4 beds5,889 sqft$535/sqft
34 Rocky Rdg Rd, Dedham, MA 02026
Est: $16,440/moGet pre-approved

Description

Extraordinary, one-of-a-kind private estate commanding a majestic hilltop position on 9.5 sprawling acres of broad lawns, mature woods, and breathtaking western sunsets. Serving as the anchor of Rocky Ridge Lane—an exclusive new four-lot private enclave situated near the prestigious Dedham Country & Polo Club—this rare property seamlessly blends tranquil privacy with ultimate geographic convenience. Built in 2000, the architect-designed main house exudes the classic elegance and sophistication of...Extraordinary, one-of-a-kind private estate commanding a majestic hilltop position on 9.5 sprawling acres of broad lawns, mature woods, and breathtaking western sunsets. Serving as the anchor of Rocky Ridge Lane—an exclusive new four-lot private enclave situated near the prestigious Dedham Country & Polo Club—this rare property seamlessly blends tranquil privacy with ultimate geographic convenience. Built in 2000, the architect-designed main house exudes the classic elegance and sophistication of a European country house. Principal rooms boast high ceilings, impeccable attention to detail, and an abundance of natural light streaming through a series of French doors that open to a stunning west-facing stone and brick terrace. The generous spaces are perfectly tailored for both grand and casual entertaining, having recently been beautifully renovated and reconfigured to yield additional informal living spaces. Newly renovated kitchen with island bar and sitting area opens onto dining area and family room with bar. Main-level living is made effortless by a luxurious first-floor primary suite, which captures serene views of the outdoor fountain and the property’s defining historic feature. Steeped in history, the property which once was the Capen Farm, then the site of the clubhouse of Dedham Country Club, includes the "Castle," a spectacular c.1930 stone and slate 1,400-square-foot fairy-tale outbuilding. Designed by renowned architect Henry Richardson Shepley, it features a striking crenelated tower and was originally built to house and protect its owner’s important collection of books and manuscripts. The magnificent library’s original casework and paneling have recently been painstakingly restored to their former beauty and luster. Featuring its own kitchenette and 3/4 bath, this one-of-a-kind sanctuary, complete with hidden doors, spiral staircase, and lofted garret room offers endless potential to be reimagined as the ultimate home professional office, artist or writer's studio, wunderkammer, music room, collector's display, masculine retreat, or ADU. While offering a peaceful and secluded country-like sanctuary, this exceptional home enjoys unparalleled proximity to Dedham, Westwood, and Needham town centers. It provides easy access to Route 128/95, top-tier private schools, multiple commuter rail options, Legacy Place, and Westwood Station, striking the perfect balance between timeless luxury and convenient accessibility. Showings begin Sept. 1.
LISTING UPDATED: 08/27/2026 09:52 AM

  1. Listed by Gregory Carlevale • eXp Realty LLC - Corporate Office

Property Details for 34 Rocky Rdg Road

Status
MLS #
73566486
Days on Market
Listed Today
Taxes
-
HOA Fees
$1,287 / quarter
Property Type
MLS Type
Single Family / Detached
Year Built
2000
Town
Dedham
MLS Area
Precinct One/Upper Dedham
Area
MA-Dedham-Precinct One/Upper Dedham, MA-Dedham
Architectural Style
Neoclassical
Style
Neoclassical
Garage Spaces
2
Open Parking Spaces
4.00
Parking Spaces Total
6

Location

Listing Courtesy of eXp Realty LLC - Corporate Office, Gregory Carlevale
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Building Information for 34 Rocky Rdg Road

Stories-Year Built2000Building Size-Lot Size9.50 AC / 413,820 SF

Payment Calculator

$16,440 per month

30 year fixed, 6.55% Interest

Principal and Interest

$16,011

Property Taxes

$0

HOA Dues

$429

The Payment Calculator is for illustrative purposes only.

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Property Information for 34 Rocky Rdg Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Shopping, Golf Course, Highway Access
  • Living Area: 5889.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Location/School
  • Neighborhood: Country Club Area
Features
Interior Features
  • Appliances: Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Washer/Dryer, Vacuum System, Water Softener
  • Basement Features: Partial
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • DoorFeatures: Pocket Door
  • FireplaceFeatures: Dining Room, Family Room, Kitchen, Living Room
  • FireplaceYN: Yes
  • Fireplaces: 4
  • Flooring: Wood, Tile, Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
  • Interior Features: Crown Molding, Bathroom - Half, Den, Bathroom, Central Vacuum
  • Interior Features: Central Vacuum, Security System
  • Laundry Features: First Floor
  • Main Level Bedrooms: 1
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Patio, Storage Shed, Sprinkler System
  • Exterior Features: Storage Shed, Sprinkler System, Patio
  • Lot Description: Wooded, Easements
  • Patio And Porch Features: Patio
  • Roof Material: Shingle
  • Waterfront Features: Stream
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Paved Driveway
  • Parking Features: Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: 220 Volts, Circuit Breakers
  • Green Energy Efficient: Thermostat
  • Heating: Oil, Hydro Air, Fireplace(s)
  • Heating: Yes
  • Sewer: Private Sewerage
  • Water: Private
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Flooring - Hardwood,Window(s) - Bay/Bow/Box,Exterior Access,Recessed Lighting,Slider,Crown Molding
  • Primary Bedroom Level: Main, First Floor
Bedroom 2
  • Bedroom2 Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood,Dressing Room,Crown Molding
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Bathroom - Full,Closet,Flooring - Wall to Wall Carpet,Crown Molding
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Bathroom - Full,Walk-In Closet(s),Flooring - Wall to Wall Carpet,Recessed Lighting,Crown Molding,Window Seat
  • Bedroom4 Level: Second
Bathroom 1
  • Bathroom1 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Closet - Linen,Flooring - Stone/Ceramic Tile,Flooring - Marble,Double Vanity,Recessed Lighting
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Recessed Lighting
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - 3/4,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Recessed Lighting
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Features: Flooring - Hardwood,French Doors,Exterior Access,Open Floorplan,Crown Molding
  • Dining Room Level: First
Family Room
  • Family Room Features: Flooring - Hardwood,French Doors,Wet Bar,Exterior Access,Open Floorplan,Recessed Lighting,Crown Molding
  • Family Room Level: First
Kitchen
  • Kitchen Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Wet Bar,Breakfast Bar / Nook,Exterior Access,Open Floorplan,Recessed Lighting,Slider,Crown Molding
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Flooring - Hardwood,French Doors,Exterior Access,Open Floorplan,Archway,Crown Molding
  • Room Living Room Level: First
Property Information
Property Info
  • UFFI: No
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Private Road
  • Disclosures: Agent is owner of the property. Parcel has been subdivided from a larger parcel as part of the recently created Rocky Ridge Lane Subdivision,reassessment pending. Entitled to 6 of 9 bedrooms on shared septic system. Neighbor's fence lies partially on the property. Some images are virtually staged.
Tax Information
  • Tax ID: 838, 8327
  • Assessments: $0
  • Block: 8 & 27
  • Book: 41650
  • Map: 83
  • Tax Year: 2027
  • Zoning: SRA
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 4
  • Heat Zones: 4
Complex & Association Information
  • Association Fee Frequency: Quarterly
  • Association Security: Security System
  • Adult Community: No

Property History for 34 Rocky Rdg Road

DateEvent & SourcePriceAppreciation
Aug 27, 2026

Listed (Active)

MLS PIN #73566486

$3,150,000
Mar 15, 2024

Expired

MLS PIN #73207208

$1,950,000
Feb 29, 2024

Listed (Active)

MLS PIN #73207208

$1,950,000
DateEvent & SourcePrice
08/27/2026

Listed (Active)

MLS PIN #73566486

$3,150,000
03/15/2024

Expired

MLS PIN #73207208

$1,950,000
02/29/2024

Listed (Active)

MLS PIN #73207208

$1,950,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Schools near 34 Rocky Rdg Road

This home is within Dedham School District.
Rating
School
Type
Grades
Distance
Public - 1 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Riverdale Elementary School
Public1 to 5

Dedham Middle School
Public6 to 8

Dedham High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

34 Rocky Rdg Road is a single family home for sale in Dedham, MA 02026. This listing's school district is Dedham School District. Nearby schools include Riverdale Elementary School, Dedham Middle School and Dedham High School. 34 Rocky Rdg Road is a 4-bed, 4-bath, 5,889 sqft single family home built in 2000.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of eXp Realty LLC - Corporate Office, Gregory Carlevale

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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 or leasing 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 or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.