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Active under contract
  • Listed by: 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.
    136 days
    |
    118
    |
    3
    |

    Zillow last checked: 7 hours ago

    Listing updated: February 02, 2026 at 04:43pm

    Listed by:

    Jessica & Anthony Dolan,

    Dolan Real Estate Phone:603-359-9177,

    Jessica A Dolan,

    Dolan Real Estate

    Source: PrimeMLS,MLS#: 5068603MLS Logo

      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
        2021$5,230 $377,900
        2020$5,230 +2.6%$377,900 +18.1%
        2019$5,099 +2.3%$320,100
        2018$4,984 +1.3%$320,100
        2017$4,920 +2.3%$320,100
        2016$4,811 -10.5%$320,100 -10.6%
        2015$5,375 -1.1%$358,100
        2014$5,436 +3.8%$358,100
        2013$5,235 $358,100
        2012$5,235 +3.4%$358,100
        2011$5,064 +3.7%$358,100
        2010$4,881 -7.3%$358,100 -3%
        2009$5,266 +2.1%$369,000
        2008$5,159 $369,000

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $5,677/mo
        Principal & interest
        $4100
        Property taxes
        $1577
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          Climate risks

          Neighborhood: 03782

          Getting around

          1 / 100
          Car-Dependent

          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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