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121 Livingston Road

A rare riverfront estate in Dana Hall

121 Livingston Road, Wellesley MA – Charles River Waterfront Estate

$6,660,000

121 Livingston Road

121 Livingston Rd, Wellesley, MA 02482

Listed by Ying Coyle of Team Coyle | Compass

Built in 2006 1.69 Acres 3 Garage Spaces

Matt & Ying Coyle, REALTORS®

Property Description

Indoor Basketball Court Wine Cellar Private Dock on Charles River Full Bar Media Room Outdoor Hot Tub Home Office–Library

Perched along a coveted stretch of the Charles River, 121 Livingston Road offers a rare opportunity to own a true riverfront estate in Wellesley’s highly regarded Dana Hall neighborhood. Designed by McDougal Architects and masterfully built by DeBenedictis Builders in 2006–2007, this custom-built Colonial home is naturally situated between protected conservation land—the Heyl Sanctuary, Susan Lee Memorial Sanctuary, and Guernsey Path—and the Charles River to the rear. A private dock provides access to the river for kayaking, paddleboarding, or peaceful afternoons along the riverbank.

Inside, a grand foyer sets the tone, opening to formal living and dining rooms designed for both elegant entertaining and comfortable everyday living. The spacious, timeless kitchen is thoughtfully appointed with premium finishes, a full-size pantry, and a private breakfast nook that flows seamlessly into an expansive fireside family room and adjoining three-season porch. Upstairs, the private primary suite serves as a true retreat, featuring a sitting room, generous closet space, and a spa-like bath, complemented by five additional bedrooms, each with its own en suite bath. The walk-out lower level adds a remarkable layer of lifestyle appeal, offering a full bar, wine cellar, media space, and an indoor basketball court—an amenity rarely found in riverfront homes of this caliber. Outdoors, the property is further enhanced by a three-car garage and a built-in hot tub, all just minutes from Wellesley’s top-ranked schools, Wellesley Square, and convenient commuter routes to Boston.

Map showing 121 Livingston Road between the Charles River, Guernsey Path, Heyl Sanctuary, and the Susan Lee Memorial Sanctuary in Wellesley MA

Life in Wellesley

Everyday convenience, top-ranked schools, and a vibrant town center—just minutes from Boston.

Easy Boston Commute
Commuter rail access and major routes nearby.
Top-Ranked Schools
Hunnewell Elementary, Dana Hall, Wellesley Middle & High.
Shopping & Dining
Minutes to Wellesley Square & Linden Square.
Charles River Access
Private dock and direct access to the water.
Outdoor Enjoyment
River walks, nearby paths, and neighborhood streets.
Dana Hall Neighborhood
Highly regarded community known for its historic homes and nearby amenities.

Property Highlights

Indoor basketball court at 121 Livingston Road in Wellesley

Indoor Basketball Court

A rare, year-round lifestyle feature—ideal for recreation, training, or family fun.

Private library and home office at 121 Livingston Road in Wellesley

Private Library / Home Office

A richly appointed workspace offering privacy, comfort, and an ideal setting for working from home.

Private dock on the Charles River behind 121 Livingston Road in Wellesley

Private Dock on the Charles River

Fish, swim, boat or just enjoy the natural beauty of your own private entrance to the Charles.

Grand wine cellar at 121 Livingston Road in Wellesley with custom wood racking

Grand Wine Cellar

A temperature-controlled wine cellar with custom racking, thoughtfully designed for collectors and entertaining.

Lower-level full bar and media room at 121 Livingston Road in Wellesley

Full Bar / Media Room

A comfortable, well-appointed space designed for movie nights, sports viewing, and entertaining.

Outdoor hot tub and spa at 121 Livingston Road in Wellesley

Outdoor Hot Tub & Spa

A private outdoor retreat set within the landscaped grounds—ideal for relaxation year-round.

Gourmet chef's kitchen at 121 Livingston Road in Wellesley with custom island

Chef’s Kitchen & Breakfast Nook

Elegantly designed, the kitchen features premium appliances, a large center island, and adjacent storage and butler’s pantry.

Luxury primary suite sanctuary at 121 Livingston Road in Wellesley with fireplace and balcony

Primary Suite

A private luxury suite featuring a fireplace, spa-inspired bath, sitting area, and ample closet space.

Expansive backyard and manicured estate grounds at 121 Livingston Road in Wellesley

Riverfront Estate Grounds

Set on 1.69 pristine acres, the grounds offer a park-like setting with sweeping lawns that lead directly to the water's edge.

Inviting family room at 121 Livingston Road in Wellesley with custom built-ins and fireplace

Family Room with Three-Season Porch Access

This inviting space features a fireplace, custom built-ins, and French doors that connect seamlessly to a three-season porch.

*Some images may have been digitally enhanced for clarity and presentation purposes.

Additional Features

  • Whole-home sound system
  • Centralized lighting control
  • Security system
  • Remote window shades (select areas)
  • Radiant heat (upstairs bath)
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Ying Coyle, REALTOR®

Methodology

TownRatings™ is a proprietary rating model developed by Team Coyle to help buyers and sellers make informed decisions about Greater Boston real estate. The model analyzes five key community characteristics across a dataset of 64 Greater Boston municipalities using publicly available data and Team Coyle’s local market insights where applicable. The resulting ratings and classifications represent Team Coyle’s informed opinions and are intended as general informational guides, not guarantees or recommendations.

Important Disclosure: This analysis serves as a general, supplemental guide for consumers. The report cards featured on this page represent a curated selection of our dataset, and Team Coyle retains sole discretion over the publication and availability of individual municipal ratings. Users must independently verify all data critical to a real estate transaction and consult qualified professionals when appropriate. Ratings are current as of August 30, 2026.

Rating Categories

Academic Performance and Property Tax are ranked relative to the other municipalities within the TownRatings™ dataset. Commute to Boston and Shopping & Dining use fixed rating scales. Lifestyle is a non-ranked, descriptive classification.

  • Academic Performance

    Evaluates Grade 10 MCAS academic achievement in English Language Arts and Mathematics, together with Grade 10 student growth, using 2025 public school district data reported by the Massachusetts Department of Elementary and Secondary Education (DESE). Ratings reflect each district’s relative position within the TownRatings™ dataset.

    Rating Tier Relative Position in Dataset
    Top Tier 90th percentile and above
    Upper Tier 70th to under 90th percentile
    Middle Tier 30th to under 70th percentile
    Lower Tier 10th to under 30th percentile
    Bottom Tier Below the 10th percentile

    Ratings compare Grade 10 public school district results only within the TownRatings™ dataset. They are not statewide classifications of overall school quality and do not evaluate private schools, individual public schools, other grade levels, programs, or individual student outcomes.

  • Commute to Boston

    Measures standardized weekday morning drive time from each municipality to a fixed destination in Boston and in-town MBTA transit availability, defined as a commuter-rail or rapid-transit option. A transit-option credit is factored into the Adjusted Commute Score to reflect the availability of an in-town alternative to driving. The transit component measures availability, not actual train travel time.

    Rating Scale Adjusted Commute Score (minutes)
    Easy ≤ 35
    Manageable > 35 to ≤ 55
    Typical > 55 to < 70
    Challenging ≥ 70 to < 80
    Difficult ≥ 80

    The Adjusted Commute Score is a standardized, transit-adjusted figure expressed in minutes for comparison across municipalities. Municipalities with qualifying in-town transit receive a credit and may score below their actual drive time; the score is not a door-to-door travel estimate.

  • Shopping & Dining

    Uses a structured 10-point rubric evaluating dining depth and variety, shopping depth and variety, and the strength of the municipality’s commercial centers. Evaluations draw on publicly available information and Team Coyle’s local market insights.


    Only establishments physically located within the municipality and generally available to the public are counted. Options located in neighboring municipalities are not included.

    Rating Scale Shopping & Dining Score
    Extensive 9–10
    Strong 7–8
    Moderate 5–6
    Limited 3–4
    Minimal 0–2

    Ratings use fixed score ranges and are not determined by percentiles or a predetermined distribution of municipalities. This category measures in-town commercial offerings, not access to shopping and dining in surrounding communities.

  • Lifestyle

    Provides each municipality with a non-ranked, descriptive classification based on its predominant development pattern and physical environment. The primary classifications—Urban, Suburban, and Rural—consider land use, development density, zoning patterns, and the built environment.

    A Historic modifier may be added where documented historic resources materially contribute to the municipality’s character, based on sources such as MACRIS, local historical commissions, and municipal records.

    Scale Urban · Suburban · Rural

    Modifier Historic

    These classifications describe characteristics of the municipality, not its residents, overall desirability, or suitability for any particular buyer.

  • Property Tax

    Compares each municipality’s FY2026 average single-family property tax bill using the Average Single-Family Tax Bill report issued by the Massachusetts Department of Revenue, Division of Local Services. The published amount is a municipality-level average and is not an estimate of the tax bill for any particular property.

    Rating Scale Relative Position by Tax Bill
    Very Low Below the 2.5th percentile
    Low 2.5th to under the 25th percentile
    Average 25th to under the 75th percentile
    High 75th to under the 97.5th percentile
    Very High 97.5th percentile and above

    Ratings rank the published average bills from lowest to highest within the TownRatings™ dataset. The classifications are relative and do not represent permanent dollar ranges. Because the average bill reflects both assessed values and the residential tax rate, a High or Very High classification indicates a relatively high average bill—not necessarily a high tax rate.

Limitations & Disclaimers

  • Informational only: TownRatings™ is provided for general informational and educational purposes only and is subject to change without notice.
  • Category-specific: A favorable or unfavorable result in one category should not be interpreted as a judgment about a community’s overall quality, desirability, or suitability.
  • No duty to update: Team Coyle and its agents have no obligation to update, revise, or refresh any rating, commentary, methodology, or supporting information.
  • No warranties: To the fullest extent permitted by law, TownRatings™ and related information are provided on an “as is” and “as available” basis, without warranties of any kind. Team Coyle, its agents, and Compass make no representations or warranties as to accuracy, completeness, timeliness, reliability, or current availability.
  • No liability: To the fullest extent permitted by law, Team Coyle, its agents, and Compass shall not be liable for losses, damages, or costs arising from use of or reliance on TownRatings™ or related commentary.
  • Not advice: TownRatings™ and related commentary should not be relied upon as legal, tax, financial, investment, educational, transportation, appraisal, or other professional advice. Consult the appropriate licensed or qualified professionals before making a decision or taking action.
  • Verify independently: Commute times vary by route, timing, traffic, construction, weather, and MBTA conditions—check current schedules and test commutes personally. School performance, assignments, programs, and district information may change—confirm directly with school districts and DESE. Restaurants, retailers, commercial districts, property-tax figures, and other community characteristics can also change and should be independently verified.
  • Qualitative judgment: Certain TownRatings™ categories involve structured qualitative judgment. Reasonable people may weigh the same characteristics differently or reach different conclusions.
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  • Broker disclosure: Team Coyle is a team of real estate agents affiliated with Compass. Compass Massachusetts, LLC d/b/a Compass is a licensed real estate broker and abides by equal housing opportunity laws.
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Use of TownRatings™ and this website is also subject to Team Coyle’s Terms of Use.