Chestnut Drive, Windsor, SL4 4UT
Listed 25 Jun 2025 · Windsor
How the price compares
Key features
- Prestigious Location
- Generous Plot Size
- Landscaped Gardens
- Self-Contained Annex
- Spacious Family Living
- Bright, Open Interiors
- Ample Parking
- Extension & Development Potential (STNC)
- Tranquil Setting
- Excellent Amenities Nearby
About this home
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.
Property details
- Property type
- Detached
- Size
- 2,232 sq ft / 207 sq m
- Council tax band
- G
- Tenure
- Freehold
- Parking
- Private
- Garden
- Private garden
- Electricity
- Mains supply
- Water
- Mains supply
Floorplan
Location
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1 on this map
- Windsor & Eton Central Station1.7 mi
- Windsor & Eton Riverside Station2.0 mi
- Datchet Station2.9 mi
What nearby homes sold for
Median sold prices in SL4 over the last 12 months: terraced £495k · flat £305k · semi-detached £575k · detached £805k.
Contains HM Land Registry data © Crown copyright and database right 2026. Licensed under the Open Government Licence v3.0. All sales in SL4
Buying costs
Estimates only, using rates in force from April 2025. Check GOV.UK, Revenue Scotland or the Welsh Revenue Authority and speak to a mortgage adviser before you offer.
Listed by F&P Agency, Covering Berks, Bucks & Oxon on Rightmove (original listing). First listed 25 Jun 2025; details checked 7 Nov 2026. Latest change: added on 25/06/2025.
Agent disclaimer
Disclaimer - Property reference FSH_WND_LFSYCL_955_1094427509. The information displayed about this property comprises a property advertisement. Rightmove.co.uk makes no warranty as to the accuracy or completeness of the advertisement or any linked or associated information, and Rightmove has no control over the content. This property advertisement does not constitute property particulars. The information is provided and maintained by F&P Agency, Covering Berks, Bucks & Oxon. Please contact the selling agent or developer directly to obtain any information which may be available under the terms of The Energy Performance of Buildings (Certificates and Inspections) (England and Wales) Regulations 2007 or the Home Report if in relation to a residential property in Scotland.
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