
Connecticut offers a refined luxury market where $10 million can secure an exceptional home in some of the state’s most prestigious towns. In places like Warren, New Canaan, and Greenwich, properties blend timeless design with expansive grounds and high-end amenities.
Buyers can expect private estates with custom finishes, pool houses, guest quarters, and scenic surroundings. From country-style retreats to elegant suburban compounds, here’s what $10 million will get you in these coveted corners of Connecticut.
3. Greenwich, CT – $9,750,000

This 12,612-square-foot Colonial estate in Greenwich offers 5 bedrooms, 10 bathrooms, and a 4-car garage on 2.24 private acres in the sought-after Golden Triangle. Designed by Rick Moisan, the home is built for entertaining with multiple living spaces, terraces, a screened-in porch, and a pool, spa, pool house, and tennis court.
Interior highlights include a dramatic double-height library, chef’s kitchen, game room, theater, wine room, and a primary suite with a spa bath, sitting room, and walk-in closets. The property, which includes a 2023 cedar roof, is valued at $9,750,000.
Where is Greenwich?

Greenwich is located in the southwestern corner of the state, along the Long Island Sound and just over 30 miles from New York City. It is part of Fairfield County and is known for its affluent neighborhoods, upscale shopping, and coastal scenery. Greenwich offers a mix of suburban living and convenient access to Manhattan via Metro-North Railroad. The town features beaches, parks, historic homes, and a strong public school system, making it one of Connecticut’s most desirable places to live.
Living Room

The living room features black lacquered wood paneling, a double-height ceiling, and a balcony overlook. A fireplace anchors the space, with a modern chandelier suspended above. Floor-to-ceiling windows provide garden views and natural light.
Dining Area

The dining area connects to the kitchen with light tile floors and a wooden dining table that seats ten. Custom cabinetry in a soft blue tone extends to the ceiling with built-in storage. Large glass doors open to the outside.
Bedroom

The bedroom includes vaulted ceilings, a built-in window bench, and wide-plank dark floors. A chandelier hangs over the bed, and large windows overlook the lawn. There is a dedicated sitting area with two chairs and a table.
Bathroom

The bathroom has dual vanities, a soaking tub, and a large walk-in glass shower with multiple shower heads. Light tile floors and recessed lighting keep the space bright. A built-in bench sits beneath a window near the shower.
Pool

The backyard has a rectangular pool with a hot tub and a stone patio. A pool house sits to one side with lounge seating and potted plants. Multiple sun loungers and umbrellas are set up around the pool deck.
Source: Julie Church @ Houlihan Lawrence via Coldwell Banker Realty
3. New Canaan, CT – $9,500,000

This 13,349-square-foot estate in New Canaan features 8 bedrooms, 8 full bathrooms, 2 half baths, and a 4-car garage on over 4 acres in the Brushy Ridge area. The home blends classic architecture with modern luxury, showcasing soaring 11-foot ceilings, a grand foyer, and spacious living and dining areas.
The gourmet kitchen includes a large island, high-end appliances, a walk-in pantry, and a wet bar, while the primary suite offers two walk-in closets, a sitting room, and a spa-style bath. Valued at $9,500,000, the property is complete with landscaped gardens, a pool, a Har-Tru tennis court, and multiple outdoor seating areas.
Where is New Canaan?

New Canaan is a picturesque town located in Fairfield County, Connecticut, about 45 miles northeast of New York City. Known for its classic New England charm, it features tree-lined streets, historic homes, and a vibrant downtown filled with boutiques, restaurants, and cultural venues.
The town is part of Connecticut’s Gold Coast and is especially popular with commuters seeking a suburban lifestyle with easy access to Manhattan. With top-rated schools and a strong sense of community, New Canaan is one of the most desirable places to live in the state.
Entryway

The entryway includes a curved staircase with white risers and a wood handrail, and a detailed inlay hardwood floor. A chandelier hangs above the central hall. Rooms on both sides are visible with seating and chandeliers.
Living Room

The living room is finished in white with tall windows, light furnishings, and two chandeliers. A fireplace with a brass screen anchors the left wall. The space opens to a dining room with another chandelier.
Kitchen

The kitchen features a large island with seating, white cabinetry, and pendant lights. Hardwood floors run throughout the open layout. A separate dining area sits near floor-to-ceiling windows and doors.
Bedroom

The bedroom includes a fireplace, hardwood floors, and white-trimmed windows. A chandelier and light blue walls give the room contrast. The bed is centered between two windows with views of the trees.
Backyard

The backyard includes a tennis court, a rectangular pool, and a stone firepit seating area. Landscaping includes red and green foliage for added privacy. Lounge chairs and umbrellas are arranged along the pool patio.
Source: Michele Murray Sloan & Taylor Tait @ Houlihan Lawrence via Coldwell Banker Realty
1. Warren, CT – $10,500,000

This 6,844-square-foot estate includes 7 bedrooms and 7 bathrooms on over 96 acres of land across multiple parcels. Originally built in 1799 and once home to artist Cleve Gray and author Francine du Plessix, the main residence blends historic features—like beamed ceilings, wide-board floors, and eight fireplaces—with modern updates.
The property includes formal and informal living areas, a guest suite, and a screened porch leading to a heated gunite pool and patio. It is valued at $10,500,000 and includes two apartments, a three-bedroom guest house, a caretaker’s residence, and an artist studio in a repurposed barn.
Where is Warren?

Warren is a small town located in Litchfield County, in the northwestern part of Connecticut. It’s known for its rural setting, scenic landscapes, and close-knit community. The town borders Lake Waramaug, a popular destination for boating, swimming, and picnicking. With its quiet back roads, historic charm, and proximity to hiking trails and nature preserves, Warren offers a peaceful retreat from city life.
Living Room

This room has a stone fireplace, built-in shelving, and a mix of seating including leather armchairs and a slipcovered sofa. A small desk sits under a window at the far end, creating a work nook. The space features wood accents and neutral walls with soft lighting.
Dining Room

The dining room includes a wooden table with eight leather chairs and two pendant lights above. Paneling, a built-in alcove, and a fireplace line the walls. A door connects this room directly to the kitchen.
Kitchen

The kitchen includes white cabinetry, stainless steel appliances, and black countertops. A large central island and multiple prep tables offer extensive workspace. Windows line the walls, and the floor is tiled in a light stone.
Bedroom

This bedroom features exposed wood beams, wide plank flooring, and a fireplace. The walls are white with blue trim around the windows and fireplace. Seating includes lounge chairs and a round table near the bed.
Screened Porch

The screened-in porch has a stone floor and wood ceiling with lighting fixtures. A round metal table with four chairs sits in the center. Large screened windows and doors open to views of the surrounding yard.
Source: Timothy Drakeley @ Drakeley Real Estate, Inc. via Coldwell Banker Realty