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Enquiries Over $790,000

Vintage Charm, Modern Ease — and Money on the Side

42 Upper Plain Road, Masterton Masterton
Home, income, and inspiration — this character 1925 beauty has it all. A property where lifestyle and practicality meet, offering not only a charming main home but also the bonus of a fully self-contained unit — perfect for extended family, guests, or generating extra income.

From the moment you arrive, you’ll feel the balance of ease and possibility. The property is fully fenced for privacy and pets, and there’s a bus stop right at the gate giving you easy access to town, hospital, and local shops. The train station is just a short walk away.

Inside, the home carries its vintage soul with pride — polished character, high ceilings, and a warmth that instantly feels welcoming. Updates to the kitchen and bathroom bring modern comfort. The main bedroom flows to a private garden courtyard — perfect for a quiet morning coffee or an evening glass of wine. The third bedroom is a flexible bonus: sunroom, home office, or creative nook, all overlooking the park-like backyard.

Step outside and you’ll find the heart of this property — a backyard retreat that feels more like a private sanctuary. The deck opens to sweeping green space where birdsong fills the air, and at 4pm each day the local feathered regulars arrive for their feed — a ritual that captures the peaceful rhythm of life here.

A fully lined and insulated studio sits tucked away at the rear, ideal for artists, makers, or those who work from home. Add to that a chicken run, and an unexpected delight — a reimagined in-ground pool, now a lush fernery and hot house garden with irrigation, framed by its original decking. Out front you will find a custom container workshop.

Close to town yet with a country calm that’s rare to find, 42 Upper Plain Road offers more than a home — it’s a lifestyle with options, privacy, and income potential all in one.

Viewings are strictly by appointment only, with a minimum of 48 hours’ notice. Get in touch to arrange a private viewing of this special property.

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    Download the property documents

    Type Name Download
    Other SolarZero Information_42 Upper Plain Road.pdf
    Property Information Pack_Solar_42 Upper Plain Road.pdf
    Council Files_42 Upper Plain Rd_Building record summary.docx
    Council Files_42 Upper Plain Rd__19081998_Fireplace_1801015800_30253.pdf
    Council Files_42 Upper Plain Rd_20122005_Convert GaragetoSleepout1801015800_055922.pdf
    Council Files_42 Upper Plain Rd_29042002_Fire and Wetback_1801015800_020272.pdf
    Council Files_42 Upper Plain Rd_1801015800_drainage plan.pdf
    Council Files_42 Upper Plain Rd_02112009_Garage:Workshop_1801015800_990731.pdf
    Council Files_42 Upper Plain Rd_260209 Carport_1801015800_060883.pdf
    Council Files_42 Upper Plain Rd_06122001_Swimming Pool (NOEW REMOVED)1801015800_010882.pdf
    Council Files_42 Upper Plain Rd_1801015800_drainage plan_1.pdf
    Property Info Pack – Upload to Utogi Docs Property Information Pack – 42 Upper Plain Road-pages – UPDATED.pdf

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    Jamie
    I’m Jamie.

    I help Agents find their tribe. When they are in, I help them to stay connected to their biggest opportunity. Networking.

    Specialty – bringing the energy, fun, sky-diving​