Recently Viewed Properties
See This Home
Save This Listing
Close

$1,595,000

  • Sold
  • Closed
  • Single Family
  • 7 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 4,258 Sq. Ft.
  • 2 Car Garage
See This Home
Save This Home
See This Home
Save This Home
Don't miss this rare opportunity to own a spacious and versatile seven bedroom, five and a half bath colonial in sought-after Cos Cob! Set on a generous half-acre lot, this home offers 4,258+/- square feet of flexible living space-ideal for multi-generational living arrangement-with a private entrance for added comfort and independence. The main level features a welcoming living room, bright eat-in kitchen with sliders to an oversized deck with built-in benches-ideal for outdoor entertaining-and a spacious bonus room great for a home office, playroom, guest suite, or gym. The finished walk-out lower level includes a cozy family room with a fireplace that opens to a patio and expansive yard. Located close to schools, parks, and the train, this home offers space and flexibility.

Full Property Details for 29 Maplewood Dr

General

  • Sold For: $1,595,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24076933
  • Added to Site: 229 day(s) ago

Interior

  • Number of Rooms: 14
  • Interior Features: Auto Garage Door Opener
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 7
  • Primary Suite: Walk-In Closet, Hardwood Floor, Upper
  • Bedroom 1: Bedroom, Lower
  • Bedroom 2: Bedroom, Main
  • Bedroom 3: Bedroom - Hardwood Floor, Upper
  • Bedroom 4: Bedroom - Hardwood Floor, Upper
  • Bedroom 5: Bedroom, Upper
  • Bedroom 6: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Balcony/Deck, Sliders, Main
  • Dining Room: Dining Room, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Wet Bar, Fireplace, Patio/Terrace, Lower
  • Rec Room: Wet Bar, Fireplace, Patio/Terrace, Lower
  • Laundry: Lower Level

Exterior

  • Exterior Features: Shed, Deck, Patio
  • Color: Blue Gray

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Cos Cob
  • Driving Directions: 29 Maplewood Drive, Cos Cob, Ct - off Orchard Street, near Loughlin Park

School Information

  • Elementary School: Cos Cob
  • Middle School: Central
  • High School: Greenwich

Community

  • Community Name: Cos Cob

Heating & Cooling

  • Cooling Type: Window Unit
  • Heating Type: Hot Water, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, Tank Size Unknown

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Shingle
  • Basement Desc.: Full
  • Roof: Asphalt Shingle
  • Square Feet: 4,258
  • Above Ground: 4,258 Sq. Ft.
  • Year Built: 1960

Lot Features

  • Lot Size (Acres): 0.5
  • Zoning: R-7
  • Lot Description: On Cul-De-Sac

Financial Considerations

  • Assessment Amount: $1,043,980
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1851121

Meet the listing agent

Meet the listing agent
— 29 Maplewood Dr —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 29 Maplewood Dr

School District:Greenwich School District
NameGradesDistance
Cos Cob School
300 East Putnam Ave., Greenwich, CT 06807
K-50.4 mi
Central Middle School
9 Indian Rock Lane, Greenwich, CT 06830
6-81.1 mi
Greenwich High School
10 Hillside Road, Greenwich, CT 06830
9-120.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 29 Maplewood Dr

Date
Details
Price
Change
Source
8/05/2025
Sold
$1,595,000
-8.86%
MLS
6/12/2025
Price Reduced
$1,750,000
-10.26%
MLS
6/05/2025
Listed
$1,950,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Similar Properties near 29 Maplewood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

12 Old Mill Ln, Stamford, CT 06902 - Photo 1
$1,700,000

12 Old Mill Ln  Stamford, CT 06902

  • Single Family
  • Active
  • 6
    Beds
  • 5
    Total Baths
  • 7,600
    Sq. Ft.
Listed by Smart Realty
1 Caroline Pl, Greenwich, CT 06831 - Photo 1 Just Listed
$1,695,000

1 Caroline Pl  Greenwich, CT 06831

  • Single Family
  • Active
  • Updated 2 hours ago
  • 5
    Beds
  • 4
    Total Baths
  • 3,149
    Sq. Ft.
Listed by Sotheby's International Realty
12 Walnut Ridge Ct, Stamford, CT 06905 - Photo 1
$1,495,000

12 Walnut Ridge Ct  Stamford, CT 06905

  • Single Family
  • Active
  • 5
    Beds
  • 4
    Total Baths
  • 3,119
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
18 Griffith Rd, Greenwich, CT 06878 - Photo 1 Just Listed
$1,420,000

18 Griffith Rd  Greenwich, CT 06878

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,986
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.

Just Listed near 29 Maplewood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

213 W Broad St, Stamford, CT 06902 - Photo 1 Just Listed
$899,000

213 W Broad St  Stamford, CT 06902

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,494
    Sq. Ft.
Listed by William Raveis Real Estate
100 Maple Tree Ave, Stamford, CT 06906 - Photo 1 Just Listed
$599,999

100 Maple Tree Ave  #APT 7  Stamford, CT 06906

  • Townhouse
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,511
    Sq. Ft.
Listed by Houlihan Lawrence
140 Summer St, Stamford, CT 06840 - Photo 1 Just Listed
$195,000

140 Summer St  #1D  Stamford, CT 06840

  • Condo
  • Active
  • Updated 4 days ago
  • 1
    Total Bath
  • 368
    Sq. Ft.
Listed by Keller Williams Prestige Prop.
117 Blackwood Ln, Stamford, CT 06903 - Photo 1 Just Listed
$1,450,000

117 Blackwood Ln  Stamford, CT 06903

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,122
    Sq. Ft.
Listed by Houlihan Lawrence

Price Reduced near 29 Maplewood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

33 Halsey Dr, Old Greenwich, CT 06870 - Photo 1 Price Reduced
-$30,000 (-2.01%)
$1,465,000

33 Halsey Dr  Old Greenwich, CT 06870

  • Lots/Land
  • Active
  • Updated 22 hours ago
  • 0.17
    Acres
Listed by William Raveis Real Estate
33 Halsey Dr, Old Greenwich, CT 06870 - Photo 1 Price Reduced
-$30,000 (-2.01%)
$1,465,000

33 Halsey Dr  Old Greenwich, CT 06870

  • Single Family
  • Active
  • Updated 22 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,655
    Sq. Ft.
Listed by William Raveis Real Estate
20 Norman Rd, Stamford, CT 06906 - Photo 1 Price Reduced
-$25,000 (-2.63%)
$925,000

20 Norman Rd  Stamford, CT 06906

  • Single Family
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 2,932
    Sq. Ft.
Listed by William Raveis Real Estate
104 Strawberry Hill Ave, Stamford, CT 06902 - Photo 1 Price Reduced
-$10,000 (-4.17%)
$230,000

104 Strawberry Hill Ave  #2  Stamford, CT 06902

  • Co-op
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 900
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l

Recent Sales near 29 Maplewood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

15 Ridge Rd, Greenwich, CT 06807 - Photo 1 Sold
$1,420,000

15 Ridge Rd  Greenwich, CT 06807

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 2,073
    Sq. Ft.
Listed by Houlihan Lawrence
Sold by Sotheby's International Realty
68 Valleywood Rd, Greenwich, CT 06807 - Photo 1 Sold
$1,610,000

68 Valleywood Rd  Greenwich, CT 06807

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,096
    Sq. Ft.
Listed by Sotheby's International Realty
Sold by Sotheby's International Realty
74 Valleywood Rd, Greenwich, CT 06807 - Photo 1 Sold
$1,775,000

74 Valleywood Rd  Greenwich, CT 06807

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,198
    Sq. Ft.
Listed by Houlihan Lawrence
Sold by Compass Connecticut, LLC
44 Valley Rd, Greenwich, CT 06807 - Photo 1 Sold
$1,580,000

44 Valley Rd  #A  Greenwich, CT 06807

  • Townhouse
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 2,632
    Sq. Ft.
Listed by Compass Connecticut, LLC
Sold by Houlihan Lawrence

29 Maplewood Drive, Greenwich, CT 06807 (MLS# 24076933) is a Single Family property that was sold at $1,595,000 on August 05, 2025. This property was listed by Angela Alfano from our Greenwich Office.Want to learn more about 29 Maplewood Drive? Do you have questions about finding other Single Family real estate for sale in Cos Cob? You can browse all Cos Cob real estate or contact a Coldwell Banker agent to request more information.