OFF MARKET

Off market oct 2025 for $975K

$1,089,659

Est. refi paymentEst. refi $6,489/mo

•

2,850

sq ft

255 Highline Trl, El Cajon, CA 92021

About this home

Perched in the serene mountaintop community of Crest, this enchanting large residence, offers sweeping panoramic Mountain views, set on nearly half an acre. Featuring low maintenance landscaping, beautiful trees, a cascading waterfall, peaceful sitting areas, and garden beds in the lower section of the lot. Multiple patios and view decks provide the perfect backdrop for elegant entertaining or quiet reflection. Inside, the main level showcases a dramatic great room with soaring 14-ft vaulted wood beam ceilings, a wood-burning fireplace, and an open-concept kitchen flooded with natural light. The primary suite with a full bathroom also enjoys its own private view deck! Two more bedrooms with a full bathroom are also located upstairs. The lower level granny flat has flexibility with a private entrance, a bedroom, a full bath, kitchen & 2 additional bonus rooms, with direct access to the garage. Modern upgrades include a 10 SEER heat pump, 34 solar panels, newer dual-pane windows, concrete tile roof, and a rebuilt brand new septic system! Just 10 minutes to shopping and 30 minutes to the beach or Mountains! This is more than a home—it’s a magical escape offering privacy, space, and unforgettable views!

Single-familyProperty Type

1974Year Built

0.42 acresLot Size

$382Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Rayna Mack •DRE #01743695 • SD HOMES

•619-922-2524 (agent)

•rayna@raynamack.com (agent)

Listed by Keoki Rosa •DRE #01991409 • SD HOMES

Bought with Marissa Santos •DRE #02235815 • eXp Realty of Southern CA

•916-878-0271 (agent)

•marissa@porchlightsocal.com (agent)

Redfin checked: a few seconds ago

•Source:SDMLS #250035338

Redfin Estimate

$1,089,659

$115K since sold in October 2025$40K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.8% lower than the average sale price ($1.12M) of 6 comparable homes.

SOLD MAY 11, 2026
$955,000
A
4 beds3 baths2,274 sq ft
214 Kens Rd, El Cajon, CA 92021
SOLD MAY 26, 2026
$1,291,000
B
4 beds2 baths2,405 sq ft
506 Deerhaven St, El Cajon, CA 92019
SOLD OCT 15, 2026
$1,205,000
C
4 beds3 baths2,182 sq ft
13724 Braeswood, El Cajon, CA 92021
SOLD SEP 1, 2026
$1,160,000
D
4 beds3 baths2,632 sq ft
9285 Soldin Ln, El Cajon, CA 92021
SOLD OCT 1, 2026
$1,150,000
E
4 beds3 baths2,924 sq ft
1482 Horsemill Rd, El Cajon, CA 92021
SOLD AUG 31, 2026
$965,000
F
4 beds3 baths2,238 sq ft
9165 Vista Entrada, Lakeside, CA 92040

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Earn from this home

Sell

$267,292

Est. take-home

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Refinance

Est. cash available

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Rent

$4,286/mo

Redfin rental estimate

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Market trends in 92021, CA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.1%

0.5% MoM

Median sale price

$730K

$6K MoM

Avg. days on market

26d

5 days MoM

Recently sold homes

2 MoM

New listings for sale

NEW 2 HRS AGO
$999,000
3 beds2 baths1,879 sq ft
12473 Royal Rd, El Cajon, CA 92021
OPEN SAT, 12PM TO 3PM
$1,495,000
— beds— baths8,747 sq ft
1197 Sumner Ave, El Cajon, CA 92021
NEW 10 HRS AGO
$1,279,900
4 beds3 baths2,263 sq ft
1333 El Rey Ave, El Cajon, CA 92021
OPEN SAT, 12PM TO 4PM
$849,000
3 beds2 baths1,838 sq ft
995 Greta St, El Cajon, CA 92021
$257,000
2 beds2 baths1,620 sq ft
13300 Los Coches Rd #64, El Cajon, CA 92021
OPEN SAT, 11AM TO 3PM
$658,000
3 beds2 baths1,055 sq ft
12502 Jackson Heights Dr, El Cajon, CA 92021
$170,000
3 beds2 baths1,080 sq ft
351 E Bradley Ave #163, El Cajon, CA 92021
OPEN SAT, 1PM TO 4PM
$925,900
4 beds2.5 baths2,142 sq ft
1261 La Cresta Blvd, El Cajon, CA 92021
$180,000
3 beds2 baths1,100 sq ft
400 Greenfield Dr #79, El Cajon, CA 92021
OPEN SAT, 11AM TO 2PM
$499,999
3 beds2 baths1,116 sq ft
1248 Denver Ln Unit E, El Cajon, CA 92021
ShoppingSDHouses
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Provided by Redfin

Sale history for 255 Highline Trl

Date

Event

Price

SDMLS #250035338

Oct 31, 2025

Sold

$975,000

$342/sq ft

Oct 30, 2025

Pending

—

Aug 25, 2025

Pending

—

Aug 23, 2025

Listing Removed

—

Aug 4, 2025

Listed

$999,000

$351/sq ft

SDMLS #250017354

Apr 22, 2025

Listing Removed

—

Feb 22, 2025

Price Changed

$939,000

$329/sq ft

Feb 12, 2025

Price Changed

$979,000

$344/sq ft

Jan 26, 2025

Listed

$995,000

$349/sq ft

Public Records

Aug 6, 2014

Sold

$490,000

$172/sq ft

SDMLS #140031973

Aug 5, 2014

Sold

$489,000

$172/sq ft

Jul 24, 2014

Pending

—

Jul 3, 2014

Price Changed

$549,900

$193/sq ft

Jul 3, 2014

Price Changed

$548,000

$192/sq ft

Jun 23, 2014

Price Changed

$549,000

$193/sq ft

Jun 13, 2014

Listed

$549,900

$193/sq ft

+20

NEW downstairs granny flat,dining room,living room,bedroom,bathroom & private patio.Unit has separate entrance/parking -could easily rent for $1,200+/month OR great for grandparents seeing as its handicapped equipped.Main house (main level) offers 3 bedrooms 2 full bathrooms & panoramic views throughout.Main house has 2 decks built around the unmatched views & yard has 4 different patio/entertaining areas.Plenty of room for a large grass yard!SEE SUPPS FOR LIST OF UPGRADES!

All items have been replaced or upgraded over the past (7) years: New reinforced roof/eves, new stucco, new double pane windows throughout, new HVAC, granite kitchen counters, resurfaced cabinets, upgraded electrical and wired for AT&T or COX. Garage is 33x26 (don’t let the single garage door fool you)! RV parking w/hook-ups, 2 separate driveways, 2 custom fountains. Downstairs unit has been upgraded all within past (2) years: New carpet, windows, paint, flooring, baseboards and bathroom.

Public Records

Jun 18, 2002

Sold

$422,000

$148/sq ft

Public Records

Apr 1, 1991

Sold

$199,500

$70/sq ft

Public Records

Jun 2, 1988

Sold

$154,000

$54/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$7,382 (−0.4%)

$311,898 + $663,102

$975,000

2024

$7,409 (+2.7%)

$188,347 + $400,429

$588,776

2023

$7,213 (+1.7%)

$184,654 + $392,578

$577,232

2022

$7,090 (+1.5%)

$181,034 + $384,881

$565,915

2021

$6,983 (+1.2%)

$177,485 + $377,335

$554,820

2020

$6,900 (+1.2%)

$174,005 + $369,937

$543,942

2019

$6,816 (+0.5%)

$172,221 + $366,144

$538,365

2018

$6,784 (+1.4%)

$168,845 + $358,965

$527,810

2017

$6,691 (+4.1%)

$162,290 + $345,027

$507,317

2016

$6,430 (+0.5%)

$162,290 + $345,027

$507,317

2015

$6,400 (−2.0%)

$159,108 + $338,262

$497,370

2014

$6,531 (+0.2%)

$162,685 + $345,865

$508,550

2013

$6,518 (+5.3%)

$162,685 + $345,865

$508,550

2012

$6,192 (+2.3%)

$161,950 + $344,302

$506,252

2011

$6,055 (+2.4%)

$158,775 + $337,551

$496,326

2010

$5,915

$155,662 + $330,933

$486,595

2009

$5,912 (+5.4%)

$154,499 + $328,460

$482,959

2008

$5,608

$154,867 + $329,241

$484,108

Tax history for 255 Highline Trl

Year

Property tax

Land + Additions

Assessment*

2025

$7,382 (−0.4%)

$311,898 + $663,102

$975,000

2024

$7,409 (+2.7%)

$188,347 + $400,429

$588,776

2023

$7,213 (+1.7%)

$184,654 + $392,578

$577,232

2022

$7,090 (+1.5%)

$181,034 + $384,881

$565,915

2021

$6,983 (+1.2%)

$177,485 + $377,335

$554,820

2020

$6,900 (+1.2%)

$174,005 + $369,937

$543,942

2019

$6,816 (+0.5%)

$172,221 + $366,144

$538,365

2018

$6,784 (+1.4%)

$168,845 + $358,965

$527,810

2017

$6,691 (+4.1%)

$162,290 + $345,027

$507,317

2016

$6,430 (+0.5%)

$162,290 + $345,027

$507,317

2015

$6,400 (−2.0%)

$159,108 + $338,262

$497,370

2014

$6,531 (+0.2%)

$162,685 + $345,865

$508,550

2013

$6,518 (+5.3%)

$162,685 + $345,865

$508,550

2012

$6,192 (+2.3%)

$161,950 + $344,302

$506,252

2011

$6,055 (+2.4%)

$158,775 + $337,551

$496,326

2010

$5,915

$155,662 + $330,933

$486,595

2009

$5,912 (+5.4%)

$154,499 + $328,460

$482,959

2008

$5,608

$154,867 + $329,241

$484,108

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

0.34 Acres

Year renovated

1974

Sq. Ft.

2,100

Year built

1974

Style

Single Family Residential

County

San Diego County

APN

5091410900

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 20, 2026.

Rural Residential District

The RR Use Regulations are intended to create and enhance residential areas where agricultural use compatible with a dominant, permanent residential use is desired. Typically, the RR Use Regulations would be applied to rural or semi-rural areas where urban levels of service are not available and where large lots are desired. Various applications of the RR Use Regulations with appropriate development designators can create buffers between residential and agricultural uses, family or small farm areas, or large lot rural residential developments.

Permitted uses

Include but are not limited to:

Housing-Single unit
Housing-Multiple units
Fire house
Agriculture-Cropland
Agriculture-Grove / orchard
Park & open space

Property details

Parking

Parking/Garage Information
# of Parking Spaces Total: 10
Has Garage
Has Attached Garage
# of Garage Spaces: 2
Parking Features: Attached

Interior

Virtual Tour

Bedroom Information
# of Bedrooms Possible: 5

Bathroom Information
# of Full Bathrooms: 3

Heating & Cooling
Has Cooling
Cooling: Central Air
Has Heating
Heating: Forced Air, Electric, Wood

Interior Features
Appliances: Dishwasher, Disposal, Dryer, Refrigerator, Washer, Electric Oven, Electric Cooktop, Electric Water Heater
Flooring: Wood
Has Fireplace
# of Fireplaces: 1
Fireplace Features: Living Room

Exterior

Exterior Features
Patio And Porch Features: Covered, Deck
Roof: Composition

Building Information
Entry Level: 2
Sq. Ft.: 2850.0
# of Stories Total: 2
Construction Materials: Stucco

Property Features
Has View
Green Energy Generation: Solar
Pets Allowed: Yes

Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Raw Mls Property Sub Type: Detached

Lot Information
Road Responsibility: Public Maintained Road
Lot Size : .25 to .5 AC
Lot Size Area: 0.42
Lot Size Units: Acres
Zoning: R-1:SINGLE

Utilities

Utility Information
Sewer: Septic Tank

Location

Schools Information
Elementary School District: Cajon Valley Union School Distri
Middle Or Junior School District: Cajon Valley Union School Distri
High School District: Grossmont Union High School Dist

Location Information
Subdivision Name: Crest (CRST)

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,100
Stories: —
Lot Size: 0.34 acres
Style: Single Family Residential
Year Built: 1974
Year Renovated: 1974
County: San Diego County
APN: 5091410900

Home facts updated by county records on Aug 20, 2026

Other

Listing Information
List AOR: San Diego Association of REALTOR

Around this home

Schools

K - 12
Preschool & daycare

Crest Elementary School

Public K-8 • Assigned • 0.4mi

5/10

Granite Hills High School

Public 9-12 • Assigned • 3.2mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

7/10 Fire Factor

20% chance of being in a wildfire in next 30 years

4/10 Heat Factor

5 days above 98° expected this year, 12 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

4/10 Air Factor

6 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

El Cajon, CA • 92021

Average low and high temperatures (°F)

71°

43°

74°

47°

76°

50°

74°

52°

77°

57°

81°

61°

87°

65°

88°

64°

86°

66°

80°

55°

74°

48°

72°

46°

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 7.4 hours in December, placing it above the U.S. average for solar exposure.

8.7 hrs

7.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.04M – $1.25M

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New listings for sale in 92021

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12473 Royal Rd, El Cajon, CA 92021

Lush landscape • 0.38 acre lot • 2 garage spots

OPEN SAT, 12PM TO 3PM

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— beds— baths8,747 sq ft

1197 Sumner Ave, El Cajon, CA 92021

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NEW 10 HRS AGO

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Corner lot • Private entrance • Downstairs space

OPEN SAT, 12PM TO 4PM3D WALKTHROUGH

$849,000

3 beds2 baths1,838 sq ft

995 Greta St, El Cajon, CA 92021

Private bathroom • Pebble finish • Hot tub

$257,000

2 beds2 baths1,620 sq ft

13300 Los Coches Rd #64, El Cajon, CA 92021

Corner lot • Flagstone patios • Gourmet kitchen

OPEN SAT, 11AM TO 3PM

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3 beds2 baths1,055 sq ft

12502 Jackson Heights Dr, El Cajon, CA 92021

Panoramic views • Rolling mountains • City lights

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3 beds2 baths1,080 sq ft

351 E Bradley Ave #163, El Cajon, CA 92021

2 parking spots • Community pool • Built 2005

OPEN SAT, 1PM TO 4PM

$925,900

4 beds2.5 baths2,142 sq ft

1261 La Cresta Blvd, El Cajon, CA 92021

Sandstone fireplace • Private dining room • Master retreat

$180,000

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400 Greenfield Dr #79, El Cajon, CA 92021

Community amenities • Spa • Clubhouse

Home values near 255 Highline Trl

Data from public records.

Address	Redfin Estimate
142 Highline Trl, El Cajon, CA 3 Beds \| 2 Baths \| 1514 Sq. Ft.	$748,270
155 Highline Trl, El Cajon, CA 2 Beds \| 2 Baths \| 1140 Sq. Ft.	$650,406
275 Highline Trl, El Cajon, CA 2 Beds \| 2 Baths \| 1267 Sq. Ft.	$727,798
187 Highline Trl, El Cajon, CA 3 Beds \| 2 Baths \| 1566 Sq. Ft.	$763,663
210 Highline Trl, El Cajon, CA 5 Beds \| 3 Baths \| 2464 Sq. Ft.	$1,125,301
230 Highline Trl, El Cajon, CA 3 Beds \| 1 Baths \| 1274 Sq. Ft.	$693,605
205 Highline Trl, El Cajon, CA 4 Beds \| 3.5 Baths \| 2873 Sq. Ft.	$1,077,246

Address	Redfin Estimate
150 Highline Trl, El Cajon, CA 3 Beds \| 3 Baths \| 2079 Sq. Ft.	$936,382
277 Highline Trl, El Cajon, CA 3 Beds \| 1 Baths \| 1230 Sq. Ft.	$849,784
238 Highline Trl, El Cajon, CA 2 Beds \| 2 Baths \| 1662 Sq. Ft.	$813,051
170 Highline Trl, El Cajon, CA 3 Beds \| 2 Baths \| 1744 Sq. Ft.	$814,794
182 Highline Trl, El Cajon, CA 3 Beds \| 4 Baths \| 2480 Sq. Ft.	$974,934
220 Highline Trl, El Cajon, CA 3 Beds \| 2 Baths \| 1856 Sq. Ft.	$823,850
184 Canyon Dr, El Cajon, CA 3 Beds \| 3 Baths \| 2742 Sq. Ft.	$966,413

Address	Redfin Estimate
147 Highline Trl, El Cajon, CA 3 Beds \| 1.5 Baths \| 1053 Sq. Ft.	$697,920
137 Highline Trl, El Cajon, CA 4 Beds \| 2 Baths \| 1830 Sq. Ft.	$811,763
252 Highline Trl, El Cajon, CA 2 Beds \| 2 Baths \| 1666 Sq. Ft.	$792,347
200 Highline Trl, El Cajon, CA 3 Beds \| 2 Baths \| 1852 Sq. Ft.	$811,211
202 Highline Trl, El Cajon, CA 3 Beds \| 3 Baths \| 2529 Sq. Ft.	$998,534
190 Highline Trl, El Cajon, CA 4 Beds \| 3 Baths \| 2640 Sq. Ft.	$1,098,446
210 Kens Rd, El Cajon, CA 5 Beds \| 3 Baths \| 2262 Sq. Ft.	$1,015,127

Property information provided by SDMLS when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 92021, CA

Sale history for 255 Highline Trl

Tax history for 255 Highline Trl

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 92021

Home values near 255 Highline Trl

More real estate resources