luxury properties for sale Madison, United States

A stunning 2011 colonial offering 4 bedrooms and 2.5 bathrooms, designed for the modern homeowner who values both privacy and connectivity. The handsome curb appeal is defined by an idyllic stone wall and a deep setback from the road, ensuring peaceful serenity the moment you arrive. This home accommodates a contemporary lifestyle with a spectacular 2014 addition, a highly versatile space perfect for a private home office, an in-house exercise studio, or a quiet retreat. The gorgeous and spacious kitchen opens into the family room which has a lovely gas log fireplace enhanced by a stacked stone surround. The hardwood floors were recently refinished to ensure they're looking their best for the new homeowner. At the top of the staircase you will find the most charming space currently used as a reading nook. This space is enhanced by built in bookshelves. Outside, you will find a lovely deck off the kitchen. The sizeable deck offers a gas grill conveniently connected to propane and overlooks a flat backyard. The home is heated by forced warm air fueled by propane and also features central air conditioning. The addition is serviced by a split system. Partially finished basement. Commuters will appreciate the quick access to I-95, while the coveted location places you less than two miles from the bustling shops and restaurants of the Guilford Green. Practicality meets luxury with a total of four garage bays, providing ample space for vehicles, storage, or hobbies.

Shoreline charm meets unlimited potential at 208 Boston Street. This quintessential New England gem, set on a rare and sprawling 1.03-acre level lot, offers the ultimate walk-to-town lifestyle just steps from the historic Guilford Green. Whether you are looking for a savvy investment, a multi-generational living solution, or a grand single-family estate, this versatile property delivers. Currently configured as a 2-family residence, the home offers two distinct living spaces. The upper level features a bright 2-bedroom, 1-bathroom layout, while the lower level provides a comfortable 1-bedroom, 2-bathroom floor plan. With its classic colonial architecture and spacious interior, the property could easily be converted back into a stately single-family home tailored to your exact vision.The exterior is equally impressive, boasting a massive backyard that is a true rarity for properties so close to downtown. From the charming white picket fence to the expansive lawn, there is plenty of room for gardening, play, or future expansion. Enjoy the vibrancy of Guilford-stroll to boutique shops, local cafes, the library, and the harbor, all from your front door. The Ultimate Legacy Opportunity: 208 Boston Street is being offered individually or in conjunction with the adjacent, completely renovated home at 168 Union Street. Together, these two properties create an unparalleled family compound or a dual-investment portfolio in one of Connecticut's most coveted shoreline communities.

Possibly the most admired of the historic homes closeby to the storied Guilford Town Green and Jacobs Beach, the Captain Joel Stone House, c.1853 is now seeking a new owner. This remarkable grand Italianate Villa offers quite a pedigree having been built by a wealthy steamship owner, Joel Stone, son of the second lighthouse keeper of beloved Faulkner's Island. The quality of this gracious home with 6 fireplaces, a solid stone foundation and over 9' ceilings was an exception and curiosity when built and continues to impress today. 1st level: Parlor open to living room leading to formal dining room. Bedroom/den with expandable half bath, eat-in kitchen open to family/great room with fireplace. A generous open covered wrap around front porch for warm weather and private rear patio off the great room provide options for entertaining year round. 2nd level: Primary bedroom w/en-suite bath, two additional guest bedrooms, one with en-suite bath, plus third full hall- bath. Laundry area. 3rd level: a rooftop monitor (cupola or 'widow's watch') modeled after the lighthouse on Faulkner's Island. Carriage house- generous garage space on ground level (3 spaces). Private rear patio. 960 sf apartment on 2nd level includes bedroom, full bath, open concept living space with vaulted ceilings and exposed beams, full kitchen. Up a flight to a loft space. Sited on .77 acres with flowering specimen trees and gardens.

Absolutely stunning 5+ bedroom light-filled home offers the perfect blend of elegance & modern updates. A dramatic 2-story foyer with a striking contemporary fixture sets the tone. The living room with glass French doors offers flexibility as a first-floor office. The oversized family room features a soaring ceiling, custom built-ins & stone fireplace, flowing seamlessly into the remodeled kitchen showcasing quartz countertops, Viking appliances, wine cooler & new lighting. Step out to the expansive deck with pergola, perfect for entertaining. A formal dining room with exquisite millwork & spacious mudroom off the 3-car garage complete the main level. Two staircases lead to five generously sized bedrooms, beautifully updated baths & a stunning bonus room with custom built-ins. The luxurious primary suite features custom walk-in cabinetry & a fully remodeled bath with soaking tub & steam shower. The finished walk-out lower level adds 1,200 sq ft including a gym, office & playroom with rock-climbing wall & ninja circuit, plus a bedroom & full bath - ideal for guests or in-law living. Privately set on nearly 2 acres at the end of a quiet cul-de-sac, offering rare seclusion & tranquility with no through traffic - your own private retreat, yet minutes to everything Guilford has to offer.

Welcome to this beautiful, stately Colonial located at 51 Fawn Hill Road in the highly desirable Deer Lake subdivision of Killingworth, CT. Set on a serene 2.6-acre lot , this fully updated, 2,838-square-foot home is completely move-in ready. Step inside a welcoming foyer featuring gleaming hardwood floors that flow seamlessly throughout the main level. The heart of the home is the stunning, remodeled kitchen, boasting custom white shaker cabinetry, beautiful stone countertops, a large center island, stainless steel appliances, a subway tile backsplash, and a charming custom barn-door pantry. The kitchen opens directly into a bright, spacious family room complete with a cozy fireplace. Entertain guests in the formal dining room accented with elegant moldings, or relax in the formal living room accessed from the family room or foyer. This home offers 3 generously sized bedrooms and 2.5 baths , including a well-appointed bath with a relaxing tub. Outside, your private backyard oasis awaits! A spacious wood deck leads to a fantastic above-ground pool, perfect for summer fun. Surrounded by mature trees, the yard offers ultimate privacy. Complete with an attached two-car garage and central air conditioning, this spectacular home won't last long! Neighborhood is extensive for those that love to walk , and the location is close to connecting to madison area, route 81, or the highways. Truly a turn key home ready for your family!

Nestled high on a quiet, highly private 2-acre hilltop lot, 83 Jacobs Lane offers a rare blend of peaceful seclusion, natural beauty, and shoreline convenience. Bordered on the west by a large stream-fed pond and on the east by dramatic granite cliffs, the home enjoys spectacular water and woodland views from nearly every angle. Watch blue herons, egrets, turtles, and other wildlife from the wraparound deck, and listen to bullfrogs on summer evenings. Large windows throughout fill the home with natural light. Thoughtfully updated and serviced by city water, the flexible floor plan includes a beautiful 2nd-floor primary suite with walk-in closets, built-in window seat overlooking the pond, private balcony, and spa bath with soaking tub. A second primary bedroom suite on the main level offers excellent versatility for guests, multigenerational living, or single-level convenience. Upstairs, a large vaulted room with windows on three sides and its own exterior entrance is ideal for a home office, studio, or creative retreat. Despite its deep sense of privacy, this exceptional property is just 0.7 miles from the historic Guilford Green's shops, restaurants, and cafes, 2 miles to the town beach, 1.2 miles to the train station, and 0.7 miles to West Woods trails. A peaceful natural sanctuary minutes from the best of Guilford.

Come see this Colonial retreat along the Hammonasset River. Escape the hustle and bustle of city life in this lovingly maintained home, perfectly situated on 5.6 private acres and bordered by 15 acres of scenic Killingworth Land Trust. Enjoy peaceful river views and the natural beauty of your surroundings while still being just minutes from town amenities, beaches, and recreational activities. This spacious home offers 3 bedrooms and 2.5 bathrooms, with potential for an additional bedroom. The first floor features a welcoming entry with fireplace, a sun-filled living room overlooking the river, an eat-in kitchen, a cozy family room, and a fabulous sunroom that flows seamlessly onto a wrap-around deck-perfect for entertaining or relaxing outdoors. A convenient half bath and dedicated laundry room complete the main level. Upstairs, the primary suite provides a private retreat, accompanied by two additional bedrooms. The partially finished basement, currently an art studio and exercise room, boasts bright natural light streaming through two windows. Modern comforts include a whole-house Generac generator, Central Air-conditioning, a central VAC and water softening system. A recently built barn provides ample space for cars, a workshop, or storage, including an unfinished second-floor area, perfect for an office. The property also includes a generous shed for lawn and garden equipment, two fenced garden areas ready for vegetables or flowers, and fun play equipment.

Just minutes to downtown Guilford, this striking 4 bedroom contemporary offers exceptional living space & bold architectural design. A dramatic floating staircase & soaring ceilings create an unforgettable first impression the moment you enter. The expansive great room is the heart of the home, featuring a stunning floor to ceiling fireplace, walls of glass that fill the space with natural light, and an open dining area perfect for everyday living and entertaining. Glass doors lead to an oversized deck overlooking a breathtaking, private backyard, creating seamless indoor and outdoor entertaining The newly completely remodeled custom kitchen is a true showpiece with abundant cabinetry, a massive center island, and dramatic waterfall countertops that combine beauty and function. Additional flexible living space includes an oversized family room or library with double walls of custom built ins, ideal for book lovers, or work from home setup. From here, step directly into the inviting screened porch that extends your living space outdoors. The second floor features 4 plus bedrooms and two beautifully updated bathrooms. The spacious primary suite includes an adjoining bonus room perfect for a home office, yoga studio, dressing room, or private sitting area. This exceptional home offers style, space, and versatility in an unbeatable location just minutes to the train, major highways, beaches, restaurants, and the historic Guilford Green.

Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem's Head community. Boasting breathtaking, panoramic views of Long Island Sound, this 1930s residence is a masterwork of historic character and unique architectural artistry. The home's rich heritage is reflected in its exquisite details, from the enduring beauty of Stony Creek Granite and warm Pecky Cypress woodwork, to the original porthole windows in the grand family room. In the formal dining room, a distinctive ribbed ceiling, designed to evoke the overhead of a classic ship's cabin, creates an unforgettable atmosphere for entertaining. The heart of the home features a generous galley kitchen that balances functionality with style, offering abundant cabinetry, expansive counter space, and dining area with plenty of windows making sure no view is missed. Retreat to the second floor to find six spacious bedrooms, each offering its own unique perspective of the water, while the finished third-floor flex space serves as an ideal game room or private sanctuary. Spread across two manicured acres, enjoy relaxed seaside living with multiple sun porches, an expansive patio for gatherings, and the rare luxury of a private boat house. Take advantage of the Vineyard Place Association amenities, all while being just a short drive from charming downtown Guilford!

A true once in a lifetime opportunity! As you wind through picturesque Sachem's Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points in Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of Long Island Sound and Faulkner's Island. The open kitchen/family room will satisfy any gourmet chef. It's a perfect space for indoor entertaining where guests can enjoy a crackling fire or step outside to an incredible bluestone patio with a fire pit for cool evening bonfires. Take in the 270 degree view of the Sound and enjoy both the sunrise and sunset. Outside entertaining is easy with a heated Pebble Tech Gunite pool, sound system, an outdoor shower, and ocean breezes. The coveted Sachem's Head Association offers amenities that include: beach access, tennis and paddle courts (approx. 600 ft from the house), kayak rack, boat launch, and possible deep water mooring. This coastal home has public water, a whole house generator, an irrigation system, security, and surveillance system, an Invisible Fence, the potential to subdivide, newer septic system (2010), an oversized 2 car garage, and no need for flood insurance. Nothing Compares.

Discover 9 Sunset Ridge Drive, an elegant colonial residence constructed in 2015 and updated throughout 2024-2025. From the grand foyer with detailed millwork to the bright, open layout, every inch of this home has been meticulously refined. The stunning kitchen anchors the home with marble countertops, stainless steel appliances, a gas cooktop, and a spacious pantry-flowing effortlessly into the inviting living room with a gas fireplace, window seating, and sliders to the backyard, as well as the dramatic family room with vaulted ceilings and Palladian windows. A formal dining room, private office, laundry room, and powder room complete the main level. Upstairs, four spacious bedrooms offer comfort and flexibility, highlighted by a serene primary suite featuring a brand-new custom closet system and a luxurious bathroom with a double marble vanity and shower. The recent updates truly set this property apart, including refinished hardwood floors, fresh paint, stylish new light fixtures, a newly completed great room above the garage, refreshed bathrooms with modern fixtures and accents, and a fully finished garage with insulation and refinished floors. The exterior has been transformed into a private oasis with an in-ground pool, professional landscaping, full PVC fencing, a new stone patio, and a freshly installed driveway. Set on a quiet cul-de-sac just minutes from commuter routes and the town green, this move-in-ready home delivers the perfect blend of style and value.

Where gardens flourish and privacy surrounds you, this Moose Hill retreat offers a lifestyle rooted in beauty, nature, and quiet sophistication. Light-filled interior features oversized and bow windows, Hardie cement siding, and Marvin windows throughout. Extraordinary gardens showcase three-season blooms, perennial herbs, berry plantings, fruit trees, irrigation, and a fenced vegetable garden with raised beds. For the green thumb, lower-level grow lights extend the gardening season for early planting. Chef's kitchen with Caesarstone countertops, Wolf appliances, Sub-Zero refrigeration, and built-in dining. Separate family room addition designed as a destination space with wet bar, propane fireplace, and dramatic floor-to-ceiling stone chimney. French doors open to outdoor living areas. Brazilian Tigerwood decking, three-season porch, pool with diving board, and built-in Wolf grill center-ideal for entertaining in a private natural setting with distant skyline views. Primary suite with heated floors and Jacuzzi tub, finished lower-level recreation space, three-bay garage, solar system, and whole-house Generac generator.

Coastal Sanctuary in the Heart of Stony Creek! Experience the quintessential shoreline lifestyle in this stunning residence located in the highly coveted Stony Creek of Branford. Perfectly positioned for those seeking the charm of small-town coastal living, this home offers the rare opportunity to walk to everything: local beaches, the vibrant village markets, and the scenic Thimble Islands boat tours! The versatile floor plan is designed for both relaxation and effortless entertaining. At the heart of the home, a bright and airy sunroom invites the outdoors in, while the spacious family/recreational room-complete with skylights and soaring ceilings-offers a perfect retreat for play or hobbies. The main level flows seamlessly from the fireplaced living room into a formal dining area and an expansive eat-in kitchen, making it an ideal setup for hosting weekend guests. Upstairs, you'll find three generous bedrooms, including a primary suite featuring a magnificent palladian window that floods the space with natural light. With an unfinished basement and a two-car garage, there is ample room for storage and future expansion. Whether you are looking for a primary residence or a serene getaway just 90 minutes from NYC, this home delivers the perfect balance of space and location. Embrace the Stony Creek vibe-kayak the sound, hike the nearby trails, or simply enjoy the salt air from your walk into town! Your coastal dream awaits.

Move into this elegantly designed, meticulously restored estate in the nationally registered historic village of Ivoryton in the town of Essex. Built by the prominent Essex industrialist, Samuel Comstock, the 5,234 sq. ft. property on 1.86 acres offers history and grandeur to those seeking privacy and tasteful opulence. Preserved in the same family for five generations and recently completely re-designed and updated, this home is ideal for grand entertaining, large family gatherings, and other unique experiences. Historic details have been preserved throughout, complemented with an updated chef's kitchen, butler's pantry, and new appliances. Thoughtful, custom interior design elements feature prominently in the grand living room and multiple seating areas. The ample 5 bedrooms and 5 1/2 bathrooms have been tastefully updated while retaining timeless architectural elements. Old world charm can be experienced in the renovated 3 season sunroom. Two separate home offices make working from home a pleasure. Outside, newly landscaped grounds mingle with century old trees and shrubs. New formal hedges, hydrangea gardens, fencing, and bluestone patios offer privacy, seclusion, and outdoor enjoyment unique for a property inside the village. The 20 x40 gunite pool is perfect for exercise and recreation alike. A newly constructed 2-car garage can accommodate electric vehicles or store vintage cars. Truly unique and like no other. A rare opportunity.