5-bedroom detached house · SL4 4UT
For saleListed 482 days
Opportunity summary
See Archie’s verdict, returns by strategy and what to check before viewing.
About
Spacious Five Bedroom Home With Annex & Large Gardens Just Off The Prestigious St.
Leonard’s Hill The Property - Located in the heart of one of Windsor’s most exclusive and sought-after residential addresses, this distinguished five bedroom detached home on Chestnut Drive, just off St.
Leonard’s Hill, offers an exceptional blend of space, seclusion and lifestyle potential.
Occupying one of the largest and most private plots on the road, the property is set within magnificent, landscaped gardens extending to just under 0.4 acre, with mature trees, sun-drenched terraces and sweeping lawns that create an idyllic retreat.
This rare and versatile home includes a self-contained one-bedroom annex, seamlessly integrated into the main house-perfect for extended family, an au pair suite, guests, or even rental potential.
The main accommodation is thoughtfully arranged, featuring four generously sized bedrooms on the first floor, three well-appointed bathrooms and spacious, light-filled living areas that overlook and open onto the stunning garden.
The elegant exterior is matched by the substantial frontage, offering extensive driveway parking for multiple vehicles, with ample space remaining for further extension, reconfiguration, or complete redevelopment, subject to the necessary consents.
This unique opportunity is ideal for those seeking to create a dream family home in a location where space and privacy are becoming increasingly rare.
The Neighbourhood - Set on a tranquil, tree-lined road and surrounded by some of Windsor’s most prestigious homes, this property offers a wonderful balance of countryside charm and urban convenience.
Windsor’s historic town centre, renowned schools, boutique shops, restaurants, and transport links (including direct trains to London) are all within easy reach, while local walks and green spaces, including Windsor Great Park, are just moments away.
Whether you're drawn by the generous plot, the lifestyle flexibility of the annex, the future development possibilities, or simply the serenity and status of St.
Leonard’s Hill, this home presents a truly rare offering. Viewing Arrangements: Only by appointment with Nicholas.
If there is any point which is of particular importance to you, I invite you to discuss this with me before you travel to view the property.
Value & comps
No previous sales on record.
Returns
Set an offer; the calculator follows it.
We're still gathering serviced-accommodation data for this area.
Archie refurb estimate: a Pro feature
0.0% below asking
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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 12, Chestnut Drive, Windsor
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