Dimensions20 x 18
FeaturesFlooring - Hardwood
LevelThird
8 Cypress Rd, Wellesley MA 02481
Wellesley, MA 02481 • Wellesley Hills
$1,799,000
Est. $10,336/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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About this home
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.
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Sep 9, 2026
$1,799,000
Original listing
Agent: Osnat Levy
Office: eXp Realty LLC - Corporate Office
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/09/2026 | 🏠 Listed for Sale | $1,799,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $12,470 | $1,213,000 |
Financial Details
Annual Property Tax
$12,470
Tax Year 2025
Assessed Value
$1,213,000
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1895
Living Area
2,714 sq ft
Lot Size
0.17 acres
Bedrooms
4
Full Baths
3
Half Baths
1
Total Rooms
9
Interior
Heating
Forced Air, Natural Gas
Cooling
Central Air
Flooring
Wood, Flooring - Stone/ceramic Tile, Flooring - Hardwood
Appliances
Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Vacuum System
Fireplace
Living Room
Fireplaces
1
Basement
Full
Laundry
In Basement, Gas Dryer Hookup
Features
Bathroom - Full, Bathroom, Bonus Room, Central Vacuum
Exterior
Construction
None
Architecture
Colonial, Victorian
Roof
Shingle
Features
Porch, Patio
Pool
None
Spa
None
Fencing
None
Patio/Porch
Porch, Patio
Parking
Garage Spaces
2
Has Garage
Yes
Features
Detached, Paved Drive, Off Street
Total Spaces
4
Utilities
Electric
200+ Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range, For Gas Dryer
Financial
Annual Tax
$12,470
Assessed Value
$1,213,000
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Skylight Motor On The 2nd Floor Is Not Working, Basement Can Be Slightly Damp After Heavy Rain, Garage Has A Mechanic Pit. Ac System Has Exceeded Its Expected Useful Life.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Beige
Sq Ft Source
Measured
Documents
None
County
Norfolk
Total market time (incl. prior listings)
4 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1895
Bedrooms
4
Full Bathrooms
3
Half Bathrooms
1
Living Area
2,714 sq ft
Total Rooms
9
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,714 sq ft above grade
Dimensions11 x 14
FeaturesFlooring - Hardwood
LevelSecond
Dimensions12 x 15
FeaturesFlooring - Hardwood
LevelSecond
FeaturesBathroom - Full, Flooring - Stone/Ceramic Tile
LevelSecond
FeaturesBathroom - Full, Flooring - Stone/Ceramic Tile
LevelSecond
Dimensions20 x 13
FeaturesBathroom - Full, Closet - Linen, Walk-In Closet(s), Flooring - Hardwood
LevelSecond
Dimensions16 x 23
FeaturesSkylight, Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access
LevelFirst
FeaturesBathroom - Half, Flooring - Stone/Ceramic Tile
LevelFirst
Dimensions13 x 17
FeaturesFlooring - Hardwood
LevelFirst
Dimensions11 x 15
FeaturesFlooring - Hardwood, Pocket Door
LevelFirst
Dimensions12 x 19
FeaturesFlooring - Hardwood, Pocket Door
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPorch, Patio
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Appliances:
Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Vacuum System
Interior Features:
Bathroom - Full, Bathroom, Bonus Room, Central Vacuum
Windows:
Basement:
Full
Laundry:
In Basement, Gas Dryer Hookup
Security:
Construction & Materials
Style:
Colonial, Victorian
Year Built:
1895
Structure Type:
Exterior Materials:
Roof:
Shingle
Foundation:
Stone
Heating, Cooling & Utilities
Heating:
Forced Air, Natural Gas
Heating Zones:
1
Cooling:
Central Air
Cooling Zones:
1
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Porch, Patio
Patio & Porch:
Porch, Patio
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Garage Spaces:
2
Total Parking Spaces:
4
Parking Features:
Detached, Paved Drive, Off Street
Special Features
Fireplaces:
1
Fireplace Type:
Living Room
Community Amenities:
Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, T-Station
Nearby Schools
School District
Wellesley School District local
A+
Where Graduates Go
Class of 2021
81%
attend college
78%
4-Year
3%
2-Year
56%
Out of State
2%
Working
School Safety
2024-25
0.3%
Low
0.3%
Suspensions
0.5%
In-School
5.2% below state avg
Elementary Schools
10 schools
St. John the Evangelist School
1.2 mi
Grades PK-06
Star Academy Boston (Wellesley Campus)
1.3 mi
Grades PK-12
Tenacre Country Day School
1.9 mi
Grades PK-06
A
Sprague Elementary School
1.1 mi
|
#163 of 825
|
Score: 56.5
Dropped 127 spots from last year
-1.8 below state avg
276 students
Diverse
Strong Attendance
Grades K-05
A
Katharine Lee Bates School
1.3 mi
|
#125 of 825
|
Score: 57.9
Dropped 120 spots from last year
-0.3 below state avg
272 students
Moderate
Strong Attendance
Grades K-05
A
Hunnewell School
1.5 mi
|
#157 of 825
|
Score: 56.7
Dropped 68 spots from last year
-1.5 below state avg
307 students
Diverse
Strong Attendance
Grades K-05
A
Schofield School
1.5 mi
|
#138 of 825
|
Score: 57.3
Dropped 74 spots from last year
-0.9 below state avg
274 students
Diverse
Strong Attendance
Grades K-05
A+
John D Hardy School
1.6 mi
|
#43 of 825
|
Score: 62.8
Dropped 15 spots from last year
+4.6 above state avg
310 students
Diverse
Diverse Student Body
Strong Attendance
Grades K-05
Preschool at Wellesley Schools
1.7 mi
79 students
Diverse
Diverse Student Body
Grades PK
A+
Joseph E Fiske School
1.8 mi
|
#39 of 825
|
Score: 63.1
Improved 21 spots from last year
+4.9 above state avg
263 students
Diverse
Rising School
Diverse Student Body
Strong Attendance
Grades K-05
Middle Schools
1 school
A+
Wellesley Middle School
0.9 mi
|
#7 of 352
|
Score: 64.3
Same rank as last year
+6.1 above state avg
910 students
Diverse
Strong Attendance
Grades 06-08
High Schools
3 schools
Dana Hall School
1.8 mi
Grades 06-12
A+
Wellesley Sr High School
1.0 mi
|
#27 of 346
|
Score: 71.5
Improved 64 spots from last year
+13.3 above state avg
1,231 students
Diverse
20 sports
• 2,762 athletes
Strong AP Program
High Graduation Rate
Rising School
Strong Athletics
Grades 09-12
North American Hockey Academy
2.0 mi
Grades 09-12
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$1,039
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
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Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
Wellesley Hills
8 Cypress Rd, Wellesley MA 02481
Wellesley, MA 02481
Listing Information
Listing Agent
Osnat Levy
Listing Office
eXp Realty LLC - Corporate Office
Office Phone
888-854-7493
Agent MLS ID
M8001232
Office MLS ID
AC0342
Listing Data Updated
Sep 13, 2026 4:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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