Homes with Basements for Sale in Greenwich, CT

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ABOUT THIS HOME
Home with Basement for sale in Greenwich, CT:
A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the heart of Greenwich. Inside, gracious entertaining rooms, comfortable everyday living spaces and distinctive architectural details create a home with warmth, character and a sense of permanence rarely replicated today. A newly renovated kitchen brings a fresh, modern sensibility to the residence and s

$6,150,000

5 beds7 baths6,143 sq ft

21 Calhoun Dr, Greenwich, CT 06831

Oversized property • Mature landscaping • Exceptional privacy

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ABOUT THIS HOME
Home with Basement for sale in Greenwich, CT:
Exceptional custom-built residence in Greenwich's coveted Bailiwick Association, thoughtfully designed with the finest materials, craftsmanship and an effortless connection to the outdoors. Set on 1.4+ beautifully level acres, this 5,400+ SF transitional Colonial is filled with incredible natural light and offers seamless flow for everyday living and entertaining. A welcoming front porch opens to a dramatic double-height, front-to-back foyer. The elegant living and dining rooms feature beautiful millwork, soaring ceilings and walls of sliding glass doors opening to expansive decks and patios. At the heart of the home, a stunning chef's kitchen with double islands, Sub-Zero and Wolf applianc

$3,950,000

5 beds5 baths5,482 sq ft

7 Bailiwick Rd, Greenwich, CT 06831

Level acres • Double height foyer • Sliding glass doors

ABOUT THIS HOME
Home with Basement for sale in Greenwich, CT:
Idyllic south of the village location in coveted Shorelands Association offers deeded private beach and dock rights, perfect for kayaking/boating, and a sprawling five-bedroom Colonial. Set on a level . 26 acre just one house in from the water on a quiet yet convenient cul-de-sac providing very easy access to shopping, dining, trains and schools and a short distance to Tod's Point. Enjoy this house as is or renovate to create your dream coastal destination. Generous 2,762 sq. ft. floor plan features a large eat-in kitchen, dining room, den/office and family room with fireplace, access to a huge deck which spans the length of the house. Half bath, mudroom and attached two-car garage round ou

$3,600,000

5 beds4 baths2,762 sq ft

19 Old Club House Rd, Old Greenwich, CT 06870

Dock rights • Quiet cul-de-sac • Level acre

FLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in Greenwich, CT:
This impeccably designed country compound in the heart of the Stanwich Historic District is a treasure. The ambiance is captivating and is imbued with a high sense of style and chicness, blended with whimsy and fun. The architecturally significant 1848 home has been preserved with integrity and sits proudly on its west facing property surrounded by expansive lawns & manicured gardens. A generous front hall with 9'ceilings and wide plank floors, sets the tone upon entering. The gracious front-to-back living room, with fireplace and oversized windows, is filled with natural light with an adjoining library just beyond. A recent addition includes a sizeable family room just off the gourme

$5,650,000

5 beds5.5 baths4,190 sq ft

264 Taconic Rd, Greenwich, CT 06831

Wet bar • Converted barn • Manicured gardens

ABOUT THIS HOME
Home with Basement for sale in Greenwich, CT:
Welcome to this wonderful three-bedroom, two-bath home, ideally situated on a beautiful piece of property. Offering a comfortable layout, spacious living areas, and plenty of outdoor space, this home provides an inviting setting for entertaining and enjoying all the area has to offer. A great opportunity to own a charming home in a desirable location!

$999,000

4 beds2 baths1,568 sq ft

181 Hobart Ave, Greenwich, CT 06831

6,969 sq ft lot • Built 1958 • Listed 20 days

Property at 6 Lincoln Ave, Old Greenwich, CT 06870, 4 beds, 2 baths

$1,750,000

4 beds2 baths2,126 sq ft

6 Lincoln Ave, Old Greenwich, CT 06870

Property at 99 Porchuck Rd, Greenwich, CT 06831, 5 beds, 4 baths

$3,000,000

5 beds4 baths3,782 sq ft

99 Porchuck Rd, Greenwich, CT 06831

Property at 17 Thornhill Rd, Riverside, CT 06878, 4 beds, 3 baths

$1,649,000

4 beds3 baths1,990 sq ft

17 Thornhill Rd, Riverside, CT 06878

Property at 608 North St, Greenwich, CT 06830, 6 beds, 7.5 baths

$9,750,000

6 beds7.5 baths11,925 sq ft

608 North St, Greenwich, CT 06830

Property at 58 Halsey Dr, Old Greenwich, CT 06870, 5 beds, 6 baths

$4,674,000

5 beds6 baths5,497 sq ft

58 Halsey Dr, Old Greenwich, CT 06870

Property at 508 Round Hill Rd, Greenwich, CT 06831, 6 beds, 4.5 baths

$5,995,000

6 beds4.5 baths4,629 sq ft

508 Round Hill Rd, Greenwich, CT 06831

Property at 58 Shore Rd, Old Greenwich, CT 06870, 5 beds, 6 baths

$19,995,000

5 beds6 baths7,000 sq ft

58 Shore Rd, Old Greenwich, CT 06870

Property at 89 Indian Field Rd, Greenwich, CT 06830, 5 beds, 4.5 baths

$2,995,000

5 beds4.5 baths5,354 sq ft

89 Indian Field Rd, Greenwich, CT 06830

Property at 15 Shorelands Pl, Old Greenwich, CT 06870, 4 beds, 3.5 baths

$3,795,000

4 beds3.5 baths3,271 sq ft

15 Shorelands Pl, Old Greenwich, CT 06870

Property at 12 Hedgerow Ln, Greenwich, CT 06831, 5 beds, 6.5 baths

$6,950,000

5 beds6.5 baths6,849 sq ft

12 Hedgerow Ln, Greenwich, CT 06831

Property at 164 Round Hill Rd, Greenwich, CT 06831, 8 beds, 12.5 baths

$14,600,000

8 beds12.5 baths17,121 sq ft

164 Round Hill Rd, Greenwich, CT 06831

Property at 380 North St, Greenwich, CT 06830, 5 beds, 7 baths

$28,500,000

5 beds7 baths12,006 sq ft

380 North St, Greenwich, CT 06830

Property at 37 Mary Ln, Riverside, CT 06878, 5 beds, 3.5 baths

$2,999,000

5 beds3.5 baths3,176 sq ft

37 Mary Ln, Riverside, CT 06878

Property at 1 Deepwoods Ln, Old Greenwich, CT 06870, 5 beds, 4 baths

$3,895,000

5 beds4 baths4,488 sq ft

1 Deepwoods Ln, Old Greenwich, CT 06870

Berkshire Hathaway HS NE Prop.

Property at 20 Sound Beach Ave, Old Greenwich, CT 06870, 6 beds, 5.5 baths

$2,999,999

6 beds5.5 baths4,300 sq ft

20 Sound Beach Ave, Old Greenwich, CT 06870

Property at 16 Doubling Rd, Greenwich, CT 06830, 9 beds, 11 baths

$19,950,000

9 beds11 baths16,154 sq ft

16 Doubling Rd, Greenwich, CT 06830

Property at 580 Lake Ave, Greenwich, CT 06830, 6 beds, 7.5 baths

$5,745,000

6 beds7.5 baths6,878 sq ft

580 Lake Ave, Greenwich, CT 06830

Property at 7 Sundance Dr, Cos Cob, CT 06807, 4 beds, 4 baths

$2,499,000

4 beds4 baths2,226 sq ft

7 Sundance Dr, Cos Cob, CT 06807

Property at 8 Sheffield Way, Greenwich, CT 06831, 7 beds, 8.5 baths

$17,950,000

7 beds8.5 baths11,500 sq ft

8 Sheffield Way, Greenwich, CT 06831

Property at 340 Valley Rd #2, Cos Cob, CT 06807, 4 beds, 3.5 baths

$2,795,000

4 beds3.5 baths4,088 sq ft

340 Valley Rd #2, Cos Cob, CT 06807

Property at 8 Old Round Hill Ln, Greenwich, CT 06831, 7 beds, 11.5 baths

$16,850,000

7 beds11.5 baths15,757 sq ft

8 Old Round Hill Ln, Greenwich, CT 06831

Property at 16 Park Ave, Greenwich, CT 06830, 6 beds, 7.5 baths

$11,950,000

6 beds7.5 baths9,270 sq ft

16 Park Ave, Greenwich, CT 06830

Property at 34 Wescott St, Riverside, CT 06878, 4 beds, 4.5 baths

$3,195,000

4 beds4.5 baths4,550 sq ft

34 Wescott St, Riverside, CT 06878

Property at 41 Mohawk Ln, Greenwich, CT 06831, 6 beds, 8 baths

$9,995,000

6 beds8 baths7,838 sq ft

41 Mohawk Ln, Greenwich, CT 06831

Property at 9 Maple St, Cos Cob, CT 06807, 4 beds, 3.5 baths

$2,695,000

4 beds3.5 baths2,745 sq ft

9 Maple St, Cos Cob, CT 06807

Property at 14 Highview Ave, Old Greenwich, CT 06870, 4 beds, 2.5 baths

$3,495,000

4 beds2.5 baths3,670 sq ft

14 Highview Ave, Old Greenwich, CT 06870

Property at 2 Choctaw Ln, Greenwich, CT 06831, 4 beds, 4 baths

$2,995,000

4 beds4 baths5,262 sq ft

2 Choctaw Ln, Greenwich, CT 06831

Property at 2 Element Ln, Greenwich, CT 06831, 6 beds, 7.5 baths

$8,999,000

6 beds7.5 baths12,781 sq ft

2 Element Ln, Greenwich, CT 06831

Property at 7 Calhoun Dr, Greenwich, CT 06831, 6 beds, 8.5 baths

$8,495,000

6 beds8.5 baths8,704 sq ft

7 Calhoun Dr, Greenwich, CT 06831

Property at 133 Doubling Rd, Greenwich, CT 06830, 7 beds, 8 baths

$14,375,000

7 beds8 baths10,496 sq ft

133 Doubling Rd, Greenwich, CT 06830

Property at 74 Glenville Rd, Greenwich, CT 06831, 5 beds, 5.5 baths

$4,390,000

5 beds5.5 baths4,937 sq ft

74 Glenville Rd, Greenwich, CT 06831

Property at 165 Shore Rd Unit D, Old Greenwich, CT 06870, 3 beds, 3.5 baths

$2,600,000

3 beds3.5 baths1,784 sq ft

165 Shore Rd Unit D, Old Greenwich, CT 06870

Property at 115 Lower Cross Rd, Greenwich, CT 06831, 7 beds, 11.5 baths

$7,750,000

7 beds11.5 baths8,456 sq ft

115 Lower Cross Rd, Greenwich, CT 06831

Property at 25 Woodland Dr Unit B, Greenwich, CT 06830, 3 beds, 3.5 baths

$2,900,000

3 beds3.5 baths2,526 sq ft

25 Woodland Dr Unit B, Greenwich, CT 06830

Property at 32 Josephine Evaristo Ave, Greenwich, CT 06830, 4 beds, 2 baths

$995,000

4 beds2 baths— sq ft

32 Josephine Evaristo Ave, Greenwich, CT 06830

Mike Parelli Real Estate LLC

Property at 8 Greenwich Hills Dr #8, Greenwich, CT 06831, 2 beds, 2.5 baths

$1,150,000

2 beds2.5 baths1,750 sq ft

8 Greenwich Hills Dr #8, Greenwich, CT 06831

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Based on information submitted to the MLS GRID as of Wed Oct 07 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Basements for Sale in Greenwich

There are currently 136 homes with basements for sale in Greenwich at a median listing price of $3M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Greenwich stay on the market for 50 days and receive 14 offers. Popular neighborhoods include North Stamford, Eastern Greenwich, Purchase, North Old Greenwhich, and West Harrison. This map is refreshed with the newest listings in Greenwich every 15 minutes.

In the past month, 56 homes have been sold in Greenwich. In addition to houses in Greenwich, there were also 64 condos, 0 townhouses, and 17 multi-family units for sale in Greenwich last month. Find your dream home in Greenwich using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Greenwich are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Greenwich. Our Greenwich real estate stats and trends will give you more information about home buying and selling trends in Greenwich. If you're looking to sell your home in the Greenwich area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Greenwich with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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