242 Prospect Hill Rd

Sunapee, NH 03782

$795,000
Price
5
Beds
4,311 Sq. Ft.
$184 / Sq. Ft.
4,311
Sq. Ft.
$184
per Sq. Ft.
Virtual Tour
Virtual Tour

Description

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...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.
  1. Listed by Jessica & Anthony Dolan • Dolan Real Estate • Phone: 603-359-9177
  2. Listed by Jessica Dolan • Dolan Real Estate

Property Details for 242 Prospect Hill Road

Zoning
RL - R
LISTING UPDATED: 11/16/2025 09:18 PM

Property Details for 242 Prospect Hill Road

StatusActive
MLS #5068603
Days on Market47
Taxes$3,783 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1930
Lot Size2.00 AC / 87,120 SF
CountySullivan County

Location

Listing Courtesy of Dolan Real Estate
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Building Information for 242 Prospect Hill Road

Stories2Year Built1930Building Size-Lot Size2.00 AC / 87,120 SF

Payment Calculator

$4,244 per month

30 year fixed, 6.28% Interest

Principal and Interest

$3,928

Property Taxes

$315

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 242 Prospect Hill Road

Summary
Location and General Information
  • City: Sunapee
  • County: NH-Sullivan
  • Latitude: 43.440832000000000
  • Longitude: -72.086006542327880
  • Road Frontage: Yes
  • Seasonal: No
  • State: NH
  • Street Designation: Road
  • Map: 202
  • Zip Code: 03782
Taxes and HOA Information
  • Tax Year: 2024
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Crushed Stone, Dirt, Gravel
Property
Lot Information
  • Block: 0013
  • Lot: 000
  • Lot Features: Country Setting, Landscaped, Rolling, Slight, Sloping, Timber, Wooded, Near Skiing, Near Snowmobile Trails, Rural, Near Hospital
  • Lot Size Acres: 2.0
  • Road Frontage Length: 346.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: Unknown
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1930
Utilities
  • Electric: 200+ Amp Service
  • Sewer: Septic
  • Water Source: Drilled Well
  • Utilities: Cable
  • Internet: High Speed Intrnt Avail
Interior and Exterior Features
Exterior Features
  • Construction Materials: Shingle Siding, Wood Siding
  • Roof: Membrane, Asphalt Shingle
Interior Features
  • Basement: Yes
  • Basement Access Type: Walk-up
  • Basement Description: Full
  • Flooring: Carpet, Wood
  • Heating: Oil
  • Cooling: Attic Fan, None
  • Total Stories: 2

Property History for 242 Prospect Hill Road

DateEvent & SourcePriceAppreciation
Nov 5, 2025

Listed (Active)

New England Real Estate Network #5068603

$795,000—
DateEvent & SourcePrice
11/05/2025

Listed (Active)

New England Real Estate Network #5068603

$795,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 242 Prospect Hill Road

Taxable ValueLand$77,500Additions$300,400Total$377,900
Tax Record2024$3,783 ($315 / month)
Home Facts
Beds4Baths2Total Finished SqFt3,789 SqFtAbove Grade Finished SqFt3,789 SqFtStories2Lot Size87,120 SqFtStyleSingle Family ResidenceYear Built1930Year Renovated1982ZoningRL - RCountySULLIVANAPNSUNA M:202 B:13 L:

Schools near 242 Prospect Hill Road

This home is within Sunapee School District.
Rating
School
Type
Grades
Distance
Sunapee Central School
Public - K to 5
Sunapee Middle High School
Public - 6 to 8
Sunapee Sr. High School
Public - 9 to 13
Rating
School
Distance
Sunapee Central School
PublicK to 5

Sunapee Middle High School
Public6 to 8

Sunapee Sr. High School
Public9 to 13

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 242 Prospect Hill Road, Sunapee, NH 03782

242 Prospect Hill Road is a single family home for sale in Sunapee, NH 03782. This property was listed for sale on November 5, 2025 by Dolan Real Estate, it's currently listed at $795,000. This listing's school district is Sunapee School District. Nearby schools include Sunapee Central School, Sunapee Middle High School and Sunapee Sr. High School. 242 Prospect Hill Road is a 5-bed, 3-bath, 4,311 sqft single family home built in 1930.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Dolan Real Estate

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 12/22/2025 09:30 AM