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8 Cypress RdWellesley, MA 02481

For Sale

$1,799,000

Smart Buyer Rebate $8,995

Perched atop Wellesley's prestigious Cliff Estates, this beautifully renovated Victorian blends timeless architectural charm with modern comfort. Offering 4 bedrooms and 3.5 baths, the home has been thoughtfully updated while preserving its original character and period details. The sun-filled kitchen features a breakfast nook overlooking the landscaped backyard, while elegant living, dining, and music rooms provide ideal spaces for everyday living and entertaining. The second floor includes three spacious bedrooms, including a serene primary suite. The third level offers an additional bedroom, full bath, and a flexible bonus room perfect for a family room, home office, gym, or playroom. Enjoy a private patio, oversized detached two-car garage, and a picturesque setting in one of Wellesley's most sought-after area. A rare opportunity to own a home where historic elegance meets modern living.

Last updated September 13, 2026

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Source: MLSPin #73574530

Listing Facts

  • TypeSingle-family
  • NeighborhoodCliff Estates
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu6
  • Taxes$12,470/year
  • Size2,714 sqft
  • Price per sqft$663

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

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Listing History

09/09/2026
Listed by
$1,799,000
  1. 09/09/2026$1,799,000
    Listed by

Property Details for 8 Cypress Rd

Association

Amenities

  • Community Features: Park

Exterior

Construction

  • Roof: Shingle
  • Year Built: 1895
  • Year Built Details: Actual
  • Architectural Style: Colonial, Victorian

Features

  • Patio And Porch Features: Porch, Patio

Measurements

  • Building Area Total: 2,714
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.17
  • Lot Size Area: 0
  • Lot Size Square Feet: 7,604
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:084 R:030 S:,259791
  • Tax Annual Amount: $12,470.00
  • Tax Assessed Value: $1,213,000.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Wood
  • Interior Features: Central Vacuum, Walk-In Closet(s)

Measurements

  • Living Area: 2,714

Rooms

  • Basement: Full
  • Has Basement: Yes
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 9

Parking

Parking

  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 2
  • Open Parking: Yes
  • Parking Features: Paved, Detached, Off Street
  • Parking Total: 4

Schools

Elementary School

  • Elementary School: Sprague

High School

  • High School: Whs

Middle or Junior School

  • Middle Or Junior School: Wmd

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Electric: 200+ Amp Service
  • Heating: Natural Gas, Forced Air
  • Has Heating: Yes
  • Laundry Features: In Basement, Gas Dryer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 8 Cypress Rd.

What schools are nearby to 8 Cypress Rd?

Nearby schools include the Sprague Elementary School, Wmd Middle School, and Whs High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 8 Cypress Rd.

What are the annual taxes for 8 Cypress Rd?

Annual taxes for this single-family home are estimated at $12,470.

How does 8 Cypress Rd compare to other single-family homes in Cliff Estates?

This single-family home is listed 48% below the average price for single-family homes in Cliff Estates and has been on the market for 174 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,714 sqft.

8 Cypress Rd is a 4-bedroom, 4-bath single-family home for sale in Wellesley MA 02481. Available on Prevu for 6 days at $1,799,000. This home features 2,714 square feet of living space, located in Cliff Estates. The median listing price for single-family homes in this area is $3,099,000. Nearby schools include Sprague Elementary School, Wmd Middle School, and Whs High School. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. Explore more single-family home listings in Norfolk County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.