Date
Details
Price
Change
Source
11/05/2025
Listed
$795,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/42
$795,000
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Property 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 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.
Full Property Details
Full Property Details for 242 Prospect Hill Rd
General
- Price: $795,000
- Taxes: $3,783 (2024)
- Status: Active
- Type: Single Family
- Source: PrimeMLS
- MLS ID: 5068603
- Updated: 11/16/2025
- Added to Site: 71 day(s) ago
Interior
- Number of Rooms: 11
- Interior Features: Cedar Closet, Dining Area, 1 Fireplace, Kitchen Island, Natural Light, Natural Woodwork, Walk-In Closet
- Fireplace: Yes
- Flooring: Carpet, Wood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
Exterior
- Exterior Features: Garden Space, Natural Shade, Porch, Covered Porch
Location
- County: Sullivan
School Information
- School District: Sunapee
- Elementary School: Sunapee Central School
- Middle School: Sunapee Middle High School
- High School: Sunapee Sr. High School
Heating & Cooling
- Cooling Type: Attic Fan, None
- Heating Type: Oil
Utilities
- Sewer: Septic
Structural Information
- Construction Status: Existing
- Basement Entrance: Walk-up
- Basement Desc.: Full
- Roof: Asphalt Shingles, Membrane
- Stories/Levels: 2
- Square Feet: 4,311
- Finished Total: 4,311 Sq. Ft.
- Finished Above Grnd: 4,311 Sq. Ft.
- Year Built: 1930
Lot Features
- Lot Size (Acres): 2
- Lot Size (Sq. Ft.): 87,120
- Frontage: Yes Road Frontage
- Frontage Feet: 346
- Driveway/Sidewalk: Crushed Stone, Dirt, Gravel
- Zoning: RL - R
Financial Considerations
- Price Per Sq. Ft.: $184.41
- Tax Amount: $3,783
- Tax Year: 2024
Disclosures and Reports
- Block: 13
Listed by Dolan Real Estate, Jessica & Anthony Dolan and Jessica A Dolan
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listed by Dolan Real Estate, Jessica & Anthony Dolan and Jessica A Dolan
Listing agents
— 242 Prospect Hill Rd —
Jessica & Anthony Dolan
Dolan Real Estate
Jessica A Dolan
Phone: 603-359-9177
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 242 Prospect Hill Rd
School District:Sunapee School District
| Name | Grades | Distance |
|---|---|---|
Sunapee Central School 22 School Street, Sunapee, NH 03782 | K-5 | 3.6 mi |
Sunapee Middle High School 10 North Road, Sunapee, NH 03782 | 6-8 | 3.7 mi |
Sunapee Sr. High School 10 North Road, Sunapee, NH 03782 | 9-12 | 3.7 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 242 Prospect Hill Rd
Tax History
Tax History for 242 Prospect Hill Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,783
-32%
$377,900
-35%
2023
$5,591
6%
$577,600
53%
2022
$5,287
3%
$377,900
—
2021
$5,151
-2%
$377,900
—
2020
$5,230
3%
$377,900
18%
2019
$5,099
2%
$320,100
—
2018
$4,984
1%
$320,100
—
2017
$4,920
2%
$320,100
—
2016
$4,811
-11%
$320,100
-11%
2014
$5,378
-1%
$358,100
—
2014
$5,436
4%
$358,100
—
2013
$5,235
—
$358,100
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 242 Prospect Hill Rd
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- Single Family
- Active
- 4Beds
- 3Total Baths
- 3,278Sq. Ft.
Listed by Four Seasons Sotheby's Int'l Realty
- Single Family
- Active
- Updated 1 day ago
- 5Beds
- 5Total Baths
- 4,128Sq. Ft.
Listed by EXP Realty
- Single Family
- Active
- 3Beds
- 3Total Baths
- 1,954Sq. Ft.
Listed by Coldwell Banker LIFESTYLES - Grantham
- Single Family
- Active
- Updated 10 days ago
- 5Beds
- 2Total Baths
- 1,924Sq. Ft.
Listed by Four Seasons Sotheby's Int'l Realty
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- Single Family
- Active
- Updated 2 hours ago
- 3Beds
- 1Total Bath
- 1,732Sq. Ft.
Listed by KW Coastal and Lakes & Mountains Realty/Meredith
- Single Family
- Active
- Updated 1 day ago
- 5Beds
- 5Total Baths
- 4,128Sq. Ft.
Listed by EXP Realty
- Lots/Land
- Active
- Updated 45 minutes ago
- 15.6Acres
Listed by EXP Realty
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- Lots/Land
- Active
- Updated 3 days ago
- 10.8Acres
Listed by The Mullen Realty Group, LLC
- Lots/Land
- Active
- Updated 3 days ago
- 14.7Acres
Listed by The Mullen Realty Group, LLC
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 2,707Sq. Ft.
Listed by Cameron Real Estate Group
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- Lots/Land
- Closed
- 70Acres
Listed by Dolan Real Estate
Sold by Dolan Real Estate
Sold by Dolan Real Estate
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 3,587Sq. Ft.
Listed by Four Seasons Sotheby's Int'l Realty
Sold by Four Seasons Sotheby's Int'l Realty
Sold by Four Seasons Sotheby's Int'l Realty
- Single Family
- Closed
- 3Beds
- 2Total Baths
- 1,609Sq. Ft.
Listed by Four Seasons Sotheby's Int'l Realty
Sold by Four Seasons Sotheby's Int'l Realty
Sold by Four Seasons Sotheby's Int'l Realty
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,822Sq. Ft.
Listed by BHHS Verani Upper Valley
Sold by Four Seasons Sotheby's Int'l Realty
Sold by Four Seasons Sotheby's Int'l Realty
242 Prospect Hill Road, Sunapee, NH 03782 (MLS# 5068603) is a Single Family property with 5 bedrooms, 2 full bathrooms and 1 partial bathroom. 242 Prospect Hill Road is currently listed for $795,000 and was received on November 05, 2025. Want to learn more about 242 Prospect Hill Road? Do you have questions about finding other Single Family real estate for sale in Sunapee? You can browse all Sunapee real estate or contact a Coldwell Banker agent to request more information.