Westbrook CT Real Estate & Homes for Sale

Spacious and stylish, this new construction sits on a picturesque 1.27-acre plot with open views of preserved land beyond. This thoughtfully designed 4-bed, 4.5-bath home features vaulted ceilings, two ensuite master bedrooms, a designer kitchen, an open floor plan with a separate office, laundry room, and an enormous finished walk-out basement with a full bath. Bordering protected land, the property offers extreme privacy and is anchored by a large saltwater heated gunite pool with a bluestone surround. Located just minutes from the beach, Orient State Park, Duryeas, Orient & Greeport Villages, and the Cross Sound Ferry, this immaculate property seamlessly combines convenience and luxury.

Indulge in the ultimate waterfront lifestyle at this beautiful condo complex, where this ground floor garden apartment boasts breathtaking direct bay views. Meticulously maintained, this unit features a spacious renovated kitchen, an expansive bedroom, and a generous waterside deck. Whether you're enjoying the sunrise from your living room, views from the beach, marina, poolside, or your own deck, this residence provides a tranquil escape. The property's 16-acre grounds boast top-notch amenities, including a gunite pool, two tennis courts, three pickleball courts, a basketball court, clubhouse, gym, sandy beach, private marina, and beachside kayak and SUP storage. Just under a mile from Island's End Golf Course and a short two-mile drive to Greenport's shopping, dining, movies, wineries, and more, this is your effortless gateway to waterfront living

Location, Location, Location! Experience the luxury of waterfront living in this prime first floor, one bedroom, one bath North Fork condo. This coastal panoramic beauty could be all yours plus a private sandy beach, private marina, community clubhouse, gym, 3 pickle ball courts, 2 tennis courts, 1 basketball court and in-ground pool all on 16 seaside acres. Conveniently located to golfing and to renowned Greenport...enjoy all the NoFo has to offer - vineyards, boating, fine dining, shopping and more!

Lovingly updated to enhance its 19th-century glory, this enchanting residence invites you to experience a blend of historic charm and modern comfort. Beyond its picturesque facade lies a beautifully renovated home boasting not only timeless elegance but also provides a separate studio space, offering endless possibilities for creativity or relaxation. Step into the lush oasis of the yard, where mature trees and vibrant plantings, including majestic rhododendrons, delicate dogwoods, blossoming crabapples, striking coral bark maples, and the subtle beauty of kerria, create a serene backdrop for outdoor gatherings or moments of quiet contemplation as well as providing room for a pool. Conveniently situated, this idyllic property offers easy access to all that Greenport Village has to offer, ensuring that every amenity, from quaint shops to renowned restaurants, is within reach.

Swan Landing, a custom build by award-winning architecture firm, Shope Reno Wharton Associates, was created to exemplify luxury living at the highest caliber. Featured in Architectural Digest and House & Garden, at 23,000 +/- sq. ft. and situated on 5.3 pristine acres of land; this unparalleled estate embodies the essence of strategic architecture and design. The home features a deepwater dock, indoor pool, outdoor pool, beach, tennis court, English garden, guest house, greenhouse and much more.

Newly 2024 Renovated 4 Bedroom 3 Full Bath Ranch in Desirable Location of Greenport Harbor & Sandy Beach. Enter to Soaring Ceilings and Beautiful Wood Flooring. Featuring open concept Great Room complete with a stunning Quartz Top Center Island, Bar and Wine Refrigerator perfect for easy entertaining. Kitchen Features: Soft Close Cabinetry, Quartz Cabinets and New Appliances. Master Bedroom w/ New Master Bath, 3 Additional Bedrooms, 2 Additional New Bathrooms, Laundry Room. Garage -3 Car Deep. New Siding, Windows, Roofing, Gutters, Energy Efficient Electric Heat & CAC, Electric and All Exterior and Interior Doors. New Driveway, Front Walkway and Stoop. The area offers proximity to parks, vineyards, farms, beaches, restaurants, and night life. Whether you are looking for a seasonal retreat or a year-round residence, this property presents a great opportunity to live near the beach in a relaxing to key environment

Legal 2 Family home in Greenport Village with excellent rental history and brand-new pool! Completely renovated down to the studs in 2022, this home has been redesigned with style and flair! Sexy, sleek design throughout with designer styled kitchens and baths. Generous living areas both inside and out. All new windows, plumbing, electric, insulation and more! The upstairs apartment enjoys a large trex deck overlooking the pool, while downstairs has sliders to a large, covered patio area. Extensive landscaping and landscape lighting gives this home a peaceful and tranquil vibe! Detached 1 car garage could easily be converted to pool house. Smart home (Nest) technology throughout for heating, fire/CO detectors and door locks. Less than .5 miles to the heart of Greenport village and all the best stores, restaurants, etc. Amazing opportunity for rental income of both units or utilize one apartment for personal use and rent the other!

**Exquisite Nantucket Style Cedar Shake Home with Breathtaking Waterviews** Perfectly situated on one of the most coveted streets in Greenport Village, this 3-bed, 5-bath home has a commanding presence and is positioned perfectly to enjoy wide views of Stirling & Greenport Harbor. Step inside to discover a thoughtfully designed "upside-down" layout that places the main living areas on the upper level, maximizing views of the surrounding waters and enhancing the feeling of openness and natural light. Meticulously crafted with attention to detail, this residence boasts white oak wood floors that exude timeless charm and vaulted ceilings anchored by wood beams for a touch of rustic elegance. The lower level features 2 en-suite bedrooms, a cozy den and laundry. Upstairs has an open floorplan featuring a gourmet eat-in-kitchen with high-end stainless steel appliances & a walk-in pantry, a dining room with water views in every direction, and a living room with a gas fireplace. Through sliding glass doors, step out to the mahogany waterside upper deck to soak in the maritime ambiance or enjoy al fresco dining with a view. Outside, the fully fenced grounds with mature & manicured landscaping create privacy for a peaceful outdoor retreat, all while the vibrant village life awaits just moments away. Ask about the dock slip available for rent. Come see for yourself! It'll be worth your time!

Welcome to 520 Madison Avenue! This 4 bedroom, 2.5 bathroom property is undergoing a complete and thoughtful renovation to like-new construction, offering modern luxury while maintaining traditional village charm. Step inside to discover a spacious great room featuring an island kitchen and dining area, highlighted by cathedral ceilings and abundant natural light. On chilly evenings, unwind by the gas fireplace in the living room, creating a cozy atmosphere. Retreat to the first-floor primary bedroom, boasting cathedral ceilings, a serene ensuite bathroom, and a generous walk-in closet. Upstairs, you'll find two additional bedrooms and a bathroom complete with a large soaking tub. Outside, your oasis awaits with a heated saltwater pool and expansive yard, bordered by protected lands for unparalleled tranquility. Enjoy complete privacy without worrying about peering neighbors - just chirping birds and fluttering butterflies. Located just a few blocks away from all the excitement the village has to offer, yet feeling worlds away in its peaceful setting, this property is truly one-of-a-kind. Don't miss out on the opportunity to own this exceptional residence, complete in time for Summer 2024! *Images shown are renderings. Actual finishes and details may vary. Additional photos coming soon..

Design your paradise! Just over one acre of land to dream and create your ideal home. 60800 County Road 48, Greenport is conveniently located and abuts 53 acres of a nature preserve to deliver the ultimate privacy and serenity. Currently has two existing structures on the property, a residential home as well as a two car detached garage. Sold "As Is"

Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry and ground floor maritime space with an additional half bath. Four blocks from the center of the village commercial district with shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 2 features three bedrooms, two full baths and one half bath. Open concept kitchen / dining / living room. 500 sq ft maritime space with additional half bath and 224 sq ft of waterside balcony space. Sale is subject to terms & conditions of an offering plan.

Home Sweet Home. Neat and Tidy One Floor Living. New Roof. Nice Yard. Convenient Location. Near Shops, Restaurants and Transportation. 3 Bedrooms.

Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful residential streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry, and ground floor maritime space with a half bath. Four blocks from the center of the village's shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 10 features two bedrooms, two full baths, and one half-bath. Open-concept kitchen/dining/living room. 539 sq ft maritime space with an additional half bath. Sale is subject to the terms & conditions of an offering plan.

A distinctive and stylish offering in the heart of Greenport Village. This 4400 sq. ft. loft features 4 bedrooms across three floors of thoughtfully renovated living space and an adjacent 800 sq. ft. accessory building. Twelve oversized skylights flood the main floor with natural light, illuminating the interior and further highlighting the soaring ceilings. The open floor plan creates an inviting atmosphere and an exceptional entertaining space with a chef's kitchen that connects to a second floor outdoor deck. The third floor features lofted ceilings and a primary bedroom with walk in closet and luxurious full bathroom. The ground level offers the perfect blend of comfort and convenience with two bedrooms, two baths, home gym, den and laundry room. A well appointed courtyard connects the main house to the accessory building. With its unique blend of style, sophistication and functionality, all just a block from Village shops, restaurants, and the waterfront, 511 Carpenter offers an opportunity to embrace the quintessential Greenport lifestyle.

beautiful ,Vibrant Greenport Expansive Heated Pool, private parking,Deeded Boat slip INCLUDED. Can DOCK a 35 or larger foot sail boat . Sweeping views of of the Bay from front to rear of Condo.Wood burning Fireplace, Tennis courts, Water is included, most reasonable.Greenport electric. Trash removal, Snow removal, Grounds upkeep Insurance is included.FOR EXTERIOR OF COMPLEX. Sit and watch the children play at the sandy beach from your beautiful back deck.Barbecue and picnic by the water.Where else can you get a waterfront and a Dock for the low price and taxes. This is a Wonderful way to enjoy nature at its most inviting.Steps from Historic Greenport Village. Dine,shop,dance,antique, Close to Ferrys to Hamptons.Shelter Island,or Connecticut from Orient. less than 2 hours from Manhattan. GREAT.GREAT LOCATION.

This modern custom-built home, spanning 4200 square feet, is a masterpiece of architectural design, meticulously crafted with thoughtful details at every turn. Situated in the serene landscape of the North Fork, this property boasts breathtaking views that will captivate and inspire. Upon entering, you're greeted by an open pavilion like great room maximizing natural light and panoramic vistas. The interior features sleek lines, high ceilings, and premium finishes, creating a contemporary yet inviting atmosphere. The kitchen is a chef's dream, equipped with state-of-the-art, energy-efficient appliances that make cooking a joy. With ample counter space, custom cabinetry, and a spacious island, it's perfect for both intimate dinners and entertaining guests. The tranquility of the North Fork surrounds this home, offering a peaceful retreat from the hustle and bustle of everyday life. Whether you're lounging on the expansive patio, taking a dip in the pool, or strolling down to the Long Island Sound, you'll find serenity and relaxation at every turn. Beyond the property's boundaries, the North Fork offers an array of attractions to explore. From stunning beaches and charming farms to world-renowned vineyards, fine dining establishments, and boutique shopping, there's something for everyone to enjoy. This architectural gem combines luxury, functionality, and natural beauty to create an unparalleled living experience. Whether you're seeking a tranquil retreat or a sophisticated entertainer's paradise, this custom-built home is sure to exceed your expectations.

This great Greenport beach house is the one you've been waiting for! Ten steps down to 100 feet of beach/ waterfront on the Long Island Sound. 4 bedrooms, 2 baths, 1 car attached and detached 2-car garage with a loft, screened in gazebo and a Bocce court on just shy of an acre! Plenty of room for a pool. This won't last! Near all the North Fork has to offer - award winning vineyards, renowned restaurants, farmstands, boating and great shopping!

Turn-key mixed use offering in the heart of Greenport Village. This space was completely overhauled in 2017 w/ all new HVAC, plumbing and electric. The property is located in the commercial retail district of the village and offers an array of uses, which include and not limited to accessory apartment, gallery, eating and drinking establishment, studio, event space, dry retail, professional office, etc.. The space is currently set up and CO'd as a restaurant and features a large bar, two bathrooms and an area that would be perfect for an open kitchen on the main floor. The second level is a lounge w/ additional half bathroom offering additional seating and views of Greenport shipyard and Greenport Harbor. The lower level consists a prep area, walk-in fridge, ample space for storage and a majority of the mechanicals. This is an investor opportunity or a great space for an end user operator in an ideal location 1 block from the center of the Village

Just steps away from Town beach with water view, this 3 bedroom 3 bath newly renovated home can be yours! This house was just renovated in 2017 and sits on a .39 acre lot right across the street from the long island sound. The first floor features a large living room with tons of windows, brand new kitchen with granite countertops, stainless appliances, new cabinets, and tiled floors. The dining room is surrounded by large windows that overlook the backyard and has sliding glass doors that lead to the deck outside. The first floor has two large bedrooms with one of them having a full bathroom. The second floor of the house is one large bedroom with another full bathroom and walk-in closet. This space can be used as a full floor master suite or can be split up into three bedrooms. The home has an outdoor shower, sprinkler system, alarm system, new custom window shades, washer/dryer, brand new vinyl siding and a forced air-cooling system. There is also a detached one car garage and a private driveway. The house can be delivered fully furnished. Don't miss the opportunity to own a piece of the North Fork!

This one bedroom, second floor apartment in Driftwood Cove is perfect for a hassle free weekend getaway or easy year round living. Close to Greenport Village, Shelter Island Ferry and NYC train and bus stations. Can be rented after 1 year of ownership to year round residents. Maximum 2 person occupancy. Additionally Greenport will be investing in rebuilding the harbor bulkhead. Will not last!

Greenport, North Fork - Driftwood Cove Co-Op features affordable and comfortable living in park-like setting close to area amenities including Village of Greenport, area beaches, wineries, farmstands and more. Manicured property with mature plantings enhances this co-op with onsite parking, laundry and open space to enjoy yourself. Unit J71 is located on at an inner-corner with small front porch accessing the first-floor unit. Living room/kitchen open plan with bedroom and full bath. Greenport electric. Monthly charges cover water, landscaping, snow removal, etc. Subject to an offering plan. Presently rented. Don't miss this opportunity to own your own home. Priced to sell.

Location, Location, Location is what this Greenport two story water view home is all about. Renovations had began but not finished, just waiting for you to make your own!

This charming ranch-style home offers a picturesque setting at the end of Ruch Lane, boasting water views of Hashamomuck Pond. Situated on a generous half-acre lot, the property presents an ideal canvas for single-story living or potential renovation and expansion opportunities. Approved Southold Town building permit in place for a stunning five-bedroom, 4.5-bath residence complete with a pool and detached garage. Plans are available for review at showings. Scaled-back expansion utilizing the oversized two-car garage and full basement offers another avenue for customization, providing flexibility to tailor the property to suit specific needs and preferences. Just minutes from Southold Hamlet and Greenport village and a quarter mile deeded sound beach access.

Charming 3 bedroom 2.5 bath Cape with gated yard and heated pool in the heart of everything the North Fork of Long Island has to offer. Built in 2008, the house was refurbished with all new paint, carpets and appliances. Walk to the Fifth Street Beach and Playground which has BBQs, Picnic Tables, volleyball and basketball court. Make this your forever home or summer getaway where you can come in from NYC by the LIRR and walk with your wheelie right to your home away from home. Can also walk to town, harbor, restaurants and pubs. Stove top has gas for cooking. Huge Master Bedroom upstairs with Bedroom & attached full bath downstairs. Two zone central A/C. Unfinished basement with outside access has washer and dryer along with an extra refrigerator/freezer. The inground heated pool with new liner and pump makes staying at the house more fun than the beach. Summer Rentals fetch $5000 week. Furniture & accessories avail.

Located at the tranquil end of picturesque Ruch Lane, this waterfront Arts & Crafts style home, clad in cedar shingles, captures the quintessential North Fork charm. Originally an early 20th-century barn at the end of Arshomomoque Colony, this three-level residence has been thoughtfully transformed into a captivating home, featuring intricate millwork and sweeping water views from every room. The semi-open floor plan is centered around a cozy wood-burning fireplace and bathed in natural light, creating a welcoming atmosphere throughout the year. The expansive primary suite is complete with a large balcony that provides stunning vistas of Arshomomoque Pond and the 70 acres of preserved land beyond. At the water's edge, a quaint functional boathouse with a rooftop deck patio enhances a setting already ideal for summer gatherings and days spent by the water. Private community sound beach. With the adjacent properties at 1275 and 1195 Ruch Lane also available, a unique opportunity to create a three-home secluded waterfront compound exists, a rarity on the North Fork!