242 Prospect Hill Road, Sunapee, NH 03782 - Photo 1

1/1

$600,000

Sold
Closed
Single Family
5 Beds
2 Full Baths
1 Partial Bath
4,311 Sq. Ft.
2 Acres
Updated 11 days ago

1/1

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

Sold For: $600,000
Taxes: $3,783 (2024)
Status: Closed
Type: Single Family
Source: PrimeMLS
MLS ID: 5068603
Added to Site: 153 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
Sold by Dolan Real Estate, Cory L. Flint

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Listed by Dolan Real Estate, Jessica & Anthony Dolan
Sold by Dolan Real Estate, Cory L. Flint

Listing agent

— 242 Prospect Hill Rd —

Jessica & Anthony Dolan

Dolan Real Estate

Phone: 603-359-9177

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NMLS#: 1598647

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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 ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 242 Prospect Hill Rd

Date

Details

Price

Change

Source

3/27/2026

Sold

$600,000

-24.53%

MLS

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.

23 Fletcher Rd, Newport, NH 03773 - Photo 1

Just Listed

$424,900

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Single Family
Active
Updated 5 days ago

3
Beds
2
Total Baths
2,927
Sq. Ft.

Listed by Dolan Real Estate

25 Hilltop Dr, Newbury, NH 03255 - Photo 1

Just Listed

$475,000

25 Hilltop Dr Newbury, NH 03255

Single Family
Active
Updated 5 days ago

3
Beds
2
Total Baths
1,579
Sq. Ft.

Listed by NH Home Team

150 Rand Pond Rd, Goshen, NH 03752 - Photo 1

Just Listed

$765,000

150 Rand Pond Rd Goshen, NH 03752

Single Family
Active
Updated 4 days ago

2
Beds
2
Total Baths
1,609
Sq. Ft.

Listed by KW Coastal and Lakes & Mountains Realty/N.London

54 Brookridge Dr, Grantham, NH 03753 - Photo 1

Just Listed

$449,000

54 Brookridge Dr Grantham, NH 03753

Single Family
Active
Updated 1 day ago

3
Beds
2
Total Baths
1,309
Sq. Ft.

Listed by C.G. Shepherd Realty, LLC

80 Laurel St, Newport, NH 03773 - Photo 1

Price Reduced

-$15,000 (-3.09%)

$470,000

80 Laurel St Newport, NH 03773

Single Family
Active
Updated 15 hours ago

3
Beds
3
Total Baths
3,172
Sq. Ft.

Listed by Coldwell Banker LIFESTYLES - Sunapee

58 Kearsarge Rd, New London, NH 03257 - Photo 1

58 Kearsarge Rd New London, NH 03257

Single Family
Active
Updated 6 days ago

4
Beds
4
Total Baths
3,553
Sq. Ft.

Listed by Four Seasons Sotheby's Int'l Realty

840 Cove Dr, Grantham, NH 03753 - Photo 1

Price Reduced

-$20,000 (-5.13%)

$369,900

840 Cove Dr Grantham, NH 03753

Condo
Active
Updated 6 days ago

3
Beds
4
Total Baths
2,042
Sq. Ft.

Listed by Redfin Corporation

128 Roberts Hill Rd, Claremont, NH 03743 - Photo 1

Price Reduced

-$11,000 (-3.67%)

$289,000

128 Roberts Hill Rd Claremont, NH 03743

Single Family
Active
Updated 5 days ago

3
Beds
3
Total Baths
2,707
Sq. Ft.

Listed by Cameron Real Estate Group

138 Trow Hill Rd, Sunapee, NH 03782 - Photo 1

Sold

$559,900

138 Trow Hill Rd Sunapee, NH 03782

Single Family
Closed

3
Beds
2
Total Baths
1,659
Sq. Ft.

Listed by Harbor Light Realty
Sold by Dolan Real Estate

1043 Main St, Sunapee, NH 03751 - Photo 1

Sold

$515,000

1043 Main St Sunapee, NH 03751

Single Family
Closed

2
Beds
3
Total Baths
1,336
Sq. Ft.

Listed by Laura Hallahan REALTOR
Sold by Four Seasons Sotheby's Int'l Realty

57 Sunny Ln, Sunapee, NH 03782 - Photo 1

Sold

$675,000

57 Sunny Ln Sunapee, NH 03782

Single Family
Closed

3
Beds
3
Total Baths
3,012
Sq. Ft.

Listed by KW Coastal and Lakes & Mountains Realty/N.London
Sold by Dolan Real Estate

682 Philbrick Hill Rd, Springfield, NH 03284 - Photo 1

Sold

$590,000

682 Philbrick Hill Rd Springfield, NH 03284

Single Family
Closed

2
Beds
2
Total Baths
1,649
Sq. Ft.

Listed by EXIT Reward Realty
Sold by Coldwell Banker LIFESTYLES

242 Prospect Hill Road, Sunapee, NH 03782 (MLS# 5068603) is a Single Family property that was sold at $600,000 on March 27, 2026. 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.

242 Prospect Hill Rd Sunapee, NH 03782