SOLD

44 Glen Street

An Elegant Colonial Retreat in Glen Ridge Estates

44 Glen Street, Dover MA – Luxury Home for Sale in Glen Ridge Estates

SOLD
$2,125,000

44 Glen Street

44 Glen St, Dover, MA 02030

*Does not include 1,542 SF of unfinished basement

Listed by Ying Coyle of Team Coyle | Compass

1.06 Acres 2 Garage Spaces EV Charger Deck, Pergola & Fire Pit

Matt & Ying Coyle, REALTORS®

Property Description

TOP-RATED DOVER SCHOOLS FINISHABLE BASEMENT (1,542 SQ FT) BONUS ROOM (3RD FLOOR) FLAT & OPEN BACKYARD

Set back on a lush, private lot in Dover’s desirable Glen Ridge neighborhood, 44 Glen Street offers a thoughtful blend of modern living, space, and tranquility. Built in 2017, this well-designed residence delivers a functional layout and an inviting sense of privacy, all within the highly regarded Dover-Sherborn school district.

The main level features a bright, open floor plan with abundant natural light and a seamless flow ideal for both everyday living and entertaining. The kitchen serves as the heart of the home, offering generous workspace and easy connection to surrounding living areas. A comfortable family room with fireplace creates a warm gathering space, while additional rooms provide flexibility for dining, work-from-home needs, or quiet retreat.

Upstairs, the primary suite offers a private, comfortable escape with a well-appointed bath and ample closet space. Additional bedrooms are well-proportioned and thoughtfully arranged to accommodate family, guests, or flexible use. A finished third-floor bonus room provides valuable additional living space—ideal for a media room, playroom, or home office.

Outside, the expansive backyard offers exceptional privacy and room to relax or entertain, surrounded by mature landscaping. Located within a sidewalk-connected neighborhood and just minutes from top-ranked schools, local trails, and commuter routes, this home presents a compelling opportunity for buyers seeking newer construction, space, and privacy in one of Dover’s most sought-after residential areas.

Life in Dover

Where rural upscale living meets one of Boston's top-tier school districts.

Top-Ranked Schools
Home to top-ranked Dover-Sherborn school district and Chickering Elementary.
Rural Upscale Lifestyle
A "country-in-the-suburbs" feel with rolling hills and historic stone walls.
Parks & Recreation
Direct access to miles of trails in Noanet Woodlands and Pegan Hill.
Serene Seclusion
Escape the urban hustle: enjoy the peace of natural landscapes and generous lot sizes.
Nearby Amenities
Quiet residential living just minutes from Wellesley Square and Natick Center.
Glen Ridge Estates
A premier, sidewalk-connected community near the heart of town.

Property Highlights

Front yard view of 44 Glen Street

Stately Curb Appeal

This beautifully landscaped property rests within Glen Estates — a sidewalk-connected community.

Primary bedroom suite at 44 Glen Street

Grand Primary Suite

This sprawling en-suite features a large bedroom area, spa-inspired bath, and abundant closet space.

Inviting family room at 44 Glen Street

Family Room Built to Gather

Designed for relaxation and comfort, this room is the perfect place to enjoy all the comforts of home.

Gourmet country kitchen at 44 Glen Street

Chef’s Gourmet Kitchen

Featuring premium Wolf appliances with three ovens—the ultimate setup for hosting and holiday gatherings.

Formal dining room at 44 Glen Street

Formal Dining Room

An elegant, expansive space designed for hosting dinner parties, holiday gatherings, and building memories.

Quiet home office at 44 Glen Street

Home Office or Guest Bedroom

This flexible space is ideal as a professional home office or a comfortable guest bedroom.

Bright sitting room at 44 Glen Street

Flexible Sitting Room

A sun-drenched, flexible space that can serve as a library, music room, or additional lounge area for guests.

3rd floor bonus room at 44 Glen Street

3rd Floor Bonus Room

A versatile, finished third-floor space—perfect for a private media room, playroom, or quiet home office retreat.

Stately exterior of 44 Glen Street

Outdoor Deck & Patio

A private deck and patio designed for seamless outdoor entertaining and everyday enjoyment.

Expansive flat backyard at 44 Glen Street

Expansive Private Grounds

Over an acre of lush lawn featuring a custom pergola, built-in fire pit, and a private deck — perfect for outdoor enjoyment.

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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.
  • Third-party content: Third-party data, tools, and source material are not controlled or endorsed by Team Coyle, and their accuracy is not guaranteed. Trademarks remain the property of their respective owners.
  • 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.
  • Fair housing: Nothing in TownRatings™ should be used to encourage or discourage housing decisions based on race, color, religion, sex, disability, familial status, national origin, or any other characteristic protected by applicable federal, state, or local law.

Use of TownRatings™ and this website is also subject to Team Coyle’s Terms of Use.