151 houses for sale in Montclair Colony

Southold, North Fork – Private Bayfront Community Living Discover effortless, upscale living in the coveted Angel Shores bayfront community, complete with private association access to a pristine sugar-sand beach. Set on a beautifully landscaped, ultra-private lot backing to over 20 acres of protected preserve land—with only one immediate neighboring home—this exceptional 2,300 sq ft contemporary ranch offers rare privacy, serenity, and sophistication in one of the North Fork’s most desirable locations. The expansive property also provides ample space for an in-ground pool or additional outdoor amenities. Designed for true ease of one-floor living, the home features soaring vaulted ceilings that enhance the light-filled living and dining areas, creating an inviting space for both everyday comfort and entertaining. Step outside to approximately 1,500 sq ft of expansive decking—perfect for hosting gatherings or enjoying quiet moments surrounded by mature landscaping and natural beauty. T

Prime location legal 2-family featuring 2 separate 2-bedroom units. An exceptional opportunity for an end user seeking supplemental rental income or for an investor pursuing a desirable multi-unit asset. Set amid the charm of sought-after Greenport Village, this versatile property features a porch, deck, patio, and 1-car garage, along with additional outdoor amenities including a cabana and hot tub, all conveniently located near local restaurants, shopping, and transportation

Waterfront Serenity in Broadwaters Cove | Cutchogue. Tucked away in the coveted Broadwaters Cove enclave of Cutchogue, this exceptional waterfront retreat offers a rare blend of privacy, natural beauty, and effortless indoor-outdoor living. From the moment you arrive, the pace shifts-where open views of water signal the beginning of something quieter, calmer, and deeply restorative. Designed to embrace its surroundings, the home is filled with light and positioned to capture both sunrise and sunset, with sweeping water views from nearly every room. Nature is not just nearby-it's part of the experience. Protected coastal habitats invite an ever-changing backdrop of birdlife, from vibrant warblers to blue jays, creating a setting that feels both peaceful and alive. At the heart of the property is a thoughtfully designed waterfront lifestyle. A private dock with a de-icing system, expansive Ipe decking, an outdoor shower, and room for a pool create a seamless connection to the water. Whet

Super Cute Greenport Village home packed with charm and character. Walking distance to downtown. 3 bedrooms, 1 bath, diving area, kitchen and living area all on 1st floor with 3 bedrooms and a full bathroom above. Full walk out Basement and fenced in yard. Close to downtown Greenport, Marinas, Golf, restuarants and wineries

Enter the Season and enjoy North Fork Serenity with the creek across the street to launch into what Southold has to offer. Discover the perfect blend of coastal charm and country tranquility at 430 Grove Road, ideally located in the heart of Southold on the beautiful North Fork of Long Island—where vineyards, farms, and waterfront serenity define the lifestyle. This inviting 3-bedroom, 1-bath ranch-style home sits just three houses from the creek, offering easy access for paddleboarding, kayaking, and peaceful waterfront strolls. The property provides a relaxed atmosphere with room to enjoy the outdoors—whether you’re savoring local wines, exploring nearby beaches, or taking in sunsets over the bay. Enjoy an amazing quality of life surrounded by nature, yet close to all the best the North Fork has to offer—boutique wineries, farm stands, marinas, and charming village shops. Perfect as a year-round residence, weekend retreat, or investment opportunity, this home captures the essence of

An Iconic Sag Harbor view set along the coveted shoreline of Sag Harbor Cove. This chic waterfront retreat offers a rare blend of privacy, vast harbor views across to Sag Harbor village and direct open water access to Sag Harbor Bay. Within this quiet, exclusive enclave of Bay Point located on one of the most desirable streets, this property offers 100 feet of bulk headed beachfront and a private dock. The experience of tranquil water vistas and a sparkling waterside pool and jacuzzi spa await your arrival. This well-appointed property with distant water views through the wide expanse of glass doors is strikingly breathtaking. A modern stylish design and decor captivate coastal living at its very best. Thoughtfully reimagined and renovated to the studs in 2018, this immaculate residence holds 4 bedrooms and 3 baths spanning approximately 1,850 square feet all across two architecturally designed levels. An additional lower level of 640 square feet is ready for an innovative design addit

Sag Harbor Village Opportunity: 3 BR, 3 BA, 0.6 Acres. Uncover an exceptional opportunity in one of the East End’s most coveted historic enclaves. Ideally situated less than a half-mile from the heart of vibrant Sag Harbor Village, 1350 Brick Kiln Road offers a rare combination of location, parcel scale, and extraordinary upside potential for development. Set on an expansive, sun-drenched 0.6-acre lot, this home features a versatile layout with 3 full bedrooms and 3 full bathrooms, seamlessly blending historic Sag Harbor character with modern comfort. Enjoy a direct sidewalk stroll straight into town to experience world-class dining, boutique shopping, and deep-water marinas. Just around the corner, enjoy immediate proximity to community parks featuring renovated tennis courts, a playground, and pickleball courts. Key Highlights: Unmatched Development Potential: A rare 0.6-acre parcel in the village area offering remarkable room for expansion, custom redevelopment, or creating a high-e

This turnkey opportunity in Southold, bordering beautiful Goose Creek, offers a private dock and is perfect for those seeking a North Fork beach house with a boater's lifestyle. Situated on more than two-thirds of an acre, this contemporary home features modern lines, abundant natural light, and a stunning yard ideal for outdoor entertaining. Upon arrival, you are welcomed by a spacious driveway leading to an inviting entrance and foyer. The open floor plan, vaulted ceilings, and coastal color palette create a warm atmosphere, enhanced by sunlight flooding in through the windows that showcase the mature, landscaped backyard. The living room, anchored by a wood-burning fireplace, provides a generous seating area, while the formal dining area is elegantly situated in the center. The expansive chef's kitchen is equipped with high-end appliances and custom cabinetry, offering ample storage space, sleek lines, side island seating, and a cozy hostess nook. On the main floor, there is also a

Nestled on a quiet street in Sag Harbor and only a quarter mile from Long Beach, this beautifully renovated home offers the perfect blend of charm, comfort, and convenience. Set on 0.55 acres, the property underwent a comprehensive gut renovation in 2014 under the direction of its current owners—an architect and an interior designer—whose thoughtful approach to scale, materials, and livability is evident throughout. The residence features four bedrooms and three-and-a-half baths, with generous living spaces designed for both relaxation and entertaining. A dramatic great room with a fireplace and soaring double-height ceiling is complemented by a refined study with a fireplace, a light-filled den with a fireplace, vaulted ceiling, and walls of windows, and a separate dining area. The charming eat-in kitchen overlooks the private backyard and serves as a natural gathering place. Upstairs, the spacious primary suite includes an attached office, accompanied by three guest bedrooms and a fu

Coveted Maple Lane setting in the heart of Southold Village with easy access to all Southold Village amenities and LIRR. This recently transformed shingled Craftsman Style residence offers 4 bedrooms, 3.5 baths, timeless architectural character, exceptional private outdoor living, and a truly special North Fork lifestyle. Beautifully landscaped with specimen plantings, the property is designed for relaxed year-round or seasonal enjoyment. Outdoor amenities include a new heated 16 x 32 inground saltwater pool, hot tub, outdoor shower, and gracious covered porches at both the front and rear of the home. Classic Craftsman details enhance the curb appeal, including Arts & Crafts-style columns on river rock bases, double-dipped cedar shingles, a custom garage door, and a signature Craftsman front door. Inside, the main level offers an inviting open layout with wood floors throughout. The spacious living room features a wood-burning fireplace, while the eat-in kitchen, dining room, and windo

Welcome to 265 Hummel Ave in Southold, a charming two-bedroom, one-bathroom gem that embodies the perfect balance of comfort and potential. This property is a blank canvas for your imagination, boasting a full attic that presents an exciting opportunity for expansion, allowing you to customize the loft space to your unique needs and taste. The home is situated in a vibrant community that thrives on connectivity and convenience. Just moments from your doorstep, you’ll find the local bus and train station, making your commute or weekend trips a breeze. Additionally, this location places you in close proximity to a variety of local shops, offering everything from everyday essentials to unique finds. Schedule your showing today and do not run the risk of missing out on this fantastic opportunity!

Sag Harbor 4Bed/4.5Bath/Bonus Space. Renovated! From total privacy at your heated sunlit saline pool, to the light-filled open floor plan with high ceilings, this meticulously renovated modern home boasts 4 bedrooms, 4.5 baths + a BONUS SPACE is just blocks from Long Beach, minutes from Sag Harbor Village, and close to ocean beaches. On a quiet cul-de-sac bordered by a reserve, it's the perfect blend of privacy, comfort, and coastal living. A chef's dream kitchen with state-of-the-art amenities opens into a sun-filled dining/great room with a wood burning fireplace. Three bedrooms (including a second en-suite primary) and 2 baths are sited in their own wing on the first level. For optimum privacy, the second level is reserved for the luxurious primary with its spacious en-suite bath featuring steam shower, sculptural freestanding tub, and radiant heated floor-plus washer/dryer and generous closet space. The grounds are a veritable oasis: Expansive mahogany deck allows for large outdoor

Welcome to 90 Caiola Court, nestled within the highly sought-after waterfront community of Rock Cove Estates in the charming hamlet of Greenport. Built in 2007 and impeccably maintained, this Post Modern residence makes an immediate impression with its mature specimen landscaping, manicured grounds, and timeless curb appeal. Step inside to a grand, light-filled foyer featuring soaring ceilings, an elegant open staircase, and an inviting sense of scale that sets the tone for the home's thoughtfully designed interior. The main level offers an exceptional layout for both everyday living and entertaining, featuring a formal dining room, gracious living room, and an inviting media room anchored by a classic wood-burning fireplace. At the heart of the home, the spacious eat-in kitchen is appointed with abundant cabinetry, generous counter space, and a highly functional layout designed to accommodate everything from casual everyday meals to large-scale gatherings. Just beyond, a private home

Welcome to this charming cape, a true gem with its private beach and inviting swimming pool. This sweet home features 4 bedrooms and 2 full baths, combining easy living and casual comfort. Spacious, sunlit rooms provide ample living space for relaxation and entertaining. Cozy up by the fireplace in the living room, or retreat to the den for a quiet evening with a book or movie. The open-concept kitchen seamlessly connects to the living room. Large bedrooms, convenient first-floor laundry and home office complete the interior. The breathtaking backyard steals the show, with a stunning inground pool perfect for hot summer days, lush landscaping ensures privacy, making the firepit area a perfect spot for unwinding and enjoying outdoor serenity. The private community beach offers peaceful moments by the water. This location is ideal for sunset strolls or weekend fun. Additional information: Appearance: very good

Located in one of the most sought-after locations on the North Fork sits this quintessential cedar shake farmhouse situated on 2 private acres! This home combines timeless charm with modern comforts. The main level features hardwood floors throughout, a spacious living room with a wood-burning fireplace, formal dining room, eat-in kitchen with granite countertops and pantry, a convenient half bath, and a first-floor bedroom currently used as a home office. Andersen windows and ceiling fans throughout provide comfort and abundant natural light. Upstairs, you’ll find a spacious primary suite with a private deck, walk-in shower, and Jacuzzi tub and additional two guest bedrooms which share an updated bath. The full unfinished basement has high ceilings and is perfect for future potential finishing and offers plenty of room for storage. Enjoy the peaceful outdoor setting from the inviting mahogany wraparound front porch or screened-in side porch. Plenty of room pool, garage, guest cottage

Brand new in one of Shelter Island's premier enclaves along Gardiners Bay, this custom 5,535 +/. SF, south-facing residence developed by Juno Homes presents a refined blend of luxury, location, and design. Defined by soaring proportions, sleek attention to detail and bathed in natural light, the home features 5 ensuite bedrooms, 6 full baths and one half bathroom across two levels. Upon entry, a dramatic gallery corridor blurs the boundary between indoors and out, where floor-to-ceiling glass frames curated views of the surrounding landscape. Warm white oak flooring and an abundance of natural light create a quiet sense of sophistication, transforming a simple passage into an architectural experience. Anchored by dramatic wood-clad cathedral ceilings and expansive walls of glass, the main level's open-concept living spaces unfold with effortless flow. A sculptural chef's kitchen takes center stage, featuring a dramatic oversized island, custom cabinetry, and seamlessly integrated appli

Welcome to 1545 Indian Neck Lane, a beautifully updated ranch set on a private 3/4 acre property in one of the North Fork’s most sought after locations. Surrounded by mature landscaping and tucked away from the road, this 3 bedroom, 3 bath home offers the perfect blend of comfort, style, and easy coastal living. Recently refreshed throughout, the home features updated kitchen w/stainless steel appliances, quartz countertops, new 48' Viking Stove, new white oak hardwood floors throughout, updated bathrooms, new Navien high efficiency boiler/water heater combo, freshly painted, and bright open living spaces filled with natural light from multiple skylights and Marvin windows. Vaulted ceilings with exposed wood beams create warmth and character, while the open concept layout offers a seamless flow for both everyday living and entertaining. The spacious kitchen opens into expansive dining and living areas overlooking the property, creating an inviting atmosphere throughout the home. The pr

Rare 1.07-Acre Coastal Compound on The Strand Set along one of East Marion's most coveted waterfront stretches, 875 & 785 The Strand present a rare opportunity to own a combined 1.07-acre coastal compound in an exceptionally private and tightly held location. Spanning two adjoining parcels, this offering delivers scale, flexibility, and long-term potential rarely found on the North Fork. Perched just above the shoreline and directly across from the Long Island Sound, the property captures the quiet luxury that defines East Marion-unspoiled, understated, and deeply connected to the water. 785 The Strand features a light-filled, two-story residence with four bedrooms and three baths, designed for seamless indoor-outdoor living. Expansive windows frame the surrounding landscape, while clean architectural lines and warm finishes create a relaxed yet refined atmosphere. An oversized pool, multiple deck areas, and two fireplaces anchor the home as both a private retreat and an exceptional en

This spectacular new construction home in Sag Harbor, designed by Peter Cook AIA, delivers the best of the Hamptons moments from the water and life in the Village. Just a few houses down from Ninevah bay beach, sited on a clear. 35 acre parcel in Sag Harbor Hills, this brand-new home has 6 bedrooms, 6 full and 2 half baths, with 4,519 +/. Sq. ft. Of living space across all 3 levels. Equipped with every luxurious amenity expected in a Hamptons home, including pool, pool house with a fireplace, and a detached 1 car garage. Inside, enjoy open-concept living with great natural light. There is a fabulous gas fireplace in the living room. Outfitted entirely with Viking stainless steel appliances, the kitchen sits at the heart of the home. Ready for everyday luxury living, the spacious lower adds another bedroom and 2 full baths. The two bedrooms upstairs have double vanities and private balconies. Easy indoor-outdoor living is always close at hand with large windows and egress to the covered

Every once in a while, a home comes along that just makes you smile-and this is one of them. Set on just under an acre in Southold, this classic farmhouse is full of charm, character, and even its own secret garden. With 6 bedrooms and 3 bathrooms, there's plenty of room for everyone, plus multiple living spaces, cozy sitting rooms, a dining area made for gathering, an open kitchen, laundry room, and a covered porch you'll never want to leave. The backyard has room for the pool you've been dreaming about, while the gardens and outdoor space feel like your own private escape. Just minutes from Cedar Beach and Goose Creek Beach, this is the kind of home that feels like summer all year long. Whether you're looking for a forever home, a North Fork getaway, or a place to make memories for generations, this farmhouse is ready for its next chapter

This storybook circa 1858 cottage captures the very essence of North Fork living: cozy, charming, and effortlessly inviting. Rich in history and timeless appeal, this beautifully preserved home blends the simplicity of a bygone era with thoughtful modern updates, creating a warm and welcoming retreat. Inside, random-width wide plank flooring adds authentic character throughout. The first floor offers a spacious primary bedroom, a second bedroom or home office, an inviting living room, formal dining room, and an eat-in kitchen with a convenient laundry area. Upstairs, two additional bedrooms and a half bath provide comfortable accommodations. Architectural details enhance the home's enduring charm, from the welcoming semi-wraparound covered front porch to the side deck with a new retractable awning overlooking beautifully landscaped gardens. A pergola with a slate patio creates the perfect setting for outdoor dining, entertaining, or simply relaxing on a summer evening. Adding to the pr

Waterfront Living, Surrounded By The Bay Perfectly positioned on the water with sweeping views in every direction, this 5-bedroom, 4-bathroom home offers a rare sense of being completely surrounded by the bay-almost as if you're floating on the water. Spanning 4,085 sq ft, the open floor plan is ideal for everyday living and entertaining. The home offers two outdoor spaces: a spacious patio just off the living room, ideal for dining and entertaining, and a waterside deck with a sandy area at the shoreline. Situated on nearly an acre, the property provides ample room for a pool. Oversized primary suite with attached office and custom closets. Generously sized bedrooms and a well-designed layout maximize space and light. A strong waterfront offering with excellent indoor-outdoor flow and expansive views. The photos are virtually staged

Classic Americana meets the North Fork lifestyle on Southold's Bayview Peninsula. Set on a level half acre backing to protected town owned land, this four bedroom, three bath Center Hall Colonial combines timeless design, thoughtful updates, and an exceptional location near Southold's most sought-after waterfront destinations. A welcoming portico leads into a home with wood floors throughout. The living room features a wood burning fireplace, while the formal dining room overlooks the rear yard through a bay window. A butler's passthrough connects to the kitchen, complete with stone countertops, a massive center island, stainless steel appliances, and a stainless-steel range hood. The first floor includes a full bath and adjacent family room that could easily become a first-floor primary suite or private guest space. Upstairs, the primary suite offers a private bath and second floor laundry. Three additional bedrooms share a hall bath. Additional features include an attached two car ga

Ready for Summer! This beautifully renovated 4 bedroom + den and office waterfront home (house is not in a flood zone) offers a seamless blend of modern comfort and timeless coastal style. Walkable to the village, beach, restaurants and jitney pick up! Taxes only $12,530 annually. Inside, the expanded floor plan opens into spacious, light-filled living areas designed for both everyday living and entertaining. A first-floor ensuite bedroom adds convenience and flexibility. High ceilings and expansive windows frame the water views, filling the space with natural light. The custom chef’s kitchen features top-of-the-line appliances and flows easily into both formal and informal dining areas. The large living room includes a gas fireplace, game area, and a striking marine-lacquered wet bar complete with fridgeu002Ffreezer adjacent to both pool and living areas. An additional den with water views offers a quiet retreat or extra space for guests. Outdoors, cedar fencing encloses a private bac

Newly Reduced Price! Welcome to 145 Osprey Nest Road, a gem nestled in the heart of the charming Cleaves Point Beach Community. This home, with its resort-like atmosphere, offers an enticing blend of comfort and convenience. As a member of the Community, this property affords use of a private Bay Beach, in addition to having a community marina with some private docks and mooring lots, in a protected inlet off the Peconic Bay. This spacious home boasts four bedrooms and three bathrooms, designed with a modern aesthetic and an open, airy layout. The primary suite offers a private retreat, while three additional guest bedrooms share a full bath. The home's generous windows and soaring ceiling heights invite an abundance of natural light, creating a warm and inviting atmosphere. The home's living spaces are equally impressive. A cozy family room, a formal living room, and a dining area that flows into an eat-in kitchen, provide ample space for entertaining or relaxing. A wood-burning firep