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4391 Middlesex Drive
San Diego CA 92116 US

$2,375,000

Active Listing ID 260011908
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3 bed
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3.00 Bath (3 Full)
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Lot: 1.47 Acres
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Other

$2,375,000

Active Listing ID 260011908
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4391 Middlesex Drive Set on a quiet cul-de-sac in the heart of north Kensington, this extraordinary canyon rim home sits on nearly 1.5 acres and offers a truly rare opportunity to own the 3rd largest lot in the entire neighborhood. This tastefully remodeled single level home delivers a level of privacy, tranquility, and natural beauty that is almost impossible to find while still being moments from the restaurants, coffee shops, and boutiques along Adams Avenue. . Mature landscaping and expansive grounds create an estate-like feel while the home embraces sweeping canyon views from nearly every room. Inside, you're welcomed by beautiful original hardwood floors, abundant natural light, and a warm living room anchored by a fireplace and oversized windows framing the breathtaking scenery beyond. Stunning archways guide you from room to room, blending timeless architectural charm with tasteful modern updates. Designed for both everyday living and entertaining, the remodeled kitchen serves as the heart of the home with a gorgeous center island, designer finishes, ample cabinetry, and effortless flow into the main living spaces. The primary suite feels like a private retreat with endless canyon vistas, French doors opening to a spacious view deck, and a beautifully remodeled ensuite. Additional bedrooms are generously sized and filled with natural light. Outside, multiple entertaining areas, sprawling grounds, and the unmatched canyon backdrop create an atmosphere rarely found in Metro San Diego. Opportunities to own a property of this size, setting, and caliber in Kensington are exceptionally rare.

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Property Features

  • Facts
  • Lot Size: 1.47 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 3
  • Cooling System: Central Air
  • Roof Type: Flat
  • Heating Fuels: Forced Air
  • Additional Features
  • Fireplace

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 2375000
  • unparsedaddress: 4391 Middlesex Drive
  • postalcity: San Diego
  • stateorprovince: CA
  • country: US
  • postalcode: 92116
  • bathroomsfull: 3
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 1.47
  • lotsizeunits: Acres
  • lotsizearea: 1.47
  • livingarea: 2100
  • livingareaunits: Square Feet
  • latitude: 32.773217
  • longitude: -117.099626
  • listagentfullname: Patrick H Mercer
  • listagentemail: Patrick@Mercergrouprealestate.com
  • listagentkey: 3yd-SANDICOR-668904
  • listagentmlsid: 668904
  • listagentpreferredphone: 6198462083
  • listagentofficephone: 8584579400
  • listofficekey: 3yd-SANDICOR-16254
  • listagentstatelicense: 01964971
  • listofficemlsid: 69375
  • disclaimer: Copyright © 2026 San Diego MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: SANDICOR
  • yearbuilt: 1947
  • listingcontractdate: 2026-05-15
  • listagentfax: 6192335526
  • countyorparish: San Diego
  • parcelnumber: 465-020-10-00
  • appliances: Dishwasher, Disposal, Dryer, Garage Door Opener, Refrigerator, Washer, Freezer, Gas Stove, Gas Range, Counter Top
  • cooling: Central Air
  • heating: Forced Air
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 1
  • parkingtotal: 4
  • roof: Flat
  • view: City, Hills
  • waterfrontyn: False
  • franchiseaffiliation: Keller Williams Realty
  • rooms: Bedroom 3, Bathroom 3, Bedroom 2, Bathroom 1, Bedroom 1, Bathroom 2
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -117.099625, 32.773216
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-SANDICOR-260011908", "OpenHouseEndTime": "2026-05-17 15:00:00", "OpenHouseId": "4340614", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-05-17 13:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Keller Williams Realty La Jolla", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"Patrick@Mercergrouprealestate.com", "ListBrokerageCity":"La Jolla", "ListBrokerageCountry":"US", "ListBrokerageEmail":"klrw679@kw.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/SANDICOR/75f54340e3d211e0a5d500219b994c72/20140430194735911.png", "ListBrokerageName":"Keller Williams Realty La Jolla", "ListBrokeragePhone":"(858) 457-9400", "ListBrokeragePostalCode":"92037", "ListBrokerageStateOrProvince":"CA", "ListBrokerageUnitNumber":"Ste 101", "ListBrokerageUnparsedAddress":"7817 Ivanhoe Avenue", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"7979 Ivanhoe Ave. #350 ", "ListOfficeAddress2":"Ste 101", "ListOfficeBrokerMlsId":"16254", "ListOfficeCity":"La Jolla", "ListOfficeCountry":"US", "ListOfficeEmail":"Jeff@jeffstearmanhomes.com", "ListOfficePostalCode":"92037", "ListOfficeStateOrProvince":"CA", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - San Diego, CA", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/4391-Middlesex-Dr_San-Diego_CA_92116_M17218-68796?f=listhub&s=SANDICOR&m=260011908&c=rexren", "MLSModificationTimestamp":"2026-05-16 00:11:52", "Neighborhoods":[{"Description":null, "Name":"KENSINGTON"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/17/2026 12:26:37 AM GMT
Source Updated Date: 5/18/2026 7:07:04 AM GMT

Courtesy of: Patrick H Mercer, Keller Williams La Jolla, Patrick@Mercergrouprealestate.com

Copyright © 2026 San Diego MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.