciously proportioned rooms filled with natural light. The interiors strike a rare balance between historic character and understated elegance, allowing the home’s craftsmanship and surrounding landscape to take center stage. Across the grounds, Owl Hollow serves as an extraordinary extension of the property. The approximately 1,200-square-foot studio is defined by soaring timber trusses, dramatic north-facing windows, a wood-burning fireplace, and its own Certificate of Occupancy, offering exceptional flexibility as an artist’s studio, creative workspace, guest retreat, entertaining pavilion, or wellness space. Set among mature specimen trees, clipped hedges, perennial gardens, and a fenced vegetable garden, the grounds unfold as a series of outdoor rooms centered around a heated 18’ x 36’ saltwater pool. A rare pre-existing, non-conforming wattle-and-daub stable offers additional storage or future possibilities, while separate driveways, updated utilities, new septic systems, rental permits, and separate Certificates of Occupancy further enhance the property’s versatility. Both the residence and studio have an established history as luxury rentals. Located in the bucolic hamlet of Peconic, moments from renowned vineyards, farm stands, beaches, and marinas, The Old King Farmhouse and Owl Hollow represent an increasingly rare opportunity to own a historic North Fork compound where architecture, landscape, and creative living exist in perfect harmony.

1200 Indian Neck Lane, Peconic
$1,375,000
4 Beds ⋅ 3 Baths ⋅ 1047921 MLS
Welcome to this beautiful 4-bedroom, 2.5-bath Victorian, lovingly maintained by its original owners and showcasing true pride of ownership throughout. A charming front porch and inviting curb appeal welcome you into a spacious two-story foyer featuring natural hardwood floors. The elegant formal dining room and sitting room each feature French doors, creating beautiful spaces for entertaining or relaxing. The antique-white eat-in kitchen offers granite countertops, a center island, and an open-concept design flowing seamlessly into the family room, complete with a stunning marble gas fireplace. A first-floor office with its own private entrance provides the perfect space for working from home. Upstairs, the spacious primary suite features a walk-in closet thoughtfully outfitted with a washer and dryer for added convenience. The luxurious primary bath includes a Jacuzzi tub, separate shower, double vanity, and linen closet. Three additional generously sized bedrooms and a guest bath complete the second floor. The full basement offers high ceilings and an abundance of versatile living and storage space, including a secluded media room, recreational area, closets, and ample storage. Extending the living space beautifully, the all-season room provides the perfect transition to the private backyard. Step outside to enjoy a kidney-shaped heated pool, expansive paved patio, and multiple leisure areas designed for relaxing and entertaining.

7 Ona Avenue, Dix Hills
$2,200,000
5 Beds ⋅ 4 Baths ⋅ 1043780 MLS
Immeasurable charm in the heart of Greenport Village. Beautifully updated while retaining much of its historic character, the main house features three bedrooms and three full baths, a handsome kitchen flooded with natural light, high ceilings, restored pocket doors, and original period moldings. At the rear of the property, a charming two-bedroom guest cottage with a full bath and kitchen provides wonderful flexibility for hosting or additional living and work space. Outside, the pool is tucked into beautifully established gardens, complemented by a bluestone patio and extensive mature landscaping that give the property a remarkable sense of privacy and place. All of this just moments from Greenport's downtown waterfront and some of the North Fork's best restaurants, shops, and waterfront destinations, with beaches, farm stands, and vineyards all within a mile.

611 1st Street, Greenport
$719,000
4 Beds ⋅ 2 Baths ⋅ 1047551 MLS
Welcome to this beautifully maintained Queen Anne Victorian originally built in 1900. Within walking distance of the heart of Patchogue Village, this home features beautiful hardwood floors, timeless details, and three floors of living space. Upon entering, you'll find a spacious foyer with a wood-burning fireplace and stairwell access to the upper floors. The first floor offers formal living and dining rooms, both featuring a fireplace, kitchen, bedroom, and full bath accented with a clawfoot tub. The second floor offers a large primary bedroom with its own fireplace, an updated full bathroom, and two additional bedrooms. The third floor includes a bonus room and walk-up access to the turret/attic space. Step out front to enjoy a covered wrap-around porch, perfect for enjoying morning coffee or hosting gatherings. The backyard features a new patio, vinyl fencing, and newly laid sod. Centrally located, this home is just minutes from vibrant Main Street, dining, shopping centers, marinas, Patchogue train station, and convenient ferry access to Fire Island beaches. Recent updates include 200-amp electric, gas heating/water, asphalt driveway, and chimney/fireplace repairs. Rare opportunities like this don't last—own your own piece of Patchogue history today.

258 N Ocean Avenue, Patchogue
$2,995,000
3 Beds ⋅ 3 Baths ⋅ 1047801 MLS
Own a distinctive piece of Shelter Island Heights history in this beautifully restored circa-1875 residence, thoughtfully updated for today’s lifestyle while retaining the character and architectural details that make a historic home so special. Set on approximately 0.40 acres, the property offers second-level water views, inviting private gardens, and a classic wraparound porch ideal for enjoying the island setting. The home features three bedrooms, 2.5 baths, a chef’s kitchen, formal dining room, living room, parlor, office, full basement, and detached one-car garage—providing flexible space for everyday living, entertaining, work, or guests. Landscaped outdoor areas create a peaceful backdrop for dining, gardening, recreation, or quiet relaxation. Conveniently located near Bridge Street, local shops, restaurants, Shelter Island Yacht Club, and other Heights destinations, the home also includes access to Heights Association parks and the Beach Club, with nearby clay tennis courts. A rare opportunity to enjoy historic character, modern comfort, water views, and the sought-after Shelter Island Heights lifestyle.

13 Spring Garden Avenue, Shelter Island Heights
$699,999
4 Beds ⋅ 3 Baths ⋅ 1046197 MLS
The Newly Renovated Hannah Rowland House. Victorian Style Home with a Modern Kitchen, 4 Beds 2 1/2 Baths. Ductless Splits for 1st Floor, Central HVAC System for 2nd Floor. All new electrical wiring, 200amp service, Plumbing, 66gal heat pump, structural support framing. DougFir Floors throughout. Fancy Victorian Cedar Siding and Victorian Metal Roof. Grandfathered Permit for 20'X30' Detached Garage. 6 Zone Sprinkler System. Situated in the Historic Village of Miller Place with Private Beach and Pavilion rights, HOA $450 a year, walking distance to beach and town.

1 Gully Landing Road, Miller Place
$889,000
3 Beds ⋅ 4 Baths ⋅ 1043503 MLS
Welcome To This Northport Village Gem!! A Lovely Home Showcasing True Pride Of Ownership, Commitment To Quality, Comfort And Class. An Abundance Of Natural Light Brightens This Home Through The Sundrenched Windows And The Skylights In The Vaulted Ceilings. Enjoy Cold Winter Nights In Front Of The Fireplace Or In The Warmer Months Enjoy The Beautiful Private Back Yard. The Fabulous Primary Suite With 2 Walk In Closets Also Has A Large Primary Bathroom. Hard Wood Floors, CAC, Central Vac, 2 Car Garage, Open Floor Plan. The Home Is Located In The Quaint Historic Waterfront Village Just Blocks To Shops, Restaurants, Theater, Northport Hotel, Waterfront Parks And The Harbor. Only About 1 Hour From NYC. Come Take A Look At Your New Home.

627 Main Street, Northport
$2,149,000
8 Beds ⋅ 6 Baths ⋅ 1042189 MLS
Step into a piece of Islip history with this extraordinary 1850s Colonial, a remarkable three-story residence offering approximately 5,145 square feet of living space, 8 bedrooms, 5 full bathrooms, 1 half bath and three separate staircases. Rich in architectural character and thoughtfully updated with modern amenities, this distinctive home beautifully blends historic craftsmanship with contemporary luxury. A grand entryway and sweeping staircase introduce an impressive interior showcasing original details, exposed wood beams, hardwood floors and multiple fireplaces. The formal living room features a wood-burning fireplace, while the chef’s kitchen is appointed with top-of-the-line appliances, a striking 10-foot island, exposed beams and an original fireplace converted to gas. An adjacent pantry and laundry area add convenience. The main level continues with a dramatic family room featuring soaring cathedral ceilings and a gas fireplace, along with a spacious office or optional bedroom with its own fireplace. A custom rear staircase leads to the serene primary suite overlooking the picturesque park-like grounds. The luxurious en-suite bath features a freestanding soaking tub, oversized walk-in shower with multiple body sprays and a custom walk-in closet. Additional bedrooms, full bathrooms and a second laundry area complete the second level. Ascend the home’s original winding staircase to the third story, where additional bedrooms and a spacious recreation room offer exceptional versatility, complemented by abundant closets and a finished storage room. Outside, expansive park-like grounds create a private outdoor oasis highlighted by a beautifully designed, fully fenced heated saltwater in-ground pool. A dedicated pool house/cabana with a changing room and full bathroom enhances the resort-style setting, while an additional shed provides convenient storage. The detached two-car garage is equipped with a Tesla Universal Wall Connector for EV charging. A rare opportunity to experience the history, craftsmanship and architectural character of an 1850s residence beautifully enhanced for modern living in the heart of Islip.

61 Ocean Avenue, Islip
$679,990
4 Beds ⋅ 3 Baths ⋅ 1041110 MLS
Welcome to this spacious 4-bedroom, 3-bathroom home set on approximately 3/4 acres, offering an exceptional combination of space, privacy, and tranquility—along with very low property taxes. The large front yard and wraparound porch create a welcoming first impression while providing excellent privacy from the street. Inside, the home is filled with natural light and features a spacious layout with a formal dining room and comfortable living room. The oversized primary suite is a true retreat, featuring a huge bedroom, generous walk-in closet, and a beautiful en-suite bathroom complete with a jacuzzi tub, separate stand-up shower, and skylights that bring in an abundance of natural light. Just outside the primary bedroom is a large second-floor landing with endless possibilities. Create a private home office, den, reading room, sitting area, or simply a quiet place to relax and unwind away from the main living areas downstairs. This versatile space provides an additional area to enjoy without leaving the second-floor living space. A dedicated laundry room adds convenience, while the oversized attached 2-car garage and large driveway provide plenty of parking and storage. The true star of the property is the backyard. The expansive grounds create a serene and incredibly private outdoor retreat. The pool is tucked away in its own secluded section toward the rear of the property, offering a level of privacy that is hard to find. The large patio provides plenty of room for entertaining, relaxing, and enjoying summer days by the pool. The home offers an excellent opportunity for its next owner to update and personalize while enjoying generous living spaces, a remarkable primary suite, and a peaceful private setting. The property does need updating, but offers a solid foundation and tremendous potential. Located conveniently near major highways, shopping, dining, and everyday amenities, this home gives you the best of both worlds: a private, spacious property with easy access to everything you need.

187 Oak Street, Medford
$539,999
3 Beds ⋅ 2 Baths ⋅ 1039597 MLS
Well-maintained Victorian-style home offering 3 bedrooms and 2 full bathrooms in a convenient Shirley location. Updated in 2024, the home features a spacious kitchen with quartz countertops, shaker cabinetry, and stainless steel appliances. The main level offers comfortable living and dining spaces, including a family room with a stone fireplace and decorative molding details. Upstairs, the primary bedroom includes vaulted ceilings and generous closet space. Washer/dryer in the second floor. Additional features include central air conditioning, updated bathrooms, hardwood flooring on the first level, attached garage, in-ground sprinklers, and a fully fenced backyard with plenty of room for outdoor enjoyment. Built in 2005 and thoughtfully updated, this home is located near local shopping, dining, parks, beaches, and major roadways, offering both comfort and convenience. Move right in and make it your own.

39 Seymour Drive, Shirley
$2,200,000
10 Beds ⋅ 7 Baths ⋅ 1037620 MLS
Step back in time and experience the grandeur of this extraordinary 1850 Victorian estate, a truly one-of-a-kind residence where timeless architecture, remarkable scale, and old-world craftsmanship create something rarely found today. Set on 1.64 breathtaking, park-like acres, this magnificent property offers exceptional privacy, an inground pool, and endless possibilities. From the moment you enter, soaring ceilings, intricate crown moldings, beautiful hardwood floors, and exquisite period details capture the elegance and charm of a bygone era. Three expansive floors of living space feature a magnificent living room, grand banquet-sized formal dining room, large eat-in kitchen, and an inviting den with fireplace. The main residence offers an impressive ten bedrooms, seven full baths, and a full basement, providing extraordinary space and versatility. The estate also features a separate back house offering four additional bedrooms, two full baths, and a two-car garage, adding another remarkable dimension to this unique property. Rich in history and overflowing with character, this exceptional Victorian estate presents a rare opportunity to restore, reimagine, and create something truly spectacular. From its grand interior spaces to its sprawling grounds and resort-style pool, this is more than a home. It is a piece of history waiting for its next chapter. Make this extraordinary one-of-a-kind estate yours.

45 S Penataquit Avenue, Bay Shore
$849,900
4 Beds ⋅ 4 Baths ⋅ 1037499 MLS
Spectacular new construction Waterfront home with stunning canal views and views of Moriches bay. True navigational waterfront and deep water. This new modern home features 4 bedrooms with 3 En suites, hardwood floors throughout, ceramic floors in all 4 custom bathrooms. Open floor plan great for entertaining. Eat in kitchen with center island. Sliding glass doors that leads to huge sundeck. Second floor Primary suite with balcony with water views. Everyone should love where they live and feel like you’re on vacation when you’re home!

62 Shore Drive, Mastic Beach
$2,499,999
5 Beds ⋅ 3 Baths ⋅ 1035659 MLS
Stunning Victorian nestled in the heart of Northport Village, offering breathtaking views of Northport Harbor and set on a magnificent one-acre property. From the moment you enter into the dramatic two-story foyer, you'll be captivated by sweeping water views, soaring ceilings, exquisite custom moldings and gleaming hardwood floors that flow throughout this exceptional home. Designed for both elegant entertaining and comfortable everyday living, this immaculate residence features five spacious bedrooms and three full bathrooms. The sun-filled formal living room and elegant formal dining room provide timeless charm, while the expansive eat-in kitchen boasts a center island, generous dining area, and opens seamlessly to the inviting living room with a cozy fireplace. The first floor includes a versatile bedroom or home office with beautiful harbor views. Upstairs, the luxurious primary suite is a true retreat, highlighted by a charming turret with spectacular panoramic water views and the convenience of a private elevator extending to the third floor. Three additional oversized bedrooms offer abundant space for guests. A full basement with direct access to the garage provides endless possibilities for storage, recreation, or future finishing. Proceed outside to your private backyard oasis featuring a spacious patio just off the kitchen, perfect for outdoor dining and entertaining while enjoying the peaceful surroundings. This extraordinary Village residence combines timeless Victorian elegance with modern amenities, an unbeatable location, and stunning water views—offering a truly rare opportunity to enjoy the very best of Northport living!

230 Woodbine Avenue, Northport
$1,250,000
5 Beds ⋅ 4 Baths ⋅ 1028845 MLS
Welcome to this truly one of a kind custom-built Island Estates inspired residence, privately located on a cl-de-sac with wide paved roads in the highly sought-after Wading River community. Located north of Route 25A, just 1.3 miles from the beach and within the acclaimed Shoreham-Wading River School District, this exceptional home is set on a beautifully landscaped .88-acre property. Offering 5 bedrooms and 3.5 baths, this remarkable home showcases quality craftsmanship throughout. A dramatic 8-foot custom front door opens to a breathtaking two-story foyer and grand room with soaring 20-foot ceilings, an elegant staircase, abundant natural light, hardwood floors, high-end custom finishes and custom moldings. The spacious open-concept layout flows seamlessly into the beautifully appointed eat-in-kitchen, complete with a Butler’s pantry for added storage, preparation space, and effortless entertaining, creating the perfect setting for both everyday living and entertaining. One of this home’s most valuable and desirable features is the legal accessory apartment, providing exceptional flexibility and offering potential rental income. Built with premium materials, the exterior features a striking stucco facade, CertainTeed Cedar Impressions siding, a multi-layer architectural roof designed for superior durability, underground utilities, a full in-ground sprinkler system, and a fully insulated attic. Additional amenities include two fireplaces, hydronic forced-air heating, central air conditioning, two fireplaces, generous closet space, and an oversized 3.5-car garage. Outdoor living is equally impressive with Trex decking overlooking the private backyard, custom brickwork patio and walkways, multiple brick patios, a welcoming front loggia, custom fencing, and an oversized wrought-iron gated driveway that enhances both privacy and curb appeal & Gazebo with electric wiring in place. A rare opportunity to own a truly exceptional home where timeless craftsmanship, luxurious finishes, flexible living spaces, and an unbeatable coastal location come together.

3 Dover Court, Wading River
$3,999,900
5 Beds ⋅ 5 Baths ⋅ 1029824 MLS
SUMMERWIND – An Extraordinary Waterfront Estate on the Connetquot River. Welcome to Summerwind, one of Oakdale’s most distinguished waterfront estates. Privately set behind stone gates on 1.09 beautifully landscaped acres, this custom-built residence offers approximately 6,286 square feet of luxurious living space, 200 feet of Connetquot River frontage, and a 150-foot private deep-water dock with float and direct access to the Great South Bay, Fire Island, and the Atlantic Ocean. Built in 2004 with exceptional craftsmanship, this three-story brick Colonial showcases Brazilian cherry hardwood floors, handcrafted custom millwork including archways & crown moldings, soaring ceilings, crystal chandeliers, wall sconces and timeless architectural details throughout. The gourmet chef’s kitchen features custom cabinetry, expansive granite countertops, premium appliances, pantry with additional refrigerator, and an oversized center island that opens seamlessly to the spectacular Great Room with a coffered ceiling and fireplace. The luxurious primary suite offers a private sitting area with fireplace, spa-inspired bath, his/hers walk-in closet suite has custom dressing room and built-ins with inlaid custom doors and island with marble tops and lighting, laundry shoot from primary bedroom to laundry room and a private balcony overlooking the resort-style backyard and waterfront. Additional guest suites, a formal dining room, music room, executive office, billiards room, home theater, recreation rooms, tremendous amount of closets for storage, a finished 2000 square foot third floor, and a full finished basement with outside entrance provide exceptional space and flexibility, and the outdoor living rivals a private resort with a 48’x 28’ freeform Gunite pool featuring a natural rock waterfall and waterslide, a 10’x14’ pool cabana, expansive covered terraces, natural stone patios, fire pit, professionally landscaped gardens, and a private sports court. Western exposure provides breathtaking sunsets over the Connetquot River. Built to an exceptional standard, the home features 2x6 construction, 600-amp electrical service, 45kw whole-house diesel backup generator, security cameras and alarm, dual-fuel heating (natural gas and oil), six-zone high-efficiency air conditioning, radiant-heated bathroom floors, separate electrical subpanels throughout the home, garage, and cabana, and a 4-inch water service. Situated at an approximate elevation of 11.5 feet in an X Flood Zone, no FEMA flood insurance is currently required. Summerwind is a rare opportunity to own one of Long Island’s premier waterfront estates—where timeless architecture, exceptional engineering, world-class boating, and resort-style living come together in one extraordinary property. A legacy estate unlike any other.

608 Shore Drive, Oakdale
$839,000
4 Beds ⋅ 3 Baths ⋅ 1032340 MLS
Set on a quiet cul-de-sac in desirable Country Pointe, this beautifully maintained four-bedroom, two-and-a-half-bath Colonial offers a spacious layout, quality finishes, and exceptional privacy. The main level features nine-foot ceilings, crown molding, and hardwood oak flooring that continues throughout both floors. A formal living room with fireplace and a separate dining room create inviting spaces for entertaining, while the den offers an additional electric fireplace and a comfortable setting for everyday living. The kitchen is equipped with custom maple cabinetry, granite countertops, a peninsula, stainless steel appliances, pantry storage, rollout shelving, and abundant recessed lighting. A separate first-floor laundry room and powder room add everyday convenience. The Pella sliding door with built-in blinds opens to a landscaped, fully fenced backyard with a newer paver patio, rollout awning, eight-zone irrigation system, and an 8-by-12-foot storage shed. The property backs to wooded land, creating a peaceful and private outdoor setting. The second floor includes a spacious primary suite with a tray ceiling, multiple closets, including a walk-in closet, and an en-suite bath and separate shower. Three additional bedrooms feature ceiling fans and generous storage, along with a full hall bath. A massive full basement, two-car attached garage, 200-amp electrical service, and a three-year-old Bradford White water heater provide additional value and functionality. Additional highlights include a 1.5-year-old GAF asphalt roof, blacktop driveway with custom paver accents, cultured stone exterior detailing, security system, floodlights, and front-and-rear irrigation. Thoughtfully cared for and move-in ready, this Country Pointe home delivers space, privacy, and a highly sought-after cul-de-sac location.

15 Scenicview Crescent, Manorville
$724,900
4 Beds ⋅ 3 Baths ⋅ 1030121 MLS
Location, Location, Location! Welcome to 138 Holiday Blvd located in the Holiday Beach neighborhood in Center Moriches. This is a great Opportunity to live near the Beach, a Yacht Club, and Boat Ramp! Enjoy East End Living and all the South fork has to offer. 15 minutes from The Hamptons and the North Fork. Center Moriches School District. This gorgeous Victorian house offers 4 Bedrooms and 3 Full Baths with 9 foot Ceilings and Plenty of Spacious rooms, a Formal Dining room, Living room with Wood Burning Stove, Primary Bedroom Suite with a large Sitting area and a Full Bath on second floor. Over 2,000 sq ft! Featuring Hardwood Floors, CAC, tons of Natural Light, unfinished Basement, Deck, Patio, Sprinkler system, lot size of 0.37 and Private. The backyard is ready for your next BBQ Party and Entertainment Event! Low HOA fees of $180.00 Annual to Association. Don’t wait! Summer is here and 138 Holiday Blvd is ready!

138 Holiday Boulevard, Center Moriches
$989,999
3 Beds ⋅ 4 Baths ⋅ 1027173 MLS
Situated on a large corner lot, this gorgeous and spacious Colonial/Victorian home offers timeless charm with modern updates. The home features 3 generously sized bedrooms, 3 full bathrooms, and 1 half bath. Updated appliances enhance the well-appointed kitchen, while the expansive oversized property provides plenty of outdoor space for entertaining, gardening, or future possibilities.

60 Steuben Boulevard, Nesconset
$7,950,000
6 Beds ⋅ 6 Baths ⋅ 1022948 MLS
Set in the heart of Southampton Village, this award-winning Victorian traditional has long been celebrated for its old world charm — wide-plank wood floors, exquisite tilework, and stately proportions that speak to a more gracious era of Hamptons living. Nearly 6,500 square feet of living space unfolds across a home that has been meticulously and recently restored to its finest expression, with European designer finishes and a soft, refined palette that makes every room feel both elevated and effortlessly livable. Six bedrooms and 6 marble bathrooms, are thoughtfully arranged to offer flexibility — privacy when desired, connection when needed. The primary suite and sitting area function as a sanctuary unto themselves, while a picturesque stand-alone garden cottage provides an additional private retreat alongside the classic in-ground pool and manicured English Garden. The chef's kitchen anchors the home with a massive central island, two oversized refrigerators, a professional range with dual ovens and griddle, and multiple dining configurations that make hosting feel natural rather than effortful. Wrap terraces front and back — newly furnished with European modern classics — extend the living space outdoors in a way that feels seamless rather than seasonal. A well-appointed lower level and a magical, tucked-away third floor complete this singular Southampton retreat. Please give 24 hour notice for showings.

55 Post Crossing, Southampton
$2,595,000
4 Beds ⋅ 3 Baths ⋅ 1022345 MLS
Shelter Island Heights Icon Gracefully positioned in the heart of Shelter Island Heights, this timeless residence has been thoughtfully renovated and restored to honor its original character while seamlessly incorporating today's modern comforts. Rich in architectural charm and classic detail, the home offers an elegant blend of historic beauty and refined living. A gracious, oversized covered porch welcomes you upon arrival, providing the perfect setting to relax and enjoy the property's elevated position and picturesque water views. Inside, a warm and inviting foyer opens to beautifully proportioned living spaces, where natural light, period details, and a sense of understated sophistication create an atmosphere of effortless elegance. Toward the rear of the home, a formal dining room and well-appointed kitchen serve as the heart of the residence. Expansive windows and French doors bathe the interiors in natural light while creating a seamless connection to the surrounding landscape and outdoor living spaces. The second level is highlighted by a spacious primary suite featuring a generously sized bath, accompanied by two well-appointed guest bedrooms designed for comfort and privacy. The third floor offers a versatile retreat, ideal as a media room, den, home office, or additional gathering space for family and guests. Outside, the beautifully landscaped grounds provide a private sanctuary framed by mature trees and established plantings, creating a tranquil setting for relaxation and entertaining alike. Ideally situated just moments from the coveted Shelter Island Heights Beach Club, tennis courts, golf, marinas, shops, and beloved local restaurants, this exceptional offering presents a rare opportunity to own a meticulously restored home in one of Shelter Island's most desirable and historic neighborhoods.

11 Prospect Avenue, Shelter Island Heights
$1,299,000
3 Beds ⋅ 3 Baths ⋅ 1021601 MLS
Prime East Moriches commercial and residential opportunity featuring two combined parcels totaling 2.5 acres with over 120 feet of high-visibility Montauk Highway frontage. Located in a charming downtown area just east of Atlantic Avenue, this versatile property serves as a direct gateway toward Eastport, Speonk, and the Hamptons. The 0.38-acre front parcel features commercial zoning for maximum exposure just before the eastbound bend, complete with a U-shaped driveway for effortless traffic access. It hosts a late-1800s historic Victorian home packed with original details, high ceilings, natural gas heating, 3 bedrooms, and 3 full bathrooms including a primary en-suite. Inside, you will find exceptional craftsmanship across original hardwood floors, plaster walls, hand-crafted crown moldings, a formal dining room, eat-in kitchen, and two black Italian marble wood-burning fireplaces, capped off by a third-story widow’s peak delivering panoramic Main Street views. Just behind sits the 2.12-acre residentially zoned rear parcel, featuring flat, partially wooded terrain and a heated gas-connected garage/barn (with its own separate gas meter) that once served as an antique shop beloved by the East Moriches community. The aforementioned garage/barn includes an upper floor section with a separate entrance that offers excellent potential for rental income! Together, these properties present incredible investment flexibility, offering the potential for a Main Street business and/or the creation of a rear flag lot to construct one or more residential homes.

449 Montauk Highway, East Moriches
$4,699,000
6 Beds ⋅ 7 Baths ⋅ 1021536 MLS
Welcome to this beautiful Luxury New Construction home set on 1.1 rectangular flat land, located on a very quiet street in the most desirable location of Dix Hills. This new custom-built, approximately 8,800 sq ft masterpiece of European craftsmanship is a masterpiece of European craftsmanship. This home offers a grand 2-story entrance, 10-foot ceilings on both levels, including the basement, large windows and a full, expanded walkout. Floor plan features a large, high-end custom kitchen with built-in Thermador appliances & built-in coffee station. Bonus: secondary custom prep kitchen with appliances. Mud room, custom bar area leading to formal dining room, cozy den, half bathroom, and living room, open to the second floor, with an electric fireplace finished with European ceramic slabs. Guest bedroom with bathroom, lots of closet space, European windows, with large double doors leading to a 895 sqft outdoor covered patio space. Expanded three-car garage with two electric vehicle stations. The second floor features a gorgeous primary Suite leading to a spacious, large 895 sqft deck. This bedroom also has a beautiful electric fireplace, a large walk-in closet, leading to a magnificent bathroom with heated floors, Custom build -in double vanity with LED mirrors, a freestanding tub, and a large double shower. From an open hallway, on both sides leading to four large bedrooms, with large walk-in closets and bathrooms. One bathroom features a tub with a shower. In the hallway, there is a spacious laundry room with access to the attic. Led lights throughout the house, a central vacuum, and set up for audio speakers with smart home iPad controls. This home is built to create a secondary primary Suite if needed. Central A/C, Main source of heating is gas. Back-up secondary electric heat. Taxes not verified.

5 Somner Drive, Dix Hills
$999,000
5 Beds ⋅ 3 Baths ⋅ 1020923 MLS
Nestled within the Historic District, this captivating circa-1870 Victorian farmhouse is a rare offering that beautifully blends timeless elegance, rich architectural character, and modern comfort. Set on a meticulously landscaped half-acre parcel, this distinguished residence offers approximately 2,801 square feet of thoughtfully maintained living space with 5 bedrooms and 3 full bathrooms. A freshly painted cedar exterior, complemented by an 8-year-old cedar roof, creates a striking first impression, while the expansive wraparound porch invites moments of quiet relaxation amid the property's picturesque surroundings. Newly planted trees, a charming storage shed, and a framed but unfinished cottage enhance the estate-like setting and offer exciting possibilities for future use. Inside, a remarkable collection of original details reflects the home's storied past. Authentic fir hardwood floors, intricate crown moldings, antique light fixtures, ornate radiators, and period craftsmanship create an atmosphere of warmth and sophistication. The inviting living room is anchored by a classic fireplace, while the dining area features a rare French Godin stove, offering a distinctive focal point that speaks to the home's historic pedigree. The spacious eat-in kitchen serves as the heart of the home, providing ample room for gathering, entertaining, and everyday living. A sun-drenched side-entry sunroom welcomes guests with natural light and charm, while an additional flexible living space is ideal for a home office, library, media room, or creative studio. Privately situated on the second level, the primary suite offers a serene retreat complete with an adjoining sitting room—perfect for morning coffee, reading, or quiet reflection. Two staircases provide seamless flow throughout the home, while a generously sized attic offers abundant storage and future potential. Thoughtful improvements include Rexall insulation throughout, including between bedrooms for enhanced energy efficiency and sound reduction, a new 275-gallon oil tank, and a new hot water heater. Offering the rare opportunity to choose between Westhampton Beach, Eastport-South Manor, or Center Moriches High School, this exceptional residence combines historic significance with everyday livability. Rich in character, beautifully preserved, and steeped in local history, this one-of-a-kind Victorian farmhouse presents a unique opportunity to own a treasured piece of the past in an idyllic setting.

430 Montauk Highway, East Moriches
$799,000
3 Beds ⋅ 3 Baths ⋅ 1020526 MLS
A haven of tranquility is here at 266 Clinton Avenue, East Patchogue. Nestled at the end of a short, no-outlet street and set on a half acre of mature and meticulously kept landscaping, this pristine 3-bedroom, 2.5-bathroom, Victorian style home offers a rare blend of secluded calmness and village convenience. Located just minutes from the vibrant shops and dining of both Patchogue and Bellport Villages. The thoughtfully designed layout positions the primary suite on the first floor boasts a luxurious all-stone full bath, a generous walk-in closet, and a private 3-season room. Upstairs, sun-drenched spaces feature maple wood floors and a custom kitchen equipped with double-stacked granite and a gourmet gas stove powered by propane. Transition seamlessly to outdoor living through new French doors opening to an expansive Trex deck, complete with smart, self-closing electric awning. Surrounded by non-buildable land, your peace and privacy remains forever intact. Complete with a 5-ft crawl space for ample storage including a mower and other equipment, and a south-facing roof ideal for solar, this flawlessly maintained home is ready for its next chapter. Don't miss it! Pictures do not show the feeling of serenity this property brings.

266 Clinton Avenue, E. Patchogue
$875,000
5 Beds ⋅ 3 Baths ⋅ 1019160 MLS
Discover this slice of paradise tucked away in a quiet cul de sac, featuring 5 SPACIOUS bedrooms and 2.5 bathrooms. The primary bedroom offers its own en suite and massive closet space, while the full basement presents potential for a mother daughter suite with egress windows providing versatility for your family's needs. Enjoy morning coffee on the inviting front porch and revel in the expansive half acre private oasis surrounded by preserves. This home is located in the Eastport South Manor school district, ensuring convenient access to quality education. Minutes from Sunrise Highway and the expressway, commuting is a breeze. Plus, enjoy local attractions such as Olish Farm, marinas, the Hamptons and beautiful beaches just moments away. With a new water heater, in ground water sprinklers , laundry chute straight into the laundry room, central Ac and a 2 car garage with ample driveway space, this home is the perfect blend of comfort, convenience and tranquility! This won’t last!!! She’s a beauty!

17 Holmes Avenue, Eastport
$1,495,000
4 Beds ⋅ 2 Baths ⋅ 1017824 MLS
Rare opportunity to own a charming early-1900s Victorian farmhouse in the historic Heights. Set on a quiet road, this inviting home features an extra-large yard perfect for entertaining and a welcoming wraparound porch ideal for relaxing summer evenings. Inside, the home boasts a spacious living room with a wood-burning fireplace, a gracious parlor, formal dining room, and a first-floor bedroom with a full bath. Upstairs are two additional bedrooms and another full bath. A full basement provides ample storage and utility space. Just a stone’s throw from downtown shopping, restaurants, and all that the Heights has to offer, this is a rare find in one of Shelter Island’s most sought-after neighborhoods.

6 Oxford Avenue, Shelter Island

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