We've tightened what earns a Pursue. A home now needs a published valuation, a strategy that still makes money after real running costs and lender stress tests, and no listing problems that would stop a mortgage. You'll see fewer Pursues, and each one has been checked harder.
See how verdicts work4-bedroom terraced house · NP16 5EY
Sold STCReduced £15.1k (−3.9%) on 26 OctListed 140 days
Opportunity summary
See Archie’s verdict, returns by strategy and what to check before viewing.
About
Offered to the market with the benefit of no onward chain and occupying a pleasant position on the sought after Bridge Street, in the historic part of Chepstow town, this property is within short walking distance to a range of amenities, pubs, restaurants, and the iconic Chepstow Castle, as well as the River Wye.
The property affords fantastic, deceptively spacious, and versatile living accommodation arranged over three floors that will no doubt suit a variety of markets.
The well-planned layout briefly comprises, to the ground floor, lounge, second reception room/dining room and a kitchen/breakfast room, whilst to the first floor there are two bedrooms and the family bathroom, as well as two further double bedrooms to the second floor.
The property further benefits a sizeable front to back cellar offering fantastic versatile use, a low maintenance rear courtyard garden, and affords outstanding uninterrupted views towards the historic Chepstow Castle.
We would strongly recommend an internal viewing to appreciate what this property has to offer.
Being situated in Chepstow local facilities include primary and secondary schools, shops, pubs, and restaurants as well as doctor and dental surgeries, all within a short distance.
There are good bus, road, and rail links with A48, M4 and M48 motorway networks, bringing Bristol, Cardiff and Newport all within commuting distance.
Ground Floor - Lounge - 4.61m x 3.73m (15'1" x 12'2") - Entrance door leads into a very well-proportioned, full-width reception room with a lovely feature bay window to the front elevation.
Tiled floor. A door off leads to a storage area. Sitting/Dining Room - 3.73m x 3.48m (12'2" x 11'5") - A versatile room with feature quarry tiled floor.
Fantastic free-standing wood burner on a slate hearth. Stairs to first floor.
Open access to :- Kitchen/Breakfast Room - 3.73m x 2.50m (12'2" x 8'2") - Comprising an L-shape range of kitchen base units with solid wood worktops over. Inset Belfast sink with mixer tap.
Freestanding cooker. Space for a washing machine and a freestanding full-height fridge freezer. There is also space for breakfast table and chairs. Wood flooring.
Window to rear elevation with uninterrupted views towards Chepstow Castle and door to rear gardens. First Floor Stairs And Landing - Access to all first-floor rooms.
Useful airing cupboard with inset shelving. Stairs to second floor.
Bedroom 1 - 3.73m x 3.55m (12'2" x 11'7") - A very good-size double bedroom with feature exposed wooden floorboards and a fantastic feature cast iron fireplace. Sash window to front elevation.
Bedroom 4 - 2.73m x 2.40m (8'11" x 7'10") - Would make an ideal single bedroom or indeed a perfect home study for the everyday home worker as it is currently utilised. Window to the rear elevation.
Family Bathroom - Appointed with a three-piece neutral suite to include panelled bath with mains-fed shower over, tile surround and glass shower screen, low-level WC and pedestal wash hand basin.
Tiled flooring and part-tiled walls. Window to rear elevation enjoying views of the castle. Second Floor Stairs And Landing - Providing access to both second floor rooms.
Bedroom 2 - 3.57m x 3.13m (11'8" x 10'3") - A well-proportioned double bedroom with a feature sash window to front elevation. Fitted wardrobes to one side. Loft access point.
Bedroom 3 - 4.65m x 3.73m (15'3" x 12'2") - A further good-size double bedroom with a sash window to rear elevation, enjoying fantastic uninterrupted views over Chepstow Castle. Loft access.
A feature inset area which could provide an ideal en-suite or indeed walk-in wardrobe if required and subject to necessary consent.
Outside - Cellar - Accessed from the garden the cellar runs the full length of the property and offers a fantastic versatile use, with the potential for conversion depending on consent and requirements.
The cellar also houses the gas combi boiler. Garden - Steps lead down from the kitchen/breakfast room to the garden area, which comprises a beautiful private courtyard space of a low maintenance.
The rear garden is fully enclosed by block wall and offers an abundance of mature plants and shrubs, also providing a beautiful space to sit, dine, entertain, and enjoy views towards Chepstow Castle.
Services - All mains services are connected, to include mains gas central heating.
Value & comps
No previous sales on record.
Returns
Set an offer; the calculator follows it.
Short-let licence or registration needed
We're still gathering serviced-accommodation data for this area.
Archie refurb estimate: a Pro feature
0.0% below asking
This is not financial or investment advice. Prop AI Deals is not authorised by the Financial Conduct Authority (FCA) to provide investment advice.
All investment calculators, property analyses, and AI-generated insights are for informational purposes only. Property investment carries risk and may result in financial loss. All calculations should be independently verified and you should consult with FCA-authorised financial advisers before making any investment decisions.
Past performance does not guarantee future results. Tax implications vary by individual circumstances.
Deal
Properties like this can earn 2–3x BTL yields when converted to HMO, with retrofit costs around £10k/room. Sign in to see the full tier, yield projection, and cost breakdown.
Commercial properties like this can earn 30-50% higher yields when converted to residential under Class MA / Q / P / PA, with prior approval costing ~GBP 96/unit. Sign in to see the recommended route, yield uplift, and cost breakdown.
BRRR-suited properties can recycle 80-100% of investor capital on refi, leaving a high-yielding rental with most of the money out. Sign in to see the refurb cost stack, ARV projection, and refinance maths.
Detached + large garden = sub-division play. Pro tier unlocks the tier badge, plot size, uplift estimate, and regional land benchmark.
Short-lease flats trade at deep discount, but extending under the 1993 Act often costs far less than the discount. Pro tier unlocks the tier badge, premium breakdown, long-lease ARV and arbitrage maths.
See projected short-stay revenue vs a vanilla BTL for this property.
See real sub-let margins (HMO room rates & SA nightly rates) vs the landlord rent.
Area
Agent & docs

FAQ
About 44 Bridge Street
Explore nearby