8 Cypress Rd Wellesley — Photo 1 of 25
$1,799,000
Investment Analysis — 8 Cypress Rd
Wellesley, MA 02481 — Wellesley Hills
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 4-bedroom in 02481 carries an estimated $5,340/mo in gross rent — about a 2.01% cap rate and $36,231/yr in estimated NOI at the $1,799,000 list price. Adjust every assumption in the calculator below.
Beds
4
Baths
3.5
SqFt
2,714
Style
Single Family
Built
1895
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.
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,714 sq ft principal dwelling). Lot size: 7,604 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
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Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Oven • Dishwasher • Disposal • Microwave • Range • Refrigerator • Washer • Dryer • Vacuum System
Neighborhood
Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Highway Access
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First12 x 19
Flooring - Hardwood, Pocket Door
Dining Room
Lvl First13 x 17
Flooring - Hardwood
Kitchen
Lvl First16 x 23
Skylight, Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access
Family Room
Lvl First11 x 15
Flooring - Hardwood, Pocket Door
Master Bedroom
Lvl Second20 x 13
Bathroom - Full, Closet - Linen, Walk-In Closet(s), Flooring - Hardwood
Bedroom 2
Lvl Second11 x 14
Bedroom 3
Lvl Second12 x 15
Flooring - Hardwood
Bedroom 4
Lvl Third20 x 18
Flooring - Hardwood
Bathroom 1
Lvl FirstBathroom - Half, Flooring - Stone/Ceramic Tile
Bathroom 2
Lvl SecondBathroom - Full, Flooring - Stone/Ceramic Tile
Bathroom 3
Lvl SecondBathroom - Full, Flooring - Stone/Ceramic Tile
Listing Agent: Osnat Levy
Listing Office: eXp Realty LLC - Corporate Office
MLS® Number: 73574530
