Greenwich High School, CT homes for sale & real estate

141 of 141 homes

Sort:

Recommended

View:

Photos

NEW 19 HRS AGO

2 Random Rd, Greenwich, CT 06880
2 Random Rd, Greenwich, CT 06880
2 Random Rd, Greenwich, CT 06880
ABOUT THIS HOME
Greenwich High School, CT Homes for Sale
Welcome to this exceptional and completely renovated 5-bedroom, 5.5-bathroom masterpiece, perfectly embodying the ultimate beach lifestyle. This 5,300 sqft home is situated in the coveted Village of Old Greenwich and less than a mile from the beach, train, shops and top-rated schools. Enjoy the perfect serene escape just 45 minutes from NYC. Sun-drenched interior featuring 5-inch white oak floors, oversized windows, and soaring 10-foot ceilings. The formal dining room, fabulous eat-in kitchen, formal living room with a graceful marble-surround fireplace, and an office/den with a coffered ceiling create the perfect settings for memorable gatherings. The chef's kitchen is a true highlight, fe

$4,895,000

5 beds5.5 baths5,300 sq ft

2 Random Rd, Greenwich, CT 06880

7,840 sq ft lot • Car-dependent

NEW 20 HRS AGO

$7,695,000

6 beds7 baths8,068 sq ft

2 Winding Ln, Greenwich, CT 06831

2.02 acre lot • 2 garage spots • Pool

NEW 22 HRS AGO

$5,500,000

3 beds6 baths4,872 sq ft

56 Milbank Ave #1, Greenwich, CT 06830

2 garage spots • Walker's paradise

COMING SOON

$805,000

2 beds2 baths1,250 sq ft

50 Lafayette Pl Unit 4E, Greenwich, CT 06830

Garage • Very walkable

COMING SOON

$2,995,000

4 beds3.5 baths3,404 sq ft

1 Saint Claire Ave, Old Greenwich, CT 06870

0.28 acre lot • $33 HOA • Car-dependent

Property at 360 Stanwich Rd, Greenwich, CT 06830, 6 beds, 5.5 baths

$3,895,000

6 beds5.5 baths6,342 sq ft

360 Stanwich Rd, Greenwich, CT 06830

Property at 35 Indian Field Rd, Greenwich, CT 06830, 4 beds, 3 baths

$2,095,000

4 beds3 baths2,906 sq ft

35 Indian Field Rd, Greenwich, CT 06830

Property at 12 Osee Pl, Greenwich, CT 06807, 3 beds, 2.5 baths

$1,895,000

3 beds2.5 baths2,384 sq ft

12 Osee Pl, Greenwich, CT 06807

Property at 6 Windrose Way, Greenwich, CT 06830, 6 beds, 7.5 baths

$16,990,000

6 beds7.5 baths8,111 sq ft

6 Windrose Way, Greenwich, CT 06830

Property at 188 Stanwich Rd, Greenwich, CT 06830, 6 beds, 5 baths

$4,400,000

6 beds5 baths4,812 sq ft

188 Stanwich Rd, Greenwich, CT 06830

Property at 9 Oak Ln, Old Greenwich, CT 06870, 3 beds, 2 baths

$3,495,000

3 beds2 baths1,891 sq ft

9 Oak Ln, Old Greenwich, CT 06870

Property at 55 Richmond Dr, Old Greenwich, CT 06870, 3 beds, 2.5 baths

$1,490,000

3 beds2.5 baths2,012 sq ft

55 Richmond Dr, Old Greenwich, CT 06870

Property at 226 Pemberwick Rd, Greenwich, CT 06831, 3 beds, 2.5 baths

$1,720,000

3 beds2.5 baths2,473 sq ft

226 Pemberwick Rd, Greenwich, CT 06831

Property at 102 Valley Rd #23, Cos Cob, CT 06807, 2 beds, 1.5 baths

$639,000

2 beds1.5 baths1,000 sq ft

102 Valley Rd #23, Cos Cob, CT 06807

Property at 182 Taconic Rd, Greenwich, CT 06831, 6 beds, 7 baths

$6,850,000

6 beds7 baths7,921 sq ft

182 Taconic Rd, Greenwich, CT 06831

William Raveis Real Estate

Property at 64 Orchard St, Greenwich, CT 06807, 5 beds, 3.5 baths

$1,849,000

5 beds3.5 baths3,254 sq ft

64 Orchard St, Greenwich, CT 06807

Property at 7 Deer Ln, Greenwich, CT 06830, 5 beds, 6.5 baths

$6,200,000

5 beds6.5 baths5,461 sq ft

7 Deer Ln, Greenwich, CT 06830

Property at 1 Ivanhoe Ln, Greenwich, CT 06830, 5 beds, 4.5 baths

$4,500,000

5 beds4.5 baths4,806 sq ft

1 Ivanhoe Ln, Greenwich, CT 06830

Property at 45 Nicholas Ave, Greenwich, CT 06831, 2 beds, 1.5 baths

$899,000

2 beds1.5 baths1,176 sq ft

45 Nicholas Ave, Greenwich, CT 06831

Property at 15 River Rd #201, Greenwich, CT 06807, 2 beds, 2 baths

$799,000

2 beds2 baths1,205 sq ft

15 River Rd #201, Greenwich, CT 06807

Property at 20 Church St Unit A37, Greenwich, CT 06830, 1 bed, 1 bath

$545,000

1 bed1 bath493 sq ft

20 Church St Unit A37, Greenwich, CT 06830

Property at 14 S End Ct, Greenwich, CT 06870, 5 beds, 5.5 baths

$4,325,000

5 beds5.5 baths5,602 sq ft

14 S End Ct, Greenwich, CT 06870

Property at 680 Steamboat Rd #8, Greenwich, CT 06830, 4 beds, 3.5 baths

$4,850,000

4 beds3.5 baths3,000 sq ft

680 Steamboat Rd #8, Greenwich, CT 06830

Property at 457 Field Point Rd, Greenwich, CT 06830, 8 beds, 11.5 baths

$19,999,000

8 beds11.5 baths20,020 sq ft

457 Field Point Rd, Greenwich, CT 06830

Property at 95 Indian Head Rd, Riverside, CT 06878, 6 beds, 5.5 baths

$5,195,000

6 beds5.5 baths5,417 sq ft

95 Indian Head Rd, Riverside, CT 06878

Property at Undisclosed address, Greenwich, CT 06831, 6 beds, 8.5 baths

$5,900,000

6 beds8.5 baths7,438 sq ft

Undisclosed address, Greenwich, CT 06831

Property at 1 Home Pl Unit A / B, Greenwich, CT 06830, 4 beds, 4.5 baths

$6,590,000

4 beds4.5 baths5,372 sq ft

1 Home Pl Unit A / B, Greenwich, CT 06830

Property at 8 Lindsay Dr, Greenwich, CT 06830, 6 beds, 9 baths

$7,150,000

6 beds9 baths10,687 sq ft

8 Lindsay Dr, Greenwich, CT 06830

Property at 404 W Lyon Farm Dr #404, Greenwich, CT 06831, 3 beds, 2.5 baths

$1,795,000

3 beds2.5 baths4,033 sq ft

404 W Lyon Farm Dr #404, Greenwich, CT 06831

Property at 9 Mountain Wood Dr, Greenwich, CT 06830, 7 beds, 9 baths

$12,995,000

7 beds9 baths11,555 sq ft

9 Mountain Wood Dr, Greenwich, CT 06830

Property at 8 Tinker Ln, Greenwich, CT 06830, 6 beds, 6.5 baths

$3,250,000

6 beds6.5 baths6,635 sq ft

8 Tinker Ln, Greenwich, CT 06830

Property at 39 Center Dr, Old Greenwich, CT 06870, 4 beds, 4 baths

$1,899,000

4 beds4 baths2,782 sq ft

39 Center Dr, Old Greenwich, CT 06870

Property at 147 Holly Hil Ln #2, Greenwich, CT 06830, 2 beds, 2.5 baths

$1,095,000

2 beds2.5 baths1,811 sq ft

147 Holly Hil Ln #2, Greenwich, CT 06830

Property at 58 Quaker Ln, Greenwich, CT 06831, 5 beds, 6 baths

$19,500,000

5 beds6 baths— sq ft

58 Quaker Ln, Greenwich, CT 06831

Property at 30 Milbank Ave, Greenwich, CT 06830, 4 beds, 2.5 baths

$4,595,000

4 beds2.5 baths3,650 sq ft

30 Milbank Ave, Greenwich, CT 06830

Property at 8 Cherry Blossom Lane Ln, Greenwich, CT 06831, 4 beds, 4.5 baths

$4,900,000

4 beds4.5 baths5,203 sq ft

8 Cherry Blossom Lane Ln, Greenwich, CT 06831

Property at 37 Maplewood Dr, Greenwich, CT 06807, 4 beds, 4 baths

$1,599,000

4 beds4 baths3,232 sq ft

37 Maplewood Dr, Greenwich, CT 06807

Property at 154 Henry St, Greenwich, CT 06830, 3 beds, 2 baths

$899,000

3 beds2 baths922 sq ft

154 Henry St, Greenwich, CT 06830

Mike Parelli Real Estate LLC

Property at 44 N Porchuck Rd, Greenwich, CT 06831, 6 beds, 7 baths

$5,895,000

6 beds7 baths5,634 sq ft

44 N Porchuck Rd, Greenwich, CT 06831

Property at 1 Home Pl Unit B, Greenwich, CT 06830, 4 beds, 4.5 baths

$3,295,000

4 beds4.5 baths5,333 sq ft

1 Home Pl Unit B, Greenwich, CT 06830

Viewing page 1 of 4 (Download All)

Based on information submitted to the MLS GRID as of Sat Mar 15 2025. 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.

More to explore in Greenwich High School, CT

Featured
Price
Bedroom

How to buy a house in Greenwich High School, CT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Connecticut

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Become a Lender Partner

Subsidiaries

Rent.

ApartmentGuide

Bay Equity Home Loans

Title Forward

Countries

United States

Canada

Updated January 2023: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, TITLE FORWARD, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.