Rankings · Street league table · July 2026

The most expensive streets in Cheltenham

Cheltenham's priciest addresses, ranked by median sold price over the last five years — from HM Land Registry records, not asking prices. Every street links to its full sale-by-sale history.

Ashley Road tops the table at a £2,310,000 median (top recorded sale: £3,250,000) — about 6.8× the £340,000 median for Cheltenham as a whole. Oakley Road and Ullenwood Court follow at £1,842,500 and £1,675,000. Each row links to the street's own page, with every recorded sale behind the figure.

#StreetMedian · Sales · £/m²
1Ashley RoadGL52£2,310,0006 sales2Oakley RoadGL52£1,842,5006 sales3Ullenwood CourtGL53£1,675,00022 sales · £4,818/m²4Greatfield DriveGL53£1,625,0006 sales5Hall RoadGL53£1,332,5006 sales · £5,733/m²6The AvenueGL53£1,315,0005 sales · £6,792/m²7Montpellier DriveGL50£1,200,0008 sales8Pear Tree CloseGL53£1,195,00018 sales · £6,040/m²9Summerbee DriveGL51£1,181,0006 sales · £6,026/m²10Battledown ApproachGL52£1,170,0005 sales11Sandy LaneGL53£1,100,00015 sales · £6,180/m²12Hillfort CloseGL53£1,090,0007 sales13Fields RoadGL54£1,082,50010 sales14Eldorado CrescentGL50£1,045,0006 sales · £7,044/m²15Greenway ParkGL52£975,0006 sales · £2,577/m²16Sydenham Villas RoadGL52£950,0007 sales · £6,679/m²17Ledmore RoadGL53£947,5008 sales · £4,925/m²18Lansdown ParadeGL50£945,00011 sales19Smith Barry CrescentGL54£915,0005 sales20Royal ParadeGL50£900,0009 sales · £6,209/m²21Teasel RoadGL53£897,5007 sales · £5,459/m²22Albert DriveGL52£890,0006 sales23Mill LaneGL52£867,50016 sales · £5,491/m²24Tivoli RoadGL50£862,75016 sales · £7,286/m²25Charlton LaneGL53£857,50010 sales · £4,980/m²

Median sold price per street over the last five years, HM Land Registry Price Paid Data (standard market sales; streets with at least 5 recorded sales). £/m² is the street's median of sold price ÷ EPC floor area, shown where at least three sales match an EPC — the like-for-like measure that separates big homes from expensive ones. Street-level medians move with what happens to sell — treat them as a robust guide, not a valuation of any home.

Most expensive streets in Cheltenham — FAQs

What is the most expensive street in Cheltenham?

Ashley Road (GL52), with a median sold price of £2,310,000 across 6 recorded sales in the last five years, and a top recorded sale of £3,250,000 — HM Land Registry data.

Which are the top three most expensive streets in Cheltenham?

1. Ashley Road, GL52 (£2,310,000 median); 2. Oakley Road, GL52 (£1,842,500 median); 3. Ullenwood Court, GL53 (£1,675,000 median).

How is this ranking calculated?

From HM Land Registry Price Paid Data: each street's median sold price over the last five years, standard market sales only, with a floor of 5 recorded sales so a single mansion sale doesn't crown a street. Streets are matched to Cheltenham using the Land Registry's own town field. Updated as new sales are registered.

Which street in Cheltenham costs the most per square metre?

Of Cheltenham's priciest streets, Tivoli Road (GL50) has the highest price per floor area at roughly £7,286/m² (median of sold price ÷ EPC floor area). A street can top the headline table simply because its homes are large — £/m² shows where each metre itself costs the most.

Using these figures

Journalists: this table is free to quote and republish with attribution to Housometer and a link to this page. The figures recompute as HM Land Registry registers new sales, and every street links to its underlying transactions. For a custom cut (Cheltenham by property type, a wider area, or year-on-year moves), contact us — usually same-day.

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