Greenport Homes with Colonial Style

Welcome to Greenport, New York—a charming village nestled on the North Fork of Long Island in Suffolk County. Known for its rich maritime history, vibrant arts scene, and stunning waterfront views, Greenport is a quaint yet lively community that offers the perfect blend of small-town charm and modern amenities. With its picturesque streets lined with boutique shops, art galleries, and delightful eateries, residents and visitors alike are constantly drawn to the village's unique character and coastal allure.

One of the most captivating aspects of Greenport is its diverse architectural landscape, particularly the enchanting Colonial-style homes that grace the area. These homes, characterized by their symmetrical facades, classic gabled roofs, and inviting front porches, exude timeless elegance and charm. Many Colonial-style residences in Greenport are lovingly preserved, showcasing period details such as hardwood floors, crown molding, and spacious layouts that cater to both family living and entertaining.

Living in a Colonial-style home in Greenport not only provides a sense of historical connection but also allows residents to enjoy the picturesque surroundings. With proximity to beautiful beaches, parks, and the stunning Peconic Bay, outdoor enthusiasts will find plenty of opportunities for boating, fishing, and hiking. The community also hosts a variety of seasonal events, including farmers' markets and art festivals, ensuring that there’s always something to look forward to.

In Greenport, the allure of Colonial-style homes and the vibrant community spirit create an idyllic setting for those seeking a peaceful yet engaging lifestyle. Embrace the charm of Greenport and discover your dream home in this enchanting village today!

Newest Greenport Homes with Colonial Style

$799,000

3 Beds ⋅ 1 Baths ⋅ 1028101 MLS

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.

308 Monsell Place, Greenport

$1,297,000

4 Beds ⋅ 2 Baths ⋅ 980655 MLS

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.

407 Wiggins Street, Greenport

$1,297,000

4 Beds ⋅ 2 Baths ⋅ 980657 MLS

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 flexible property offers central air conditioning, front porch, deck, and patio, all conveniently close to local restaurants, shopping, and transportation. Turnkey appeal and income-producing potential enhance this compelling offering.

401 Wiggins Street, Greenport

$2,150,000

4 Beds ⋅ 4 Baths ⋅ 915982 MLS

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! 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 fridge/freezer 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 backyard with a heated saltwater pool, areas for al fresco dining, and space to relax. Upstairs features two guest bedrooms sharing a well-appointed designer bath, tub shower combo. The primary suite has stunning water views, cathedral-ceiling, a separate sitting room/office, spacious dressing room, and a spa-like bath with soaking tub, large shower, and separate water closet with bidet. Stone steps lead through beach grass to a private dock—perfect for boating, kayaking, or paddle boarding. Located a few blocks outside Greenport village, yet tucked away from the crowds, and near one of the North Fork’s best bay beaches, this home offers the ideal balance of serenity and convenience. Also available furnished.

980 Manhanset Avenue, Greenport

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.