luxury real estate for sale Madison, United States

This turnkey, sun-filled Colonial situated south of Route 80 in Madison perfectly blends meticulous maintenance with smart, modern updates. The gracious main level features elegant French doors opening to a bright living room, a generous formal dining room- a perfect place for family gatherings and a cozy family room centered around a classic wood-burning fireplace. The heart of the home is the handsome eat-in kitchen-complete with cherry cabinetry, granite counters, and stainless appliances. Family room flows seamlessly into a stunning four-season sunroom wrapped in walls of windows and skylight's that stream natural light. A classic, updated half bath completes the first level. Upstairs, pristine hardwood floors run through four comfortable bedrooms, including a primary suite with double closets and a private, full bath. All four bedrooms are generous in size and there is a lovely common bathroom that services the three additional bedrooms. Outside, a maintenance-free Azek deck overlooks a private backyard framed by perennial gardens and mature trees. Major capital improvements - a new roof, gutters, skylights, new exterior paint, and updated windows ensure total peace of mind. Just minutes from Madison's beautiful beaches and quaint town center, this home will certainly fit all your needs and so much more.

Rarely available, this unit is the largest size Townhouse (Model D) at Legend Hill. It benefits from a quiet location in the complex away from the main road. This unit has been well maintained with excellent natural light and updated neutral decor. Since purchasing, these owners have installed all new flooring throughout first level, in addition to new carpets on second level. Also recently replaced were central-air, furnace and all new stainless steel appliances. This unit is over 1800 square feet, not inclusive of the finished sunroom off of kitchen and the 2 finished rooms in the walk out basement. There is plenty of storage in the attached 2 car garage, with another unfinished storage area in basement. The kitchen has been updated with granite counters and refaced maple cabinets. The first floor powder room has been remodeled with marble flooring. In addition the upstairs master bath has been completely remodeled from top to bottom. The sunken living room with vaulted ceiling and fireplace is a wonderful room to curl up with a book or gather with friends and family. Legend Hill has an idyllic, peaceful setting on over 80 acres with the best condo amenities in this market area that include pool, tennis courts and historic cobblestone clubhouse with beautiful vistas. The clubhouse with the sunny patio overlooking the pool is a favorite place to gather on Friday evening. Schedule your showing now. This one won't last long.

Looking for a home with heart and soul? One that has been lovingly maintained and thoughtfully updated? This gracious 3,800 sqft Colonial sits proudly on a beautiful lot in one of Killingworth's most desirable neighborhoods. At the heart of the home is a beautifully appointed cook's kitchen that opens seamlessly to a sun-drenched family room, where expansive windows frame views of the private backyard and surrounding natural beauty. A first-floor office provides the perfect work-from-home space, while a well-designed mudroom keeps everyday life organized. An inviting living room and charming powder room complete the main level. Upstairs, you'll find 4 generously sized bedrooms, including a spacious primary suite featuring a large walk-in closet and an elegantly updated bath. A standout feature is the exceptional play and recreation room - ideal for movie nights, sleepovers, a home gym, game room, or whatever suits your lifestyle. With access from both the 1st and 2nd floors, it offers remarkable flexibility. Need even more space? The finished 3rd floor includes a 5th bedroom and full bath, making it perfect for guests, an au pair, or a private retreat. An unfinished lower level provides excellent storage and future expansion. Surrounded by mature trees and peaceful natural beauty, this move-in ready home offers timeless appeal, generous living spaces, and a setting you'll look forward to coming home to!

Completely reimagined from top to bottom, this stunning move-in ready home offers the perfect blend of modern updates, timeless style, and peaceful Guilford living. Set on a beautiful one-acre lot, nearly every surface has been thoughtfully renovated, allowing you to simply unpack and enjoy. The sun-filled main level features an updated kitchen with quartz countertops, tile backsplash, updated stove and microwave, and an open flow into the living and dining spaces highlighted by gleaming hardwood floors. Both full bathrooms have been completely remodeled with today's finishes, while new flooring, interior doors, trim, lighting, fresh paint, and a beautifully updated laundry room create a truly turnkey experience. Major improvements include a new roof, siding, windows, central air conditioning (main living level) , garage doors, exterior doors, sliders, new deck, professional landscaping, and Central Air installed 2026-providing peace of mind for years to come. The finished lower level offers exceptional flexible living space with a fireplace, perfect for a family room, home office, gym, or guest area. Privately served by well and septic, yet just minutes to Guilford's historic Town Green, shops, restaurants, beaches, commuter routes, dog park, timberlands trail, GL Golf Course & this home delivers the rare opportunity to own a fully renovated property in one of Guilford's most desirable locations.

Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the home is thoughtfully designed for both elegant living and everyday comfort, featuring expansive, light-filled spaces and exquisite millwork throughout. The custom chef's kitchen is a true centerpiece, appointed with premium appliances, striking imported granite countertops, and impeccable detailing. A grand entryway welcomes you with a sweeping staircase and a beautifully crafted coffered ceiling, setting the tone for the quality and sophistication found in every room. Layout designed for first floor primary suite. This is a home for those who appreciate enduring design, superior construction, and a setting that feels worlds away-yet remains close to everything Madison has to offer.

Nestled at the end of a serene cul-de-sac in desirable West River, this move-in ready 4-Bedroom, 3-Bath Colonial offers an exceptional turn-key retreat on 2 private acres with direct views and access along the scenic West River. Thoughtfully updated and meticulously cared for, the home features high-end replacement windows and exterior doors throughout, as well as young, well-maintained mechanical systems for ultimate efficiency and peace of mind. Spanning nearly 3,000 sq. ft., the bright and flowing floor plan boasts 2 cozy fireplaces, sun-drenched living spaces, and a primary bedroom suite. Relax or entertain on the covered deck and patio while soaking in the quiet wooded grounds and tranquil river views. A full walk-out basement and a floored walk-up attic provide extensive storage or future expansion potential. Complete with central air, public water, and an attached 2-car garage. A true natural sanctuary just minutes from the historic Guilford Green, top-rated schools, beaches, and commuter routes!

Highest & Best due by Wed., 7/8 at Noon.At the end of a private cul-de-sac sits this well maintained 4-bedroom 2.5 bath Colonial. Perfect for entertaining, this home has a classic center hall layout that has an open feel with nicely sized rooms throughout. The sun-filled family room has newly installed hardwood floors with a wood stove which opens to the newly remodeled kitchen with Cherry Cabinets, Quartz counter tops and stainless appliances. The large dining room with a bay window opens to the formal living room and has views of the large level backyard and offers custom moldings. Upstairs are four very generous bedrooms; the Primary bedroom offers a large walk in closet and has an updated bath with quartz counter tops and a large walk in tiled shower. Three additional bedrooms are serviced by large family bath. A full unfinished basement could easily be finished for additional living space if needed. The backyard is private and accessed off the kitchen with a new composite deck and fire pit area - could easily accommodate a pool if desired. Recent updates also include newer Marvin Integrity Windows and a newer Architectural roof (2016). This home has direct access to Bitner Park with miles of hiking trails, disc golf course, pickle ball courts, skateboard park, soccer and baseball fields. Perfectly central to all things Guilford, this home is just .8 miles to the Baldwin Middle School and 1.1 miles to the State of the art Guilford High School. Easy access to I-95.

*** OFFER DEADLINE***The seller is in receipt of multiple offers and is asking for all final and best offers by noon on 7/14- thank you. This impeccably maintained 3-bedroom, 2.5-bathroom home stands out with a huge list of improvements and a design that prioritizes flow and function. The open floor plan is highlighted by a large sun-filled living room, refinished wood floors, and an updated kitchen featuring a massive island that naturally becomes the hub of the home. Just off the dining room, step out to a brand-new deck, where you can enjoy views of the expansive, level yard. Down the hall is a full bath with double sinks and three generously sized bedrooms, the primary bedroom having its own private full bath. The ease of one-floor living at its finest! The lower level adds significant living space with a large finished family room, perfect for a home theater, gym, playroom, office, or a combination. Additionally, the lower level provides a lovely laundry/mudroom with a half bath. Practicality meets luxury with an attached 2-car garage and updated systems throughout. Conveniently located between Route 1 and 80, this location makes it a quick hop to the downtown restaurants, beaches, the library, train station, and shops. A property of this caliber with this many upgrades is a rare find-don't miss this opportunity!

A serene sanctuary, a historic experience. Newly restored, 50 Ledge Hill Road is a rare 1870 parsonage on a tranquil six and a half acres, yet conveniently located to Yale New Haven and the shoreline towns. Inside, the versatile layout offers five bedrooms, one-and-a-half baths (tastefully renovated), an enormous, exposed beam living room, generous family room, and mudroom. At the heart of the home, the sun-drenched eat-in kitchen invites everything from quiet morning coffees to festive gatherings. Step outside to dine in a charming stone wall courtyard, overlooking your sparkling (heated!) inground pool. The pool, flower beds, and trees have been professionally landscaped for privacy and delight. No modern comfort was spared, as HVAC was completely overhauled: new boiler, heat pump for central air and heat, and sustainable solar energy. Please see the attached list for the expansive upgrades completed by the current owners. Schedule your private tour today-50 Ledge Hill is the dream retreat that many are searching for.

Set in the desirable North Guilford area, this expansive parcel offers a rare opportunity to create a private retreat surrounded by natural beauty. With a thoughtfully configured layout and generous frontage along Long Hill Road, the property provides both usability and a sense of seclusion. The land features a blend of open and wooded areas, allowing flexibility for a custom home, outdoor living spaces, or future enhancements. Ideal for those seeking privacy and a connection to nature, the setting is just minutes from local hiking trails and a short drive to Lake Quonnipaug, offering year-round recreation and scenic surroundings. This is a unique opportunity to build in one of Guilford's more tranquil settings, while still being within reach of the shoreline and town amenities. Whether you envision a peaceful getaway or a full-time residence, this property offers the space, setting, and potential to bring your vision to life.

Nestled on 3 private acres in the Autumn Ridge subdivision, this 4 bedroom home is a perfect blend of classic charm and modern amenities. A gracious front porch opens to a two story foyer and sunlit 1st floor rooms with 9 foot ceilings and hardwood floors. The living room and family room are divided by french doors allowing for a large gathering when open. The spacious eat-in kitchen with granite counters & a large island is open to the family room with a fireplace and sliders to the deck. Completing the 1st floor is a formal dining room and powder room. The 2nd floor has 4 bedrooms 2 full baths, laundry facilities, and a flexible bonus room with hardwood floor. In the 8 years the sellers have owned the home, they have added numerus updates including the renovated front porch and new deck the length of the home, new windows, new exterior doors, a new heat & AC pump, new hot water heater and extra insulation. The walk-out lower level provides the possibility for more living space if desired. The roof was replaced in 2012. Convenient location equidistant between the Killingworth amenities and the amenities of Clinton including the Clinton Crossing Outlets and the proximity to Route 1, I95, the train station and multiple marinas.

**7/26/26 Open House Cancelled** Updated, 4-bedroom, 2-bathroom New England gem boasting 2,348 square feet of thoughtfully designed living space. Pride of ownership shines through with improvements already completed for you, including a new roof (2026), freshly painted exterior (2026), a replaced septic system (2021), and a new well (2020). Interior features include a gorgeous remodeled kitchen with quartzite counters and stainless steel appliances that flows into a family room featuring dramatic cathedral ceilings and easy access to the rear yard entertaining space. The exterior is a true staycation paradise. The level backyard hosts a pristine in-ground pool paired with a dedicated pool shed equipped with electricity-ideal for pool storage. Peace of mind thanks to an upgraded 200-amp electrical service complete with a generator transfer switch. Perfectly situated just north of Route 1, this home offers the ultimate shoreline lifestyle. Enjoy being just a 5-minute drive to Madison's quintessential town center and a quick 8-minute drive to the beach. Move right in and start enjoying summer by the pool!

Welcome to Waystone Farm, an award-winning, energy-efficient 8+ acre mini-estate and potential horse property. Proud winner of the 2016 Highly Insulated Passive House Standard Award, this estate masterfully blends sustainability with luxury living.The main residence features newly refinished hardwood floors and a bright, open floor plan. A sun-filled great room flows into the chef's kitchen, complete with quartz counters, a large island, Thermador appliances, and induction cooktop. Designed for one-level living, the spacious primary suite is located on the first floor. In total, the home offers four bedrooms, three full, and one half bath. Amenities include a dedicated mudroom and laundry room equipped with an advanced ozone laundry system. Built to the highest green standards, the home utilizes geothermal heating and cooling, active solar, and energy efficient triple-pane windows. A full unfinished basement holds a large root cellar, while the three-car garage boasts an EV charging station and a walk-up attic storage area. A Generac generator ensures total peace of mind. Relax on one of the two Ipe covered front porches and take in the stunning grounds. This unique property features a passive solar greenhouse with cold frames, extensive garden bedding, a newly planted fruiting tree orchard, and sugar maples. Animal lovers will find a three-stall barn, two chicken coops, a duck coop, an enclosed dog park, and two large fenced pastures with hay fields.

Bluff Head Estates! Picture your perfect summer evening: pool lights glowing, a warm breeze, and friends laughing around a fire pit on a massive deck-welcome to 216 Bluff View Drive. Tucked away in Guilford's desirable North Guilford Neighborhood, this 4-bedroom, 2.5-bath open-concept Colonial delivers 3,410 square feet of pure comfort across two beautifully styled levels. The home boasts timeless Connecticut Shoreline curb appeal, situated on nearly an acre of manicured property. Step inside to find rich updated floors, two fireplaces, central air, and four bright skylights that keep the vibe light and airy. But the true showstopper is the backyard oasis. The sprawling multi-level deck wraps around an above-ground pool, built for epic daytime entertaining. When night falls, the atmosphere shifts completely as the lower lounge area comes alive with cozy string lighting and a sleek gas fire pit table. Rounded out by practical perks like a full basement, attached garage, and raised garden beds, this home is engineered for relaxation. Plus, you're just minutes from the historic Guilford Green, local coastal dining, the marina, Jacobs Beach and Lake Quonnipaug around the corner. Come experience places like Dudley Farm Market, Lakeside Feed, Bluff Head Trails, Nut Plains Farm, as well as our Guilford Green, shops, restaurants and so much more! This is Shoreline living built for how you actually want to spend your weekends. Professional pics will be coming on thursday.

Rarely does a home of this caliber, offering both historical soul and down-to-the-studs modern luxury, hit the market in the heart of Guilford. 168 Union Street has been masterfully reimagined and completely renovated, offering a turn-key lifestyle where every detail has been addressed. From the newer roof, siding, and energy-efficient windows to the updated septic system, this home provides total peace of mind. Step inside to a bright, airy floor plan featuring a stunning designer kitchen, chic new bathrooms, and gleaming finishes throughout. The layout includes 4 spacious bedrooms, a dedicated home office perfect for remote work, and a seamless flow between the living and dining areas. Outside, the new stone patio serves as a private sanctuary, complete with bistro lighting and views of the sprawling lawn and a magnificent, renovated post and beam barn. This versatile structure features an upper level and is already equipped with electricity and a water conduit (ready for final hook-up)-offering incredible potential for a professional studio, workshop, or hobby space. A Unique Opportunity for the Visionary Buyer: 168 Union Street is being offered individually or in conjunction with the adjacent property, 208 Boston Street. Purchased together, these properties offer a rare chance to own a multi-generational family compound, a live/work investment setup, or a primary residence with a high-end rental property next door. Whether you are looking for a luxury single-fam

Welcome to Stone Heron Farm, an extraordinary 74+ acre estate offered as five parcels, creating one of the most versatile and rare compound opportunities in Connecticut. Tucked away on a quiet country road, 12 Jackson Road combines timeless New England charm with exceptional land value, privacy, and multi-use potential.The main residence, an updated 1806 Cape, features exposed beams, rich wide-plank flooring, three bedrooms, three baths, a main level master suite, four fireplaces and a wraparound deck create a warm, inviting atmosphere with a sophisticated farmhouse flair. The chef's kitchen is a culinary dream with handcrafted cabinetry, granite countertops, and top-of-the-line SubZero and Wolf appliances. A separate guest cottage with kitchen and bath offers private accommodations for visitors, extended family, or creative studio use. A large workshop adds further utility for hobbyists, artists, or equipment needs. Across the estate, enjoy scenic walking trails, stone walls, open meadows, and wooded acreage. A beautifully sited pond house overlooking the water provides a peaceful retreat for year-round enjoyment and breathtaking views. Multiple barns, paddocks, and cleared pastures offer ideal conditions for horses, small livestock, gardening, or future agricultural use. Possibilities include a multi-home compound, expanded equestrian facilities, conservation strategies, or simply a private sanctuary. A truly exceptional offering with endless potential. Convenient to the Connecticut shoreline, New Haven, Middletown, Route 9, and commuter routes, yet wonderfully secluded, this estate is perfect for buyers seeking privacy, creativity, and a lifestyle deeply connected to nature.

One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the four units are currently occupied, providing immediate income potential. With city water and the possibility for future expansion, this property offers both flexibility and value. Conveniently situated close to Guilford's historic Green, shops, restaurants, and shoreline attractions. A rare find you won't want to miss!

Beautifully updated two-bedroom townhouse in Centre Village. One of only four 2-bedroom units in complex. Walkable and bikeable to town green, restaurants, cinema, shops and all three town beaches! Centre Village is a private, modestly sized complex (22 units), nicely landscaped with individual patios and yards, ample parking, city water and natural gas off street. Seller has renovated inside and out, up and down. Sunny and bright (31 windows and skylights). New Azek deck and slate patio in rear with bright southern exposure, all enclosed with new Atlas privacy panels. Open yard in back (great for the dog and sunning). Professionally landscaped. Every inch of the interior has been painted (ceiling, walls, trim, windows and doors). New window treatments, mirrors, lighting and ceiling fans. Kitchen has granite countertops, stainless appliances, refreshed cabinets and new lighting. Refinished hardwood floors throughout. Newly tiled bathrooms with stone vanities. New gas fireplace. Lots of closets and storage space. Attached garage. Everything's done - move in ready. Come see!

Rare opportunity in Guilford! This home is currently used as a multifamily but can revert to a one family residence. Approximately 2400 sqft with the possibility of future expansion. Conveniently located close to Guilford's Historic Green, shops, restaurants, beaches and shoreline attractions.

Multiple offers received, Sellers are requesting all offers be submitted by Tomorrow at 4pm (Sunday 7/26) Privately sited on 2.38 acres along a quiet cul-de-sac, this charming Cape offers a rare opportunity to embrace a secluded, nature-filled setting without sacrificing convenience. The property provides exceptional privacy and scenic natural surroundings, all just minutes from Guilford's vibrant town center, shoreline beaches, acclaimed restaurants, shops, and everyday amenities. Thoughtfully updated and meticulously maintained, the home welcomes you to a warm, inviting living room anchored by a fireplace, wood-burning stove and built ins. The updated eat-in kitchen features granite countertops, stainless steel appliances, and sliding doors that open to a spacious deck - an ideal setting for entertaining or simply savoring the tranquil surroundings. Recent improvements include a beautifully remodeled second-floor bathroom, newer appliances, and updated mechanicals, reflecting the care and attention invested throughout. The flexible floor plan offers two bedrooms and a full bath on the main level - perfect for guests or a home office. Upstairs, the generous primary suite is complemented by an additional well-proportioned bedroom and a stylishly updated full bath. Additional highlights include a spacious workshop-ready lower level, an attached two-car garage, whole-house generator hookup, and a large storage shed.

Embrace the enchantment of Shoreline Living at its finest with this sun-drenched haven at 3 Arrowhead, a jewel nestled in a quaint community with the river at your doorstep. As you step into this radiant abode, you're welcomed by a symphony of natural light and the serene melodies of local birdsong. The home's design harmoniously blends the outdoors with the indoors, creating a tranquil retreat. The heart of the home is the designer kitchen, which seamlessly transitions into an elegant dining room and a spacious living room, crafting an ideal setting for memorable gatherings. Journey upstairs to discover the luxurious Primary Bedroom, a sanctuary featuring a stone-adorned en-suite bathroom and a private deck that beckons you to unwind and soak in the picturesque views. Two additional generously-sized bedrooms, a well-appointed bath, and a convenient laundry area complete the upper level. Ascend to the versatile spacious living area offering a half bath, additional sleeping quarters, a dedicated office space, and a cozy reading nook, all complemented by the comfort of central air. Outside, the property is framed by verdant lawns, meticulously curated shrubbery, and an expansive patio that's perfect for alfresco entertainment or quiet reflection. This home is not just a residence; it's a lifestyle awaiting your arrival. We eagerly anticipate welcoming you to your new coastal sanctuary.

An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town neighborhoods. Close to sandy beaches, charming town center and the Madison Country Club, recreation and everyday conveniences are right at your doorstep. Traditional by design with ten foot ceilings, abundant natural light and generously scaled rooms that create an airy feel, ideal for relaxing or entertaining. Five well appointed bedrooms offer private welcoming guest options. A main level open concept perfectly connects the dining, living and kitchen areas, a purposeful layout that flows beautifully. custom millwork and thoughtful finish details everywhere will not disappoint. The expansive great room is perfect for movie nights, casual get togethers or a quiet evening by the fire. Outside the property transforms into your own private resort. Lush landscaping surrounds a very private bluestone patio with outdoor fireplace for an inviting setting for year-round entertaining. Enjoy the heated saltwater pool and chic pool house with its own bath and outside shower. Meticulously maintained this much admired home offers and exceptional balance of scale, sophistication and warmth in the heart of Madison. (Town field card being adjusted to show correct above grade sf 5837)