A Rare offering. First time to the market luxury custom-built home on 7+ acre bucolic estate in the very heart of Madison. A private, serene property with fruit trees, perennial gardens, a heated Gunite pool w/hot tub, fully equipped pool house, and amazing outdoor living space. Within a mile of the Village of Madison and a short stroll to the hidden gem of Webster Point beach. The spacious main house has 7 ensuite bedrooms with thoughtfully appointed baths. The luxurious primary suite includes a dressing room, spa like bath area, fireplace and private balcony. The third floor includes 2 of the light filled bedrooms an additional living area, gas fireplace & balcony to catch a seasonal view of the sound. Full guest quarters in the lower level with kitchen, living room, bedroom and bath is perfect for an Au pair or in-law space. The gourmet chefs' kitchen is the heart of the house with an oversized center island and looks out to the beautiful stone patio and private grounds. There's an inviting family room off the kitchen complete with a river stone fireplace. A handsome office on the main floor with its own entrance is perfect for an in-home office or small business. Boasting 7 fireplaces, 9-foot ceilings, and complemented with wide plank floors throughout. The pool house is fully equipped as well with kitchen, sauna, bath and outdoor shower. There's an indoor regulation size Racquetball court too! How about 7 Garage bays for the car lover! Truly a one-of-a-kind home.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$1,975,000
N/A Area Single Family Home
Active
584 Boston Post Road Madison, CT 06443
5 Bed
6 Baths
4790 sqft
MLS# 24083244
Elegant European-Style home in the Heart of Madison. A perfect blend of luxury, privacy, and convenience in this remarkable 4,700+ sq ft home, ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features. Step through the front door into a dramatic two-story great room with an open floor plan, bathed in natural light. The newly updated kitchen, fresh and inviting, seamlessly connects to the great room, creating the perfect hub for gatherings. Recently painted and featuring stunning white maple floors. Each of the five spacious bedrooms boasts its own private bath. The home's luxurious amenities include a breathtaking Gunite in-ground pool and hot tub. Enclosed for year-round use, the pool area transforms effortlessly for the summer months with doors that open onto a grand stone patio. The left wing of the house features a beautifully remodeled one-bedroom apartment, ideal for in-laws, an Au pair, guests or a rental income. Work from home in style with a newly renovated study and office space, complete with custom cabinetry and a handsome gas fireplace. Outdoors, the private backyard is a true sanctuary, featuring a spacious stone patio, wood-burning fireplace, and a built-in pizza oven-perfect for entertaining family and friends. The lower level adds over 1,000 sq ft of bonus living space, including a newly remodeled media room, play area, and a fully equipped gym
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kate Jasko
$25,000 / mo
Sachems Head Area Rental Home
Active
55 Vineyard Place Guilford, CT 06437
4 Bed
3 Baths
3925 sqft
MLS# 24104615
AUGUST RENTAL. DIRECT WATERFRONT home in beautiful Sachem Head/Vineyard Point community. Enjoy gorgeous views, a private sandy beach out your backdoor and access to tennis court right next door. Walls of glass with views of Long Island Sound from every room. An open floor plan includes a large living room with stone fireplace and dining room. A family room is also on the main floor equipped with Large TV, and spectacular views as well. The eat-in kitchen includes a center island, double refrigerators, fireplace, dining area and glass doors lead out to stone patio for barbeques or to just take in the view. One of the 2 full baths is on the first floor. There are 4 bedrooms upstairs with an additional room that can be used for an in-home office space and/or TV room. All bedrooms on the 2nd floor share one Full bath with shower and a hall half bath. Maximum of 6 ppl at the house. Convenient to Metro North train, Guilford's charming village and downtown New Haven. 2 hours to NYC and Boston. Newly decorated and equipped with everything you need to enjoy your stay. Home is available for the month of August 2025.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kate Jasko
$7,000 / mo
Sachems Head Area Rental Home
Active
55 Vineyard Place Guilford, CT 06437
4 Bed
3 Baths
3925 sqft
MLS# 24105724
ACADEMIC RENTAL SEPT 2025 - MAY 2026. DIRECT WATERFRONT home in beautiful Sachem Head/Vineyard Point community. Enjoy gorgeous views, a private sandy beach out your backdoor and access to tennis court right next door. Walls of glass with views of Long Island Sound from every room. An open floor plan includes a large living room with stone fireplace and dining room. A family room is also on the main floor equipped with Large TV, and spectacular views as well. The eat-in kitchen includes a center island, double refrigerators, fireplace, dining area and glass doors lead out to stone patio for barbeques or to just take in the view. One of the 2 full baths is on the first floor. There are 4 bedrooms upstairs with an additional room that can be used for an in-home office space and/or TV room. All bedrooms on the 2nd floor share one Full bath with shower and a hall half bath. Maximum of 6 ppl can occupy the house. Convenient to Metro North train, Guilford's charming village and downtown New Haven. 2 hours to NYC and Boston. Newly decorated and equipped with everything you need to enjoy your stay.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kate Jasko
$4,400 / mo
N/A Area Rental Home
Active
90 Boston Post Road Madison, CT 06443
3 Bed
2 Baths
2034 sqft
MLS# 24104350
Charming Downtown Madison Rental. Enjoy gorgeous salt marsh views from this lovely 3-bedroom home available for a yearly lease starting this September. The main level offers two spacious bedrooms with a shared full bath, while the private upstairs primary suite features vaulted ceilings, a gas fireplace, full bath, and a balcony with sweeping marsh views. A sunny living room opens to the deck and overlooks the marsh. The vaulted dining room with a gas fireplace is ideal for gatherings, and kitchen boasts granite countertops, a breakfast bar, with appliances including a gas cooktop and double ovens. Conveniently close to town, beaches, and highways-experience the best of Madison living.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kate Jasko