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.
Listing Provided Courtesy of Kristyna Lukacova at Keller Williams La Jolla
Property Details
Price:
$2,375,000
MLS #:
260011908
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subdivision:
KENSINGTON
Neighborhood:
metrouptown
Listed Date:
May 15, 2026
Finished Sq Ft:
2,100
Total Sq Ft:
2,100
Lot Size:
64,033 sqft / 1.47 acres (approx)
Year Built:
1947
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Garage Door Opener, Refrigerator, Washer, Freezer, Gas Stove, Gas Range, Counter Top
Bathrooms
3 Full Bathrooms
Cooling
Central Forced Air
Fireplaces Total
1
Heating
Forced Air Unit
Laundry Features
Electric, Gas
Levels
1 Story
Exterior
Construction Materials
Stucco
Fencing
Partial
Garage Spaces
2
Parking Features
Detached
Parking Spots
4
Parking Total
4
Roof
Flat
View
City, Mountains/Hills
Financial
Map
Community
- Address4391 Middlesex Drive San Diego CA
- SubdivisionKENSINGTON
- CitySan Diego
- CountySan Diego
- Zip Code92116
Subdivisions in San Diego
- 18th Unit 18U
- Acacia Park ACAP
- Allied Gardens
- Alta 33401
- Alta ALTA
- Alta Vista AV
- Arborlake AL
- BAY PARK
- Bayside BS
- Bayview Heights 570
- Belvedere BEL
- Brentwood BRTW
- Cambria CAMB
- CAMPO
- Carmel CRM
- CARMEL MOUNTAIN RANCH
- CARMEL VALLEY
- CHULA VISTA
- CITY HEIGHTS
- Civita CIVI
- CLAIREMONT
- Clifton Heights CLFH
- Collage COLG
- College Estates1260
- COLLEGE GROVE
- College Park COLG
- College Park CP
- College View Estates 32235
- Columbia COLU
- Columbia Square CS
- Cortez CZ
- Creekside CR
- Crestmont CSM
- CROWN POINT
- Crown Point CP
- DEL CERRO
- Del Cerro 337
- Del Cerro DELC
- DEL MAR
- Del Mar 31415
- DOWNTOWN
- Downtown 605
- Downtown Area DOWN
- Downtown DT
- EAST DEL MAR
- EAST ESCONDIDO
- EAST SAN DIEGO
- East Village 400
- EL CAJON
- Embarcadero750
- Emerald Hills EMER
- ENCANTO
- Encanto 31424
- Encanto ENCAN
- Escala ESCL
- Fashion Heights FSHH
- Golden View GLDV
- Hampton Place HAMP
- Hidden Canyon 760
- High Country 780
- Highland Estates 379
- HILLCREST
- Hillcrest Estates HILE
- Hillcrest HC
- Hillcrest HLCR
- Hillcrest Park HLCT
- Horizon HORZ
- Horizons HORZ
- IMPERIAL BEACH
- KEARNY MESA
- KENSINGTON
- Kensington KENS
- Kensington Park 787
- Knightsbridge KBRG
- LA JOLLA
- La Jolla Townehomes LJOL
- LA MESA
- La Morada 31523
- La Paz South LP
- LEMON GROVE
- Lexington LEX
- Lexington LEXT
- LINDA VISTA
- LOGAN HEIGHTS
- Maplewood MAPW
- Marbella MB
- Mid Town 604
- MIDDLETOWN
- MIRA MESA
- Mirasol MIR
- MISSION BEACH
- Mission Greens R1 MG
- Mission Greens R2 MG
- MISSION HILLS
- Mission Hills/Fairway1862
- Mission Hills/Haciendas 32151
- Mission Hills/Westgate 32155
- MISSION VALLEY
- MISSION VILLAGE
- Mission Village MA
- Mobile Estates ME
- Montelena MTL
- Monteverde MVRD
- Mountain View 200
- NATIONAL CITY
- None2161
- NORMAL HEIGHTS
- NORTH PARK
- Not Applicable1
- Oak Park 867
- Oak Park OKPK
- OCEAN BEACH
- Ocean Hills OH
- Ocean View Homes OCVI
- Ocean View Terrace OVTR
- OLD TOWN
- PACIFIC BEACH
- Pacific Heights PACH
- Palacio Del Mar PD
- PARADISE HILLS
- Park Terrace Village PKTV
- Park Villas II PKV2
- Park Villas PKVL
- Park West 1126
- Parkview Condos 187
- Placerita CanyonMaster’s Colleg
- Plaza del Sol 479
- POINT LOMA
- RANCHO BERNARDO
- Rancho Pacifica 1 261701
- RANCHO PENASQUITOS
- RANCHO SANTA FE
- Regency Villas RGVL
- Ridge – Pacific Ridge RIDG
- SABRE SPR
- SAN CARLOS
- San Carlos SANC
- SAN DIEGO
- SAN YSIDRO
- SANTALUZ
- Savannah SAVA
- SCRIPPS RANCH
- Seaview SEA
- SERRA MESA
- Skyline Homes SKYL
- Skyline SKYL
- Smoke Tree SMTR
- Sorrento SO
- South Park 304
- SOUTH SD
- SPRING VALLEY
- Starlight Mesa Dist 14 STME
- Stonebridge 3700
- Stonecrest 892
- Summerwood Homes SMWD
- Sunburst 30922
- Sunrise SU
- Sunset Village SN
- TALMADGE
- Talmadge TALM
- The Bluffs2010
- The Greens GRNS
- The Trails 171
- TIERRASANTA
- Timberlane TBLN
- TORREY HIGHLANDS
- UNIVERSITY CITY
- UNIVERSITY HEIGHTS
- Unknown 999
- Veranda VERA
- Vista del Sol VDS
- Vista Pacifica VP
- Walden WAL
- Webster Heights WBHT
- Woodcrest WT
- SAN DIEGO
- DOWNTOWN
Market Summary
Current real estate data for Single Family in San Diego as of May 27, 2026
1,752
Single Family Listed
60
Avg DOM
810
Avg $ / SqFt
$1,767,288
Avg List Price
Property Summary
- Located in the KENSINGTON subdivision, 4391 Middlesex Drive San Diego CA is a Single Family for sale in San Diego, CA, 92116. It is listed for $2,375,000 and features 3 beds, 3 baths, and has approximately 2,100 square feet of living space, and was originally constructed in 1947. The current price per square foot is $1,131. The average price per square foot for Single Family listings in San Diego is $810. The average listing price for Single Family in San Diego is $1,767,288. To schedule a showing of MLS#260011908 at 4391 Middlesex Drive in San Diego, CA, contact your Pacific Sotheby’s International Realty agent at 6193633000.
Similar Listings Nearby
4391 Middlesex Drive
San Diego, CA