Welcome to 37 Lantern Hill Road, a luxurious residence nestled in the heart of Madison's most coveted neighborhood. Just a short stroll from pristine beaches, the charming town center, and the Madison Country Club, this home offers an unparalleled lifestyle of comfort and convenience. Tucked away along picturesque brick-lined sidewalks and illuminated by classic lanterns, this exceptional property combines timeless elegance with modern amenities. d bedrooms, soaring 10-foot ceilings, and expansive, sun-drenched rooms that invite relaxation and entertaining. This exceptional home offers a gracious layout for both entertaining and everyday living. Built with the finest materials. exceptional millwork, beautiful cabinetry and fixtures A versatile great room perfect for movie nights or cozy gatherings, and an open floor plan that seamlessly connects living, dining, and kitchen areas. Step outside to your own private retreat-professionally landscaped grounds with a blue stone patio and outdoor fireplace create an inviting atmosphere for year-round entertaining. Dive into the heated and cooled Gunite saltwater pool, unwind in the stylish pool house complete with a bath and outdoor shower, and experience the ultimate in luxury living. This meticulously crafted home offers the perfect blend of sophistication, comfort, and location. Whether hosting grand gatherings or enjoying peaceful moments at home, 37 Lantern Hill Road is more than a residence-it's a lifestyle.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$2,450,000
N/A Area Single Family Home
Active
75 Half Mile Road Guilford, CT 06437
5 Bed
8 Baths
8476 sqft
MLS# 24115346
Introducing a custom-built Adirondack-style masterpiece, set on over 5 acres of pristine land. Designed with care by the current owners, this home boasts a seamless layout, ideal for entertaining. Spacious, elegantly appointed rooms feature a custom-designed kitchen, soaring ceilings, and a stunning two-sided stone fireplace. Each bedroom is en suite, offering both privacy and luxury. The first-floor guest suite enjoys its own private wing, while the finished lower level includes a theater room and recreation area. The outdoor spaces are equally impressive. The meticulously landscaped grounds feature mature plantings, a bluestone patio, an outdoor fireplace complete with pizza oven, a heated gunite pool, and a tennis court with lines for both tennis and pickleball. A separate carriage house provides a garage bay, office space, an additional bedroom, and a full bath, perfect for guests or as a home office. Additionally, a whole home generator. Ideally located just minutes from the town center and its historic green, this property offers access to boutique shops, a variety of restaurants, cozy coffee shops, and the scenic Jacob's Beach. This one-of-a-kind home is truly exceptional, with so much more to discover and appreciate. Set privately back from the road, please do not drive up to the property without an appointment.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$2,000,000
N/A Area Single Family Home
Active
123 Liberty Street Madison, CT 06443
4 Bed
4 Baths
3788 sqft
MLS# 24062190
Welcome to Liberty Street - One of Madison's Most Coveted Locations. This custom-built home blends grace, elegance, and exceptional craftsmanship with exquisite millwork and fine finishes. Enjoy warm summer nights on the charming covered front porch. Inside, wide-plank hardwood floors, a coffered dining room ceiling, and a chef's kitchen with sunny dining area and 8-burner Wolf dual-fuel range set the stage for both daily living and entertaining. A stunning fieldstone fireplace anchors the family room, while a first-floor study with built-ins and a second-floor office provide versatile work-from-home spaces. The luxurious primary suite boasts a spa-like bath and whirlpool tub. The walkout lower level is nearly fully finished, featuring a spacious recreation room, workshop, sauna, and abundant natural light. The meticulously landscaped yard offers a heated gunite pool with retractable safety cover, a beautiful entertaining terrace, and a Jacuzzi. A three-car garage and access to one car space in detached garage complete this home. Stroll to Madison's beaches, theater, restaurants, shops, and library-Liberty Street living at its finest.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$1,995,000
N/A Area Single Family Home
Active
30 Meeting House Lane Madison, CT 06443
5 Bed
4 Baths
3912 sqft
MLS# 24097336
Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the neighboring Congregational Church, the home shares architectural harmony through its grand columns and elegant two-story shutters. The architect, Mr. Volney Pierce, was commissioned to design this exceptional residence and later the Congregational Church. Inside, the home offers more than 3,900 square feet of living space with soaring 9+ foot ceilings on the main level, 2nd floor with five generously sized bedrooms, five working fireplaces, and the 3rd floor a uniquely large attic with unlimited possibilities. At the back of the property are the outbuildings, a 3 car garage and small coop/shed. "Hartsbourne", has abundant historic character throughout. Set on 1.5+ acres in the heart of Madison's charming village, this is a rare opportunity to own a true piece of local history.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$1,445,000
N/A Area Single Family Home
Pending
12 Stanton Court Madison, CT 06443
4 Bed
4 Baths
3839 sqft
MLS# 24114749
Just minutes from Madison's beautiful beaches and vibrant town center, this exceptional architect-designed home sits on a quiet o cul-de-sac street. This home boasts both town water and Natural gas. Light-filled and thoughtfully designed, it features a newly remodeled custom kitchen and an open, airy floor plan ideal for modern living. With 4 bedrooms and 3.5 baths, the home includes a spacious primary suite showcasing a wall of windows that frame views of the private backyard. A first-floor guest suite with ensuite bath adds flexibility and comfort for visitors. The finished walk-out lower level offers an additional 1,100 sq ft of living space with a wall of windows perfect for a playroom, gym, or home office-leading directly to the serene, landscaped backyard. Set in a desirable neighborhood, this home combines architectural interest with everyday functionality in a truly prime Madison location. Many of the home's components have been updated within the last 5-7 years. Many homeowners in this neighborhood walk or bike to the beach at the end of Pent Rd. They also enjoy the greenway trail which leads into Hammonasset State Park. It is an amazing location in Madison, close to town and beach yet privately situated.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$1,150,000
Beach Park Area Single Family Home
Pending
6 Osprey Commons Clinton, CT 06413
3 Bed
4 Baths
2797 sqft
MLS# 24122602
Ready to embrace the next chapter of your life on the stunning Connecticut Shoreline? Welcome to this elegant Federal-style home located in The Hammocks - a sought-after 55+ seaside community known for its beautifully designed architecture and vibrant lifestyle. Just minutes from the town center, marina, and beach, this home offers the perfect blend of coastal charm and modern convenience. Step inside to discover a sun-filled, open-concept layout featuring gleaming hardwood floors and vaulted ceilings in the family room/kitchen area. The spacious first-floor primary suite includes a luxurious bathroom and walk-in closet, offering comfort and privacy all on one level. The bright, updated kitchen flows seamlessly into the cozy family room with a fireplace - ideal for everyday living and entertaining. A formal living and dining area provide additional space to host friends and family. Upstairs, you'll find two generously sized bedrooms - one with an ensuite bath and the other with access to a full hall bath - perfect for guests or a home office setup. Enjoy your morning coffee on the welcoming front porch and unwind in the beautifully landscaped private backyard with a terrace - a serene space for outdoor dining or relaxing in the fresh seaside air. There is room for a pool. The large basement offers endless potential for a home gym, studio, or additional living area. This home has a private driveway. There is room for a pool.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$899,000
Chapman Beach Area Multi-Family Home
Pending
94 Waldron Drive Westbrook, CT 06498
6 Bed
6 Baths
4940 sqft
MLS# 24111210
Coastal Duplex in Chapman Beach Association. Set on nearly half an acre in the desirable Chapman Beach Association, this unique and spacious duplex blends coastal charm with modern comfort. Each unit offers 3 bedrooms, 3 baths, an attached garage, and an expansive deck for relaxing or entertaining. The main level includes a bedroom, full bath, and a kitchen with stainless steel appliances that opens to the dining area and deck. Upstairs, the primary suite impresses with vaulted ceilings, a walk-in closet, and a loft perfect for a home office or gym. The luxurious ensuite bath features heated tile floors, a dual vanity, private water closet, and a rainfall shower. Each unit has nicely sized rooms and plenty of closet space. Live in one unit and rent the other, host extended family or enjoy the entire home yourself. Embrace year-round coastal living and private beach access in the sought-after Chapman Beach community. Also listed as a single family 24118022
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$899,000
Chapman Beach Area Single Family Home
Pending
94 Waldron Drive Westbrook, CT 06498
6 Bed
6 Baths
4940 sqft
MLS# 24118022
Coastal Duplex in Chapman Beach Association. Could be a great inlaw set up. Set on nearly half an acre in the desirable Chapman Beach Association, this unique and spacious duplex blends coastal charm with modern comfort. Each unit offers 3 bedrooms, 3 baths, an attached garage, and an expansive deck for relaxing or entertaining. The main level includes a bedroom, full bath, and a kitchen with stainless steel appliances that opens to the dining area and deck. Upstairs, the primary suite impresses with vaulted ceilings, a walk-in closet, and a loft perfect for a home office or gym. The luxurious ensuite bath features heated tile floors, a dual vanity, private water closet, and a rainfall shower. Each unit has nicely sized rooms and plenty of closet space. Live in one unit and rent the other, host extended family or enjoy the entire home yourself. Embrace year-round coastal living and private beach access in the sought-after Chapman Beach community. Also listed as a multi-family 24111210
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$849,000
N/A Area Single Family Home
Coming Soon
15 Buttonball Lane Madison, CT 06443
4 Bed
3 Baths
1692 sqft
Stunning Contemporary Home with Ultimate Outdoor Oasis! This beautifully updated contemporary-style home truly has it all-ideally located in a desirable neighborhood close to town and schools. Inside, you'll find 4 spacious bedrooms and 3 full bathrooms, including a luxurious primary suite featuring a gas fireplace, generous walk-in closets, and a spa-inspired bathroom. The heart of the home is the fully remodeled kitchen, thoughtfully designed with modern finishes and high-end appliances-perfect for everyday living and entertaining. Just off the kitchen, a spacious dining room provides the perfect setting for both formal gatherings and casual family meals. Adjacent to the dining room, a light-filled sunroom with vaulted ceilings offers a serene space to relax, dine, or enjoy your morning coffee year-round. Step outside to your private retreat: a heated Gunite pool and an exceptional pool house designed for entertaining. The outdoor kitchen, gas fireplace with TV, and stylish lounge areas make it perfect for hosting. Inside the pool house, enjoy a great gathering spot with vaulted ceilings, a loft area, kitchenette, and a convenient half bath-creating a perfect space to relax or entertain in any season. Just minutes to the Madison town center and beautiful beaches.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$799,000
N/A Area Single Family Home
Active
23 Forest Hills Drive Madison, CT 06443
5 Bed
4 Baths
2564 sqft
MLS# 24113416
Welcome to this classic 5-bedroom Colonial on highly sought-after Forest Hills Drive. This beautifully maintained home offers 5 spacious bedrooms and 3.5 baths, including a finished walkout lower level with a game room, guest bedroom, and full bath-perfect for entertaining or hosting overnight guests. The heart of the home is a newly renovated kitchen featuring quartz countertops, stainless steel appliances, and modern finishes that blend style with function. Enjoy cozy evenings in the elegant front-to-back living room with a fireplace, or unwind in the warm and inviting family room, complete with a second fireplace. Step out onto the oversized screened-in porch-a serene retreat so comfortable, you'll never want to leave. Additional highlights include gleaming hardwood floors throughout, a beautifully landscaped yard with a charming brick patio, and a brand-new architectural shingle roof. All this in a prime location, just minutes from Madison's vibrant town center, beaches, the train station, and I-95.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$599,000
N/A Area Single Family Home
Pending
593 Route 148 Killingworth, CT 06419
3 Bed
4 Baths
2564 sqft
MLS# 24115661
Offers received. Deadline for offers is 5 pm Sunday. This home will not disappoint and is a pleasure to show!!! Charming Renovated Farmhouse on Nearly 5 Acres. A timeless classic reimagined with modern comforts, this beautifully renovated vintage farmhouse blends character and charm with thoughtful updates throughout. The stunning chef's kitchen features GE Cafe appliances, abundant cabinetry, a center island, and a delightful breakfast nook. A remodeled walk-in pantry and wet bar enhance both function and style. The light-filled four-season room offers the perfect spot to enjoy morning coffee with scenic views year-round, while the covered deck invites outdoor dining all summer long. Inside, the cozy living room with fireplace offers a warm and inviting space to relax. Upstairs you'll find three bedrooms, including a serene primary suite with a newly remodeled bath and a bonus office or study. The finished lower level adds flexible space for a home office, playroom, or in-law setup, and the walk-up attic offers ample storage or future expansion potential. Surrounded by manicured gardens and peaceful woodlands, this special property offers the best of country living just minutes from town.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$585,000
N/A Area Townhouse
Active
67 Boston Post Road 8 Madison, CT 06443
2 Bed
3 Baths
1816 sqft
MLS# 24096458
Welcome to this sophisticated 2-bedroom townhouse-style condominium located in the nearly new East River Farms community. Step inside to find a beautifully designed open floor plan featuring pristine hardwood floors, soaring 9-foot ceilings with triple crown moldings, & a cozy gas fireplace that creates a warm, inviting atmosphere. The chef-inspired kitchen is a true highlight, featuring an 8-foot granite island with seating for 4, a porcelain Shaw's farm sink, subway tile backsplash, premium WOLF cabinetry, and top-of-the-line appliances including a Samsung stainless-steel refrigerator, built-in microwave, and Frigidaire gas range with hood. There is direct access from the kitchen to a blue stone patio, a perfect spot for an outdoor grill/seating. The main level also offers a stylish half bath and two roomy closets. Upstairs, the primary suite features a spacious walk-in closet and a luxurious en-suite bathroom with double granite sinks. A recently converted loft now serves as a legal second bedroom, complete with its own full bathroom featuring a tiled shower. For added convenience, the second-floor laundry includes a Samsung washer & dryer and plenty of shelving. The home offers generous closet space throughout, plus additional storage in the crawl space. Freshly painted interiors make this home truly move-in ready.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Dana Weinstein
$515,000
N/A Area Condo
Active
40 Legend Hill Road 40 Madison, CT 06443
2 Bed
3 Baths
1160 sqft
MLS# 24112460
Carefree Living in Madison's Premier Legend Hill Community Set on over 80 acres of beautifully landscaped grounds, Legend Hill offers resort-style amenities including a historic clubhouse, inground pool, and tennis/pickleball courts-all just minutes from Madison's charming town center and sandy beaches. This meticulously maintained ranch style 2-bedroom unit has a lovely kitchen which opens to the living room/ dining room with inviting fireplace. Off the living room is a bright and sunny sunroom. All on one level living. The main level includes a comfortable primary suite with a private bath, a second bedroom, and a full hall bathroom. The finished lower-level impresses with a large flexible space-ideal for a media room, playroom, or home gym-plus a convenient half bath and walk-out access to a private outdoor area. Enjoy easy, maintenance-free living in one of Madison's most sought-after communities. Just move in and start enjoying the best of the shoreline lifestyle.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$6,000 / 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
$3,900 / mo
N/A Area Rental Home
Active
90 Boston Post Road Madison, CT 06443
3 Bed
2 Baths
2034 sqft
MLS# 24104350
AVAILABLE NOW! 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