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  • Listed by: 

    Jessica & Anthony Dolan,

    Dolan Real Estate Phone:603-359-9177,

    Jessica A Dolan,

    Dolan Real Estate

    $795,000

    242 Prospect Hill Road, Sunapee, NH 03782

    5beds
    4,311sqft
    : 
    Single Family Residence
    Built in 1930
    2 Acres Lot
    $-- Zestimate®
    $184/sqft
    $-- HOA

    What's special

    Massive fireplaceElegant circular drivewayHigh ceilingsMature treesCedar-lined closetsCharming architectural detailsNatural woodwork
    Welcome to “Bolivar’s Rest,” a timeless Victorian masterpiece built circa 1905 by vaudeville legend Billy B. Van. Steeped in Hollywood history and New England charm, this grand home invites you in with its sweeping wraparound farmer’s porch and elegant circular driveway framed by mature trees. Inside, sunlight pours through tall windows, illuminating natural woodwork and high ceilings, Each room feels both gracious and inviting—from the expansive dining room perfect for lively gatherings, to the massive fireplace that anchors the heart of the home. The three floors of living space offer five spacious bedrooms, 2.5 baths, and thoughtful touches like cedar-lined closets and charming architectural details that blend warmth with grandeur. 11Just minutes from Lake Sunapee and Mount Sunapee Resort, this property offers the rare combination of serenity and accessibility—only two hours from Boston and moments from I-89. Whether envisioned as a private residence, country retreat, or boutique inn, Bolivar’s Rest is more than a home—it’s a piece of living history, waiting for its next chapter.
    50 days
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    1,759
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    93
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    Zillow last checked: 8 hours ago

    Listing updated: November 16, 2025 at 01:18pm

    Listed by:

    Jessica & Anthony Dolan,

    Dolan Real Estate Phone:603-359-9177,

    Jessica A Dolan,

    Dolan Real Estate

    Source: PrimeMLS,MLS#: 5068603MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Heating
    • Oil
    Cooling
    • Attic Fan, None
    Features
    • Cedar Closet(s), Dining Area, Kitchen Island, Natural Light, Natural Woodwork, Walk-In Closet(s)
    • Flooring: Carpet, Wood
    • Basement: Full,Walk-Up Access
    • Number of fireplaces: 1
    • Fireplace features: 1 Fireplace
    Interior area
    • Total structure area: 5,555
    • Total interior livable area: 4,311 sqft
    • Finished area above ground: 4,311
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: Crushed Stone, Dirt, Gravel
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Porch, Covered Porch
    • Exterior features: Garden, Natural Shade
    • Frontage length: Road frontage: 346
    Lot
    • Size: 2 Acres
    • Features: Country Setting, Landscaped, Rolling Slope, Slight, Sloped, Timber, Wooded, Near Skiing, Near Snowmobile Trails, Rural, Near Hospital
    Details
    • Parcel number: SUNAM202B13L
    • Zoning description: RL - R

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: New Englander,Victorian
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding, Wood Siding
    • Foundation: Granite, Stone
    • Roof: Membrane,Asphalt Shingle
    Condition
    • New construction: No
    • Year built: 1930

    Utilities & green energy

    • Electric: 200+ Amp Service
    • Sewer: Septic Tank
    • Utilities for property: Cable

    Community & HOA

    Location
    • Region: Sunapee

    Financial & listing details

    • Price per square foot: $184/sqft
    • Tax assessed value: $377,900
    • Annual tax amount: $3,783
    • Date on market: 11/5/2025
    • Road surface type: Paved
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    11/5/2025Listed for sale$795,000$184/sqft
    Source: PrimeMLS #5068603 Report a problem
    1/14/2021Listing removed--
    Source: Zillow Rental Manager Report a problem
    11/23/2020Price change$2,700-6.9%$1/sqft
    Source: Zillow Rental Manager Report a problem
    10/12/2020Listed for rent$2,900$1/sqft
    Source: Zillow Rental Manager Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024$3,783 -32.3%$377,900 -34.6%
    2023$5,591 +5.7%$577,600 +52.8%
    2022$5,287 +1.1%$377,900

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $5,710/mo
    Principal & interest
    $3855
    Property taxes
    $1577
    Home insurance
    $278

      Climate risks

      Neighborhood: 03782

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Sunapee Central School
      • Middle: Sunapee Middle High School
      • High: Sunapee Sr. High School
      • District: Sunapee

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

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