Madison CT Real Estate & Homes for Sale

Horton's Point, Southold North Fork: solid acre by beach with existing 1910 house sold in "as is" condition with caretaker cottage and horse stable. Valuable footprint nestled between Hummel's Pond and Horton's Point offers an upscale and private setting with access to neighboring Horton's Point Lighthouse and Long Island Sound Beach. An ideal redevelopment opportunity - or - renovate to taste, this characterful, once 'storybook' cottage home just minutes to Southold village, Long Island Railroad, area vineyards and farmstands. House & property needs substantial work - but what a stellar location. Cross marketed as LAND at same price. Location, Location, Location!

Introducing one of the North Fork's most iconic properties, seamlessly blending historical grandeur with contemporary living. Originally constructed circa 1915, this Georgian estate served as additional living quarters for the family of the former 40-acre waterfront Cosden estate. Today, this exceptional residence offers over 6000 square feet of luxurious living space featuring six bedrooms, all ensuite and is situated on a serene acre of land positioned across from a scenic preserve. An entertainer's dream, the house welcomes guests with a magical courtyard entrance, setting the stage for epic gatherings with family and friends. Inside, soaring ceilings and abundant windows infuse the home with natural light, creating a bright and inviting atmosphere. A large great room features trayed ceilings, herringbone floors and a huge wood-burning fireplace, adding warmth and character to the space. The recently renovated chef's kitchen is anchored by an oversized center-island with an enormous custom skylight above. A formal dining room with vaulted ceilings awaits holidays and dinner parties. A large playroom serves as a flex media room. The south-wing of the residence features the original stables with a secluded and private office just beyond. Additionally, a large temperature-controlled wine cellar in the basement caters to connoisseurs and collectors alike. Step outside to the park-like backyard, where a heated gunite pool awaits amidst mature specimen trees and ornamental plantings, offering a private retreat. An outdoor shower is designed to take in the beautiful gardens. A timeless East End investment in the heart of the North Fork.

Come and explore the charm of cul de sac living on the serene North Fork! This expansive colonial home offers approximately 3200 square feet of living space nestled on nearly an acre of land. Step inside to discover a wealth of features designed to enhance your lifestyle. Recently updated bathrooms are adorned with radiant heated floors, providing a touch of luxury and comfort. With ample bedrooms, there's plenty of room for everyone to spread out and unwind. Additionally, an extra living space awaits, perfect for a home office or artist studio, allowing you to pursue your passions right from the comfort of home. The proximity to the Long Island Sound means you're just moments away from enjoying the beach life. Alternatively, if you prefer to stay closer to home, the in-ground pool offers a refreshing oasis right in your backyard, providing the best of both worlds. Don't miss out on the opportunity to make this exceptional property your own. Schedule a tour today and experience the beauty and tranquility of North Fork living for yourself!

Beautiful custom home located in the hamlet of Southold captures amazing views of the LI Sound. Architectural details include an open floor plan, floating staircase, private roof-top, mahogany decks with horizontal cable railings, and all custom European windows and doors. An expansive luxury kitchen, a chic water-view lounge, and a first-floor ensuite bedroom provide a sophisticated North Fork retreat. The exterior is board and baton mixed with cedar. The pool is 20 x 40 with room for a pool house or cabana. The full basement provides an additional 1500 sq ft that can be finished. Southold Town Beach is less than 0.5 miles, approximately 10 min walk. Close to all that the East End has to offer. Professional photos will be coming soon.

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!

Just 2 blocks from historic Hortons Point Lighthouse & LI Sound, this exquisite 3800sf Nantucket style home, a redesign of a 1900s farmhouse, is set back 180' from road. Mahogany front porch surrounds double entrance w/views of beautiful, perennial garden & hydrangeas. Entering, you'll find a spacious foyer, living room, & private office. French doors lead to gorgeous stone patio, huge exotic wood deck, fire pit. Expansive first floor main suite w/huge walk-in closet & newly remodeled large en suite bath w/Carrera marble, soaking tub & shower. Second floor offers 3 generous bedrooms w/plenty of closet space, full bath, & sitting area w/balcony overlooking living room. The home features HW floors & custom woodwork throughout. Spacious farmhouse kitchen w/huge center island provides views of meticulously landscaped backyard. Formal dining room just off kitchen for entertaining. Expansive private yard, w/room for pool and distant farm views, is a secluded sanctuary.

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!

Summer Has Almost Arrived- Make Your Dreams Come True In This Cottage By The Sea. Cute 3 Bedroom, 1 Bath Ranch Located On Sutton Place, Where Sunsets On The Beach Are Only A Few Steps Away. Don't Miss This One Awaiting Your Magic Touch!

Southold, North Fork: Inspirational rural living on a farm by the sea. Nearly 32 acres of land (29 acres in land preservation), abutting farms to the west that are also preserved and just moments to McCabe's/Horton's Lane beach. A truly special offering allowing you to pursue North Fork farm-country living and harvest nearly 22 acres of coastal blueberries presently in production on the site. The offering includes two parcels of land: 1.83 acres with a romantic 19th century, recently updated, farmhouse featuring 'rocking chair' front porch, entry foyer, formal living room, dining room with large bay window, den/office, large eat-in kitchen, 3-season room, pantry and powder room PLUS upstairs, 4 bedrooms and full bath. Also included are several large barns, outbuildings and sheds. 29 acres are preserved in perpetuity and are farmed with over 40,000 blueberry bushes each yielding pounds of berries in Summer. All of this is just moments to restaurants, shopping and wineries.

Welcome to East Marion this inviting colonial style home offers four bedrooms 2.5 bathrooms and 2700 sqft of living space on a generous 1.2 acre lot. Step inside to find a seamless blend of comfort and elegance with an open concept living room family room and kitchen. The kitchen is perfect for culinary adventures, while the formal dining room sets the stage for memorable gatherings. Outside of charming circular driveway leads to the homes entrance completed by a attached two car garage for your convenience with ample outdoor space for relaxation and recreation includes a sprawling backyard does home. This provides perfect setting for enjoying the peaceful surroundings. Don't miss this opportunity to make this your dream home!

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.

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!

Must see charming waterfront cottage. Newly renovated and with direct access to Arshamamoque Pond. Features 2 bedrooms & 1 completely new bathroom, painted wood floors and wood burning fireplace, 2-3 Car Parking Space & Electric Outlet Nearby. Amazing views from the open kitchen, living room and sunroom. Relax and enjoy beautiful sunrises, cool breezes and alfresco dining on the deck and at the fire pit. Move in ready.

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"

Welcome to Roslyn Landing, the epitome of luxury and modern sophistication in the heart of Roslyn Village. Set on 12 landscaped acres with waterside promenade, this private new construction condo development offers impeccable construction with brand new two- and three-story townhouses, flat over flat units, and single-family residences, all customizable. Boasting generous open floor plans, beautiful moldings, millwork, and spectacular hardwood floors, 10-foot ceilings, designer bespoke kitchens with sleek modern finishes, glamorous master suites with marble spa baths. No detail is left unturned. Community amenities include cutting edge fitness center, private clubhouse, barbeque area, playground, paddle boards, kayaks. One block to town, world class restaurants, fabulous shopping with eclectic boutiques, movie theater, library, duck pond. The best of the north shore's gold coast urban-suburban living.

Welcome to Roslyn Landing, the epitome of luxury and modern sophistication in the heart of Roslyn Village. Set on 12 landscaped acres with waterside promenade, this private new construction condo development offers impeccable construction with brand new two- and three-story townhouses, flat over flat units, and single-family residences, all customizable. Boasting generous open floor plans, beautiful moldings, millwork, and spectacular hardwood floors, 10-foot ceilings, designer bespoke kitchens with sleek modern finishes, glamorous master suites with marble spa baths. No detail is left unturned. Community amenities include cutting edge fitness center, private clubhouse, barbeque area, playground, paddle boards, kayaks. One block to town, world class restaurants, fabulous shopping with eclectic boutiques, movie theater, library, duck pond. The best of the north shore's gold coast urban-suburban living. This unit has a treelined backyard.

BEACH MEET BARN "Two Worlds Collide" in this breathtaking modern barn, nestled on 1.9 pastoral acres just a stone's throw from Duney, ocean-like Kenneys Beach, Sunsets and renowned Seaside Restaurant. This stunning residence features approximately 4700 sq ft of living space, a 4-car garage, separate service entrance, butler's station, a substantial light-filled kitchen, pantry room, and a great room with soaring ceilings, remote-controlled double-sided fireplace, Smart lighting controls at 8 locations for interior and exterior lighting, Sonos AV system - 8 speakers - 4 interior 4 exterior. The first floor includes a powder room, laundry room and a primary bedroom ensuite wing, complete with a naturally lit sitting area/office that opens directly onto a porch clad in "Blue Ice" and a 20'x40' "Black Onyx" pool with "Blue Ice" coping. The upper level offers a sizable loft that overlooks the great room, plus three additional bedrooms: one ensuite and two with separate wash areas leading to a shared bathing and privy room. There's also a powder room and a secondary laundry area. Completing this extraordinary home is an approximately 1000 sq ft artist studio/craft or game room. This stunning Estate is a must-have for the selective purchaser seeking "THE BEST of BOTH WORLDS"!

Are you looking for pickleball? Check! Tennis? Check! Beach? Check! Salt water heated pool? Check! Farm views? Check! Amazing sunsets? Check! What's left? You! Check, check! Located in the sought after Pebble Beach Farms community, this sundrenched home was completely renovated in 2022 and hits every amenity on your checklist! 4 bedrooms, 3.5 bathrooms, a finished, walk-out basement leading to a gorgeous backyard with Ipe decking, and a heated saltwater pool. All this and close to North Fork boating, farmstands, renowned restaurants, award winning vineyards and great shopping!

Down a graceful country road, on the North Fork of Long Island your dream home awaits. Sprawling over 13 acres with 354 feet of waterfront on Arshamomaque Pond leading out to the Peconic Bay. There is a 20 x 40 gunite pool, a barn with horse stalls should you choose or for use as an art barn! Plenty of room for tennis. Inside this magical home is an exceptional chef's kitchen with a Wolf range, butler's pantry and plenty of entertaining space - including a generous fireplace and a 3 season porch. There are two wings - one which has 3 ensuite bedrooms, including the primary suite. The other has a full kitchen, two bedrooms and 1 bathroom. This home also features a wine cellar and walkout basement. A property of this caliber does not come to the market often on the North Fork of Long Island. Let's make your dreams come true - this could be you!!

Quintessential 1920's farmhouse with many architectural details intact - pinewood floors, original hardware, glass-fronted built-in pantry, large front porch. Three light filled bedrooms, full bath and a half. Large property with ample room for pool & existing barn/garage with studio. Close to Village Center, "67 Steps Sound Beach", multiple local Vineyards & Farm stands. The property shines with authentic character.

Exquisite waterfront home with wrap around porches and breathtaking views. Perfectly situated on the protected water way of Arshomomaque, where you can enjoy fishing, crabbing, clamming, boating, or just relax and listen to the birds. The first floor has a dining room, living room with a stone fireplace, den, laundry room, water side all-season room and a beautifully renovated eat in kitchen. The second floor has a master ensuite, 3 nice size bedrooms and an office. Their is plenty of room for storage in the detached garage or in the full size clean basement. Centrally located between Southold and Greenport villages, this home is also with-in the Southold Park District offering Founders and South Harbor Beach access.

Adorable with room to grow! This complete renovation kept the character and opportunity to expand on this corner property to create your dream yard. Just blocks away from marina's, sandy beaches, tasting rooms and more. Extensive renovation in 2021 with windows, doors, roofing, siding, insulation, electric, plumbing as well as new baths and kitchen creates the perfectly crafted space with wood ceilings, original wood floors and more.

Nestled on a wooded lot, this location feels private while only short distance to downtown Southold and 10 Minutes East to the Village of Greenport. With spacious, airy rooms and hardwood floors, this inviting residence promises a cozy and warm ambiance from the moment you step inside, hand painted wall mosaic, 2 fire places, Spacious Eat In Kitchen, Formal Dining room, Family room and when its time to relax step outside onto the Patio or front porch for a perfect spot to sit with a cup of coffee to observe the serene nature filled yard or the pool. HOA Fee of $150.

Welcome to your slice of paradise at 190 Gull Pond Lane in Greenport! Discover the charm of this 2-bedroom, 1-bath home nestled on a serene half-acre wooded property. Step inside to find hardwood floors throughout and a cozy brick fireplace in the living room, perfect for those chilly nights. With a full basement ready for your personal touch and a convenient 1-car attached garage, this home offers both space and functionality. But the real magic lies in its location! Just one block from the water in historic Greenport Village, you'll be transported to a bygone era of old fishing charm. Yet, you're just moments away from the buzz of town life, with shops, restaurants, and scenic port views right at your doorstep. And let's not forget about the North Fork of Long Island, home to some of the region's best wineries. Your weekends will be filled with wine tastings and vineyard adventures just a short drive away. Don't miss your chance to make this idyllic retreat yours.

Renovated Greenport Village Farmhouse with custom woodwork details throughout! With a simplified way of living, the location is amazing and the spaces have been uniquely well designed to maximize the use of space and quality craftsmanship. The yard and hardscapes were installed with the designs of coastal village landscape architect offering low maintenance patio, grilling station and paper birch creating year round visual interest. The front porch is wrapped in red cedar and is so cute its the envy of the neighborhood. The interior offers custom kitchen cabinetry, main floor laundry and a full bath on both levels. On demand hot water recently installed for energy efficiency to keep you warm in the winter and energy efficient central air to keep the summer season cool and fresh! The marinas, waterfront dining, beaches, golf course, vineyard tasting rooms encompass this Farmhouse so there is no reason to be bored. The bus, train, ferry and Greenport Village shops and destinations create so many opportunities to explore al that the village living has to offer.