Contingent

44 Glen Street

An Elegant Colonial Retreat in Glen Ridge Estates

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

Under Agreement
$2,075,000

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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Matt Coyle, REALTOR®

Methodology

TownRatings™ is a proprietary model developed by Team Coyle to provide homebuyers and sellers with a relative rating (assessment) of a town’s key characteristics, benchmarked against other Greater Boston towns. Ratings are based on publicly available data and Team Coyle’s on-the-ground expertise and are intended as a general guide only. Please consult a licensed real estate professional before making any real estate decisions. Ratings are current as of October 4, 2025.

RATING CATEGORIES

  • Quality of Schools: Based on Massachusetts Department of Elementary and Secondary Education (DESE) 2024 data, emphasizing Grade 10 MCAS English Language Arts and Mathematics proficiency rates and 4-year high school graduation rates. Together, these measures provide a snapshot of academic achievement and long-term outcomes.
    Scale: Above Average · Average · Below Average
  • Commute to Boston: Assesses commuting ease using travel time, distance, and in-town transit access. For towns with MBTA rail or subway service, commute times are measured to the line’s natural Boston endpoint (e.g., North Station, South Station, or Back Bay). For towns without in-town service, commute times are measured by car to Back Bay as the default reference point.
    Scale: Easy · Moderate · Challenging
  • Shopping & Dining: Reflects the density and variety of retail and restaurant options within a town or in adjacent hubs.
    Scale: Excellent · Good · Limited
  • Lifestyle: A general description a town's overall character (e.g., Upscale, Rural, Historic, Suburban, Urban/Vibrant).
  • Est. Annual Tax per $1M: The town’s residential property tax rate applied to $1,000,000 of value (as of the report date) for easy comparison.

HOW RATINGS ARE DERIVED

Ratings are determined using a blend of publicly reported data (e.g., DESE reports, MBTA schedules, municipal tax rates, business directories), mapping and transportation tools, and qualitative insights from Team Coyle agents active in these markets.

LIMITATIONS & DISCLAIMERS

  • Informational only; subject to change without notice.
  • No duty to update: Team Coyle and its agents are not obligated to refresh or revise ratings.
  • No warranties: Information is provided “as is” without warranties of any kind.
  • No liability: Team Coyle, its agents, and Compass are not liable for any losses, damages, or costs arising from use or reliance.
  • Not advice: not legal, tax, financial, educational, or transportation advice. Consult a licensed real estate professional/agent and other appropriate professionals.
  • Verify independently: Commute times vary (route/time/weather) — check MBTA schedules and test commutes. School offerings and performance change — confirm with districts and the MA Dept. of Elementary & Secondary Education. Amenities evolve — verify locally.
  • Third-party content not endorsed; accuracy not guaranteed. Trademarks belong to their owners.
  • Broker disclosure: Compass is a licensed real estate broker and abides by Equal Housing Opportunity laws.
  • Fair housing: Nothing here should be used to encourage or discourage housing decisions based on protected characteristics.