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Chestnut Drive, Windsor

PROPERTY TYPE

Detached

BEDROOMS

5

BATHROOMS

3

SIZE

2,232 sq ft

207 sq m

TENURE
Describes how you own a property. There are different types of tenure - freehold, leasehold, and commonhold.Read more about tenure in our glossary page.

Freehold

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

Description

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 and Sebastian. If there is any point which is of particular importance to you, we invite you to discuss this with us before you travel to view the property.
COUNCIL TAXA payment made to your local authority in order to pay for local services like schools, libraries, and refuse collection. The amount you pay depends on the value of the property.Read more about council Tax in our glossary page.
Band: G
PARKINGDetails of how and where vehicles can be parked, and any associated costs.Read more about parking in our glossary page.
Driveway
GARDENA property has access to an outdoor space, which could be private or shared.
Private garden
ACCESSIBILITYHow a property has been adapted to meet the needs of vulnerable or disabled individuals.Read more about accessibility in our glossary page.
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Chestnut Drive, Windsor

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Extension potential
Recently sold & under offer
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About Fisher & Partners (Real Estate) Ltd, Covering Berkshire & Buckinghamshire

Covering Berkshire & Buckinghamshire
Industry affiliations:Industry affiliation logo 0

Fisher & Partners are transforming the way estate agents sell high end real estate. Every one of our valued clients deals and works with the business owner of each region.

Fisher & Partners work exclusively with a limited number of clients at any one time. This allows us to dedicate our expertise to those individuals, to deliver on our service commitments and to ensure we maximise sales and letting prices for our clients.

We don't believe in just posting pictures on portals, we believe in the science behind our marketing strategy. Our in house professional photographer and marketing team make sure our properties standout from the crowd, to create the strongest demand and exposure.

We are a passionate team dedicated to our clients and to changing the way high end real estate is sold in the UK.

Your mortgage

Per year
Lender usually expects a 10% deposit
%
Choose between 1 and 40 years
Years
%
Monthly repayments
£5,815
We think you can borrow up to
Add your household income above
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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 Fisher & Partners (Real Estate) Ltd, Covering Berkshire & Buckinghamshire. 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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