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Pending
    • $1,399,000

    45 Gentlemans Way, Waltham, MA 02452

    3beds
    5,608sqft
    : 
    $8,502/mo
    Get pre-qualified
    Single Family Residence
    Built in 1986
    0.5 Acres Lot
    $1,394,100 Zestimate®
    $249/sqft
    $-- HOA

    What's special

    Fireplaced recreation roomSeparate showerExpansive deckAttached two-car garageOpen-concept layoutOversized eat-in kitchenQuiet cul-de-sac
    Exceptional opportunity to customize this expansive Contemporary Colonial nestled on a private, wooded lot at the end of a quiet cul-de-sac in one of Waltham's most desirable neighborhoods. Offering over 5,000 square feet of living space, this home combines impressive architectural details, generous room sizes, and a highly functional floor plan, presenting a rare opportunity to create your dream home while enjoying exceptional value for its size and location. Conveniently located near Bentley University with easy access to Route 128/I-95, the Mass Pike, commuter rail, shopping, restaurants, parks, and all that Waltham has to offer, this home provides the perfect balance of privacy and commuter convenience. A dramatic two-story foyer welcomes you into a home filled with character, featuring soaring cathedral ceilings, exposed beams, skylights, oversized windows, and a stunning floor-to-ceiling stone fireplace that serves as the centerpiece of the spectacular great room. The open-concept layout is ideal for everyday living with the oversized eat-in kitchen flowing seamlessly into the great room. Formal living and dining rooms provide elegant spaces for entertaining. The private first-floor primary suite offers multiple closets, convenient first-floor laundry, and a spacious spa-like bath with dual vanity, soaking tub, and separate shower. Upstairs are two spacious bedrooms with walk-in closets and a large shared bath. The finished lower level offers exceptional versatility with a fireplaced recreation room, half bath, workshop, and abundant storage, while the attached two-car garage provides added convenience. Step outside to enjoy the peaceful wooded setting from the expansive deck, offering the perfect place to relax, entertain, or enjoy nature year-round. With its outstanding layout, impressive architectural character, abundant living space, and premier location, this home presents a rare opportunity to personalize a property of this caliber in one of Waltham's most sought-after neighborhoods. A truly exceptional value for buyers seeking space, privacy, and endless potential.
    26 days
    |
    997
    |
    36
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Claire Castagno 508-981-3395,

    Rutledge Properties, Inc. 781-235-4663,

    Claire Castagno 508-981-3395

    Source: MLS PIN,MLS#: 73553812

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 2
      • 1/2 bathrooms: 2
      Primary bedroom
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Closet - Double
      • Level: First
      Bedroom 2
      • Features: Walk-In Closet(s), Flooring - Wall to Wall Carpet, Attic Access
      • Level: Second
      Bedroom 3
      • Features: Walk-In Closet(s), Cedar Closet(s), Flooring - Wall to Wall Carpet
      • Level: Second
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Half
      • Level: Basement
      Bathroom 2
      • Features: Bathroom - Half
      • Level: First
      Bathroom 3
      • Features: Bathroom - Full
      • Level: Second
      Dining room
      • Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Lighting - Pendant
      • Level: First
      Family room
      • Features: Skylight, Cathedral Ceiling(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Cable Hookup, Deck - Exterior, Exterior Access, Open Floorplan, Recessed Lighting, Slider, Lighting - Overhead
      • Level: Main,First
      Kitchen
      • Features: Skylight, Cathedral Ceiling(s), Ceiling Fan(s), Beamed Ceilings, Vaulted Ceiling(s), Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Country Kitchen, Stainless Steel Appliances, Lighting - Overhead
      • Level: First
      Living room
      • Features: Flooring - Hardwood, Deck - Exterior, Exterior Access, Recessed Lighting, Slider
      • Level: Main,First
      Heating
      • Baseboard, Oil, Fireplace
      Cooling
      • Central Air, Dual
      Appliances
      • Included: Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Vacuum System
      • Laundry: Sink, Main Level, First Floor, Electric Dryer Hookup, Washer Hookup
      Features
      • Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid, Bathroom - Half, Closet, Recessed Lighting, Ceiling Fan(s), Bathroom, Bonus Room, Sun Room, Central Vacuum, Walk-up Attic, Wired for Sound
      • Flooring: Tile, Carpet, Hardwood, Brick, Flooring - Stone/Ceramic Tile, Flooring - Engineered Hardwood, Flooring - Hardwood
      • Windows: Skylight(s)
      • Basement: Full,Finished,Walk-Out Access,Interior Entry,Garage Access
      • Number of fireplaces: 2
      • Fireplace features: Family Room
      Interior area
      • Total structure area: 5,608
      • Total interior livable area: 5,608 sqft
      • Finished area above ground: 3,484
      • Finished area below ground: 2,124

      Property

      Parking
      • Total spaces: 10
      • Parking features: Under, Garage Door Opener, Storage, Workshop in Garage, Garage Faces Side, Paved Drive, Off Street, Paved
      • Attached garage spaces: 2
      • Uncovered spaces: 8
      Accessibility
      • Accessibility features: No
      Features
      • Patio & porch: Deck - Composite
      • Exterior features: Deck - Composite, Rain Gutters, Storage, Professional Landscaping
      • Spa features: Bath
      Lot
      • Size: 0.5 Acres
      • Features: Cul-De-Sac, Wooded
      Details
      • Additional structures: Workshop
      • Parcel number: M:051 B:015 L:0001,834239
      • Zoning: 1

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 1986

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Pool, Park, Walk/Jog Trails, Bike Path, Conservation Area, Highway Access, Private School, Public School, T-Station, University
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Waltham

      Financial & listing details

      • Price per square foot: $249/sqft
      • Tax assessed value: $1,298,900
      • Annual tax amount: $12,755
      • Date on market: 7/23/2026
      • Listing terms: Contract
      • Road surface type: Paved

        Estimated market value

        $1,394,100

        $1.32M - $1.46M

        $5,299/mo

        Price history

        DateEventPrice
        8/6/2026Pending sale$1,399,000$249/sqft
        Source: MLS PIN #73553812 Report a problem
        7/27/2026Contingent$1,399,000$249/sqft
        Source: MLS PIN #73553812 Report a problem
        7/23/2026Listed for sale$1,399,000$249/sqft
        Source: MLS PIN #73553812 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$12,755 +4.8%$1,298,900 +2.9%
        2024$12,174 +1.1%$1,262,900 +8.3%
        2023$12,037 -1.3%$1,166,400 +6.6%
        2022$12,191 +2.7%$1,094,300 +4.4%
        2021$11,866 -0.1%$1,048,200 +5.5%
        2020$11,872 +5.6%$993,500 +11.9%
        2019$11,245 +10.4%$888,200 +9.9%
        2018$10,189 +4.9%$808,000 +4.5%
        2017$9,709 +5.3%$773,000 +2.7%
        2016$9,217 -3.4%$753,000 +3.6%
        2015$9,543 -2.2%$726,800
        2014$9,761 -1.2%$726,800 -0.8%
        2013$9,883 +5.1%$732,600 +4%
        2012$9,400 +2%$704,100
        2011$9,217 +0.8%$704,100 -3.4%
        2010$9,143 +6.5%$729,100 -4%
        2009$8,583 +3.9%$759,600 -3%
        2008$8,260 +3.6%$782,900 -2.1%
        2007$7,973 +3%$799,700 +6.7%
        2006$7,744 +7.1%$749,700 +2.5%
        2005$7,233 +13.1%$731,300 +5.3%
        2004$6,398 +9.8%$694,700 +15.3%
        2003$5,825 -0.7%$602,400 +7.5%
        2002$5,866 +3.1%$560,300 +15.3%
        2000$5,692 +5.4%$486,100 +14.7%
        1999$5,399 $423,800
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 02452

        Getting around

        53 / 100
        Somewhat Walkable
        36 / 100
        Some Transit
        29 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Plympton Elementary School
        • Middle: Kennedy Middle School
        • High: Waltham High School

        Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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