242 Prospect Hill Road

Closed 3/27/26Virtual Tour
Closed 3/27/26Virtual Tour
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Sold
Last Sold Price
$600,000
5 beds4,311 sqft
242 Prospect Hill Rd, Sunapee, NH 03782
Single FamilyProperty Type
2 acresLot Size
1930Year Built
$139/sq ftPrice per sq ft

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.

    Sold By Dolan Real Estate

    • Listed by: Jessica & Anthony Dolan • Dolan Real Estate Phone: 603-359-9177
    Listing closed: 03/27/2026 12:00 AM • Source: New England Real Estate Network, MLS#: 5068603

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    Recent comparable sales

    Median sold price

    $795,000

    Avg days on market

    76

    Sale-to-list ratio

    86.3%

    Sunapee, NH

    9 comparable properties found

    $1,622,000 | 33 High Ridge Road, Sunapee, NH 03782
    1/2
    1

    $1,622,000

    Sold 02/11/25

    5
    Bedrooms
    4,777
    Square Feet
    4
    Acres

    33 High Ridge Road, Sunapee, NH 03782

    $475,000 | 20 Prospect Hill Road, Sunapee, NH 03782
    1/53
    2

    $475,000

    Sold 02/27/25

    4
    Bedrooms
    1,895
    Square Feet
    0.57
    Acres

    20 Prospect Hill Road, Sunapee, NH 03782

    $750,000 | 33 West Court Road, Sunapee, NH 03782
    1/47
    3

    $750,000

    Sold 04/16/25

    5
    Bedrooms
    3,294
    Square Feet
    1.4
    Acres

    33 West Court Road, Sunapee, NH 03782

    $3,597,000 | 182 Jobs Creek Road, Sunapee, NH 03782
    1/40
    4

    $3,597,000

    Sold 12/09/24

    5
    Bedrooms
    3,543
    Square Feet
    1.2
    Acres

    182 Jobs Creek Road, Sunapee, NH 03782

    $1,695,000 | 102 Lake Avenue, Sunapee, NH 03782
    1/41
    5

    $1,695,000

    Sold 06/10/25

    5
    Bedrooms
    3,648
    Square Feet
    1.71
    Acres

    102 Lake Avenue, Sunapee, NH 03782

    $795,000 | 12 Ryder Corner Road, Sunapee, NH 03782
    1/38
    6

    $795,000

    Sold 10/10/25

    4
    Bedrooms
    3,587
    Square Feet
    1
    Acres

    12 Ryder Corner Road, Sunapee, NH 03782

    $600,000 | 1226 Highway 11, Sunapee, NH 03782
    1/43
    7

    $600,000

    Sold 09/30/25

    3
    Bedrooms
    2,555
    Square Feet
    0.95
    Acres

    1226 Highway 11, Sunapee, NH 03782

    $515,000 | 1043 Main Street, Sunapee, NH 03782
    1/49
    8

    $515,000

    Sold 01/22/26

    2
    Bedrooms
    1,336
    Square Feet
    0.2
    Acres

    1043 Main Street, Sunapee, NH 03782

    $949,000 | 420 N Road, Sunapee, NH 03782
    1/59
    9

    $949,000

    Sold 08/15/25

    4
    Bedrooms
    3,530
    Square Feet
    11.9
    Acres

    420 N Road, Sunapee, NH 03782

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    $3,518 per month

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    $3,203

    Property Taxes

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    Property Information for 242 Prospect Hill Road

    Property Details
    • Taxes: $3,783 / year
    • MLS Type: Residential / Single Family
    • County: Sullivan County
    • Zoning: RL - R
    Building Information
    • Stories: 2
    • Year Built: 1930
    • Lot Size: 2.00 AC / 87,120 SF
    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
    • Total Finished Area: 4311.0
    • Above Grade Finished Area: 4311.0
    • Above Grade Finished Area Source: Public Records
    • Above Grade Unfinished Area: 0.0
    • Below Grade Finished Area: 0.0
    • Below Grade Unfinished Area: 1244.0
    • BelowGradeUnfinishedAreaSource: Public Records
    • Lot Size Square Feet: 87120.0
    • Total Area: 5555.0
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: Unknown
    • PreConstruction: No
    • Surveyed: Unknown
    • Year Built: 1930
    • School District: Sunapee
    • High School: Sunapee Sr. High School
    • Middle/Jr School: Sunapee Middle High School
    • Elementary School: Sunapee Central School
    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: Asphalt Shingle, Membrane
    Interior Features
    • Basement: Yes
    • Basement Access Type: Walk-up
    • Basement Description: Full
    • Flooring: Carpet, Wood
    • Heating: Oil
    • Cooling: Attic Fan, None
    • Total Stories: 2
    • Rooms Total: 11
    • Bathrooms Full: 2
    • Bathrooms Half: 1
    • Bathrooms One Quarter: 0
    • Bathrooms Three Quarter: 0
    • Bedrooms Total: 5
    • Bathrooms Total: 3

    Property History for 242 Prospect Hill Road

    DateEvent & SourcePriceAppreciation
    Mar 27, 2026

    Sold

    New England Real Estate Network #5068603

    		$600,000—
    Mar 27, 2026

    Pending

    New England Real Estate Network #5068603

    		—
    Feb 2, 2026

    Active Under Contract

    New England Real Estate Network #5068603

    		—
    DateEvent & SourcePrice
    03/27/2026

    Sold

    New England Real Estate Network #5068603

    $600,000
    03/27/2026

    Pending

    New England Real Estate Network #5068603

    —
    02/02/2026

    Active Under Contract

    New England Real Estate Network #5068603

    —

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

    Public Records for 242 Prospect Hill Road

    Taxable ValueLand$186,000Additions$391,600Total$577,600
    Tax Record2025$6,094 ($508 / 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 Senior High School
    		Public - 9 to 12
    Rating
    School
    Distance
    Sunapee Central School
    PublicK to 5

    Sunapee Middle High School
    Public6 to 8

    Sunapee Senior High School
    Public9 to 12

    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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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 242 Prospect Hill Road, Sunapee, NH 03782
    $600,000
    5
    4,311
    87,120
    247 Prospect Hill Road, Sunapee, NH 03782
    –
    –
    2
    4,868
    557,568
    254 Prospect Hill Road, Sunapee, NH 03782
    $270,000
    2
    –
    222,156
    89 Granite Ridge Road, Sunapee, NH 03782
    –
    3
    2.5
    2,921
    226,948
    265 Prospect Hill Road, Sunapee, NH 03782
    $159,900
    3
    2,300
    78,408
    213 Prospect Hill Road, Sunapee, NH 03782
    –
    –
    –
    –
    1,323,788

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    No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

    Listing Courtesy of Dolan Real Estate

    Copyright 2026 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 10/03/2026 08:27 PM